Halloween

by Steffani St. James

  

Halloween! It's the cross-dresser's holiday, extraordinaire. But I'd never been able to participate. But this year was different, vastly different. Halloween fell on a Sunday evening. My wife, who although she tolerated my dressing, never fully condoned it, sat me down in our family room and explained how things would be that evening.

"First, I am going to insist that you dress up. You're going to play the dutiful housewife and answer the door and hand out candy and treats to the children who appear on our porch. And, sweetie, THIS year there will be lots of children. I've kind of guaranteed that! After the little witches and goblins have had their fun, we're going to have fun too. You and I will go out ourselves for a little Halloween treating. You see, we're going to be best girlfriends and have dinner together at 'Ruby's' and then mosey over to a club I know so we can enjoy a drink and dance and maybe meet some cute guys! "

I was stunned. She continued, explaining that I needn't get too dolled up for the trick or treating part of the evening. But for our going out, I needed to really look my best…..possibly a dinner suit and maybe even a smart cocktail dress.

"I need you to look and feel really sexy and girlish, dear. I want you to get the entire femme experience. That'll mean you'll be flirted with and when I give you the sign, you'll accompany me to the ladies' room too. All girls love making THAT a group activity!"

I stuttered a bit, wondering what brought this change of heart on. Nevertheless, at two that afternoon, I was told to take a nice hot bubble bath and make sure my entire body was silky smooth to the touch; no hair anywhere! Once I was finished with that, my wife would inspect me and further prepare me for my special evening.

What I didn't know, was that she'd done some special shopping herself. Through 'Rena's', she'd bought me a brand new set of attachable, triangle-shaped breast forms, the correct medical adhesive to hold them in place, special makeup to disguise the seam between my chest and the forms, a torso-length steel-boned black satin corset, stockings, bikini panties, a gorgeous 'showgirl' brunette wig and the sexiest, most flirtatious cocktail dress imaginable. She even got me sexy patent leather strappy stilettos with five inch heels.

I did as she asked, filling the tub with steaming water and a healthy dose of bath salts. Then, I slowly immersed myself and soaked, softening my skin and the scant hair on my legs, arms, underarms and abdomen. Per her directions, I slathered my body with her hair remover gel and waited the suggested fifteen minutes, Then, I ran the shower, rinsing myself and watching my hair swirl down the drain. I felt my body and realized I was as smooth as could be and there was no evidence I EVER had hair on my underarms, arms, legs or chest. I looked gloriously smooth and feminine!

As soon as I had gently patted myself dry with a large bath towel, my wife knocked on the door and came in. She inspected me carefully and even ran her soft hands all over my now girlish frame.

"Very nice…er….what shall I call you now? I know, I'm going to call you Michelle; sweet, ultra-feminine and sexy Michelle…..Missy for short! Well, Missy, time to fix those other parts of you, the parts that don't look like they belong on a female."

My wife led me out of the bath and into our bedroom. The first thing she showed me was a kind of bikini. This one was made of flesh-toned and very thing latex. It would fit quite snugly and completely disguise my groin. And, it had a simulated female vagina with realistic labia and clitoris! Naked, I'd look like a genetic woman! After she watched me struggle to don the "pussy panties", she told me to lay on the bed on my back. I did as she asked. She next placed two tissue-paper patterns on my chest and drew lightly around them with a brow pencil. I sensed what was coming next. I watched as she removed the silicone breasts from their boxes and carefully fitted them to my smooth chest. After satisfying herself that they were the right size and properly positioned, she smeared the back of each with a special adhesive she squeezed from a tube. She smoothed the 'glue" with a popsicle stick, insuring the back of each form was completely coated and that no 'glue' touched her fingers or anywhere else for that matter. Then, one by one, she placed and pressed each form into position on my chest, holding each one briefly to insure a perfect and tight fit.

"There, now my new girlfriend looks like a real girl. You may stand up in a few minutes, Missy, once the adhesive cures. Then, you'll find that your new boobs will feel and behave as if you were born with them. Isn't that nice?"

