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Realized Fantasies. Chapter 1: Exposure

- Steve wasn’t sure, but he thought he heard the bathroom door close. He was in the shower and the bathroom fan was running, so he stopped for a moment to listen. Maybe one of the guys came in to use t...

By: cdtvlover53 | Category: Crossdressing | Score: 4.6| Added: 26 Oct 2017

Kelly's Rise and Fall

- I think I fucked up my step brother that one summer when we were seventeen and nineteen, me being the older. It was just one of those things that teens do. Play around not realizing that what they we...

By: NatashaTsarinaErotic | Category: Taboo | Score: 4.9| Added: 12 Sep 2017

My 2 AM Phone Call (Part Five)

- Bondage means different things to different people.  To some, it just means being tied up, but I always felt that true bondage means a lot more.  It can mean total surrender to the situation I find m...

By: jerrixdresser | Category: Crossdressing | Score: 5| Added: 24 Jun 2017

A Saturday Afternoon Visit to the Office

- I usually work from home as I have a very private place with a wonderful view and Lord knows I’ve put in more than my fair share of office hours over the years. But I do occasionally elect to make vi...

By: hrny4cok | Category: Crossdressing | Score: 4.8| Added: 18 Jun 2017

A Sissy's Second Sexual Encounter With An Older Man.

- My secret sexual desire for older men became intense and turned me into a horny online- slut. I made a profile on a dating website and was always searching for my next daddy. I chatted with a forty-f...

By: stacielana69 | Category: Anal | Score: 4.5| Added: 29 May 2017

Chained

- How could he have known what I was before he began to groom me? I was the neighbour, he was the dirty old man, but he had become my sissy, and we both loved our games in his cellar, just next to my p...

By: NatashaTsarinaErotic | Category: Flash Erotica | Score: 4.8| Added: 25 May 2017

Alexia's Tale Chapter 3 - Sensual Outgoings

- Sunlight beamed through the curtains, warming up the room. Under the sheets, a mildly aroused Alexia laid half asleep, one finger halfway up her ass and her mouth gently sucking on her other hand’s f...

By: CynthiaSissy | Category: Crossdressing | Score: 5| Added: 22 May 2017

Alexia's Tale Chapter 2 - Online Exploration

- Looks like it's never gonna stop," Alexia muttered, the warm vapor from the cocoa rising past her face like a discounted sauna. Her voice pitched higher, much to her liking, she continued, "twenty-fo...

By: CynthiaSissy | Category: Crossdressing | Score: 5| Added: 21 May 2017

Rainy Day For Alex(ia)

- The smell of rain danced near his nose, as Alex sat by the window. It had been raining for two hours now, with no sign of stopping. The clouds were ever so gray and the wind gave the trees reason to ...

By: CynthiaSissy | Category: Crossdressing | Score: 5| Added: 20 May 2017

Sissy sperm bank

- I started the morning my favorite way, really the only way I know how: with my bull's big cock between my lips. This was one of those nice slow blowjobs that he liked to start the day with. I made it...

By: Tanyacduk | Category: Crossdressing | Score: 4.4| Added: 30 Jan 2017

Miss C's Sissy Boys

-   Miss C has a willy, she straps around her waist, for all the naughty boys, who love to sniff and taste, her lovely honey holes, her feet and underwear. Miss C's long, hard cock, is hanging ...

By: StraponSlave69 | Category: Erotic Poems | Score: 5| Added: 17 Jan 2017

Edging

- Edging to her pictures, and her conversation too, completely turns me on. It's what I need to do, while I wear the panties, she sends me in the mail, with the scent of cum and pee, that engulfs me wi...

By: StraponSlave69 | Category: Erotic Poems | Score: 5| Added: 21 Nov 2016

Sunday Best

- MISS H did my fingers, my pretty face and toes, before she brushed my long blonde hair, and laid out sissy clothes: a matching bra and panties, made of silk and lace, with a lovely corset, to match m...

By: StraponSlave69 | Category: Erotic Poems | Score: 5| Added: 12 Nov 2016

Back in Town/So Pretty In Pink

- Miss Honey's back in town, with a special gift for me, a pretty pink cock cage, to which she'll hold the key. "Come here, Dear!" she said, "and pull your panties down, I have something you must wear,...

By: StraponSlave69 | Category: Erotic Poems | Score: 5| Added: 10 Oct 2016

The Glory Hole

- "Sissy, come to Mama, and put these panties on, and this bra and dress, for today you are reborn. You want to be a girl, and my cleanup pet, as well. We have a date (and we can't be late), and that...

By: StraponSlave69 | Category: Erotic Poems | Score: 5| Added: 04 Aug 2016

A Couple Have Sex with Graham The Bull

- A housewife is not happy in her life She needs a big cock to please her She wants to be a slut wife She wants to get fucked and purr She's looking for a man that's hung And looking to fuck her hard ...

By: Mysteria27 | Category: Erotic Poems | Added: 01 Aug 2016

My Wife And The Ebony God - Part 1

- My name is Juan. I am a forty-three-year-old Spanish man. I have been married for fifteen years to my beautiful wife Irene. It is a marriage of love. Irene and I started dating in high school when we...

