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X, Y, and Z

Well, for one thing there is no need to rush into sex. On the other hand you don't want to overthink it and end up losing an opportunity that comes by. When it's time,it will happen.

Having said that, I don't think you should have sex with Z just because you want to get into his social group. That would be using him, and that would be wrong. Especially if he should grow to have feelings for you.

Relax, you have plenty of time, you're still young.
 
Don't rush into sex. You only have your First Time once. Make it good. I know I'm waiting for a good guy to lose it with.
 
Yeah, be friends with the ones you don't feel attracted to. Persue the one who you're itnerested in liking as more than a friend.
 
When you do fulfill your desire to "get it over with" and find out you've forever ruined what could have been a beautiful memory and experience, don't say you were not warned.
 
I agree that there is no guarantee that it will be perfect, mine was not. If it was I perhaps would still be with him - thought I have no regrets. However, you have to approach the situation with the right mindset: You want to feel like the guy deserves to have you, not feel like you want to get rid of some virgin stigma.

Geez, you're 20! What's the friggin' rush?? Do you really think life will avoid you that much in the next 20 years? Sounds like you are thinking with your dick ... then again, you are 20 ...
 
As much as you want your first time to be a great experience, there's absolutely no way to guarantee that. You need to lower your expectations of losing your virginity or you run the risk of being severely disappointed when it finally happens. Honestly, it's just your first time--there will be plenty of other times both good and bad afterwards. There's no reason to get bent out of shape. Find a time, place and guy you feel comfortable with and attracted to. The rest will work out.

Personally, I'd scratch X off the list. Clearly, he's not that into you for whatever reason or something would already have happened. He's probably made up his mind that he's not interested, but he doesn't want to hurt your feelings by directly turning you down. Y sounds like a perfectly good prospect though. See where it goes, but like I said above please don't get your expectations up into the stratosphere. View the process as a learning experience and above all remember to have fun.
 
He the kind of guy who doesn't mind one night stands. I wonder if a lot of guys our age are like that.

Yes and it's not just guys your age (early 20s), although it's probably more common in that age group as a lot of guys do get tired of a string of one night stands after a while. It's not even a bad thing necessarily. Being up front about enjoying one night stands when that's what somebody is open to (not all guys want or can handle an LTR at certain points in their lives, others are happy have one night fun while searching for Mr. Right) is much better IMHO than claiming to only seek an LTR then cutting the guy loose after one night of sex.

This is one of the big reasons I've been pushing for you to not set your expectations too high. A lot of guys seem to fall for the first guy they have sex with, but the feelings are not always reciprocated. That can lead to feelings of being used, embarrassment about being naive, etc. So just be careful about what you're getting into. Of course, there are good guys out there who are worth waiting for, but in the mean time that doesn't mean you can't enjoy more NSA sex with somebody so long as you're both aware of the situation.
 
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