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10 Awkward Questions To Ask A Guy

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10 Awkward Questions To Ask A Guy
10 Awkward Questions To Ask A Guy

10 Awkward Questions To Ask A Guy

Many guys do not love talking about themselves. This is despite the fact that there are some questions that you may want him to answer. If you are really interested in knowing more about him, you should avoid babysitting him and instead take the courage to ask all those awkward questions that he may not be ready to answer. If a guy is into you, he will not leave you just because you asked a harmless question. On the other hand, he will not stay in the relationship just because you avoided asking those personal questions. If you have chosen to play bare-knuckled, here are some awkward questions that you should ask him.

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10 Awkward Questions To Ask A Guy

11 “When can I meet your parents?”

I know the intentions are innocent enough with this question especially when you want to know about his life and who raised him etc…but, what if he isn’t ready for that commitment yet? Let a guy do this on his terms. You don’t want to make him take a huge step like that when he’s not ready. It doesn’t mean he’s ashamed of you, it just means he wants to make sure it’s the appropriate time.

1. “When can I meet your parents?”
10 Awkward Questions To Ask A Guy

22 “Can we have a joint page?”

Almost everyone has a few profiles on their friends’ list of couples who have a joint page. Majority of the time it’s the female half asking for this so they can keep a watchful eye on their guy. Trust your guy and let him have his space with his friends. I personally wouldn’t want my husband reading my emails between my friends, not that they are inappropriate but they are simply none of his concern.

2. “Can we have a joint page?”
10 Awkward Questions To Ask A Guy

33 “Who is the girl that liked your photo?”

Well, thanks to social media it has brought stalking exes and ‘competition’ to a new level. This was a question several guys admitted was awkward and they couldn’t stand answering. Girls, they are allowed to have friends and you know you have had guys ‘like’ your photos. It’s a friendly gesture. Don’t bother asking and making it something it’s not.

3. “Who is the girl that liked your photo?”
10 Awkward Questions To Ask A Guy

44 “Do you think your ex was prettier than me?”

Just like asking if their ex was better than you, asking if she was prettier than you can only lead to no good. You are beautiful, you know that but even if you feel like she was prettier and you just want to hear it from him, do you REALLY want to hear the truth? He’s not an idiot; no matter if she was smoking hot and put you to shame he will NEVER tell you that she was prettier. Even if she was, he’s interested in you and all your amazingness. She has nothing on you!

4. “Do you think your ex was prettier than me?”
10 Awkward Questions To Ask A Guy

55 “Was your ex better than me?”

First off, are you prepared for this answer? Do you really want him to be truthful with you or are you looking for him to compliment on how amazing you are? If you want the truth, can you handle the truth? Will you get upset and use it against him? Rather than needing to hear the answer to the question, think to yourself is knowing this information going to help me or make things better or am I going to be crying as I stuff my face in icecream. You can decide that one.

5. “Was your ex better than me?”
10 Awkward Questions To Ask A Guy

66 “Are you still in love with your ex?”

This is a very uncomfortable question since you may think you know about his past relationship but the only people that know the truth is him and his ex. It’s okay for him to still have love towards her since they obviously had something at one point but don’t take it personally. If you trust your guy you shouldn’t worry about his past or his exes, he chose you; remember that.

6. “Are you still in love with your ex?”
10 Awkward Questions To Ask A Guy

77 “When’s the last time you talked to your ex?”

I have been very guilty of this one…it’s a legit question! If I’m dating you, married to you, whatever we are to each other, I want to know when the last time you talked to your ex was. In the beginning of a relationship it’s a bit more understanding since you are learning about him and well, who he hangs out with. After you’ve been with the person for a while if you’re asking it shows that there is lack of trust and maybe it’s your gut telling you something.

7. “When’s the last time you talked to your ex?”
10 Awkward Questions To Ask A Guy

88 “How much debt do you have?”

This question is awkward and will be a very uncomfortable topic of conversation and should be avoided if you are casually dating but, if things are getting serious and you could possibly see yourself with him in the future you should know what you’re getting yourself into. To be fair, if you’re asking him about his debt make sure you come clean about yours.

8. “How much debt do you have?”
10 Awkward Questions To Ask A Guy

99 “How much money do you have in savings?”

Just like asking how much money he makes, asking how much money he has in savings is really none of your concern. If things are serious and talks of having joint bank accounts are brought on the table then it is much more understandable to ask but otherwise just avoid it.

9. “How much money do you have in savings?”
10 Awkward Questions To Ask A Guy

1010 “How much do you make?”

Ok, this one I absolutely would never do. I keep my finances (the little money I have) to myself. When you’re dating around and you’re trying to know more about a guy and his career just simply ask what he does for a living and leave it at that. If you’re that desperate to know what he makes there are always sites that will give you a ballpark estimate of different careers in various cities that will hopefully give you an idea.

10. “How much do you make?”
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