List of Hot and 100% free Sissy Boy Stories
Drunken girls fist sissy boy after a the party...
Bisexual
Chapter 1 of this story has already been posted. If you have read it, you know about the special fag and sissy-boy training school in Boston that is run by a fag-helping woman and her shemale friend. Fag coursework, mostly labs for hand-on practice, takes many weeks. This story is Chapter 2 in the story, as we look in on the current class about halfway through their fag study. Their lessons today will get their cocks rock hard, and probably yours as well.
Gay
A proper description of a pathetic sissy faggot...
Gay
The main character who not until after high school did he appreciate those sissy faggots...
Gay
Our clients only know him as a sexy full figured woman and the rest of our employees see him as a feminine gay transgendered boy, but when Toni comes into the office in sexy open toed high heels, I know I am going to get fucked by my pretty but dominant girlfriend...
She_Males
A heterosexual young boy becomes a transvestite and goes to school dressed as a girl until going to university. Later in life he becomes the first male teacher at this girls school...
Fiction
Young effeminate boy gets gang banged in the showers after a rugby game and made to wear a girl's dress when he judges the players asses at a party in the club later...
Gay
A story about a sissy who finally realizes who and what he is after his first time sexual encounter with a real man...
First
A Foster boy in a bad home is rescued by his form teacher, who takes him as a lover...
Fiction
Being fucked by a rugby team in the showers was not the end. I was honoured guest at the club afterwards even when the party got gate crashed by ... crazed trannies...
Gay
An abusive husband is paid back in a violent assault for the wrongs he has done. A black man shows the bigoted wife beater that he is no more than a faggot sissy only at his best when ass is stuffed with cock...
Bisexual
A 18 year old's first experience of gay ... with the older boy who lived next door...
Gay
Tony is adopted by an older women to satisfy her fetich for young boys...
Fetish
Sexy Wifey finds Sissy Hubby's girlie clothes; she makes him dress, service her, other men...
Bisexual
Truckers stuff my bum and now cum is oozing from my cleft...
Gay
Cody a completely straight guy leaves a blog open about how he wants to get pegged. Amanda his girlfriend found the blog and never thought of it and is immediately open and wanting to peg her boyfriend. And in the end explores even more...
Fiction
Fucking a shemale...
She_Males
Everyone who gets there agrees that same-sex ... is the most perfect ... there is. For lesbians and fags to do their own group orgies is cool, but this story offers that a combined simultaneously-opposite same-sex orgy will be the ultimate of New Year's Eve parties. An articulate lesbian gives her background and her plans for this futuristic, tremendously-orgasmic, 30-person fling.
Group_
There is a great school in Boston where fags are made perfect and proud. The school is taught by an insightful woman who knows that most men should be fags. She helps them, and this is the story of how tremendously she helped me find how deeply I could and needed to love cock.
Gay
Don't read this if you are illiterate, or if you are offended by the term 'fag.' However, if you now know that 'fag' is an endearing term used by passionate fag lovers and their supporters, then read on. The time setting for this chapter of fag school is between chapters 1 and 2, the day the fresh fag freshmen check in and check each other out.
Gay
A bored mans fantasy becomes a nightmare reality...
Fetish
I will start by telling you why I am heading for the bathroom during my 'science class...
First
Story of being humiliated and made fun of tiny dick...
Bisexual
Cute and passable crossdresser risks rejection by offering unsuspecting female a ride. He gets more than he hoped for...
Masturbation
More action between Jack, young girlfriend Rachel, and her TG brother Chris...
She_Males
Hubby gets caught subbing for swingers... 'Wife & friends take revenge!
Fetish
My stories of various married women I have been with...
Cheating_Wifes
Mark find out that his life is about to get flipped upside down for a week...
Fetish
Me a married rich white man alone in a dark alley with a ghetto black guy? Trouble...
Gay
Showing my neighbor my town he soon shows me his body. And his father is always welcome...
Gay
My first gay expirience (Crossdresser story)...
Gay
Wife becomes whore for black woman...
Cheating_Wifes
He could never have imagined it...
She_Males
A former Hongkong beauty queen returns to high class whoring...
Fiction
BBWs triumph in special Royal Rumble...
Fetish
[Part 1] Mark gets a new girlfriend who turns him into her slave and teaches him not all toys are for girls...
Fetish
'it was very erotic of course and all the passion that had been building up in me were threatening to tear out of my body, he must have sensed the cry in me cause he crushed his mouth to mine and kissed me hard.'... angel's crush kz turns his eye to her...
Erotic
My adventurous story with my slutty lover/wife Shruti. Involves gangbang, cuckold, humiliation, rough sex...
Cheating_Wifes
Husband has too much to drink and wife persuades the cop not to arrest him. The next time it may take both of their persuasion skills...
Bisexual
A crossrdresser is about to have kinky ... with his wife when they are interupted by burgulars who take more than money...
She_Males
An in-depth tale of domination and submission in Black and white that shatters every taboo...
Interracial
Ahma spends time with her new friends at the Mansion and trains with them. Logan returns after a typical absence...
Fiction
My girlfriend tired of my tiny cock, decided to get me to suck her ex boyfriends big cock...
Bisexual
Coming Out As A Bisexual Male...
Bisexual
I just didn't figure NO was a word for something I enjoyed so much and seldom was ASK to entertaine my 'Guest' with 'Not that feelers and touchers didn't go thier share of gropeing it was just those that had the courtiousness to ask were not turned down and I would go as far as they wanted as often as they were available,I never thought about it as being PERVERTED for them and socialyor Biblically wrong for me.
First
The heat of summer leads to some real hot loving sex...
Gay
It was always at this point that Carl would reach under himself and begin jerking his tiny 'cock, because once Laura had dropped her seed, she would have no use for him until she 'was in the mood!!!...
Group_
A transvestite actes in a Shakespearean play and is required to deliver sexual favours to save the theatre...
Gay
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