19 Votes
Sex with my boss honeymoon in Singapore
This is a third part of my Singapore honeymoon trip. We enjoyed our best honeymoon night in hotel room.
Topics: Anal Sex, Crossdressing, Rimming, Hotels, Oral & Blowjobs, Boss
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
This is a third part of my Singapore honeymoon trip. We enjoyed our best honeymoon night in hotel room.
Topics: Anal Sex, Crossdressing, Rimming, Hotels, Oral & Blowjobs, Boss
it was hot in Houston but I was determined to go out on the town that night. I had a red mini dress on with red strappy sandals. Pink Victoria's Secret panties and bra. Long reddish hair and well made up ...
Topics: Anal Sex, Crossdressing
meeting the man of my dreams in the bar of my London hotel and having a wonderful time after initial hesitation...
Topics: Anal Sex, Crossdressing, Big Dick, Face Fuck, Hotels
night out at the Silver Swan leads to sex in a 4x4...
Topics: Crossdressing, Bareback
Gay guy loves wearing leotards, pantyhose, panties and swimsuits.
Topics: Anal Sex, Crossdressing, Big Dick, Revenge, Pantyhose
Even after banging my ass for the whole night, the horny family was not satisfied. They gave me a beautiful dress and banged my ass once again.
Topics: Anal Sex, Crossdressing, Rimming, Spanking, Friends, Oral & Blowjobs
Short for this month's rent money must perform for a disgusting old geezer.
Topics: Crossdressing, Handjob, Sissy
An angry ex-boyfriend gets his last surprising act of humiliation against his gurl
Topics: Anal Sex, Crossdressing, Sloppy Hole, Humiliation, Relationship, Revenge, Oral & Blowjobs, Boyfriends
Never thought that just wearing two ideas of womens underwear could get such fantastic results.
Topics: Anal Sex, Crossdressing, Big Dick, Pantyhose, Oral & Blowjobs, Panties
During blackout in a small town motel, a sissy learns never to tease the wrong man
Topics: Latin Men, Anal Sex, Crossdressing, Hairy men, Sissy, Hotels, Oral & Blowjobs
bored gay guy, thought I would experiment with some cd bits and pieces with my pal.
Topics: Anal Sex, Crossdressing, Big Dick, Pantyhose, Penis Pump
A trusted neighbor finally gets the opportunity to take advantage if a young crossdresser he has be watching through his window
Topics: Anal Sex, Crossdressing, Neighbour, Sissy
A guy gets banged by a father and son due. Read hot crossdressing story of threesome sex when he was made to dress as a woman.
Topics: Anal Sex, Crossdressing, Rimming, Group Sex, Threesome, Friends, Oral & Blowjobs
two cross dressing guys get more than they bargained for asking for seamless underwear!!!!
Topics: Crossdressing, Dildo, Big Dick, Pantyhose
Love doing a little cross dressing and its a shame that I have a cut cock which show through all my pantyhose and panties etc.....
Topics: Crossdressing, Big Dick, Hairy men, Pantyhose
Meeting a guy
Topics: Black Men, Anal Sex, Crossdressing, Big Dick, Sloppy Hole
Becoming a pretty, sexy girl in public eventually leads to some very unexpected results!
Topics: Crossdressing, Big Dick, Spanking, Transgender
A big booty fem black male crosses two fantasies off his bucket list when the white Cable Man and Latin weed dealer met at his apartment one early Saturday morning in Tampa Florida
Topics: Black Men, Anal Sex, Crossdressing, Dildo, Face Fuck
the fictional account of my first encounter with 'Katie' in amsterdam
Topics: Crossdressing, Group Sex, Bathroom, Sissy, Face Fuck
A straight married cop comes to the rescue of a cross dresser, and discovers a hidden desire
Topics: Crossdressing, Straight Men, Cop, Sissy, Role Play, Pantyhose
Sissy boy loses the game, now he's going to lose his anal virginity.
Topics: Black Men, Crossdressing, First Time, Sissy, Sportsmen, Virgin
Learning the cross dresser life
Topics: Black Men, Anal Sex, Crossdressing, Rimming, Big Dick
Cari goes out dressed as a sexy woman to a night club and becomes a woman in the arms of a very masculine man!
Topics: Anal Sex, Crossdressing, Rimming, Big Dick, Transgender, Oral & Blowjobs
Hired to Play Romeo to cross-dressed Juliet
Topics: Anal Sex, Crossdressing, Transgender
A cute young cross dresser submits to the wants of a "Daddy".
Topics: Crossdressing, Spanking, Transgender, Daddy, Breeding, Role Play, Oral & Blowjobs
"I wonder what your parents would think? I wonder if they know their little boy was a cross-dressing, cock sucking slut?"
Topics: Anal Sex, Crossdressing, Rimming, Transgender, Slut, Oral & Blowjobs
I pay my admission get my locker put my clothes in it, shower dry off and lube my ass up just in case, but also love having a finger stuck in me.
Topics: Anal Sex, Crossdressing, Poppers, Dildo, Leather, Bisexual, Gloryhole
This story is how my alter ego, Ana Le Babe, came into being. This and following stories relate the encounters she has had (both sexual and general), and are all true. In writing this, I hope to help others in a similar situation deal with their feelings and stimulate those that are interested in our way of life.
Topics: Crossdressing, England, Oral & Blowjobs
Fun with a wife and her cross-dressing husband
Topics: Crossdressing, Rimming, Transgender
fun at the truck stop
Topics: Black Men, Anal Sex, Crossdressing, Big Dick, Sloppy Hole, Trucker, Ass Play