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My best friend coming out

biguy021

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Hey all,
My life has taken a very strange turn recently and I need some help on how to proceed. It starts with my best friend Tom. We've known each other for the better part of 4 years now, and I've been attracted to him since day one. I'm bi or pansexual (or whatever you wanna call it) but am straight acting and over time I've suspected Tom might be gay or bi but never really brought it up. It was always in subtle and sometimes not so subtle ways he would joke. I'd ask what he wanted to do that day and he would reply "dirty butt sex" or something dumb like that and we'd laugh. Sometimes he would ask odd hypothetical questions like what would happen if we where caught making out.

Tom is a bit of a play boy and is a known ladies man and from the outside, the last person you'd expect to have a gay bone in his body. He has known I'm bi for a while now but its more or less ignored and never really brought up. It was his nonchalant reaction to the news that really made me realize what a good friend he is. That and he's the only one that knows. But with all that said, I can tell that when the subject is brought up he feels oddly tense and uncomfortable so I do avoid it.

About 2 years ago, before he knew I was bi, he texted me saying that he thinks we should have sex at least once, just to see whats its like. We went so far as to make the plans and arrange the place but chickened out by the end. We agreed to never speak of it.

About a year ago I was driving him home, we where both high and he got quiet. I asked what was up and he asked if I remembered the text he had sent me. I said yes and he said, "well, if you want... I could give you road head". I was floored, it was finally happening! Next thing I knew I'm driving around the neighborhood getting my dick sucked by my best friend. It was awesome but short lived. He said it was horrible and did not like it, once again we agreed it had never happened.

Then a couple months ago he asked me to do him a big favor, something not at all sex related. When I asked how I'd be compensated for the favor he asked if I'd be willing to accept a bj, of course I thought he was kidding and he wasn't. He tried hard to make it sound like he was only doing this to avoid having to pay me for said favor, but I knew better. But as at that point there was very little blood left in my head I accepted. I did him the favor and we went to a vacant rental house of mine and he sucked my dick while I jacked him off. It was almost funny. He kept trying to act like he wasn't enjoying himself even though he was grinning from ear to ear upon arrival. When he started sucking he said that it wasn't as bad as he thought it'd be no less than 3 times and got very enthusiastic. I have to say he was better than most of the girls that I've had. And even though it was me getting sucked he came first.

A week or two ago he asked for another favor and requested to pay be back the same way, of course I accepted. Now here is the kicker. Tom is rather good at avoiding a subject so all this time I've rarely pressed him on the subject, he mentioned in passing during the text conversation that he finds some aspect of men attractive but then acts otherwise. And can and if needed will convince himself that hes not actually enjoying this and set me back another year.

We where gonna meet up Friday night but plans fell through due to weather. He texted me this "Can we possibly wait until Wednesday? Its weird but I find myself actually wanting to hang out there. Its not bugged me as much as I thought it would, you know? So I don't want you to think I don't want to because I do. I am both ways, you know?" both ways being how we've described my bisexuality many times in the past.
I accepted, thanked him for finally being honest about it and it ended there.

Its been a couple days and though I've tried bringing up the subject he immediately changes the subject, so he is still very uncomfortable with his feelings. The fact that there where admitted at all is something I simply never thought would happen. And I dont want to chase him away by being too persistent.

Should I just let the pretense continue in day to day only talking about it when he sees fit or should I be more direct and risk a sort of confrontation? I was thinking best rout of action is to wait until we meet on Wednesday and after we are done I ask what this means for our friendship. Or maybe next time we are alone to bring it up subtly. With Tom and something this sensitive every move needs to be very calculated and any help or advice would be very helpful.

Thanks!
 
If this is a matter of "calculating" every move, it sounds as though you're put in the position of "managing". You might want to ask yourself why this is so fascinating to you. Is your attraction so driven that you MUST have this guy, or is your friendship more important.
Figure this out and you'll have your own answer. And if it's that you MUST have him, then you must also realize it's a "cat and mouse" situation. He IS toying with you, either through fear of finding out he likes sex with guys, or else he just wants to see if you're still interested in him in "that way."
Also, what are the ages in this scenario? I'm tending to think you're younger (21-33) rather than older, which plays into the mindset of the generation involved.
 
