Most Helpful Guy
Could mean one of two things 1) he's into you and is looking for you to reciprocate, 2) he is looking out for you to make sure you're not offended because the teasing doesn't bother him. The fact that he says he's awkward probably doesn't mean anything because regardless of how he feels it IS awkward to many people.
Most Helpful Girl
Aww, no! I am pretty sure he is shy, 99% sure and he wants to see if you would like the teasing as well (if it considers some love) because he would be pretty beat if you didn't feel the same way. And he probably is awkward! Thats how people are and just doesn't know how to respond to things well and its perfectly fine.