Hooking up with bicurious friend?

  • Posted by a hidden member.
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    Jun 30, 2014 9:26 PM GMT
    One day a friend of FB had messaged me that if he were to be gay, would I be top or bottom (or how he had put it, pitcher or catcher, of which the meanings had escaped me at the moment), and I said catcher. Surprised, he asked if my choice would stay even with his height (5"10, I'm 6"6) or that he was taller and I told him I didn't care about height. Then he started to ask me how two men choose their roles (top or bottom) and considering I didn't know, I just told him it just happens.

    Finally, after asking if I minded being a top (I said no), he told he'll let me if he decides to try it out because he's now bicurious, and that he wants to try things out "maybe sometime this summer". Without thinking, I agreed, possibly out of sexual frustration, curiosity, and the desire for experience, even though I do find him attractive. However, I've kept the conversation and such under wraps since I'm good buddies with his ex-girlfriend (who did come to mind when he asked me).

    Has anyone experienced a situation like this? How should I prepare?
  • Destinharbor

    Posts: 4433

    Jun 30, 2014 9:35 PM GMT
    Don't prepare. Just be kind and fun if he decides to go through with it. And patient. And slow. And never, ever, tell anyone about it. That is one of the few rules you can never break if you are to be an honorable gentleman.
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    Jun 30, 2014 9:40 PM GMT
    I had found it most flattering when buddies wanted to "experiment" with me.

    It means your friend finds you attractive, and trusts you immensely.

    It's your job to not betray that trust... play it right, and your friendship with him can move to new and exciting levels.
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    Jul 02, 2014 11:33 PM GMT
    JonSpringon saidI had found it most flattering when buddies wanted to "experiment" with me.

    It means your friend finds you attractive, and trusts you immensely.

    It's your job to not betray that trust... play it right, and your friendship with him can move to new and exciting levels.


    Im still best friends with a guy whom he wanted to try sex with a guy and he chose me,,he now has two boys twins 21 yrs old,,,he's married to his college girl friend,,,I've never said anything to any one till now..trust is a must as jonspringon said...you might be surprised in the long run.
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    Jul 08, 2014 1:31 AM GMT
    A very good buddy of mine asked me to have sex with him one night after a lot of drinking and partying at a dance club. I couldn't believe he was serious, because from everything I knew about him, he was straight. He's had a whole lot of women, and was a handsome stud. So when he made his 'offer' I shrugged it off with a laugh and told him to get some sleep, as I helped him (half carried him) up his stairs and tossed him onto his bed. In hindsight, I'm sorry I didn't take him up on his 'offer'. It would have been hot, I'm thinking. By refusing him, I realized later I embarrassed him. He'd screwed up his courage to ask me this, and I'd laughed it off. Our friendship was altered somewhat afterward. If I had it to do over, I'd handle things differently and go with it.
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    Jul 08, 2014 2:50 AM GMT
    Play it natural. Hang out.
    Be prepared with command presence which is firm yet polite way.
    Take things slow.
    Have him concentrate on touch, breathing.
    Check in with him.
    Ask him how he feels and with eye contact.
    Ask him to touch you.
    Ask him how it feels and with eye contact
    Ask him where he would like to be touched.
    Ask him how it feels and with eye contact
    ug and breathe.
    Go back and forth having him cradle his face and nose into your neck and behind your ear so that he can breathe in your scent.
    Do the same thing with him.
    Ask him how he feels and with eye contact
    Rub his back down to the top of his ass.
    Ask him how he feels and with eye contact
    Ask him if you can remove his shirt.
    Look at and touch his chest and midsection.
    Sense if he shudders for flinches.
    Ask him how he feels and with eye contact.
    Remove your shirt.
    Ask him to feel your chest, arms, and torso.
    Ask him how he feels and with eye contact.
    Every so often, brush your hand against his cock.
    See if it gets hard.
    When he gets hard keep lightly rubbing it through his pants.
    Ask him how he feels and with eye contact.
    When you get hard, ask him to rub your cock through your pants.
    Ask him how he feels and with eye contact.
    More hugs and neck to neck contact (he might not be ready for kissing).
    Whisper in his ear if you may take his pants off.
    If he ascedes, take your own pants off.
    Rub your dicks together through your underwear.
    Ask him how he feels and with eye contact.
    See if he grabs your ass.
    If not, rub his back down to his ass, then cup and gently lift and spread his ass.
    Ask him how he feels and with eye contact.
    You'll know at this point whether he wants to be in control, or if he wants for you to take control.
    Do it.
    All throughout, ask him how he feels and with eye contact.
    Keep it easy this first time.
    Make sure he gets off first.
    Deny him your orgasm. Create a sense of obligation.
    Hangout. Bro-cuddle
    Take him out to do something fun. Don't talk about what you did unless he talks about it first.
    Don't tell anyone what you did.
    If he tells you not to tell anyone, reassure him that what you two do togther is nobody elses business. Keep that promise.
    Repeat these steps another night, next time advancing to something special he wants to try (e.g. head, salad tossing, pit sniffing, kissing, or anal.)

    Don't expect anal to happen too soon, if at all. Go easy on him, he's a virgin (especially if you're hung like a donkey bred with a horse).
  • Posted by a hidden member.
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    Jul 08, 2014 6:11 PM GMT
    I'm actually the sole virgin here. I received oral sex but not anal. My friend has had sex several times.
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    Jul 08, 2014 8:29 PM GMT
    Jockbod48 saidA very good buddy of mine asked me to have sex with him one night after a lot of drinking and partying at a dance club. I couldn't believe he was serious, because from everything I knew about him, he was straight. He's had a whole lot of women, and was a handsome stud. So when he made his 'offer' I shrugged it off with a laugh and told him to get some sleep, as I helped him (half carried him) up his stairs and tossed him onto his bed. In hindsight, I'm sorry I didn't take him up on his 'offer'. It would have been hot, I'm thinking. By refusing him, I realized later I embarrassed him. He'd screwed up his courage to ask me this, and I'd laughed it off. Our friendship was altered somewhat afterward. If I had it to do over, I'd handle things differently and go with it.


    IMHO you made the wise choice. In your eyes he had mustered up courage. But in his he might've looked back had you "done it" and been like "WTF..." And you would've likely wound up with a relationship worse than "altered," more like kaput. Spin it any way you like, but leading someone on while they're trashed is using them. More often than not that's how the other guy perceives it the next day.

    But all bets are off if he does make another play. icon_wink.gif