Shemale Surprise: My First TS Experience

by Michael (California)

I was traveling for work across the country. It was a long day. I arrived at the hotel, checked in, went up to my room and took a shower.

I was hungry so I went to the restaurant in the hotel and wound up at the bar where they served food. I was alone so I sat at the bar at the only available seat. I ordered my food and a beer.

There was a very good looking lady sitting at the bar next to me. We kind of turned to look at each other and had that awkward meeting of the eyes with a stranger moment. I said hello and introduced myself, she said hello back, laughed and introduced herself.

She was very pretty and had a beautiful body. I offered her a drink and we drank at the bar for a bit and we actually shared my food and drank a little more. I was totally into this girl and as we were talking we sat closer and closer and starting that “innocent” touching.

After awhile I asked her up to my room. To my surprise she said yes. As we were in the elevator she leaned over and gave me a small kiss on the lips. It was hot. I kissed her back but a little longer and I have to say, it was amazing. I was getting horny and hard.

We got to the room and as soon as I closed the door we kissed the longest, hottest kiss I ever had. We explored every inch of each other’s tongues and lips and necks. I kissed her neck and it was so smooth and soft and smelled amazing.

After our kiss she told me she had to use the restroom. I went and sat on the bed. I was so hard I couldn’t stand it. She came out of the bathroom and we laid on the bed kissing and undressing one another.

At this point my shirt and her dress were off and she slowly unbuckled my belt and pants and pulled them off me. She stroked my hard cock and started to lick it then suck it. It was amazing. I don’t know how long it lasted but it was heavenly and I was on cloud nine.

Then she slowly stood up and slid off her panties and to my shock was this smooth, hard, cut cock. I really didn’t know what to do but I had often fantasized about being with a shemale. She asked if “it was ok” and I answered by kissing the head of her cock.

She stood in front of me and let me stroke and caress her cock then I kissed it again and put it into my mouth. The sensation was incredibly surreal. It was hard, hot and the skin was so soft. It was unbelievable.

I sucked and slowly stroked her cock until she laid me down and knelt over me. There I was 69 with a beautiful shemale. We switched positions several times.

I was about to explode when I tasted precum on her dick. I stopped her from sucking me and stroked and sucked her cock, she starting to moan and then her cock erupted and cum shot straight out.

She came an amazing amount as I was stroking her cock. Once she stopped cumming I put her cock back into my mouth and tasted that salty cum. To my surprise I liked the way it tasted. I had never tasted cum and was kind of scared to. As I sucked her cock she kept jumping telling me she was so sensitive.

She kissed me and put my cock into her mouth and I came almost instantly. Unlike me, she did not let it shoot in the air all over my body, she took it all in her mouth and swallowed it all. After she kissed me again and then we laid there in each other’s arms.

We have since seen each other and now I do not waste her cum. I will always get so turned on every time I think of our first time together.

Comments for Shemale Surprise: My First TS Experience

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Aug 22, 2019
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Tantalizing NEW
by: Anonymous

Great story

Jul 18, 2019
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Nice
by: KinkyDD

Nice quick story, straight to the point.

Jul 14, 2019
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ATM
by: Dick

When u fucked her ass did u pull out and let her suck your cock? My partner does that with me and I love the taste of his cum and my anal juices in my mouth.

May 19, 2019
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More
by: Dave

More content. Tell us more about what it was like having her smooth cock & balls on your face. When you were on bottom of 69 did she thrust into your mouth? Do you have hair down there or are you shaved too?

May 06, 2019
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So damn hot!
by: Mike W..

I fantasize about something like this happening to me all the time. I love the taste of my own chi and would love to swallow a girl’s cum from her hard cock! Thx for the great story.

May 03, 2019
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starstarstarstarstar
Loved it
by: Anonymous

My fantasy cum true. only wish the story were longer with more sex. I am very oral (eat my own cum) so the oral sex is my desire!

Apr 28, 2019
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starstarstarstarstar
I wish it would never have ended
by: Tom

Thanks for the wonderful cock stiffening story. My cock is totally erect now. I love eating cum. I love its taste smell and texture. I too would love to suck off a good looking sexy shemale and let he fuck my gaping manhole.

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