The Shemale Experience

 

Hello, my name is Mark. I'm going to tell you about my sexual experience with a member of the same
sex. It happened last summer, two weeks after my 23rd birthday.
First off, I've always been into women, I love there curves and there soft skin. I have always been
straight as an arrow but I am also very open-minded about homosexuality, I have friends who are gay
and even was a my buddies best man when he married his gay partner.
So anyway at the time I was between girlfriends and I was feeling slightly unattractive, so I decided
to go to the gym to work out and see if I could meet someone new. As I was leaving the gym, I saw a
new nightclub had just opened up down the street and I thought that would be a great place to meet
someone new. I was never really a club goer but later that night I went anyway.

 

The club was dark and it was packed full of people, the lights were shining and the music was booming.
Again not my scene but I decided to stay and started to approach the bar, I ordered a drink and
looked around, I mean there were tons of attractive women there and some that were not with any
men. I spotted one that I really liked, she was standing at the bar talking to two women on barstools,
she was about 5'6" or 5'7" and had straight, black hair that came down a few inches past her
shoulders. Her skin was tanned and her eyes were big and dark brown. While I was looking I noticed
she caught me checking her out, I was a little embarrassed so I just smiled at her.

Her friends left the bar and I thought Fuck it, I approached her, “Hey” I said , she told me her name
was Kim and she was as a nurse. As she was speaking, I noticed she had what I thought was an
adam's apple. I tried to decide whether to tell her I knew or to leave it alone. As we chatted, I noticed
her hands which were slightly bigger than most girls, I awkwardly said, “are you a trans?” She looked
concerned and angry as she asked if that even mattered.
"Not at all, I said not in the sense that I have homophobia, but at the same time I also don't have a
gay bone in my body”. “Oh, ok, well how do you know? Have you ever tried it?" “no” I replied
Kim looked at me, smiled and giggled”

 

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After a while we were still talking and having drinks, around 10:30 Kim said she should be getting
home and wasn’t going to invite me over out of respect. At this point I knew we would get along and I
didn’t care about her being a tranny, I didn’t want to fuck, but I did want a friend. I said “that’s ok, we
can head to your house and hang out, I have no issues with your sexuality, you seem nice and I came
here to meet new people”, She looked at me , smiled and said “ok, let’s go”.

Kim only lived about a block away from the bar. As we entered the apartment, she turned the lights
on and told me to have a seat and relax while she went to get some drinks. When she came back she
sat on the couch beside me, we sipped our drinks and made small talk. She looked at me and said,
“Your cutie Mark” “You are too” I said, as she leaned in for a kiss and our lips connected before I
quickly pulled back.
Kim looked at me and said, "I’m so sorry" I said, "it’s ok, this is just weird for me” “what if I show you
my boobs”, “Ok” I said. Kim stood up and began taking off her clothes. First her shirt, then her bra,
and I was shocked at what looked like perfect boobs. I reached out to touch them, I knew they were
fake but I didn’t care. At this moment I forgot Kim was a guy and began to kiss and caress her boobs,
grabbing her ass and kissing her. She took off my shirt and began to grab my crotch, taking off my
belt and pulling down my pants.

As she dropped down and began to suck my dick I realized this was going to be the best blowjob I
have ever had and if she kept going I was going to come. I was having mixed feelings, see I was
horny, but confused, and had a really disgusted feeling deep down. I had never imagined anything
could feel so good and yet so wrong at the same time. I started to pull out of her telling her I was
going to cum, but she grabbed my ass and forced my cock deeper, I couldn't resist any longer and I
exploded a large load of cum deep in her mouth.

She sat back, pulled her pants down and said it’s my turn, she started to jerk her cock while playing
with her boobs. She was sitting beside me and slowly grabbed my hand and put it on her cock, “don’t
look at it, but stroke it”. As I began to jerk off her lady cock as we kissed passionately, I felt my dick
getting hard again as she motioned for me to lay on the floor. She climbed on top in a 69 position
and said keep jerking me as she started to suck my dick again.

She started to tickle my balls and began pressing her finger around my ass, sucking harder and
faster. Without thinking twice I took her cock in my mouth and began sucking, sticking 2 fingers in
her ass. She started moaning, and I forced her cock farther and farther into my mouth. Not long after
I could feel her body trembling “I’m going to cum”, she said, “me to” we both started sucking harder
and faster, and at the same time pumped each other's asses with our fingers deeper and more

vigorously. I started breathing faster, feeling more and more like I was going to blow, the feeling the
best I have ever had. I let out a loud moan and exploded for the second time. Without warning, Kim
made a thrust deep into my throat and exploded at the same time as me. I can't even describe how
hard I came as I felt her semen squirting down my throat and I felt like my whole body was
exploding, as she kept going, I also kept going and I actually came twice in a row, my mind was full
of ecstasy and my balls were empty.

The next thing I knew it was the morning, we were both lying naked on the floor. She was still
sleeping as I Leaned over and kissed her forehead, she woke up and asked if she was going to see
me again, “of course, that the best time I have ever had” I said. We exchanged numbers and I got
dressed and left for work.