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Cindy's first time

- My girlfriend got a new job where she would travel a lot, so I had the house to myself for days at a time. It was the perfect opportunity to explore my feminine side and start dressing up in the same...

By: rushman1uk | Category: Gay Male | Score: 4.8| Added: 10 May 2015

Cocklet in Panties

- Such a pretty sight to see, Panties in pastel tone. Borders trimmed with pretty lace, Clinging to your bone. Your knickers suit you well my friend, At times, you pass for a chick. But when I zoom in ...

By: GirlyWorld | Category: Erotic Poems | Score: 5| Added: 03 May 2015

A Welcome Predator

- I first met Jim in the lobby of the youth hostel. I wanted to check with the receptionist if my parents had wired through any money. I was supposed to be studying, but I’d spent most of my time going ...

By: GirlyWorld | Category: Crossdressing | Score: 4.9| Added: 02 May 2015

Becoming Mary - Part II

- When Lucy had told me about Amanda liking men wearing panties I thought she was talking about a fetish thing. I didn’t realize there was more to it than that. About a week later I had just arrived hom...

By: GirlyWorld | Category: Crossdressing | Score: 4.7| Added: 30 Apr 2015

Becoming Mary - Part I

- Lucy and I had been living together for a couple of months when it all started. She was in her early twenties, and I was a couple of years younger. Up until I moved in with her, I’d lived my parents. ...

By: GirlyWorld | Category: Crossdressing | Score: 4.8| Added: 23 Apr 2015

The Bodysuit

- “The process is actually very simple Mr. Smith,” she said. “It is very much like 3D printing, just using different materials and in a printer that prints on your body. We can print anything on top of...

By: ThinkKinkyThoughts | Category: Crossdressing | Score: 4.7| Added: 14 Apr 2015

Dressing Jaymee - Chapter 3 - Meeting Jaymee

- “I rented us a room. A suite, actually,” Cate informed Jeff. “I’ll direct you again.” The two continued on the thirty-minute drive to the hotel Cate had rented in a nearby tourist town. It was a la...

By: Elise_xo | Category: Crossdressing | Score: 4.6| Added: 11 Apr 2015

Dressing Jaymee - Chapter 2 - Starting Their Day

- Cate and Jeff planned to meet at the carpool just outside of the city. It was a crisp Spring day and the sun was shining. Cate toted a large overnight bag with her and threw it in the back of Jeff’s c...

By: Elise_xo | Category: Crossdressing | Score: 4.8| Added: 09 Apr 2015

Dressing Jaymee - Chapter 1 - What do you like?

- It started with a friend texting a friend -- normal texting. Jeff worked afternoons, Cate worked from home. Both of them married but not to each other, Cate was a friend of Jeff’s wife.  It was no ...

By: Elise_xo | Category: Crossdressing | Score: 4.9| Added: 06 Apr 2015

All The Way (Part 3)

- When I awoke it was later than usual but considering the fact that I'd been through back to back fuck marathons in as many nights, I thought it wasn't bad. Slipping out of bed I stepped into a robe an...

By: tvk3983 | Category: Crossdressing | Score: 4.6| Added: 04 Apr 2015

All the Way (Part2)

- When Michael stepped inside and closed the door, he gave Kathy the same kind of kiss as his wife had. He was quite an imposing man; short cropped blonde hair, very piercing pale blue eyes, a little ov...

By: tvk3983 | Category: Crossdressing | Score: 4.8| Added: 30 Mar 2015

All the Way (Part 1)

- I'd only been married a little over a year when my wife came home early and found me jacking off using a pair of her panties and to be sure, this wasn't the first time. There I was lying in bed with h...

By: tvk3983 | Category: Crossdressing | Score: 4.8| Added: 21 Mar 2015

Steph's Descent Ch. 5

- Steph was enjoying her new lifestyle. She had two male lovers and one female. She had two new tattoos and new nipple piercings. But best of all she had a submissive husband who let her do all of this ...

By: fitzythemartian | Category: Fetish | Score: 4.6| Added: 27 Feb 2015

Steph's Descent Ch.3

- “Phil, do you love me?” My husband looked at me sideways. “Of course I love you, Steph. Why?” “Just making sure. You know I love you too, don’t you?” “Of course I know, babe.” I was about to t...

