25 Awkward Questions Guys Ask Girls ...


Oh the Awkward Questions Guys Ask Girls!

This is the question we received from one of our readers:2

I'm going on my friends formspring putting anonymous and writing really random and awkward questions to her.


what are some good ones?

Frankly speaking, I had so much to share with you on this subject, I could not keep it to myself, boys and girls.

I'm never quite sure whether to tear my hair out, punch the guy or just politely brush it away when I hear some of these.

I'm sure you've all run into at least one guy who doesn't hesitate to ask awkward questions to a girl.

Maybe we should hold up a sign saying "Hey that's an awkward question".

Do you think that would shut them up?

Probably not.

Here's a list of some of the most awkward questions to ask a girl.

Boys, pay attention and despite your first instinct, do not ask the girls you actually like these questions!

1. Is Your Sister/friend Single? - Awkward Especially when You're the One Eyeing Him

2. Am I Your Type?

3. Are Those Real? - Drunken Guys Really Come up with the Most Awkward Questions to Ask a Girl

4. What is the Most Embarrassing Thing That Has Ever Happened to You?


5. Why Are You Single?

6. Have You Ever Done Drugs?

7. How Much Does Your Job Pay? - Boys, This is Definitely an Awkward Question to Ask a Girl, Especially if You've Just Met

8. Tell Me Something You Haven't Told Anyone before/What's Your Deepest Darkest Secret? - What Makes You Think I Want to Tell You?

9. How Many Partners Have You Been with?


10. Do You Want to Go Dutch?

11. Can I Kiss You? - This is Such an Awkward Question to Ask a Girl. a Good Response Would Be "Only if I Can Punch You"

Is It Okay if I Sleep over?
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