The Unveiling of Evelyn

by Evelyn D. Fairechild

 

Chapter Nine – Dressed for shopping

Monday morning I woke early full of anticipation, and came downstairs wearing the white Swiss-dot lace netting nightgown and robe. Auntie and Suzanne were both up and greeted me warmly, saying it was so nice to finally see me come to breakfast in a nightgown instead of pajamas. I wasn't wearing the backless brassiere and Auntie said, with a smile and a wink: "You're a teensy bit flat-chested this morning, sweetie. I think it's best if you get into the habit of wearing a brassiere and padding, even if it's just in the morning like this."

As we ate a leisurely breakfast, we talked about my trip into the city with Stephanie. Auntie and Suzanne both wanted me to feel "nice and feminine" and suggested I wear the Armani slacks and sweater. "You should dress all in ladies things, Evelyn, including your underthings" suggested Auntie, with Suzanne nodding her head in agreement. Suzanne offered that she had some shoes that would go with the slacks and sweater and a sweater jacket as well.

Together, we went to my boudoir and selected my ensemble for the day, starting with the Armani set: side-buttoned charcoal gray silk/rayon blend slacks, the full legs a long liquid spill of delightfully draped fabric, and the cashmere/mohair blend V-neck sweater in charcoal gray with an argyle pattern of heather gray, dove gray, and white. The shoes that Suzanne had in mind were Cuban heeled rounded-toe pumps with a low heel and a Gibson-style lace-up vamp high on the arch. I tried them on and they were comfortable enough for the day. They weren't unquestionably feminine, but certainly were not something you'd expect a boy to wear. The jacket Suzanne offered was cream colored camel hair, mid-hip length. It was without lapels and was finished with a half-inch of French knot trimming at all exposed hems, and closed with a matching fabric self-tie belt, also finished with French knotting. The cut was loose and unconstructed with just a bit of narrowing at the torso. Like everything else I was wearing, it wasn't obviously feminine, but not something you'd expect a boy to wear.

We had a little debate as to whether I should wear a blouse beneath the V-neck sweater, and decided that I should. It was Auntie that settled on a cream silk voile blouse, a plain front button closure with a wing collar. The voile was soft and sheer, and my camisole would be clearly visible beneath it if it weren't for the sweater.

Before I knew it, Suzanne had offered to pick out lingerie and was going through the drawers. She selected the shimmering silver-gray jacquard camisole and tap panties along with the brassiere and panties from the foundation set in glistening pewter satin, embroidered with ecru thread with appliqué ecru lace trim – the very same set I had worn beneath the wrap dress the evening before. She also picked out the long-line shaping girdle and suggested that it would help with my posture for the day. Auntie concurred, saying "until we have you fitted for corsets, a girdle like this will help give you a little definition around the hips. You've got such a cute bum anyway, darling, so you hardly need the girdle for that". For stockings, Auntie wanted me to wear something 'fun', and selected a pair of opaque white with a diamond pattern to go with the argyle pattern of the sweater.

After laying all these things out, they left me to shower and wash my hair. After dying off, I donned a pair of plain pantie briefs and a soft terry bathrobe and began to blow-dry my hair. There was a knock on my door – it was Suzanne. She had heard the blow-drier and wanted to know if she could do my hair for me. I sat at my vanity while she brushed and dried. She tied it off with an elastic band and said I should go ahead and finish dressing and she'd braid it for me after that. "Just give me a shout after you've dressed. And don't forget to powder before dressing, sweetie" she said before leaving.

After dusting myself with scented body powder, I dressed and checked myself in the mirror. It would be hard to tell if I was a boy or girl. I preferred not to wear the shaping girdle – rather, I liked the feeling that layers of silky panties gave – but I guess I did enjoy the snug feeling. I stepped out of the room to find Suzanne and soon both she and Auntie were back in my boudoir, fussing over me. Suzanne braided my hair in a loose French braid. They had me wear gold jewelry – small gold hoop earring, gold necklace that they let me keep out of sight under the sweater, and several bracelets, which were also kept out of sight beneath the cuffs of my sweater. Then Auntie insisted that I put on just a bit of makeup – some foundation cream, a bit of blush on my cheeks and lips, and a hint of mascara and eyeshadow. I knew I'd be able to remove most of the makeup with a tissue once I got out of the house, so I let them carry on. Suzanne gave me some of her expensive perfume to wear. The two of them were having fun 'putting on the finishing touches' as they said.

Soon, Stephanie was knocking on the front door. Suzanne went down to let her in while Auntie fussed over me a bit more as I stood in front of the dressing mirror. I caught my reflection and had to stifle a little cry – I was just so effeminate.

"Sweetie, there's a couple of things I want to go over with you before you leave" began Auntie. "First, I've given Stephanie some credit cards and spending money for the day. If you see anything you like, you should just buy it. But, precious, I would appreciate it if you could avoid going into the dressing rooms and trying on dresses and things. It's not that I don't think you shouldn't, or that you'll have any problems, it's just that Suzanne and I want to be there when you go try on your first dress. As we talked about last night, we all think you should be stepping out as a lady as soon as possible, wearing a pretty dress and stockings and heels – you just need a bit of coaching first. While you're gone today, Suzanne and I are going to make some arrangements and, hopefully, when you get home, we'll have some plans we can tell you about."

With that, she gave me a kiss on the cheek, told me to have a great day with Stephanie, and escorted me down the stairs.

Stephanie was dressed in a classy blue wool suit with white silk blouse, navy pumps with Cuban heels, black seamed stockings, a navy patent leather purse that matched her shoes, and pearls. She was so well-groomed and polished. She looked like a high-powered lady executive. "My, but I do love those slacks and that sweater, Evelyn" she exclaimed. "You look so very nice and pretty. You could go either way - a young effeminate boy or a boyish young lady."

We were going to take a water taxi into the city, so we drove to the wharf. Once in the car, I asked for some tissue, complaining that Auntie and Suzanne had put on far too much makeup. Stephanie said she didn't think that was the case, but let me go ahead and do what I could to remove the makeup. I really needed some face cream to properly remove the makeup because the tissue wasn't that effective. I did have sunglasses to hide the mascara and eyeshadow.

 

Chapter Ten – Shopping with Stephanie

We parked the car and made our way across the parking lot. Stephanie took me by the hand, gave it a little squeeze, and told me how she was looking forward to the day. "It'll be loads of fun, Evelyn".

I got some looks from the crew members as we boarded the boat. There were just a couple of other passengers at that hour of the day and we were able to sit inside in private. Out of view of the crew, I situated myself in the seat in a decidedly feminine manner, my knees together, my hands folded in my lap. It was really refreshing to be out on the water. Stephanie laid out her plans for the day, which was to take me to the department stores around Union Square and find, as she put it, "some nice new things for you to wear".

We docked and got a taxi to Union Square. I was so embarrassed, but also secretly thrilled, when we entered Nieman-Marcus, gasping at the luxury of the rotunda. I kept my eyes down, not wanting to look up. Stephanie noticed and said something about carrying myself better. We passed slowly through Designer Sportswear, then Special Occasions, before heading to an early lunch at their restaurant. Stephanie ordered for me, being careful not to identify my gender, saying, "And Evelyn will have the chicken salad". The waitress called me "Miss". "See" whispered Stephanie, "you passed as a lady without even trying!"

Before heading out of the restaurant, I told Stephanie that I had to use the toilet, and I was very confused about which one to use - the ladies or the men's room. If I used the men's room, I might be questioned or something, but also, the waitress had called me "Miss". If I used the ladies room, I might be caught as well. "Not to worry, dear" she said. Let's you and I go to the ladies room together. You can go right into a stall and have a seat. I'll let you know when it's clear for you to come out". Before entering, Stephanie gave me her purse: "There's make-up in there in case you want to touch-up, and if you're carrying a purse, there's no doubt you're a lady – flat-chested, but a lady nonetheless". It was the first time I'd been in a real ladies lounge, of course. Nervously, I went right to the stall, closed the door, and undressed, thrilled at the sight of my underthings. While waiting for Stephanie to tell me it was all clear, I couldn't help but applying just a bit of powder on my nose and chin, and another bit of blush and clear lip-gloss. We left without incident.

"Let's go look at some dresses, okay?" suggested Stephanie. We started in the Designer Dresses department and began browsing among the racks and mannequins. So many choices! "What do you think of this one?" Stephanie would ask, holding something up to me. A saleslady came up and asked "do you two ladies need any help?" Stephanie smiled broadly and told her not yet. Then I found something that stopped me in my tracks – a lightweight silk crepe surplice wrap bodice dress in a stunning silver-blue, street-length, long-sleeve, with an asymmetric off-white oriental bamboo design and a deep blue satin obi. The crepe had a semi-lustrous sheen and a pebble finish like a fine Japanese silk scarf. I couldn't help but think wearing the shimmering silver gray jacquard camisole, tap pantie, and pettislip beneath it, and finishing it with the gold and lapis jewelry. It was a very expensive dress – over three hundred dollars – and Stephanie, seeing my alarm, said "Don't even look at the tag, you goofy girl. You can afford anything in this store." She went on to say that I had exquisite taste in clothes, and I should expect to pay more. "Most girls your age are wearing jeans and T-shirts. I find that so disheartening, don't you? I just love it that you prefer fine dresses and designer things. Like that ensemble you wore for dinner last night – it was such understated elegance, Evelyn, and you looked so good."

I found a size eight and took it off the rack. Stephanie held it up to me briefly and was satisfied that it would fit. "If it doesn't fit, we'll just bring it back to exchange. But I don't think it'll be a problem given the cut." One part of me desperately wanted to go into the ladies dressing room, try on the dress, and walk back out on the floor to show Stephanie and the saleslady how pretty I was. The mere thought was thrilling. But another part of me was dying of embarrassment and shame. I just wasn't ready. I would have trust Auntie and wait until she and Suzanne made their 'arrangements' and were satisfied I was ready to step out en-femme.

While I wandered off, Suzanne purchased the dress using a gift card that Auntie had apparently given her. The saleslady put the dress, still on its hanger, in a thin plastic garment bag.

With the dress purchased, and me carrying the garment bag draped over my arm, we went to the Designer Sportswear to look for, as Stephanie said, "some things you could wear to work or, like today, when you're… you know… in-between". I understood exactly what she was trying to say – clothes for a softly-sweatered sissy.

I came across a beautiful wool suit ensemble. At first, Stephanie wasn't impressed with it, but I thought it was so tasteful, so classy, elegant, and refined; a wardrobe set-piece, perfect for the board room or, I thought to myself, the library.

