5 Surprisingly Terrible Things To Say On A First Date

4. “You’re so much more attractive than you looked in your profile picture!”

I get it, it’s a compliment, and you’re not trying to say that she looked like shit in her profile picture. But that’s what she’s going to hear, and it’s going to be all she can focus on for a while after you say it. She might even harp on it the entire night, if you’re really unfortunate. “Do I think the wine is good? Why yes — in fact, I think it’s much better than it looked on the menu.” If you want to compliment her — and done right, compliments are great — say something about how funny she is, or about how kick-ass her job sounds; in other words, start with non-physical compliments. Then move on to saying something like, “You look amazing in that dress!” but refrain from comments like, “Dude, you’re so hot.” You get the idea. Play your cards right and you could score yourself a second date.