Should I ask my boyfriend if he's ok with it first?
Most Helpful Guy
To me there's always this tension there when a boyfriend/girlfriend spends lots of time alone with a friend of the opposite sex. Yet it goes both ways.
If I went out for dinner with a female friend and, say, started talking to her a lot on my cell phone, received birthday presents from her and so forth, my wife would probably grow suspicious and possibly jealous.
That said, if my wife went out for dinner with a man and did all these things, I wouldn't get jealous (I would have when I was younger). Somehow I've grown to be as opposite of the jealous/nervous type as possible, since I no longer feel insecure at all. I've developed a "whatever" attitude, but most young guys usually don't have this kind of attitude where they're totally confident in themselves and won't suspect anything whatsoever.
I think the best route is not ask for permission but actually invite your boyfriend along. Then if your boyfriend and male friend hit it off, your boyfriend might actually want to invite him to hang out together and it's win-win for everyone.0
Most Helpful Girl
You should make sure he's good with you hanging out with a male friend, or at least let him know about it.0