The fabric was a bluish slate gray lightweight ultrafine Italian merino wool. The set was comprised of slacks, skirt, jacket, two styles of blouse, and an oh-so-soft cap-sleeve cashmere and merino wool blend sweater-vest. The skirt was knee length, full-gored, with a dropped waist and one-inch knife pleats all around, accented by four six inch pleats distributed evenly around the skirt. The slacks had a high waist with a double-pleated front and besom pockets, full legs with cuffs. The jacket was without lapels and closed with a barely discernable hook and eye closure that served only to hold the line of the jacket while fastening the thin matching belt that closed with a long narrow compression buckle. The belt was reversible – on one side, the buckle was gold, on the other, silver. The two blouses were of the same fabric; tea rose colored crepe georgette. Both were long sleeve with three-button cuffs and buttoned in the back, the buttons all small and fabric covered. One blouse had a softly shirred drape neck, perfectly framed by the jacket, just the right touch of feminine sensuality. The other blouse had a runched band collar with a big detachable double bow with long streamers with a cream scallop lace edge on the streamer ends. With the two blouses and the detachable bow, there was quite a range of looks; from sensuous (no blouse), sophisticated (drape neck blouse), conservative (band neck), to very conservative (the detachable bow). The denier of the georgette was very fine and would reveal details of any dainties beneath. The sweater-vest, like the jacket, was constructed to perfectly frame the drape neck of the blouse. It had a geometric tricolor design; a slate gray dyed to match the fabric of the suit, a rose that closely matched the blouse, and accents of ivory. It wasn't a true vest because it had three small fabric covered buttons at the waist, so it would only close to the bottom of the blouse. I could envision completing the ensemble with natural pearls, pink pearls, rose quartz, or gold jewelry. The ensemble had such understated elegance and refinement that I just had to have it. Stephanie warmed up to it, but cautioned that I should at least try on the jacket before buying – if it fit, then the rest of the ensemble should follow. She reassured me that it would be perfectly safe to try on the jacket – we were in a relatively concealed spot on the floor, standing behind a pillar and tall racks. We picked out a size eight and I slipped it on while she held my camel hair coat. I fastened the front and tightened the belt – it fit perfectly. As I looked around nervously, she held the skirt up to me and, at that point, her opinion of the set changed. "Oh my goodness, Evelyn, I see what you mean…" she whispered. "… you're going to look fabulous in this. You've got such exquisite taste, Evelyn. At first, I didn't think you'd look good in this… but, oh my…"

It was a very expensive ensemble (the jacket alone was several hundred dollars), but again, Stephanie told me not to think about it. If there were problems with the fit, we could have it altered, she said. "Let's just look a bit more before we buy the set, OKAY?" she asked. Within a minute or two, she had found a rack of very nice slacks made of a synthetic crepe, zipper front, slim leg, pleated and cuffed, available in four colors; off-white, black, blue, and light gray. "These are nice – you could wear these either way" she said, meaning as a boy or girl. It was an easy decision to buy the off-white and black pair. As we were heading back to pick out the suit, she spied a table of soft angora and lambswool ribbed turtleneck sweaters on sale, and, without skipping a beat, picked out a wisteria, a vanilla, and an aubergine sweater for me, and a black, a hot pink, and a red sweater for herself. "Can't pass this up" she said gaily.

With two pairs of slacks and six sweaters, we made our way back to the suit rack. Stephanie got a saleslady to help pick out a set and carry it to the counter. She made the purchases while I tried to wander surreptitiously through the racks, admiring the wares.

We headed off to millinery, where we bought a muted rose silk scarf with ivory edging and an ivory rose pattern that would go perfectly with the suit, and a timeless over-the-shoulder leather messenger-style purse. We also found some soft ribbed Orlon pantyhose that looked and felt like cashmere. I mentioned to Stephanie that I preferred stockings rather than pantyhose. "Oh, I understand" she said with a smile, "…but, you know, you can just cut off the panty part with some scissors and sew the cut ends to keep them from unraveling. I've done that before." I liked her idea and asked her if she knew if Auntie or Suzanne had a sewing machine, because I knew the basics of sewing. (I was also thinking about sewing some more pantie napkins, but I didn't mention that to her.) She didn't know for sure, but if they didn't, I could borrow hers. With that settled, we bought four pair.

I was beginning to gain a little confidence and my feelings of humiliation about being so sissy-dressed began to subside. Stephanie sensed it and remarked that I was beginning to relax a little and, at one point said "You know, there'll come a day when you'll be all dressed-up in some pretty dress and high heels and out shopping like this, except you'll be trying everything on and the salesladies will be giving you their full attention. And you'll be so into it, not even thinking about being a dressed-up boy, just enjoying yourself to the fullest."

Everywhere I had looked there were things that I desired, beautiful garments and accessories. I'd spy scarves, wraps, purses, shoes, hairpieces, and jewelry, and immediately think of how they would complement one or more of my ensembles. I'd see dresses, skirts, blouses, sweaters, slacks, and jackets, and imagine myself wearing them, creating all sorts of different looks for different occasions. But when we strolled through the lingerie department. I was blushing so much that Stephanie felt sorry for me, and led me out of the department and said "You're having difficulties with this, aren't you dear? Well, we'll give you a little more time."

We passed by the shoe department and I wished I was dressed, just so I could try on some of the lovely and flattering shoes. I brought it up with Stephanie: "I guess if I was dressed up, I could try on shoes, huh?" and she readily agreed.

"Oh yes indeed, Evelyn. Shoes are the one thing you must to try on before buying. You're going to love it, too, having some cute salesmen slip your foot into a pair of fetching high heels. Besides, to be considered a 'well-heeled' young lady you're going to need lots of them."

We left Niemen-Marcus and strolled into Nordstrom's. Carrying all our purchases was a pain, so we went to the concierge and package service and had them hold them for us – all except the leather purse we had just purchased. Stephanie wanted me to carry it. I was aghast, but I couldn't, at that point, give it to the clerk. After removing the tags, I slung it over my shoulder. "So which is it? A pretty but flat-chested young lady in slacks? Or a pretty young boy carrying a purse? It's up to you." Stephanie said with a wink. After strolling around for a bit, I spotted a glorious ensemble – black double-layer silk chiffon palazzo slacks and a tight fitted jacket in deep red Chinese silk with gold and blue embroidery, black velvet lapels and cuffs, and fancy black frog closures. Stephanie and I both agreed it would look good on me, but I'd have to try it on since the fit of the jacket was so close – it wasn't something that could be fitted properly by trying the jacket on over a blouse and sweater. "Maybe when you go out in a dress and heels with your Aunt" she offered.

Her comments about me going out en-femme were thrilling to me, and I realized I was passing at that very moment – the purse was the final piece. But to be out in a dress and heels – that was inevitable – I was just enjoying myself too much (in spite of my nervousness). I wanted it to happen, and today was just a prelude – a little test. Would I enjoy shopping? Of course. I just needed, as Auntie had said, a bit more practice before I went out en-femme.

I then came across a ribbon-weave jacket. It was waist length, a simple jewel neck, and woven out of quarter-inch black semi-luster satin ribbon. It closed at the front with a half dozen ribbon ties. "Go ahead and try it on" said Stephanie. As before, we seemed concealed, and I took off my jacket. The first one I tried on seemed just a bit large. But I loved the way it looked and the quiet rustle it made when I moved. Stephanie said it looked great. I tried on a size smaller, but it was too small, so I tried on the larger size again. Neither of us was paying attention and didn't notice the saleslady that somehow snuck up on us and said: "That looks really good on you".

"Doesn't it though?" replied Stephanie. There was nothing I could do but play along.

"I love this jacket" continued the rather pretty middle-aged saleslady. "We just got it in. It can go either formal or informal. It goes great with a skirt or just tight jeans and high heels" she continued.. "Are you having any trouble with the size?"

"Well, a little" said Stephanie. "She's between a small and a medium it seems. Evelyn – try on the small again."

What could I do but do as she asked? I began to remove the medium and the saleslady helped me out of it and then into the small.

"Turn around, dear" said Stephanie. The saleslady looked me over and said that it did seem a bit small, but it might be due to the sweater I was wearing she offered. For an instant, I thought one of them might ask me to take off my sweater, and there was no way I was going to do that! But after a moment or two, they both agreed that the medium fit better.

"Besides, I think the cut of it is meant to be loose" the saleslady offered as rational. I removed the jacket and the saleslady took it. "Anything else for you today?" she asked sweetly. Stephanie gave me a look as if to say 'I'm thinking about it' but replied "No, we've got to get going".

With the jacket purchased, we wandered to sportswear and simply had to buy this baby blue open crochet-weave angora and mohair sweater. It had a deep cowl-neck and extra long sleeves, and was, we both agreed, a perfect thing to wear over a nice camisole. I didn't try it on, but Stephanie did take different sizes and held them up to me. The choice was easy, and the purchase was made.

 

Chapter Eleven – The Lingerie Boutique

We dropped our purchases off at the concierge, adding to our collection, and made our way out and down the street to the Galleria. We strolled around a bit, window shopping. My mood had really started to change and I was feeling a bit creamy, even. I was even swinging my hips more when walking. Stephanie noticed and said "I'm glad you're finally getting your head in the right place". We went to cosmetic boutique where Stephanie bought for me some very nice body and facial lotion, dusting powder, a box of color-coordinated makeup, and a small bottle of expensive perfume.

We stopped in front of a lingerie boutique. A mannequin in the window was wearing a really cute foundation set; satin-trimmed cream net lace adorned with embroidered flowers in pastel pinks and lilacs. "Come on, Evelyn, let's go in… you deserve that set, don't you think? And I've got my eye on that merry widow set over there" she whispered, pointing to a black brocade lace-front torsolette with garter suspenders, with a matching lace brief with a brocade front panel and a lace cocoon combing jacket. I turned a million shades of red and stammered something, but she took me by the hand and led me in.

I could barely breathe. It was such a den of femininity! There were foundation sets pinned to cloth panels along one wall, each panel on a hinge to allow easy browsing. There were bins of silk stockings, racks of nightgowns and robes, chemises and combing jackets, camisole and tap pant sets, a table display of fine panties made of silks and satins. The saleslady was busy with another customer and told us, in a cheery voice, to "feel free to look around – I'll be with you in a few minutes".

With a big smile on her face, Stephanie clicked her tongue and whispered to me "You sweet little thing you – you're not going to faint on me, are you? Let's pick out that set for you, add some stockings and some panties, and then I'll go try on that bustier. Don't worry, cupcake, it'll all be fine. You're doing a wonderful job of passing as a lady… just keep it up…"

With my heart pounding, goose-bumps everywhere, blushing like a bride (or a sissy in a lingerie boutique), we put together a set for me – the foundations on the window mannequin (we'd have to wait for the saleslady to retrieve the set from one of the many drawers), four pair of silk stockings (one in white, two in pink, and one in black for Stephanie), two lacy garters, and four pair of panties, all in off-white or petal pink – a bikini, a tanga style brief, a flutter brief, and French knickers. As we gathered things together, the saleslady, still occupied with a customer, told us we could put our things on the sales counter, motioning to a spot on the edge of the counter. Just as we were finishing, the other customer was done, and we had the saleslady's attention. I tried to stay in the background and, fortunately, Stephanie took charge, asking the saleslady for the set in the window, telling her the needed size, looking at me, saying "a thirty or thirty-two B, right, Evelyn?" While the saleslady went to retrieve it, Stephanie asked to try on the bustier… "a thirty-six or thirty-eight D…" Announcing our bra sizes like sent shivers through me. She didn't need to since the pieces weren't sized. She was pointing out the obvious differences in our figures – me, the frail little sissy-boy and her, the robust beauty.

