Those Beautiful Eyes

by Andy Grayson

 

She was ambling slowly through the mall gazing in shop windows. A stunningly beautiful brunette wearing dark stockings over long shapely legs, a white cotton blouse decorated with delicate embroidery and a beige skirt that seemed to hug the hips then flair out at the knees. Unable to help myself, I stared openly at her legs beneath the skirt, the shape of her gorgeous body, letting my eyes roam up to her small, but perfect breasts, and up to her beautiful face. And there I lingered drinking in the beauty.

I'm a face person. There are leg men, breast men and bottom men but I look at the face. A beautiful face always attracts me first. Especially the eyes. And she had eyes that caused the pulse to leap and the heart to flutter. Dark and sultry. Come to bed eyes. Somehow, I thought she looked familiar. Hadn't I seen her somewhere before?

She must have felt my gaze on her, because she stopped and looked right at me. Those beautiful eyes opened wide and her hand flew up to her mouth, the colour draining from her face. She turned on her heel and almost ran out of the mall doors. I caught sight, with a small thrill, the flash of white lace below her skirt and thought I saw the distinct outline of a thong through the thin material of her skirt as she disappeared. I took a deep breath. Did I know her? I didn't think so but I'd certainly seen her somewhere before. Strange reaction too. Perhaps it was someone else she had seen. I looked around and mentally shrugged then continued my window shopping trip.

 

I was sitting in my office on Monday morning when there was a knock on the door and Mike Davis poked his head in.

"Steve, got a minute?" he said.

"Sure Mike, come on in" I replied. He worked in another department but I'd seen him around the corridors. We were only really on nodding terms. He stepped in and slowly walked over to my desk.

I looked at him closely. He looked awful.

"Hey Mike" I said "What's up. You look terrible"

He sat down opposite and looked into his lap. "It's about Saturday" he mumbled.

I searched my memory for what he could be talking about.

"Saturday? What happened Saturday? I said. Had someone in his family died? Been robbed? House burned down?

"In the mall - Saturday morning. When you saw me" he said as he looked up.

I was sure I hadn't seen him but while pondering this he said "You were looking right at me"

"Mike I don't know wh ..." I started

"I just wanted to ask you not to say anything to anyone. I'd be finished here if it got out. Everybody would laugh" he said.

"Mike, what are you talking about?" Then it hit me. The girl with the beautiful eyes. That familar face.

"That was y..?"

"You know it was. You were staring at me with your mouth open" he exclaimed "Why do you think I ran?"

He looked thoroughly miserable. His fingers were screwing the end of his tie into a ball.

"Mike, I never realised it was you." I said "I just was admiring a good looking girl. I always stare at good looking girls." Pausing, I said "You mean you dress up in...in.."

"Yes!" he said "Don't piss me about Mike. You knew it was me."

I looked at him.. Yes it was. The eyes of course. That's how I'd thought I recognised him. I smiled.

"Mike." I said calm down. Have a coffee" I got up and went to my coffee machine, my mind in a whirl. How could this wreck of a man sitting in my office chair be that wonderful girl in the Mall?

I took his coffee over to him and sat on the desk facing him.

"First" I said "I have no intention telling anyone. That's not my style. Second, I thought I recognised your face but dismissed it as a mistake. Third, I thought I was looking at a beautiful girl, so I stared. Was that really you?... Wow" I smiled.

He looked at me, searching my face for the truth

"You're not kidding are you?" he pleaded "

"Scout's honour" I said saluting him "If you hadn't come in here confessing, I wouldn't have made the connection. You would have fooled anyone."

"I didn't go out to fool anyone" he said

"Sorry" I said "Perhaps enchanted would be a better word." I smiled

He looked a lot better now. The colour was returning to his cheeks. He smiled back.

"It was my first time out of the house y'know" he said "I've always been too scared to venture out dressed... in.. you know"

There was an awkward silence while I searched for a line. The guy was clearly upset.

"How long have you been err.. dressing in.. err" I said lamely. He hesitated, perhaps wondering if he could trust me.

"Ever since I was young. "he said quietly. "I've always had a 'thing' about women's clothing" he sighed "but I've only been fully dressing for about 6 months. I've always kept in my house but on Saturday I really wanted to go out. To see if I could look like a real woman"

"Well Mike.. You certainly succeeded. You looked one hundred percent woman to me." I said. It wasn't a lie. I had thought I was looking at a stunning girl. Somehow, the idea now disturbed me, but in an mildly erotic way.

The change was miraculous. He seemed to grow in his chair. The worry lines faded and he grinned back at me.

"You're not kidding are you. I was so worried that I would come in today hearing lewd comments and people giggling. The idiots in my department are always talking about somebody and I thought if it got out.."

"I wouldn't do that Mike" I said seriously "I'm not like that."

My own life wasn't too squeaky clean since my wife had left me - Internet porn, late night chat rooms, cybersex etc. loneliness and a lack of sexual satisfaction can do funny things so who was I to criticise? And to be honest, I was fascinated by he thought of a man dressing in female clothing. I had always found women more attractive in clothing than out of it. When you've seen one shaved twat you've seen 'em all and breasts were usually the same shape. But a girl dressed in really expensive clothing – and especially underwear was, for me, a real delight.

"Thanks Steve" he said gratefully "Anything I can do for you..."

"Nonsense pal." I said "But I'd check my fingernails before coming into work if I were you." I looked at his hands

He looked down and saw a speck of red nail varnish on his little finger. We both laughed and he got up and went to the door, scratching at the red mark.

"Thanks for being so understanding. I feel a lot better now." he said

"Don't mention it" I said "Oh and Mike" he paused looking at me warily, "You really were stunningly beautiful"

He blushed and grinned but at the same time gave me a curious look . And disappeared closing the door.

 

I saw a fair bit of Mike over the next few weeks. We'd stop and chat in the corridors, he'd pop into the office for a coffee occasionally and although he was in a different department, always seemed to be around. I liked this. He was a good laugh but I never forgot that beautiful girl with the 'knock-out' eyes.

One Friday night he popped his head into my door and said "There's a few of us going to the pub after work. Wanna come?"

I thought it over. I hadn't been out for three years and I suppose I was stuck in a bit of a social rut. Socialising wasn't my way of enjoying myself anymore. "No thanks Mike. I got loads to d..."

"Oh please Steve. I'd really like your company. Most of them are real pratts and I need a mate." He looked desperate and he called me a 'mate'. I was touched. I had no 'mates'. No friends at all really and if he considered me a 'mate' then a mate I would like to be.

I laughed "OK then but only for an hour"

"Great" he said, his face breaking into a grin "See you at five." and slammed the door.

 

He was right. They were pratts. Wannabe yuppies. Telling tales about their workmates.. 'so and so was dating'.. 'somebody in purchase was purported to be gay' - the head of sales was shagging the general manager's wife... All they could talk about were other people's secrets. It was all complete bollocks.

Mike looked at me, his eyebrows raised and murmured quietly, "You see what would have happened if they'd found out? I'd have been crucified."

I nodded. "You work with this lot?" I murmured "They're morons"

"I know" he said out of the corner of his mouth. "I get this all day. That's why you're here. Moral support." He grinned.

"No-one's spoken to me yet" I protested.

"Count yourself lucky." he laughed. "Join in if you want"

I smiled at the challenge and thought about it for a few minutes 'OK' I thought 'go for it!'

"You know Shirley in asset maintenance control is a lesbian" I said loudly. The group were shocked into silence.

"She's been seen with several women." I said. "Been taking them home for weekends. I understand she likes.." I whispered "leather and warm custard"

I had them. They were riveted and the silence was complete. A thin gawky girl put her hand to her mouth and looked horrified but excited. "Really" she exclaimed breathlessly. "What does she do with the custard?"

I cupped my hand round my mouth and whispered "Goes inside the leather. Feels wonderful I'm told. Instant orgasm. Try it"

They broke into frenzied chatter, "I wouldn't have thought it"... "Is she the blonde" … "She seemed a nice girl"... "Custard?".. and so on.

"Who's Shirley and where the hell is asset maintenance control?" said Mike, an amused look on his face.

"Dunno" I said "just made it up."

I think it was one of those moments that cements a friendship. We laughed till our sides were aching. Tears rolled down our cheeks and the pain in the diaphragm lasted into the next day.

"That's why I asked you to come" he spluttered "You saved my life tonight" He slowly stopped smiling "It's getting to be a habit " he said softly.

I looked into his eyes and saw the girl again.

"Aww knock it off" I said "haven't had so much fun for years"

"How many years?" he asked quietly.

"Come on" I said and grabbing my glass headed for the bar. We found a couple of stools at a quiet end of the bar and ordered another drink.

"Lots of years" I grimaced and took a sip.

"That sounds like a long story" he said quietly.

"Not really" I said "Wife left. Stopped going out. Got into a rut. My entertainment is the internet and .." I thought for a moment. "The internet I suppose. The more seedy side." I confessed.

