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Cross Dressing Cock Slut Party

Sadly this wonderful story is just a fantasy, but who wants to make something similar a reality!?!The evening had taken a while to arrange, but had finally arrived. All 5 guests turned up within 15 minutes of each other and as they did, I fixed them a quick drink and showed them into the living room to get to know each other. Alan was a suited businessman in his mid thirties. Dave and Brian were dressed casually in jeans and Tshirts and both in their mid forties. Jeff and Keith were my age,...

Cross Dressing Led To Sexual Heaven 8211 Part 1

Addiction lets you do anything.. I addicted to cross dressing, addicted for the femininity.. Hi, I am 24 old close door part time cross dresser from Mumbai, regular reader of ISS. Narrating my own story for first time. I am good and beautiful looking, 5’3” height, perfectly slim as like every “women” wants to be and every man feels to hold, as I kept it with having exercises and yoga because I feel sexy with it.. I started cross-dressing when I was only 12. I haven’t knew it was called as a...

Cross Dressing Lover

The weekend started off the same as any other for Dhiren. He threw off his drab male work clothes with alacrity and stepped into the shower. He shaved his face, legs and pubic area as was his custom, then, after turning off the tap, moisturized his legs, stepped into a pair of lacy pink panties and hooked on a matching bra. The feel of the light, soft, feminine fabric had always been a thrill to Dhiren, ever since that fateful day when, aged fourteen, he found himself alone in the house all...

Gay Male

Cross dressing journey

Hello everyone I wanna tell you all about my cross dressing fetish and how it all started. Before I begin let me start by telling you all a bit about my family and myself. We are a family of three, my mom, dad and myself. Both my parents worked which gave me a lot of time to be alone. Although both of them worked it was my Mom who was the main bread earner of the family. Her name is Shikha and she is the vice president of a private company and earning a good salary apart from amenities like...

Lesbian

Cross Dressing play turned horribly wrong fantas

It was just another warm Sunny weekday morning like any other in summer. My wife kissed me goodbye as she left for work, I took my usual pervy glance at her as she wiggled her hot behind out the door, I was setting up in my home office, ready for another day of working from home. I listened to the car roll out the driveway then the gate closed, I started working through the usual emails and meeting requests.. I got bored of work after a couple of hours I decided to go into our bedroom and rifle...

Cross dressing for my boyfriend

My name is Chris and I’m a 25 year old, white, bisexual male. I stand 5’9″ and weigh 135 pounds with light brown hair and brown eyes. I’ve always had somewhat of a feminine body and I’ve always enjoyed being a “bottom” when with other men. I met my boyfriend Mark about a year ago at a bar. The minute that I saw him, I knew I had to have his cock inside of me. Mark is 27 years old, 6’2″ and weighs 195 lbs with brown hair and a very hot body. He works out a lot and plays some sports. You could...

Lesbian

Cross Dressing to go to Girls School

As a boy I was slim and in some ways feminine looking. For example it used to annoy me when I went into a shop with the hood of my coat up because of the weather to be addressed as “hen” rather than “son” – these being terms used in the Glasgow area back then. I went to a co-educational school and had a great time with the girls I met there, all the way from my first day in “primary one” to the sixth form. I did have a fling with one of the PE teachers there brought on by too much to drink...

Cross Dressing Pegging and the Promise of a Three

After my last session with Ann, the gorgeous older woman (we’d call her a MILF nowadays) who’d discovered my love for cross-dressing, things were quiet for a couple of weeks. She’d only ask me to visit her when she knew her husband and son would not interrupt which so far meant when they had gone off to watch their football team playing away. It seems that they had a run of home games.Mind you, keen as I was to play with Ann again I did also enjoy replaying our sessions whilst lying on my bed,...

Cross Dressing

It was the early 80's and I was over my friends house who's dad had a ton of porno mags in his laundry hamper in his bathroom. We used to look at it while his mom and dad were at work. We loved the looking at the hot girls but what got me the hottest were the guys who dressed as girls. When we couldn't take it anymore we would jerk each other off but I was the only one willing to give head. At 18 years old these guys would explode down my throat. What really got me off was when I would go...

Cross dressing camper

One rule about the park was no collecting of firewood, you had to bring your own. I would load up the bed of my truck with wood from brush pies and fallen limbs along the farm roads and I had plenty for the weekend and a little extra if anyone needed some. As darkness fell and the only light around was my fire, I slipped out of my bra and panties and t shirt and shorts and into a black satin camisole and tap panty set and put my shoes back on. I sat on the bench next to the fire and enjoyed...

Cross dressing the beginning

I would assume that for most men, interest in women’s clothing started at a young age. For me, this occurred when I was 11 looking through the Littlewoods, Gratton and Freeman catalogues that my mother used to have.At the time, I lived with my mother Jane, who was divorced, my brother Anthony and sister Sharon, who were five and three years older than me. It was quite easy to sneak one of the catalogues up to my room and thumb through them. If one of them had bothered to look at the catalogue,...

Cross Dressing for Ann Again

About a week after my first amazing session with Ann, the neighbour from downstairs who blackmailed me into modelling her lingerie, I was again accosted by her on the stairs.“Hi,” she said, coming out of her front door as I was passing. “I’m glad I bumped into you” (I knew she was lying in wait behind the door watching out through the spyhole) “are you doing anything on Wednesday night?”I said I wasn’t and she said that as John and Ian (her husband and son) were going to Aberdeen to watch the...

