Before you ask the question that makes him cringe, read on...

'You're having another burger?'

'Care to explain this picture of you and your ex that I found in an envelope in a box that was under your bed?'

'Would I look better as a chocolate or chestnut brunette?'

'Something's been bothering me about our conversation last month, and I feel like we need to talk about it. Do you really believe season three of
The Vampire Diaries was the best, or were you just saying that?'

'So I know my sister is pretty, but if you had to rate us on a scale of 1 to 10, who would you rank higher, and what is my score?'