As the evening progressed our voices had tuned down to 'very soft' and as far as I was concerned, there were only the two of us in the bar. The 'Yuppie morons' sounded like distant seagulls chasing a fishing boat. To me, they ceased to exist! I told him of my sour marriage and my loneliness. I thought Mike was lonely with his 'hobby'.. I felt I could talk to him. He had shared a secret with me and I felt safe pouring my heart out to him. He told me of his childhood. How he was an only child brought up by his mother, how he could never talk to girls. The tangled tongue syndrome! "I'm not gay" he said. "I like looking at women as much as any man but my brain refuses to control my tongue." Perhaps that's why I.."

"Shhh" I said as one of the spotty youths came over. All the others ad left and he looked as if he wanted to join us.

"Isn't it your bedtime? Mum will be worrying" I said coldly

He looked at his enormous sports watch hanging loosely on his skinny wrist. "Oh err… It's time I was going. Bye. See you Monday" And almost ran out of the bar.

Mike broke into hysterics. "Oh bastard. " He said "he was one of the better ones."

"Tell him he's in bad company" I laughed.

 

I looked at my own watch. Ten O'clock. Mike and I had been quietly chatting for 4 hours. I couldn't believe it. However the quiet mood had been broken.

We stayed another hour just talking men things. It turned out we shared a love of music, books, wildlife, scenery.. a hatred of politics, football and in that hour, we - sort of - laid down a trusting friendship. We went for a curry afterwards and when I finally got home I felt as if a breath of fresh air had blown through my life. I had been out, made a friend and thoroughly enjoyed myself.

 

We met quite often after that. We'd go out for a few drinks and stop off for a late night meal and usually end up at one of our houses for a nightcap. He was, now, totally unashamed of his cross-dressing and we discussed it a lot. He tried to explain what he got out of it.

"I always felt I should have been born a girl. It's the feeling of being beautiful" he explained one night. "At first it was just feel of the clothes.. the softness of female lingerie against my body that excited me but as time went on and I experimented with wigs and makeup, I realised I could look nice as a woman."
I thought nice was a bit of an understatement. The girl I'd seen had been nothing short of stunning.

"I spent months getting the right makeup for my skin tone. I search loads of sights on the internet for cosmetics and read all I could on how to do it. The clothes were easy." He shrugged "I know what I like to see a woman wearing and just tried to match my figure to that."

"Ah the dreaded Internet" I said "You either love it or hate it but it'll find whatever you want."

"Did you find that you wanted on the internet?" he asked seriously. I looked and felt uncomfortable.

"An attempt at relief from loneliness I suppose, which didn't work. Some sexual release – in the form of porn sites… Sex chat rooms, that sort of thing. God but here are some really strange people on there. I think I was becoming one of them too. Do you know I sometimes went on pretending to be a woman just for cyber. So you may be saving me too" I said seriously.

 

I didn't mention that my surfing, since we had become friends, had included Transvestite and Transformation sites. Most of the exhibits I had seen – the so called 'chicks with dicks' looked obnoxious to me. Huge oversized breasts, thick plaster makeup, and dicks to frighten a donkey. Their clothing was always garish, extravagant, pretend lingerie. Usually a tight Basque in red and black or lime green and orange and they always looked so fierce! Often, they had their dick up another's ass and both were smiling at the camera, as if in ecstasy.

There had also been the 'real' transsexuals. Men who felt as Mike had been talking about. Who didn't dress for sex but for a change. Who had feminine feelings and needed to express them. I never saw any as physically attractive as Mike had been though.

Secretly, I wanted to see the girl again. Somehow I couldn't ask Mike to dress up for me. Mike was a mate and I wanted to keep it that way. I was also worried he might take it the wrong way and think I wanted to see a freak show. I could see that girl every night in Mike's eyes. It was slowly driving me bonkers.

 

So I devised a plan. I booked a table at a posh Italian restaurant in a nearby town. One where we wouldn't be known. I didn't think he'd want to be seen locally. Then I rang Mike one Saturday morning.

"Hi Mike, It's Steve" I said when he picked up the phone.

"Morning mate" he said. We'd only parted in the small hours of the previous night and he sounded sleepy.

"Look Mike. I need a favour." I began hesitantly.

"Sure, what can I do for you?"

"It's about Michelle. I've been wanting to take her out for ages and I've booked a table at the Valle Dora in Ludley tonight." I said with a rush. "And I'd really like to take Michelle out for dinner but I'm a bit shy." My words were tumbling out now, "Can you ask her for me?"

There was silence on the end of the phone.

"Mike? You there? " I asked.

"You want to take err.. Michelle out for dinner?" he said hesitantly.

"Yeah – that's right. It's a lovely restaurant and I wondered if you could ask her for me. I've been wanting to take her out for ages" I was repeating myself now and babbling. Beads of sweat stood out on my brow. My hands were shaking. How would Mike take this?

"I'd ask her myself but err.. well I never see her." I babbled. Then Mike caught on.

"You sure Steve?" he asked

"Yeah err – I've booked a table and err.. please ask her Mike" I pleaded.

"I'm certain she'd be delighted" Mike replied. There was worry in his voice.

"Ah that's great – Thanks Mike – Tell her I'll pick her up at eight. Bye."

I slammed down the phone before my nerve broke and sat on the sofa.

"Wow" I said and grinned to myself.

OK, I had all day to get myself ready. I felt like a kid on his first date. First I went to buy some new clothes. The lot. I hadn't bought anything for myself since my wife left. All my clothes all had that 'lived in' look. Then a haircut. By seven I was feeling and looking pretty snappy. An hour to go. I paced nervously. Would Mike be on the doorstep or Michelle, the name I had christened her. I'd be disappointed if Mike appeared. As much as I liked him, I wanted to see the girl again. That fleeting glimpse of Michelle had completely captivated me.

 

I needn't have worried. When the door opened, Michelle stood wearing a stunning pale blue Chiffon layered dress. I was unable to breathe. She looked even more beautiful close up, dark, long hair, small gold earrings and a matching necklace. She looked a bit nervous, I thought as she stood with her hands clasped in front of her.

I must have been gaping with my mouth open because she smiled and said "Don't you know it's rude to stare Steve?"

"I – I'm sorry" I stammered "You're even more beautiful than I remembered." And she was. The dress showed her figure to its best and the dark coloured stockings revealed long, shapely legs. This wasn't a man! It was a beautiful woman. I was speechless.

She blushed and looked down.

"Really" I said you're a knockout"

We drove to the restaurant and at no time did I feel as though I was here with a man dressed as a woman. She was completely feminine, sexy and self assured. The conversation was a bit awkward at first but soon warmed up and I found that it became easy to chat to her about a range of subjects. The conversation was completely different to the talks Mike and I had engaged in. Mike never entered my head the entire evening.

Afterwards I drove her home and she asked me in for a coffee. It was an odd feeling. This house I'd been to so many times with Mike and now I was here with Michelle. All trace of Mike had gone though. There was a delicious smell of perfume, the lights were low and she put some soft jazz on I'd never heard before. We sat on the sofa and sipped our coffee.

"Thank you for a lovely meal" she said "I haven't been out before in the evenings." She hesitated. "Why did you ask me?"

"I've wanted to meet you ever since I saw you in the mall." I replied shyly

"But you know what I am don't you?" She said an amused look on her face, head cocked to one side.

"Of course" I said "I also know you are extremely beautiful, good company and very, very feminine"

She smiled blushing again.

"And you don't find that strange?" she said "Let me put it this way. I am a man dressed as a woman. Here, I live as a woman and at work, I live as a man. Doesn't that worry you".

I felt I was being tested. I thought a few moments. "No. "I said. "At work you are Mike, my friend. "Here, you are Michelle, A beautiful woman. Here, You don't behave like Mike, you don't look like Mike and you are a girl I have wanted to meet since I saw you. She blushed again.

 

It was late when I left her house with a promise of another evening out the following Friday. That night, I pondered over our date. I knew it was Mike dressed up yet I also knew it wasn't. Her whole manner was different. There were no jokes, moments of loud laughter girl watching. At her house, the music and atmosphere was different. I was in a girl's house. I looked forward to our next meeting and for some reason was sorry that I might not go out with Mike again. "I hope he doesn't mind too much" I said to myself with a laugh.

 

Monday morning, Mike dropped by for morning coffee.

"So how was your weekend" he said with a grin.

"Terrific" I said "and yours?"

"The best. Never had a better time. How was Michelle?"

I could tell he wanted my 'morning after' impressions

"Mind your own business" I laughed "seriously though, she was amazing." I looked at his eyes. The only giveaway. Yes they were the same. No eye shadow or other makeup of course but definitely Michelle's. They could have been brother and sister.

"That about sums up how she felt" he said "And wanted to thank you."

"Thank me?" I said "I'm the one who should be thanking her for a lovely evening."

 

The following Friday was just as exciting. Her taste in clothes was remarkable. This time she wore a simple, pale green skirt coming to just above the knee with a short split up the side which revealed an enticing, white lacy slip. Her white v-neck blouse showed just enough of the top of the slip to stop the heart. I stayed later than ever that night at her house. Our conversations were becoming more intimate and the time just disappeared.