By: ChrisM | Category: Cuckold | Score: 5| Added: 10 Jul 2016

Adventures In Cock Sucking: Part VI

- I'd applied to and was accepted to graduate school at MSU. The idea was to be close to my girlfriend. I'd be starting the following fall semester as a TA in graduate studies. However, when Kim came ho...

By: ljdoofus75 | Category: Interracial | Score: 4.9| Added: 13 May 2016

Erica Meets Sarah: Part 1

- 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 ...

By: sissycderica | Category: Crossdressing | Score: 4.9| Added: 28 Feb 2016

My 2 AM Phone Call

- 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 ...

By: jerrixdresser | Category: Crossdressing | Score: 4.5| Added: 18 Feb 2016

Mistress Sarah makes Evie a Sissy 2

- "Look at you Evie. You're so slutty in your teddy and stockings,” said Mistress Sarah. Then she looked down at my hard cock and said, "....and your clitty is so big. Excited are, you?" Mistress Sa...

By: Maid2frill | Category: Crossdressing | Score: 5| Added: 16 Sep 2015

He's So Pretty In Pink

- He is sixteen years my junior, six feet tall, blond haired and blue eyed, with an insatiable desire to be my submissive sissy slut. I never could figure out what drives his desire for an older woman, ...

By: Bunny12 | Category: Crossdressing | Score: 4.5| Added: 29 Jul 2015

Sissy Slut Gets All His Holes Filled

- He was waiting for me as instructed, dressed in the bag of clothes I had left for him earlier in the week. I entered the motel room to find him sitting on the bed in the mini skirt, sheer blouse, la...

By: Bunny12 | Category: Crossdressing | Score: 4.9| Added: 19 Jul 2015

Don Venuto's Sissies

- Part 1 Players: Capo De Matzo, counsel to Don Venuto. Don Venuto also known as the Godfather; Mario Venuto, son of Don Venuto; Ms. Rosa Cappella, professional dominatrix; Carol Evans, mother of Mar...

By: marybethsanford | Category: Fetish | Score: 5| Added: 01 Jul 2015

Steph's Descent Ch. 09

- Steph woke up and looked at the sleeping form next to her. Her first thought was of her husband, Phil. But a split second after that thought entered her head she realised that it was Amanda her girlf...

By: fitzythemartian | Category: Fetish | Score: 4.4| Added: 08 Apr 2015

Steph's Descent Ch.08

- Phil had no idea what was in store for him when Steph took him, fully sissified, to Fitz’s tattoo parlour. Amanda was there, waiting. Phil was shown to the back of the shop. Steph told him to take his...

By: fitzythemartian | Category: Fetish | Score: 4.8| Added: 07 Apr 2015

Steph's Descent Ch 07

- “What’s your star sign?” Fitz asked. “Gemini, why?” Steph replied. “Well, I like the idea of a star sign tattoo. Do you know what Chinese Year you were born in?” “The Year of the Dog. Again, why...

By: fitzythemartian | Category: Fetish | Score: 4.7| Added: 04 Apr 2015

My Visit with Mistress Jackie

- “You’re a very bad boy aren’t you? Answer your Mistress!” “I’m a very bad boy. Mistress; can you spank me?” “I shall spank you. Look at your cock; it’s so little.” Spank, Spank, Spank “Do you ...

By: Mysteria27 | Category: Femdom | Added: 22 Dec 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: 3| Added: 15 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

Happy to be used

- I cannot see or hear. I'm relying on my Daddy to lead me where he wants me. I can feel the tiled floor beneath me as he pulls me, my nipples sore from the chain. He stops and positions me, pushing o...

By: excaliburofthelake | Category: Fetish | Score: 4| Added: 13 Feb 2014

Christina and Cheryl

- Christina and I had been dating for nearly two years. Within six months into our relationship, I confessed that I enjoyed dressing in women's clothing. She'd been more than accepting and encouraged me...

By: cheryl_lover | Category: Crossdressing | Score: 4.9| Added: 10 Jan 2014

A Moment Of Madness CH 2

- After more than twenty minutes of inhaling Belinda’s snotty hanky it is removed by the owner and placed back into her hand-bag. Louise spits on a wet-wipe, cleaning his mouth like she would do to a li...

By: HayleyHollyGrace | Category: Fetish | Score: 4.3| Added: 11 Sep 2013

Kinky Regression Ch 2

- “I thinks it’s time to take Holly Grace into the office.” Helen returns Lowri to her normal body. Hayley has Alan in her arms, cuddling him tightly against her breasts. Becky passes the sissy’s belo...

By: HayleyHollyGrace | Category: Fetish | Score: 0| Added: 10 Sep 2013

A Moment Of Madness

- Alan Jones is in the bedroom wearing his school-uniform. A tight gym-slip hugs a crisp white blouse. Navy blue cotton panties keep his privates well protected. White knee-high socks and black Mary-Jan...

