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His First Time In A Dress

- The next morning, Andrew woke up to find a text from Emily on his phone. “Come over at 11,” it read.  “Gr8 idea 4 2nite.” That sounded intriguing, he thought. He showered, made himself some breakfa...

By: naughtyannie | Category: Crossdressing | Score: 5| Added: 15 Mar 2019

The Prisoner Wore Panties - Chapter Five

- Chapter Five – Subtleties and Nuances Steven awoke first to find Danielle snuggled up to him; she still wore her stockings and he couldn’t resist running his hands over her legs, rubbing her negli...

By: MicheleNylons | Category: Trans | Score: 5| Added: 14 Mar 2019

The Prisoner Wore Panties - Chapter Four

- Chapter Four – Over The Wire “How did you get this Intelligence.  You were in his bedroom?  He fucked you didn’t he?” once again Steven could not control his petulance.  Danielle had been summone...

By: MicheleNylons | Category: Trans | Score: 5| Added: 10 Mar 2019

Bachelor Turns Bachelorette Slut

- I was ass naked on my knees in a cleaning closet, my tuxedo in a pile on the floor, my long hair pulled high on my head into a girly ponytail, and my fat lips wrapped around my best man’s juicy cock....

By: buckyballs | Category: Crossdressing | Score: 4.9| Added: 08 Mar 2019

The Prisoner Wore Panties - Chapter Two

- Chapter Two – Two For One “I’m not kissing a man and that’s that!” Danielle said indignantly.   Although Danielle had succumbed to the charms of Mary Mayne, she felt that kissing a man was diff...

By: MicheleNylons | Category: Trans | Score: 5| Added: 06 Mar 2019

The Prisoner Wore Panties - Chapter One

- Chapter One – Benny’s Girls When the train slowed the young woman stood and took her small suitcase down from the overhead baggage rack. A young soldier across the aisle leapt out of his seat to a...

By: MicheleNylons | Category: Trans | Score: 5| Added: 05 Mar 2019

The Clothes Make the Sissy

- I don’t know what happened to my clothes. It seemed like they just kept disappearing. Amy’s solution was always for me to wear her clothes, and I must admit that they made me feel really sexy. I’d wo...

By: buckyballs | Category: Crossdressing | Score: 4.2| Added: 25 Feb 2019

Barrack Room Betty - Chapter Sixteen

- Chapter Sixteen – Barrack Room Bettys The voyage back to Portsmouth was via Fremantle Western Australia, Colombo Sri Lanka, with a final fuelling stop at Gibraltar. It was uneventful until the la...

By: MicheleNylons | Category: Trans | Score: 5| Added: 19 Feb 2019

Barrack Room Betty - Chapter Fifteen

- Chapter Fifteen – Bettys Down Under Michele had an emotional last day with Ying. As well as lovers, they had become good friends. Michele promised to write to Ying and vowed that one day she would...

By: MicheleNylons | Category: Crossdressing | Score: 0| Added: 17 Feb 2019

The Transformation of Ms. K (Part 1)

- By day, I'm an average Korean guy, a bit on the fat side, my whole life I haven't been very attractive to women. I'm very timid and shy as a boy, very much a beta. I never even had sex until after co...

By: misskwon | Category: Crossdressing | Score: 4.5| Added: 18 Feb 2019

Barrack Room Betty - Chapter Fourteen

- Chapter Fourteen – Supergirls Bangkok “I’ve fucking had it with Jason!” Michele spat at Rod Latham “That fuckwit tracked me down and found me in a bar in Naples and created an absolute shitfight...

By: MicheleNylons | Category: Crossdressing | Score: 0| Added: 15 Feb 2019

Barrack Room Betty - Chapter Thirteen

- Chapter Thirteen – Naples – Whores and Princesses The Ark continued her voyage through the Mediterranean Sea, exercising with the Task Group as she went and arrived in Naples a week after she left...

