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Found 433 result(s)

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: 4.4| 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: 4.5| 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: 4.3| 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: 4.9| 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: 4.4| Added: 06 Jun 2014

A Friday Night Costume Party with Jennifer and Jerry

- Friday morning, the alarm rang and I woke to the stirrings of Jen hitting the off button on the clock radio and rolling over putting herself between Jerry and I, and pressing her ass against me. She m...

By: Enjoyboth4me | Category: Group Sex | Score: 4.9| Added: 05 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

My Dominating Neighbor (Part II)

- As he stood there, I admired his complete masculinity. He stood about six foot four inches, weighed around 225, and was ripped. Over the years of living next door to them, I’d learned that he was a fo...

By: taintheart | Category: Bisexual | Score: 4.7| Added: 23 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: 4.5| 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

My Dominating Neighbor (Part I)

- “ Would you mind giving me a hand?” she said as she stuck her head into my garage, catching me by surprise “Excuse me?” I said. “Sorry to bother you but my husband is out of town and I can’t reach...

By: taintheart | Category: Bisexual | Score: 4.8| 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: 4.4| 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

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

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: 2.7| 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

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: 4.7| 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: 4.6| Added: 09 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

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

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 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 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: 4.8| 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

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: 3.9| Added: 01 Mar 2014

The woman inside

- The sensuous feel Of satin and silk Against my naked body, Enjoyed in secret, Left me feeling guilty -  About feminine sexiness, The feel of a woman. Denying what is mine, I fed my u...

By: MollysDream | Category: Love Poems | Score: 5| 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: 4.4| Added: 24 Feb 2014

The Sexy Girl-Next-Door: Part One

- As a sweet sixteen-year-old boy, I started my life of having transvestite proclivities. Being sexy for men and making their cocks hard for me became my favorite thing to do for pleasure. I already had...

By: CourtneyFux | Category: Crossdressing | Score: 4.6| Added: 24 Feb 2014

Christina and Cheryl - Part 3

- I woke up naked being spooned by Christina. Her smooth arms held me tight against her. I turned around and woke her up with a kiss. She opened her eyes and kissed back before pushing my head down. I k...

By: cheryl_lover | Category: Crossdressing | Score: 5| Added: 22 Feb 2014

Being Sissy To My Brother In Law

- Jenny knows I love to wear her sexy undies and lingerie but obviously apart from her it was a secret kept from everyone else. One day while jenny was out, I was feeling particularly randy so went...

By: jennyndave69 | Category: Crossdressing | Score: 4.6| Added: 22 Feb 2014

Carl, Carla and Hannah - Part 17

- As the week progressed, I looked forward to my date with Luke. I even found myself thinking about him when I was at work, and more than once found that I started to speak in my female voice before I'd...

By: allfours | Category: Crossdressing | Score: 4.7| Added: 21 Feb 2014

A Sweet College Girl In Love

- I went to college in a beach town in California where all of the girls wore their little thong bikinis to the beach and showed off their asses for boys with very friendly results. I noticed that when ...

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

Carl, Carla and Hannah - Part 16

- The alarm woke me from a strange dream. Bleary eyed, I reached over and silenced the noise. Hannah sleepily moved over to cuddle up to me as I lay there, thinking. The bet was won, and now the terr...

By: allfours | Category: Crossdressing | Score: 4.7| Added: 18 Feb 2014

Wedding Night For Ken And Barbie: Part One

- When I went to my cousin's wedding in Monterey, California stag, at the reception dinner she had me seated next to the only other male stag invitee, the photographer. He was my age and tall and we hit...

By: CourtneyFux | Category: Crossdressing | Score: 4.8| Added: 17 Feb 2014

Carl, Carla and Hannah - Part 15

- Just before we got to our bedroom, Hannah stopped and kissed me full on. We she broke the kiss, she told me that tonight was her way of saying thank you to me, and that I should enjoy myself. Finally...

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

Carl, Carla and Hannah - Part 14

- Hannah paid the driver and then took my arm as we headed towards the hotel. After dropping our coats at the cloakroom, we breezed through the lobby and headed for the restaurant. I felt so good in my ...

By: allfours | Category: Crossdressing | Score: 5| Added: 13 Feb 2014

Carl, Carla and Hannah - Part 13

- When I awoke the next morning, Hannah was already in the shower. I stripped off and joined her, and we kissed hungrily under the steaming water, our bodies sliding deliciously together. My hand slid b...