By: fitzythemartian | Category: Fetish | Score: 4.4| Added: 25 Feb 2015

Emmy's Iron Maiden Glory Hole

- It has been a few weeks since Emmy had her way with me at her house. We have a peculiar relationship. We are like the best of friends when out having a drink, as we are now, and then when it comes to ...

By: hummmph | Category: Fetish | Score: 4.7| Added: 20 Feb 2015

My Fantasy with Ray continues

- After meeting up with Ray at the adult bookstore, I had the pleasure of living out part of my biggest fantasy and last Sunday, I had the time of my life as I experienced my wildest dream. Ray and I ha...

By: makeunut4me | Category: Bisexual | Score: 4.8| Added: 15 Feb 2015

The Happy Cuckold 2

- My beautiful wife Danielle has a new boyfriend. His name is Jason. Jason has a really big cock. He also likes me to watch them together. I get to watch her satisfied and then I get to clean them up af...

By: fitzythemartian | Category: Cuckold | Score: 4.3| Added: 09 Feb 2015

The Happy Cuckold

- I am a panty wearing, cock-sucking cuckold and I love every minute of it. I used to be all macho and thought I was God’s gift to women. But, fortunately for me, my wife showed me the error of my ways...

By: fitzythemartian | Category: Cuckold | Score: 4.4| Added: 08 Feb 2015

Laying the Groundwork

- My fiancée and I always have been a bit more adventurous than the average couple when it comes to sex. While we both enjoy the sensual feeling of pure, romantic love-making, we also tend to get a bit...

By: jstephens | Category: Crossdressing | Score: 4.7| Added: 06 Feb 2015

A Night at the Ambassador

- While on business in Colorado Springs, I had the opportunity to visit one of the adult theaters that I had visited previously. Although the booth area was in full swing, the booths had no doors and t...

By: Dinata | Category: Crossdressing | Score: 4.7| Added: 04 Feb 2015

Telephone Hook-Up

- I had stopped at the adult bookstore on the way home and picked up the latest copy of the adult phone directory. When I arrived home, I took a long, hot shower and put on one of my sexy little teddies...

By: makeunut4me | Category: Crossdressing | Score: 4.8| Added: 30 Jan 2015

The Driving Exhibitionist

- As much as I enjoy the sexual adventure that cross dressing provides me, I think my exhibitionist tendencies take it up a just a bit higher. Contrary to the promises of another meet by Officer Frie...

By: stockingluvr | Category: Exhibitionism | Score: 4.7| Added: 29 Jan 2015

This is a New Beginning Part 2

- My step-daughter Ellen was standing there with a strap-on dildo in her hand just smiling at me. I was tied to the bed wearing lingerie and a wig. It was one of my favorite sets in black and the stocki...

By: havingsomefun | Category: Taboo | Score: 5| Added: 30 Jan 2015

Someone Different Chapter 1

- Sunday, February 8th, 2015 10:01 am It was nothing new for Seth to groom his body like that of a woman; shaving everything, styling his long, chestnut-colored hair (which fell to the ...

By: germanwulf40 | Category: Crossdressing | Score: 4.6| Added: 30 Jan 2015

Bookstore Crossdressing

- It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me...

By: Dinata | Category: Crossdressing | Score: 4.7| Added: 27 Jan 2015

This Is A New Beginning

- As an introduction, my wife introduced me to a whole new world many years ago. It all started shortly after she broke up with her girlfriend and started dating me. I guess she really missed certain pa...

By: havingsomefun | Category: Taboo | Score: 4.8| Added: 21 Jan 2015

Christmas Shopping

- My favorite thing about the holidays is that I can freely shop for lingerie without feeling nervous. Plenty of guys buy sexy underwear for their wives and girlfriends so there is always a feeling of f...

By: vanessagrrl | Category: Crossdressing | Score: 4.7| Added: 11 Jan 2015

Scene Six, home for the summer

- When I arrived at my home, a small town in Southern Maryland, I was coolly greeted by my parents. I’m sure they were hoping I would stay at school and not bother them. While they never have said that ...

By: torpedoman | Category: Gay Male | Score: 4.8| Added: 08 Jan 2015

A Chance Encounter

- I have only had three additional encounters since my first time. With that first time it was to satisfy my curiosity. I had thought that now my curiosity was suppressed, and that I would only have to...