Cross dressing gay fantasy

I would wear black stockings and no other clothes. My whole body would be shaved. I put on cream that makes my skin look even whiter and blemish free. I want my skin to look as feminine as possible. I would wear a jet black wig like a messy bob. One were I can pull the hair over to partially cover my face. I would wear oversized black sunglasses with dark red lip stick and maybe some temporary acrylic nails. I sit on top of the kitchen work top with my knees up at my chest and feet crossed...

Cross dressing first time out

Now I had been seeing mike for a few months now and the relationship was going well. He had introduced me to paul he work friend for a three some which was amazing and the dressing up was getting more and more kinky!!! He hadn't never pushed the boundaries with me kept it simple and sweet, until now!! I always did as as he asked to a point, never anything abusive or nasty he knew what I was into. So when he asked me to dress up and go to a night club i was shaken and a bit scared!! I had never...

cross dressing fantasy i didnt know that i had

went on a stag holiday to ibiza with about 20 of my mates a couple of years ago.the holiday mostly consisted d**g taking copius amounts of drink and sl**ping with llots of women. the main stag night was fancy dress,and id already planned before i came away id already decided that i was gonna wear i toga and my girlfriends flat gladiator sandals and go as troy.a few of us got quite pally with the girls in the appartment opposite and the daytime before the main nite out one of them commented that...

cross dressing fantasy i didnt know that i had

went on a stag holiday to ibiza with about 20 of my mates a couple of years ago.the holiday mostly consisted d**g taking copius amounts of drink and sleeping with llots of women. the main stag night was fancy dress,and id already planned before i came away id already decided that i was gonna wear i toga and my girlfriends flat gladiator sandals and go as troy.a few of us got quite pally with the girls in the appartment opposite and the daytime before the main nite out one of them commented that...

Cross dressing

Hello is my story. This happened. It was the mid 80’s and I just turned 17 so I thought I would go to the mall near my home town on Long Island and go shopping with my birthday money. I was looking for clothes with and I need to use the rest room. I walked into the bathroom, and the floors were wet so when I made a turn, I slipped. I put my hand against the door of a stall that was closed as not to fall, and the door it flung open because it was not locked properly. I looked inside and a man...

Cross

Darren closed his eyes and rested his head in his hands for the umpteenth time that day. How could he have been so stupid? He’d always been the careful one out of every crowd he’d been involved with. Coming from a dirt poor background, he knew the smallest thing would mar his reputation and he would be screwed for the rest of his life. His whole life, he had been a straight A student. Before graduating high school a month ago, his scholarship at Princeton had already been confirmed. One night...

Gay Male

Cross Burning For Dummies

To “Hardcore” Hardaway’s way of thinking, the three snot-nosed young farts standing just inside the door to his cluttered work shed didn’t look good for much, most of all a Klan job.At first, they’d tried to act cocky, like this wasn’t no big deal. But none of ‘em said a word after seeing the cross he’d put together that afternoon. Now he was back out here trying to teach these whelps a thing or two while the half-finished can of beer he’d left inside went flat.Why in hell did Jack Tidwell, who...

Humor

Crossover

Crossover Janet L. Stickney [email protected] There was never any doubt that I was going to be a girl someday. I mean, from early on I would wear pale lipstick and eyeliner with my hair usually braided. Then came the Crossover week and I was able to dress like a girl from the skin out, complete with hips and boobs. My father was a drunk that never cared what I did, and my mom was long gone so how I dressed was never an issue. I work at a small shop that makes and repairs video...

Cross dressing adventures

Driving up to the house I think to myself, do I really want to do this? I met Carl at a conference about two months ago. We had a few drinks and laughs; he was pretty cool. We got drunk one night and went to his room. We were laughing and being silly when he knocked over his suitcase and a pair of pantyhose fell out. I picked them up and held them in front of me like I was modeling them. He laughed and dared me to put them on. I said what the hell, dropped my pants and put them on as he sat in...

Cross Dressed Fairy Tales 3 The Adventures of Pierrot

Cross-Dressed Fairy Tales Part 3 By Dawn DeWinter In parts 1 and 2, Sherry and Sadie, two married men, went to a lesbian bar on their "girl's night out." There they came into the clutches of Mike and Big Sue, and are in danger of being raped - or worse - if Sherry cannot keep Big Sue entertained with "original" stories. This task has just become a mite more difficult with the arrival of two more people. Can they too be kept satisfied? Part 3 is based on Pinocchio, the story of the...

Cross training

Cross-training Belladonna "Are you ready, pet?" "Yes, mistress," George Bloom responded as Celene knocked upon the iron door. George heard the loud clink of the old fashion knocker upon the door as he pulled at the hem of his short skirt. He anxiously waited for the door to open, hopeful that he would not be noticed by those passing by on the street below the staircase leading to the porch he was standing upon. George had never been to a Dom-sub party like the one that his...

Cross dressing with my sister

I turned up at my s.....s flat, ready for a Friday night out. We got the drink flowing and started to get dressed up for the night. Pru said that she was going to wear knee high leather boots, a short skirt that will show off her ass and a top to die for. I said " what the heck do I wear that will make me stand out".pru stood there in her robe and said " let's dress you as a girl, that'll make you stand out!I jumped at the chance to get dressed as a woman,.She looked into her draw and came...