With the bustier in hand, Stephanie headed for the fitting room, saying "why don't you have a look around, Evelyn, while I go try this on?"

Now I was alone in the shop with just the saleslady. I was paralyzed. But she was so nonchalant when she said "yes, please have a look around and let me know if there's anything you need or want to try on". Those last few words – 'want to try on' – made my ears ring (I was feeling faint at that point). I began to browse through the nightgowns and such and, fortunately, a couple other customers arrived and I was able to shrink into the background.

None too soon, Stephanie came out of the fitting room and the process of purchasing began, giving me a bit more time to browse. I was calming down a bit and I would remove a nightgown or chemise from the rack and admire it. Stephanie came up to me at one point and said, in a voice loud enough for everyone to hear, "You'd look fabulous in that, Evelyn. Are you sure you don't want to try it on?" I gave her a pleading look and she winked at me.

It was probably minutes, but seemed like hours, and we were ready to go. We walked out and after a few moments, Stephanie took my hand and said "See – wasn't that fun? I thought you were going to faint sweetie!" She was laughing and giggling. I started giggling, too, but from relief. "We're going to have to go lingerie shopping more often. Especially with you in a dress and heels so you'll at least try on things. But that was such fun. I wonder what that saleslady thought of you… Boy, I bet if I had tipped her off that you were a boy you would've fainted on the spot!"

We stopped for tea and we both had to use the restroom again. Fortunately, the restroom where we had tea was a single unisex closet. I was able to take my time. I was thankful at that point that I was wearing a girdle, because my daintie was getting quite stimulated by the time I had finished.

Stopping off to get our purchases from the concierge at Nordstrom's, we took a taxi to the wharf and were soon back on the water taxi, heading home, beating the evening rush hour. Stephanie and I talked about the day. I was emphatic that it was perhaps the most fun I had in ages. "It was such a pleasure and delight" I offered, adding a few caveats about the lingerie boutique.

"It was a pleasure and delight for me, too, sweetie. I loved watching you light up. I can't wait to get you back to your Auntie's so that you can give us a little fashion show in your new things, especially that killer dress and suit. I'm sure they'll fit. And… maybe as little treat, I'll put on my new bustier just for you."

 

Chapter Twelve – Holiday arrangements

We got home just before five o'clock. Auntie and Suzanne insisted on seeing everything we bought. We first laid everything out on the downstairs couch, including the foundations, which made me blush profusely. Neither Auntie nor Suzanne asked how we came to purchase the foundations, but Suzanne was effusive about how cute they were. After admiring the purchases, everyone wanted a little fashion show in order to see how things fit me.

Stephanie helped me carry the new things up to my room, and when she entered, she gave a low whistle and said "Wow, Suzanne really went all out for you, didn't she, sweetie? This is such a beautiful room! Fit for a princess." After laying out my new things on the bed and settee, she opened up the closet doors and squealed with delight. "Oh my goodness, Evelyn! Just look at all these pretty things! Oh my… I simply must see you in this!" she said, holding up the pink mohair cowl-neck sweater and skirt set, "So soft and cuddly… and this too!" she continued, holding and admiring the black velvet wrap. She brought out a few more things to admire, such as the pink chiffon my mother bought me, and a few things she recognized from the shop. "My, but your two aunties really want you to be their pretty niece, don't they? No jeans and sweatshirts allowed for their little niece, that's for sure – just one beautiful dress after another. You are one lucky lady, Evelyn, to have two aunties that want you to look and feel so pretty."

Her focus turned back on my new purchases and she helped me select the things to try on, then she left and joined Auntie and Suzanne downstairs, saying, with a wink, "Don't dally too long, princess – we all want to see you in your new things". I undressed from the shoes, slacks, sweater, and blouse. It was a relief to be safe and, for a few minutes anyway, alone. The events of the day washed over me and I let out a long sigh as I stood at the mirrors in my daywear. I had to use the toilet, and releasing my dantie from the confines of the shaping girdle felt so good – she was moist and aching. I had to concentrate lest she become all stimulated – I couldn't show off my new things if I had 'telltale panties' – panties that showed a moist little bump. I would have to stay in the shaping girdle for a while longer. I sat down at my dressing table and changed my stockings to a dark blue nude pair with just a hint of sheen, something that would go better with the dressings. I didn't have time to change my underthings, to put together a complete ensemble from foundations outward – I'd have time for that over the next few days, I hoped. I freshened my makeup, then let out and brushed my hair. I thought about the events of the day as I watched myself in the mirrors, brushing my long, beautiful hair, feeling so contented, a kept and cosseted young lady.

The silver-blue crepe surplice wrap dress was first. It fit perfectly and was simply stunning, drawing appreciative gasps from everyone as I came down the stairs. Next, the slate gray suit ensemble. I was relieved that it fit perfectly as well, for it was so expensive. Everyone loved the ensemble, complimenting me on my taste, agreeing that it was a conservative but classic ensemble. The skirt had wonderful movement to it, the pleats opening and closing as I carefully descended the staircase. "Just what a prim and proper librarian would wear" said Auntie. (I immediately thought back to the afternoons I dressed-up for work at the library, and of the photographs hidden back home, the ones Mimi took of me all dressed up at the library. I wondered if Auntie somehow knew about this dressing-up, or if she was just referring to my part-time job as an assistant librarian, or what. But she was right – it was just what a prim and proper librarian would wear.) I changed the skirt for the matching slacks, which were a bit long, and Auntie offered that the length would be fine if I was in high heels. Next up were the black slacks, the wisteria turtleneck, and the black ribbon-weave jacket. The baby blue open crochet-weave angora and mohair sweater was next, matched with the off-white slacks.

It was time to start dinner. Auntie and Suzanne were going to cook baked chicken with asparagus and cream sauce. Auntie wanted me to wear a dress for dinner ("Something we haven't seen you in yet" she said) and said I had almost an hour before dinner. Upstairs I went, and I decided on the oh-so-very-very-soft blush pink draped cowl neck mohair sweater and skirt that Stephanie had suggested. Beneath would be the matching white satin with pink lace chemise and tap pantie. I wanted to wear the new foundations, but given my current mood, I was afraid of telltale panties. So I chose the foundations that matched the chemise and tap pantie since the high-cut brief had a bit of needed control to it. I finished the ensemble with the white crochet-knot merino wool stockings, pink kitten pumps, and pearl jewelry.

After undressing, I washed a bit, then dusted myself with my new dusting powder and dabbed on my new perfume. Then back to my dressing table to don the foundations, stockings, and daywear. By the time I was done, I was just so creamy and dreamy that it was taking all my willpower not to cream – it would only take a minute or two given my state. I wanted to save myself for an early bedtime. Just then, a knock came on the door. "Evelyn? It's me sweetie. Can I come in for a sec?" called Stephanie. I threw on my white silk charmeuse robe, tied the sash in a bow, and opened the door. She was wearing her new merry widow, panties, black stockings, and cocoon jacket.

"What do you think?" she asked coyly, striking a very seductive pose in the doorway. "I was just in Suzanne's room trying these on and I thought you should see."

"Oh my. Oh Stephanie…" I whispered. "I… uh… oh… wow…"

She sashayed up to me and took the sash streamers on the robe, one in each hand, and began to pull them slowly so as to untie the sash and open my robe. It was the most seductive and thrilling thing that had ever happened to me. "Let's see what you have on beneath this" she said in a sing-song, lisping voice. All I could do was stand there as the robe parted and she opened it up. "Oh, my, just look at you…" She batted her eyelashes, then leaned over and whispered in my ear "You know, precious, you and I could have a lot of fun together… me wearing this and you all dressed up…" She let the sentence hang in the air for just a moment, then righted herself and said, in a total change of voice and mood "So! Let me go back and put on my suit and I'll go down to help your aunties set the table." And with that, she sashayed back out the door, closing it gently behind her, turning at the last moment to wink at me as I stood in shock.

Dazed and confused, I gathered my thoughts. Stephanie had just 'hit' on me, I guess. I was thrilled, and my heart pounded in my chest. I didn't have time to dwell on it all, so I somehow managed to finish dressing and made my way down the stairs to the oohs and aahs of my two aunties and Stephanie, who looked me over lustily.

As we ate, Stephanie and I recounted some more of the day's events. Then it was time for dessert and coffee. We gathered in the living room. Auntie sat next to me on the couch and, at a pause in our conversations, asked for everyone's attention.

"Evelyn, Suzanne and I have made some arrangements. We all want you to step out as a young lady as soon as possible. We think it's very important that you do so – neither of us want you to think that you can only be a young lady around the house. We want you to go out and about, meet people, and have fun. And the only way that's going to happen is if you go out as a lady. We want you to gain the confidence you need. But we really, really, want your first time to be a special occasion, something you'll always remember. So, next Sunday, we're all going into the city and we're going to stay at this wonderful five-star boutique hotel called the 'Swan House'. It's managed by a dear friend of mine named Joanne. She's was one of the first members of my discussion group. You'll be arriving and staying as my niece, of course, which mean that you'll be in dresses the entire stay. Joanne knows that you're really my nephew, and is thrilled to host your coming-out holiday. She's put aside their best suite for you. We'll be across the hall. You're going to love this hotel, dear – it's so romantic – and especially your suite, which they advertise as their honeymoon suite. We'll arrive in the early afternoon and you'll be having a full makeover by an acquaintance of Joanne's. We'll have dinner Sunday night then on Monday, we'll be taking you out shopping, and we'll all get to see you try on your first dress. We'll be staying Monday night as well, and come back Tuesday afternoon after we do a little more shopping. Between now and then, Suzanne has graciously agreed to give you some deportment lessons. She's been busy planning your lessons all day. You needn't worry about work this week – you've done a wonderful job getting the new system up and running – so you can stay home, practice and pack for your holiday. In fact, we're going to have Danielle, who you haven't met yet, come and work for us for a while so that we can devote more attention to you. Oh, and Stephanie? We'd love it if you'd join us next weekend. I've already reserved you a room."

Auntie's tone of voice was so matter-of-fact and assured that there would be no questioning or dispute. Stephanie thanked her and gleefully accepted her invitation, saying she couldn't wait. I sat for a moment, thinking of an appropriate response then gave Auntie a big tearful hug. "Oh Auntie, thank you, thank you for being so kind and understanding…" Soon, Suzanne was there, hugging me as well. I said things about how wonderful, loving, and understanding my two aunties were.