 

Then one Friday night, our conversations took on a new turn. She asked me what I liked to see in a woman and what did I like to look at on the internet. I told her that internet porn was boring. When you've seen one or two frenzied sessions, you've seen hem all. The girls were always big chested, shaven tarts and had all the allure of a store mannequin. I told her I liked to see women with at least some clothes on. Usually underwear, I'd said blushing, but there's nothing nicer than seeing good legs beneath a miniskirt or pretty panties. A camisole top covering small neat breasts was much more of a turn-on than bare breasts. The outline of a thong under tight clothing would leave me panting. She seemed very interested in this and kept up the questions of my feminine preferences.

"Have you ever tried any female underwear on?" she asked.

"It's something that never occurred to me" I answered with surprise. "I've never really had any contact with lingerie. My wife had a white cotton panty fetish and never owned a suspender belt or stockings. She wore jersey pyjamas to bed and tights the rest of the time."

Michelle laughed. "You poor thing. You seem to like looking at it though."

I did too. I had browsed a lot of the online catalogues thinking I was looking at the models but was I really?

"Yes I do." I said. "It always seems something taboo for men. I used to go shopping with my wife and if she went anywhere near a lingerie section, I would feel slightly embarrassed. You could see all the other husbands looking around at anything but the underclothes, as if to say 'I'm not really looking at these panties and bras'. Silly really"

I felt this was leading somewhere but I had no idea where. I found out later.

 

As I was leaving, she handed me a small parcel saying "A present for you. For all the lovely nights out I've had."

I started to open it but she covered my hand saying "Not till you get home. Now go. It's late." She emphasised this with a squeeze and a lovely smile that set my heart eating. I wanted to kiss her and, even more, to stay the night. It was becoming more difficult to remember who I was with.

 

Reaching home, I stripped off and headed for the shower. It was almost three and I was tired. A long day at work followed by a long, but enjoyable, evening. On returning I climbed into bed and reached for the light. The parcel was lying where I'd left it on the chair.

Curious, I climbed back out and picked it up. It was very light and tied with gold ribbon. I opened it up and looked inside. The contents made me gasp and I felt I had to sit down. Inside were some exquisite, lacy items of women's underwear. On top lay a silky pair of French knickers. Cream, with a fine lacework around the legs and a delicate bow. I lifted them out and held them up. They were beautiful. I ran them through my fingers. The sensation was fantastic. They had a life of their own – seeming to want to slip through my hands.

I put them on the bed beside me and looked at the next item. It was a matching camisole top. The same lacework and bow. For some reason my hands were shaking. Putting this beside the panties, I looked at the last items.

They were a pair of sheer dark stockings. They were stay-ups with beautiful lace tops. As they fell across my knees There was no weight to them just a gossamer touch. I felt an electric charge in the pit of my stomach. I was breathing faster and starting to get an erection. Should I try them on? No-one could see or would know that I had tried women's underwear. I slipped one of the stockings over my foot marvelling at the sudden smoothing out of my skin. I drew it further up and over my knee. Being fair haired, there was no sign of hairy legs. Just a smooth, slightly shiny leg. I pulled it all the way up and adjusted the lace band round my thigh. It was as though all my nerve endings had come to the surface at once. I could feel air sitting on my thigh. I moved my toes and the material rippled across them. I pointed my foot and the slight stretch travelled all the way up. It was fantastic. I moaned and hurriedly put the other one on. I now had so many stimulating nerves needing attention, I didn't know where to touch or stroke.

I looked at the panties. Then making up my mind I lay them across my lap. They were so cool. I put them over my feet and slowly drew them up my legs. I had an erection now and containing it in these fine panties was difficult but moving it about only caused more friction than I could stand. I finally got them settled and reached for the camisole. I slipped it over my head and drew it down. It just came to my hips – cool, soft and incredibly sexy. My hands were just wandering over my silken body now, testing every feeling, enjoying the beautiful clothes as I looked down. My body looked pretty apart from the tent in front.

I opened the wardrobe door to have a look in the mirror and was instantly disappointed. My man's head on top of women's underwear. I looked just like all those cross dressers I'd seen on the internet. Men dressed up in girlie clothes with a hard on. I looked stupid. It was such a same to put these beautiful clothes on a man's body. My erection slowly subsided. I went back to the bed and sat down. Now that I had seen myself, looking down at the flimsy lace and nylon didn't seem so erotic. I undressed carefully and folded them back in the box. I would return these to her and ask her to wear them for me.

I woke early Saturday morning after a restless night. Dreams of being in the office dressed in just ladies underwear haunted me. No-one had seemed to notice but I kept trying to hide behind the desk in case they saw what I was wearing.

 

At ten o'clock the phone rang. It was Michelle.

"Good morning Steve" she said gaily

"Michele" I said warmly "I was just getting up." The lie escaped all on its own.

"I hope I didn't wake you" she said "only I been worried I might have offended you with my present."

"Of course you didn't offend me" I said quickly "They were beautiful."

"Oh good it's just that ... well making a pasta tonight and I wondered if you'd like to help me eat it"

I felt a thrill. "Hey sure" I replied "I'll bring the wine."

"Great "she said "About five then?"

"Five? " I queried "Isn't that a little early for dinner?"

"Of course not. It'll make a nice long evening." She laughed.

We said our goodbyes and I hung up the phone.

 

I arrived at her door promptly at five clutching a bag with two bottles of wine and the parcel.

"Steve" she smiled widely "I'm so glad you came." She reached out and pulled my arm in through the door.

"I wouldn't have missed it for the world." I grinned. "Not every day I get asked to dinner by a beautiful lady.

She closed the door behind me and I passed her the bag.

"I err… brought your gift. " I said lamely "They would look much prettier on you. Please don't be offended.

"Of course not " she said taking the bag "come on."

I followed her into the lounge and sat down on the sofa.

She opened a bottle of the wine and brought me a glass. I'd made a good choice – It was excellent.

She sat down beside me with her legs tucked up and looked at me very sexily over her glass.

"What did you really think of the lingerie?" she said quietly

I looked back uncomfortably. There was to be no lie here.

"I thought they were exquisite. "I answered "I've never seen such beautiful clothes. So soft and silky. "My mind thought back to my first impression. "How the stockings just seem to have a life of their own. And the fineness of the panties, So smooth and silky. Nothing like my own underwear." My voice had fallen to a near whisper as I described how I felt as I touched them.

"Did you try them on? " She said in the same sexy voice.

Ah. The question I had been dreading. If I lied now she would know and we could be finished.

"Yes" I said and looked into her eyes. There was a slight smile on her face, but not a mocking expression - more triumphal I thought later.

"And how did they feel?"

"Amazing" I said "They were heaven." I described the feelings I'd experienced. There was no embarrassment now. We both knew what had happened. She must feel it every time she got dressed.

"Then I looked in a mirror. "I sighed "And saw a man dressed in women's underwear. I looked like those pictures you see on the internet. Usually in red or black panties with a cock pointing out, a grubby slip stretched over a fat stomach. You know the men with their heads missing." I smiled sheepishly. "I decided I couldn't let anyone see me like that and I looked awful. Not err.. pretty as I expected."

Michelle was nodding slowly. "I know Steve" she said quietly. "I've been there."

"No but you're stunning. "I exclaimed "You're a knockout. Take it from a man who has splendid taste in girls."

"At first I was just one of your 'Internet headless wonders' she said "but I knew I could do something about that. It took a while though" she admitted with a smile.

I nodded blushing. I had forgotten for a while there. "I'm sorry Michelle. I didn't mean.."

"I know that " she interrupted. "Will you do something for me though"

"I'll try "I said anxious to make up for my blunder.

"Let me dress you" she said quietly "Complete. All bells and whistles. Let me show you how you can look if it's done properly." She was speaking fast now. Not letting me interrupt.

"I. err.. " I stammered

"If you don't like the result or what I'm doing we can forget it forever"

I thought for a moment. She took my empty glass, got up and went over to the bottle of wine. As she was filling the glasses my mind was doing some fast thinking. I had enjoyed wearing the clothes. I did want to experience the feelings again and as long as only Michelle saw me, what was the harm?

"Ok" I replied "I am yours for the night to do as you will, My Lady "I stood up and bowed dramatically. She gave me my glass and I took a large gulp.

She giggled, nearly spilling her own wine. Come on then she said and walked towards the bedroom.

"What right now?" I asked

She looked back. "Mine for the evening. Remember?" she laughed.

I sighed and followed her.

 

I'd never been into her bedroom before and was surprised how tidy and feminine it looked. A massive king size bed covered with an ivory bedspread, decorated with pale, pink roses and green vines stood in the middle of one wall flanked by two neat bedside cabinets. Wardrobes covered one side of the room and a large vanity unit sat against the other. The curtains matched the bedspread and were, thankfully heavy and, more importantly, closed.

"Ok, clothes off" she said without turning and started fishing about in the dresser drawers.

I hadn't banked on that but it made sense so I took my shirt off and stepped out of my trousers and stood in my boxers waiting. She turned round holding out a suspender belt on one finger.

