Crossdressing

allfours

Becoming Chloe - Part 22

Chloe and Colin have a date...

We must have all slept soundly because the only thing I can remember is waking to the sound of Vickie getting up to go to the bathroom, her cock still jutting out in front of her. Later still, I awoke feeling the need to pee, so I got up as carefully as I could and headed for the bathroom. When I returned, I felt a little cool so I slid under the duvet before flaking out again. The next...Read On

Added: 12 Mar 2016 | Category: Crossdressing | Avg Score: 4.91 | Words: 2,766 | Tags: crossdressing  transition  anal  lesbian  threesome  oral  cock sucking   | 2 Comments

allfours

Becoming Chloe - Part 21

A bargain is struck, and the girls celebrate...

"Now. One of the reasons I've asked you here, Chloe, is to pass some things by you. First, I want to thank you for your understanding about how much time Vickie has spent with me these last few weeks. She's been a treasure, and I don't think I could have got through the hospital appointments and the antenatal clinics and the morning sickness without her. I guess what I'm trying to say is that...Read On

Added: 08 Mar 2016 | Category: Crossdressing | Avg Score: 5 | Words: 3,887 | Tags: crossdressing  transition  anal  bisexual  tit-play  spurting  tickling   | 4 Comments

Dividence

The Wedding Proposal, chapter V

With my life back to normal, I cannot seem to relax, until a fateful call makes my life whole again.

I turned the key in my apartment door. As I heard the lock click, and the door swinging open, I suddenly felt a strong sense of abandonment. The sensation was so strong that I had to close my eyes and draw a deep, long breath. I was surprised, but instantly knew what it signified. Stepping through that door would be the final return to myself. To who I really was. The magic would be broken...Read On

Added: 08 Mar 2016 | Category: Crossdressing | Avg Score: 5 | Words: 1,968 | Tags: lingerie  crossdressing  friends   | 1 Comment

allfours

Becoming Chloe - Part 20

Chloe receives two invites for the weekend...

Unsurprisingly, I was very tired the next day, so I tried to keep busy to help me stay awake. Of course, the thought of a phone call from Colin certainly perked me up, and it must have showed. Around midday, Tina came in just to check on things. Nowadays I saw less and less of her at the shop because I virtually ran it on my own, plus she'd had a bad time with her morning sickness, so her...Read On

Added: 05 Mar 2016 | Category: Crossdressing | Avg Score: 4.9 | Words: 3,731 | Tags: crossdressing  transition  bisexual  nipple play  anal  piercings  lesbian   | 4 Comments

SashaCD_ThongPanties

My Foggy Late Night Story

On a foggy late night, Sasha gets fit, lucky, and... loved?

It was a cold, wet December night. Here I was in my room, feeling exhausted, and laying on my bed doing the whole Netflix and chill thing. I had just pulled a long afternoon and evening event with my college study group. We spent the day as total masochists painfully cramming whatever we could into our tired brains for our finals. It had worn me out so much that I didn’t want to do...Read On

Added: 03 Mar 2016 | Category: Crossdressing | Avg Score: 4.71 | Words: 6,808 | Tags: crossdressing  yoga pants  thong  anal  oral  reluctance  creampie   | 3 Comments

sissycderica

Erica Meets Sarah: Part 1

Slutty CD Erica meets Sarah to fulfill her ultimate fantasy for the first time.

I woke up alone on Saturday morning in my nylon blue g-string and nothing more. I wanted to feel it the instant I woke up, my sexually charged femininity, I wanted to feel it all day. Today I'm not a man, today I'm the girl every man wants. Today I'm a slut, your slut. I showered and shaved myself smooth. Ridding myself of body hair was always the first step. Nothing could make me feel...Read On

Added: 28 Feb 2016 | Category: Crossdressing | Avg Score: 4.92 | Words: 3,744 | Tags: crossdressing  sissy  first time  slut  anal  blowjob  toys   | 8 Comments

allfours

Becoming Chloe - Part 19

Tina and Vickie have some news, and Chloe has an interesting evening...

