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Thread: My First T-Girl

  1. #1

    Default My First T-Girl

    I posted this right before the old boards got nuked so I though I'd post it again.

    My first time with a T-Girl was an accident. I was in San Francisco for business, bored and horny and I drove past the hookers up on Post St. One of them really caught my eye and I said "What the hell" and parked around the corner and walked back to talk to her.

    She was tall, in high heels, wearing white fishnet stockings on legs that wouldn't stop and a tank top and not much else. She looked Hispanic and had long black hair. She said to me "Are you dating?" in a breathy Spanish accent. "Yes", I said. She asked me what I want to do and I said "everything". "OK", she said, and named a price. It sounded good to me so I walked her back to my Cherokee. I was nervous - I hadn't picked up very many hookers before and I'd never thought of picking up a TG. I hadn't even thought about any of them hooking and if I had, I would have thought that I could spot one easy. I thought she was just a tall girl and I was looking forward to fucking her pussy hard. I asked her name and she told me "Maria."

    We drove back to my motel on Lombard St. As I drove I slipped my hand down the front of her stockings but didn't reach down too far. All I felt was pubic hair, but nothing else - I hadn't reached down far enough to reach her cunt so I didn't think anything of it. She gave me kind of a funny look but I didn't think anything about it. She reached over and unzipped my pants and took my cock in her hand. I was rock hard by this time and she slowly massaged me as we drove along.

    Driving into the parking lot we passed right by the office and I asked her to duck so they wouldn't see me bringing a hooker in. We slipped into my room quickly. I gave her the cash and she tucked it away.

    We took our clothes off but she left her black lace panties on. We got on the bed and I sucked on her tits for a while. Then she put a condom on my cock and took my cock in her mouth. Her lips were outlined in black, like with eyeliner and I watched her bob up and down on my cock. I hadn't had many blow jobs and this was excellent. I was getting close to cumming and I told her "Stop - I want to fuck you!" "OK, baby" she said. "Lie back and let me do the work." Still with her panties on, she squatted over me and pushed her panties off to one side and started to ease me into her.

    At this point, the penny finally dropped for me. I looked up at her and asked "Are you a guy?"

    She looked sheepish and a little frightened and in that breathy Spanish accent said "Yes.." and moved off me.

    I thought about it for a second, and consulted my dick (even harder than before) and decided "Why not?" "It's OK" I said. I got her panties off and she had a small. limp cock tucked between her legs. "I want to suck your cock" I told her and she got another condom out of her purse. I had never sucked a cock before and the condom tasted like, well, rubber, but I kept at it and felt her start to grow and harden in my mouth.

    I let her go from my mouth and took her cock in my hand. As I pumped it, I told her "I want to fuck you". This time, she was under me with those long legs bent double and her ankles up on my shoulders. She must have been all lubed up while she was waiting on the street because I slipped right into her. This was my first time for anal sex and I LIKED it. Her ass was tight and warm as I felt the head of my cock pop past the ring of her anus. Slowly at first and then faster I pumped into her. She moaned and said "Fuck me harder". I came into her so hard I thought I would pop the condom.

    After I pulled out of her, her cock was still hard. She took her condom off and asked me to suck her tits while she jerked off. They were great tits and I sucked them for all I was worth as she pounded her cock in her fist. She came all over herself.

    After we cleaned up and got dressed, I drove her back to Post St. As we drove by The Motherlode (the predecessor to today's Diva's) she told me "If joo like queens, that's the place. Nothing but queens, queens, queens." After I dropped her back on the street and said "Thank you", I drove off thinking that was the best sex I'd ever had and I would have to do that again and maybe visiting The Motherlode wouldn't be a bad idea. But, that's another story.


    3 out of 3 members liked this post.

  2. #2
    Junior Poster
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    Default Re: My First T-Girl

    Nice story!



  3. #3
    Bald Headed Old Fart Professional Poster BigDF's Avatar
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    Thumbs up Re: My First T-Girl

    Good story, very arousing. Would love to hear about adventures in the Motherlode.


    I want to make you gasp and sigh!

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  4. #4

    Default Re: My First T-Girl

    oh very nice, she sounded worried, but I bet happy to find you didn't mind.



  5. #5
    Oral perfectionist Professional Poster
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    Default Re: My First T-Girl

    BABEWONDER: Keep your spam out of the stories threads.


    A TGirl is very special.
    She is a gift to be treasured.