I don't think his will go with them" she said and smiled.

"Oh... no... of course. "I said. And slipped them down. This was a first for me, not being accustomed to standing naked in front of anyone.

I took the belt and she turned around to the drawers for more clothes. Eventually I figured it out and fastened it around my waist. It was pure white and made of some fine, wide, shiny lace with pale blue embroidery running through. The straps ticked my thighs enticingly. She handed me a pair of honey coloured stockings and I sat on the edge of the bed to put them on. The feeling was again, exquisite and I felt the beginnings of an erection. I clipped them to the suspenders and a pair of the most beautiful panties floated into view. They were high cut lace and matched the belt perfectly. I stood up and felt the stockings pull slightly. She handed me a matching bra and showed me how to put it on backwards round my waist and slide it up to my non existent breasts. I looked down at myself, disappointed, as if I should have magically grown something to fill the bra.

"Head up." Michelle demanded and she slipped two breast shapes into the cups. She handed me a white satin camisole top which I slid over my head and new breasts followed by a soft, silky waist slip. The hem was all lace and my erection finally made it to the vertical. The combination of soft, silky and totally erotic materials caressing my body were nearly too much. I managed to control myself with sheer willpower.

"It should really have been a full slip but I've only got one and I'm wearing it." She said and lifted the hem of her skirt to reveal a similar lacy frill. "Sit down here please "she said and indicated a chair beside to vanity unit I carefully moved over to it and sat down facing the bed where she sat with a variety of cosmetics laid out beside her. I followed her instructions, closing or opening my eyes as requested – studying her beautiful eyes when I could. After what seemed an age, she smiled approvingly and went to the wardrobe coming back with a long blonde wig. She fitted it and teased a few hairs into place with a brush.

While I fiddled with the fine material of my clothing and looked at my heavenly new shape she went to the wardrobe and returned with a pale green chiffon dress. It was multi layered and looked stunning. I stepped into it and ran my hands down my breasts as she zipped it up. Handing me some low, white sandals she stepped back and covered her mouth, her eyes wide.

"Oh God…You are beautiful." She gasped "Much more than I expected."

I twirled on my heels and the dress billowed out, creating a delicious draught on my thighs.

"Go into the bathroom and look "she said "there some full length mirrors. Walk slowly in those shoes." She seemed breathless.

They weren't very high heels but they were narrow and tricky to walk in. Every step pulled or caressed some part of my body. The straps across my shoulders, the suspenders pulling at my thighs, the hem of the skirt flicking against my calves… It was a long delicious journey.

I reached the bathroom and went in closing the door behind me. The full length mirror was covered with a towel and I realised, that all the mirrors had been covered. I smiled. This had all been planned long before I arrived.

I reached up and took the towel down. There stood a beautiful blonde girl staring back at me. She was stunning. I couldn't believe it. Instead of the pancake makeup I had expected, this was light and barely noticeable. A hint of eye shadow, faint eyeliner and she'd done something wonderful with blusher. I looked young and the shape of my face was changed. My eyebrows had been subtly moved and my lips were just the palest rose colour. I stepped back and looked at my body. I was a different shape. Curvy, sensual. Nice small breasts. I twisted round to look at the back and noticed another mirror covered behind me. I took down the towel and looked at the reflection from the mirror behind. Shapely and very sexy. I lifted the hem of my skirt and gazed at the sticking tops framed with the lacy slip. I lifted it higher and my panties came into view. Dropping the dress, I touched my hair. It felt soft and luxurious.

I must have been ages stroking the materials and admiring myself - there was a soft knock on the door and Michelle said, "are you OK in there?"

I woke as from a dream and called "uh… sure. Come in."

"You like?" She asked

"It's incredible… What you've done" I said. "

"Come and have a drink and we'll eat." She walked out and I followed slowly, savouring each step. There was no question of taking it all off before dinner. Wild dogs couldn't have torn it off me. My appetite didn't do the lovely meal justice. I felt strange and had trouble stopping myself looking down at my body and touching my legs and body.

 

After dinner we went into the lounge and with a glass of wine, sat on the deep sofa.

"You should keep your legs together when you sit down" she said, her eyes sparkling "It's more ladylike."

I snapped my knees closed and sat looking at my hands.

Finally I asked "Well, have you achieved your goal?"

"My goal?" she said with eyebrows raised.

"You asked my if I'd do you're a favour and dress up for you" I smiled.

"In that case, yes."

"Why did you want me like his" I asked.

"Well… you've been asking me what it felt like, why do I want to be feminine and all sorts of questions about cross dressing for weeks now. So I wanted you to find out for yourself. "She replied.

"I don't feel like a woman" I said

"But do you feel good?" she gave me a sexy smile.

I blushed. "I feel … terrific" I said grinning.

"But, how do you feel?" She persisted.

"Sexy, beautiful, erotic. I feel like I don't ever want to take it all off." I said quietly

"Then you understand some of what I feel" she said. "The erotic feeling of dressing in underwear wears off after a while but the feeling of being beautiful doesn't. When I am living as a woman, I am alive and feel sexy. When you dated me for the first time, I felt wanted and admired. It was the highest compliment anyone could have paid me."

I nodded and took a sip of my drink. I knew Mike wasn't gay. We'd looked at women they way men have been 'checking out the talent' for generations. He'd never made any advances toward me, in fact the opposite. While I had wanted to sleep with her after 'late night coffee', We had always said goodnight the way friends do.

"Is that the only reason you asked me to dress? Because I showed an interest?" I asked.

"No." she looked guilty. "I saw I could make you beautiful. You have very sensual eyes, a lovely shaped face. You have a good figure and …" She got up and poured another drink. We were on the malt whiskies now and both of us were in a confessional mood.

"And?" I smiled at her, accepting the glass.

"And I can't answer that at the moment." She said.

"OK. Interrogation over. I'm sorry Michelle. This is a bit of a culture shock for me. I have never worn women's clothing before and I'm finding out I may have missed something in life. Cross dressing has always seemed to be a fetish – like bondage or whipping. It's just something that's never crossed my path before. And here I am enjoying it."

"I think you need to sleep on it." she said jumping up "It's late and you have drunk too much to drive home. I've made up the spare room for you. "

Yes, I was tired the combination of excitement and drink had drained me.

She led me to the spare room and hugged me as I entered. "I'll unzip you" she sad smiling into my face "And I'll do you" I said. Not sure if she would catch the double entendre. "Judging by her expression she did!

She turned and I unzipped her dress and, sliding her hair to one side, kissed the nape of her neck.

"Good night" she said saucily and headed to her bedroom.

I closed the door behind me and sat in front of the vanity unit. I felt and looked wonderful in these clothes. I lowered the dress from my shoulders and traced the outline of my breasts through the camisole. Standing up, I let the dress slip to the floor and lowered the slip. Standing in just the underwear was so exciting. I didn't look odd at all. I stroked myself through the flimsy material of the panties, instantly reviving my erection and only force of will made me stop before I climaxed into the clothing. I was determined not to masturbate here. Maybe at home, but somehow it felt all wrong in Michelle's house.

I undressed and folded all the clothes before going into the en-suite bathroom to wash the makeup off. She had left a long black nightgown on the pillow but I was frustrated enough so after a quick examination, I put it on the other pillow and climbed into bed. I lay awake tossing and turning and still feeling the stockings, panties and slip against my body.

I finally got to sleep just as it was starting to get light. And therefore, felt awful the next day. I climbed out of bed and headed for the shower, glancing longingly at the pile of frothy lingerie stacked on the chair. I dressed in my own clothes and went to the kitchen where Michelle was pouring coffee.

"Good morning. Did you sleep well?" she asked with a smile although I detected a hint of disappointment briefly in her eyes.

"Morning" I said "not too good. Strange bed"

"Ah" she nodded knowingly "Coffee?"

I took the cup and sipped looking at the table.

"Not feeling to bright this morning? She enquired

I smiled "No I feel fine – honest" Which is another way of saying 'I don't feel fine'.

"You're not having a 'morning after' guilt trip are you she said with a laugh.

I looked up and smiled sheepishly "You could say that."

"Steve, no-one will ever know but you and me and last night was nothing to be ashamed about."

"Oh please... no!" I said "It's nothing like that. I know you wouldn't tell and I'm not ashamed. Anything but. I loved it. I adored wearing those clothes. I couldn't sleep because I wanted to be in those clothes. That's the problem."

"Problem?. Where's the problem?" she asked. "You can wear them any time you want."

"This is a big change for me" I said "I never realised I was 'into' cross dressing. My mind tells me I want to but my brain says it's wrong. Sorry, love, I'm not explaining this very well"

Well don't worry about it "she said softly "It's only a bit of fun. Now where are you taking me to lunch?"

I laughed. "Somewhere in the country. Nice and quiet with a log fire."

"It's mid summer!" she said"

"Well it wont be lit" I said and smacked her bum as she passed to get changed.

She was stunning – this girl. I found I was growing extremely fond of her.

