Ladyboy/shemale fantasy

Discussion in 'Bisexual' started by BiRob, Sep 22, 2020.

  1. BiRob

    BiRob Members

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    I have an undying desire to experience lovemaking with a ladyboy, shemale or transgender woman so bad. I feel its the best of both worlds.
    ..
     
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  2. Mrcurios

    Mrcurios Members

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    I have the same desire. Would love to see some pics.
     
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  3. Socal72

    Socal72 Members

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    Never done it have same fantasy for sure.Even went as far to looking into paying for it through a website I found a few years back.Plenty of passable even beautiful trans on Eros didn’t have the courage to pull the trigger though
     
    adman, Mickey1 and LuvCubs like this.
  4. LowHangers

    LowHangers Members

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    Yeah, it would be nice to experience for sure. Especially if she's totally passible as a female and sports a nice 8" cock.
     
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  5. Mr n spencer

    Mr n spencer Members

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    I paid for a beautiful t girl once 8 inch cock it was one of the most amazing experiences of my life
     
    LowHangers, RisingBi, Up-Bob and 5 others like this.
  6. LuvCubs

    LuvCubs Members

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    Same here. I get so turned on watching beautiful traps & femboys.
     
    Guy Stroking and Joshua Van like this.
  7. BoyToy69

    BoyToy69 Members

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    DaveTheBiGuy and jmadre like this.
  8. Si69

    Si69 Senior Member Lifetime Supporter

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    I had a hot session in N.Zealand with a shemale from Samoa. She was hot, big boobs and an 8" cock. Gave me a nice fucking ....was a nice lady and hot meet. My only shemale to date. ....

    Simon :)
     
    RisingBi, Up-Bob, Lookin41 and 3 others like this.
  9. Txguy1985

    Txguy1985 Members

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    I slept with one in college, she was transitioning so she had a very small penis that only got semi erect but was very sensitive so I’d spend a long while with her balls and cock in my mouth sucking on them like a popsicle. She came multiple times in my mouth. But the best was she would suck Dick and eat ass like her life depended on it and when it was time to fuck she begged for it. Should have stayed in contact with her but oh well
     
  10. dcc49

    dcc49 Members

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    a fantasy of mine too!
     
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  11. BiRob

    BiRob Members

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    Me too
     
  12. Windman

    Windman Members

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    It would be a very fun surprise to find out the “beautiful woman” you have been trying to seduce has a nice cock.
     
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  13. Just for fun

    Just for fun Live your best life

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    Change is the only constant. I say this because fantasies also change. I have been pretty consistent with my fantasy on these HF posts. But lately I have been leaning toward a long evening with about 4 ladyboys or shemales. When having sex with my wife my incentive to cum when its my turn is to imagine her being triple penetrated by larger than usual dicks. But lately I've been stuck on my own triple penetration by cocks, mouths and asses with no women involved. The videos on this subject always give me an erection.
     
    GrayGuy57 and BoyToy69 like this.
  14. MojoToto

    MojoToto Members

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    I want to be cucked with a ladyboy fucking my girlfriend. Tgeir penis will be bigger than mine.
     
  15. Mymomknows

    Mymomknows Members

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    It's awesome! Anyone else here had the same kind of thoughts? I’d love to hear your thoughts or experiences!
     
    Colesey likes this.
  16. thesantos29

    thesantos29 Pretty Hip

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    Some shemales really turn me on. I would love to have a shemale FWB.
     
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  17. BarefootBiGuy

    BarefootBiGuy Members

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    Going with an Asian ladyboy is certainly at the top of my fantasies!
     
  18. Up-Bob

    Up-Bob Members

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    I really want to try that too… have a feeling that I could want a long term relationship with one
     
    Franky29 likes this.
  19. Beeelr73

    Beeelr73 Members

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    The best of both worlds comment sort of sums it up, I’d agree. I have an intense attraction to black tgirls.
     
  20. Steveh

    Steveh Members

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    I was with my first while in Vegas, in my hotel room. It was so HOT
     

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