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Need serious help with my "straight" friend

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Okay, so I have a very good friend who is amazingly hot (we've become fast friends in the last year and a half) who basically "pursued" me as a friend (we have one or two mutual friends). He knew I was gay from the very beginning, and the way he went about us becoming friends was almost as if he was interested in me (talking on the phone, taking me out to dinner, sleeping in the same bed, calling me pet names). It was all very strange because not many straight guys pursue a gay guy as a friend like that. Anyway, our relationship has been very confusing. Over the last year and a half, there's been times when he's wanted to make out, we always sleep in the same bed, he always wants to cuddle, wants me to massage him, hold my hand, etc. Now before I go on, this guy is definitely a pussy hound, always pursuing girls (actually has had a girlfriend for the last few months who he cheats on with other girls). He's told me he's just a big tease and nothing is ever gonna happen between us, but I'm not stupid, it seems very clear to me that this guy has feelings for me and doesn't know how to deal with it. Just the way we are together, the moments we have, the connection, the conversations....it all seems to go beyond us being friends. In fact, there's been times when he's been in tears telling me he wants to be with me but he needs a girl in his life. However, he constantly denies things the next minute. for example, he'll call me baby and beg me to cuddle with him, then in the middle of the night he'll slap my arm away and insist he's not gay.
Anyway, a week ago we hit a new level in our relationship. We were hanging out drinking as we usually do, having deep conversation, being close and cuddly, and he randomly went over to the couch, bent over, and asked me to fuck him. I thought he was joking, because he always jokes around about stuff like that, and then I realized he was serious. I asked him if he was sure, and he begged me to do it. So I did, and in the next 6 hours we fucked about 6 or 7 times, each time he kept begging me to do it again, Basically did it on every surface of his apartment. the first time he asked me to cum in his mouth, and then gagged, so I thought he'd be disgusted by it, but he proceeded to beg for my cum in his mouth three more ties, and each time after the first he was literally begging for it and telling me how good it tasted simply because it was mine. Honestly, I NEVER thought we'd have sex, let alone having him let me fuck him, and the way he was so into it literally tripped me out. He turned into an immediate bottom whore, took it like a champ, talking dirty to me, begging for my cum in his face, asking me things like "Is this ass gonna make you cum? I want your babies in my mouth." It was like a porn. I made him promise me nothing was going to change because I didn't want to ruin the relationship, and he insisted that it wouldn't. He said it wouldn't happen all the time, but that now I "owned this ass" and when he wanted it to happen again it would. I can't imagine many straight guy would let a gay guy fuck them in the ass even once, let alone numerous times and also eat their cum.
The next day we talked and he said he needed some time alone, and basically is all over his girlfriend all of a sudden as if suddenly she is brand new.
so my question is, is this guy just truly fucked up or is he scared of what we did? I'm trying to give him some time to process what happened, because it must have been a big deal for him, but at the same time I'm terrified that I've ruined one of my best friendships. To be clear, I do have feelings for the kid, but he's also one of my best friends so it's all so confusing.
Anyone ever been in a similar situation? what should I do???
 
Sometimes you gotta think with your brain and not with your cock. You should only go further in the relationhip if you're willing to accept the possibility of no longer being friend after. He may come around, he may not. Only time will tell. Maybe you could initiate the conversation and tell him what he probably wants to hear; that it was a mistake and shoudn't have happened and that you want to put it behind you.
 
Well my question is, do you think he really has feelings for me? I mean, obviously this is the furthest we've ever gone, but there's definitely been plenty of intimate moments before and he's never been weird after (mostly because he's such a needy person and really cherishes what he has with me - he's actually cried at the thought of losing me).
I'm just wondering why it took so long for this to happen when there's been more than enough opportunities before, and if we've gone past the point of no return.
I should also mention that his girlfriend is 19 and he's 28, and after a few months hes convinced he's going to marry her and she's going to have his babies, even though he cheats on her constantly and has dumped her several times. she keeps coming back because she's a kid who doesn't know any better.
 
Does he have feelings for you? LOL.

Of course he does. Sounds like he is bisexual and is simply very confused. The pressures of being straight vs liking guys is taking it's toll on him.

Watch him start pushing you away now out of fear of accepting who he is.
 