You know, they say that the thing about working in a sweet shop is that you soon seem to lose your appetite for sweets. Well, working in a sex store is pretty similar experience. At first, I was amazed at the variety and array of different toys, magazines, DVD's, clothes and nick-nacks that were available. After a while, however, I began to be less and less amazed (and aroused!) by the things...Read On

Added: 27 Feb 2016 | Category: Crossdressing | Avg Score: 4.83 | Words: 3,391 | Tags: crossdressing  anal  strap-on  romance     | 3 Comments

allfours

Becoming Chloe - Part 18

Chloe goes home and gets a seeing to...

I have no idea how I managed to drive home with my skirt soaking with cum and my cunt full of the plug that Tina had slid into me. The scent of sex filled the car, and the fear of having an accident or having to stop kept me on my toes enough to drive more carefully than I ever had. The spunk on my skirt started to dry as it stuck to my legs, making me a little uncomfortable as I weaved...Read On

Added: 25 Feb 2016 | Category: Crossdressing | Avg Score: 5 | Words: 1,891 | Tags: crossdressing  anal  lesbian  transition  control  butt plug  tied   | 1 Comment

Dinata

Park-n-Play

State parks are not just for nature lovers...

Being the social butterfly that I can be at times, I was checking a website that listed my area to see of there were any 'cruising' areas I could check out in hopes to share my fetish for crossdressing and pleasure. There were several areas, too many to choose from, so I opted for a forested state park. Since much of the funding for the parks in Ohio have been suspended or cut, the chances...Read On

Added: 25 Feb 2016 | Category: Crossdressing | Avg Score: 4.68 | Words: 1,642 | Tags: bisexual  crossdressing  park  sex  cum  blowjob   | 10 Comments

allfours

Becoming Chloe - Part 17

Chloe starts work, and receives an unexpected bonus...

Two weeks after the agreement between Vickie, Tina and me, I was a different woman. I'd told my parents about my planned transition. As I thought, it wasn't easy, but I felt so much better once it was out of the way. Mum took it fairly well, but I'll never forget the hurt look on my father's face as I explained how I felt, and how I wanted to be a female. Despite that, he still gave me a hug...Read On

Added: 24 Feb 2016 | Category: Crossdressing | Avg Score: 5 | Words: 2,532 | Tags: crossdressing  oral  tied  control  straight sex  anal plug   | 3 Comments

Dividence

The Cabin, chapter III

As the storm clears, we decide to make the most of our time together.

When I awoke the next morning sun was shining in through the windows, bathing my golden hair in its rays. I got up quickly, but careful not to wake my lovers. The nice weather made me think that we would soon have to leave the cabin and my taste of life as a girl would be over. Regretting this, I was determined to make the best of my morning with them. I went to the bathroom and once...Read On

Added: 21 Feb 2016 | Category: Crossdressing | Avg Score: 5 | Words: 1,641 | Tags: anal  crossdressing  threesome  cumshot  kissing  cd  m2f   | 5 Comments

jerrixdresser

My 2 AM Phone Call

Sissy cross-dresser is told to report to a motel at 2 AM

It was about 2 AM when the phone rang. The voice on the other end simply said to get dressed. He told me exactly what to wear. Exactly. He wanted me in a black micro mini skirt, little black mesh top that barely came below my nipples, five inch platform heels, lots of junk jewelry and a bushy Vegas platinum blonde wig. He said to come to the Diamond Motel on the Gulf Freeway and then he hung...Read On

Added: 18 Feb 2016 | Category: Crossdressing | Avg Score: 4.5 | Words: 912 | Tags: sissy  cross-dresser  motel whore  thug  gang bang     | 2 Comments

allfours

Becoming Chloe - Part 16

Chloe makes her feelings known to Tina

Tina stayed the night, but I couldn't sleep with three of us in the bed, so I got up around two in the morning and went to sleep in the spare room. I didn't mind leaving Vickie and Tina alone together. Besides, I knew I would have to get used to at least a couple of nights a week on my own anyway, and my mind was still in a whirl with everything that was going on. I tossed and turned as...Read On

Added: 18 Feb 2016 | Category: Crossdressing | Avg Score: 4.8 | Words: 1,862 | Tags: crossdressing  anal  toys  oral  transition  lesbian   | 3 Comments

allfours

Becoming Chloe - Part 15

An agreement is reached...