Cross Feed

Cross-Feed --------------- This is the first story I've written in a while. I have started several stories, but put them on the back burner because I just can't find a good ending for them. I always want to get a story 'just right'. Anyway, here's my latest installment. There is really no TG or cross dressing in it, but I feel it belongs in the genre in a weird sort of way. I hope you like it. --------------- He was a stallion, and she rode him hard. He did not...

Cross dress dreams come true

A seductive CD fulfills some of my secret fantasies. And I bring him pleasure into the bargain.Jeez, you bust your ass all year to be among the top sales people so you can get invited to the annual conference. Supposed to be in Hawaii or Vegas or somewhere exciting. And what happens? The company needs to save some money and holds it in the city where it's based. Cincinnati. For fuck's sake. I nearly didn't bother but there'd been some lay-offs already this year, so I decided I should go. You...

Cross dressed By Friends 8211 Part I

I have been cross-dressing since the age of 15. I like to wear saree, suits and lehngas. This is a story about me getting dressed up by my friends when I was doing my engineering. My group in college consisted of 3 guys and 3 girls. The girls were all staying at their places and I had rented out a place in the city with my relatives. Two of my other friends used to stay in the boys hostel. This incident happened in the third year about a month before the exams when the guys had gone to their...

Gay Male

Cross dressing self bondage in an empty apartment

Tonight is the night that I am going to try a daring crossdressing self bondage experience that I have been planning for some time.First of all I start with my complete feminisation. As I am going to be a total slut tonight I apply my make-up accordingly. Once I have applied foundation and powder, I use a dark eye shadow to give me a smokey eye look. Then black eye-liner under the eye and I apply long false eye-lashes. I paint my lips a deep red and then lip gloss on top, making them full and...

Cross dressing sissy transgender car shopping

Car Shopping I could never repay mom for what she has done for me in the way she accepted and encouraged who and what I am. Being successful in my career has allowed me to come from a small mobile home in a rundown trailer park to my current life style and affords me to do things for he. So, two Years ago on Mother’s day I wanted to do something special. I got her a brand new car. Not knowing anything at all about cars (know lots about dolls and fashion) I asked a friend (Gary) to go with me...

Corvino s Defense of Homosexuality

Corvino's Defense of Homosexuality By Cal Y. Pygia Note: While it is true that not all transvestites are gay, many profess to be. In any case, this essay is likely to be of interest to many, regardless of their sexual orientation, and to members of the wider gay, lesbian, bisexual, and transgender community, many of whom have gay, lesbian, bisexual, and/or transgender friends themselves. In his essay, "Why Shouldn't Tommy and Jim Have Sex?," which appears in Contemporary Moral...

cross dressing fun turned sour

A few nights ago, one of my pals whom I have some great fun with, said he had tickets for a great Hypnotist would I like to go? Of course, I agreed and off we went. Shit, the show was awful. He picked on me as one of the last clients, should I say. He dragged me on stage (no pun intended) and tried to put me under. I knew he didn't succeed, or so I thought, Tom, my mate, waited until I returned to my seat. “Load of crap” I told him. “Ah” said Tom “You did not see what we, the audience...

Cross Dressing In Goa 8211 Part 1

I am Sumit, a regular reader and fan of ISS. This is my first time so kindly ignore spelling mistakes. I am a19 year old chubby boy. I am fair and 5 feet 4 inches tall. This incident happened when I went to Goa with my friends. After semester exam, my classmates decided to visit Goa to relax. We reached Goa early in morning. Everybody was tired because of 8 hr train journey in general compartment. We all had breakfast and decided to take rest. After a while we went on beach. We played football,...

Gay Male

Cross Dressing Bus Journey Fun

Hi All, This is Vinnie Cd here. 26. I love wearing short skirts panties and thongs a lot. I wear nice laced panties to work many Times too. Had a nice time even with couple of cab guys thanks to my cute girly ass in frilly Panties. I love sucking and getting fucked outside. It really makes me horny n slutty. Last year, I was travelling to pune in a bus and was wearing thongs sports bra a loose Tee-shirt and jacket tracks outside. I also wear a nice girly deo. It was sleeper and I got in And got...

Cross dressing gay fantasy act 2

He then walked into the room. He was already naked. I seen him behind me in the mirror. Those bulging biceps. That lovely barrel chest. I was getting a semi. I had told him what I wanted to try. He of course was up for it. I was a bit nervous about it. I'm sure He wouldn't hurt me. At least not on purpose. One last look in the mirror before standing up and moving to the bed. I lay on my back, raised my legs in the air, put my knees back towards my chest before extending my ankles over my head....

Brazilian Transsexuals

This morning, somebody sent me a link and told me it was a good place to find Brazilian transsexuals. I guess my head was still a little bit fuzzy from last night’s binge on Viagra and hookers, so I immediately wanted to know, “How many is a Brazilian?” I understood my mistake as soon as I loaded up the front page of the aptly named Brazilian-Transsexuals. Oh, right! A Brazilian!So, how many is a Brazilian? Well, the digits at the top of the landing page at Brazilian-Transsexuals.com puts the...