It's hard to tell. The only thing I am going off is your interpretation of the situation and it is entirely possible that you are reading too far into it. There is a high probablility that he is a closeted bisexual though. I don't know any of my straight friends who would tell me to bend them over backwards and stick it in their tail-pipe.

If he is a closet cases, then there is no point in trying to force it out of him. Just talk with him. Tell him that you are sorry (even if you're not) and that you're here to talk to him whenever he needs to talk.
 
I know he is definitely not gay, because he has an obvious love for girls and actively pursues them and wants to be with them....and he's said many times over the past year that he's bisexual, he's so attracted to me, etc...then in the next breath he denies it ("Dude, I'm straight..I like girls...you know this"). After we had sex a few times, he said "So does this make me bi?"
I just don't know how to proceed with him now so I'm backing off for awhile. And I know I'm not reading too much into it. Literally everyone already thinks we're fucking. The chemistry between us and how he acts with me is pretty obvious to all his friends, yet he seems to think it's not that obvious.
 
I think he has feelings for you, but in a Bisexual way. Being bisexual you become so conflicted and more importantly he doesn't want to admit to any aspect of being gay. He has a lot to work through and it will be difficult.
 
Well dude he has to be into you! Just give him time to come to terms with himself. Also you should describe the first time you guys fuck in depth too!
 
The key word here is "needy." Neediness is a pretty confusing state to be in: love you/want you and then hate you/ don't want you.
He's confused, period. He may feel like he's less a "man" now that you've fucked him (he's not, but it's a normal reaction, even if you're gay!).
Suggest that a few friends are getting together, and if he and his girlfriend want to join you all, he's welcome to. He might be a lot more comfortable knowing you two aren't going to be alone, especially if you don't spend the time mooning over him. Just be casual with him, and don't pay any more attention to him than anyone else in the group. As unfortunate as it is, (seeming) indifference can make a person come out of their shell and he's definitely retreated into a shell right now, the shell of "Am I still a man or not? Did letting him fuck me make 'gay' or not?"

It's a lot of self-questioning he's going through and if you're even remotely smart (as in, emotionally smart), you'll keep your mouth shut for a while and let him come to a conscious decision about who he is (the unconscious feelings are having a field day with him right now, and you don't want to be in their path as they trample everything that gets in their way).
 
Well, the fucking was incredible...he took it so well right away, and went immediately into bottom whore mood. It was like a porn. I could never imagine fucking my hot "straight" best friend, let alone have him BEGGING to swallow my cum. And we kept fucking and he kept coming back and asking to do it again. We did it on the couch, the kitchen floor, the bathroom, the bed twice, the bedroom floor...he even wanted me to get up on the counter and fuck him but it was too hard to do haha. But literally he would grab my cock in my pants, rub it, and be like "I want your cum...please please please give it to me."
There is sooo much chemistry between us and he's so sweet to me...that's why it's like we've been practically dating all this time.
I'm just going to give it to time...he seems to be really into his girlfriend right now.
 
What was the most you guys have done before this happened? Cuz I think this dude is just scared of himself and what he is feeling for you.
 
What was the most you guys have done before this happened? Cuz I think this dude is just scared of himself and what he is feeling for you.

Lots of cuddling, massaging, held hands, making out, showering together...and he is always calling me pet names like "baby" and saying the sweetest things to me. Just the way he looks into my eyes like he is so amazed by me...there's a definite chemistry.
 
This guy having sex with a bunch of different girls, then doing what he does with you almost sounds as if he is just having sex with those girls to try and convince himself that he is straight when maybe he's not. Sorry, run on sentence alert there.

A lot of guys when they are trying to convince themselves they are not gay do this.

He seems to have developed a strong emotional connection with you and now a strong physical connection which has brought things full circle, but now he's walking back away to a girl back to convincing himself he's straight. I bet this goes one of two ways soon.... you'll get a call or a meet up with him either way. The first way it goes is he admits to you that he has to be with his girlfriend and you guys can no longer hang out/be friends.... or he finally admits to you that he is infact gay not just bi and you are his "love" and he's been fighting it by sleeping with random girls but having sex with you convinced him of it and he's ready to give it a try.

Its a touchy subject with a lot of guys who just are figuring things out for themselves. If he knew you were gay I just hope he didn't connect with you to use you to satisfy his curiousity.
 