I nodded, dumbly. It was a bit chilly, me standing there in my new female altogether, no panties, no bra, no nothing. Then, she brought me the panties she'd bought. They were of black satin, shimmery and stretchy and a cute bikini style. She watched as I shimmied into them and pulled the soft crotch tightly against my new female genitalia. Next, she had me stand in the middle of the room while she wrapped a black satin torsolette around me.

"This is a special corset, honey. It has steel bones, is made of heavy satin and will reduce your waist by…..oh, at least six inches. That will make your hips seem fuller as well as making that new bust of yours look even more desirable. Stand still now and exhale."

I breathed out as best as I could and felt her tugging on the laces behind me; I also realized that the garment was truly slenderizing my waist and pulling me in to a point where I could barely take a breath in.

"Don't worry about it, baby. See what we girls go through to look so sexy and feminine? But since you adore wearing feminine finery, that shouldn't bother you, right? I mean, you know you were meant to be a pretty girl. Now, one more exhale and I can tie this off and have a good look at you."

I somehow was able to breathe out a bit more and sighed after she tied off the laces and told me I could relax. Next, she allowed me to stand while she carefully rolled the sheer black stockings on both my legs. Once the welts were fully pulled to their maximum length, she attached the torsolette's six garters and I felt the tautness of the flimsy nylon being pulled upwards and against my smooth thighs.

Next, my wife adjusted my luscious fake breasts into the half-cups of the foundation and had me turn around to see myself in the mirror. I was stunned when I saw the tall, masculine-faced guy with the curvaceous body stare back. Any rest was short-lived though. My wife had me step into a pair of black pumps which I recognized as my own. The shoes had 4" heels and I easily negotiated my way into the living room.

"Here, before we go out there, put this robe on; you don't want to look like some kind of sex slut, sashaying around in your scanties!"

I donned the robe and was soon seated on the couch. My wife sat next to me and began prepping my fingernails. After shaping and filing them, she applied a drop of super glue and proceeded to attach ultra-long glamour-length nails to them. The glue dried almost instantly and she next shook and uncapped a bottle of crimson nail enamel and deftly brushed each nail with the strong-smelling liquid. In just minutes, I had glossy, red talons that screamed "sexy female"!

The enamel dried in less than five minutes and I commented that I wouldn't be able to do anything with nails this long. My wife only giggled, saying a girl shouldn't ever have to do much as men would do everything for one. I pondered just what she really meant by that.

"Now, sweetie, let's get your face to match that luscious body of yours. Sit at the kitchen table so I can do your face."

I stood and sort of minced my way to the table and sat down. My wife appeared with a tweezers in her hand and began plucking away at my somewhat thick eyebrows.

"Oh no! You can't do that!", I said. "The guys in work will tease me."

"Stop being a crybaby", she replied. "I'm only 'touching them up' so it'll be easier to make you look girlish."

She proceeded to minimize my brows and arch them into much thinner lines. Then, she brought out a case of cosmetics and applied foundation, powder and all the other materials that would transform my face fro that of a guy to that of an attractive female. There was no mirror so I had no idea just what she was doing. I did feel her working brushes and pencils of some sort over my brows, eyelids and all around my face. Then, she had me 'pucker' my lips and she drew around them. I sensed the creamy feeling of lipstick being brushed on my lips, the stickiness of the color and the feeling of having much fuller lips.

"Mmm, you have such a sweet 'cupid's bow' now, honey. Guys will definitely want to kiss you! Stay still while I use this to make your nose appear narrower and your cheekbones higher."

Bit by bit, I felt my face being changed as she worked with her palette of colors and paints. Finally, she sighed and said she was done. Then, she spritzed my décolletage with perfume as well as squirting a dash behind each of my ears, inside my thighs and on my wrists. I knew I smelled heavenly and wondered just what kind of woman I now appeared to be.

"Time for your new hairdo, honey", she chortled.