Suzanne talked about my upcoming deportment lessons. She wanted me up 'bright and early' and wearing, after a bit of discussion, my sailor's blouse and skirt and my highest heels. We would be spending the rest of the week practicing all aspects of deportment, from walking and sitting, table manners, etiquette, to the inflection in my voice. I would get a bit of a break Friday afternoon and most of Saturday. Stephanie asked if she could take me to lunch on Friday, and it was agreed upon.

Auntie finalized the discussion by saying "Well, you must be tired dear. You've had a very eventful day and you have lessons tomorrow. So let's call it an evening, shall we?"

It was around eight o'clock – still early enough that I would have a couple of hours alone in my boudoir orchestrating a splendid orgasm, for the events of the day had left me in such a dreamy and creamy state that I thought I would burst. I was also, to tell the truth, a bit tired – the fresh air and nervous energy I had expended had taken their toll. Stephanie said her goodbyes and in a private aside, told me again how much she enjoyed the day, and was looking forward to taking me to lunch on Friday. "I hope you'll wear some of the new things we bought today" she said as she left, giving me a moist kiss on the cheek.

I went to give Auntie and Suzanne a kiss goodnight. Suzanne said she'd like to come up to my room in a few minutes to 'finalize some details'.

I walked slowly upstairs and by the time I got to my boudoir I was so aroused that I was mincing and swishing. My pleasures would have to wait until after Suzanne visited me (I was actually a little miffed that I would suffer an interruption, but of course I could not fault her). I poured a glass of sherry, put some romantic classical music on the stereo, adjusted the lighting to a soft glow, and then set about laying out my bedtime dressing, something that would fit my mood. There were so many possibilities, and just going through my closet was so tantalizing. To help me in my dilemma, I decided to wear my new foundations and silk panties, which would narrow my choices down to things that would coordinate with the foundations and panties. I finally decided on the blush peach negligee that Auntie had sent me long ago, with the all-lace bodice and the asymmetrical hem a foot of lace. To complete the dressing, I added white lace garters with pink ribbon accents, freshwater pearl multi-strand necklace and bracelet, gold bird-cage earrings, and the pink chiffon hair bow with ivory organza flowers and ribbon streamers of pink and ivory that my mother had given me. For an extra bit of fun, I added a pair of pink lace gloves with white ribbons and bows at the wrist and a pink and white feather boa that I had found in one of the hat boxes on the closet shelf. In anticipation of a deep and lush creaming, I would wear my thickest and fullest pantie napkin. I laid all these things out (except for the pantie napkin), then removed my sweater and skirt, hanging them back in the closet, and donned my white silk charmeuse robe over the white satin daywear and slipped into marabou slippers. I sat at my dressing table and started to primp while waiting for Suzanne, brushing my hair, adding another daub of perfume, and then applying more makeup – mascara, eyeshadow, blush, and lipstick. Soon a gentle knock came on the door and Suzanne entered.

She was dressed like a schoolgirl in a baby blue tartan pinafore dress with a short pleated skirt, a crisp white cotton blouse with puff sleeves and Peter Pan collar, white stockings that ended just above her knee, and baby blue Mary Jane shoes. Her hair was done in two pigtails, each tied with a baby blue ribbon. She giggled and turned around to model her outfit, saying "Like it? Beverly and I are playing headmistress and schoolgirl tonight."

"Oh, you are sooo cute in that, Suzanne! I'm so envious" I replied.

"Well, we'll just have to get you some schoolgirl outfits then, Evelyn" she said with a wink. "But that's not why I'm here." She dropped her voice a bit and asked "I'm going outside to, you know, have a couple of tokes. You want to come with? It'll only take a few minutes, because your Auntie is waiting for me."

"Sure" I replied. I and together we sneaked into her room like a couple of truant girls. She offered me an anti-anxiety pill and I accepted, swallowing it with a sip of sherry. Then it was out to her balcony where we each took two or three good tokes. Suzanne was giggling as we snuck back out of her room, she going to Auntie's room and me to mine. The last thing I heard before closing my door was Auntie saying "Where have you been young lady? I think a spanking is in order!"

An overwhelming feeling of contentment and pleasure descended on me as I slowly undressed. As each event of the day came back to me, I reached another level of stimulation. I could hear Auntie and Suzanne occasionally, but nothing like the previous time, but I could imagine Suzanne bent over Auntie's knee, getting spanked and loving it. I was moaning out loud as I dressed in my new brassiere, garter belt, and bikini panties, my new pink silk stockings, white lace garters, and my four new panties; bikini, tanga brief, flutter brief, and French knickers, and, as a final touch, adding the muted pink silk dance panties with ivory point lace trim that mother had purchased to go with the pink chiffon dress. "Oh mother, these panties are so lovely" I sighed as I drew them on. I somehow managed to finish dressing without creaming – I was just very so close. The two end doors of the closet were open to form the three-way mirror and to reveal my wardrobe of dresses, skirts, sweaters, blouses, delicate daywear and night dressings, high-heel shoes, and pretty hatboxes containing all sorts of dainty treasures.

I stood in front of the mirrors, wearing the lacy romantic negligee my Auntie had given me, my new foundations and panties, the exquisite dance panties my mother had given me… I was at the end of the most sensuous day I had ever had… I again recalled things that had happened; the beautiful dresses, sweaters, slacks, blouses, and jacket we had bought, the lingerie boutique, Stephanie in her black merry widow, my upcoming deportment lessons…

Dreams I didn't know I had were coming true. I was being kept as a lady in a luxurious boudoir, cosseted and nurtured by my two aunties, chaperoned and teased by a beautiful vivacious woman that made my heart flutter…

I looked around my boudoir, my eyes feasting on the beautiful furnishings, the photograph of me in the wedding dress, my closest full of beautiful things. I was moaning with pleasure, saying my O's, when the most remarkable thing happened…

I was standing, one lace-gloved hand fingering my hair, the other fussing with my bed jacket that had fallen from my shoulder, the feather boa in the crook of my arm. Titching uncontrollably, I moved my leg and pelvis imperceptibly as the feather boa barely brushed past my quivering dantie, I gasped "Oh! Oh NO! I'M CREAMING IN MY PANTIES!" and was launched into an astonishing orgasm, each searing spasm drawing another loud 'OH!' as I stood stock still, my panties puddling with cream that oozed and trickled down my thighs. Moments after my final convulsion, I became aware of moans and cries of pleasure coming from Aunties room from down the hall.

I collapsed on the chaise and just stared at my reflection for the longest time, a wistful smile on my face, my panties and stockings and negligee becoming wet with my cream. The evening finished with me kneeling on my pillows, holding a hand mirror, slowly churning in my wet panties and negligee, bringing myself to yet another creaming, (I would have a dickens of a time later, hand-washing my soiled things.)

 

Chapter Thirteen – Deportment lessons begin

After a blissful night's sleep, I awoke early and came downstairs before Auntie and Suzanne woke, wearing my burgundy red satin chemise, culottes, and robe. I fixed a pot of coffee then set out a breakfast of fruit, scones, and cheese for my two loving aunts, then headed back to my boudoir with a breakfast tray to bathe and dress for the day.

After an hour or so, I had carefully groomed and primped, and donned the sailor dress ensemble and three-inch black stiletto heel ankle-strap mules. Beneath it all was the light navy blue silk panne satin negligee, tap panties, and foundations, the white lace bodice of the negligee showing beneath the lightweight silk of the blouse, For the first time in a long time, I was able to apply polish to my finger and toe nails, a muted pink that didn't draw too much attention to them.

I came downstairs, prepared for my lessons. Suzanne was dressed as a schoolmarm in a white cotton yoke collar blouse, long black skirt with a Basque waist, her hair tied back severely, and wearing black horn-rimmed glasses. "I get to play headmistress for once" she said gaily. Auntie was just leaving, and told us both to have fun.

Suzanne had me sit on a straight-back wooden chair in the den, facing an easel with a flip chart. Written on the chart was list of rules, like: "Shoulders back, Chin up, Elbows back, Neck long. Wrists limp, Grasp the feather, Straight line, Slow and Deliberate. Lips relaxed. Eyes first, then head." She retrieved a wooden dowel pointer and, standing next to the chart, pointed to each rule and discussed it with me.

The agenda for the day was mainly walking. I was to walk as if there was something gently pulling me up from the crown of my head, to make my neck feel long. I shared my concerns with Suzanne about Adams apple and she agreed that it was a bit noticeable, but nothing I should be concerned about – it was small for a boy and not an unusual size for a girl. She added that my long thin neck was what counted the most. (I remember back to high school and how I heard some jock say I was a 'skinny little pencil neck'. Well, my skinny little pencil neck was an asset now.) My shoulders were to be pulled slightly back and my elbows held just behind my back. My wrists should be limp and I would hold an ostrich feather in each hand. When I walked, each step should be slow and deliberate with my foot in a line directly in front of the other. This would add sway and movement to my hips. Whenever I wanted to look at someone or something, I should first look with my eyes until they could not move anymore, then turn my head, and finally my torso. I was to try and relax my lips so that they were full and shapely. She suggested that I rub moisturizing lip balm onto my lips every day, followed by a gentle scrubbing with a washcloth or toothbrush. She assured me that this would make my lips full and pouty.

With these rules in mind, I spent the morning walking all around the house. Suzanne had retrieved a long six-inch wide plank from the garage and put it on the floor, covered with a sheet, and had me walk across it dozens of time. If I wasn't doing something properly, she would tap the offending part of my anatomy with her pointer. She also had me practice walking like a model down a runway, really exaggerating my movements, and turning around gracefully to model my ensemble. She said I need to know so that when I tried on a dress, I could walk out of the dressing room and model the dress for everyone.

We had a lot of fun. Suzanne would act like a strict headmistress, addressing me as 'young lady', frowning at me, threatening punishment, tap me with the pointer, and then, just before she got too intimidating, burst into giggles. I found myself getting into the act as well, playing the part of a chastised young lady, replying "Yes, Headmistress" and "I am sorry Headmistress. I'll try harder. Please don't punish me." I'd occasionally flash on being taken upstairs and spanked and how erotic that would be, bent over my Headmistress's knee, my pantied derrière exposed, being spanked for being a bad girl, big tears running down my cheeks, then being left alone to think about my transgressions (as I pleasured myself on my pillows). After a few moments of these forbidden but delicious thoughts, I'd come back to the task at hand — these were dalliances and fantasies that could not include Suzanne. She was so much fun and so close to me now that I felt ashamed thinking about it.

I immediately took to all the rules and advice. I loved concentrating on being as feminine as possible. Suzanne was really pleased with my progress and said that it wouldn't be long before I wouldn't have to think, that it would all come naturally to me. The only problem was that my calves were getting really sore from the high heels. Suzanne said it was to be expected and that eventually my calf muscles would stretch out and I wouldn't even notice. And, for the time being, I would go out in lower heels and I'd be much more relaxed and comfortable in them. But around the house, she wanted my in high heels to condition my calves.

We had lunch at the dinner table and Suzanne instructed me on proper table etiquette. It was also an opportunity to work on my voice pitch and inflection. I always had a girlish voice, so pitch wasn't an issue. Suzanne just wanted me to slow down and speak deliberately and softly.