By: thatfemininUrge | Category: Crossdressing | Score: 4.6| Added: 20 Dec 2014

Jessie and Sue

- I felt like my life was spiraling out of control. It all started that one fateful weekend when my secret love of cross dressing was discovered by my coworker Dan. He knew he had me, and he had his way...

By: JessieCD | Category: Crossdressing | Score: 4.7| Added: 20 Dec 2014

Tied and Taken

- I had always had fun and gotten excitement from crossdressing and bondage play. After my first encounter with Chris, I was forced to accept the fact that I had desires and needs that I had suppressed ...

By: larkin3445 | Category: Crossdressing | Score: 4.6| Added: 13 Dec 2014

Punished

- I glanced around the second hand clothing shop to make sure that no one had seen me pick out the pink, pleated netball skirt from the rack. I hid it beneath a pair of long pants in my hand. I felt...

By: pleatedskirt | Category: Crossdressing | Score: 4.9| Added: 13 Dec 2014

A night of glory

- Jamie tugged on the short whiteskirt, desperately trying to get it lower. Giving a whimper when he realised that as soon as he stood back up and put his hands on the bar, his skirt gently slid back up...

By: iskotpop | Category: Gay Male | Score: 5| Added: 13 Dec 2014

Scene Five at the Boarding School

- I remember slipping out of Mr. and Mrs. L’s bed that morning after the Christmas Party, getting dressed and going downstairs. No one was awake yet so I found my panties, jeans and pullover in the room...

By: torpedoman | Category: Gay Male | Score: 4.6| Added: 09 Dec 2014

My date with Ben part 3

- I was invited to Ben’s house for dinner Saturday evening and spent the day getting ready. His wife Susie was looking forward to meeting me again and getting to know me better. I was unsure how the eve...

By: ericamalamute7 | Category: Crossdressing | Score: 4.8| Added: 08 Dec 2014

My date with Ben - part 2

- I got a call from Ben Monday morning, and he needed to talk to me urgently. His wife was going to be coming to the proposal meeting that he had talked about and she was looking forward to seeing me th...

By: ericamalamute7 | Category: Crossdressing | Score: 5| Added: 06 Dec 2014

An Introduction to Crossdressing Pt 3

- As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hopin...

By: stockingluvr | Category: Crossdressing | Score: 5| Added: 06 Dec 2014

My First BJ dressed En-Femme

- I only cross-dress when the urge to be feminine comes over me. I mostly have dressed privately, but that has changed. The last four years I have ventured out in public. I was curious if I could pass a...

By: thatfemininUrge | Category: Crossdressing | Score: 5| Added: 27 Nov 2014

A Shared Halloween/Birthday Party I

- This story is inspired by my experience at a Halloween/Birthday Party in 2014. For those of you here on Lush that know me and have been friends since day one, I have come a long way. Lush has opene...

By: jacobport | Category: Straight Sex | Score: 5| Added: 25 Nov 2014

Jessie's Time for Payback

- After Dan left me with his cum dripping out of my ass, I kept replaying his words before he left. “Jessie, you were amazing! I can’t wait to tell all the guys at work about this!” It was Friday n...

By: JessieCD | Category: Crossdressing | Score: 4.8| Added: 14 Nov 2014

Scene Four at the Boarding School

- Christmas break at the Boarding School. It was December 15th, the dorm was empty and I was alone in my room. My parents sent me away to an all-male College/Boarding School in the Northeast, USA. T...

By: torpedoman | Category: Bisexual | Score: 4.7| Added: 08 Nov 2014

my first date with Ben

- I had been chatting with Ben online for a while and we had talked on the phone several times before I decided to meet with him. I had met him through Craigslist so he knew what I was all about from my...

By: ericamalamute7 | Category: Crossdressing | Score: 4.7| Added: 07 Nov 2014

A Date For The Weekend Chapter 1

- I've been crossdressing and living as a woman full time for years. I put a lot of time and work into transforming myself into an attractive woman that can accompany a man anywhere in public and never ...

By: jill_on_her_knees | Category: Crossdressing | Score: 4.6| Added: 06 Nov 2014

Vicky's Education

- My wife was very pleased with how I had performed as Vicky. My cross-dressing had progressed from a sexual role play with my wife to her setting me up for my first sexual experience with a man. At the...