  6. #6
    Senior Member Junior Poster
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    Default Re: My First T-Girl

    I've been to Divas. After the marathon last Nuly. I wish I had time to meet a hot tranny & suck her dick.
    Quote Originally Posted by transsmut View Post
    I posted this right before the old boards got nuked so I though I'd post it again.

    My first time with a T-Girl was an accident. I was in San Francisco for business, bored and horny and I drove past the hookers up on Post St. One of them really caught my eye and I said "What the hell" and parked around the corner and walked back to talk to her.

    She was tall, in high heels, wearing white fishnet stockings on legs that wouldn't stop and a tank top and not much else. She looked Hispanic and had long black hair. She said to me "Are you dating?" in a breathy Spanish accent. "Yes", I said. She asked me what I want to do and I said "everything". "OK", she said, and named a price. It sounded good to me so I walked her back to my Cherokee. I was nervous - I hadn't picked up very many hookers before and I'd never thought of picking up a TG. I hadn't even thought about any of them hooking and if I had, I would have thought that I could spot one easy. I thought she was just a tall girl and I was looking forward to fucking her pussy hard. I asked her name and she told me "Maria."

    We drove back to my motel on Lombard St. As I drove I slipped my hand down the front of her stockings but didn't reach down too far. All I felt was pubic hair, but nothing else - I hadn't reached down far enough to reach her cunt so I didn't think anything of it. She gave me kind of a funny look but I didn't think anything about it. She reached over and unzipped my pants and took my cock in her hand. I was rock hard by this time and she slowly massaged me as we drove along.

    Driving into the parking lot we passed right by the office and I asked her to duck so they wouldn't see me bringing a hooker in. We slipped into my room quickly. I gave her the cash and she tucked it away.

    We took our clothes off but she left her black lace panties on. We got on the bed and I sucked on her tits for a while. Then she put a condom on my cock and took my cock in her mouth. Her lips were outlined in black, like with eyeliner and I watched her bob up and down on my cock. I hadn't had many blow jobs and this was excellent. I was getting close to cumming and I told her "Stop - I want to fuck you!" "OK, baby" she said. "Lie back and let me do the work." Still with her panties on, she squatted over me and pushed her panties off to one side and started to ease me into her.

    At this point, the penny finally dropped for me. I looked up at her and asked "Are you a guy?"

    She looked sheepish and a little frightened and in that breathy Spanish accent said "Yes.." and moved off me.

    I thought about it for a second, and consulted my dick (even harder than before) and decided "Why not?" "It's OK" I said. I got her panties off and she had a small. limp cock tucked between her legs. "I want to suck your cock" I told her and she got another condom out of her purse. I had never sucked a cock before and the condom tasted like, well, rubber, but I kept at it and felt her start to grow and harden in my mouth.

    I let her go from my mouth and took her cock in my hand. As I pumped it, I told her "I want to fuck you". This time, she was under me with those long legs bent double and her ankles up on my shoulders. She must have been all lubed up while she was waiting on the street because I slipped right into her. This was my first time for anal sex and I LIKED it. Her ass was tight and warm as I felt the head of my cock pop past the ring of her anus. Slowly at first and then faster I pumped into her. She moaned and said "Fuck me harder". I came into her so hard I thought I would pop the condom.

    After I pulled out of her, her cock was still hard. She took her condom off and asked me to suck her tits while she jerked off. They were great tits and I sucked them for all I was worth as she pounded her cock in her fist. She came all over herself.

    After we cleaned up and got dressed, I drove her back to Post St. As we drove by The Motherlode (the predecessor to today's Diva's) she told me "If joo like queens, that's the place. Nothing but queens, queens, queens." After I dropped her back on the street and said "Thank you", I drove off thinking that was the best sex I'd ever had and I would have to do that again and maybe visiting The Motherlode wouldn't be a bad idea. But, that's another story.


    1 out of 1 members liked this post.

  7. #7
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    Default Re: My First T-Girl

    Nice experience! Wish it had happened to me!



  8. #8
    Member Rookie Poster kingkong12's Avatar
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    Default Re: My First T-Girl

    I do not know if the story is real as the thread does shemale stories fiction/non-fiction but nevertheless it was good read. I enjoyed it.


    Last edited by kingkong12; 11-25-2016 at 01:04 AM.

  9. #9
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    Default Re: My First T-Girl

    Hot story, thank you so much for sharing! I really enjoyed reading it



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