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Crossroads RulesChapter 5

Sid arrived in class early to watch the arrival of Cynthia. It was her grand unveiling - the first day in which she was going public, wearing her new wardrobe. He wondered which of the new outfits she would wear. He hoped that it was the blue dress since it was the sexiest of them. When Cynthia glided into the room, even Sid was surprised at the transformation. The loose fitting blue dress came down to her knees, was tight at the waist, and had a plunging neckline that just begged a man to...

Cross One Man s Journey into Darkness Part One

No light reached this part of the room. The solitary sunbeam that had managed to poke its way through the curtains fell on a dirty heap of ripped up clothing in the far corner. But here, there was only darkness, and the ragged breathing of the room's sole inhabitant. Tyler lay naked, his arms and legs strapped to the corners of the bed with leather belts, allowing him no room to move or stretch his sagging limbs. Premature wrinkles lined the strong, angular features of his now gaunt visage....

Supernatural

Consequences of Cross Dressing

Consequences of Cross Dressing by Cindy Johnson ([email protected]) My dilemma was that I masturbated all over mother's gown and nylons and I frantically tried to clean everything up as fast as possible. I was frightened that it would leave a stain and I didn't know what to do but after twenty minutes of cleaning everything with soap and water, I felt like I was in the clear. I put everything back where it I found them and ran to my room reflecting on what had just happened. I...

Le Cirque du Sexe

Le Cirque du Sexe Max and Martine left the hotel in the Bastille and headed for the Metro. Max clutched the copy of Pariscope they had bought earlier to check out some things to do. Coming across a page devoted to real live sex acts Max had asked Martine if she were interested. “Yeah, why not,” she had said. "Something different.” Neither of them had been to a show like that before and they were tired of the cultural trail, Notre Dame, the Louvre, Montmartre and Sacre Coeur, les Bateaux...

Straight Sex

Going Nova ch 3 The Dressing Room

The knocking persisted and Hazel croaked sleepily, “Honey, will you go see who that is?” Warrick sighed, sat up in bed, and stretched. He knew full well who it was. He rubbed his hand lightly on his wife’s naked back for a moment, thinking fondly about the previous night, and then got up to put on his bathrobe. He smoothed his bedhead over as he descended the stairs to the door. When he opened it, Elsie burst inside. “Hey Warrick! Is Brie awake yet?” she asked brightly. “Elsie, it’s far too...

Pleasures at Dressing Manor part 7

Pleasures at Dressing Manor - by PRIM The story so far: Young teacher Miles Johnson has tried his best to rescue his pupil, Lyndon Blonding, 18, from the sissifying plans of his spiteful stepmother, Vera Hidebotham, who aims to turn her stepson into a girl. His Headmistress, Alison Forceman, accompanied the young teacher to the boy's home, Dressing Manor, outwardly to help him but secretly in league with Vera. The two males have been fed the feminizing drug Fem-Agra,...

Dressing Phase 1 A Holiday in Venice

DRESSING: PHASE 1 - A HOLIDAY IN VENICE Barry Robbins and I have been best friends since we were three years old and met in the Reception Class at Nursery School. Naturally as two active, competitive little boys we had our moments and our spats, but it soon became clear to our parents and teachers that we functioned better together than apart. As we grew up it was apparent that our talents and personalities complemented each other. Barry was the imaginative one; I could come up with...

Crossroads A Young Hero

I walked through the headstones towards Dad's car. It was my car now after that accident. I was walking away from the double funeral for Mark and Carol Arrowstone. It was less than a week ago that I had come home to the cops sitting in my driveway to tell me that Mom and Dad had been in a car accident. The drunk driver that hit them was dead too. Standing next to the car was Mike Larter, Dad's lawyer. He was handling the reading of the will and the distribution of my parent's assets. I knew...

Le Cirque du Sexe

Le Cirque du Sexe Max and Martine left the hotel in the Bastille and headed for the Metro. Max clutched the copy of Pariscope they had bought earlier to check out some things to do. Coming across a page devoted to real live sex acts Max had asked Martine if she were interested. “Yeah, why not,” she had said. ‘Something different.” Neither of them had been to a show like that before and they were tired of the cultural trail, Notre Dame, the Louvre, Montmartre and Sacre Coeur, les Bateaux...

Brittany in the Dressing Room

She didn't understand what she was doing here, in JC Penny on a Wednesday afternoon. Her long distance fucktoy, Jordan lived on the east coast. She had, of course, sent him dirty pictures from dressing rooms while she shopped before; usually Victoria Secret dressing rooms. And she had even played with herself in a dressing room while he watched via Facetime. But every one of those times was in a store of her choosing; he had never before specified where she should go. What the fuck was going...

Toys

Dressing Room

"Honey, how does this skirt look on me?" Dee asked as she swung open the door to the dressing room and stepped out of the dressing area. She spun around in the waiting area, causing the dress lift off her legs, revealing her bare legs and ass. Dee rarely wore underwear and never missed a chance to "accidentally" expose herself in public, particularly when I was watching. "I like this one better than the green one" I said as I stood from the small couch in the waiting area and approached...

Cross Dressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour.Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they...

Cross Dresser Enslaved

CROSS DRESSER ENSLAVED A Fictional Account Of A Cross Dresser’s FantasiesPROLOGUEI am a cross dresser and a slave to my wife and her friends. Let me tell you how I got this way. Since I was a little boy, I liked being tied up. I had always had a petite, almost feminine body. When I was 15 years old I started dressing in my mother’s lingerie and fucking myself with whatever I could fit inside my ass. I also gave my first blow job to one of my friends. This was my only sexual experience with a...

