I just want to make sure I didn't f this up a few months back, even though my little sisters warned me that this chick was a flake before getting involved (she's hung on her ex, won't return my sisters calls, etc.) Keep in mind, I've been on a few dates, had sex a time or two and friends have made attempts to hook me up with other random chicks, so I'm not a total loss. This chick works for the airlines (not a stuartess) and she opted to take a 45 min flight to go out on a day with me. She's super outgoing (and works for the airlines), so I didn't really think it was a big deal. I had met her a few months prior at my little sis' b-day party and we hit it off, but I had a gf at the time. (We ended up crashing in the same hotel room, but nothing happened.) FF to a few months later when I'm single, a few texts and phone calls later (which a few of them she ignored and I had to initiate more contact than I would have liked to), I pick her up from the airport, we have a nice dinner, and I drop her off at the same airport a few hours later. I walk her in and of course it's super akward when she's getting ready to board, and she says "well, give me a hug." I give her a hug and that's that. Of course, she continues to flake and only return about half my texts in the future, and I eventually give up after a few weeks. Hell, she lives 3 hours away anyway, so ... I didn't originally intend to make this super specific, but what does a chap do when he's only 50/50 on the first kiss? Does a guy always walk her to the door (after the akward moment of her getting out of the car) and attempt the kiss? I'm sure this could all be summed up by people saying "Don't be a pussy," but is there anything else that can be offered here? Should I attempt something witty to lighten the mood like, "This is the awkward part of the date where I kiss you?" etc.? I can be witty if necessary (read: if I have the confidence), so what's the best approach here?