Tina's car pulled into the drive around ten the next morning. Once the front door was closed behind her, she greeted Vickie with a passionate kiss, and then did the same to me. It felt good to be in her arms again, and I knew it would be hard not to give in to her, but we needed to sort things out. The fear of losing Vickie to her had not gone away, so I needed to make sure we kept our feet...Read On

Added: 15 Feb 2016 | Category: Crossdressing | Avg Score: 5 | Words: 3,371 | Tags: crossdressing  anal  oral  toys  threesome  fff  bisexual   | 4 Comments

Dividence

The Cabin, Chapter II

I do my best to comfort the two frozen wanderers stumbling through the door.

I do not know how long I sat there gazing into the flames and sipping wine in complete peace. The wind outside was far away in my mind, but suddenly a huge bang broke the silence. The door flew open and slammed into the wall. Rain swept through the small cabin and sprayed me with icy cold droplets. I nearly fainted from shock, and the noise from my pounding heart overshadowed the howling of...Read On

Added: 14 Feb 2016 | Category: Crossdressing | Avg Score: 4.95 | Words: 2,969 | Tags: crossdressing  threesome  m2f  transsexual  blowjob  anal   | 15 Comments

allfours

Becoming Chloe - Part 14

The aftermath. Chloe and Vickie have a heart-to-heart.

"Shit!" I was immediately awoken by Tina's curse. I opened my eyes to see her gorgeous, naked ass fly through the door to the bathroom, so I turned to my naked wife next to me, still half asleep. "Good morning," I murmured. "What was that all about?" "She's late for work. She should be at the shop for nine and it's gone half eight." "Oh," I said as I moved to snuggle next to her. ...Read On

Added: 09 Feb 2016 | Category: Crossdressing | Avg Score: 4.92 | Words: 2,801 | Tags: crossdressing  feminisation  transition   | 6 Comments

allfours

Becoming Chloe - Part 13

Ménage a trois...

Vickie sat down on the sofa and, spreading her legs wide, directed me to her snatch. I willingly let myself be guided to her most intimate parts and breathed in her womanly aroma. I wanted to savour her, so I took my time. I kissed her inner thighs, so different from Vickie's, and brushed my nose against the thatch of hair between her legs. I flattened the mass of curls, revealing her...Read On

Added: 06 Feb 2016 | Category: Crossdressing | Avg Score: 5 | Words: 2,457 | Tags: crossdressing  bisexual  lesbian  toys  dominance  oral  anal   | 6 Comments

tvk3983

Dana Finds A Lover

Dana meets a man and becomes his

I've been dressing since I was ten, always being careful to never be seen by anyone. The whole time I grew up I'd never had any girlie clothes of my own but I'd always worn my sister's things, even used her makeup. I always made certain that she never ran out of makeup too quickly. When I knew I had the house to myself, I would dress up and pretend I was a girl. These sessions ended in a...Read On

Added: 04 Feb 2016 | Category: Crossdressing | Avg Score: 5 | Words: 3,292 | Tags: anal  oral  crossdressing     | 10 Comments

allfours

Becoming Chloe - Part 12

A meal with a difference...

I walked through the door, and almost immediately all my resolve disappeared at the sight that met my eyes: my wife was sitting on the sofa with her legs spread wide with Tina between them, eating her out like no tomorrow! Vickie's knickers were wrapped around one ankle, and she held up her legs high to give her lover better access to her quim. It glistened in the late afternoon light with...Read On

Added: 03 Feb 2016 | Category: Crossdressing | Avg Score: 4.93 | Words: 1,606 | Tags: crossdressing  bisexual  anal  toys  dominance     | 5 Comments

allfours

Becoming Chloe - Part 11

Vickie meets Tina, and and Chloe has a surprise for dinner...

Vickie was naked, apart from her white jacket, stockings and suspender belt. Unlike the woman who left several hours ago, her hair was now loose and dishevelled, falling softly to her shoulders. Her make up was no longer pristine: her mascara had run a little and her lipstick was definitely in need of refreshing. Her lips seemed a little swollen, and her jacket was parted just enough for me...Read On

Added: 01 Feb 2016 | Category: Crossdressing | Avg Score: 4.77 | Words: 2,560 | Tags: crossdressing  feminization  toys  anal  lesbian     | 5 Comments

Dividence

The Cabin, chapter I

I accidentally stumble a "rich" crossdresser's secret cabin, thrilled by my find.

