Meeting someone from an online chat in person. Has anyone done so in the past? how'd it go? any tips, suggestions, advice?

***a lot of synonyms up there lol*****
Moving on.. so for a few months I've been chatting to this guy who I met on an online chat. We initially only sexted & have sent clothed but slightly provocative pictures.. after some time we began phone calling each other & would talk for hours on end about our lives. He's wanted to become real friends but when I think of the initial interactions I admit it was a bit cringe & weird & I really don't know why I agreed. ( I'd been on the site for weeks before & always ignored the creeps). Turns out he seems like a pretty cool guy & he'll be doing groceries or at the park & call me just to talk. He's told me he's inexperienced but we haven't really discussed further & he doesn't know I'm a virgin. I've felt ready for sex but I've dealt with a lot of insecurities that I've never let anyone close enough for intimacy.. anyways he used to be a little weird when it comes to sexual things but I don't know after he told me he liked me he started sexting like romantic sexy things & not so "porn style- sexts " if that makes sense. Other than that he seems like a regular degular person. He's been honest about having anger issues in the past & how he's improved & dealt with that. Anytime I've expressed that I'm uncomfortable with something he's literally been the sweetest or has held back... & he's talked about meeting up & roadtripping ( something we've both done & are super into) & well obviously hooking up. I guess ik it'd be expected to hook up if the chemistry & attraction is there.. but I'm afraid of meeting up for the obvious meeting a stranger online... He's said like if it doesn't work we could stay friends or maybe that'd be the date & go our separate ways but he makes it seem like there's no way we wouldn't be all over each other.. so I have my reservations.
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Superb Opinion

  • Be careful. He sounds cocky and there’s a chance you won’t be into him after you guys meet.

Most Helpful Girl

  • Are you saying you want to meet him offline in real?

    • Yes like going on an actual date. We live about 11 hours away

    • That was going to be my next question. Go on POF. com and set the search criteria to a 5 mile range. If the fish aren't biting, widen your net to 10 miles. Then keep increasing the radius, but stop increasing it when it's not practical. 11 hours is around 600 miles away. Do you live in a city? If so, how big?

    • Lmao 😂😂 I live in an enormous city. I definitely choose to ignore all of them lol. I guess I am curious to meet this guy I don't know I'd never done something like that before so random. And We have been talking for months now, nearly everyday & really we haven't met mostly because I've avoided the topic but it's doable. I have zero expectations but just wondering if I should follow through.

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Most Helpful Guy

  • I met few girls from this site and we do hookups reguraly... nothing serious.

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