Sunday passed with a quiet lunch and a walk beside a river and Michelle kept me charmed with her girlish chat and striking looks. That dark cloud was always in my mind, however. Part of me wanted to rush back and bury myself in underwear and part said I should take this weekend as a demonstration of fancy dress.

She must have sensed my mood. As we parted that evening she said" Steve, Don't ponder over this too much. It's not worth making yourself ill. You'll do the right thing in the end."

I smiled "Thanks Michelle for a wonderful weekend. I have a lot of thinking to do but whatever decision I come up with, I'd still like to take you out."

"And so you may" she said "And thank you"

 

I managed little sleep again that night and Monday morning was starting to look a bit jaded.

"Morning Steve." said a cheerful voice in the doorway." Mike came in and closed the door.

"Hi Mike. " I said " Good weekend?"

"Wonderful" He said as he sat down "Met this really gorgeous girl. A real knock-out"

I looked up sharply and saw he was grinning. So the game starts I thought.

"Really?" You seeing her again?"

"Hmm – don't know yet. Hope so though. Wonderful girl."

"Good for you " I said smiling

"You look a bit peaky though" He peered at my darkish eyes "looks like you got a problem. Take my grandmother's advice. 'If tree too large for elephant to scratch… Place lemon grass on wound"

I laughed "What hell does that mean?"

"Dunno… she was bonkers, absolutely barking." He stood up and left for the door. "Seriously Steve, Don't lose any more sleep. It'll sort itself out. See you later" And left.

I thought about Mike's reaction. 'Met a wonderful girl? Hoped to see her again? So all Mike wanted was a girlfriend of his own. Me. I was flattered in a way. But I still wasn't convinced. I took his advice and buried myself in my work. Each time my mind drifted to Saturday night I refused to dwell on it and instead, worked harder.

 

It was Thursday morning before I came to a decision. My life as a man was dull. A failed marriage, no contact with girls, a thoroughly boring job, and before Mike came along, long lonely evenings on the internet – the World, Wide Wank. Michelle had made me see a new possibility. Living as a woman. I enjoyed it. In fact I lusted after the feelings. And I was falling for Michelle. The 'gay' question kept rearing it's head but I put it down… She looks like a woman, she acts like a woman, and apart from a couple of items in a different place, she is a woman. I thought perhaps she looked on me the same. I hoped so because I was going to go for it. I wanted to dress and learn how to be feminine. I'd enjoyed feeling beautiful.

 

Mike popped in, as usual at tea break and threw a donut on the desk.

"So you seeing this wonderful girl this weekend" I asked innocently

"Not sure yet." He said through a mouthful of dough and sugar.

"Perhaps you should check your stars" I said and picked up the newspaper. "When's your birthday?"

"August 30^th. I'm a Virgo" he said "Story of my life"

"OK – I got it…With the conjunction of Mars and Uranus, A final decision has been made. 'A turning point has been reached and passed. Your hopes will be fulfilled. A weekend of happiness will follow.' There you go Mike. Looking good."

He looked at me with wide eyes and a mouthful of donut.

"Really? " he said after swallowing "Great err… wow."

I laughed and said "Of course, you can't believe in all his astrology shit. It's all made up" I was having fun now, I had made it up.

That night I rang Michelle. "Look err… I've got a free weekend, a couple of steaks and some wine. I wondered if we could err … carry on where we left off last Saturday"

"Of course" she said gaily. "I was hoping you would." She sounded as excited as I felt.

That night I gave myself a whole body hair removal treatment. I had fair hair so not much showed but I thought I would be better if I got rid of it all. In bed, even my sheets felt sexy. I hadn't realised how much feeling was numbed by body hair. On Friday I went out for the steaks and some wine and nipped into a jewellers for the gift I'd seen earlier. I went home from work, showered dressed and packed a few oddments for the weekend.

 

The door almost flew open as I knocked. "Come in Steve" she said smiling sexily. I'm glad you're early." She looked like an excited teenager "Are you sure you want to do this?"

"Definitely" I replied. "I've been thinking about it all week and now, I can't wait." I handed her the bags of steaks and wine and followed her into the kitchen.

She poured two glasses of wine and led me into her bedroom. She opened some drawers and I started to undress.

"Can you manage or do you want some help" she said with an smile.

"I need help. I don't know what to choose or even what to put on first "

She laughed "OK, lets start with some stockings. Stay-ups I think. Much nicer "

She handed me a pair of dark stockings with a wide lace top. I pulled them on. She was right. The plastic strip round the top glued itself to my thigh, feeling delicious.

"These are lovely if you want to try them" she said handing me a bra and matching panties. I almost groaned at the sight of them. They were the palest blue with peach coloured embroidery flowers. The panties turned out to be a thong, much to my delight, and the bra was light and lacy. The breast forms were again inserted into the cups and my figure took on shape. The mirrors were on view this time and I found no shame admiring my body in underwear.

"You can have the full slip tonight. I bought another" she said handing me the filmy garment. It had the thinnest of straps and lace round the breasts and hem. And it felt wonderful. I watched in the mirror as she applied the makeup, trying to see how she did it. "I'll show you how to do this tomorrow so you can do it yourself" she murmured concentrating on the eye shadow.

She finished and drew out the blonde wig, fitting it and flicking back a few stray hairs. She stood back and smiled. "Wow. We've done it again. Still beautiful."

I looked in the mirror and had to agree. "Thank you Michelle" I said. "I even feel sexy now. " I laughed and stood up. "What shall I wear tonight"

She went to the wardrobe and took out an appealing sleeveless, v-neck dress in pale blue with pink roses and green vines. It was multilayered and filmy and I loved it. It hugged my breasts and waist then flared out, seeming to have a life of it's own. "I love that dress" said Michelle "It's so summery.

"Are you sure you don't mind me borrowing these?" I asked. She placed her hands on my hips.

"Of course I don't. I'm loving this as much as you appear to be doing." She lowered her eyes. "I've longed to share these with you. To be able to share myself with you. I was so happy when you told me you wanted to carry on."

I almost lost it and kissed her then. She looked so beautiful in a grey skirt and dusky pink blouse – the lace from a camisole just peeking above her breasts. Tomorrow we can explore the rest of my wardrobe." She said and took my hand. "Come on lets do something with those steaks."

"Michelle" I said. "I've got this for you." I took the small box out of my cast-off trouser pocket and handed it to her. It's a little thank you." She looked surprised and opened it. Inside was a gold chain with an small Ankh hanging from it.

"It means 'Life' "I said. "Thank you for a new life"

I took it from her limp fingers and fastened it round her neck.

"It's beautiful" she said "Thank you so much. I shall wear it always."

She hugged me and kissed my cheek. I thought I saw a tear as she pulled away.

It was a dream evening. After the meal we sat close on the sofa and just admired each other. We discussed clothing and underwear and what we liked. We talked about makeup. How to determine the colours for a particular skin tone. I was in ecstasy. The clothing against my skin was haunting me with avert slight movement and the thong was playing a large part.

Eventually, after drinking all the wine, we parted for the night. I regretfully closed the door to my room and started to undress. The nightgown was back on the pillow and this time I put it on. I could no longer control my emotions, The feel of the silk from breast to ankles caused an erection I couldn't ignore and it only took a few quick strokes to bring me to a, more or less, satisfying climax. I was able to sleep afterwards curled in the erotic feel of silk.

I woke early next morning and put the gown on over the nightdress as I went to the shower.

"Go in and help yourself" Michelle called from the kitchen. "Find something to wear." Now there was a thought. An invitation to investigate her lingerie. I opened the drawers and pulled some panties and bras aside. I was spoilt for choice. I wanted to try them all on. I settled for a white satin set and camisole. I dressed in these and found a pair of honey coloured stay-ups. Opening the wardrobe posed even more of a problem. I had no idea what went with what so I chose a green mini skirt and white shirt top with short sleeves. I retrieved my wig and did my best with it but the makeup threw me. After several attempts I wailed for help and Michelle came in laughing. She fixed my face quickly and expertly and we went into the kitchen for coffee.

"I like what you're wearing" she said. "you have good taste. "

"It's what I would like to see you in" I said. "And I know you have good taste."

We spent the morning playing with makeup and by lunchtime I was getting good at putting it on myself. We had a bite to eat and afterwards I decided I wanted to go shopping. The internet of course. I placed my plastic on the desk and said, "Michelle, these are for us. I want to buy he clothing today for both of us. We share. OK?"

"If you say so." She replied smiling. "But I have expensive tastes"

"Good. So do I" I said.

I spent a fortune that afternoon. She showed me all the best shops to buy clothing and we discussed each item in detail. I also managed to order my own set of breasts and something called a gaff which looked awful but apparently would be needed if I wanted to hide a certain bulge.

We also did some deportment lessons. I hadn't got out of spreading my legs when I sat down – something even I noticed and definitely un-ladylike. Se showed me how to walk more attractively and even how to stand.

