Page 2, Gay Crossdresser Stories

Tiffany , mature M2F trans gurl is snatched off the streets of London by wealthy , powerful Arab Dominants and led down the path of becoming the ultimate sex slave and human toilet.

7.0 (16) 2957 18 Min Comments

My first top experience

By Loves black men 12 Oct 2025

How a young curious male discovering his bisexuality met his first top. How a masculine man can be transformed into a cross dressing bottom in the bedroom. First time experience that lasted 10 and formed his love for BBC and the bottom experience.

8.6 (66) 6018 5 Min Comments

Rahul's Sissy Awakening Under Master Ansh (ch. 3)

By ANSH 11 Oct 2025

"I want to be a sissy master your sissy" Read how Rahul expresses his feelings to be his masters own pet.

9.2 (7) 1317 5 Min Comments

Rahul's Sissy Awakening Under Master Ansh

By ANSH 9 Oct 2025

The story continues of Rahul . Rahul has conveyed to master ANSH that he is irked by the idea of cd and wants to try read what happens and how the story unfolds.

8.6 (11) 1987 6 Min Comments

Used the wrong medication

By Frank Chainges 7 Oct 2025

Needed to enlarge my manhood and bought some meds off the internet.. results were NOT what I expected

7.3 (20) 3816 2 Min Comments

Feeling Good in My Skirt and Heels (ch. 2)

By Prettyboy 5 Oct 2025

Jeff loves seeing Jackie in skirts and has bought one for her in black leather. It looks so hot on Jackie they have sex. They go out shopping and buy a longer blue skirt with flowers with leads to another round of fucking.

6.8 (15) 1115 3 Min Comments

Feeling Good in My Skirt and Heels

By Prettyboy 26 Sep 2025

Jackie loves wearing her skirt and gets and erection when she puts it on. Jeff, her partner, loves seeing Jackie's lovely ass in in lace panties. On this day Jeff enjoys Jackie in pink laced panties and comes on them

7.7 (10) 1688 3 Min Comments

I Love Wearing Laced Panties

By Prettyboy 9 Sep 2025

Jackie got hard the first time she put on white laced panties and came in them. He partner Jeff is turned by Jackie wearing her laced panties and her pretty pink Nike boots. They enjoy sex with the white lace and pink boots and finish with Jeff pissing on Jackie's laced ass.

6.4 (12) 2011 2 Min Comments

My very first time broke the rules

By Remember 6 Sep 2025

This was my first unplanned encounter and he broke the rules,

9.0 (30) 3023 8 Min Comments

Black Alpha turns trans in to a human toilet

By tiffanyobeys 20 Aug 2025

Black man Jay is surprised to find he enjoys using sluts as human toilets and he binds and keeps sissy Tiffany eating , then sells her to strangers.

8.1 (30) 5959 7 Min Comments

Sissy trained to become black mens slave

By tiffanyobeys 19 Aug 2025

A Black Alpha binds and uses Tiffany sissy , then turns her out to dozens of other black Alphas who use her mouth and arse for their pleasure

8.8 (45) 9619 10 Min Comments

Crossdresser Slave Imprisoned

By tiffanyobeys 18 Aug 2025

Tiffany CD is welded in to chains , for a lifetime of serving strangers cocks - no escape

8.2 (16) 3598 17 Min Comments

Whispers by the Waves (ch. 4)

By gorillaz1993 14 Aug 2025

Their final morning together in the cabin, Alex decides to thank Marcus in his own way...

9.3 (16) 1074 5 Min Comments

Whispers by the Waves (ch. 2)

By gorillaz1993 12 Aug 2025

Alex untied it curiously, lifting the lid to reveal black fishnet stockings and a pair of matching black lacy panties, the delicate fabric intricate and sheer. His eyes widened, a flare of nerves twisting in his stomach...

9.0 (18) 1455 5 Min Comments

I took 'her' to the prom

By BillyBoy 11 Aug 2025

A new younger friend said he always wanted to go to pram as a girl. I agreed and set it up

8.3 (20) 3471 7 Min Comments

None as much

By Luvonstkylip 2 Aug 2025

How i changed, sides!!!!!

