Go for it! You'll never know if you don't try.
You say the guys you date are not our type. Now you see someone just like you, and because neither of you are outgoing, you might never get a chance. What if one of an extrovert of the female variety is working on snatching him up as we speak?
I don't give much love advice, but this seems to me like a no brainer. Don't ask me how to go about approaching him or anything, haha, becuase that's where the train of common sense runs off the tracks in my mind...
Peace