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  1. #1
    Junior Member Rookie Poster
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    Default Have any of you dated a tranny you use to pay for?

    This post is just me asking the question has any one of you all ever dated a escort you paid? I think this will be an interesting post.


    Last edited by Realmain27; 05-14-2017 at 08:15 AM. Reason: Mispelling

  2. #2
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  3. #3
    Senior Member 5 Star Poster LovinThaTSLadiez's Avatar
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    Default Re: Have any of you dated a tranny you use to pay for?

    I have honestly had several escorts try to hook up with me and I am in no way trying to sound cool here. Many times they would ask, "What are you doing later?", or tell me, "You can come back later and you don't have to pay." I honestly have never taken them up on it because the reason I choose to occasionally pay for this experience is so I have no strings attached when it's over. Once I'm done, I'm done. But honestly, there have been several times days later when I'm like, "Damn it! I should have gone back!" But, that is simply my cock talking.

    I honestly believe the reason so many have hinted or outright tried to hook up with me is because most of their clients are older, unattractive guys and I am a decent looking, younger guy. Again, I am paying them so they will leave when it's over.

    I have had a femboy girlfriend who was no escort or anything like that, but I had more headaches with this person than I care to remember. I think I'll just stick to the occasional paying rather than to be subjected to insanity.


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  4. #4
    Junior Member Rookie Poster
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    Default Re: Have any of you dated a tranny you use to pay for?

    Wow thanks for the insight.



  5. #5
    Senior Member Veteran Poster diddyboponTOP's Avatar
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    Default Re: Have any of you dated a tranny you use to pay for?

    Yeah,I paid once then dated for over a year
    Made that money back ten fold, she would hook me up lovely



  6. #6
    President of Russia Veteran Poster Vladimir Putin's Avatar
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    Default Re: Have any of you dated a tranny you use to pay for?

    Only once I dated and had sex with a pre-op TS that I didn't pay for, although I did pay for dinner and a movie. Twenty years ago I met her on the personals on AOL back when AOL was a big deal, unlike today. But no, I never dated a pre-op TS I used to pay for.

    By the way, our dinner was Pizzario Uno and our movie was "Eyes Wide Shut."


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  7. #7
    Senior Member Veteran Poster diddyboponTOP's Avatar
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    Default Re: Have any of you dated a tranny you use to pay for?

    Right I got so Much free TS ass on Aol it wasn't funny, I think all of us in that room who were nice looking fucked each other..Wild times for sure and we were a small group here in NY and had a bond, few great TS, now it seems like any fem sissy wants to become a TS and we have these low class gals 10 in a room hiding friends in the bathroom during sessions



  8. #8
    Cool Veteran Poster CoolAwesomeBXDude's Avatar
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    Default Re: Have any of you dated a tranny you use to pay for?

    i've tried to a while back. It didnt work out =/



  9. #9
    Senior Member Veteran Poster
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    Default Re: Have any of you dated a tranny you use to pay for?

    Quote Originally Posted by LovinThaTSLadiez View Post
    I have honestly had several escorts try to hook up with me and I am in no way trying to sound cool here. Many times they would ask, "What are you doing later?", or tell me, "You can come back later and you don't have to pay." I honestly have never taken them up on it because the reason I choose to occasionally pay for this experience is so I have no strings attached when it's over. Once I'm done, I'm done. But honestly, there have been several times days later when I'm like, "Damn it! I should have gone back!" But, that is simply my cock talking.

    I honestly believe the reason so many have hinted or outright tried to hook up with me is because most of their clients are older, unattractive guys and I am a decent looking, younger guy. Again, I am paying them so they will leave when it's over.

    I have had a femboy girlfriend who was no escort or anything like that, but I had more headaches with this person than I care to remember. I think I'll just stick to the occasional paying rather than to be subjected to insanity.
    So do you tend to date ggs in your private life ?

    It sounds like that from your genuinely interesting last post



  10. #10
    Junior Member Rookie Poster
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    Default Re: Have any of you dated a tranny you use to pay for?

    I once dated this pre-op on POF when i was in Barbados, at least that is what i thought.
    After the second date (Both of which i payed) She started to ask for money if i wanted to hang out again so that was a bummer



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