28 Votes
The Naive Sailor
Young freighter sailor Cory learns the ropes in Bangkok.
Topics: Asian Men, DP, Voyeurism, Threesome, Transgender, Interracial
GayDemon's Stories: On this page you can find erotic fiction where you can read about transgender men and women listed by date.
Young freighter sailor Cory learns the ropes in Bangkok.
Topics: Asian Men, DP, Voyeurism, Threesome, Transgender, Interracial
A tale about four young men and their trip to Las Vegas. A story of sex, sex and more sex. Straight, Gay, Bi, and more.
Topics: Anal Sex, Transgender, Bisexual
Mel a 18 yo skinny nerd was about to become an adult. He always had thoughts how it would be to become a young sexy girl. His parents knew he was gay. Mel when he was 16 yo ran up to a boy he liked and kissed him on the lips. The school board had mel transferred to another school. Parents did not want their boys subjected to gay situations.
Topics: Transgender, Sci-Fi, Transformation, Slave Training
New addition to the family arrives to thwart intended harm. Sleuthing across the border, our guys find an exotic treasure: The Muxe. Street justice is explained.
Topics: Fiction, Voyeurism, Prostitution, Transgender, Historical, Blackmail
Alessia Travestita (Real Porn Star Ashemale, Pornhub and Hamster) meets a big dicked man in Vegas for sex and fun. They are both smoothly shaven, big cocks, very oral and insatiable sex drive. Alessia gave me her background she is on Flkr I saw her immense thick cock. She requested some of the acts in the plot. I created Robert and the setting.
Topics: Anal Sex, Bondage, Big Dick, Transgender, Feet, Daddy, Cum, FanFiction, Shaved, Mature Men, Cum Swallow
Two BBW hung Amazons meet for BDSM extreme fetish sex with two petite sexy Ladyboys for an afternoon of hedonistic sex. The story ends up in a twisted erotic four-some.
Topics: Big Dick, Fisting, Transgender, Feet, Creampie, Sounding, BDSM, Deep Throat, Sixty Nine, Throat Fucking, Cum Swallow
This is a continuation to the Handyman story
Topics: Anal Sex, Bondage, Group Sex, Transgender, Oral & Blowjobs
She works in advertising. She is HOT! I waited for a long time to even say hello. I've never been with a trans girl. Does she still have a dick? I don't know. But I want to find out!
Topics: Transgender, Oral & Blowjobs, Hookups & Dates
Blaze has an unexpectedly hot meeting with Wagner and learns that Garrett can be found. Harrison tells Jack he can't be what Jack wants him to be. Things turn dark as Alex meets Calista and takes advantage of her. It doesn't end well for Alex.
Topics: Rough Sex, Big Dick, Romance, Transgender, Relationship, Transformation, Domination, Submission
Chris and I finally visit my parents for the holidays in my overly homophobic upstate New York Hometown
Topics: Crossdressing, Transgender, Cum Swapping, Sissy, Oral & Blowjobs, Nipple Play, Boyfriends
Chapter 2. - Chris and I meet the grandparents
Topics: Crossdressing, Transgender, Sissy, Sex, Boyfriends
I met and fell for a crossdresser, explore chapter 1 introducing us, and future chapters meeting family and friends
Topics: Anal Sex, Crossdressing, Transgender, Cum Swapping, Sissy, Oral & Blowjobs, Nipple Play, Boyfriends
The best looking girl in the bar was a guy and I love her.
Topics: Crossdressing, Transgender, Boypussy, Oral & Blowjobs, Shaved, Sixty Nine
I know she is a trans or whatever. But she is so nice. I finally agree to stop over for a drink and some pie. Later she had me sucking her straw and eating her ass like a pie.
Topics: Rimming, Neighbour, Transgender, Seduction, Oral & Blowjobs, Submission
The journey for Manhor has begun. Payback is a bitch and that's what he becomes, a bitch in a dirty cell, put under drugs and being totally humiliated
Topics: Arab, Muscle, Bondage, Forced, Humiliation, Transgender, Drugs, Cum Dump
When I came back from California, changed into a Caitlyn, I was surprised how many of my old schoolmates and teachers were trying to get in touch.
