Abandoned Parking Lot (ch. 2)
By Sissy Scarlet 9 May 2018
After fighting with a drunk girlfriend, a boy is fed up with women. He decides to finally live out a fantasy he's had for years.
Gay Crossdressing Stories
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
Wish I had not worn those lace panties
By Lingerielover 16 Apr 2018
Gay cross dresser wore new lace panties and things suddenly got out of hand!!!
Sex with my boss honeymoon in Singapore
By zeenatcd 2 Apr 2018
This is a third part of my Singapore honeymoon trip. We enjoyed our best honeymoon night in hotel room.
strapped in Houston
By knickerlesstina 16 Mar 2018
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 ...
hit on in my London hotel...
By knickerlesstina 14 Mar 2018
meeting the man of my dreams in the bar of my London hotel and having a wonderful time after initial hesitation...
the Silver Swan...
By knickerlesstina 13 Mar 2018
night out at the Silver Swan leads to sex in a 4x4...
Revenge is sweet !!!!
By fetishlover 23 Jan 2018
Gay guy loves wearing leotards, pantyhose, panties and swimsuits.
Became My Friend's Mom (ch. 2)
By zeenatcd 16 Jan 2018
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.
Lap Dance For Rent Money
By Browncherrygurl 24 Dec 2017
Short for this month's rent money must perform for a disgusting old geezer.
An Ex-Boyfriend's Revenge
By Browncherrygurl 23 Dec 2017
An angry ex-boyfriend gets his last surprising act of humiliation against his gurl
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Trying panties and stockings for the first time.
By fetishlover 23 Dec 2017
Never thought that just wearing two ideas of womens underwear could get such fantastic results.
Gurl Story (ch. 2)
By Browncherrygurl 22 Dec 2017
During blackout in a small town motel, a sissy learns never to tease the wrong man
What I wear UNDER my suits.!!! first CD experiment
By fetishlover 22 Dec 2017
bored gay guy, thought I would experiment with some cd bits and pieces with my pal.
Mr. Phillips's Loves My Body
By Browncherrygurl 21 Dec 2017
A trusted neighbor finally gets the opportunity to take advantage if a young crossdresser he has be watching through his window
My Cross dressing Story with Friend And His Father
By zeenatcd 16 Dec 2017
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.
Invisible seams CAN sometimes be exactly that
By fetishlover 12 Dec 2017
two cross dressing guys get more than they bargained for asking for seamless underwear!!!!
Think Before You Speak
By fetishlover 10 Dec 2017
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.....
Craigslist Quickie
By bud C 21 Jul 2017
Meeting a guy
Learning to be a Girl
By Cari C 6 May 2017
Becoming a pretty, sexy girl in public eventually leads to some very unexpected results!
White Cable Man, Latin Weed Dealer & young Black CrossDresser
By Mr.GoodBooty 25 Apr 2017
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
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Meeting 'Katie'
By acessez 3 Apr 2017
the fictional account of my first encounter with 'Katie' in amsterdam
Rescued from pantyhose peril by officer Ron
By Zman350 29 Dec 2016
A straight married cop comes to the rescue of a cross dresser, and discovers a hidden desire
Changes (ch. 3)
By bud C 21 Jul 2016
Learning the cross dresser life
A Very Naughty Night
By Cari C 20 Jul 2016
Cari goes out dressed as a sexy woman to a night club and becomes a woman in the arms of a very masculine man!
Director's Choice
By Habu 30 May 2016
Hired to Play Romeo to cross-dressed Juliet
Becoming Daddy's Girl
By Cari C 17 May 2016
A cute young cross dresser submits to the wants of a "Daddy".
Dave and Janet
By Angie K 18 Mar 2016
"I wonder what your parents would think? I wonder if they know their little boy was a cross-dressing, cock sucking slut?"
Bathouse Fun
By iamcontent 8 Jan 2016
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.
Ana Le Babe - Becoming A Cross Dresser
By Ana Le Babe 21 Nov 2015
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.
The clients
By Angie K 16 Oct 2015
Fun with a wife and her cross-dressing husband
Truck Stop Encounter (ch. 2)
By bud C 12 Oct 2015
fun at the truck stop
My first BBC
By mwmalone 31 Aug 2015
A true story of my first BBC and being his crossdressing slut
MY First Cross-dress experience: Simply Awesome
By sunny 21 Jul 2015
My first crossdressing story
The sissy within me The Transformation from boy to Daddies sissy
By Ed 27 Apr 2015
Justin is slowly transformed into a sissy by his new daddy
While the cats away, I get to play
By mwmalone 4 Apr 2015
A fantasy of becoming a black mans sissy slut but hope it cums true someday