You're spot on with the ages, we are both 23. And I know that he's toying with me but we've been toying with each other. I think at this point the thrill of the chase, of whether or not I'm going to get him is as fun and thrilling as any other part of it! I think that I must have him, because I must know that I CAN have him. I know its not particularly healthy but I'm young and can be a bit stupid at this point. And the reason everything must be calculated is because except for those moments that he agrees to open up, he simply acts as though they don't exist.
 
Our hugest fault is actually designating definitions and identifications. I identify myself as being gay, but that doesn't define me as a person. I also enjoy just a salad from time-to-time, but that doesn't make me a vegetarian. It is just societal mores that dictate that we assume a designate.

Being a psych major in college, I was always able to make use of said knowledge to my benefit ... lol ... sadly, just to get getting guys to open up about their said "curiosity" (maybe once or twice) per them ... and of course, curiosities that they never acted on, much less intend.
 
I agree with you, I think the need for titles is nothing but another way for people to further isolate "them" from "us". My main intent is not to make Tom come out or be my boyfriend, its to just help him understand his feelings in general. I can tell that it tortures him as it once did me and that even if it is only a quick fling or a one or two time thing it will have been worth it if he understands himself more.

Today I did talk to him about it, first I explained what pansexuality is and that I'm not bi but that. I'm simply attracted to who I'm attracted to and gender has no real weight. Then I asked him "what" he was (though I wish I had phrased it better) and in stead of going with the old "straight" stand by he actually said "I don't know" then asked if we could change the subject.

One last side of this is that we both come from families that are rather conservative when it comes to this subject. We are both under a lot of pressure to keep it secret no matter what happens, it would be beyond amazing if he got to the point that we could speak freely about it and mess around when the feelings came up.

Is that naive of me? He's my best friend, who better to hook up with or share something like this with than that?
 
You're absolutely right there no one better to share this than your best friend even though you have to be careful about your friendship. I think you should give him some time to be able to deal with himself first, just telling him that you'll be there any time if he needs to talk about it. Don't pressure him, you're friends you don't need to label each other and you're young so you have plenty of time to identify yourselves. So don't bring the subject let him come to you, well at least try not to put this in anyway uncomfortable for him. It's normal for him to act like it never happened but as every one he will have to face himself and realize that this is not something he can avoid for ever. Know that we all have our own rhythm when it comes to our intimacy, be more comprehensive. You're not naive it's also normal to be in expectation when it is someone as important for you as your best friend, especially as you've always been attracted to him. Let time make its work. And if you see that in few months nothing has changed at all from his part whereas you keep doing things together or if you don't do anything anymore but he keep being silent, then act but first wait. BTW you already had him s you should know that you can have once again.
 
My main intent is not to make Tom come out or be my boyfriend, its to just help him understand his feelings in general. I can tell that it tortures him as it once did me and that even if it is only a quick fling or a one or two time thing it will have been worth it if he understands himself more.

it would be beyond amazing if he got to the point that we could speak freely about it and mess around when the feelings came up.

Is that naive of me? He's my best friend, who better to hook up with or share something like this with than that?

I've done some editing to highlight some things which may factor into his (and should factor into your) reasoning.

I assume by feelings that you mean the lust factor as opposed to the emotional one. This might be the bit which he has difficulty with, moving you out the BFF area and squarely into the sexual area. You've mentioned he's quite the casanova and a ladies' man; is he able to completely divorce the emotional aspect of sex? Could it be that he won't be able to do the same thing with you? It's an old cliche, that sex changes friendships, but I think there have been enough friendships ruined by a change of feelings which don't work out in one person of the pair and which skew everything else from then on.

It's noble of you in a way to say that a fling which doesn't last is "worth it if he understands himself more," that you're willing to risk your own feelings to let him explore. But maybe this is a road he doesn't want to go down, and your friendship is worth more to him than a fling (or anything) would be. At the same time, ask yourself - are you sure you could handle a fling? What if you find you want more in the end and he doesn't - can you cope with that? My fwb - strictly NSA; no feelings at all was the plan - became my bf, and when it went tits up after 18 months we tried to keep it amicable but we haven't managed it - it's too weird. I miss the friendship more than the bf part of it, if I'm honest. Would you be able to lose this best friend if it doesn't come off?

It's a big risk. Being one to always err on the side of caution, I personally think as far as you've been already might be a good place to stop the physical parts of it, at least until there is a significantly higher level of comfort from his side (and even then, you're running a risk that it doesn't work and you lose him).

And of course everything I've said so far hasn't even taken that this all has to be a big secret into account, which will probably put more strain on the thing.

-d-
 
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