In the evening we just listened to music, drinking malt whisky, talking softly about our tastes in clothes and discussing hair styles. Michelle had a lot of fashion magazines which we happily browsed through, metaphorically spending our annual wages several times over. It was two o'clock before the first yawns started and we headed off to our rooms for the night. I was getting quite frustrated now, having to say goodnight to a beautiful girl without even a kiss and going to sleep in a negligee but didn't know how to approach the subject without spoiling everything. I was also still aware she was a man dressed as a woman but it didn't seem to matter now.

Sunday morning we both slept late and dressed casually in short skirts and tops. It was a warm sunny morning without a cloud in the sky.

"Let's drink our coffee into the garden" She said smiling "Don't worry, no-one can see in and the fresh air will be nice" Nice wasn't, perhaps, the best word to use. The light breeze around my stocking covered legs and panties was very erotic. It was a new feeling altogether. The thought that my balls were only separated from the outside air by the thinnest of nylon started an immediate erection. I covered it as best as I could but I thought Michelle had noticed.

Wow, "I said "This is amazing. "I feel as if I've got nothing on"

"I thought you'd like it," she said "I often come out here where no-one can see me."

We sat at the garden table and sipped our drinks. "Are you enjoying your weekend as a woman?" she asked. "Do you still think it's for you?"

"I thought a few moments and replied "I love the feeling of the clothing. It's totally different to being dressed as a man. Every article has a texture all of it's own and each one is exciting. I also like looking good..."

"Looking beautiful, you mean" she interrupted. "You look beautiful she said more softly.

I blushed and continued, "But I don't really feel like a woman. I'm still very aware I'm a man playing dress-up."

"I do as well, "she said quietly, "I don't know If I will ever feel a complete woman. Perhaps time will tell."

"Perhaps, "I said "In the meantime, yes I am enjoying all of this and I'm not looking forward to having to put my old clothes on and spend a week in trousers and shirts."

"Why don't you take some clothes home with you? You could dress in the evenings and sleep in something nicer too." She said enthusiastically.

"No" I laughed. "They're your clothes.

"I've loads of clothing here" she said "Go on, take some with you."

I thought a few moments. The idea did sound attractive. To be able to slip into something nice sexy after work had definite appeal.

I smiled. "OK, lets go for it. "

"In fact, don't bother changing to go home. Just go as you are." She suggested. "You don't have to get out of your car till you get home. No-one will see."

This suggestion took a bit more thought. Suppose I had to stop somewhere. Suppose the police stopped me for something. Neither of these had ever happened before and there was no reason they should happen now.

"Ok" I said, grinning "Thank you I will."

So, that evening Michelle packed a small case with clothing we had chosen and I drove home with them in the boot. It was a totally uneventful journey, fortunately. Every time I stopped at lights, I thought people would stare but apart from a couple of appreciative looks from men in the lane beside me, It was a quiet journey. I parked up in front of the house and took the case from the boot. I had forgotten the neighbours but as it was dark, I didn't think anyone had seen me. "Anyway" I said to myself "I don't think they'd recognise me".

So that night I slept in my own bed in a white satin baby doll nightie and woke early Monday morning, feeling wonderful.

 

The week passed slowly and work felt more tedious than usual. Each evening I would shower and change into stockings, panties and either a chemise or dress and browse the internet for make-up tips or hairstyles. I bought a new wig for myself. Long, blonde with loose curls. There seemed masses of hair and looked fabulous. It covered my shoulders in a shower suited my face perfectly. It arrived in time for the weekend and I tucked it away so could surprise Michelle. I also bought her a new wig in a similar style but brunette with red highlights.

At last Friday evening arrived and I rushed home to shower and change. I dressed in a brown and cream print dress made from the thinnest material that flowed seductively round my body. A white camisole peeped out of the v-neck and I wore a thin gold chain around my neck. I took special care with my make-up thought the final result was pretty sexy. I loaded my suitcase into the car and set off to Michelle's house. On the way, I stopped at some lights and a large BMW pulled up beside me. The driver was a young man wearing an expensive looking suit. He looked in at me and smiled. Feeling naughty, I lowered my lashes and gave him the sexiest smile I could. His eyebrows lifted and his grin grew wider. The lights changed and I drove off smiling to myself. I hadn't found him at all attractive but the encounter gave me a lot of confidence in my appearance.

Michelle opened the door as I walked up the path. She looked incredible and very desirable. "Hey you look wonderful "she cried as I carried my suitcase inside. "How was your journey?"

I told her about the guy in the BMW who had looked at me and told her about my week. "It was great to be able to wear lovely clothes all week" I said .

"I thought so" she said smiling.

All our internet purchases had arrived and the evening was spent, each of us trying them on and parading around.

"How about we go shopping tomorrow?" she suggested. I must have looked horrified. "Not local, into the city. No-one will recognise us and we can shop till we drop" she laughed.

"But I'm not sure…"

"You look great. " she interrupted. "Really beautiful. Trust me."

"Well, OK" I said but it didn't feel Ok. I felt very nervous.

Saturday morning we were up early, which was just as well as I took ages over my appearance. Nothing seemed good enough for me. I tried on every dress, skirt and blouse we owned. Altered my make-up a dozen times and brushed my hair till it crackled.

"Well you have one very feminine habit" she said grinning. "Come on for God's sake. We're going to miss the shops at this rate."

Eventually, we climbed into her car and set off. "I feel so nervous "I said weakly

"I know how you feel, remember. " Michelle said "Just don't worry. You really do look good you know." I nodded and looked out of the window.

We arrived in the multi-story car park and set off into the mall. For the first half hour I was looking in every shop window, not at the merchandise but at my reflection, checking my looks and making sure no-one was staring at me. Finally, I settled down and started to enjoy myself. At first it felt strange to be examining panties, bras, slips and other women's clothing. Several times a shop assistant would come over to help and Michelle never seemed to flap at all. Then in one department store, while we were looking at blouses and tops, Michelle said "Wont be a moment." and left. So here I was. In the ladies section of John Lewis, All on my own, dressed as a girl. At first I started to panic and then tried to hide amongst the clothes. She was only gone about ten minutes but it seemed the longest ten minutes of my life."

"Where have you been? "I asked in a near hysterical voice.

"I wasn't long" she said "Just had to err… you know…go."

I smiled "Sorry. I'm just having an insecurity attack"

She put a hand on mine and looked kindly at me "Sorry. I keep forgetting it's your first time out. You look so natural."

"How many times have you been out?" I said. "I bet it's not many."

"Well… "she said with an impish grin. "this makes twice. And it and it was you that gave me confidence. I feel quite comfortable."

"Wish I did "I said

"Come on. We'll go and have a drink"

We went into a small wine bar and had a salad with a glass of wine.

"You know, you really do look like a girl. " she said "I wouldn't have brought you out if I wasn't sure. If you just relax, you'll look and feel even better."

I took her at her word and really did feel better. We carried on shopping and to our delight found an exclusive lingerie shop. The assistant left us alone to browse and we had the time of our lives. Underwear to die for. All matching sets made from the most luxurious materials. Silk, satin, chiffon – there was everything. We left with two large carrier bags and two very thin credit cards. I had bought us both a gown and nightdress set. Champagne for her and white for me. Although we always shared all the clothing, I wanted these to be special. We set off back to the car feeling happy but tired.

"I've never had such a wonderful day "Michelle said as we drove home. I had to agree though I was secretly glad we were finished. Next time, I knew I would enjoy it more but at the moment, all I wanted to do was get this bloody gaff off and have a shower. I thought the gaff had been a waste of time. There was no way I would have got an erection and I'm not really that well endowed enough to have shown anything through this skirt. However, better safe than sorry, I thought.

We each headed for the shower as soon as we got to Michelle's and I dressed in a simple pale yellow cotton blouse and a gypsy style skirt. I walked into the kitchen where Michelle was just ordering a couple of pizzas, poured her a drink and took it over to the sofa. I felt wonderful. The adrenaline was still buzzing in me and I suddenly knew what I wanted. I wanted Michelle but I was still on unsure ground. I didn't want to spoil everything by forcing some sort of gay sex on her but when she looked so damned attractive, her body parts didn't bother me. To me, she was a beautiful girl. The fact that I knew she had no breasts and boasted a respectable cock wasn't an issue. I knew she had a good firm body and to be honest, I wanted to kiss and hug her... and to sleep with her. Whatever followed from that was Ka, Fate.

I answered he door when the pizzas arrived and made the guy's night by giving him a sexy smile as I gave him the money. We ate them quietly, not saying much. I thought there might be a slight tension in the room. Afterwards, we sat and drank a couple of malt whiskies, both reflection on the day's activities. "Shall we slip into something more comfortable? "Michelle said after a while.

"That's a good idea. "I said" This bra's killing me. We both cracked up laughing and went get changed.

I undressed quickly and got the new wig out of my case. I put it on and gently rearranged any loose hairs with my brush. A dab of perfume in the important places and I was ready to dress in the new negligee set I had bought that day. The nightdress was white satin with embroidery round the bust and hem. The side split came almost to my waist, revealing most of my left leg. The straps, thin and fragile looking, crossed at the back, forming a deep 'v'. It felt delicious to my body. Cool and sleek. I put the matching gown on and checked the mirror. "Wow" I said softly . I was naked underneath, not wanting to feel anything but the nightgown and, even without the breast shape… I looked good!

