25 Awkward Questions Guys Ask Girls ...

By Sheila

Oh the Awkward Questions Guys Ask Girls! This is the question we received from one of our readers:

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

12. Is It Okay if I Sleep over?

13. Have You Tried Peeing Standing up?

14. Ever Been with a Woman?

15. Do You like That? or Other Such Questions in Bed. There is No Right Way to Answer That and That's What Makes It an Awkward Question to Ask a Girl

16. Why Did Your Ex and You Part Ways?

17. Are You Pmsing? - Yes, and when I'm Done, Im Going to Kill You

18. How Come You Didn't Return My Call? Don't Make It Embarrassing for Yourself and for Her by Asking This Awkward Question. Obviously, She Saw Your Call and Chose Not to Return It

19. Does Size Really Matter? - Especially when You Know He's Not as *ahem* Gifted

20. Was Sex Better with Your Ex than with Me?

21. Do You Love Me?

22. Anything to do with STD's- Important No Doubt but Also an Awkward Question to Ask a Girl

23. What do You See in Our Future?- Again, a Vital Question at Some Point but Sure to Be Awkward

24. Have You Put on Some Weight? - This is Possibly the Most Awkward Question to Ask a Girl. Boys, if You Value Your Lives, Find a Nicer Way of Telling Her She's Put on Weight

25. Do You Spit or Swallow....gum? - #true Story. Longest Pause of My Life and the Closest I've Come to Hitting a Guy

Now tell me those aren't some really Awkward Questions Guys Ask Girls! Some of these are awkward questions to ask a girl because of their timing and some just always are. What awkward questions have you been asked and how did you respond? Also, boys I hope you've learnt a thing or two about refraining from these awkward questions to ask a girl. Seriously. It's not as funny as you and your friends might think!

Top Photo Credit: weheartit.com

Frequently Asked Questions

Why do guys ask awkward or uncomfortable questions?
Honestly, sometimes guys are just curious. They might not realize how uncomfortable their questions can be. Or maybe they're trying to be funny or break the ice, but it ends up being super awkward.
How should I react when a guy asks a really embarrassing question?
Keep calm! You don't have to answer if it makes you uncomfortable. You can change the subject, give a simple 'I'd rather not answer that,' or even turn it into a joke. Whatever feels right for you!
Are all guys aware that their questions can be embarrassing?
Not always. Some might be completely clueless about how their questions come across. Others might know but ask anyway to see how you'll react. It's always a mixed bag!
Is it ever okay to ask your partner uncomfortable questions?
It depends on the relationship and context. In a trusting relationship, certain questions might be okay if asked respectfully. Communication is key, though, and you should always consider your partner’s feelings.
What are some ways to avoid asking uncomfortable questions?
Think before you speak! If you're unsure whether a question is appropriate, it's probably best not to ask. Focus on open-ended, positive conversations that help you get to know someone without making them feel awkward.
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