I want to ask my best friend's boyfriend some questions but don't know what to ask.

Leave the guy alone. That's none of your business, it's her b/f, not yours.

Dont ask her boyfriend any questions. The question "What do you think of him?" does not translate to "Open an investigative file on him." I agree with the others, and would add that it doesn't really matter what you think of him (contrary to most womens beliefs). It only matters that he treats her well, and that she is into him, besides that, it doesn't matter where he came from, or necesarrily where he is going, and if it matters to anyone, it should be her, not you.

Ok, don't come off with a bunch of fired of questions.


I know it might take more time, but the best way to see what a person is like, is to hang out with him as a friend.

Hang out with your friend, and him. Slowly, start to invite them to more of your events. See how he treats his friends, how he talks to his friends, how he talks to his girlfriend. That might give you a good clue.

You can slowly start to ask questions, but always make it about trying to get to know him as a friend, not audition him as boyfriend for your friend.

No one likes to be interrogated and quizzed.

And honestly, if my girlfriends judged me on how my father acts, I am going to be very... very... VERY screwed over. Sometimes the apple DOES fall far from the tree.


I already have a really hard time with girls. I have a hard time with women acting like girls. I don't need to be judged on the sins of my father or mother too. It's like judging someone based on what a movie character with the same name did. I feel sorry for any Fred Krueger out there.

Boyfriends tend to resent it when their girlfriend's friends interrogate us.

I suggest you stay out of it as much as possible. Tell your friend that he seems like a good guy, but you don't know him well enough to give much detail. You'd rather observe his behavior over time, because behavior is more important than words. He can say anything. What he does is more important.

I personally think you shouldnt interrogate your bestfriends boyfriend.

Firstly - its weird and I would be kinda p*ssed if I was the guy
Secondly - Once you start this, you are always going to be in their relationship,
whether your bestfriend wants you to break up with him, or even if they have arguments.
Its a slippery slope.

Personally if you want to get to know him, then start by trying to be his friend.. that's the most normal way, and if he answers your questions friendship basis not in an awkward basis.

Are you giving her questions so that she will ask her boyfriend. Please clarify.

cookie cutter questions or the old traditional questions can be asked and sometimes people really don't understand how to interpret them. he'll answer and it could be true or false. it takes time to get to know a person and I would just let her be with her boyfriend and not interfere. I'm a pretty personality analyzer, if I talk to someone for a while or I watch them like interact with others, you get a sense of what type of person they are. I would jsut let them be. it's their relationship

To be honest those are some pretty personal questions. If you ask him questions like that it may put him on the spot. How do you know he will feel comfortable answering that? I would suggest just hanging out and getting to know him on a personality and friend level. She should be the one to ask questions like that because she is the one that needs to get to know him. A lot of the time when friends interfere with relationships it doesn't always end well or things get confusing or blown out of proportion. She should really just let it be natural and gradually get to know him on her own. He will come out and tell her these things on his own and that's how she will know that he is opening up to her. She needs to trust her own judgement about him. Besides, your view of someone may be different than another persons view of them.

That stuff is none of your business. If he wanted you to know then you would. Your friend asked if you like him, not if you like his past or how his father treated his mother. Answer her question with a yes or a no. You don't have to know everything about him, just whether or not you like what you do know about him. You are pushing boundaries by asking questions like that and it's things that you don't need to know, it doesn't concern you.

It's probably best not to get involved in the middle of their relationship. I tried to get into the middle of one of my best friends relationship about a year ago and it only ended in disaster not just for them but for our friendship and for my sanity.
I hated feeling like I was in the middle of everything, and you will feel that way too if you go through with interogating your best friends bf.