Pleasures at Dressing Manor 5

Pleasures at Dressing Manor - part 5 of 7 by PRIM The story so far: Young teacher Miles Johnson receives a letter from his pupil, Lyndon Blonding, 18, telling how his spiteful stepmother is keeping him prisoner and dressing him childishly. He takes the letter to his Headmistress, Alison Forceman, who secretly feeds Miles the feminizing drug Fem-Agra, so that he becomes addicted to girls' clothing and suffers embarrassing changes to his body, before accompanying him in his bid to...

The Dressing Room

My boyfriend and I had a date coming up. Lately our dates had been ending up with steamy sex, so I wanted to buy a sexy outfit and some new lingerie for our date. I had visited several stores, before I finally found a few things I liked. I wanted something sexy and just a little bit slutty. It had to be just right. I dressed with sex in mind when I left the house. I’m not a stick thin model. I have curves. Maybe more than most men would like, but my boyfriend loves having something to grab onto...

Quickie Sex

Dressing room

It was a month after my first sexual encounter with Manisha – a lot has happened. We had the kingdom to ourselves cause we shared a dorm room, she was my roommate, my lover, my sex toy, my everything at that moment. We had sex almost every day, and today was not going to be any different. I don’t know why, but that day I was extremely horny. The kind of horniness I was experiencing was the kind you don’t experience often in your life. It’s the kind you just need to satisfy as soon as possible,...

Lesbian

Dressing Room

It was a month after my first sexual encounter with Sarah - a lot has happened. We had the kingdom to ourselves cause we shared a dorm room, she was my roommate, my lover, my sex toy, my everything at that moment. We had sex almost every day, and today was not going to be any different. I don't know why, but that day I was extremely horny. The kind of horniness I was experiencing was the kind you don't experience often in your life. It's the kind you just need to satisfy as soon as possible,...

Pleasures at Dressing Manor

Pleasures at Dressing Manor - part 1 of 7 Chapter 1: Who can help poor Lyndon Blonding? Dear Mr Johnson, I am writing this letter to tell you about my stepmother, Vera, and how she has kept me away from school for the past two weeks. I am not allowed out of the house; in fact I am imprisoned in my bedroom with the door and windows locked. Not only that, sir, but my stepmother has taken away all my clothes. I have to wear a little short sleeved white shirt and pale green...

Pleasures at Dressing Manor

Pleasures at Dressing Manor - part 6 of 7 The story so far: Young teacher Miles Johnson receives a letter from his pupil, Lyndon Blonding, 18, telling how his spiteful stepmother is keeping him prisoner and dressing him childishly. He takes the letter to his Headmistress, Alison Forceman, who secretly feeds Miles the feminizing drug Fem-Agra, so that he becomes addicted to girls' clothing and suffers embarrassing changes to his body, before accompanying him in his bid to rescue the...

Sex in dressing room

Friday night my wife and I decided to join friends at a rugby club as one of her collogues were playing in a friendly game for the club. We went and sat on the pavilion next to our friends and I went to the bar to get us something to drink. I saw my wife walked to the field to talk to her collogue who was taking a 5min break. As she was walking there, the guys from the dressing room were making comments to her and whistled at her and telling her how sexy she looked. I returned with the drinks...

Group Sex

Dressing room encounter

‘Babe, can you come here and help me with this?’ I walk back into the dressing room as your open the door. I’m greeted by your long bare legs as my eyes begin to travel up your body. As you giggle you say, ‘here sweetie…my eyes are here.’ My eyes finally meet yours and you can’t help but notice that wickedness that you’ve seen before. After a brief moment, you lightly grasp my cock through my shorts and give it a quick squeeze. ‘Behave,’ you lightly whisper so the other customers don’t hear...

Dressing room encounter

"Babe, can you come here and help me with this?" I walk back into the dressing room as your open the door. I'm greeted by your long bare legs as my eyes begin to travel up your body. As you giggle you say, "here sweetie...my eyes are here." My eyes finally meet yours and you can't help but notice that wickedness that you've seen before. After a brief moment, you lightly grasp my cock through my shorts and give it a quick squeeze. "Behave," you lightly whisper so the other customers don't hear...

Love Stories

Dressing Room Curtain

I walked a few paces behind my wife as we strolled through clothing store after clothing store. She wasn't looking for anything in particular like I would have if I had gone shopping. If I needed a pair of black pants, I'd go to my usual store, grab one in my size, sometimes even try it on, and buy it. I'd do anything to get it over with as quickly as possible. But for her, the search was the fun part. So I tagged along. The only saving grace, other than making my wife happy, was that she...

Mrs T The Sales Girl and Me Dressing Room

Upon Mrs. T requestI read her this story as she stroked my cockshe did not let any leak out her sexy red lipsI love to shop. It always better to go shopping with someone else. There is nothing more fun then going shopping with Mrs. T. We always seem to have fun. On some occasion we have a little too much fun. I usually buy her what ever she wants. On most shopping trips she buys everything with her husband credit card or cash. She likes to make a game out of shopping sometimes. She likes to...

