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should i have sex with this person?

corcoran

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i met someone on gay.com, we went on a date and liked each other, ended up doing some heavy, shirts-off making out and feeling each other up on my bed. second date has yet to happen, but i imagine things will escalate further. here's my dilemma: i want to have sex (maybe with this guy, too early to say definitively), and i'm pretty sure he'll want to have sex with me. but i'm not very good at it--i ejaculate early, which is a real ego crusher for me. i'm also not very experienced. i'd like to get better at it, which, i think, means having sex, and that's one reason i'm eager to do it. but having the "sorry i'm bad at sex, care to be patient while i learn and you help train me?" discussion seems a) unattractively self-denigrating, and b) not really something to discuss with someone i've only had two dates with.

maybe i shouldn't be having sex with someone on the second date if i can't be having an open conversation about sex with him? meanwhile, if that's the case, what i worry about is building up the expectation of sex by forestalling it until we know each other better, and then having it be a letdown for him when i'm bad in bed or reveal to him that it's an issue for me. i've hooked up with someone before who seemed to be pretty into me on the first date, and then had him pretty much ignore me after i popped my own cork like a minute after he started sucking my dick, and i failed to get him off after another half hour of working him over (i've come to the retrospective opinion that that guy is kind of a douchebag, but it took this experience for me to realize that). anyway, i don't want to get my feelings hurt.

if it's not clear, i'm not into one-time casual sex. i don't need monogamy at this point, but i would like to feel secure in friendships, at least, with people i'm sleeping with (on a slightly unrelated topic, i have been able to have this sort of security before, but only with people i've slept with after knowing them as casual friends for a while--though these have always been women, and the opportunity has never presented itself in real life with men, hence gay.com). that prior experience tells me i shouldn't have sex with this new guy until i feel like we have a relationship of some kind, but what if, after waiting, it sucks and he bails, and i'm still lousy in bed? how many times should i repeat that pattern?

all of this frustrating logic and conjecture seems too burdensome to share with someone i've just met, so i've come to you, anonymous forum hordes. what do you think i should do?
 
You need to not worry so much. Sure we all have these concerns the first time around, but when it comes down to it it's just sex. We all have to figure this out for ourselves and find that 'groove.' I think if you just tell your fella that you're still new to all this but your excited to learn, he'll be all right. Consequently, you'll be all right. If he isn't, then he's probably not someone you'll want to hang on to anyhow. Just relax! Enjoy the ride!
 
I've not had a lot of experience either but I've found that most guys love that. They love the fact that you haven't hooked up with every guy under the sun. If you fellas really have a connection, I'll think he'll love working with you to be a better lover. How can he hate you for being honest with him and asking for his help?? Besides, you may be better in bed than he is. Just enjoy the process!!
 
I really have to agree with gl247 and 8tomtoms8. And, welcome to you and 8tomtoms8 too!

Anyway, I wouldn't fret about this. Relax and enjoy the moment. I know it's hard to "enjoy the moment" when you're doing something so new and so incredibly personal/intimate. We have so much ego (for better or worse) tied up in our sexual performance that the pressure that results makes it all nerve-racking.

I'd have a talk with him--some place nonsexual, like over dinner or in the car or something. Just tell him you don't have a lot of experience and feel a little clumsy and unsure. I think 8tomtoms8 hit the nail on the head when he said the guy will appreciate the candor, appreciate the fact you aren't a slut, and probably appreciate (perhaps turned on!) by the fact that he gets to "train" you.

Good luck and have fun. That's what it's all about.
 
Calm down! all will work out as long as you relax. We all started some place.When I was 19 I would come in my pants just from having my bf rub on me! Now I long for those days of being that excited! Enjoy this time of self discovery. And if youre bad so what? and if you do cum to fast than do it twice. Blow one out right away and than keep going. I'm sure he will understand. I rather have someone do that than take forever and a day to cum. I think it's hot.
 
Do what feels good and stop apologizing. You don't need experience, just a bit of enthusiasm.

Having an orgasm is the scope of the exercise. It doesn't mean the sex has ended. Good sex isn't about performance, it's about giving pleasure to the guy(s) you're with (but don't ever do anything you're not comfortable doing).
 
Although I can offer no advise on whether you should sleep with this person, I can offer the following:

I personally have no qualms with someone who ejaculated quickly. I, at times, find it kind of hot.

So don't worry about something like that. Just go have some fun!
 
thanks y'all. went ahead and had the date, went as far as was comfortable, and i think we both had a good time.
 
if you want to have sex with this guy, by all means have sex.

Maybe you should jo before going out? That would make you last longer. Just an idea...
 
well, i guess it was a mistake after all. i thought we had a good time, but i just came across his blog, where he listed the weird and unpleasant things i did in bed and called me 'damaged.' whoops! guess we weren't on the same wavelength. i don't think i'm going to give these things the benefit of the doubt anymore--i wasn't super into him, but i was happy to be friends, anyway. i guess my feelings just get hurt too easily to be getting intimate with people i've just met.

meanwhile, yeah, i'm damaged! but not in any severe way, and i guess i thought more people could relate. normals, stand clear; we're not a match.
 
well, i guess it was a mistake after all. i thought we had a good time, but i just came across his blog, where he listed the weird and unpleasant things i did in bed and called me 'damaged.' whoops! guess we weren't on the same wavelength. i don't think i'm going to give these things the benefit of the doubt anymore--i wasn't super into him, but i was happy to be friends, anyway. i guess my feelings just get hurt too easily to be getting intimate with people i've just met.

meanwhile, yeah, i'm damaged! but not in any severe way, and i guess i thought more people could relate. normals, stand clear; we're not a match.
What a shitty thing to do. Post crap like that knowing you'd see it.

Regardless of what he thinks of you, no one deserves someone like this.

People like this end up alone wondering why.
 
It's sounds like you're well off out of it - he clearly has no idea of how a sexual relationship is supposed to be communicative and interactive - as the saying goes, 'What Peter tells me about Paul tells me more about Peter than it tells me about Paul.'
 
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