By: hotvicky | Category: Crossdressing | Score: 4.8| Added: 27 Oct 2014

An Introduction to Crossdressing Pt 2

- So as Jacky was going through his story about how we ended up in this shop, I started to look around. I found that my initial belief that the shop was just a hair dresser was completely wrong. The ...

By: stockingluvr | Category: Crossdressing | Score: 4.4| Added: 14 Oct 2014

Carlos and The Garter Belt

- Carlos sat in the car for a moment looking up at the sign of the sex shop. He had been in the shop on more than one occasion. A lubricant here and a toy there, to spice up the bedroom with the wife. T...

By: bigbubblygurlnc | Category: Crossdressing | Score: 5| Added: 15 Oct 2014

My oddesy 2 - Liam

- It had been a few weeks since Glen's puzzling rejection and I was in a slump. I hated my body more than I had in years. Not even sneaking into my sister's old room and playing dress-up could cheer me....

By: transgurl | Category: Crossdressing | Score: 4.7| Added: 11 Oct 2014

The Chain: Link 5b

- The street was still, silent, unnaturally silent for a night like this. Chloe’s perpetual gum-chewing worked in tandem with the sound of Samantha’s heels. “So where are we going?” Samantha asked. “Th...

By: PervyStoryteller | Category: Fantasy & Sci-Fi | Score: 5| Added: 04 Oct 2014

The Chain: Link 5a

- “You coming to the party later?” “Maybe,” Sam said casually. “I haven’t decided yet.” His sister, Melinda, shrugged. “Then maybe we’ll see each other later.” “Yeah.” Sam watched as his sister turn...

By: PervyStoryteller | Category: Fantasy & Sci-Fi | Score: 4.5| Added: 03 Oct 2014

Gentle Surrender

- We had talked before. I had asked if you were ready for an experience of trust, risk, and surrender. You were hesitant at first. But after enjoying time and togetherness and long intimate talks you ag...

By: astronghand4u | Category: Crossdressing | Score: 4.8| Added: 03 Oct 2014

An Introduction to Crossdressing

- Up until this point in time my crossdressing has consisted of wearing stockings or pantyhose and enjoying some anal penetration with one of my toys. I have recently had strong desires to move further ...

By: stockingluvr | Category: Crossdressing | Score: 4.6| Added: 20 Sep 2014

Where do I begin? Chapter 1

- Where do I begin? I’m normally not very open about my private life, seeing as I grew up under the pretense that secrets are meant to be secrets. However it seems I have come to a point where I am comf...

By: gentleman_wolf | Category: Crossdressing | Score: 4.8| Added: 17 Sep 2014

Nights in pink satin

- It finally had happened. Paul couldn't resist the urge anymore. The urge to wear women's clothing. The urge to be degraded and humiliated. The first thing he had done was to have a shower and remov...

By: pleatedskirt | Category: Crossdressing | Score: 5| Added: 12 Sep 2014

Simran - A Crossdresser: Part 1

- Well I still remember the day back in the summer of 2010. I had just turned sixteen and was introduced to the world of cross dressing in the most fantastic way possible. I guess introductions are in ...

By: Simran_Kaur_Chawla | Category: Crossdressing | Score: 4.2| Added: 07 Sep 2014

Jamie's Gradual Grooming Part 2

- "What would you do if I put some girlie clothes on?" What a stupid question. The moment seemed to last for an hour but it could only have been a few seconds. Mike looked at me, again with an indiffe...

By: londonbrum | Category: Crossdressing | Score: 4.4| Added: 05 Sep 2014

Missy Returns

- It had been a long time from the seven days I spent with my studs, but sadly I went off to school and Missy had to go on an extended vacation. However, school did not work out as planned and I found m...

By: cdbottom2 | Category: Crossdressing | Score: 4.1| Added: 26 Aug 2014

Meeting Carla

- I hadn’t seen Mark for almost a year. His father had found a new job and subsequently his family had moved to another state. I’d known Mark since the beginning of high-school and I was really looking...

By: GirlyWorld | Category: Crossdressing | Score: 4.9| Added: 10 Aug 2014

Debbie's Place

- My girlfriend, Linda, was kicking me out of the apartment for the night because her sister, Sandra, was coming to stay. Linda didn’t want her parents to know that she and I were living in sin together...