Pleasures at Dressing Manor 4

Pleasures at Dressing Manor The story so far: Miles Johnson, a newly qualified teacher, receives a letter from his pupil, Lyndon Blonding, 18, telling how his father has eloped and his stepmother is venting her fury on him, keeping him prisoner at Dressing Manor, dressing him childishly and punishing him severely. He takes the letter to his Headmistress, Alison Forceman, who has Miles visiting her study every afternoon as a result, where he becomes addicted to the feminizing drug...

The dressing room

This is a true experience I had a few years ago,Several years ago, at the request of some friends, I was asked to help a girl with her portfolio. She wanted to get into modelingand knew no photographers & was afraid they were all perverts, only wanting to get them naked. At first I suggested a few women I knew that would help her to relax & get some good shots. Instead she enlisted our mutual friends to as ke to do it. She was the first"model" I had ever worked with & fortunately it...

Crossword

I so needed a vacation badly. I couldn't find more than a part-time job, my apartment was too small, and I'd been single so long that my mother thought I was a lesbian. I couldn't believe she asked me if I was gay last week. The question just made my mind spin. I was in a dire situation, the best and cheapest idea I could come up with was to spend an off-season weekend at a nearby ski resort.When I arrived the place was all but deserted. Perfect. I went up the steps to the lobby and approached...

In her Dressingroom

With a make-up wipe I took the orange glaze, the white glitter and the sweat of my face. It was always such a satisfying moment. After the show was done, my muscles sore, I would take off the sweaty costume of the Sugarplum fairy, but before I jumped into the shower of my private dressing room I first took the make-up off my face. Seeing the Sugarplum fairy disappear and my own face reappear. A moment of self care. A moment off calm, no sounds, no music, just the soft rumbling of the...

intro to the world of cross dressing 1

My family was middle class mutt of a family. My mom brought two daughters and one son, Tammy, Lilly, and Teddy, or “Tee” as we call him, into the marriage; she had with my dad, and they had two, my brother and me. My full brother’s name is Ken, and I’m Sam. My dad was an accountant and a part-time college professor at the local community college, and my mom stayed at home as a housewife. We were all dragged to church every Sunday and when we became of age we were allowed to choose whether or...

Lisa Lee Xdressing Adventures

I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it! I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I do have the opportunity I tend to get pretty wild, like I did a few weeks ago….

xdressing school fucked by black teacher

This is a kinky sexual fantasy about my university teacher .Well it all started the first day my new teacher walked in the door .Six foot, very good looking black man .He was 15 years older than me very smooth with the girls.I just turned 21 and am three years into my transformation from male to female i have DD cup boobs. After 2 months of fantasizing and flirting with him i decided to make my move i needed that black cock inside me .I decided to wear the sluttiest school uniform i had it was...

Sidedressing

Sidedressing By Tyrone Slothrop Older sisters can be a boy's good friend and most effective torturer. Bernadette, charged with watching her little brother, was getting bored and decided to see how far she could manipulate him. Nothing nasty just keeping her hand in. Practice makes perfect. "Ralphie, come here, I want to try a new game." Ralph heard his sister and put down his videogame. He wandered into her room. At thirteen he was fairly average in height, about five feet...

The Halloween Crosdressing Mistake

The Halloween Crossdressing Mistake My wife Stacy and I were standing in a room with about 30 other people. The room, was one of those fancy ballrooms that you only find in old universities, or houses that were owned by people with entirely too much money. I mean really, who has the extra money just lying around to build a ballroom!? You can use these things what, four times a year if you are lucky? Well, I digress. So we are standing there in this ballroom, at what is...

Lisa Lee Xdressing Adventures

I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it! I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I do have the opportunity I tend to get pretty wild, like I did a few weeks ago…. My wife went...

Crossdressing

True tales of submission and cross dressing Chapter Two William

Introduction ------------ Following on from my first instalment, here is another true story. As before, I have tried to remember events as accurately as I can, but of course all speech is paraphrased. I hope there are people out there who enjoy reading this, and perhaps it will inspire people to go ahead and indulge their fantasies. Whatever your kink, there's probably someone out there who will be into it too, and it's not a crime to enjoy life! Curiosity... ------------ So...

Cross Dressed Fairy Tales Snow White and the 7 Trolls

Sherry and Sadie, two married men, have a girl's night out at a bar. The evening goes badly and, like Sheherazade, who related the 1,101 tales of the Arabian Nights, they end up in great danger, desperately spinning stories to protect their derrieres. For material, they transgender fables they have read, hoping that their captors won't know the original. Will this strategy work? It will depend on you, the reader, because Sherry and Sadie will soon run out of ideas unless you...

Ultimate fetish dressing

0. She was sitting on the edge of her bathtub completely naked looking out into her bedroom with a kind of thill of anticipation. She had had a full bath and had just finished shaving her body except for her beautiful dark hair. She also had been given several huge cleansing enemas, until what she expelled was as clear as water. She wasn't a perfect girl, she new, slightly smaller than usual with her 163 cm, and she wasn't as thin as some of her friends, but she had full breasts and an inviting...

Dressing For Melissa

DRESSING FOR MELISSA - by: Cissy Gale It was the early 1970's, the height of the glam-rock era, when I let a girl named Kim dress me up in drag. The events of that evening spiraled hopelessly out of my control when I was publicly humiliated by Kim, then locked out of her house still in drag. This led to her friend Angela seeing me in my ridiculous outfit, an event Angela confessed she hoped to see repeated. Kim had already promised to dress me up again to surprise and amuse...

