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Boarding School Punishment, Scene One

- Location: An all-boys Military Prep School for young men ages 18 to 22. Cast: The Head-Master, Mr. L., is fifty five years old. He is a masculine, six foot, two hundred pound, short haired bisexua...

By: torpedoman | Category: Gay Male | Score: 4.6| Added: 17 Jul 2014

Learning to be submissive - part 1

- Before the days of internet chat rooms and social media I was very lonely as a young cross dresser. I can't speak for everyone of course but I would use telephone messaging services to talk to like mi...

By: Jess_cd | Category: Crossdressing | Score: 4.7| Added: 02 Jun 2014

West meets East hospitality

- The shalwar (Indian baggy trousers) felt so sensuous on Charles's legs and groin as he gently rubbed himself through the raw silk. He was wearing Rani's Mangla Sutra (Indian lady's wedding necklace) t...

By: purpleshade | Category: Crossdressing | Score: 5| Added: 21 May 2014

Returning To Old Habits

- Like many cross dressers, I found my habit has a certain ebb and flow. I would bury myself into my kinky hobby for several weeks, only to hide everything away again. I used to have purges too from tim...

By: Jess_cd | Category: Crossdressing | Score: 5| Added: 22 May 2014

Peer Pressure, Both Ways...

- "Fucking pervert, fucking pouffe, tosser, sissy...." Lenny had become accustomed to these names over the years, as he went about minding his own business, but the lads from out of town were relentle...

By: purpleshade | Category: Crossdressing | Score: 4.6| Added: 18 May 2014

One of my first times

- They say you never forget your first time. For me that's kind of true but in my attempts to seduce over the years I've claimed to have so many first times and I definitely don't remember all of them....

By: Jess_cd | Category: Crossdressing | Score: 4.7| Added: 04 May 2014

Stiletto Highrise, Hello.

- She struts through the street light Stilletos and stockings leading her up to the sky, A strung up hero lays on the highrise, getting high Thinking about her first life, finally she got it right. ...

By: deftones25 | Category: Love Poems | Score: 4.5| Added: 02 Mar 2014

Explorations beyond my expectations

- I was nineteen at the time and Lili was my first college girlfriend. She was a virgin when we met. I had only had one intimate girlfriend before her. We loved to explore together and every weekend her...

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

Can't I Have Them Both?

- Waking up to the sound of my alarm blaring, I roll over and slam on it. Of course it doesn't go off, just crashes to the floor. I know I shouldn't have stayed up so late last night playing video games...

By: Poppet | Category: Crossdressing | Score: 4.8| Added: 05 Dec 2013

Who Knew a Physical Could Be Fun

- I woke up grumpy. I couldn’t eat or pee this morning. I had a physical scheduled for first thing this morning. Even worse, the doctor had warned me that today I even got a prostate exam. Oh well, I ho...

By: Tanksdad | Category: Crossdressing | Score: 4.5| Added: 11 Nov 2013

Experiences

- I got more then I agreed to tonight  As I closed my lounge at 4am  Just my new barmaid and I  Were checking out the proceeds She ask me if I would like a hot cup of coffee With a shot of absinth...

By: adagio_sabadicus | Category: Love Poems | Score: 5| Added: 02 Nov 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: 3.7| Added: 09 Sep 2013

The Wrong Twin, Part Two

- As Willy led me by the hand up the stairs, I couldn’t help but look at the smoothly shaven legs and the short plaid skirt that were clearly being presented for my viewing pleasure. Sheer white socks w...

By: billybroadband | Category: Crossdressing | Score: 4.9| Added: 29 Jul 2013

The Business Trip - Part 1

- I work for a small web design company in northern Connecticut. We acquired a rather large account with a lawn care company in Virginia, and my boss asked me to go with him to present the design we had...

By: iluv2tosssalad | Category: Crossdressing | Score: 3.7| Added: 26 Jul 2013

The Wrong Twin

- The Halls moved into my neighborhood when I was entering my senior year in high school. Typical Midwestern town, typlcal high school, and I had the typical Catholic upbringing, which meant I was st...

By: billybroadband | Category: Crossdressing | Score: 4.7| Added: 24 Jul 2013

Visitor 1

- “I think we should invite Linda over. Some time when you are dressed, that is. It could be fun. What do you think?” I was in no position to argue, bent over Sue’s knees, my skirt hitched up, panties...

By: janecdgirl | Category: Spanking | Score: 4.4| Added: 04 Jul 2013

First Meeting with a CD

- It was strange, he contacted me first and his profile stated he was looking for a domme or trans to submit to. I guess the hidden desire to please a man won out. We communicated through mail and messe...

By: 1936Storyguy | Category: Crossdressing | Score: 4.4| Added: 18 May 2013

A Hudson Valley Sunday

- Living in the New York metropolitan area for many years, and attaining an age where we are comfortable enough to do as we please, my wife Tanya and I decided to find a place away from the smog, conge...