By: MicheleNylons | Category: Crossdressing | Score: 4| Added: 14 Feb 2019

Barrack Room Betty - Chapter Twelve

- Chapter Twelve – Pleasuring an Old Friend Ark Royal sailed for her deployment in a small Task Group of three ships and on the first night Barrack Room Betty’s opened for business and was an instan...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 13 Feb 2019

Barrack Room Betty - Chapter Eleven

- Chapter Eleven – An Offer You Can’t Refuse! Michele remained on her knees and waited for Chief Writer Rod Latham to come over to the bunk to see what he wanted of her. It turned out he wanted a q...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 12 Feb 2019

Barrack Room Betty - Chapter Ten

- Chapter Ten – Sea Daddies and Sea Mommies Seaman Michael Nyland graduated from Recruit School in March 1974 and was immediately posted to HMS Raleigh to commence training as a Writer; a sailor spe...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 11 Feb 2019

Barrack Room Betty - Chapter Nine

- Chapter Nine – Pink Pussycats All good things come to an end and the six-week Reduced Operations Period at HMS Chelmsford ended on 15th January 1974. The Wrens and Leading Recruits were very bus...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 10 Feb 2019

Barrack Room Betty - Chapter Seven

- And so Michele’s ordeal began. Every day at 1030, Michele and Jason left the administration building to conduct rounds of the Establishment, each going their separate ways. But Michele snuck back in ...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 08 Feb 2019

Barrack Room Betty - Chapter Six

- Chapter Six – A Turn For The Worse And so the Wrens and Leading Recruits settled into a routine. They knew that if they just spent their days jollying, drinking, having sex, and carousing that HM...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 01 Feb 2019

Bobbie Is In Denial

- I woke up the next morning naked with Amy spooning me. She was fully clothed, even had her high heels still on. My mouth was dry and my ass was sore. I felt like a rag that had been rung out. What ha...

By: buckyballs | Category: Crossdressing | Score: 4.8| Added: 31 Jan 2019

Barrack Room Betty - Chapter Five

- Chapter Five – Boys Will Be Girls The three Wrens and three Leading Recruits were sitting engrossed in the movie. Michele rested her head on Jason’s shoulder and they were still holding hands. ...

By: MicheleNylons | Category: Crossdressing | Score: 0| Added: 29 Jan 2019

The Shopping Spree

- After a morning of shopping, I went for a hamburger. As I sat there with my bag of goodies by my side, a man in his early thirties sat down at the table next to me. He beamed a smile at me and said h...

By: LarsKaiden | Category: Crossdressing | Score: 4.8| Added: 26 Jan 2019

Barrack Room Betty - Chapter Four

- Chapter Four – A Night at the Flicks Michele was confused; she didn’t like Leading Recruit Jason Jones one bit, he was a bully but he was also handsome, strong and actually quite intelligent. Sh...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 24 Jan 2019

Barrack Room Betty - Chapter Three

- Chapter Three – Michele’s Story The four Wrens of Collins Division woke at ‘call the hands’ at 0640. Doris had got out of bed at 0600 to prepare breakfast and was in the galley. She’d tried her b...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 23 Jan 2019

First Time At Last.

- I met Mark online. I'd joined a gay chat room. I had been fantasizing about being with a man for a while and this was a harmless, anonymous way to explore my interest. To begin with, I was very shy ...

By: Normal | Category: Gay Male | Score: 5| Added: 23 Jan 2019

Barrack Room Betty - Chapter Two

- Chapter Two – Wren Division Ho! The four Leading Recruits were hungover and hungry and in the grey dawn and cold bleak light of day they weren’t sure that their prank was really worth it. They ent...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 22 Jan 2019

Femme Boy Gets Cock Drunk

- I’m not a very masculine guy. In fact, I’m downright girly. I blame my body. I’m 5’3” and weigh 110lbs, but the first thing people notice is my fat ass. It’s fat, tight, and juicy. It’s the kind of a...

By: buckyballs | Category: Crossdressing | Score: 4.5| Added: 21 Jan 2019

The Motel And Black Lingerie

- I had been on the road most of the day, having travelled almost six hundred kilometers in an effort to visit some of my most important clients. So, it was a relief when I arrived at the motel and was...

By: Timolena1957 | Category: Crossdressing | Score: 5| Added: 19 Jan 2019

Where Did My Damn Key Go?! Part 3

- Four days; I've dealt with four grueling days of not being able to touch myself. Jesus, how can anyone even do this without even going insane?! Ever since I crossed paths with that dominating bimbo,...