By: HayleyHollyGrace | Category: Fetish | Score: 4.1| Added: 09 Sep 2013

An Uneven Romance - Part Two

- “Hey, Sam.” I jumped and spun around, startled. One of my housemates, Mark, had walked into the kitchen where I was preparing breakfast for Sarah, the incredible girl I’d brought home the night befo...

By: libertina | Category: Crossdressing | Score: 4.8| Added: 18 Jul 2013

Sissyboy Jake Is Harshly Used - Part 2

- I lay on the thin blue pad, exhausted and somewhat dazed. As I said, I was very new at this and didn't expect such harsh treatment so quickly. My bottom was sore and I actually thought I felt my insid...

By: culotte_de_dentelle | Category: BDSM | Score: 4.9| Added: 25 Jun 2013

My New Sissy Life

- I was so stunned I was unable to speak. I only thought things like this existed in my fantasies and could never actually exist in the real world. It had been three weeks since I found an ad posted onl...

By: jennaryder13 | Category: Crossdressing | Score: 4.6| Added: 12 Jun 2013

sissyboy jake is harshly used - part 1

- sissyboy jake is harshly used - part 1 It's two o'clock in the morning. The story I have to tell you started at noon yesterday and ended just after midnight. Twelve hours. The most incredibly inte...

By: culotte_de_dentelle | Category: BDSM | Score: 4.9| Added: 06 Jun 2013

Sissy at the Bookstore

- I had gone to adult bookstores for many years and had done it in drag many times but never dressed as a sissy and never during the day. On this day I was so involved in humiliating myself that I decid...

By: jessicahahn | Category: Crossdressing | Score: 4.7| Added: 29 Jan 2013

The Perfect Choice

- Andrew had moved in with Hannah a few short months ago and so far everything was going just the way she wanted. She was an endless tease; wearing short skirts and dresses when they were out during th...

By: libertina | Category: Crossdressing | Score: 4.8| Added: 05 Jan 2013

The Awakening of Susi

- Ever since I can remember I have loved being feminized and being made to wear very slutty clothing. This is a true story of my first experience at a glory hole and a coming of age for my sissy self. I...

By: susi_swallows | Category: Crossdressing | Score: 4.8| Added: 05 Dec 2012

Mike's new girlfriend - part 2

- The following Monday couldn’t come round soon enough. It had been a long, difficult and very confusing seven days at home, with my wife, Amy. I had been so distant and argumentative with her and I cou...

By: GemmaCD | Category: Crossdressing | Score: 4.8| Added: 09 May 2012

Mike's new girlfriend

- It started as a typical Monday really; I waved my wife off to work and then went upstairs for a long bubble bath and shave, as I stood drying myself and rubbing baby lotion into my body my cock sta...

By: GemmaCD | Category: Crossdressing | Score: 4.9| Added: 17 Apr 2012

I become my wife's girlfriend. The beginning.

- My name is Tony and I'm a regular straight guy. This is the story about my life as the part of lesbian couple, and yes, I'm aware of weirdness of this statement. During the first period of our relati...

By: thony777 | Category: Crossdressing | Score: 4.6| Added: 20 Mar 2011

Webmeets Diary Ch. 03

- Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out...

By: starbelliedboy | Category: Crossdressing | Score: 4.4| Added: 09 Jan 2010

Working It

- I’ve needed some repairs and painting done in a bedroom for a long time and decided to get some estimates. I had a water leak in the ceiling, and there was a hole there since it was fixed a month ago...

By: Teresab | Category: Crossdressing | Score: 4.4| Added: 26 Oct 2009

My Girlfriend Made Me A Sissy - Part 3

- Here's the 3rd part of my story, I hope I didn't make you guys wait too long. Hope you enjoy, its best read one handed ;-) My Girlfriend Made Me a Sissy - Part 3 -------------------------...

By: libertina | Category: Bisexual | Score: 5| Added: 20 Sep 2009

My Girlfriend Made Me A Sissy 2

- My Girlfriend Made Me A Sissy - 2 Thank you to everyone who sent me messages about the last story, I've tried to include things people wanted to see in the sequel. Hope you enjoy -------------------...

By: libertina | Category: Bisexual | Score: 4.8| Added: 09 Sep 2009

My Girlfriend Made Me a Sissy

- This is my first attempt at a story so any feedback would be greatly appreciated. Feel free to email me about anything: feedback requests or just to chat. When I was 16, in spite of my shyness and n...

By: libertina | Category: Bisexual | Score: 4.9| Added: 08 Sep 2009

Fulfilling A Girl's Male Fantasy Part 2

- Since our first meeting had gone so well, Jennifer and I started going out together. Other than the fact that in the bedroom I was the "man" only about half the time, it was a fairly normal relations...

By: starbelliedboy | Category: Crossdressing | Score: 4.8| Added: 31 Aug 2009

Miss Teresa's Beauty School

- I wrote this story as a narrative and I made it into a 45 minute audio story. The Interview: Come in, I've been expecting you. I had a long talk with your boss the other day and it seems that you h...

By: Teresab | Category: Crossdressing | Score: 4.8| Added: 01 Jul 2009