Awkward Endings

Sunday evening isn’t a typical date night, but nevertheless, this past Sunday I met with Lewis, an investment banker who works on Wall Street and has a penchant for karaoke, Caribbean travel and fine wine.

Things were going well as we chatted over fancy Mexican fare and margaritas, and his European accent definitely didn’t hurt either. He was fun, polite and easy on the eyes…not too shabby!

As we walked outside to catch our separate cabs home, I thanked Lewis for a fun evening and just as I was about to kiss him on the cheek, he all of a sudden made a move to kiss me on the lips. He caught me totally off guard and I nervously jumped back, almost falling over backwards in my sky-high stilettos.

“Whoa! I don’t kiss on the first date!” I lied, forcing a laugh to make light of the weirdness of the situation.

“What? Why not? A little peck on the lips is no big deal!” Lewis insisted, upping the yuck factor.

“Well, I’m not that kind of a girl. I NEVER kiss on the first date. It’s my rule!” I heard myself insisting.

I awkwardly gave him a quick peck to shut down the end of date weirdness and nearly threw him into the next cab that pulled up.

The truth is, if I am really digging someone I normally will kiss them—even on the first date! Although I enjoyed my date with Lewis I just wasn’t feeling him enough to plant one on him. Let me know, if I do decide to go out with him again: Any advice for addressing the awkward ending?