By: PascalSage | Category: Crossdressing | Score: 4.5| Added: 18 Jan 2019

Barrack Room Betty - Chapter One

- Barrack Room Betty Ch. 01 By Michele Nylons©   Chapter One - Wish I Was Wren "Wish I was a Wren," Recruit Brian Perkins mumbled under his breath. 'Fuck! I wish he hadn't said that!' tho...

By: MicheleNylons | Category: Crossdressing | Score: 4.5| Added: 16 Jan 2019

Hostess With The Mostest - Chapter Ten

- "I don't care if there's a fucking flying saucer from Mars down there; I just want some sleep," Candi replied and Millie giggled as the Skyliner made its approach into Changi airport, Singapore. The...

By: MicheleNylons | Category: Trans | Score: 5| Added: 15 Jan 2019

E055: The Thirtieth Pearl

- At the spa, after having her manicure and pedicure, Emma is still a bit aroused from Donald’s massage and thinking about seeing Sasha again and wonder what will happen today.  She is so disappointed ...

By: Cammi | Category: BDSM | Score: 5| Added: 16 Jan 2019

Hostess With The Mostest - Chapter Nine

- Chapter Nine -- Come Fly With Me Candi breezed through the remainder of the course; her five years experience as head waiter at one of London's leading restaurants gave her a distinct advantage ov...

By: MicheleNylons | Category: Trans | Score: 5| Added: 11 Jan 2019

Evening In The Office

- The normal workday had finished and I gladly filed away the tedious paperwork that I had been toiling with over the past few hours. Knowing that I wasn’t going to depart for a number of hours, I went...

By: Timolena1957 | Category: Crossdressing | Score: 4.9| Added: 09 Jan 2019

Hostess With The Mostest - Chapter Eight

- Chapter Eight -- Caputo Kaput Candi was heartbroken. She lay in bed Saturday morning and refused to answer phone calls from Michelle or John despite their insistent calling. She eventually left th...

By: MicheleNylons | Category: Trans | Score: 5| Added: 07 Jan 2019

To the Rescue

- The music was loud.  The bar was crowded.  Norm had a good buzz going, and hadn’t paid for a single drink all night.  Actually, Natalie hadn’t paid for a drink all night, because that was the name ...

By: RejectReality | Category: Crossdressing | Score: 4.9| Added: 07 Jan 2019

Hostess With The Mostest - Chapter Seven

- Chapter Seven -- Pool Party Panic "You are more likely to die crossing the street than in an airline accident," Marjorie Deakin said. As usual, she was dressed in her navy blue stewardesses unifo...

By: MicheleNylons | Category: Trans | Score: 5| Added: 06 Jan 2019

Hostess With The Mostest - Chapter Six

- Chapter Six - The Stew Zoo "Welcome to the Stew Zoo," said Marjorie Deakin. She was dressed in a navy blue stewardesses uniform. Her form-fitting jacket had silver piping along the lapels and cuf...

By: MicheleNylons | Category: Trans | Score: 5| Added: 05 Jan 2019

Hostess With The Mostest - Chapter Five

- Chapter Five - Cruella DeVille The slim genteel lady was dressed in a navy blue stewardesses uniform. Her form-fitting jacket had gold piping along the lapels and cuffs and a pair of gold wings cl...

By: MicheleNylons | Category: Trans | Score: 5| Added: 04 Jan 2019

Hostess With The Mostest - Chapter Four

- Chapter Four - Tony Takes An Interest   Candi remained under John Benstead's desk, in the chair well, hiding from Tony Carlotta. Tony had John in a friendly bear hug. "Fuck me Johnny boy it sme...

By: MicheleNylons | Category: Trans | Score: 5| Added: 01 Jan 2019

Hostess With The Mostest - Chapter Three

- Chapter Three – Passports and Payments   "How the fuck I am going to get my passport and references changed from Christopher Nyland to Candace Pops?" Candi sobbed into the phone. Michelle sat up...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 31 Dec 2018

Hostess With The Mostest - Chapter Two

- Candi awoke late the next day with the sun streaming in through the window. For a few seconds, she thought she had dreamt the whole thing. Then she noticed her pillow was stained with lipstick, masca...

By: MicheleNylons | Category: Crossdressing | Score: 5| Added: 27 Dec 2018

Second Place Winner

- I’ve been dressing up as a girl in dresses and going out in public for the past two years since entering college. My goal has always been to be as pretty and as believably female as possible, when I ...