We moved from walking to the act of sitting down – not actually sitting and posing in a chair – just getting into a chair. There was a lot to think about – I couldn't just plop down of course. I had to approach the chair, position myself properly, hold my skirt so it wouldn't get bunched and gracefully lower myself into the seat.

Auntie came home mid-afternoon and was really pleased with my progress. "You'll have no problem going out en-femme, my darling." A couple of hours before dinner, I was sent upstairs to change into a dinner dress. Before going, Auntie presented me with a pair of 'falsies' – silicone breasts that could be attached using special glue. Upstairs, I tried them on – they felt secure and natural once attached and held with a brassiere. For dinner, I chose the powder blue georgette shirt dress that Auntie sent to mother long ago. My thought was that the tea-length skirt with its box pleats and metallic threads would really show off my newly enhanced feminine movements. They both watched me as I descended the staircase, the skirt shimmering with each dainty step I took, my hand gentle on the banister. When I reached the bottom, I did a little turn to show the dress. They both applauded, telling me how graceful and feminine I was.

During dinner, Auntie asked me what my going away dress would be. "Do you know what a 'going away' dress is, dear?" she asked rhetorically, "It's the ensemble that a lady wears when going on holiday, to make the proper impression when they arrive at their destination. It wasn't long ago when ladies spent a lot of thought on the proper going away dress." After some discussion, it was agreed that I'd wear the new slate gray suit; the jacket, the full-gore knife pleated skirt, and the softly shirred drape neck blouse. I'd need a nice pair of heels, and Suzanne volunteered to shop for a pair for me since we were both the same shoe size.

Soon after dinner, I was on my way upstairs to take a bath to sooth my aching calves. Suzanne had one last task for me, something I could do alone; use the mirrors in my boudoir to find five standing poses and five sitting poses that were feminine and attractive. She would review them with me in the morning and we'd fine-tune them. The objective was to always have a pretty pose I could use.

I tried to develop some poses, but it was difficult because I was getting really creamy watching myself in the mirror, the iridescent powder blue box pleats of the skirt catching and reflecting the light with every subtle movement I made. There were so many enthralling poses to choose from! I came up with two standing and three sitting poses, but just couldn't make any more decisions because of my mood. I just wasn't going to make any more progress – I had to cream. I carefully drew down my panties, lifted my skirt and slip, and soon achieved a shallow orgasm, just the thing I needed to get my concentration back, but not so deep as to finish me for the evening. It was kind of a funny situation; I was creaming not because of the exquisite pleasure it brought me, but because I had to get back to the task of finding poses for Suzanne. I finally came up with the required ten poses of which four or five were definite keepers. I'd work with Suzanne to develop and choose the others.

After a long hot bath with the air jets massaging my legs, I donned my lilac chiffon peignoir and slipped between my satin sheets for another night of sweet pleasant dreams.

The next morning started as before with me having breakfast in my room while I dressed for my day of deportment lessons. Because the focus of the day was sitting properly, Suzanne wanted me in a knee length skirt so to see my ankles, calves, and knees when I sat. I decided on the peach and gray St. John two-piece knit with the sheer silk ivory V-neck top. Beneath, I wore the camisole, dance panties, and pettislip that mother had given me with the pink chiffon day dress – muted lingerie pink with ivory Venetian point lace trim, with fancy ecru and gray embroidery. The details of the camisole were very visible beneath the silk top. This was not an ensemble a typical eighteen year old girl would wear. It was, however, something a refined, demure, and well-heeled young lady would wear. My foundations were the sexy set of pink satin and shimmering gray lace that Auntie had sent me back home – a full-cup brassiere, a waist cincher, bikini panties, and tulip panties. I completed my underdressing by adding a pair of full high-cut panties, white silk stockings, and white lace garters. I added the chiffon scarf tied loosely around my neck and clasped with a simple gold scarf clip, pearl jewelry, and the pink and cream Sabrina heel pumps with two-inch heels that matched the ensemble so well. The clutch purse that matched the heels was an important part of the ensemble, for today, Suzanne wanted to teach me how to carry a purse. And, of course, I wore the new falsies Auntie had given me.

All powdered, perfumed, pantied, and pretty, I daintily descended the stairs as Auntie and Suzanne watched. "Oh, you look so sophisticated and elegant" exclaimed Auntie. "You just ooze class, you little vixen, you" Suzanne added. She was dressed as a schoolmarm again.

After saying goodbyes to Auntie, Suzanne and I went back to work. We reviewed my poses, decided on the best four and refined them. I would have to come up with more poses that evening and every evening until I had the required ten poses. "And that's just for your basic set of poses that you'll subconsciously use. You'll want more, of course, that you can pull off anytime" she said.

Suzanne got back into the strict Headmistress character for a while and I as her docile and chastised pupil. I practiced sitting then crossing and uncrossing my legs over a hundred times as she sat facing me, occasionally admonishing me and tapping me with her wood dowel. I also practiced sitting with my knees together and crossing and uncrossing my ankles. I was doing well in my two-inch heels, but Suzanne had me back in three-inch stiletto's before long. After a while we were both giggling about something and the Headmistress playacting stopped. I learned to walk with a clutch purse held gently in my hand, and Suzanne showed me how to use the purse as a kind of prop to add more character to my poses. We worked with an over-the-shoulder purse as well. She had me walk carrying shopping bags, as if I was out shopping, showing me how to swing them with my strides.

We had lunch and I practiced my table etiquette. After lunch I practiced taking off my jacket dozens of times until I could do it gracefully. We then reviewed everything from the morning and the day before. Suzanne declared me ready, saying "At this point, you'll have a harder time passing as a boy than as a girl. Just remember the basics, sweetie. But I still want you to practice with me for an hour every day – whenever possible – until it all becomes completely natural to you. I want you to work on your poses every evening before going to bed. Oh, and don't worry – your legs will eventually get used to being in high heels."

Auntie arrived in mid-afternoon. She came bearing gifts for me – a matched set of luggage with a floral pattern in pinks and grays. The set had two large Pullman suitcases, two smaller suitcases, a cosmetic case, a jewelry case, a hat box, and four garment bags, two regular length and two extra-length for longer dresses. The cases were all lined with pink satin, and they all had a little brass plaque engraved with 'Miss Evelyn Fairechild'. "These are for your holiday dear, or for whenever you travel. You won't need all of these for this holiday, but you never know" said Auntie.

Also, on a lark, she bought three pair of non-prescription eyeglasses in fashionable frames. "I thought you might look really cute in a couple of these" she said. One pair really stood out; rimless lenses with etched gold temples, the bottom of the lenses cut on angles to form the bottom half of an elongated hexagon. I liked them – I thought they somehow added a delicate touch. Both Auntie and Suzanne loved them, saying they made me look intelligent and even more demure, diffident, and coquettish.

Auntie had also brought a large shopping bag containing sweaters that had come into the shop over the last few days. She said she hadn't had a chance to look through them, and asked me to do so, keeping any that I liked. I readily agreed.

Auntie wanted to see my progress, and she and Suzanne sat and watched attentively as I went through a number of scenes that Suzanne described for me. First, I was to walk into the den, introduce myself, then sit down and join a conversation, just as I would have to do in everyday life. I repeated the scene several times, each time with a different mood – shy, confident, and sensual. The next scene was admiring and selecting a dress – just as I would if I was out shopping – and asking Suzanne, acting as a saleslady, where the dressing room was. I would then go change in the downstairs bathroom, walk back out, and model it. We hung my new silver-blue silk crepe dress from the mantelpiece, and Auntie and Suzanne watched as I approached it, held it out to admire it, took it off the mantelpiece and held it to me in front of the mirror, then walked up to Suzanne and asking if I could try it on. Minutes later, I was modeling it for them, asking for their opinions. Auntie said I should wear it for dinner, and upstairs I went to "properly dress in it" as Auntie said.

The first thing was to go through the bag of sweaters. There were almost two dozen ladies' sweaters in various sizes, quality, and condition. There were only two that were worth keeping for wearing; a classic white tennis sweater with pink banding and a burgundy soft chenille cotton cowl-neck tunic. More importantly, however, I kept a half-dozen sweaters for pantie napkin material, all made of soft cashmere, angora, and lambswool. It was most fortunate, because I needed new napkins.

I soon found myself sitting at my dressing table, wearing the silver gray jacquard camisole, tap pantie, and pettislip, the light blue silk panne with white lace jacket. The foundations I had been wearing matched well with the daywear, but I did change to stockings with a bit of metallic sheen to them. I sat and primped, doing my makeup in hues of blue and silver, my lips with a deep plum. My beautiful new dress hung from the dressing screen. I felt so warm and content – I wanted the feeling to last forever. I brushed my hair out and pulled some front strands back into an antique gold filigree hair clip, then donned my gold and lapis jewelry. Finally, the dress – oh, how it shimmered. I felt so sexy in it. I put on the new eyeglasses Auntie had given me. They seemed to have a real affect – I did feel more demure and coquettish.

During dinner, we talked about what I should pack for my holiday. I mentioned that I need to launder some of 'my things'. Auntie noted, with a wry smile, that some of my panties "surely need laundering". I blushed deep red, thinking about a couple of evenings ago when I let out a loud cry during my orgasm. I was sure she was referring to that. Suzanne told me to gather up my laundry that evening and she'd help me the next morning.

Soon, I was off to my boudoir to undress, bathe, dress for bed, and gather together my lingerie and stockings that needed laundering. The evening ended with me practicing my poses in soft romantic light and playing amongst my pillows and sheets.

The next morning started as before, with me having breakfast in my room while I dressed for a morning of laundering my lingerie and deportment lessons. I chose the soft two-piece sweater dress that was meant for the shop, something I had wanted to dress up in it ever since I laid eyes on it, and now was the time. It was a fine gauge knit angora and cashmere blend. The top was vanilla white and the skirt was a rosy puce. The top had a ribbed draped cowl neck with a generous amount of fabric. I didn't realize until I tried it on that the cowl neck could be unfolded and easily stretched across my arms and shoulders to form a wide swag across my chest, just above my breasts. The cuffs and waistband were trimmed with two lines of the rosy puce about three inches apart. The top came with a self-tie matching puce sash. The skirt was narrow and close fitting, above-the-knee, and ribbed like the cowl neck. Underneath, I wore the white satin chemise and tap pant adorned with pink lace and the matching foundation set; brassiere, garter belt, and French-cut briefs, all white satin with pink lace. I added another five panties, thinking they would add a bit of fullness to my hips. I went without a pettislip, wanting to feel the luxurious fabric on my white silk stocking'd legs. I didn't wear garters because of the close-fitting skirt.