By: GirlyWorld | Category: Crossdressing | Score: 4.9| Added: 08 Aug 2014

Aunt and Uncle Sex Slave

- It was the summer of '82 and mom and dad were going through an awful divorce. They decided that it would be best that I stay with some good friends of theirs, Charles and Betty, while they got through...

By: cum_dump_boy | Category: Crossdressing | Score: 4.7| Added: 28 Jul 2014

Crossdresser in Love

- I woke up with my hands bound, my mouth gagged, and my ass plugged. The bed I was on was comfortable enough. This was just a reminder that these parts of my body were no longer mine to do with as I pl...

By: vanessagrrl | Category: Crossdressing | Score: 4.7| Added: 24 Jul 2014

Costume Party

- When they walked into the room everyone turned and stared. As opposite as they appeared to be, they were also both beautiful people. She stood about 5'5" with dark skin, long dark hair, amazing green ...

By: DENordog | Category: Bisexual | Score: 4.1| Added: 22 Jul 2014

Born to Be a Babe

- I don't know why I started wanting to be a girl. But I do know when it started. I was sixteen when I first started looking at photos of sexy models wearing lingerie in Cosmo . These beautiful, statu...

By: CourtneyFux | Category: Crossdressing | Score: 4.8| Added: 18 Jul 2014

The Sexy Ball Girl

- When I was twenty years old and going to college, I had a steady boyfriend who treated me just like a girlfriend at all times. He opened car doors for me and he always paid when we went on dates. He w...

By: CourtneyFux | Category: Crossdressing | Score: 4.8| Added: 16 Jul 2014

Bookstore Bunny Gang Bang

- Dressing as a sexy girl is my favorite way to meet men and have fun. There are so many different sexy outfits a girl can wear to attract men and turn them on, they ensure it never gets boring for a m...

By: CourtneyFux | Category: Crossdressing | Score: 4.9| Added: 15 Jul 2014

Transitions - Part 2

- They went back to the bedroom, the lust still very evident for each other. Ashley lay down over Keith and kissed him again while rubbing the slick skin of her mons all over his cock, pushing it up to ...

By: marietv | Category: Trans | Score: 5| Added: 05 Jul 2014

A Little Naughty Fun When My Wife Is Away

- When I was in high school, I always loved to dress in women’s clothes. The problem is I'm a guy. Whenever my mother was out, I'd always go into her room and try on her intimate apparel. I just loved h...

By: Mysteria27 | Category: Crossdressing | Score: 4.9| Added: 30 Jun 2014

What I Do When I'm Alone

- With the wife off to work today, I decide to indulge in my fetish. I wait a little bit till I know she is at work and it's upstairs I go. I take my computer with me to chat with friends and others I h...

By: SxyJackyLeggs | Category: Crossdressing | Score: 4.5| Added: 19 Jun 2014

Night at the Video Store, part 3

- There I was a sissy bimbo dressed like a slut in a short black micro mini skirt, spike heels, lots of junk jewelry, huge platinum blonde wig, shoulder strap white fur purse and, of course, perfect mak...

By: jerrixdresser | Category: Crossdressing | Score: 4| Added: 14 Jun 2014

Taken by Jamel and friends.

- I am sitting here in my apartment writing this and remembering last night. Last week I was online and started chatting with a forty year old black man. We exchanged pictures and we both said that we...

By: torpedoman | Category: Bisexual | Score: 4.3| Added: 06 Jun 2014

Memories

- Just for fun, I though it might be nice to share some of the experiences I went through on my way to becoming the sexy slut I am. Before I had the confidence to fully dress and go out, and to go on th...

By: vanessagrrl | Category: Crossdressing | Score: 4.7| Added: 30 May 2014

She Had a Hot Massage in her Suite

- She’d been out all day at meeting after meeting. These had been followed by drinks and then a corporate dinner. By the time she got back to her hotel suite with its fabulous view of city lights and d...

By: HotLittleMoments | Category: Hardcore | Score: 5| Added: 19 May 2014

My birthday treat

- My next door neighbour had begun helping me with my crossdressing by buying me my own clothes, and despite her initial stipulation that I continue to dress in secret, we had experienced a moment wher...