By: carichristi | Category: Crossdressing | Score: 5| Added: 21 Dec 2018

The Car Wash

- I woke up early, because I had some early morning business to take care of. Since business was in another town a few hours away, I decided I would dress up a little gurly for my drive there. I figure...

By: bikergurl | Category: Crossdressing | Score: 4.8| Added: 01 Dec 2018

Taken Outside For The First Time

- Another true story. Back in the ‘90s, I lived in Manchester. Nowadays it is a vibrant city with a fantastic LGBT culture. Back then it was a grimy city. The gay “area” was Canal St, and it was seedy...

By: jennifereff | Category: Crossdressing | Score: 4.9| Added: 28 Nov 2018

A Boy Becomes The Slut He Always Knew He'd Be

- By the time I turned eighteen, I knew what my future was. In my last two years at school, I was always dreaming of what the hot guys' cocks looked like. I had no issue getting girls, I had plenty of ...

By: cheerfullCD | Category: First Time | Score: 5| Added: 17 Nov 2018

How I Became Jennifer

- This is a true story. This is the story of how I became Jennifer. I’m not going to give my full history in this story, that is for another time. But I do need to give a little background information...

By: jennifereff | Category: True | Score: 4.8| Added: 11 Nov 2018

Brotherly Love Part 4

- Day Three found me waking up with Benny’s morning wood firmly pressed between my ass cheeks with his arm over mine and his head behind mine.  He was obviously sleeping by the sound of his breath and ...

By: hrny4cok | Category: Incest | Score: 4.9| Added: 24 Oct 2018

The Perfect Date

- A Saturday night was reserved for fun and excitement. Some people get invited to parties or a night at a bar. Some plan out overnight trips to an amusement park or go out of town. Hell, some even get...

By: PascalSage | Category: BDSM | Score: 4.2| Added: 16 Oct 2018

Car Park

- I finally got the nerve to go out in public dressed. I've been dressing in private for years. It started with panties, Some of my wife's, some of in-laws that have stayed with us from time to time. ...

By: steve99999 | Category: Crossdressing | Score: 4.4| Added: 15 Oct 2018

Brotherly Love Part 3

- Day One of my fishing trip with my brother Benny couldn’t have gone any better even if I would have written the script. I got to give him some road head, dress in some very sexy femwear, and I lost m...

By: hrny4cok | Category: Incest | Score: 5| Added: 12 Oct 2018

My New Life As A T Gurl Slut - Pt 3 - Nine Cocks in 48 Hours

- I was going to be the gurls' slutty French maid for the night and couldn't wait to get to Karen's so the fun could start with four hot t-gurls and four hot cocks for my mouth and ass.   Lucy picked ...

By: candicumCD | Category: Crossdressing | Score: 4.9| Added: 09 Oct 2018

Vanessa and Ken's Second Date

- It had been a couple of weeks since Ellie and had our little trysts with Derek and Ken, and I couldn't stop thinking about it.  As much as I loved being with Ellie, there was something magical about ...

By: vanessagrrl | Category: Crossdressing | Score: 4.8| Added: 02 Oct 2018

My New Life As A TGurl Slut - Pt 2 - 2 Men, My Girlfriend & Me

- It was only two weeks earlier that I'd met Lucy and the girls but what a fortnight it'd been. I was having the time of my life being girly and feminised so much of the time, being given an endless s...

By: candicumCD | Category: Crossdressing | Score: 4.8| Added: 26 Sep 2018

My New Life As A TGurl Slut - Introduction

- I love cock. I've always lusted after cock and the older I got the more I wanted it. I've slept with getting on for a hundred girls and done things most men can only dream about, like lesbian thresom...

By: candicumCD | Category: Crossdressing | Score: 4.8| Added: 25 Sep 2018

The Lesson Learnt

- My story with Alexia started in the boy's toilets when we were at school.   I never liked to use the urinals, as the other boys would laugh at my willy. So I was sitting on the toilet when the door...

By: DelilahDominguez | Category: Mind Control | Score: 4.6| Added: 14 Sep 2018

The Following Evening

- Anyone who has read "Jaq Gets Some Big Cocks" will know I promised to write about what happened the following evening, this is an account of that evening. Jaq came home from her shopping trip at a l...