Old lady fucks her cross dressing friend

Hazel was fed up using her fingers and dildos and fed up of being one of the invisible elderly generation. She wanted more – a lot more – sex, so she decided to expand her sexual horizons. To ensure that she put an advertisement on the web. "Larger mature lady, single, (70), open minded seeks new experiences, fun and frolics. I am 5’ 4”, dress size 18 with 36D bust and welcome either gender and any age.She was amazed that it attracted a few older cross-dressing men, which surprised her greatly...

Old lady fucks her cross dressing friend

Hazel was fed up using her fingers and dildos and fed up of being one of the invisible elderly generation. She wanted more – a lot more – sex, so she decided to expand her sexual horizons. To ensure that she put an advertisement on the web. "Larger mature lady, single, (70), open minded seeks new experiences, fun and frolics. I am 5’ 4”, dress size 18 with 36D bust and welcome either gender and any age.She was amazed that it attracted a few older cross-dressing men, which surprised her greatly...

Old lady fucks her cross dressing friend

Hazel was fed up using her fingers and dildos and fed up of being one of the invisible elderly generation. She wanted more – a lot more – sex, so she decided to expand her sexual horizons. To ensure that she put an advertisement on the web. "Larger mature lady, single, (70), open minded seeks new experiences, fun and frolics. I am 5’ 4”, dress size 18 with 36D bust and welcome either gender and any age.She was amazed that it attracted a few older cross-dressing men, which surprised her greatly...

Bi MMF FemDom Cross Dressing Cuckold Part 1

I have these friends, a husband and wife. For the longest time, I've wanted badly to have sex with both of them. First I wanted just him, but I thought it would be even better if I involved both of them.I'm bi, but they don't know that. Anyway, after years of hanging out with them, I see how domineering she is over her husband - my friend. She really puts him down, bitches at him constantly and belittles him, in front of anybody and everybody. She's really mean, but she's mostly been nice to...

Cross Country Flight

I wasn’t looking forward to this flight. I hate flying cross country. It’s long and the planes are usually packed. I was fortunate that I had found a straight flight, no stops or layovers. As I settled in my seat, all the way in the back, I tried to relax. This was going to be a red-eye flight so I hoped to get a little rest along the way. As the plane filled, I watched the people getting on. Travellers are interesting people. I hoped I would be spared any travelling companions in my row. Just...

Cross Dresser Delight

As a cross dresser you feel like such a woman when you have on your sexy panties and bra, and other feminine unmentionables. Sometimes you just wear them underneath your boy clothes. But sometimes I like when you have a dress and even high heels on too. I get to look at you, a beautiful and sexy woman. You get to tease and titillate a guy like me with your sexy body. You make me so horny and hard when you prance around the house looking so pretty. You always wiggle your sweet ass when you...

Cross Dresser Loves being used

I have cross dressed for almost fifty years. It started in the UK when I was eighteen, I had often read the various catalogs for mail order purchases and used to look at the women's lingerie pages where the ladies were wearing garter belts, girdles, panties, stockings etc., and I used to get hard and play with myself and jack off to the pictures.I was always fascinated at my older sister who used to wear stockings, garter belt, etc. and it excited me. One day when nobody was home, I went to my...

Crossdressing

Cross dresser caught at home by wife and boss

Let me start off by saying that i have been secretly cross dressing for about 8 years now i also go to the local bookstore for an ocasional blow job ( i give and recieve ).I have been wanting to suck and be fucked for quite some time now and it is about to happen. It started when the wife brought home some fine under garments i just had to feel for my self. I was hooked and started a small collection of clothes . I dress up when the wife is away at meetings. Well as i said i was working at home...

Bisexual

Sex in the dressing room Part 1

"Let's go in here," Valerie said, towing Simon by his hand into one of the mall's many clothing stores."You're the boss, boss," he said in his cocky baritone.As far as first dates went, Valerie thought theirs was going well. This was her first time ever meeting a guy through a dating site, and she had half expected him to show up fat and thirty years older than in his profile picture. Alas, he was every bit the tall, scruffy, tattooed twenty-eight-year-old she'd agreed to meet. He was nothing...

My Dream Of Cross Dressing Came True

This is my first story so please don’t mind and few pieces are real in this story. I will start with story rather than boring you and when I was a kid, I used to love smell of woman’s bra and panties and when that smell turned me into cross dressed I did not realize. By the time I hit my puberty I was very excited about cross dressing and used to cross dress whenever I used to get any chance to cross-dress in private. Soon after and I joined an engineer college which was mostly dominated by...

Gay Male

Dressing Room Show

Scarlett Johansson walks into the dressing room with several dresses. She chooses the last dressing booth and closes the door behind her after checking to make sure the sales people haven't followed her. She smiles when she gets into the booth, knowing she's going to have fun. She looks at herself in the mirror, turning side-on with her hands on her ass, admiring her profile. Her big breasts fill out her tight T-shirt nicely, her firm round ass is proudly displayed in cut-off jean shorts. You...

