This meeting took place in Los Angeles, CA. I’m sure many of you are into shemale porn movies and will know who Shana is. For those of you who don’t know her, she is a gorgeous white shemale with long brown/blondish hair, big tits ( think there is some silicone in there — but who cares), lovely, long legs and a nice thick eight-incher. This encounter is true and happened about 4 years ago before she “became a star”.
Archive for June, 2008
Night With Shana, Shemale Sex Story
Posted in Shemale Fucking Stories, Shemale On Guy Stories, Shemale Stories | No Comments »
Big Ones Go A Long Way, Shemale Stories
I’m fortunate that my line of work gives me the opportunity to travel and not to dumpy places but to cool ones like Frisco, Vegas, Atlanta, Miami, etc.
Last week I was in Las Vegas for a few days for a convention and had some delightful extracurricular fun.
While I like what I do for a living (no it’s not really important that you know what it is) I do it dressed as a guy so during convention time I have to play it straight. Well at least as straight as a really pretty 5′10″,
145 pound guy with longish hair, a smooth complexion and a great ass can play it. The convention unfortunately went from ten in the morning until eight at night which makes for a tired girl at the end of the day. The first two days I was wasted and simply grabbed a bite to eat and went to my room to watch a movie and go to sleep. (By the way I was staying at Belagio which is one of the more gorgeous hotels in the world.) By day three I was busting with anticipation of what kind of adventures I could have as the “real” me so after business hours I went up and took a two hour nap and awakened pretty refreshed. I spent an hour getting dressed as :”me”.
Posted in Shemale Fucking Stories, Shemale Stories | No Comments »
Jim Becomes Jane, Cross-dressing Stories
Jim had asked his parents if it was ok to move in with Bill for the summer, easier to go to work and it was OK with Bill. Jim’s parents were planning a 3 week vacation anyway so they gave it their blessing.
Jim gave Bill the exciting news and Bill hugged and kissed him.
“Now we can really indulge in our fantasies.”
Jim smiled as Bill led him to the store, it was Sunday and noone would be coming in. Bill selected some 3 inch heels, thigh high hose, black satin panties with bra, a simple sundress which went mid thigh. Bill dressed Jim and made him up very nicely. Jim looked very much like a girl, even more than the week before. All day Bill taught Jim to act more feminine and be slutty. Jim didn’t need much as it was his own natural personality emerging.
Posted in Cross-Dressing Stories, Tranny Fucking Stories, Tranny Stories, Tranny Voyeur Stories, Transgender Sex Stories, Transsexual Stories | No Comments »
My First Shemale
Let me tell you a little bit about myself I’m five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I’m an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking lot. There were several men beating up a beautiful woman, when I tried to break it up I ended up getting very banged up myself.
Posted in Shemale Fucking Stories, Shemale On Guy Stories, Shemale Stories | No Comments »
Being my Master’s Panty Slave…
I was standing where he had ordered me to, with my legs spread slightly, bent over with my hands on the bed. I could hear him moving behind me but I kept facing forward. He had already told me he had something to plug up my ass with so I knew what was coming but had no idea what he planned to stick in me. I felt something cool and slick rub around my ass a little and then he started to ease whatever it was in me. I felt the tip enter me a little and stop as he teased me with it. “You want to be fucked don’t
you?” he said. “Yes, please fuck me sir.” I answered. The tip of what I guessed was a butt plug continued forward in my ass and it only took a second to realize it was a pretty small one. Thankfully he was taking it
easy on me. The small plug slid in to the end and my hole tightened against the base involuntarily.
Posted in Cross-Dressing Stories, Shemale Fucking Stories, Shemale On Guy Stories, Shemale Stories | No Comments »
Brian and Rachel, Shemale Sex Stories
It wasn’t the fact that he kept looking at me that bothered me so much but it was more the way that it made me feel when he did . There wasn’t a person in school that didn’t think that he was gay and it kind of
scared me when he stared at me. I’m not sure what the feeling is. I’ve never really felt it before but I know that I don’t like it. It couldn’t be that I’m attracted to him because I’m not queer I kept telling
myself. I like girls and girls like me. I’ve been very popular with the girls all during high school and I’ve always dated the best looking ones .
Posted in Cross-Dressing Stories, Tranny Fucking Stories, Tranny Stories, Transgender Sex Stories, Transsexual Stories | No Comments »
Danny’s Diary , Tranny Stories
My Mom started getting really possessive after my father died. I’m an only child and she always paid a lot of attention to me. But since it’s just the two of us now in the house it seems like she has nothing better to do that constantly check up on me. While it’s really irritating, I put up with it because I know the strain that she’s under. It’s got to be tough to live with someone for almost thirty years and then have them die suddenly. I guess that I’m all that she’s really got left right now. So when she bugs me about spending more time with her, or not going out as much at night with my friends, I put up with it. I’m just looking forward to when she develops some outside interests and makes some new friends so that she’ll
have something else to occupy her time.
(more…)
Posted in Cross-Dressing Stories, Tranny Fucking Stories, Tranny Stories, Transgender Sex Stories, Transsexual Stories | No Comments »
Her Whore, Shemale Story
I was down at the local watering hole enjoying my favorite brew, when she came into the place. The few heads that were there all turned at the same time and locked on to her. She was amazing, short black mini dress, long legs in black, and 4″ heels.
She looked around and headed to the bar. I felt lucky being the only guy at the bar this night! She ordered a drink and took out a cigarette and fumbled for a lighter. I reached across and flicked my Zippo open and asked, “My I?”
Posted in Shemale Fucking Stories, Shemale On Guy Stories, Shemale Stories | No Comments »
T-Girl Lust, Tranny Story
As I reached around her, to embrace this gorgeous beauty for the first time, my body pressed up against hers and I felt her swollen cock pressing up against mine. She made a modest thrusting motion as our bodies became entwined, indicating her desire to fuck me. I grabbed her ass, tight and wrapped in red leather, and pulled her closer. She was breathing on my neck, melting any remnants of resistance from me.
Posted in Tranny Fucking Stories, Tranny Stories, Transgender Sex Stories, Transsexual Stories | No Comments »
The Roommate, Shemale Stories
I’ve been rooming with Bob for two years now. He and I met about 5 years back, while we both worked at the grocery store to get through college. We were good friends from the moment we met. We had similar
interests, were both outgoing, good looking, and hated working at the grocery store.
Posted in Shemale Fucking Stories, Shemale On Guy Stories, Shemale Stories | No Comments »
Transsexual-Heaven
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.
(more…)
Posted in Tranny Fucking Stories, Tranny Stories, Transgender Sex Stories, Transsexual 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 Fucking Stories, Shemale On Guy Stories, 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 Fucking Stories, Tranny Stories, Transgender Sex Stories, Transsexual 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.
(more…)
Posted in Tranny Fucking Stories, Tranny Stories, Transgender Sex Stories, Transsexual 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.
(more…)
Posted in Shemale Fucking Stories, Shemale On Guy Stories, Shemale Stories | No Comments »