By: colin123 | Category: True | Score: 5| Added: 30 Aug 2018

Brian, Mark & Kelly Part Two

- Part Two   Mark finally broke the kiss, having fully tasted his cum and even swallowing some. He sat on the bed adjusting his bra and panties while Kelly moved in even closer to Beth. Beth had not ...

By: bearplaysbi | Category: Bisexual | Score: 4.6| Added: 17 Aug 2018

Brian, Mark and Kelly

- The package arrived too late for Brian to open it before he left for the airport. Without even thinking, he tossed it into his bag and headed out the door. Wanting to get through airports as fast as ...

By: bearplaysbi | Category: Bisexual | Score: 4.9| Added: 16 Aug 2018

My Road to Cross-dressing (Part 3)

- From the first time I dressed, there was always a sexual element. I used to find the time to wear something feminine and wank myself. It went hand in hand, so to speak. One of the things I loved doin...

By: LucyLou62 | Category: Crossdressing | Score: 4.9| Added: 05 Aug 2018

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 wan...

By: LucyLou62 | Category: Crossdressing | Score: 4.3| Added: 02 Aug 2018

A Night to Remember or to Forget?

- As a petite, pretty, and now fairly confident young transvestite, I feel fortunate to have discovered so many things about myself. I am proud to have a slim, smooth and well-exercised shape. I have l...

By: carichristi | Category: Crossdressing | Score: 4.9| Added: 25 Jul 2018

Chasing Skirts

- When I entered college, I was a virgin. Not to say it was particularly unusual; I was a quiet, nerdy kid. I wasn’t ugly by any stretch of the imagination, but a little short, not very masculine, a li...

By: redravenson | Category: Crossdressing | Score: 4.9| Added: 22 Jul 2018

Dressing up part 3

- It has been nearly two years since my sisters caught me dressing up. Since then my mother had put me on a strict diet and gave me pills to make me into a girl. I have been transitioning slowly and no...

By: SeanR83 | Category: Bisexual | Score: 4.8| Added: 15 Jul 2018

A Sissy's Journal Page

- Sitting here naked except for my cage, what a feeling the cold steel around my cock and balls has set me free to explore. Last night with Mistress was the best! As I relive it I want to touch myself ...

By: HerSissyAlice | Category: Femdom | Score: 3.4| Added: 12 Jul 2018

A Sissy Slut's First Steps

- There was a note and a small box on his desk when he arrived home. The note said, "A gift for you, do not open until I arrive home, Mistress Victoria." As was Her wishes he sat naked except for his c...

By: HerSissyAlice | Category: Femdom | Score: 4.4| Added: 11 Jul 2018

Be Careful What You Wish For

- When I arrived home I noticed a note on my computer. It read, "Take off your clothes and put them in the washer. Go to the bathroom and shower, then go to the bedroom and put on the clothes laid out ...

By: HerSissyAlice | Category: Crossdressing | Score: 4.6| Added: 06 Jul 2018

Dressing up Part 2

- It was a few days after fully dressing up and I knew I was hooked. I never felt more like myself or wanted to be more girly. With encouragement from my two best friends over the phone, I started wea...

By: SeanR83 | Category: Incest | Score: 4.9| Added: 30 Jun 2018

Playing Games

- The Set Up Not that long ago I was out for lunch with a friend of mine, Ana. She and I had bonded quickly, and had become closer friends than anyone else we knew. We were both very promiscuous a...

By: TheGoldStandard | Category: Gay Male | Score: 5| Added: 13 May 2018

Part 1: Abandoned Parking Lot

- It begins... Well, I found out that Anne fucked that professor again. She came to my dorm, drunk at 3 am, fighting with me, calling me a little bitch and pussy, and she began slapping my face. I won...

By: sissyscarlet2 | Category: Crossdressing | Score: 3.9| Added: 09 May 2018

Caught And Punished By My Ex-wife

- My ex-wife was on another date. We were still living together after the divorce, locked into a long term mortgage we couldn't get out of. It was getting awkward sharing our tiny two-bedroom apartment...

By: MirandaGreen | Category: Cuckold | Score: 4.9| Added: 09 May 2018

A Crossdresser Gets Caught

- Johnny was gentle and had slightly feminine mannerisms for a guy. He had had quite a few escapades with women, a couple of failed marriages and a dozen or so relationships but all had fizzled out. He...

