I’m going to be straight up with you. It doesn’t sound healthy.
Let’s say he isn’t doing anything wrong (best case scenario), this sort of thing isn’t conducive to a long and healthy relationship. The depth of their relationship “may” only be platonic, but it sounds very deep regardless.
I’m a guy, and I can’t imagine trying to have a serious relationship with a woman while entertaining a close friend who calls me all the time and the bad habits with men that you mentioned.
Like I said, it doesn’t sound healthy. And maybe you should let him know that you’re growing uncomfortable with it. But, it’s your call…
Hope this helps.