Rule number one, don't worry too much. I know everyone saids that but in all honesty it's the truth. If you do you'll drive yourself mad.
Now if you talk to the guy and he talks to you, and you flirt with him and he flirts back chances are he likes you. Or at the very least is interested. When he said he'll think about it he's probably wondering why you had a friend ask him instead of just you yourself. It's ok you didn't have the nerve, but that's probably it.
Don't hate me for this but you should know all the possibiaties. He also might be thinking 'well I do like him but do I like him that much?'. He still might like you, just maybe he's wondering if he want to be it a relationship.
Another possibiaty is he might find the whole 'friend asking' thing a turn off. If this is going through his head it's probably something like 'I like him but he just sent a friend to ask him out for him. Not really a fan of that.'. It sucks but that's just how some people might take that. Now that doesn't mean that's how he took it but you never know.
Then there's also the whole he didn't see that coming. Normally when that happends it's cause you didn't get to know them or they don't know you that well. If that's the case then the odds are in your favor. Get to know him, hang out and then maybe you'll be able to ask him out yourself and he'll say yes.
I can't tell you if he'll say yes or no. What I can tell you is that if he showed sighns of liking you back and you have HONEST friends (because sometimes they lie and just tell you what you wanna hear in fear of hurting you) that say he does then chances are he'll say yes. And if he doesn't then his lose yeah? Don't take it personaly. What you need to remeber is you took a chance. You should be proud of yourself. Asking someone out takes a bit of courage. Even the best of us get nerveous and that's fine.The way I see it it's probably the first or the last one. He'll walk up to you (or your friend), say yes and you'll continue your life only now in a happy relationship. Or you'll get to know him a bit more then ask him out. And if he still says no just tell yourself he's just one of a million, not the one IN a million.
I hope I was of some help. And I relize I gave you a lot of prep in case he says no, don't take that the wrong way. I'm on your side and my fingers are crossed that he says yes. Let me know how it goes :]
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The more you think about it the more you'll stress about it. Try not to worry too much.
But just a tip, it looks better if you make the first approach :)
Man, never have your friend do the dirty work for you. It doesn't make you look good. You should try to make an impression, like start with small talk and try to be friends first. Talk about things you have in common. You just want to hang out.
Anyhow, if I ever responded with "I'll think about it" it really means "I'm not ready to answer." It's not a rejection, and I just wasn't expecting that question. You want to be in a relationship with him, and the easiest way is just to be friendly. Say hi in the hallway, ask him to check out new places or shops that opened up. You know that kind of deal.
And if you end up being rejected, don't worry. You're still young. There's still a lot of guys out there.
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