By: LucyLou62 | Category: Crossdressing | Score: 4.7| Added: 02 May 2018

A Freebie for Randy

- In the aftermath of our first paid sexual encounter, I lay bent over the desk with my ass pleasantly sore and leaking cum down my stocking covered legs. Randy had left moments after pulling out of me...

By: stockingluvr | Category: Office Sex | Added: 28 Feb 2018

Dan into Danni pt3: Sex as a girl with a girl

- Back at Lucy’s room, Dan put down the dainty bags of lingerie and girly clothes that she had bought for him. He had been totally and magically transformed into a girl for nearly a whole day now, and ...

By: janetjoneslovesyou | Category: Crossdressing | Score: 4.9| Added: 18 Feb 2018

Seeking a Greater Perfection

- I was on personal display for him. He would have me walk sensually while emulating the grace of a pretty blonde haired runway model. In my role of girlish temptress, I wiggle my sexy bottom in my exo...

By: carichristi | Category: Crossdressing | Score: 4.7| Added: 17 Feb 2018

Randy Made Me An Offer

- It had been about a month since the night that Randy had forced his way into my life. Since his office was upstairs from my business we saw a lot of each other, but he never mentioned that night unti...

By: stockingluvr | Category: Money | Added: 14 Feb 2018

Their Brother, the Maid

- Luke was in his room, looking at the porn images on the computer, trousers round his knees and cock out, wanking gently, trying to make it last. He wondered what sixteen-year-old boys did for porn be...

By: marie5555 | Category: Incest | Score: 4.9| Added: 07 Feb 2018

Realized Fantasies. Chapter 2, part 1: Steffie Sucks

- Steve, or Steffie, was fearful of delaying too long in the bathroom, so, shaking his head, he picked up the panties and pantyhose left on the counter for him. He discovered that the pantyhose were cr...

By: cdtvlover53 | Category: Crossdressing | Score: 4.8| Added: 18 Jan 2018

Stephen and Stephanie

- As neighbors, Carol, Karen and I regularly met up on weekends during school term and more often during the holidays. We played many games together, and I happily joined in, despite their girly nature...

By: beth10smith | Category: Crossdressing | Score: 4.9| Added: 14 Jan 2018

Dan The New Girl

- Dan often felt uneasy. He would nod and smile and try to get along with the lads, but they just weren’t his scene. Not really. He always felt more comfortable around girls. Girls were smarter, more f...

By: janetjoneslovesyou | Category: Femdom | Score: 4.9| Added: 11 Jan 2018

Who is Bella? - Part One

- It all started after a couple of week’s dating. I was nineteen at the time, and Velda was twenty-four. I knew she had strong opinions and was quite determined to get her way. She had spoken several t...

By: LarsKaiden | Category: Crossdressing | Score: 4.9| Added: 10 Jan 2018

A Threesome with Al?

- As Al and I relaxed on the couch after our cheese and pretzels, we chatted about many things. One thing in particular that took me a bit by surprise was when he brought up interest in having a threes...

By: stockingluvr | Category: Gay Male | Added: 28 Dec 2017

A Condition of Endearment

- I am a young, petite, passable and enthusiastic transvestite. I’ve been crossdressing and working on improving my look and appearance ever since I was a sixteen year old boy. Now after two years of w...

By: carichristi | Category: Crossdressing | Score: 5| Added: 25 Dec 2017

The Driving Exhibitionist, Part 5

- Upon arriving at the motel, Sam hopped out of the truck to get us a room for the day. When he came back to the truck I had my heels and stockings in hand and was ready to make a naked bee-line for th...

By: stockingluvr | Category: Gay Male | Added: 14 Dec 2017

Bobbie

- It was Saturday night. I was ready to make the bar scene, and meet the girl of my dreams. Well, maybe just the girl of my desires. Or even any girl willing to make out with me for a while. There wasn...

By: bowser23 | Category: Gay Male | Score: 5| Added: 10 Dec 2017

Bought

- I love the transvestite lifestyle. Since I was sixteen, I have been boldly going out dressed to the nines as Cari in public. Now finally of legal drinking age, I go out to one of Boston’s gender frie...

By: carichristi | Category: Crossdressing | Score: 4.6| Added: 09 Dec 2017

The Skimpy Red Dress

- There is a very special sensuality in the image of a pretty blonde haired girl who is petite and shapely enough to be able to look great in a tight and skimpy dress. I confess to owning many of these...