Well I definitely believe his interest in girls is genuine by the way he talks about them and pursues them, not to mention he cheats on his girlfriend with other girls as well. But there are clear feelings for me as well. And it's interesting how his repression seems to work. He is very comfortable with me and the gay thing, has no problem with the intimate moments (for example, me laying on his chest while we watch a movie while he strokes my back and arms, or him rubbing my leg and knee while we're driving as you would do to a gf or bf) but then the next moment he's suddenly "uncomfortable" with it. For example, we stayed in a hotel a few month back, and he insisted the whole time that we were sleeping in separate beds because he's "not gay", even though we have slept in the same bed since the day we met, cuddled, etc. anyway, what does he do when it's time for bed? Climbs on top of me and cuddles me and falls asleep. It's like he protests and protests and protests and in the end does it anyway, even without me initiating anything. It's ALWAYS him doing the initiating, yet if I try something usually he'll shove me away or remind me he's not gay.
When we had sex, the way he looked at me, the things he said, it went WAY beyond a straight guy just doing a little experimenting. He wanted it bad and kept wanting it again and again, as if the floodgates had been opened. then literally the next day he asks his girlfriend to move in and is all over her as if he's suddenly just met her (even though he's dumped her numerous times and constantly cheats on her). Now she's the love of his life.
I know the right thing for me to do is just back off and leave him alone, so that's what I'm doing.
 
Does he have feelings for you? LOL.

Of course he does. Sounds like he is bisexual and is simply very confused. The pressures of being straight vs liking guys is taking it's toll on him.

Watch him start pushing you away now out of fear of accepting who he is.

This^^^. Sounds like your friend is mighty confused. I had a similar situation and my friend freaked out and took off without warning.
 
1. Your friend is not straight. He's at least bi, maybe gay. That should be glaringly obvious.

2. Yours is not the first dick your friend has sucked and gotten fucked by. That should also be pretty obvious.

3. Your friend is incredibly fucked up emotionally, and you cannot fix him. Proceed with extreme caution. People who are that fucked up can wreak incredible havoc on your life.
 
1. Your friend is not straight. He's at least bi, maybe gay. That should be glaringly obvious.

2. Yours is not the first dick your friend has sucked and gotten fucked by. That should also be pretty obvious.

3. Your friend is incredibly fucked up emotionally, and you cannot fix him. Proceed with extreme caution. People who are that fucked up can wreak incredible havoc on your life.

Actually, I really do think I'm the first one whose fucked him. His reaction to the whole thing, not to mention it's been basically a year of him dipping his toes in the water, tells me he finally gave in. However, as far as his dick being sucked, he did used to live with a gay roomie who hinted he had sucked him drunk once. I did catch them making out one night when we were all drinking way back when I first met him.
 
I would focus on your own feelings about this, and decide whether this relationship is good for you or bad for you. Or in a more coldly analytical way, is what you get out of this that is good for you, worth what you put into this? If the answer is yes, then continue on with it. If no, if it's a drain or whatever, then let the relationship wither. It seems cynical to analyze relationships like this but sometimes you have to. He's very confused about his sexual identity and you aren't the one to sort out his feelings and desires for him. Only he can do that. For this relationship to be beneficial to both of you, you must both see it as the same thing and you must both get out of it what you want out of it. You must both see it as a bromance, or both see it as friends-with-benefits, or as fuck buddies, or as a boyfriend/lover thing, or as just a regular non-sexual friendship. The point is there must be a match between what you two see the relationship as. It's hard to say what will happen in the future. His feelings may change; your feelings may change; probably both of you will have different feelings later on. I probably would just continue to be his friend, and if once in a while a sexual thing happens, then so be it, but if it never happens again, then oh well, at least you gave it a go one time. No regrets at never having tried. But I would also not think of him as your primary boyfriend or anything, because he already has someone (his girlfriend) and he's not even sure if he wants a boyfriend. So I would leave room in your heart and your life for an actual boyfriend, by that I mean someone else, and leave this guy as just a friend for now.
 
Freaking hot story. I wish I had a friend like yours. My friends are freaking straight.
 
Maybe if they knew you are gay or bi then things might happen...
 
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