Is that you?

Boyfriend: "You look really pretty today, I barely recognized you."

Me: "What??"

Boyfriend: "Yeah. I just saw this pretty girl walking across the street and I just didn't think it was you."

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+2 for definitely making it better with explanation 

In the dark

Boyfriend: "You look really pretty in the dark"

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+1 for how fun it is to turn this from being sweet to being awful.

The Car Analogy

Boyfriend: You are so different from my ex. It's like...she was a sports car. A gorgeous, expensive, rare sports car. And everyone who looked at her wanted her, and everyone is jealous of any guy lucky enough to be behind the wheel. Everyone notices her, and everybody wants her, and she's just so out of anyone's league. And when you have her, you just feel amazing and you know everyone is staring at you and wishes they were as lucky as you were.

And then there's you. You're like a nice, comfortable, used Honda. And maybe you're not as gorgeous, and maybe nobody else would ever look twice at you. And maybe most people would never want you, or understand why anybody else would. And you don't look as shiny and perfect and new. But you're comfortable. So I like you, and I'm happy with you.

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+3 because car analogies are never a good thing.

+6 because he just keeps going.

+10 because it's supposed to be a compliment

Total: 19

Hugs

Boyfriend: Do you know why I asked you out?

Me: Aww. Because you liked me?

Boyfriend: Because I hated hugging my ex.

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+2 for completely ignoring the "you like me?" part.