What was your best expieriance with a shemale like?

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Answers. 5 helpful answers below.


  • by Just Me on November 7th, 2009
    Just Me
    One time when I was about 20, I went to an adult club that was just a ditry and sleezy nasty porn place. Just disgusting. I met this asian ladyboy there who was with his tranny friend/roommate. They were looking for someone to score with that night and just as they were about to leave, my eyes fell on him/her.

    He/she was so pretty. I talked with them both for a few minutes and we decided to go to their apartment and fuck. I followed them and when I got there, we all got naked.

    The tranny had a nice sized cock but the ladyboy I was eyeing had the most adorable teeny tiny dick. He/she also had breasts because he/she was taking hormone pills.

    We fooled, sucking each other and kissing. Finally, when we all decided we wanted to cum, I layed on their couch while the ladyboy got on top of me and rode me. I fucked him/her in the ass while the tranny stuck his dick in my mouth. He rubbed it all over my face until I really started blowing him and fucking the ladyboy hard.

    The tranny blew his load all in my mouth and on my face while I was still buttfucking the ladyboy. With cum in my mouth and all over my cheeks and mouth, I grabbed his/her ass and started to pound harder and harder. The ladyboy was jerking off and right when he/she began to cum on my stomach, I started pumping his asshole full of my cum. Up until that point, I had never cum so hard in my life.

    The ladyboy sat there for a minute with my dick in his ass. He/she smeared his cum all over my stomach while the tranny guy rubbed his flacid penis all over my cum soaked face and into my mouth.

    After that, I went to the bathroom and cleaned myself with just a little water and a rag. I got dressed and thanked them both for the experience. I then drove to my girlfriend's place, crawled into bed with her, and fucked her brains out. She had no idea what I had just done. I never saw the tranny or ladyboy again but I'll never forget that awesome night!
  • by Jackriley on January 11th, 2010
    Jackriley
    One night i met a woman and we went back to my place. We started making out and she got on her knees and sucked my cock. After i came i went down on her. When i took off her underwear, i found myself eye level with her cock. I decided to go with it and started playing with her balls. She got hard and i sucked her cock. After she came we went into my bedroom and just went at it. We both stripped naked and she threw me on my bed lifted my legs and just pounded my ass. The longer it went the harder she thrusted. It was the first time that pain felt so good. After that night i couldnt comfortably sit down without pain.
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  • by Rip Van Winkle on December 28th, 2009
    Rip Van Winkle
    We had just got off the ship, comming back from Viet Nam, went into the first bar we saw. Was belly up to the bar,drinking good american beer,(not that 3.2 shit the army tried to give us) when in walks this lovely lady, blond hair just past her shoulders, pretty face and a figure to die for! she sat one stool away from David, David, being the cock hound that he was, had soon moved over next to her. In a few minutes they had moved over to a booth, both of them sitting on the same side.
    Joe and I sat at the bar and mumbled about how LUCKY David was, first night back in the states and he gets him a girl that looked like that, the lucky dog!
    Later on that night, David came back to the bar and told the bartender to call him a cab. He told us, Joe and I, that he was going to go to a hotel with this fine gal, and don't wait up for him! wink-wink
    When the cab came, we all went outside to give him a good sendoff. We saw him open the door for her,she slid in with David right behind her. As the cab pulled off, we saw him put his arm across her sholders, lean into her and give her a big kiss.
    As the cab started to turn the corner and out of sight, we heard the scream of brakes! Then saw this gal running back towards us, with David hitting her on the head with every step, with one of her hi heel shoes! As they ran past us, we grabbed David.
    What happened,man? We thought you had a "sure thing" going. He said give me a beer and I'll tell you about it. After he drank a beer down, He said; we were going to a hotel and screw all night long. Yea, We figured that, we told him. When we got in the cab and sat real close, I kissed her. Yea, we saw that, we said.
    Well, what you didn't see was I placed my hand on the inside of her knee, and as the cab turned the corner, I slid my hand up her leg to her Honey-Pot, She had a bigger hard-on than I did!
    We all got drunk that night, but, didn't get laid!
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  • by Moongrim on December 20th, 2009
    Moongrim
    Yowza!!!
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  • by Just Me on November 16th, 2009
    Just Me
    LOL. Bible truth. It was a great experience.

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