By: Jess_cd | Category: Crossdressing | Score: 4.9| Added: 18 May 2014

My Oddesy 1 - Glen (here and gone)

- "But mum. I'm too sick to go to school." I give my best fake cough. It was late senior year and I had been busting my balls for months. I just want a day at home alone. She finally replies after a mi...

By: transgurl | Category: Crossdressing | Score: 4.6| Added: 01 May 2014

A surprise helping hand

- When I initially started to cross dress I would borrow things from those around me. At first it was my sister, then when I visited my father I would wear my step mother's things and eventually my girl...

By: Jess_cd | Category: Crossdressing | Score: 4.9| Added: 25 Apr 2014

How I Became a Sissy Husband

- It all started when I was 18 years old. I used to hang out with my buddy next door and his sister, Sue. One day I snuck into his sister’s room and looked at, and then tried on, Sue's panties, garter b...

By: torpedoman | Category: Cuckold | Score: 4.6| Added: 23 Apr 2014

While the Cats are Away

- Thursday night, mom is going to visit relatives out of town; dad is away on a business trip and not supposed to be back until Saturday. It took a lot of convincing that being sixteen is old enough to ...

By: CallmeJulie | Category: Crossdressing | Score: 4.9| Added: 21 Apr 2014

My wife finally indulges in my fantasy

- I come home from work to find you dressed in your sexy jeans, a tighttee shirt, and a pair of heels. I can tell you are horny by the way you tell me to get into the shower and that my clothes are laid...

By: SxyJackyLeggs | Category: Crossdressing | Score: 4.8| Added: 19 Apr 2014

Mistaken Identity - Part One

- The moon was just starting to peek over the distant range when Jake and his men finished rounding up the stray cattle. The skittish creatures rejoined the herd with grateful sounding bays and moos, as...

By: RavenStar | Category: Straight Sex | Score: 4.9| Added: 14 Apr 2014

Call Me Julie Part 4

- Scott coaxed me out of the car and we walked the ten feet to the front door, he was practically dragging me while reassuring me that everything would be alright. "Kelly is expecting us, don't you worr...

By: CallmeJulie | Category: Crossdressing | Score: 5| Added: 09 Apr 2014

Call Me Julie part 3

- I stretched and reached out like a cat waking from a nap. Scott was resting on his side with his elbow down and his head resting on his hand looking down at me. "Enjoy your nap?" he asked as he st...

By: CallmeJulie | Category: Crossdressing | Score: 5| Added: 04 Apr 2014

Night at the Video Store, Part 2

- There were some strong, black street toughs in the SUV, but they got quiet when they saw me step off the curb into the parking lot. My nipples began to get hard under my little black micro mini dress ...

By: jerrixdresser | Category: Crossdressing | Score: 2.5| Added: 15 Mar 2014

Carl, Carla and Hannah - Part 25

- A knock at the door broke our reverie. Hannah turned to me quite pointedly and said that I should answer it. I looked at her questioningly, but she just gave me her mischievious grin. "Call it my we...

By: allfours | Category: Crossdressing | Score: 5| Added: 15 Mar 2014

Carl, Carla and Hannah - Part 24

- At last, the big day was just a few hours away. At ten o'clock the following morning, Hannah and I were to be man and wife. Or at least, that's what the outside world would see. The reality was that, ...

By: allfours | Category: Crossdressing | Score: 4.7| Added: 12 Mar 2014

Call Me Julie part 2

- After regaining some of my composure, I got to my feet and pulled Scott up to his. I kissed him and pushed him up against the wall locker and pulled his shirt up and over his head. I kissed my way dow...

By: CallmeJulie | Category: Crossdressing | Score: 4.9| Added: 11 Mar 2014

Carl, Carla and Hannah - Part 23

- There was two weeks to go before Hannah and I would become man and wife. And then, although nobody else knew, we planned to live as wife and wife. In the meantime, the final touches were being made t...

By: allfours | Category: Crossdressing | Score: 5| Added: 09 Mar 2014

My Outing With Mr O

- A couple of weeks had passed since that special day and I’d been torn by a mix of guilt and ecstasy, every day, reliving those moments with Mrs G and Mrs O. My high school days were coming to an end...

