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  1. #31
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    Default Re: Will bottoming always hurt?

    Quote Originally Posted by Rivz View Post
    Does it mean I'm gay, I take loads in the ass? LOL!
    Yep you are a certified poop pirate of the gayest order



  2. #32
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    Default Re: Will bottoming always hurt?

    Quote Originally Posted by Prospero View Post
    I'd say it is also down the girl as well. A really skilled girl can get you relaxed and fuck you very enjoyably. A brutal one will hurt you however experienced you are. But it really isn't for everyone.
    So true. Adding to that, it also has to do with how concerned she is with your pleasure. I'll give examples.

    I've bottomed a grand total of four times.

    The first was with a "working girl" (back when I wasn't too proud to trick). When she first started to penetrate, I felt an extremely intense pain, but she did a good job relaxing me. She talked me through it and told me to take a deep breath as it was going in. It felt so damn good after that. However, the pleasure didn't last that long because she couldn't keep it up (not her fault. i understand what comes with hormones). So, I proceeded to fuck the shit out of her for the rest of the session.

    The second was with a girl (non-working) that I met on adultspace. That was the best sex I'd had in my life at that point. When I bottomed, I initially felt that same extreme pain, and told her to take it slow. She was really patient with me, and I felt relaxed. Before I knew it, the intensity of that pain had transformed into an intense feeling of bliss and ecstasy. I feel like that fuck really made me understand how girls get pleasure from being fucked. I was moaning like a bitch. I then fucked her, and proceeded to go straight to sleep.

    The third was a girl (non-working) I met on CL. She said she wanted someone to bottom for her. I was down. This turned out to be the type of fuck in which I was hoping for her to hurry up and be done. This wasn't even because it hurt. She was just not into trying to make it feel good for me at all. Once again, it made me kinda understand how girls (both GG and TS) feel. As a matter of fact, I think bottoming has made me an exponentially better fucker of GGs, but that's a better story.

    The fourth time was with a TS friend of mine who I met years before. Previously, we had done just just about everything short of intercourse. She had a boyfriend, and considered intercourse to be cheating, but not everything else (i.e., oral, frottage, sleeping in the same bed, etc.) Well, long story short, we fucked last year. I topped first. Then when she topped, I didn't get that much pleasure out of it. I don't know if it was because I already came, or if it was because her big dick was continuously hurting me. However, she came pretty quick so it was over soon anyway. I felt relaxed with her, because I knew her. However, I think that "skill" thing that you mentioned (or the lack thereof) may have played a factor.

    So the moral of the story is: yes, it does depend on the girl (at least for me, it does).



  3. #33
    GOD Emperor of Mankind Platinum Poster LibertyHarkness's Avatar
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    Default Re: Will bottoming always hurt?

    its like stirring porridge eh nom nom


    Liberty Harkness
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  4. #34
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    Default Re: Will bottoming always hurt?

    The moral of the story is "get it in ya "



  5. #35
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    Default Re: Will bottoming always hurt?

    One up the bum no harm done !



  6. #36
    GOD Emperor of Mankind Platinum Poster LibertyHarkness's Avatar
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    Default Re: Will bottoming always hurt?

    this is what i play for my clients when i need to bum them




    Liberty Harkness
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  7. #37
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    Default Re: Will bottoming always hurt?

    My experience (or lack there off) it mostly hurts with the first penetration once it in and you relax it is just pleasure granted my anals experiences had plenty of time between them but they were always with big dicks or one big dick miss dasha voxxx



  8. #38
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    Default Re: Will bottoming always hurt?

    Quote Originally Posted by kaientai View Post
    My experience (or lack there off) it mostly hurts with the first penetration once it in and you relax it is just pleasure granted my anals experiences had plenty of time between them but they were always with big dicks or one big dick miss dasha voxxx

    agree with this, but buttplugs def help


    How I Love A Big Gurly Cock

  9. #39
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    Default Re: Will bottoming always hurt?

    Quote Originally Posted by LibertyHarkness View Post
    this is what i play for my clients when i need to bum them




    play it for me libby haha...


    How I Love A Big Gurly Cock

  10. #40
    Member Rookie Poster Hardbodyshemale's Avatar
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    Default Re: Will bottoming always hurt?

    not if you relax and use the right amount of lube



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