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The Cabin, chapter III

- 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 wo...

By: Dividence | Category: Crossdressing | Score: 5| Added: 21 Feb 2016

Terry Gets It In The End

- 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 ...

By: tvk3983 | Category: Crossdressing | Score: 4.9| Added: 27 Jan 2016

Michelle Gives It Up

- When my best friend, Jimmy, left my house late that afternoon he was a very well satisfied guy, sexually. For the two years prior we'd had quite a few mutual masturbation sessions. This had progressed...

By: tvk3983 | Category: Crossdressing | Score: 5| Added: 05 Jan 2016

Karen Goes Out

- I was so nervous I was almost sick. For years I'd dreamed of going to a bar that catered to the LGBT community but I'd always come up with an excuse not to, no matter how flimsy it might be. Yes, I'd...

By: tvk3983 | Category: Crossdressing | Score: 5| Added: 01 Jan 2016

The Adventures of Patty

- “You're wearing my things again!” Brenda screamed when she came home early from community college and found me prancing around the house in one of her short skirts. “Take them off, you little pervert...

By: tvk3983 | Category: Crossdressing | Score: 4.9| Added: 29 Nov 2015

Sharon Goes The Distance

- When I woke up Saturday morning, I knew it would be a very eventful day. My wife, Donna, had been making plans for quite some time, which included me dressing up as Sharon, my female alter ego. Three ...

By: tvk3983 | Category: Crossdressing | Score: 4.8| Added: 27 Nov 2015

Jaime's Way (part 3)

- As Jeff closed the door he grabbed me by the hand and spun me around, pulling my nude body close to his, breathing in my perfume before locking his lips over mine. My fingers found the button on his j...

By: tvk3983 | Category: Crossdressing | Score: 5| Added: 11 Nov 2015

Jaime's Way (Part 3)

- As Jeff closed the door he grabbed me by the hand and spun me around, pulling my nude body close to his, breathing in my perfume before locking his lips over mine. My fingers found the button on his j...

By: tvk3983 | Category: Crossdressing | Score: 4.5| Added: 08 Nov 2015

A New Direction

- This is sort of a continuation of my last story. It's still true, but I left a "cliffhanger" so that I could continue writing at another time. *** I had had my first gay experience with my friend’...

By: cub4521 | Category: Gay Male | Score: 4.9| Added: 15 Oct 2015

I AM A Slut (part 1)

- My roommate and I live in a nice house in a very nice neighborhood. We're roommates because of convenience and not because we're lovers. Well, not steady lovers anyway. Sandy is drop dead gorgeous and...

By: tvk3983 | Category: Crossdressing | Score: 4.5| Added: 18 Sep 2015

Pam's First Time

- Just a few days of spring break left and I was planning on making the most of it. Well, the most for me anyway. I'm a crossdresser and I have been for a long time. All through high school I'd secretl...

By: tvk3983 | Category: Crossdressing | Score: 4.6| Added: 14 Aug 2015

Carolyn Makes Her Way (part 3)

- Once I dragged my tenderized ass out of bed, tender because Mike had used a cane on me last night, I dressed in pantyhose, a navy blue, loose skirt, a cream colored satin blouse, black pumps with four...

By: tvk3983 | Category: Crossdressing | Score: 4.9| Added: 13 Aug 2015

Carolyn Makes Her Way (part 2)

- After I left the office of my former employer I went immediately to see an attorney. There were two things I had to do: one see about suing the hell out of my former employer and two: I needed to get ...

By: tvk3983 | Category: Crossdressing | Score: 4.8| Added: 05 Aug 2015

Jenny Learns Her Place (Part 2)

- “Thank you, Master,” I said as I slowly brought myself to my feet, tears of pain rolling down my cheeks. I couldn't see my ass but it was probably purple with bruising and I was happy with that. Bobby...

By: tvk3983 | Category: Crossdressing | Score: 3.7| Added: 26 Jun 2015

Jenny Learns Her Place

- His hands held my hips tightly and his very large hard cock slammed into my asshole again and again, as if he were was going to ram it all the way out my mouth. I whimpered with each long stroke while...

By: tvk3983 | Category: Crossdressing | Score: 4.7| Added: 21 Jun 2015

Erica Loves It (Part 1)

- For my entire life, I've always thought it was so unfair that girls gotto wear all the really cool clothes. They were softer material, better color choices, and looked so much better. In fact, when I...

By: tvk3983 | Category: Crossdressing | Score: 4.9| Added: 30 Apr 2015

Mojito On The Rocks

- "God Penny, we might get caught!" whimpered Frank, as she tickled him all over, laughing hysterically. They were in the dressing room of the local store on the secluded Caribbean island. Penny wanted...

By: purpleshade | Category: Taboo | Score: 4.8| Added: 01 Jul 2014

Rose Otto

- "Ah, ah, ah..." cried Brenda ecstatically, hoping that tonight, of all nights, might be different. She was completely naked, her 38c natural tits swaying with the rapid thrusts, her thick hairy legs l...

By: purpleshade | Category: Crossdressing | Score: 4.5| Added: 24 Jun 2014

Keeping Mum!

