Need some advice about a guy?

I like this guy, he is two years younger than me. He is a senior in High School and I am finishing my second year in college. I've known him for a long time, we went to the same elementary school and high school. He also is a pretty close friend of the family. Do I tell him that I like him? Find out if he likes me first? He is mature and will be going to city college in the area soon, but I am afraid it might ruin the friendship not only between me and him but between my family and him as well? Thanks in advanceNeed some advice about a guy?
Why don't you start by asking him out on day dates and maybe get to know one another better and then you can take it from there. He might be intimidated by you because your older, that's why maybe you should make the first move. If you feel comfortable enough to talk to your parents about this, maybe you should ask their advice.Need some advice about a guy?
i think you should tell him how you feel because he probably feels the same way you feel about him. you should go for it and dont waste your time. you should tell him because that way if he didnt like you you will move on and dont waste your time but u also should tell him because if he does like you you and him will probably be even close to each other and i dont think it will ruin your friendship or his friendship for the family. besides your family wouldnt have to worry about him since they know him and if he is mature than u arent gonna find a guy better than him. and i think you should tell him how you feel than ask him how he feels about you and if he feels the same way you feels about him than you guys would be together and you guys would be happy
your welcome in advance
you'll never know how he feels if you don't tell him how you feel first, take a chance.
I wouldn't worry about the age difference. Two years is small and won't matter in the long run. If I were you, I would test the waters first and see if he likes you. Try just hanging out with him, going to the movies or whatever and see how he acts with you. If you feel like there's chemistry, tell him how you feel! Good luck!
never deny ur feelings. if u don't act on them when the opportunity is there then u might regret it for a long time. if he's a good friend then nothing will ruin the relationship. so just do what ur feelings tell u to do.
you might wanna talk to him about the famiyl thing first, you don't wanan mess that up. besides if it goes badly yu'll have to always see each other at family/friend functions..FOREVER! OUCH!
find a chance,go to ask him !!if he like you also, then family is not a problem !!
Well first of all wish you good luck on what ever you choose and second of all if i was you I would just talk to him about it before you do anything else then you should know what to do after that! Good luck!!!!