By: allfours | Category: Crossdressing | Score: 5| Added: 11 Feb 2014

Carl, Carla and Hannah - Part 12

- After Hannah had left for work, I lay in bed thinking, my head now just a dull ache. I went through the last ten days of adventure we'd shared, comparing the highs and the lows, the rough and the smoo...

By: allfours | Category: Crossdressing | Score: 5| Added: 10 Feb 2014

A Terrific Threesome: Part Three

- Before I met Sherry, she had been having affairs with other girls. That was why she had a strap-on dildo to wear. She told me about the sex parties she would have with three or four lesbians that woul...

By: CourtneyFux | Category: Crossdressing | Score: 4.4| Added: 10 Feb 2014

A Terrific Threesome: Part Two

- When I told Sherry about the handsome maintenance man with the thirteen inch cock, she said, "He sounds delicious." I explained how he caught me wearing her panties and wanted a blow job right away....

By: CourtneyFux | Category: Crossdressing | Score: 4.7| Added: 08 Feb 2014

From dream to reality

- My name is William. I am the eldest of a family of four kids, two boys and two girls. At the time I was seventeen. We lived in a small town, and my parents were well respected. I did well at school, ...

By: willblay | Category: Crossdressing | Score: 4.6| Added: 08 Feb 2014

Carl, Carla and Hannah - Part 11

- "So," Hannah said as we reached the outskirts of the city, "How did you enjoy your first time dogging?" "Is that what it was?" I asked incredulously. "Well, sort of, yes. What did you think it wa...

By: allfours | Category: Crossdressing | Score: 4.8| Added: 07 Feb 2014

Carl, Carla and Hannah - Part 10

- Hannah took a different route than usual into town, and she surprised me by parking in an area we don't often go to. Once we'd left the car, we nipped into the Bullring and picked up the few things I ...

By: allfours | Category: Crossdressing | Score: 5| Added: 05 Feb 2014

A Terrific Threesome: Part One

- When my girlfriend and I moved into our new apartment, the tall handsome maintenance man came by to put a hand-held spray-jet nozzle on our shower for us. I was home alone and dressed in a sexy little...

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

Christina and Cheryl - part 2

- "Pedicure?!" I was alarmed. This had all been fun and very sexy, but a pedicure? That would mean I would be venturing in to the public, something I had previously barely even considered. Would I pass...

By: cheryl_lover | Category: Crossdressing | Score: 4.8| Added: 03 Feb 2014

Carl, Carla and Hannah - Part 9

- The rest of the week followed a similar pattern to the last couple of days. Get up, work, back home, then change into Clara and feminine training. The only difference was that on Thursday, when we go...

By: allfours | Category: Crossdressing | Score: 5| Added: 02 Feb 2014

Nice surprise for the delivery man

- I'm a crossdresser in my early 20's and still live at home unfortunately. The day started as it usually does when I'm home alone, dressing up. On this day I had gone for a pink G-string with a matc...

By: DaniCD | Category: Crossdressing | Score: 4.8| Added: 01 Feb 2014

Carl, Carla and Hannah - Part 8

- As we drove to work the next morning, Hannah told me to meet her in reception at twelve so we could go shopping. Because the office ran a flexi-time approach to lunch hours, and provided the time was...

By: allfours | Category: Crossdressing | Score: 5| Added: 28 Jan 2014

Becoming John Collins' Mistress - Part Two

- The next day, everyone was a bit hung over. I needed to pick up my car, which I’d left at the bar the night before. Joe said it was on his way and he’d be glad to take me. I borrowed a raincoat fro...

By: Heytherebaby | Category: Crossdressing | Score: 3| Added: 28 Jan 2014

Carl, Carla and Hannah - Part 7

- I switched the six-thirty alarm off with a groan and turned to cuddle Hannah. After our customary two minute huddle, I kissed her and then wearily got out of bed. Without thinking, I sat down on the ...

By: allfours | Category: Crossdressing | Score: 4.9| Added: 27 Jan 2014

Carl, Carla and Hannah - Part 6

- By the time I awoke the next morning, it was already getting light. I'd not had the best night's sleep as my uncomfortable boobs kept waking me up everytime I lay on them. Now I needed to pee. I opene...

By: allfours | Category: Crossdressing | Score: 4.8| Added: 24 Jan 2014

Carl, Carla and Hannah - Part 5

- We lay in each others arms for a while and then Hannah raised herself up and got off the bed. She unbuckled the strap-on cock attached to her. It was only as she took it off that I saw that this one w...

By: allfours | Category: Crossdressing | Score: 4.4| Added: 21 Jan 2014

Hannah, Carl and Carla - Part 4

- When we got home, Hannah told me to take the bags upstairs to the bedroom and strip down to my lingerie. Once there, she started looking through the bags that she'd got while I was trying got undress...

