There's this guy that I really like, and I know that he likes me too...?

Question

The thing is that we are both pretty shy. We first saw each other where he works and totally made a connection the minute we looked at eachother! Everytime I go into where he works, we talk a little, he says something like "wow, thats a really cool shirt" and I'll say "thank you" or something else small just to TRY and get us REALLY talking, but we haven't YET to get into a real conversation because we are both just so nervous! This has been going on for about 2 months now, I don't go in there THAT often maybe ever 2 weeks, but it never fails, everytime I'm in there he so obviously nervous but we both still attempt to say SOMETHING to eachother! So, last weekend me and my mom ran into a fast food place to grab something, and low and behold, guess who was in that restaurant at the same exact time?! HIM! My mom said the only way to describe him was that he looked like he was going to "pee in his pants!" We kept shotting glances and little smiles at eachother, but thats it. So, with the suggestion of my mom, I wrote him a letter saying that "...I've never done this before... I don't know if you have a girlfriend but if you don't, here's my myspace and cell phone number so that we can talk out side" [of where he works]. I was to nervous to give it to him myself so I had my mom and little sister go buy something at the store he works at, and then give it to him, from me, as if I were at work and wasn't able to! I wasn't at work, like I said, I was just SO nervous. So, he got the letter a week ago. In your opinion, how long should it take for him to respond? We're both so shy so I don't know WHAT to do! What would you do in order to pursue someone you liked if you were both shy, and he hasn't responded to a letter? Do I give the letter more time or move on to a new strategy? Also, I'm 21, so I would need some advice on how to handle this situation other than how you would handle it in say, high school! Thanks for your opinion! Its greatly appreciated!

Answer 1

O no not good because you handled it like you were in highschool. Up to the end there I would of swear'd.... but I still carry on like that sometimes... but your best bet was to talk to the guy. Your better off maybe leaving well enough alone, but theres now the small matter of did he really get the letter or did it get lost!?!? and another thing is we don't know how he would interpet you sending him a letter. Me personally if I was insecure I'd give it past a weekend, if he doesn't respond ether he didn't feel you or he is extremely insecure which can be dangerous for you... but your best bet next time is to talk to him face to face, so what if you nervous, so is he! Let the awkard get to know each other phase start theres always going to be things to be insecure about so a good life lesson to learn is to knew when to put your head down, bit the bullet and do what most be done... if not you'll end up like this, in a situation were your still not sure whats going on....

Answer 2

Figure out about what time he goes to lunch or gets off and just happen to be outside. If it is at lunch time, then when he says he is going to lunch, say oh so am I where are you going to eat at? When he says reply that sounds good, I'll join you if we go dutch treat. This lets him know you don't expect him to buy.