Never knew how or when to initiate the first kiss. I was sitting with my date last night and she was staring at me, like, too much. To the point where I was mildly uncomfortable. Then suddenly it clicked in my head "HEY DUMB SHIT SHE WANTS YOU TO KISS HER." So I did and it worked.

In short: If she's staring at you and smiling, you should probably kiss her.