By: allfours | Category: Crossdressing | Score: 5| Added: 17 Jan 2014

Leigh and Leila - Fantasy of a First Night

- “I don’t know when to stop talking, do I?” I asked. You smiled and kissed me again. It took my breath away. I closed my eyes and let myself get lost in the feeling. It was like nothing I’d ever imag...

By: culotte_de_dentelle | Category: Crossdressing | Score: 4.8| Added: 11 Jan 2014

Filling In The Gaps, Part Two

- The personal ads had become my very best friend in my quest to supplement my flagging marital sex life. After my first couple of experiences I got a little bolder and started looking for something wit...

By: biguy2play | Category: Gay Male | Score: 4.5| Added: 01 Jan 2014

Oh, Daddy

- It all started with an online ad. I had always known I was different. I tried to pretend I liked girls, but I really wanted to be one. Let me describe myself. My name is Tony. I am 17. I'm 5' 10", 1...

By: SubGuy128 | Category: Crossdressing | Score: 4.8| Added: 30 Dec 2013

Emmy's Games (Chapter 2)

- “Well? Did Suzie help you fill the condom some more?” says the text from Emmy. I had just pulled my trousers back on after being jerked off by Suzie into a condom, which I had filled for the second ...

By: hummmph | Category: Fetish | Score: 5| Added: 29 Dec 2013

Shopping with the Boss's Daughter

- I came home from work after a successful morning meeting where we finalized a big project. I decided to celebrate by going out to buy a new dress. I changed out of my business suit and grabbed a quick...

By: ericamalamute7 | Category: Crossdressing | Score: 4.9| Added: 26 Dec 2013

Workouts with My P.E. Coach

- My P.E.coach, Coach Cocker, was a tall, handsome man. More than once when I saw him blow into his whistle, I wished he was blowing me. I was a seventeen-year-old tranny-in-training and I loved having ...

By: CourtneyFux | Category: Crossdressing | Score: 4.6| Added: 12 Dec 2013

Feminizing Henry Part III

- Several months passed. Henrietta was in a state of constant turmoil, switching between male and female identities many times during the day. He wanted to think of himself as a man, but it was so hard...

By: Janno36 | Category: Cuckold | Score: 4.7| Added: 08 Dec 2013

Feminized And Fucked

- It was Monday afternoon, and work had been stressful the past few weeks. I had decided I deserved a day to relax at home. My wife, Stacey, had gone to work so I crunched through a few emails and start...

By: whysoserious | Category: Anal | Score: 4.8| Added: 06 Dec 2013

Adventures in a Woman’s Body – Chapter 3: Used by Strangers

- I put his softening cock back into his pants as he parked the car. He got out and I crawled up after him. Having been on my knees for so long, my knees were aching and my legs were sore, but at least ...

By: HollyInPantyhose | Category: Crossdressing | Score: 4.6| Added: 05 Dec 2013

Two Cowboys and One Dancehall Girl: Part One

- I live in a town where the national rodeo cowboys come to town every year. And each time they come the testosterone level in town goes up, immensely. All of the big handsome, strong men in spurs and c...

By: CourtneyFux | Category: Crossdressing | Score: 4.2| Added: 05 Dec 2013

Attracting some attention

- Like most people in their late teens and early twenties, I enjoyed going out to pubs and clubs. I would go out with my friends and my girlfriend, always in guy mode. I was still in the closet pretty m...

By: Jess_cd | Category: Crossdressing | Score: 4.6| Added: 04 Dec 2013

A crossdressing fetish tale

- There is a guy and his wife,  He has a fetish in his life. He enjoys wearing women's clothes, He likes all different fabrics with lots of bows. When he dresses he gets very excited, Thoughts of se...

By: Mysteria27 | Category: Erotic Poems | Score: 4.9| Added: 29 Nov 2013

Feminizing Henry, Part II

- When Henry Fitzwinkle's wife Sally found him wearing her panties she lost all respect for him as a man, but he became more interesting to her as an experiment. Her mother, a dominant woman named Edwin...

By: Janno36 | Category: Crossdressing | Score: 4.5| Added: 26 Nov 2013

Emmy's Games (Part 1)

- “Put my panties on,” says the text message from Emmy. It is 9:30am and I have just woken up. I look across to the bedside table and see Emmy’s panties sitting there all dried out from last night's s...

