(boy) friend issues

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So long story short, I go to an all girls school, and I know this guy who goes to a coed school and is pretty awkward around girls. I have his number, and we text a bit, but I am always the one who starts the conversations. And then he is really bad at keeping the conversation going. I want us to be friends, but I don’t know what to do! I know that it’s not because he doesn’t like me.
And… All of my friends “ship” the two of us, and I do kinda like him. However, I’m not really concerned about having that sort of relationship-I’d be just fine being friends. But even friends go out and do stuff together (and I know I could just bring another friend too) but I have no idea how to ask him. And what makes it more awkward is that neither of us drive, so our parents would be taking us wherever…and his dad happens to be one of my teachers. So I don’t know what to do.

Category: Tags: asked December 15, 2013

2 Answers

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Maybe you could just have him meet up with you somewhere with your friends. Like at a movie or something, so that you aren't forced to do too much talking.Picking him up at his house or vice versa might be awkward since you'll have to be in the car together and all, and with his dad being your teacher might be weird. So maybe eliminate the driving part by just meeting at the place where you'll be hanging out. :)
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Yes i agree with the other comment. Group hangouts. Meet at the location. Maybe go to the mall or movies and have friends there so that he doesn't feel the pressure of conversation at all times. Do this for awhile until he feels more comfortable with you and you can begin to hang out alone.