I grew up in a small town, about an hour north of New York City. I had spent lots of time with Playboy and Penthouse magazine, but was not really active sexually through my teens or college years. I mean, I had steady girlfriends, and had sex, but I wasn’t a Casanova type, chasing a different woman into bed every weekend.
Click here to read this tranny story
Transsexual-Heaven
Posted in Tranny Stories | No Comments »
She-male Ponygirl’s Letter to Her Master
Hello my Darling Master,
I have thought, at night in bed, about you doing things to me, to keep me a
completely subservient she-male slave to my Master. My imagination just
runs wild!!!!
I have dreamed of being trained to be a ponygirl. First I am tightly laced
into a beautiful, heavily boned satin corset reducing my waist to 22
inches.
Posted in Shemale Stories | No Comments »
T-Girl Rodeo
Howdy folks, we would like to welcome yall to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we’re gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna “Tail Buster” Johnson. Folks let’s give the Tail Buster here a great big rodeo welcome! Say howdy to these good folks Lorna!
Posted in Cross Dressing Stories, Tranny Stories | No Comments »
Never Say ‘Trust Me’
Two a.m. The famous ‘closing time’ at just about any bar in America. But it’s a Wednesday and a slow one at that. Everyone’s gone from the bar here at Hojo’s and I can clean up the place. Dave runs the bar here, plays the stereo to control the mood of the crowd, and since he wants me to hop to it, the speakers start playing “Twist and Shout”. I began to gather the sundry mugs, glasses and bottles and Dave begins to haul out the vacuum to get the peanuts off the floor.
Click here to read this tranny story
Posted in Tranny Stories | No Comments »
Foot Massage by a Shemale
My wife and I had just finished a nice Sushi dinner in an upscale restaurant outside of LA, with an old
college friend of hers. We strolled down the boardwalk and were almost past an asian style massage
spa, when my wife said why don’t we take advantage of their 45 minute foot massage for $30 each. To which I said sure. After being greeted and requesting our services we were informed that they normally did the foot & leg massages in the front of the store but seeing as though it was winter and I had long pants on
that we, all of us could have private foot and leg massages for an additional $5 each in separate massage
studios.
Click here to read this tranny story
Posted in Shemale Stories | No Comments »
Just Another Day
With a loud buzzing sound ringing throughout her room, Charlotte awoke in the dark and rolled over to slap the button on her clock radio. Well, to call it a clock radio was somewhat of a misnomer since the radio made a lower pitched and louder buzz than the alarm. Rubbing her eyes the glowing blobs resolved into 5:45, with a small red dot uselessly reminding her that it was in the A.M. Completing the roll, her feet hit the
floor and, grabbing her dressing robe, she made her way groggily to her flat’s bathroom.
Posted in Cross Dressing Stories, Shemale Stories | No Comments »
Sexy Young Shemale, Cocksucking Cum Lover Story
When I was twelve my next door neighbors Sam and Ted trained me in the art of cocksucking and creamy yummy delicious cum eating for hours everyday during my summer vacation and I fucking loved it! I was small framed and wore my long blonde hair in a pony tail and always wore my smallest shorts so I could easily get my cock out and jerk off into my mouth and eat my creamy delicious cum loads at least five times everyday. I absolutely loved the yummy taste of my cum loads and so wanted to have a mature sexy man train me to be a cocksucker and eat his creamy man cum loads.
Posted in Shemale Stories | No Comments »
Transgender High School
Original and true tranny story…
In my teens I was one of those skinny effeminate types that every class has. I knew I was different as far back as I remember and I definitely liked other boys starting about the 7th grade. I got a hard on in the showers after gym class and all the other guys made fun of me.
Posted in Tranny Stories | No Comments »
Butt Sluts
ButtSluts, cross-dressing story and tranny story
My name is Jimmy James. When I started high school, my parents shipped me out to boarding school to teach me discipline. They were mad because I had always been a disappointment to them. I wasn’t terribly manly and I liked to dress in girls clothes. The more often they caught me dressed like a girl, the madder they got.
Click here to read this tranny story
Posted in Cross Dressing Stories, Shemale Stories | No Comments »
Panty Pleasures, Tranny Stories
Panty Pleasures, another hot tranny story
Chapter One – Nerds United
My name is Mickey Donaldson. For most of my 16 years, the kids have called me Mickey Mouse, because of my size and because of my shyness. I was only 5’3″ and at 115 pounds, very skinny. My best friend Jeremy Haskins and I were always the oddballs. Jeremy was a little bigger at 5’4″ and 120, but we weren’t being recruited for our high school football team. Chess team was more like it.
Click here to read this tranny story
Posted in Tranny Stories | No Comments »