- "Oh God! You're something else, Ali." The raindrop effect from the power shower splattered against Andy's face as Alison sucked him off lovingly. She was on her knees, milking the thick eight inches...

By: purpleshade | Category: Taboo | Score: 4| Added: 11 Jun 2014

Essence of woman

- They placed John in their laps, turn by turn, as he rode their pre-match hard-ons. Their silk concealed behind their football kits: satin knickers, cami knickers, garters, bras, stockings and suspend...

By: purpleshade | Category: Crossdressing | Score: 4| Added: 22 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

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: 4.9| Added: 05 Dec 2013

First Night Nerves - Part 2

- I sat by myself on the bus, my briefcase on my knees, counting the stops and wishing it would go faster. Since Barry’s text message last night and his surreptitious call to my mobile that morning, I h...

By: TinaTim | Category: Crossdressing | Score: 4.8| Added: 17 Jun 2013

First Night Nerves

- My name is Timothy. I live in a large city in the English Midlands with my girlfriend Debbie. We are both 22 years old and have lived very happily together for over three years. We both work in a call...

By: TinaTim | Category: Crossdressing | Score: 4.9| Added: 09 Jun 2013

Glutton for Punishment

- My heart was pounding. My skin was tingling, and I hadn’t even left the car yet. It was hot inside and unbearably stuffy, but I was too nervous to leave. This was only going to be the second time that...

By: TheDirtyBit | Category: Hardcore | Score: 4.8| Added: 21 Mar 2013

Family Friend Outing

- A few years ago I went back home to Greece for Easter to see my folks and enjoy a bit of the sun. My folks live in a small town where it’s impossible to get any cock if you are not out. As any typical...

By: Ginna_CD | Category: Crossdressing | Score: 4.9| Added: 17 Nov 2012

Sex with 2 Trannys in Amsterdam

- Thanks for reading my first ever story I hope you enjoy it. This story is 100% genuine and describes my first ever experience with 2 sexy and naughty TV's. I am a 25 year old bi male 5'11'' normal...

By: Bi25guy | Category: Trans | Score: 4.6| Added: 09 Sep 2012

I did not know I had a disorder

- I did not know I had a disorder CindyUSA I am not sure if I should be embarrassed, ashamed, depressed about my condition. I do not look unwell; does it show? I look normal to my wife, family a...

By: CindyUSA | Category: Crossdressing | Score: 4.6| Added: 26 Mar 2012

Becoming Ginna

- We were just over 16 years old when I and my childhood best friend Tim, discovered masturbation. And once we did, we couldn't have enough of it. More often than not we would be at secluded places jerk...

By: Ginna_CD | Category: Crossdressing | Score: 4.9| Added: 03 Feb 2012

Wonderful crossdressing shopping experience

- Following is a true account of my recent experience of shopping for clothes (crossdresser, no sex). I just wanted to share a couple of very pleasant experiences I had shopping at the Natick Mall nea...

By: subguy | Category: Crossdressing | Score: 4.7| Added: 26 Dec 2011

Neighbor fun

- It was a typical Friday night. I would hurry home from work to complete my ritual. Take all of the necessary steps for a lot of anal sex, shave all over and transition from a male to a female. I p...

By: SluttyTammyCD | Category: Crossdressing | Score: 4.9| Added: 09 Nov 2011

First (and last) Time?

- I met this couple (we'll call them Steve and Lisa) through an adult dating website. I was instantly attracted to Lisa when I saw her profile picture. A well-stacked, brunette BBW, she was kneeling u...

By: RShadow | Category: Bisexual | Score: 4.7| Added: 28 Jul 2011

My first time

- My first story. And it is the true story of my first encounter with a CD. With a click of the mouse, I had committed… I was going to meet a cross dresser just a few miles from home. Could I go th...

By: howaboutme51 | Category: Crossdressing | Score: 4.9| Added: 09 May 2011 Audio version available

CAUGHT WEARING MY UNDIES.

- CAUGHT WEARING MY UNDIES. Having recently been left quite a large sum of money by my late aunt in her will, I decided to buy my own house, and start my own business as a handyman. Becau...

By: Suzy | Category: Crossdressing | Score: 4.9| Added: 23 Jun 2010

This one is for Tracy

- This story requires a short preamble. I had e-mailed erotic stories and fantasies back and forth with my friend Paul for several months. He liked to be a dominant, so one day I asked him to send me ex...

By: JesseS | Category: Crossdressing | Score: 4.9| Added: 28 Mar 2010

The Meeting

- I initially met Richard through a TG Community site and we seemed to hit it off from the very start.   He was very open about his likes and dislikes, about him being a TG admirer, about having had...

By: SabrinaStarr | Category: Crossdressing | Score: 4.4| Added: 09 Apr 2009

me and my boyfriend

- hi yesterday my boy friend came to my house when i was alone and he had brought a pair of pink salwar kameez and a red silk saree with matching lingerie. when he arrived at home i was very happy as...

By: luvinia | Category: Crossdressing | Score: 3.4| Added: 14 Jan 2008