Topics: Crossdressing, Transgender
Typical Boy meets girl story. But the girl isn't your typical girl.
Topics: Anal Sex, Public Sex, Rimming, Transgender, Ass to Mouth
I met her at the hotel bar. There was a crossdressing convention there that weekend. I didn't know it. But I found out soon enough.
Topics: Crossdressing, Transgender, Seduction, Oral & Blowjobs
She was smoking hot and he had no clue what he was in for. He certainly never expected this. Will he ever see the world the same?
Topics: First Time, Transgender
Briana just had sex with the second guy on her list who had bullied her in HS. But she has a crush on them. Her fantasy dream team of fuckers.
Topics: Anal Sex, Transgender, Bullies, Transformation
Brian is now Briana. She took the seven day pill regimen to convert from male to female. The study doesn’t know if the sexual change will be permanent. Briana wants to use this transformation to maybe get back at her bullies. But she has a huge crush on all of them. She already met up with Steve. He came on to her at a bar. Briana hookup with Steve. Briana got her wish. Steve made love to her.
Topics: Anal Sex, Transgender, Bullies, Transformation
Brian wants to find out how it feels to be a female in the sexual world. He has had gay feelings for heterosexual guys. But goes into a deep depression because he wants to be wanted by these guys he has fantasized when he feel a sleep at night.
Topics: Anal Sex, Transgender, Transformation, Depression, Love
Have you ever imagined what sex would feel like as a woman?
Topics: Transgender, Sex
This guy in my ass knew how to Fuck , deep then slow then hammer me ! He grabbed my legs and pinned them on his shoulders and said ya ready slut!
Topics: Anal Sex, Group Sex, Transgender, Oral & Blowjobs, Hookups & Dates
Trans rent-boy engaged in political entrapment sting.
Topics: Anal Sex, DP, Rough Sex, Prostitution, Transgender, Hotels, Age Difference, Rentboy
In this installment, Rhiannon and Vantha have adventures with Sonja, and later on they meet a famous female bodybuilder. Dee Dee gets it on with Pat in New York, and later has a fling with the ‘Mistress of the Dark’. Clyda and Tiffany go on a sexual safari with Angelique and Suzana in the jungle. Jordan and the Enchantress have a rumble with Gerta, Kate and Kaz.
Topics: Big Dick, Transgender, Fantasy, Bodybuilder
Jack helps everyone become official so they can pursue their dream. Blaze begins to come out of his funk and asks Jack for a big favor. We learn about when Jack met Alex. Harrison tries his hand at being a Master. Calista and Blaze share a special moment.
Topics: Anal Sex, Rough Sex, Big Dick, Transgender, Relationship, Oral & Blowjobs, Domination, Submission
Harrison and Calista are settling in comfortably. Blaze is down and depressed, but with a little help - and seduction - from Jack, things start looking up. We meet some of Jack's confidants - Wagner and Max and learn about the sexual escapades that were the start of their friendships. We also get some more backstory in Jack's abusive relationship with Justin.
Topics: Anal Sex, Rough Sex, Big Dick, Transgender, Relationship, Domination, Ass Play, Raunchy
The next series in the story of Harrison, Calista (formerly Lucas) and Blaze, the three homeless friends from Washington, DC who have met a generous billionaire, Jack. They have arrived in Wisconsin and are about to step into their new life. After years of being homeless and facing the many difficult challenges of living on the streets, the Tent Boys are now the Mansion Boys...and girl.
Topics: Anal Sex, Rough Sex, Big Dick, Fisting, Transgender, Relationship, Drugs, Master & Slave, Domination, Submission, Ass Play, Boyfriends, Fucking
My best friend Axel Andrews and I have gone through an incredible evolution. I grew up as Jason Catalano and sort of knew who I was, but eventually became who I really am. This is where our story begins.
Topics: Big Dick, Romance, Friends, Transgender, Drugs