For my hair, I pulled strands back from my face and fastened them with a cute bow-knotted hair-clip, the gauzy fabric of the bow in a rosy beige color. My makeup was in shades that matched the puce of the skirt and I glossed my lips with a deep plum. I wouldn't need a necklace since it would spoil the dramatic neckline. My earrings were long pearl drops and my bracelets were a collection of ivory and rose bangles. The pink and cream two-toned pumps with a two-inch Sabrina heel went nicely with the ensemble. I donned a pair of the eyeglasses Auntie had bought me; semi-rectangular lenses framed with tortoise shell. I thought they really softened my look.

Taking the laundry hamper full of lingerie and stockings to be laundered, I headed downstairs. Auntie had left already. Suzanne was waiting for me. She wasn't dressed like a schoolmarm this morning, but wore a cobalt blue sweater and a long purple broomstick skirt. "You get prettier every day, Evelyn" was her greeting.

The first order of business was the laundry. We separated my things into three groups – those that were too delicate and had to be washed by hand, those that could be machine washed, and brassieres and garter belts that had hook and eye closures and would also have to be washed by hand. These were then separated into darks and lights. For the things that could be washed by machine, we put the contents into lingerie wash bags and into the front-loading washing machine on the gentle cycle, adding Woolite. Suzanne explained that the front-loading washer was so much gentler than a top-loading washer, and my things would be safe. We then filled the basin in the laundry room with tepid water and Woolite, I donned an apron to keep water from splashing on my ensemble, and she showed me how to gentle squeeze the water through the dainties, finishing with two or three rinses and then rolling the things in a big towel to absorb the water before hanging them on racks or from hangers. Some of the things that were machined washed went into the dryer along with a soft flannel sheet that would absorb the moisture and cushion the delicates as they dried. Suzanne had me retrieve a bottle of perfumed toilet water and had me spray everything so they would all smell nice after they dried. It was time to iron some of the things and Suzanne gave me some tips. I blushed as she showed me how to iron my panties. It was quite a production, mainly because I had let the laundry build up. "You need a maid to do this for you, cupcake" she said with a little exasperation in her voice – she meant it.

We found time for an hour or so of deportment lessons. She had me change into three-inch stiletto heels beforehand. She had me practice my diction (of course she had me repeat over and over "the rain in Spain…" and we were soon laughing together).

 

Chapter Fourteen – Stephanie helps me choose a dressing

Auntie appeared with lunch and, to my delight, Stephanie was with her, wearing a black cashmere twinset, a long soft denim skirt, and black Cuban heel pumps. "Oh darling, you look fabulous" she exclaimed as she gave clapped her hands then gave me a big hug, pulling me close to her, her breasts pressed against my shoulders. She wanted to see me walk, turn, and show off my training. I did a bit of walking and posing for her before we sat down for lunch. She was delighted. "What a difference, Evelyn!" she exclaimed. "It's like night and day. Before, you had your looks, but now it's the whole package. Suzanne – you're a wonderful teacher".

"Well, I had a very willing pupil. She's such a natural, so easy to teach" replied Suzanne. "There are still some things we need to work on, and it will take a while before its all second nature to her, and her legs are killing her…" added Suzanne.

"High heels are bitch, aren't they Evelyn?" giggled Stephanie. "But they so become you, muffin. I hope you always wear high heels around me."

We sat down for lunch. I had removed my eyeglasses before Stephanie had arrived, but during lunch I showed her the pairs that Auntie had bought me. She loved them. "They give you that demure librarian look I so adore" she said.

During lunch, Stephanie asked "Evelyn? Would you let me have a bit of fun today? I'd like to help you decide what things you should take with you on your coming-out holiday. I was hoping you'd let me come upstairs with you and we could go through your things together – that is, if your aunties approve." A nod and a smile from Auntie and Suzanne let us know that it was okay. "You could try on dresses; I could help you decide which ones look best on you and how to accessorize it to make it all complete. It'll be fun. You've never had the chance to play dress-up with a girlfriend before, and this is such a perfect excuse."

How could I resist? I had dreamed of this very thing; Stephanie in my boudoir, helping me dress. In fact, I was a bit scared – would I be able to maintain control?

"You'll need dinner ensembles and daytime ensembles for shopping, and… don't forget night dressings, too… a different one for each night."

Auntie interjected, saying "Don't worry about a dinner dress for Sunday night – your two aunties' have that covered."

After lunch, both Suzanne and Stephanie came to my room. Suzanne was going out to buy shoes to go with my going-away dress and she wanted to take the blouse and jacket with her to color-match. I soon found myself upstairs in my boudoir, alone with Stephanie. Auntie was downstairs. Suzanne, after leaving my room, had left the door open, and Stephanie left it that way, giving a tacit signal that this wasn't going to be a private affair. She went right to work with a playful attitude, going through my closet and retrieving a dress, holding it up to me, evaluating it ("Oh my, you'd look fabulous in this, dear"), and then selecting the ones she wanted me to model for her. I retrieved the ivory silk crepe vintage full slip then went behind the cloisonné dressing screen to try on the first dress she chose – the blush pink mohair two-piece. After undressing, I draped the camisole over the dressing screen, donned the full slip, and then the dress. I came out from behind the screen, making sure I was walking and posing like a model on a runway. Stephanie gave a low whistle, declaring that I simply must take the dress with me – it was a good candidate to wear while shopping.

More dresses followed. I would slip behind the dressing screen then come out for Stephanie to evaluate. She'd help me choose jewelry, hair pieces, and accessories that would complete the ensemble.

"This is what girlfriends do, Evelyn", she said.

She assisted me in lots of ways – zipping up a dress, fastening a necklace or bracelet, gathering my hair and clasping a hair piece, tying a scarf, and even helping me into heels. I was glad I donned the full slip, for there were several times when that was all I was wearing.

Whenever she touched me, she did so gently, sometimes letting her finger trace along the nape of my neck. I was getting goose bumps and just a little too creamy – but I somehow maintained control – no telltale panties yet. At one point, I noticed that the nipples of her breasts were hard, pushing against her brassiere.

Auntie made a couple of appearances, offering their thoughts on my ensembles. Her appearance helped break the building sexual tension I was feeling.

When I dressed in the black velvet wrap dress, she was thrilled. "Oh, Evelyn, you are just so elegant, so stunning in this!" She stood in front of me, put one hand gently on each of my shoulders, and then ran her hands down my arms until she held my hands, then raised my hands about waist level and said "Promise me that you'll let me take you out some evening in this" she lisped, letting out a little cluck, almost a titch.

A couple of hours had passed. All the things that were candidates for taking on my holiday ended up on the chaise. There were so many things! I didn't know how I'd decide on which things to take.

"Umm, what are you planning on wearing tomorrow at lunch, sweetie?" she asked. "The restaurant we're going to is very nice." I told her I hadn't decided. "Can I make a suggestion?" she asked and, without waiting for a reply, said "Would you wear that new suit you bought – the slacks and sweater and blouse? I'd love for you to wear the skirt, but we're saving that experience for Sunday. But there's no reason you couldn't wear the slacks and sweater and the blouse with the bow for me."

She saw my look of confusion – slacks or not, she was asking me to dress in a most effeminate ensemble. "What's the matter, dear? Don't you want to feel nice and feminine?" she asked quietly.

"Yes… but…" I stammered.

"Why don't you try it on and we'll see. You should change out of that slip and back into that pretty camisole first. I'll help you button the blouse."

She brought out the slacks and blouse from the closet and hung them from the dressing screen. I disappeared behind the screen and donned the camisole and tap panties and the blouse, buttoning several of the bottom buttons, and then the slacks, tucking the blouse in. I came out from behind the screen and she finished buttoning the back of the blouse. The big double bow fastened to the collar like a chocker, and she fastened that as well, and then turned me around.

"Well, the only reason I can see for not wearing this is because your camisole shows so well… especially the lace. But that will all be hidden by that big bow and the sweater, won't it?" she said. She helped me into the oh-so-soft sweater vest and even buttoned it for me, standing in front of me, inches away. "You'll have to wear heels with this since the slacks are so long, but no one will notice because the slacks will cover them. I'd really like you to wear this, Evelyn… for me?" she asked, pouting her lips.

How could I resist her? It was such an effeminate dressing, and I would either be taken as a lady or an extremely sissy boy. But I would be with her and she wanted me to wear it.

Suzanne had arrived and called for us to come downstairs. She had found a pair of cute inch-and-a-half Sabrina-heeled gray suede pumps with rose ribbon banding and a matching clutch purse. The pumps had a decorative bow on the instep, and the purse had the same bow on the closure. I tried on the heels and they fit well enough. They were mostly hidden by the slacks, but we all could see they went perfectly with the ensemble. Auntie commented on how cute the ensemble was and Stephanie offered that I was thinking of wearing it to lunch with her.

"Oh, I think it's perfectly delightful that you want to wear something so, um, prissy, for going out to lunch, Evelyn. Just save going out enfemme until Sunday, okay sweetheart?" asked Auntie.

"Of course" I replied, blushing deep red at being told I was 'prissy'. But she was right – the dressing was so very effeminate and prissy. I got goose bumps just thinking about how shameful it would be to go out in it.

Stephanie was invited for dinner. It was late afternoon, a couple of hours before dinner. I needed to tend to some more of my laundering. Stephanie followed me back upstairs and helped me undress. I anticipated that she'd just help unbutton the blouse and then let me slip behind the dressing screen, but she didn't. After removing the sweater vest and blouse, she hung them from the dressing screen and had me remove the slacks while she stood with another hanger, ready to clip the slacks and hang them, leaving me in just my camisole and tap pant. I grabbed the blush peach all lace jacket from the closet and slipped it on. "Could you to wear that camisole tomorrow, too?" she asked "I like that the lace shows so well beneath the blouse. It can be our little secret that no one will know about unless you take off the sweater." With that, she excused herself and left my room, saying she wanted to talk to Auntie about something.

I undressed completely, putting the camisole, tap pant, and all the foundations in the laundry hamper to launder that evening. Less than an hour later, I came downstairs carrying the laundry hamper, dressed in the long two-tiered chiffon skirt, the new vanilla angora and lambswool turtleneck, the long scarf that matched the skirt, ivory and rose colored Bakelite bracelets and necklace, a white chiffon hair bow, and the new heels that Suzanne had bought.

While we all chatted and had a glass of wine, I tended to my laundry. I had ironing to do, and the best place for ironing was near the kitchen where everyone could watch me as I ironed panties and camisoles and petticoats.

After dinner, we watched 'Funny Face' staring Audrey Hepburn. I sat on the couch with Stephanie. She put a pillow on her lap and had me put my head on it. She toyed with my hair occasionally. There were several remarks on the similarity between Audrey and myself.

It was late by the time I got to bed, and I was tired. To my own surprise, I didn't cream that evening.

 

Chapter Fifteen – So pretty for lunch

I awoke early, full of anticipation about my lunch date with Stephanie. The first thing I saw was my ensemble, hanging from the cloisonné dressing screen – my immediate thought was 'I'm going to wear that for lunch? Ewwww…'

I came downstairs, wearing my blush peach negligee and lace jacket, had breakfast, and ironed the white satin with pink lace lingerie and foundations I'd be wearing. I was soon joined by Auntie and Suzanne. They were staying at home all day. The morning was gray and overcast.

