We've been on a few dates now, and no kiss... I'm shy also, but someone has to do it, so...
Most Helpful Guy
Cliché or not, go for it if you want to.
If you get too nervous, then just try to create situations where your faces are close to one another. Like, give him a big hug and linger there for a sec. Hopefully he'll take the hint and go for it.1