When my wife was pregnant with our first child she asked me to go fix her something to drink and I jokingly said, "wow, you're really milking this pregnancy thing aren't you?"
Men, be very careful of what you say to your girlfriend/wife. You cannot take it back....EVER. It's like trying to get toothpaste back in the tube once it's been pushed out.
Also one day she was talking about birth control and I said "you already have the best birth control, it's called marriage."
Runner up:
Not my wife but an ex girlfriend (surprise surprise), I said some horrible things to her...
1.) I could flip through your chins like a rolodex.
2.) When are you going to visit the Wizard of Oz to see if he will grant you a personality?
3.) When saying she wished her drink was colder I said "hold it against your chest."