Stephanie was picking me up around eleven thirty. At nine o'clock, I headed back to my boudoir to bathe and dress for lunch.

I laid out my foundations on the bench next to the dressing table, and then removed my nail polish. I showered and washed my hair, setting it in curlers, scrubbed my face with deep cleansers, and took a scented bubble bath. After dying off with my plush heated towels, I applied lotion all over and paused for several minutes to make sure my daintie was thoroughly moisturized, nearly creaming in the process. I powdered all over with scented talc, slipped into the vintage ivory silk slip and my white charmeuse silk robe, and sat down at my dressing table. I applied minimal makeup, just enough to be a rosy cheeked lass. I applied a bit of hair spray and let my hair out of the curlers. I brushed my hair a bit before gathering it together and clipping it in the back with a tortoise shell barrette. I dabbed on my favorite perfume, and put on small gold hoop earrings.

It was time to don my bikini briefs. I would have to wear a pantie napkin, for my daintie was a little stimulated and moist. I couldn't stop myself, and spent about fifteen minutes applying more lotion to my daintie, telling myself that she had to be stimulated in order to fit the pantie napkin properly. As I did so, my gaze fell on the blouse, sweater, slacks, camisole, and tap pants hanging from the dressing screen.

"Ewwww…" I moaned. The dressing was just so sissy, and Stephanie had chosen it.

For the second time that morning, I nearly creamed.

After much fumbling, I finally donned the panties and a new cashmere pantie napkin, stepped out of the robe and slip, and tenderly dressed myself in my foundations. By the time I had finished slowly drawing on my silk stockings, I needed to change my pantie napkin because it was getting wet. To help contain the wetness, I powdered all around my daintie using the soft mohair powder puff. I somehow managed to powder and change the napkin without submitting to my overwhelming desire to cream.

Titching, I began drawing on the half-dozen or so panties that I had selected for the day. I probably should have worn a girdle or shaping pantie because my daintie had a mind of her own. But the bikini brief I was wearing had a bit of control and I knew my daintie would eventually quite down. Besides, I just wasn't in the mood for a girdle.

I moved from the dressing table to the chaise in front of the closet mirrors and slipped into the camisole and tap pant. A gentle knock came on the door. It was Auntie. I put on the robe, tied it, and greeted her. She was just checking to see if I needed anything, wondering how I was doing. She gave me five hundred dollars to pay for lunch and to have some left over in case Stephanie and I went out shopping – 'mad money' she called it. Before leaving, she said she thought it was really cute that I was going to dress so 'prettily and in-between' for my lunch with Stephanie. "You should wear your new heels, dear. The slacks mostly hide them. Are you going to carry that leather purse you bought earlier? You could, you know."

I asked her to stay for a few minutes to help me with the top buttons of the blouse. I slipped behind the dressing screen, put on the slacks then the blouse, buttoning the bottom few buttons, then stepped out. Auntie buttoned me up, commenting on the camisole and how it showed beneath the georgette of the blouse. She helped me with the big double bow, then gave me a kiss on the cheek and left me to finish dressing in private.

After tucking in my blouse, I gently donned the sweater vest and arranged the big double bow, tucking the streamers beneath the oh-so-soft cashmere and merino wool sweater. Finally, I fastened a gold and rhinestone ankle bracelet and slipped into the new pumps. I stood at the mirrors, taking stock. I was so sissy-dressed.

"Ewwww…" I moaned again.

I took Auntie's suggestion and filled my new leather messenger bag with makeup and my wallet.

I was doing my final primping when I heard Stephanie arrive. Taking a deep breath, I descended the staircase as femininely as I could, remembering Suzanne's lessons.

She was dressed in a long and tight charcoal gray wool boot skirt with pink diagonal pin-stripes, a long side pleat with cloth-covered buttons on the side, her new red ribbed soft turtleneck, and a blue chiffon scarf with red roses, held with a gold scarf clip. She wore black Cuban heeled pumps as usual and chunky gold jewelry. She was wearing a push-up brassiere – I could see its outline beneath the tight sweater – making her breasts even larger and fuller. She was in a happy mood and gave me a hug, telling me how fantastic I looked. "We should go, sweetie, our reservation is in twenty minutes."

The restaurant was a converted Victorian two-story house in the old section of town. We pulled around back to park. Stephanie had me take her arm as we walked across the parking lot. I had a decision to make – how femininely should I act? Should I use all the deportment lessons that Suzanne had taught me and try to pass as a flat-chested girl? If I had been wearing a dress, it wouldn't have been an issue; for of course I'd put all my lessons to use. But this was different – I wasn't obviously a girl – I needed a dress, padding in my brassiere, more makeup and jewelry, a real purse instead of the messenger bag, perhaps some nail polish. Instead of these obvious feminine clues, I would have to rely on my demeanor and deportment. What a strange situation – I wanted to be fully dressed so there would be no doubt, but instead there was just confusion. How would I be perceived? What was I? A boy or a girl? Did it matter?

Stephanie opened the door for me and my heels clicked as I walked across the marble floor of the entrance. The hostess arrived and, thankfully, Stephanie took charge. The reservation was for Evelyn. "Right this way" said the hostess, leading us upstairs. I was hoping she would address us both as ladies, but she didn't. I had a little difficulty with the stairs – my slacks were a little too long – so I had to walk slowly and daintily.

There were tables upstairs and downstairs, all cloth covered, with full place settings of silver and fine china. The chairs were of all different styles, but all were padded and comfortable. The menu was mostly French and very expensive. We got a nice table by the window in what must have been a bedroom. The other diners in the room were couples, and I sensed a few glances my way.

The waitress soon arrived and asked "And how are you two ladies doing today?" I was relieved that she had identified me as a lady.

It was a wonderful lunch. I had a very nice trout. We talked about lots of things, but especially about the upcoming holiday. About halfway through lunch, the sun was coming out and it was getting warm by the window.

"Aren't you warm, cupcake?" asked Stephanie.

"No, I'm fine" I replied, a bit confused.

"Don't you have to take off your sweater?"

"Um… not really."

"Really? I think you'd be much more comfortable without it. Besides, we'd all get to see what a lovely camisole you're wearing."

So that was what she was up to. She wanted me to show off my lacy camisole. I vacillated and she encouraged me some more. "Well, if you insist" I finally said, acquiescing. Off came the sweater vest. I folded it neatly and draped it on the arms of my chair.

"Oh, thank you, Evelyn" she whispered. "You just look so sweet with your lacy underthings showing like that."

We finished lunch and ordered dessert. I needed to use the washroom. I went to put on my sweater vest, but Stephanie stopped me. "Why don't you leave it off? Then everyone else will get to see your lacy little camisole" she whispered with a wink, giving a pouty look and mouthing "for me?"

And so I walked past the other diners, blushing in my white satin camisole with the profuse pink lace showing beneath the thin georgette of my blouse. After using the toilet, I had to will my daintie to calm down. Before leaving, I applied a bit more makeup – I was taken for a girl by the waitress, so I might as well act the part. Walking back to the table with growing confidence, I did my best to deport myself as a lady. I noticed glances from the diners.

Desert had arrived and as we ate, a warm glow came over me. I was becoming quite stimulated and was glad the tablecloth hid what was going on beneath my panties.

When we left, I was putting all my lessons to use as I strolled across the floor and descended the staircase. I was in the company of a handsome and well-built woman. And I no longer cared whether I perceived as a boy or girl. "Thank you, ladies" said the hostess as we exited.

 

Chapter Sixteen – A new nightgown and robe

I took Stephanie's arm as we strolled across the parking lot. I put my head on her shoulders and thanked her for the wonderful lunch. After we go situated in the car, she put her hand gently on my knee and asked "Would you mind if I stopped by the mall and we went into Macy's for a few minutes?"

"Of course not, Stephanie" I cooed.

"Because I thought you and I could do a little lingerie shopping" she added.

"Oh Stephanie… really? I'm, uh…"

"…A little unsure given how prettily you're dressed?" she said, finishing my thought for me.

"Yes" I whispered, blushing and bowing my head.

"But everyone in the restaurant thought you were just a pretty girl. You won't have any problems dear. We'll go in together and see if they have anything."

"But what about my holiday?" I asked. "Auntie wanted me to wait…"

"I know cupcake. But you won't be trying anything on, and you're not going out in a dress. Come on. It'll be fun. We don't have to tell your Auntie anyway. It can be our little secret – just between us girls". She squeezed my knee gently as she said these things. I just melted and gave a sigh.

We drove to the mall and minutes later, we were entering Macy's, my heels clicking on the tile. The entrance Stephanie chose was close to the lingerie department. "Let's check out the nightgowns first, okay?" she asked.

Blushing profusely, we looked through the racks. It didn't take but a minute or two to find a long nightgown and robe set, made of a delustered synthetic satin in a warm candleglow color. The nightgown was a classic empire waist with side ties, the bodice above the waist all white Alencon lace. It had wide shoulder straps that were a seamless part of the bodice, and the neckline was modest, with a little fabric rose and long ribbons at the clef. The robe was also empire waist and closed at the clef with three buttons, its mutton sleeves fine mesh with Alencon lace accents at the cuffs. The label was 'Wisteria', and was a rare find for a department store. Stephanie immediately declared victory for me, and we began searching for something for her. We perused the racks further, and she asked my opinion on everything. Eventually, we settled on an emerald green negligee with black point de gaze lace accents.

I was expecting Stephanie to make the purchase, but she surprised me by asking me to do so, mentioning that Auntie had told her about my 'mad money'. It would be the first time I had purchased ladies' clothing, and quite frankly, I was terrified, especially considering the way I was dressed. Sensing my nervousness, Stephanie said "Don't worry, sweetie, I'll be right beside you". She gave me her negligee. Trembling, I approached the cashier, a pretty oriental girl.

"Have you decided on these?" she asked with a smile, taking both the robe and gown set and the negligee then hanging them on a post on the side of the counter.

"Uh, yes" I replied in a coarse whisper.

"They're very pretty. This robe and gown set is my favorite" she continued as she smoothed them out on their hangers with obvious admiration of the set. "Would you like these in a box or on the hanger?"

Before I could answer, Stephanie said "In a box please, if you don't mind".

"Of course… no problem" the saleslady replied. "Do you want me to remove the tags?"

"Umm, yes please, if you could" I replied (I hated the thought of having to cut off the tags before dressing).

I could see that this was going to take a few minutes, and I didn't know what to do to break the silence. Stephanie gave me a pat on my derriere and then a soft little pinch. I nearly jumped! Stephanie just smiled. "That is a lovely set, don't you think, Evelyn?" she asked.

"Yes, it is" I replied, blushing as I looked down at my feet, surprised to see that I was wearing heeled pumps – I had forgotten.