By: Lustyrose4u | Category: Supernatural | Score: 4.9| Added: 12 Apr 2013

My First Time with a cross dresser

- Growing up, like many children I went through phases. I would climb trees and play football, then as I reached my mid-teens I continued these phases but also became a lot more sexually aware, thanks t...

By: BiUKSwinger | Category: Crossdressing | Score: 4.9| Added: 06 Jan 2013

Becoming pantywriter

- Not long after I moved into my own apartment I found myself gravitating towards very "different" porn sites. I used the standard sites often enough, and I always enjoyed fantasizing about the sex that...

By: pantywriter | Category: Masturbation | Score: 5| Added: 11 Sep 2012

A New Job/Part 1 The Interview

- I had been working as a top executive for a start up Internet Company. When the market fell, we were unable to raise capital. We found ourselves having to dissolve our enterprise. We were deep in debt...

By: pantyslutboy | Category: BDSM | Score: 4.5| Added: 10 Jan 2012

My mother in law teaches me a lesson

- I have been married for a while now and unfortunately my in laws still don't think I'm good enough for their daughter, especially as I'm nearly 20 years older than her at 52. In fact since what happen...

By: SiofUK | Category: Spanking | Score: 4.2| Added: 11 Jul 2011

The Senior Center Concert

- The Senior Center Concert It was hot. It was always hot in those places. They had the air conditioning on, but because old people are always cold, it wasn’t set low enough. It felt like it was set a...

By: DLizze | Category: Mature | Score: 4.2| Added: 12 Jun 2011

Extended Vacation Chapter 3

- Cassie has her first full day as a woman as she continues her seven weeks living as a woman 24/7. EXTENDED VACATION Chapter 3 I arrived at my new apartment around 5 PM, and it took me over thr...

By: cassandrababy | Category: Crossdressing | Score: 4.9| Added: 29 Apr 2011

Extended Vacation

- Hi Everyone...this is the first chapter of my second book. I will publish more chapters if you like this one. Extended Vacation Chapter 1 Hello my name is Cassandra. You can call me Cassie (or...

By: cassandrababy | Category: Crossdressing | Score: 4.9| Added: 07 Apr 2011

Be My Valentine

- Sitting on the couch with my sexy girl, Both of us dressed in our lace and pearls. I’m kissing her neck and she’s turning me on, My hand will start wandering before long. The way you talk to me...

By: Bunny12 | Category: Love Poems | Score: 5| Added: 12 Feb 2011

Spin The Bottle

- Lorelie, Robert and I have been down the local bar where we often meet and chat on a Saturday night. Lorelie and Robert are in their early 50's, whilst me, I’m 47. Robert is pale skinned and fairly s...

By: anubis63 | Category: Group Sex | Score: 4.8| Added: 08 Dec 2010

My Pretty slut: Part 2

- After a few moments my slave returns, crawling on his knees. He is wearing his private wear collar, complete with black leather bound in metal, and leash hooks. I look down at him still wearing the pa...

By: CallMeMissD | Category: BDSM | Score: 4.6| Added: 31 Oct 2010

My Pretty slut

- While working at home one afternoon, I notice my slave’s phone, sitting on my desk. He must have left it when he ran out to buy my tampons. I saw the message alert flashing. Strange. He shouldn’t be ...

By: CallMeMissD | Category: BDSM | Score: 4.3| Added: 25 Oct 2010

She wears the pants, over her cock

- I stepped off the plane after three days travelling and was looking forward to going home after a long few weeks of travelling for work. My work regularly has me travelling and I don’t seem to get ho...

By: ThinkKinkyThoughts | Category: Crossdressing | Score: 4.8| Added: 28 Oct 2009

Bound to the cross

- I had thought about being a helpless damsel in distress ever since I was a teen.   But, the years had passed and I had never had the opportunity to actually live out my fantasy.   I had talked ...

By: jen_fh | Category: BDSM | Score: 4.6| Added: 03 Jan 2009

RedTails : Tiger Tiger Burning Bright - Chapter 1 / Part I

- RedTails: Tiger Tiger Burning Bright By Scarletdown Chapter I: The Tiger and the Hawk / Part I "Well anyway, I do have work to get back to," Regent Tormanin said, "So you go see Toraq and have...

By: Scarletdown | Category: Bisexual | Score: 3.2| Added: 01 Mar 2007

My first Cross Dresser and me

- I laid down beside her and gave her the soda. We sipped slowly and talked about what had just happened. I sat the sodas on the night stand and moved up closer to Toni (a name we will use for this arti...

By: Toby | Category: Crossdressing | Score: 4.4| Added: 08 Jan 2007

Wet crossdressing fiesta M/M

- Heading back through Texas I stopped off at the same porno shop in San Antonio, only this time I made sure to get myself a hotel room, because I already knew at that time I was going to get a man that...

By: Toby | Category: Crossdressing | Score: 4.6| Added: 02 Jan 2007