By: carichristi | Category: Crossdressing | Score: 5| Added: 28 Nov 2017

Bob Is Turned Into A Cuckold

- Bob woke up at seven in the morning with a raging hard-on. He pulled back the sheet and looked at his little cock sticking up proudly. Yes, it is small at only six inches long and also quite thin, bu...

By: torpedoman | Category: Cuckold | Score: 3.6| Added: 11 Nov 2017

A Meeting of TV Girlfriends - Part 1

- I spent my day getting ready - shaving all over, showering, and cleaning myself inside too.   I gave myself a close shave and then moisturised fully.   My outfit was set - black holdups, matching red...

By: Kara1970tv | Category: Crossdressing | Score: 4.8| Added: 02 Nov 2017

How to Treat a Lady

- Being a pretty, petite, believably passable crossdresser makes me a very happy person. I have been dressing up as a sexy girl while daring to go out in public for the past two years since I was sixte...

By: carichristi | Category: Crossdressing | Score: 4.8| Added: 05 Oct 2017

Being Christy - Part 5

- Leading me towards the bed, Nick pulled me into his arms and I willingly let him. I lifted my face to his and parted my lips, inviting him to kiss me. Our tongues probed each other, our lips moist an...

By: crevels | Category: Crossdressing | Score: 5| Added: 25 Sep 2017

Towards an Advanced Degree - Part Two

- So it began. My next official act as Daddy’s submissive slut was about to begin. I was strapped by ankles and wrists into the sling. The sensations of complete helplessness had me even harder than I’...

By: carichristi | Category: Crossdressing | Score: 4.5| Added: 24 Sep 2017

Towards an Advanced Degree - Part One

- At age eighteen I had finally made it into one of the best universities in the country, yet my true life lessons and deepest learning would ironically take place for me during the weekends. I’ve had ...

By: carichristi | Category: Crossdressing | Score: 4.9| Added: 23 Sep 2017

The New "Gurl"

- Every since I was four or five years old, I can remember being extremely interested in girls’ and women's’ clothes.  This interest continued on and off throughout my childhood, and became quite an ob...

By: mcquestgend | Category: Crossdressing | Score: 4.3| Added: 06 Sep 2017

Sissy Transformation Party

- The day I have been waiting for had finally arrived. Today was the day I would be transformed into a woman. My dominant girlfriend had the idea and enlisted a few of her friends to help out. My girlf...

By: mcquestgend | Category: Crossdressing | Score: 4.5| Added: 03 Sep 2017

One's A Crowd

- After my boyfriend and I broke up, I was devastated and it didn’t get any better after he left to be with his new love.  We shared a house together and had to be creative just to lease the place.  We...

By: mcquestgend | Category: Crossdressing | Score: 4.8| Added: 30 Aug 2017

Training Brian

- Large families were common in the North East of Scotland. I was one of seven siblings, four girls, and three boys. We were poor but still had a good upbringing. As the eldest, I helped my mother to l...

By: beth10smith | Category: Spanking | Score: 4.7| Added: 18 Aug 2017

A Weekend away

- Stevie had always wanted to have a weekend away with a load of like minded people, i.e. trannies and admirers. He decided to find a place where he could do this and be the real Stevie, or his girly n...

By: LucyLou62 | Category: Crossdressing | Score: 5| Added: 15 Aug 2017

The First Time

- "Please don't tell anyone!" my best friend, whom I will call Dan (not his real name), pleaded after I had just found a gay porn magazine on the desk next to his bed.  "It's not what you think!  It's ...

By: SweetGina4luv | Category: Trans | Score: 4.8| Added: 02 Aug 2017

Being Suggestive

- As a young college student my life and my dedication to the joys of being a transvestite had become conflicting. I had to put my college classes first, but living off campus made my female life so mu...

By: carichristi | Category: Crossdressing | Score: 5| Added: 16 Jul 2017

The Psychiatrist

- Carrie was going through a lot of mixed up emotions and a large wave of doubt infiltrated every moment of her life. She liked being a certain way but knew they weren't just fantasies in her head.  Af...

By: LucyLou62 | Category: Group Sex | Score: 4.3| Added: 21 Jun 2017