The saleslady offered that they would get special items in time for Valentine's Day, which was a couple of weeks away. I watched with fascination as she laid out tissue in the box and began folding the robe into it, followed by the gown. Making conversation, she asked idly "Are these for a special occasion?"

"Oh, not really" replied Stephanie "Evelyn just likes hi… her nightgowns". Her stumble – almost saying "his" – almost made me faint. The blood rushed to my cheeks. The saleslady didn't seem to notice, or chose to ignore the slipup, and went on to boxing Stephanie's negligee. Stephanie patted and pinched my derriere again.

After an eternity it seemed, I handed over the cash. "Thank you very much" said the saleslady as she handed me the boxes. "You two have a nice afternoon".

We both thanked her and Stephanie added "We plan to".

As we walked back to the door, a wave of relief swept over me. I had one it! I had just purchased my first article of ladies' clothing! And a night dressing at that! My relief quickly turned into euphoria, and I was practically mincing as we made our way to the door.

"Sorry about the slipup, Evelyn" said Stephanie, with just a hint of apology in her voice. "I thought you were going to faint!" she said with a giggle. "Now, let's get you home so you can try on your lovely new set."

 

Chapter Seventeen - Naptime

As we drove back to Aunties, I began to get really, really creamy. Stephanie was humming a slow unrecognizable tune. The events of the day had been so sensuous – lunch with Stephanie while trying to reconcile being a boy so prettily dressed, and the scene that had just unfolded buying the gown and robe. My daintie was being so very naughty and I had to position myself so that Stephanie wouldn't notice. I couldn't wait to get to my boudoir, don my new nightgown and robe, and then settle in for a nice afternoon nap, surrendering my cream into one of the soft sweaters that had just come from the shop (I knew exactly which one, too; a delightful white angora and lambswool pullover). I gave a little yawn, and Stephanie immediately took the clue, saying "You must be a bit tired, sweetie. After all, you were up late last night and early this morning. I'll have you home soon. I'm a bit tired myself."

It was beginning to rain when we arrived at Auntie's. We wanted to be secretive about our purchases, so Stephanie took the bag containing our boxed nightgowns and set it just inside the door when we entered. We needn't have worried – Auntie was nowhere to been seen and Suzanne was stretched out on the couch, wearing a soft flannel pajama set, sipping a glass of wine, and reading a book. There was a fire in the fireplace, creating a sleepy atmosphere. After greeting us, she told us that Auntie was upstairs taking a nap and that she just about to join her. She asked Stephanie if she wanted to stay for dinner and she replied that she would like to, but she needed to get home herself for she was tired as well and needed a nap.

"It seems we all need a nap" observed Suzanne. "Stephanie, you're welcome to stay and take a nap in my room."

"That's most kind of you Suzanne, but…"

"Oh, I insist, Stephanie. Our house is your house… you know that. Just make yourself at home and take a nap in my room – I never use the bed anyway."

And with that, Suzanne went upstairs. Stephanie retrieved the bag, took me by the hand and said "Let's go upstairs and try on our new things."

Into my boudoir she came, closing the door behind her. She put the box containing my new nightgown and robe on the bed as I stood nervously watching her, wondering what was going to unfold.

"Let me help you out of your blouse, cupcake, and then I'll go to Suzanne's room and put on my new gown while you put on yours, then I'll come back for a little visit before naptime."

She poured two glasses of sherry and she proposed a toast to "a delightful lunch with a delightful young lady". She was standing in front of the closet doors, which I had left open to form the three-way mirror. She put her sherry down, turned me so that I was facing the mirrors, and took my sherry glass. "Undo your sweater for me, Evelyn" she said softly, but without innuendo. I undid the three buttons and she helped me out of the sweater. She retrieved the padded hanger still hanging from my dressing screen, carefully placed the sweater on the hanger, and then hung it back on the dressing screen. Still standing behind me, she had me hold my hands out so she could undo the buttons on cuffs of my blouse. She did so gently and slowly, humming indistinctly. With my hands at my side, she undid the bow and put it on the bed.

"Let's undo your blouse now, angel."

She started from the top, slowly undoing each of the dozen or so buttons as I stood rooted in front of the mirror, watching the scene unfold.

"You are such a pretty lady, Evelyn" she said softly, her voice lilting and lisping. "You have such exquisite taste in clothes. I can't wait to see you out and about in a dress… you're going to be spectacular".

She undid the last button, pulling the hem of my blouse free of the slacks to do so. "Now take off your blouse so I can hang it."

She hung the blouse as I stood facing the mirrors in my white satin camisole with pick lace.

"Here, I'll steady you while you kick off your heels."

With my heels off and placed at the foot of the mirror, she said "Why don't you take off your slacks, too? I mean, unless you're too modest."

I undid the waist and unzipped the slacks. She offered her hand to steady me as I stepped out of the slacks. I tried my best to hide what was going on beneath my panties by placing a hand in front. She discretely averted her eyes, put the slacks on their hanger, and then hung them on the dressing screen next to the blouse and sweater. Now I was standing in just my camisole and tap panties, the suspender straps of my garter belt exposed, clasping the top of my stockings.

She again stood behind me. She clasped the hem of my camisole and gave it a tug to straighten it out, then gently held the straps of my camisole between her finger and thumb while moving up and down to straighten the straps.

"I just love your cute underthings…" she said in a pronounced lisp. I moaned softly. "Now let me take my new nightgown and go to Suzanne's room. Give me about fifteen minutes and I'll come back to so you, and you can show me your new set." Then she gave me a gentle kiss on the nape of my neck.

Off she went, humming to herself, leaving me stunned and helpless. I titched and moaned when she closed the door behind her.

I didn't have a lot of time, so I woke myself from my revelry. First, to the toilet. Second, I retrieved the sacrificial angora and lambswool sweater, folded it, and placed it on the corner of the divine. I removed my camisole, putting it on a hanger next to the other things on the dressing screen, and then padded my brassiere. I adjusted the lighting to a romantic glow. And then the moment I had been waiting for – I opened the box and donned the nightgown and robe, fastening the buttons on the robe. I sat at my dressing table, applied mascara, blush, and lipstick, brushed out my hair, and dabbed on a bit of perfume. Then I just sat there, fondling a strand of my long hair, completely absorbed in my reflection, titching quietly, waiting. A gentle knock came on the door and I rose, opening the door for Stephanie.

She was so splendid in her new negligee. The emerald green of the negligee made her green eyes stand out even more. The negligee was tight against her magnificent breasts, her nipples clearly outlined. I gasped. She quickly entered and closed the door. I stood with my hands loosely held together in front of me. She smiled broadly and turned around to let me feast on her. "I like it, don't you?" she asked.

"Ohhh… oh Stephanie. You're so, so very beautiful" was all I could think to say.

"You're so sweet… my little lady. Come, let's have a bit of sherry and then put you in front of your mirrors" she replied, lisping as she clicked her tongue.

She refilled the sherry glasses and proposed another toast. "Here's to us, a lucky gal and her delicate little lady."

After several sips, she took my sherry glass and put it down. She turned me to the mirrors.

"Oh, Evelyn… just look at you…" she whispered. "You're just exquisite. An exquisite and delicate lady in her boudoir. Come, darling, unbutton your robe and let me see you…"

I was titching quietly. I slowly undid the three buttons.

"Now open your robe slowly for me, precious…" she whispered. She gently held the collar of the robe as I began to part it, sliding the robe off my shoulders and letting it rest in the crooks of my arms.

Drawing close to my ear, she whispered "Oh my… just look at you" in the sexiest voice I had ever heard. "Can I tell you a little secret? I probably shouldn't be telling you this, but as much as I love seeing you all dressed up and turned out as a pretty girl, I love it just as much when you dress up as a pretty sissy-boy… like today."

I titched softly and moaned "Ohhhh… Stephanie…"

"Oh sweetie – I probably shouldn't have told you that… but it's true. I should go now, princess. It's your naptime now…" and she kissed me on the neck, just below my ear into which she had been whispering…

…and she was gone, closing the door, giving a little wave of her hand, leaving me standing there in absolute total silence. I could barely breathe. With every shallow inhale, I titched, with every long exhale, I moaned. It was total silence in the house. I lifted my nightgown to expose my white satin with pink lace tap panties. I began to draw down my panties, acutely aware that my titches and moans were the only sound in the house. Stephanie had conspired to bring me to this moment – her and my two aunties. A lunch date at a fine restaurant followed by purchasing a new nightgown and robe, all while sissy-dressed. And how everyone was taking a nap, leaving me alone in my boudoir in my lovely new nightgown and robe. They had to know the effect this all had on me.

But foremost in my thoughts was Stephanie's little secret – she loved having me dress as her pretty sissy-boy. And there hanging on the dressing screen was my pretty sissy ensemble.

"Ewwww…" I moaned rather loudly.

Before releasing my daintie from the confines of her lacy bikini pantie, I took the angora and lambswool sweater from the divine. When, at last, my precious dantie was free of the tight bikini pantie, I began to succor her slowly with the soft sweater. My moans quivered and trembled. The events of the day flooded back to me. Nothing mattered now except the exquisite culmination of my day. I was very aware of how still and quiet it was in the house. I tried to keep my O's quiet as well, and mostly succeeded, at least until I neared the precipice. Then I totally lost control. I don't know how loud or soft I was, only that my orgasm seemed to last forever. I collapsed on my bed, pulling the chenille throw over me, and blissfully drifted off to sleep.

Sometime later, a gentle knock came on the door. It was Auntie, telling me that dinner would be ready in less than an hour. I had been asleep for two hours or so. I dressed quickly in the baby blue open crochet-weave angora and mohair sweater, matching it with the long two-tiered ivory chiffon skirt with pink and red roses and lilac. I used the scarf that matched the skirt as a headband.

"Did you have a nice nap, sweetie?" asked Auntie when I came down the stairs.

"Yes, Auntie. A very nice nap."

"Oh good. Sometimes there's nothing more pleasant than a good afternoon nap."

We had a nice relaxed dinner and afterwards, I practiced my deportment while my two aunties and Stephanie watched and critiqued me. As Stephanie was leaving, she took me aside and told me what a wonderful time she had with me and how much she was looking forward to Sunday. She gave me a kiss on the cheek.

Before going to bed, Auntie and Suzanne told me they'd be gone most of the next day, leaving me alone to finish laundering and packing. Then Suzanne made some excuse to get me up to her bedroom to have a little of her Hawaiian cannabis, then sent me off to my boudoir to practice my poses.

Back in my boudoir, I sat for a long time at my dressing table, primping in the soft light, thinking about how quickly and deeply I had succumbed to cross-dressing. I marveled at my reflection – I was such a sissy. I couldn't wait for my coming out holiday, to go out enfemme and to be accepted as a lady, hoping that my feelings of vulnerability would subside. In a moment of self-awareness, I realized that I felt I'd be so much more comfortable and confident in a pretty dress and heels than I'd ever be as a boy. The evening ended with a long luscious creaming, knelt over my soft fluffy pillows, a hand-mirror nearby.

To be continued…

  

  

  

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