Page 2, Gay Sissy Stories

Rahul's Sissy Awakening Under Master Ansh (ch. 5)

By ANSH 14 Oct 2025

Vikram continues to train Rahul with Ansh and goes on to train his submassive. To know what happens next read next..

8.7 (4) 834 5 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 (64) 5827 5 Min Comments

Rahul's Sissy Awakening Under Master Ansh (ch. 4)

By ANSH 12 Oct 2025

Arrival of a new character in the story Vikram, a character with mystery. Read to know more

9.0 (5) 691 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) 1269 5 Min Comments

Rahul's Sissy Awakening Under Master Ansh (ch. 2)

By ANSH 10 Oct 2025

The waking of new urges of sissy Rahul.

9.3 (8) 1024 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) 1935 6 Min Comments

The curious case of Benjamin’s nubbin

By Elmweir 1 Oct 2025

A story about a man whose penis keeps shrinking. Cw: manipulation, mind games, mild sissification

5.8 (6) 2194 19 Min Comments

Didn’t know it was a gay bar (ch. 3)

By Alleykat 27 Sep 2025

Drugs blackmail sissyboi

8.8 (50) 6099 6 Min Comments

Didn’t know it was a gay bar (ch. 2)

By Alleykat 25 Sep 2025

True story how I went from a straight kid into a sissyboi in a weekend

8.7 (50) 5885 5 Min Comments

Didn’t know it was a gay bar

By Alleykat 20 Sep 2025

Wrong bar or was it ? Drugged videotaped blackmail

8.7 (101) 9793 5 Min Comments

Being A sissy Slave For Money

By yourboy68 5 Sep 2025

Story Includes sissy getting Multiple Sex, Public Sex, Rough and much more, enjoy reading and lemme know in the comments for improvements.

7.5 (39) 6460 6 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.

8.0 (28) 5704 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

8.9 (43) 8998 10 Min Comments

I Love Cock

By Prettyboy 18 Aug 2025

Jackie loves cock in his mouth or up his ass. He lives with Jeff and who llkes Jackie tight shorts and high heels. The story describes a day in Jackie's life and how he gets fucked with a BBC in the afternoon and by Jeff in the morning and at night watching porn.

7.6 (26) 2807 4 Min Comments

Cumdump Academy

By Shanica Lopez 4 Jul 2025

Shemale Pornstar, Shanica Lopez visits her old principle who knew her when she was a he.

8.7 (22) 4259 12 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) 2559 3 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) 6931 32 Min Comments

I become a sissy to my daddy

By big ass faggot slut 20 Jun 2025

This is the story of how my daddy turned me, a already phat assed sisssy slut into a full time sissy housewife.

8.1 (53) 16485 6 Min Comments

Fan Meet and Greet

By Victor 18 Jun 2025

true story of me relenting to meet with a fan, a big, muscled, closeted, college athlete who was too perfect to pass up.

9.6 (71) 4925 15 Min Comments

The bad man did what I wished for

By BillyBoy 13 Jun 2025

i find a Dom man to meet up with. unfortunately, or maybe not, he has watched my posts for a long time and does everything I've even dreamed of. Or had nightmares of.

8.7 (37) 4346 4 Min Comments

Choose Your Fate

By Sissyboi69 11 Jun 2025

Three assaulter's are forced to decide what their punishments should be.

8.3 (50) 8670 8 Min Comments

Abusive Sissification (ch. 4)

By Aditii 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 (35) 13633 5 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 (45) 4336 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) 4552 4 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 (21) 4262 29 Min Comments

Bestfriend to Girfriend (ch. 2)

By imcocksucker1985 21 May 2025

Welcome friends to the next part of my journey of becoming my best friends girlfriend. As mentioned in the previous story, where I narrated as how a pact made in college, led us to have gay sexual relationship. Now coming to the next part.

8.7 (22) 3108 7 Min Comments

From Alpha to Obsessed (ch. 2)

By BeggingAndBlessed 18 May 2025

Jack Sterling’s world had shrunk to the confines of Blackthorn Penitentiary, where every breath was laced with danger and desire. The concrete cell he shared with Andrew, the 6’5”, 330-pound colossus, was a crucible of tension, each night haunted by the memory of Andrew’s sweat-slicked body,

8.6 (48) 6636 6 Min Comments

Older man gave me my first sissygasm

By BeggingAndBlessed 16 May 2025

How a man twice my age gave me the best sex of my life and the first sissygasm of my life

8.9 (43) 9239 5 Min Comments

Abusive Sissification (ch. 3)

By Aditii sissy 7 May 2025

Me being abused raped and tortured by 8 men for 3 days with no limits and restrictions, Please read part 1 and 2 to know the continuity

8.6 (28) 12595 8 Min Comments

Sissy Exposes Herself at the Cruising Park

By Bi_and_curious 5 May 2025

Married bi curious sissy decides to be a naughty little exhibitionist at a local park known for old pervs cruising.

7.3 (19) 4539 12 Min Comments

Abusive Sissification (ch. 2)

By Aditii sissy 3 May 2025

Chapter 2 : into the room of demon daddies

8.2 (39) 14460 8 Min Comments

Abusive Sissification

By Aditii sissy 29 Apr 2025

I let a group of 8 men of age 30 to 45 bang me for 3 days all they desire and anything and everything they desire to me with no limits no restrictions and no condoms

7.9 (66) 25964 5 Min Comments

Sissy for old Men (ch. 2)

By Cherrypie 26 Apr 2025

Our sissy slut has discovered she loves pleasuring nasty Old Men in every way possible..join in our sweet gurls journey

8.5 (24) 7018 16 Min Comments

Roberto the new cumdump for the BNWO

By Mexcumdump 23 Apr 2025

Roberto finds himself in the Black New World Order or BNWO were society is built upon a solid foundation of white boys to become a proper accessory for superior black males. To achieve the NWBO white boys are train at the Gay slave Academy to become a better sissies or faggots. That is its ultimate purpose.

9.2 (39) 9275 118 Min Comments

Sissy for old Men

By Cherrypie 23 Apr 2025

Cute young sissy discovers her need for cock..Old mens cock

8.4 (27) 8428 8 Min Comments