"What are you thinking about?"
I don't think that guys ever really want to hear this question. If they want us to know they'll tell us. And sometimes they really aren't thinking about anything at all.
"Would you have sex with her?"
It doesn't matter who the "her" is. It's a bad question that will only make you feel bad no matter what his answer is. If he answers yes, you'll be p*ssed. If he says no, you'll be p*ssed that he's lying to you (whether or not he is).
"Do you watch pornos?"
Girls, unless you are wanting to view them with him, don't ask about his "alone time" entertainment.
"Do you want kids?"
If you are at an early part of a relationship or on a date this can be an awkward, or worse, polarizing question. Wait until you a little more serious.
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