I walked slowly back into the lounge and saw Michelle standing by the bar, pouring us a drink. My heart stopped. She was stunning in the new gown I'd bought for her. I was similar to mine but the champagne colour suited her perfectly. I walked over and, when she saw me. Her eyes opened wide.

"Oh "she said in a strangled voice "Oh wow! you look stunning… your hair…"

"So do you" I said softly. I walked over to her.

I stood in front of her and put my hands on her hips "You are the most beautiful girl I've ever seen. " I said and thank you for letting me share in this."

We looked each other in the eyes and it happened. We kissed. We clung to each other and kissed long and hard. Our tongues intertwined and our hands explored. Our bodies pressed close together, I felt the hardness between us, both with an erection. I could feel her cock pressing against my stomach, rock hard and hot. My own pressed against the smooth material of the nightgowns and the feeling was dramatic. My erection grew even stronger.

"Can I be your girl?" I asked softly

"Oh yes" she murmured "Please... sleep with me tonight… please"

In reply, I took her hand and led her to her bedroom. We stood face to face and I undid my gown and let it drop. My erection stood out in front of my nightdress but I didn't care. I moved up close to her and said "I'm yours tonight." And undid the bow of her gown. We were both naked under the sensuous nightdresses and this only heightened the erotic feelings we both felt.

Kissing we made our way to the bed and lay down, caressing each other. We lay on the bed our fingers searching and probing . I moved my hand down her back and caressed her bottom. She arched her back, pressing her hard cock into my chest. I was slowly sliding down her body, burying my face in her breasts, her stomach.

"Let me be your girl" I repeated and knelt astride her. I lowered my head and took her hard erection between my lips through the satin nightdress and stroked her balls with my fingers.

"Yes – yes" she repeated breathlessly and lifted her hips. My hand raised the hem and stroked her inner thigh. A groan escaped her lips and I lifted the nightdress clear of her swollen cock. I licked the shaft and caressed the full balls beneath and, licking my lips, took her into my mouth. She moaned and thrust forward, pushing it deeper into me. I raised up and sucked as hard as I could. Sliding my lips back down, I could taste the saltiness in my mouth. Up and down I went, my fingers caressing her balls until with a jerk she tried to pulled away.

"Stop...wait…. I'm going to cum…stop"

I thrust back down and took her in my mouth again, ignoring her cries. Swiftly, I held her cock and masturbated her while sucking hard.

The climax was huge. She bucked and twisted as jets of salty semen filled my mouth. I swallowed as fast as I could and kept her in my mouth. Slowly the jerking stopped and an occasional shudder ran through her body. I kissed her balls, and cock as she reached down and pulled my head towards her.

"I tried to stop you" she said. "Couldn't help it."

I kissed her deeply and said "I wanted you to cum. I wanted you in me. I wanted to be your girlfriend."

She held me tight and said "I've wanted you for so long. Ever since I first talked you into dressing."

"I've wanted you since I saw you in the street," I said "I've been slowly going mad, wanting you." We were kissing and stroking between sentences and my erection was near to bursting. Every movement of the silk around my hips ad thighs was now a pleasant torture.

"You didn't get anything out of that. " she said as she moved her hand down my back, round my bum and over my hip to the top of my thigh. I couldn't answer. I raised my leg and let myself roll onto my back. She kissed me all the way down to my pubic hairs while slowly raising the gown up to my waist. I felt her licking my cock from the tip down to my balls then gently sucking them while holding onto the base of my cock. I moaned and thrust my fingers into her hair. She licked back up my shaft and then took me into he mouth. The heat was terrific and thrust upwards with my hips gasping. It was over in just a few moments. She sucked hard up and down a few times but it was too much for me. I came into her mouth but she didn't stop. Sucking and caressing till I went completely limp. I sat up and she knelt in front of me. I threw my arms round her and we kissed deeply. I could taste my cum on her tongue as they entwined.

Finally we lay down facing each other, my arm under her neck, cuddling and her knee resting between my thighs.

I stroked her face and neck "I've never done any of that or had it done to me before "I told her

"Never? "she said amazed. "I thought everyone but me had done that."

"Never. " I said. "My wife didn't go along with oral sex. You've never had it either?"

She looked down "I've never had sexual contact with anyone before. A true virgin." I lifted her chin "Well you aren't alone you know. Sex is always boasted about. Take me… I'm thirty three. I can count the amount of times I've had intercourse on both hands, "I wiggled my fingers, One hand of which was on her bottom and the other down her back. "And I can count the times I've had oral sex on two fingers."

She shivered at my touch an buried her head in my neck. I cradled her closer.

"It was fantastic." she said. "But just lying here with you is lovely. You're right, I wanted a girlfriend"

" We both have a girl now" I said gently. "Don't we?"

"Yes "she answered. "It was what I wanted. It was very quick wasn't it? "she said impishly and smiled into my face.

"Very" I replied "I was so ready for you, I just couldn't hold it back."

"Me neither." She said laughing.

"It'll be slower next time "I said.

"You mean there's going to be a next time?" she said with amusement.

"I certainly hope so. " I said and reached between her legs. I stroked her cock and felt it twitch as she gasped. My fingers tickled and lightly scratched her balls. I took her in my hand and massaged her rapidly growing erection. She lay back, spreading her legs. I knelt beside her shoulders and kissed my way down her stomach, pubic hairs and finally onto her cock. I lifted my leg over her head so I was astride her with my own erection over her face. She took my into her mouth and I gently thrust my hips up and down pushing my cock deep into her throat. I sucked as deep as I could on hers and massaged her balls with my hand. It was slow and erotic. I felt her finger trail across my anus and a shock went through my body. She lightly rubbed in a circular motion then lightly scratched. I did the same to her, rubbing gently and slowly pushing inwards. It was too much and we climaxed almost together, both swallowing and jerking with the after cum spasms.

Again we lay in each other's arms, quietly kissing and fondling. Slowly we drifted off into a exhausted sleep, still cuddling.

I woke early, before Michelle and crept out to shower and get dressed. I felt absolutely marvellous. The sex had released a lot of pent up frustrations and now the Michelle and I were lovers, the days ahead looked sunny indeed. I was standing at the sink looking out of the window when Michelle came in. She walked over and threw her arms round me and kissed me. I held her close and kissed her.

"Mm that was nice." she said seductively. "As was last night."

"Last night was wonderful" I said. "I've never had anything like, or as good, as that.

She looked and smelled gorgeous. We were both in short skirts and casual tops. I had put my original wig back on, wanting to save the curly one for special occasions.

"Well I haven't anything to compare it with but you certainly drove me wild. " she laughed. "Lets have coffee in the garden."

We went outside and sat drinking quietly.

She looked at me seriously. "Does this make us gay or what?"

I thought for a few seconds. "I'm not sure I know. I know that I wouldn't look at another man with a view to sex and I still prefer women. Last night we were women. Different body parts but that's only lust taking over. To me, you were a girl I was making love to. A very beautiful girl who I have desired for a long time now. And if I'm gay, I don't really care."

I think that's how I feel too. Please don't be offended, but I've never lusted after you at the office. Dressed as a man, you don't turn me on." She ended lamely.

I laughed. "Of course I'm not offended Michelle. It's the same with me but looking at you now, I could eat you."

"Let me finish my coffee then. "she said through lowered eyelashes.

I did. We went back into the kitchen with our cups and I cornered her at the sink. I put my arms round her and we kissed deeply. I let my hand wander up her skirt, sliding up her stockings to the lace panties I found and rubbed the bulge underneath. Dropping to my knees, I lifted her skirt and mouthed her cock through the panties. I slid them down and took her in my mouth. All the time, I caressed her lovely bum, sliding a finger up and down the crease. She was moaning and making small gasps each time I touched her anus so I licked my finger and slowly pushed it in.

"Yes Oh yes" she cried as I pushed m finger around inside her. I sucked hard on her cock and she climaxed, bending low as the spasm took her.

"Oh God, "she said as she kissed me "That was wonderful." I kissed her tenderly "Lets go out for some lunch. I think we might need the rest." I suggested. And a drive somewhere.

"Great "she said and we went off to get ready. "I'm going as I am. "said." It feels like a mini skirt day"

"Me too. "she laughed.

We set off looking for a country pub and found one in a small village in the middle of nowhere. It was one of those places where everything goes quiet as you walk in. We ordered drinks and a sandwich and took them outside. It was a beautiful day and I suggested a walk to the top .of a nearby hill. It wasn't a very long way and we were soon cresting the rise to admire a gorgeous view over the surrounding valleys. We sat in the shade of a huge oak tree and just quietly enjoyed each other's company.

"I've really had a wonderful weekend. " I said looking into her eyes. "It's been like a new life for me."

"I'm so glad "she said. "I have too. It's such a shame you have to go home this evening."

""I wish I didn't but it's work tomorrow and I need some clothes. I cant really turn up looking like this."