I watched as she shook out a luxurious brunette wig, one with myriad waves and curls that would caress my bare shoulders. She then pulled a tightly-fitting mesh cap over my head and tucked every bit of male hair under it. With the cap in place, she pulled the wig over it and adjusted it. Next came a series of bobby pins to keep it in place, even if I shook my head. She gave my hairdo a brushing here and there and a primping and finished by spraying the complete do with hair spray to keep my style in place.

"Oh my, you look perfect! Let's get you into your housewife's outfit. I've chosen a pretty petti-slip and camisole for you. Once you've stepped into the slip and pulled the cami over your head, I'll help you with your skirt, blouse and jacket."

I shuddered when I saw the lacy concoctions but I dutifully donned them. AS she watched me, I stepped into the pleated skirt, slipped into the charmeuse blouse and finished by shrugging into the matching jacket. My wife draped a necklace around my neck and added a sheer handkerchief to disguise my Adam's apple. A watch, bracelets and a few rings finished my costume.

"There, Michelle, now see yourself and the lovely woman you've become", my wife said as she led me to a full-length mirror."

I was aghast! I looked totally feminine! I mean, I saw a tall, shapely female looking back at me. I sighed and almost began crying at the sight.

"Now, Missy, it's time to greet our trick or treaters. The doorbell should be ringing any moment now."

For the next half-hour, I stood by the door and greeted kids, filling their bags with candy and commenting about how cute or scary they looked. Afterwards, my wiofe praised me for how well I acted the part of "Mommy"!

"Now, Michelle, it's time to change and go out as girlfriends. Your cocktail dress is waiting for you."

In the bedroom, she helped me out of the jacket, skirt, blouse and pretty lingerie. In their place, I stepped into a yummy black crinoline, followed by a divine black chiffon cocktail outfit that flared out so sweetly due to the crinoline under-slip. I knew that my long, shapely legs were being shown off and I was certain that my garters might even be visible if I bent over. My wife gave me a satin wrap to cover my bare shoulders and had me fix my lips and spray on more perfume.

She had changed into a pantsuit, also in black, and together we headed for the garage and my car.

"I'll drive since I'm not sure if you'd be comfortable wearing those heels, honey. We're going to 'Ruby Tuesday's" first. Then, we'll see how the evening progresses."

I was nervous when we pulled into the lot and even more so as I got out of the car. But, it was Halloween and no one really paid attention to the tall, utterly feminine girl who strode towards the entrance. My wife walked beside me and we were soon shown to a table. We ordered and I found that my voice had risen in pitch to a level that mimicked a genetic female's. I enjoyed a salad and my wife had the same. We spent maybe a half-hour there and after paying the tab, we left.

Our next stop was club that my wife had checked out. I knew about the club but had never been there. She assured me that I'd feel comfortable and she was right. We went to "Triangles", a gay/lesbian/tg place on route seven in Danbury. I felt so much more at ease, knowing everyone there was a special type of person. In no time, I was asked to dance by several guys, all of whom were obviously gay. My wife looked on, smiling and laughing as I was forced to behave as the female I appeared to be. I was kissed and fondled and had to endure the attention as well as be sociable in return. We finally left just before midnight.

At home again, my wife instructed me to undress and put on what she'd left for me on the bed. I needed her help with my dress and torsolette but the rest I was able to do. I ended dup wearing a teensy crotchless bikini and sheer baby doll with thigh-high stockings that stayed up without garters. I lay on the bed and saw her approach. She had donned a pair of MY pajamas. And poking through the fly front, was a huge male phallus! She'd put on a strap-on and climbed onto me, telling me that she wanted my "bod"!

I had to play the role of the sexy submissive as she lubed my derriere and slowly slid that monster into me. She made me a true woman that night and our lives have been very different since then.

By day, I'm the male breadwinner. But at night and all weekend, every weekend, I'm "Missy", Michelle, the luscious, sexy, femme fatale for my wife……and whomever else she allows to enjoy my charms! I simply and utterly adore being the girl I was always meant to be.

  

  

  

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