By: hummmph | Category: Crossdressing | Score: 4.7| Added: 26 Nov 2013

Prom Night

- When I was in high school, I was seventeen-years-old and dating an older man. He was forty-years-old and very handsome. He had taken me out to dinner and for ice cream and for walks on the beach. We h...

By: CourtneyFux | Category: Crossdressing | Score: 4.6| Added: 21 Nov 2013

Feminizing Henry

- When Henry Fitzwinkle married Sally Blunt he knew she was a strong woman. She already had her law degree, and she carried herself like the aggressive three-sport star she had been in high school. I...

By: Janno36 | Category: Crossdressing | Score: 4.6| Added: 20 Nov 2013

Becoming John Collins' Mistress - Part One

- Hi. My name is Chris, though some know me as Christine. I am John Collins’ mistress. We care deeply for each other. John “keeps” me. He supports me financially and in return it is my pleasure to keep ...

By: Heytherebaby | Category: Crossdressing | Score: 4.4| Added: 20 Nov 2013

Sexy Stewardess on a Hot Flight: Part Two

- My trip to Catalina with a handsome pilot and two of his friends turned out to be a working sex vacation for me. So far, I had already given a great blow job to the pilot, Phillip, on take-off. Then I...

By: CourtneyFux | Category: Crossdressing | Score: 4.3| Added: 20 Nov 2013

Rick Becomes Rikki, Chapter Two

- There’s just something about wearing a bridal gown to make a man feel all girly inside. Up to now Rikki had thought he still had a shred of masculinity left, but the feelings that arose when he put on...

By: Janno36 | Category: Crossdressing | Score: 4.6| Added: 15 Nov 2013

Sexy Stewardess on a Hot Flight: Part One

- After arriving in Los Angeles, I became a tranny call boy to support myself. Working for an agency, I was sent to perform sex on many older rich men. Being a hot twenty year-old tranny slut with fre...

By: CourtneyFux | Category: Crossdressing | Score: 4.5| Added: 14 Nov 2013

Adventures in a Woman’s Body – Chapter 2: Tease and Please

- After I got out of my house, I walked for about 20 minutes to get to this fancy restaurant I made reservations for. It was a long and tiring walk, but I loved cat walking in my sky-high stilettos and ...

By: HollyInPantyhose | Category: Crossdressing | Score: 4.6| Added: 01 Nov 2013

Meeting One of the Neighbors

- Tom was almost seventy. We lived on adjacent streets and his property backed on mine. I had moved in only a couple of weeks earlier. I was renting the place. I was so excited to be on my own at last, ...

By: Heytherebaby | Category: Crossdressing | Score: 3.9| Added: 31 Oct 2013

Adventures in a Woman’s Body – Chapter 1: Plugging Up

- After two years of hard work, I've finally come as close to being a woman as possible. The hormones and drugs that I've been taking for the past five years have made my body and voice quite feminine. ...

By: HollyInPantyhose | Category: Crossdressing | Score: 4.7| Added: 23 Oct 2013

Hitch-hiking Baby Doll: Part Three

- When it comes to getting men to want to fuck her, a girl has to put her ass to good work. I discovered this when I was eighteen and first started being a tranny hooker around the adult book store. I w...

By: CourtneyFux | Category: Crossdressing | Score: 4.6| Added: 19 Oct 2013

Allen's Sweet Surprise - Part Two: The Yummy Conclusion

- I felt a light tapping on my bottom. "Mmmm," I said. It felt kinda good, this mysterious spanking. "You can open your eyes now," said Allen. I opened my eyes and turned around. "Meet Kandi," said...

By: hoterotica | Category: Crossdressing | Score: 4.9| Added: 18 Oct 2013

Allen's Sweet Surprise Part One

- My pussy was dripping as I zipped my car into the parking spot in front of the mall. I was having another secret meeting with my boyfriend, Allen. Only, this time we'd arranged a little twist to our ...

By: hoterotica | Category: Crossdressing | Score: 4.1| Added: 17 Oct 2013

Just For The Taste Of It

- Many years ago, before I was the experienced sissy girl I am now, I was living with a man named Jake. Jake took me under his wing. He wanted to help me become as girly as I could be. One of the things...

By: vanessagrrl | Category: Crossdressing | Score: 4.4| Added: 17 Oct 2013

Fucked in the Fitting Room Part Two: The Explosive Conclusion

- I took Allen's hard cock in my mouth and began to suck it slowly. "Oh, God," said Allen. I rolled my tongue around the tip of his cock and then ran it up and down the sides. "Suck it faster, babe,"...

By: hoterotica | Category: Crossdressing | Score: 4.9| Added: 16 Oct 2013