7.8 (21) 2355 3 Min Comments

Tom, the married security guard took me for a woman (ch. 5)

By Sufficient_Offer 21 Jul 2025

Tom wants to share Sam's dicksucking skills with his colleague Frank. Will two security guards be enough to satisfy Sam's hunger for straight cock ?

9.7 (47) 6282 11 Min Comments

New Pantyhose brought out my cross dressing fetish

By Frank Chainges 13 Jul 2025

Bought some new seamless tights (pantyhose) and they worked miracles for me and my new friend.

8.7 (16) 2498 3 Min Comments

Halloween is a great time to experiment

By BillyBoy 9 Jul 2025

My roommate suggested we try some crazy costumes and other fun stuff for this years Halloween party. I didn't know he was trying to seduce me. But it worked.

8.3 (39) 6352 3 Min Comments

Tom, the married security guard took me for a woman (ch. 4)

By Sufficient_Offer 5 Jul 2025

It's Friday, campus is pretty empty but I'm about to meet Tom, the married security guard that is pretty impatient to train my poor throat all night long.

9.6 (38) 4773 9 Min Comments

New hormone tabs from the web

By Frank Chainges 29 Jun 2025

Need to improve my sissy, I am too masculine

6.9 (10) 2629 3 Min Comments

Jock Princess

By Victor 28 Jun 2025

My son's jock best friend wants to be daddy's side pussy.

9.3 (147) 8750 14 Min Comments

Night Drive

By vaportide 23 Jun 2025

A nervous first-time crossdresser drives to a motel for a late-night hookup with Daniel, a young top from Grindr (Part 1).

8.3 (19) 3110 4 Min Comments

Muscle Boy Girlfriends

By Victor 21 Jun 2025

Two football teammates at odds with each other find out they have some things in common: Muscle, domination, lingerie.

9.2 (43) 7092 32 Min Comments

21 Birthday

By Don 7 Jun 2025

Taking a friend out for his birthday

6.6 (28) 2433 2 Min Comments

Abusive Sissification (ch. 4)

By Kavya sissy 7 Jun 2025

It’s an incident where I was fucked raped and brutally tortured by a gang of 8 strong men and slowly turn me into their sissy whore

8.0 (40) 14404 5 Min Comments

Gym Bag

By Victor 7 Jun 2025

For extra income, two college jocks whore themselves out to men who like other masculine men in lingerie. One of them meets a man who thinks he's met the man of his dreams.

9.6 (68) 4691 28 Min Comments

I'm no longer the man in charge

By BillyBoy 6 Jun 2025

A normal guy gives in to his wife's requests to dress in her lingerie, giving him the best sex ever, but it's all a lie

8.0 (46) 4475 6 Min Comments

First time used as a lingerie slut at the parking lot

By Bott in lingerie 3 Jun 2025

For a few years now I have had a sex fantasy to dress myself up as a slut, in ladies lingerie, and let a man use me. I am 29 years old and my fictitious name is Lin.

7.3 (20) 4654 4 Min Comments

Joining femboy hooters strip club (ch. 2)

By Sluttyfemboy 2 Jun 2025

Cooks at femboy hooters on strike how will the femboys solve this issue with their femboy mouths or ass who knows? read.

5.8 (5) 1424 3 Min Comments

Sissy Call Girl

By ChasingRisque 30 May 2025

Jesse's life is falling apart -- until he turns his secret passion for crossdressing into a dangerous new hustle: escorting for men. Each rough, raw encounter drags him deeper into shame and desire, confusion and craving.

8.8 (22) 4433 29 Min Comments

Testing His Limits

By Victor 29 May 2025

Two college guys have a love/hate relationship. You can hate someone and still want to fuck them. The dominant Brendan wants the pretty boy Matt to realize just how much Brendan wants a girlfriend.

9.5 (58) 4118 16 Min Comments