Bi Sexual Cross Dressing Cuckold

My bride to be cheated on me as a girlfriend, again when she was my fiancé, and thereafter as my hot wife for 23 years. I guess the stars aligned for us.Me-For some reason I turned to slutty, tight black satin gloves in bed, without ejaculation, a year before I accidently discovered masturbation and gushing in the bathtub. I was 12 the first time I ejaculated, rubbing my cock with slippery shampoo. An overwhelming surge of floating and pleasure washed through my virgin boner as my sudsy palms...

Dressing Room Creampie

While no one was looking, she grabbed my hand and pulled me into the dressing room with her. We were at one of the more upscale clothing stores at the mall, where the dressing rooms are down a little hallway and have full-length doors. We weren't exactly isolated, but no one could see us, and if we were quiet, probably no one would bother us. I had been following her around the mall all morning and getting pretty bored. But as she pushed me against the wall and kissed me, I realized that she...

Exhibitionism

Exposed and watched while changing in the dressing room

I was walking in New York City running errands and went into a very small, men's clothing store on Columbus Avenue. The store carries nice, affordable clothes from a French clothing designer and was having a 50% off sale. I entered the store and picked up a shirt when I heard (and then saw) the store clerk, a late 30s-something woman. She asked me what size I wear and told me that most of the store's clothing was subject to the discount. She was the only one working there and I was the only...

Exhibitionism

Cross Dressed Fairy Tales Rapunzel

Some familiar fables transformed for readers of transgendered tales. In part 1, Sherry and Sadie, two married men on a "girl's night out" visit a lesbian bar and go home with Big Sue and Mike, two women who are dangerously upset to discover that they've been seduced by two cross-dressed males cheating on their wives. Like Sheherazade in the Arabian Nights, Sherry decides that the only way to protect their -- um, posteriors, is to entertain Big Sue with fabulous stories. ...

Sophia Bush s Dressing Room Disaster

It was a wet and windy day on the set of one tree hill, the cast and crew were filming a cheerleader catfight scene between the sometimes friends and rivals Rachel Gattina and Brooke Davis - played by Danneel Harris and Sophia Bush.The girls where rolling around on the ground pulling hair and ripping at each others uniforms... for the past 10 minutes, when the director yelled "CUT" that's a wrap for the day. About fuckin time screamed Sophia i'm fuckin freezing as she stormed off to her...

The Dressing Room

I consider my self a sensual man......erotic even. I Love the whole nine yards, sweet perfumes, candle light, rose peddles, roaring fire, lingre', chocolate covered strawberries and defiantly the curves and lines of a lovely woman. Needless to say I have no trouble shopping for bra's, panties and those naughty outfits that drive men crazy. This is where my story begins........I planed to surprise the woman I was seeing with a sexy outfit. Boldly I walk in Fredrick's of...

Voyeur

Consequences of Cross Dressing 2 FIN

Tony's Companion All week I tried to come up with ways of getting out of this date with Tony. I cried, begged, and pleaded with Grace to come up with another date for Tony, and to convince him to let me out of being his date to the Charity Ball. She would have no part of it and engaged my mother to take me shopping for an evening gown suitable for the event, and something to compliment Tony who will be in a tuxedo. "Amy, you have to stop begging. Tony is excited about Friday and...

Pleasures at Dressing Manor 2

2: Lyndon learns about little dresses Lyndon Blonding stepped nervously across the polished wooden floor of the pantyfrilling chamber, led by the hands of his stepmother on one side and his governess on the other. He was completely naked, except for the girly-suspender that his nurse had put him into: a one-inch-wide glossy pink waist belt, trimmed with white lace on its lower edge, with a narrow pink ribbon from each hip pulled tautly to the root of his penis, where the ribbon...

A Cross Dressing Fantasy ndash Chapter 5

A Cross Dressing Fantasy – Chapter 5In the low light of our bedroom, late on that Friday night after Beth had transformed me from a former cross dresser into her new girlfriend she had asked if I liked being her girlfriend. I did not hesitate for one second, “Yes Beth,” I said lying naked against her naked body, “I love being your girlfriend, something inside of me seems to have changed and this seems so natural and I feel complete.”My crotch was wet with my cum and her creamy arousal but I was...

My Road to cross dressing

I was bought up in a time when taboos about something alternative like transgender people or cross dressing was still considered to be a no go area. Society made one feel that you were an out cast or mentally ill. Luckily times have changed and it has become much more acceptable, even though we still have a long way to go. I first started dressing when I was about eighteen. My sister had this old green dress that she had thrown away. I remember liking that dress and secretly retrieved it from...

Crossdressing

My Road to Cross dressing part 2

I had dressed up since I was a teenager but it was only occasionally. Usually, it was just lingerie and it was always for me and just for masturbation. It was about ten years ago that I decided I wanted to go further and start using makeup and breast forms and wigs etcetera.Quite by chance one day, I rang an old friend just for a chat. I found out that he had rented his house out while he was travelling. The person on the other end of the line was a woman, or so I thought. We got talking and I...

Crossdressing

Crossdressing for sex

The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...

I HAD SEX IN A DRESSING ROOM

I had sex in the dressing cabin of our local indoor swimming pool. It was not long after a former bf of mine and I broke up. Back then I went swimming with some college friends once a week (1 other girl and 3 guys). I didn't find much joy in swimming that day as I was still angry and frustrated about my ex. I did my lanes too fast and got powered out quickly. I got out of the water, toweled myself dry and sat on the side for a while. Since it seemed that my friends would be doing their lanes...

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