Feeling lonely, but extremely picky...?

[SouthernBelle.]

So, guys, I have a problem.


Despite the fact that I've been asked out a total of five times since my ex and I broke up, none of the guys who have asked me have been my type. Don't get me wrong: I'm friends with all sorts of people. But...

I tried dating one of the guys who liked me, just to see what it was like. He was not only unintelligent, but I simply didn't feel anything for him like I remembered feeling for other guys. The first guy I ever dated, it was awesome right from the beginning; he was a hopeless romantic, and could debate me on the sanity of a thousand historical figures I looked up to, not to mention the older music we both loved. I guess he's a hard act to follow, for everyone after him.


But, then again...

I just feel so lonely! It feels awful, to have so much love in my heart, and to have no one to share it with. The only guy who's paid me any mind that I actually liked was coincidentally my first boyfriend's former best friend. All the band and choir kids went ice skating, and he helped me learn to skate and held my hand so I wouldn't be so scared of falling. A few days before that, I said I was cold and he lent me his jacket. He was absolutely thrilled when he heard I was joining marching band ('cause he's in it).

But I don't really know how to talk to him. He's been my friend for longer than a lot of people I know, and I know he flirts with a lot of people. But I don't know whether he likes me as more than a friend or not... And I'm terrified to ask. Not to mention that school's out, and I can't really talk to him that much, thanks to that.

Dear gosh.

[Eternal]

Are you completely over your ex? If not, that could be why its hard to feel anything for anyone else just yet. Its always in your best interest to wait until you are completely emotionally stable and free from your ex before you start dating again.
As for this one guy, try asking him about himself until you find something that you two have in common and just go from there. Conversation may be tough at first, but as you two get to know each other it should get easier.
Do you have his number or have him as a friend on Facebook? You can just start some conversations on those so that you two can still interact even though school is out.
As for him liking you, the only real way to find out is to tell him how you feel and to ask. But I think it would be best to hold that off for awhile until you build up some confidence and until you think he's giving off signals that he may have feelings for you too.