She laughed. "I'd love to see their faces. Give them something to gossip about."

We headed back to her house and had a quiet dinner. Afterwards we made slow, passionate love, our hands and lips bringing each to a satisfying climax.

 

The weeks and months passed blissfully. Each weekend spent enjoying ourselves, shopping, eating out, making love. We booked a weeks holiday to Scotland in a small hotel, taking only women's clothing for the week. It was glorious not to have to change back at the end of the first weekend. It was only a small village and we soon became favourites at the local pub. Randy Scottish farmers would compete for our company and by the end of the week we'd had several offers of dates. We even kissed a few goodbye on our last night at an impromptu party held on our behalf. I saw Michelle kissing one fine 'laddy' and realised I should do the same if we wanted to come back next year and remain friendly. Several young men had been chasing me all week so I did my duty and did the rounds, putting on a fine act. It felt very strange kissing a man with a stubbly face, but somehow rather exciting. Their hands were everywhere and I was hard pressed to keep them a safe distance.

Finally we went up to our room giggling and whispering about our 'conquests'. Lying in bed after making love, I turned to Michelle.

"Tonight, I really felt like a woman for the first time. They all treated me like I was special." I mused.

"And the kissing?" she said with a smirk

"A was excited by it " I confessed. Not the sexual side, the fact that I was looked on as a member of the fair sex." I cuddled closer to Michelle.

"And?" she enquired. I looked at her.

"I want to live like this and live with you. Because I've fallen in with love with you." I said softly. She hugged me hard with a huge smile on her face and watery eyes.

"I've loved you for ages now but.." she started

"You didn't know what to do about it" I finished for her. She nodded.

"Nor did I." I said "I wasn't sure what your reaction would be. But I do love you. And I want to live with you." She looked down saying,

"What about when I'm in my work clothes, in the shower or undressed though?" She asked.

"I'll still love you" I said, tilting her head up. "You'll see me the same you know?"

"I love you all ways and looks "she said. "I even want to kiss you at work sometimes." She said smiling.

"Resist the temptation. "I said laughing. Well unless we meet in a dark cupboard.

"That can be arranged" she said in the sexiest voice I'd ever heard from her. She took hold of my limp cock and made it grow.

That started us off again. She worked her way down my body straddling my face with her legs. I still marvelled how large her cock was. It filled my mouth with plenty more to spare. She always managed to suck my six inches fully, her nose pressed to my balls. She fingered my ass and slipped a finger inside. I did the same to her knowing it would bring us both to a dramatic climax.

We had never discussed anal sex. Like most things between us, we were probably afraid to bring the subject up.

 

So I moved in with Michelle and put my house up for sale. It was strange leaving her house, together for work but Michelle had been right. Even dressed in a suit and tie, I still loved him. It was those beautiful eyes I think. I could look into them and lose my heart entirely.

One evening, we were just lounging about in underwear after a busy Friday at work, kissing and having a cuddle on the sofa when she said quietly, "Have you ever had anal sex?"

I looked at her "No. Have you?"

"You know I haven't " she said with a smile. "I just wondered what it would be like.

"From what I've read, It is erotic, wonderful and can be damn painful. " I said smiling

"Hmm " she said "Just what I've read."

She was looking extremely beautiful dressed in a pale pink lacy chemise and panties. The lights were low and we'd had a few drinks.

"I'd like you to fuck me" I said quietly.

"Same here" she said breathlessly. We stood up and went into the bedroom. It was like a first date all over again. we undressed each other completely, kissing each other's body as each garment was removed. I made her lay on her back on the bed and straddled her legs. I bent over and sucked her cock till it was huge and erect. Reaching over to the dressing table, I took an bottle of hand cream and massaged her cock. I looked at her face. Her eyes were closed and she was breathing deeply. I spread some of the cream across my ass and pushed a finger inside and opened myself then two fingers. I moved up and straddled her cock. Taking hold, I guided it to my anus, and started to sit back, gently pushing it into me. She was huge. 'This is going to hurt' I said to myself but pushed the tip of her cock deeper into the entrance. It wasn't as bad as I thought. The tip slid in me after a few minutes of lifting myself up and down on her cock but with some pain. I stopped and waited, eyes closed. Michelle had gone perfectly still waiting for me. The pain subsided and I sat back a bit further. Each time it hurt I would stop till it eased, then sit further down. At last I was sitting on him with no pain and I lifted up and down. I felt full but excited. I lifted up and down a few times. In fact I felt good. After a few minutes I lifted off and lay on my back with my legs raised .

"Fuck me now" I said sexily and she got up and lay between my legs. I guided her in to me then put my arms round her as she pushed her cock in and out of my ass. She fucked me. I felt no sexual gratification other than I knew I was pleasing her but it did feel nice. She pumped harder and harder, her large cock sliding in and out while I stroked her hair, neck and body. Finally with a cry she climaxed into my ass. Jerking and lowing down, she lay across me panting and opened her eyes. I took her head in my hands and kissed her deeply. I could feel her softening inside me and pushed her bum towards me trying to stop the inevitable. She slipped out and I lowered my legs into a more comfortable position.

"Oh that was terrific. "she gasped. "Did I hurt you?"

"Only at first " I said, kissing her and grasping her round the neck. "It felt amazing. You can do that again any time you want."

"She laughed. "Oh I'd like to. But you're going to do me as well you know."

"Shower first" I said with a grin. We dashed off for the shower and both stood under the jets kissing. She took the gel and began to soap me all over. And she didn't miss a thing. Starting with my back, massaging my shoulders and working down to my buttocks. Her fingers caressed my anus, even slipping a finger inside as she kissed my neck. I was starting to get hard again. Her hands reached between my legs and gently rubbed my balls between her fingers.

"Turn round" she murmured. " and began to wash my chest, working down to my stomach and finally my erect cock.

"My turn to wash you. " I said after a few moments of her masturbating me. I didn't want to cum just yet. I took the gel and started on her chest then, turning off the water, began to soap her all over. I paid special attention to her cock and balls, keeping up the strokes till I felt it harden. Then I turned her round and started on her back. Working my way down I slid a soaped finger into her ass and started to widen her hole pushing her forward. She gasped as I inserted two fingers but not in pain but in pleasure. As soon as I thought she was wide enough for me to start, I soaped my cock and placed it at the entrance. Very slowly, I pushed backward and forward as she was able to take me inside her. My cock is a smaller than hers and after a few pushes slid inside. I kept very still for a minute until I felt her push back towards me. I new she was ready now and began to push slowly in and out. She was moaning with pleasure. I reached a hand round and started to masturbate her in time with my motions. It felt wonderful. Her ass was so tight and hot, her muscles tightening and contracting adding to the feeling. I lost myself in my ecstasy and went faster and faster. I exploded inside her with a gasp.

My passion spent, I put both my arms round her and held her, kissing her neck until I slipped out of her.

"That was wonderful" I said. She turned round and hugged me.

"That was a fantastic feeling. It didn't hurt at all".

"Probably cos I've not much to boast about" I said laughing.

"Well I think it's the best cock in the world she said taking it in her hand."

We showered off and dressed in our baby doll nightdresses and went to bed. I hadn't realised we'd been at it for three hours. It was late and there was work tomorrow I thought with dismay. Back to the suit and tie.

 

Michelle came home from the office next morning looking worried. "I think the cat's out of the bag" he said "I've just overheard someone saying we were living together and were gay."

"Cant be much of a rumour" I said "For once they got it right"

"I'm not sure I can stand being the subject of their gossip." She said. "It's only a matter of time before they find out everything. They wont leave it alone you know."

I nodded. "Come on into the lounge Michelle, I've had a bit of a plan going round in my head these past few weeks. I haven't mentioned it to you because I wanted to get the details sorted in my head." She sat down beside me and I put an arm around her. Her head tilted to one side looking at me closely.

"I've sold my house now and there's a lot of money waiting to be put to good use." I took a deep breath. "I'm sick of changing into a man each Monday morning, then coming back to living the life I really want. It's time for a change. My plan is, if you're agreeable, to start our own accountancy business with the money. We're both fully qualified. We split everything down the middle, both of us equal partners. I live with you, so we really share that side of things. We can probably steal a few clients to get us started and when we get busy, hire a few others to work for us. The thing is, we become women accountants. No more male clothing. We start off as women and work as women. Now here's the catch. Will you marry me?"

She took a deep breath and flung herself on top of me in joyful tears. "Of course I will. Yes. Yes." She cried. "And your plan. It's wonderful." She sat back after a few moments looking at me with an awed expression. "You'd do all that for me?"

"For both of us Michelle. I want to be a woman just as much as you. We share a house and now we can share a business. Unfortunately the marriage wont be legal but In our eyes it will be."

"In my eyes, you'll always be my partner." She said quietly. "I suppose we become lesbians"

"Lesbians are more accepted that transvestites" I said. "Yes, we'll promote ourselves as lesbians."

So we followed the plan. We became quite successful and threw away all our male clothing.

The plan for next year is to complete the transformation medically. But that's for next year.

 

The End

  

  

  

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