Dear Biker Chick

I've been seeing a woman for almost a year now and it's been time to break-up since autumn.  I kept seeing her through the holidays because I didn't want to be "that guy" who breaks up just before it's time to buy a present.  Now, just a few days after New Year's she's talking about what we should do for Valentine's Day.  I really want to break-up with her, but she's making it pretty hard.  How can I do this without her feeling bad or me being an asshole.

Signed Too Nice

Dear Too Nice

Try growing a set.  Tell her she's nice but just not in the right place at the right time for you.  If she asks about maybe getting back together in the future, she's basically asking to be told she's not the right one.  You can say it mean, or you can say it nice, but say it.  And stop being a whiney little weasel.  I know you just wanted the holiday nookie.