Lisa’s Lover Shemale Stories

It wasn’t that hard making the change from friend to lover, and from lover to student of sensuality. Lisa made clear that I was to follow her directions, not that our relationship was predicated on that, but that
she was going to lead me to a new place in my life. She had been a friend for months and as of last night she had become my lover as well. The fact that she had born a man was lost on me, for I had only know her
as a woman and then, last night as the woman I had come to love. Her plumbing was not the issue, she was who she was, and that is who I had come to love first as a friend and now as a lover. She was mine, or
better yet, I was hers.

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Night With Shana, Shemale Sex Story

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”.


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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”.


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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.


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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.


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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?”


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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.


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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. 


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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.

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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.


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