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Craigslist encounter

J

jerseyboy

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Hey
i've been on this site for a long time now but never really felt a need to post, until now. I posted an ad on craigslist looking for a hookup, since im completely closeted and just curious i guess. Well along with a bunch of emails, i got an email from someone i actually know! i've actually been wanting to fool around with this guy for awhile but he never came across that way. Hes straight, or so he claims, in person. So i obviously havnt sent a pic of my true self, yet. so what should i do? i dont really know how to confront him but i wanna try things out with him.
 
I mean, just reply to the email as if you don't know him, then when time comes yall will realize you know each other. Not to mention it is SO much more safe/less awkward that you know him.

I say go for it
 
Dont let him know you know him. Just arrange to meet and have a good time.
 
xKMANx said:
Dont let him know you know him. Just arrange to meet and have a good time.
Click to expand...

hahaa that doesnt sound like a good idea.
whats an easier way to sorta "break the news". after talking now i dont wanna just be like "oh and hey im not really that guy, im someone you know"
 
I would send my pic or something to let him know u are cool with it - I mean if u are sending your pic he should know you are revealing yourself so to speak. And tell him your discreet!!!
 
So, you sent him a fake picture? If so, you need to be honest. I think he'll be pissed. You got some explaining to do.
 
If you know him, the next time you see him just tell him what's up. If he's interested in a random hook up, he might be comfortable wanting to hook up with an acquaintance. Be honest and legit about it; trying to plot out a scenario to trick or untrick him et cetera blah blah is when it gets shady.
 
jerseyboy said:
hahaa that doesnt sound like a good idea.
whats an easier way to sorta "break the news". after talking now i dont wanna just be like "oh and hey im not really that guy, im someone you know"
Click to expand...

You have already ruined it. You should have either been honest from the start about your identity, or passed the opportunity up altogether. You can't have your cake and eat it too....if you have already sent him a fake pic, then it's really too late-----but even if you played the "I don't have a pic to send back" card, he will be pissed/weirded out that you knew his identity upon receiving his pic, but you played this little mind game all along...

See, little silly stuff like this is why straight/curious guys don't actually go through with hooking up because they feel like they are always in some kinda sting operation and gays are dishonest and will do whatever it takes as long as they get what they want. Your scenario is a prime example of this and feeds into the stereotype. [-X
 
Stop emailing and don't let him know that you know. Set up a scenario with the possibility action, i.e., hanging out alone having a drink, etc. and see if the sexual tension is high enough to make a move.

Many people don't take kindly to being outed on CL or some other site. It happens all the time, but many people are embarrassed by it. This is even more likely if he professes to be straight.

I used to work in a office where one of the IT guys used to flirt with me big time. Glances my way when he walked past me desk, rubbing his crotch, etc. It was not subtle at all. I never had the courage to act on it because it was at the office. That assignment ended and I left the office.

One night a few months later, I'm surfing on ManHunt and he unlocks his picture for me. His profile was very, very explicit about how he liked being pissed on and dominated, etc.

Since I was no longer at that office I decided to go for it and unlock my face pic for him. The bastard blocked me!

This is a guy who'd been trying to get it on with me for months. In the end I think he was just embarrassed about running into someone he know on ManHunt.
 
did you really send him a fake picture?

the only way to salvage it is by saying you panicked and you're actually someone he knows... then gauge how he reacts... and if he reacts well, tell him who you are.
 
well... i'd tell him you are someone he knows and if he is still interested send him a picture. then you guys go from there. or just stop talking to him altogether via craigslist. then if you know him kinda well in real life see if he's intrested in you in real life.
 
pizz1121 said:
it is SO much more safe/less awkward that you know him.
Click to expand...


Safe? Maybe.

Less awkward? Hell no.


Consider that this would be ruining a friendship, the guy would be terrified that he was outed, that he might now want to fuck one of his good friends, etc etc. Men experiment with anonymous, no-strings-attached hook-ups for a reason.
 
I like all the advice you've been given. I just don't think this could work out.
 
Hey guy! Tell him who you are! send him an email and let him know... he may be down for a hook up. You'll never know if you don't ask him! HE'll probably give you everything you wanted too!(!)
 
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