By: willblay | Category: Gay Male | Score: 4.6| Added: 09 Mar 2014

My first boy experience

- It was my friend, Karly's birthday. Her choice for going out to celebrate was a drag night at a club. It wasn't so much fixed on drag as it was on gender parodies and cross-dressing for fun. I had be...

By: cheryl_lover | Category: Crossdressing | Score: 4.5| Added: 09 Mar 2014

Carl, Carla and Hannah - Part 22

- A couple of weeks later, Hannah came home and told me that the rumours had been true, and Claire had been promoted. As Hannah had been at the company the longest in her department, everyone expected ...

By: allfours | Category: Crossdressing | Score: 4.6| Added: 08 Mar 2014

Free Clothes

- I guess it is something that goes through the mind of every new or closeted crossdresser. Shopping for new clothes as a guy is awkward because it is difficult to do without making it obvious it is for...

By: PlayfulAshley | Category: Crossdressing | Score: 5| Added: 07 Mar 2014

Mom's Old Boyfriend: Part Two

- Having adopted my mother's appeal for wearing sexy clothing and turning on men, I had just sucked her rich former boyfriend's cock while she flew to Las Vegas for a long weekend with her new rich boy...

By: CourtneyFux | Category: Crossdressing | Score: 4.9| Added: 06 Mar 2014

Carl, Carla and Hannah - Part 21

- A few days later, I rang Tom, this time leaving my number visible. We talked for a while, and we both agreed that we'd had a good time, and would like to see each other again. Before I hung up, we'd ...

By: allfours | Category: Crossdressing | Score: 4.9| Added: 05 Mar 2014

Mom's Old Boyfriend: Part One

- It happened quite by chance and we managed to keep it a secret, ever since. I was home alone on a Friday evening wearing my mom's favorite black lace lingerie and her old boyfriend, Ron, came by to s...

By: CourtneyFux | Category: Crossdressing | Score: 4.8| Added: 05 Mar 2014

Carl, Carla and Hannah - Part 20

- I lay down on top of Tom, and enjoyed the feeling of his arms around as he kissed me, telling me that I was great. I lay in his arms for a while, and we chatted about this and that. He told me a littl...

By: allfours | Category: Crossdressing | Score: 5| Added: 04 Mar 2014

My First Night Chapter 2

- Previously She also included in this bundle of sissy goodies, sheer black thigh high stocking and black three-inch wedges. My legs were so high and my body so curvaceous, my soft red lipstick...

By: pantiejordy14 | Category: Crossdressing | Score: 4.7| Added: 05 Mar 2014

Call me Julie

- Coming back to garrison, after a yearlong deployment, is one of the best things ever. Imagine having to go a year without having your favorite lingerie to change into, and not being able to shave and ...

By: CallmeJulie | Category: Crossdressing | Score: 4.5| Added: 02 Mar 2014

My First night

- This is a true story that I personally have experienced and wanted to share with like minded people. Thankyou.  The evening drew closer after work which had been busy and made me rather stressed....

By: pantiejordy14 | Category: Crossdressing | Score: 3.8| Added: 01 Mar 2014

The Sexy Girl-Next-Door: Part Two

- Once a girl gets a big hard cock in her, there is no stopping her from wanting another one in her. At least, that's how it was for me after my first fuck with my neighbor, Ben. He had just fucked me w...

By: CourtneyFux | Category: Crossdressing | Score: 4.9| Added: 26 Feb 2014

Carl, Carla and Hannah - Part 19

- The next day, I was a bag of nerves the whole day. Hannah got up and made breakfast for us, and then I had my weekly depilation, although the need for it seemed to be lessening. The hair on my body s...

By: allfours | Category: Crossdressing | Score: 5| Added: 25 Feb 2014

Tickets please!

- Standing by the window, I watched as the countryside flashed by. My train had been delayed due to a dodgy signal just outside the station, but judging by the speed the driver was maintaining there sho...

By: Kasey | Category: Crossdressing | Score: 4.9| Added: 25 Feb 2014

Carl, Carla and Hannah - Part 18

- As the weeks went by, we got into a sort of routine. At work and for maybe a night or two during the week or when out visiting friends or family, I would be Carl, but for the rest of the time, Carla w...

By: allfours | Category: Crossdressing | Score: 4.5| Added: 24 Feb 2014