For some context, I have a job in college with this other guy, let’s call him John. This job is relevant to the career field that we both want to get into. Getting into said career field is 99.99% about who you know. We both interned for this school job for 7 weeks and it was very intensive so we grew quite close, but had it not been for the internship, I wouldn’t really have anything to do with this guy (for this I’m definitely an ass hole, but I do stick by this guy now and I have his back 100%)

John is kind of “stuck in high school” in regard to his maturity level. He is very outgoing but also socially awkward, so it makes a weird mix. He’s desperate for attention, and he’s still a virgin and he’s obsessed with losing his virginity. I am also a virgin, and I have reassured him not to worry about it. I never bring it up with him and every time he brings it up with me (which is every time I see him, in some way he brings it up) I assure him that he’s getting worked up about nothing. He thinks that people need to laugh at everything he says so he try’s wording everything like a stand up skit, even when it’s very important to be serious, he is still joking. And a lot of the humor is self deprecating which I have already told him is unbecoming, but it’s the only way he gets any attention. He can’t whisper or keep a secret for his life either. He has 2 modes, this comedian mode, and his networking mode where is more serious, but it’s very ingenue.  

Would I be an ass if I brought up my concerns with him? 

TL;DR would I be an ass hole if I brought up my friend’s social awkwardness?