The latest months had been quite rough on me and I’d been looking forward to this trip for a long time. My girlfriend had left me, muttering something about me not being manly enough for her. In reply, I had buried myself in work and self-pity. When I finally came to my senses, I knew I had to take a break. My backpack was burdened by everything I would need, which wasn’t much. I...Read On

Added: 29 Jan 2016 | Category: Crossdressing | Avg Score: 4.71 | Words: 2,269 | Tags: storm  crossdressing  transgender  lingerie  panties  stockings  garter   | 10 Comments

allfours

Becoming Chloe - Part 10

Chloe gets fucked by Vickie's new cock, and then Vickie arranges a meet with Tina

As I started to strip off, Vickie insisted that I leave my bra, suspender belt, stockings and heels on. She lay on top of me on the bed, kissing me and fondling my smooth body, which was something I adored. I felt her hand snake between my legs and gently caress my balls. "Mmm, my baby feels full," she whispered in my ear before she started sucking on my lobes. Then she got up and went to...Read On

Added: 29 Jan 2016 | Category: Crossdressing | Avg Score: 4.83 | Words: 2,937 | Tags: crossdressing  anal  pegging  strap-on  bisexual   | 6 Comments

tvk3983

Terry Gets It In The End

Terry's girlfriend finds him in panties and leads him down the path.

The converted attic was my room and it gave me loads of privacy. So as I grew up I could wear the clothes I liked, as long as I stayed in my room. By the time I was a senior in high school, I kept my toe nails painted all the time and I wore panties every day. At night I wore frilly little night gowns and more likely than not I would masturbate, always fantasizing that I was the girl and...Read On

Added: 27 Jan 2016 | Category: Crossdressing | Avg Score: 4.91 | Words: 8,310 | Tags: taboo  cd  tv  oral  anal  straight     | 9 Comments

ThePhantom

How Andrew became Andrea - The Conclusion.

It was easily one of the best summers of his teenage years. Now along with being allowed to indulge himself in his secret desire, he had sex with the stunning Lacy on a regular basis. She had become a friend, lover, employer and tutor. When school resumed in the fall he was forced to limit his visits as there was homework and studies that needed his attention. However when his parents went...Read On

Added: 26 Jan 2016 | Category: Crossdressing | Avg Score: 5 | Words: 1,333 | Tags: halloween  makeup  heels  decisons  future   | 9 Comments

allfours

Becoming Chloe - Part 9

Vickie has an 'episode' while out shopping for a bigger cock...

A few weeks later, Chloe was a regular weekend resident in our house. Once I was home on Friday evening, I would shower and shave, and then spend the rest of the weekend as Chloe. This included going out shopping and even the occasional meal out. I'd worked hard on my appearance, and especially on my voice, and now I felt confident that I could pass even close scrutiny by anyone. Of course,...Read On

Added: 25 Jan 2016 | Category: Crossdressing | Avg Score: 4.94 | Words: 2,236 | Tags: crossdressing  bisexual  lesbian  reluctance  toys  cheating  feminisation   | 8 Comments

allfours

Becoming Chloe - Part 8

Chloe goes out on the journey to womanhood

Framed in the doorway was my beautiful wife, wearing four inch heels with fishnet stockings that were attached to a shiny PVC corset. But the thing that really grabbed my attention was the sexy way in which she was firmly stroking the cock jutting between her legs. The look on her face was incredible, and I knew what was going to happen next. Vickie walked over to me, swaying her hips,...Read On

Added: 24 Jan 2016 | Category: Crossdressing | Avg Score: 5 | Words: 2,728 | Tags: crossdressing  oral  anal  toys  rimming  transformation   | 5 Comments

ThePhantom

How Andrew became Andrea Part 3

Andrew leaned back on the couch feeling the warm cum had just let loose in his panties beginning to cool and a stain become visible on his slip. "Looks like you will have to clean up and change," Lacy said with a smile. "Looks like," Andy responded. "Shall I pick out something or would you like to?" "I would like you to." Andy headed to the bathroom where he removed his cum...Read On

Added: 23 Jan 2016 | Category: Crossdressing | Avg Score: 4.89 | Words: 687 | Tags: lingerie  heels  halloween  makeup   | 9 Comments