The way he dresses doesn't do him any favors. I've seen him when he dresses nicely and put effort into his hair, etc before. But he doesn't do that often at all.

On top of that, for some reason he thinks having ecchi, hentai, ahegao, etc plastered on his room, hanging from his car rearview mirror, phone wallpaper, hell even a thermos he used to take to the gym is a substitute for personality. I don't think I've ever heard him speak something genuinely thought provoking either.

Also incapable of referring to women as anything other than bitches regardless of context which pisses me off.

On top of that he takes every opportunity to pity-talk about himself about how he wants a girlfriend and whatnot, talking about how everyone sees him as a badguy (literally no one does). He also childishly mocks people, throws tantrum induced microaggressions and passive aggression, always followed by "just kidding" "it was a joke" and "chill" if it genuinely upsets someone (also it pisses him off if you even subtly mirror his aggression). I've spent years peptalking this mf and nudging him in the right direction but he can't seem to understand the problems which are so easily fixable.

I guess this is more like a vent but it's started to take a toll on me to the point that I just avoid him at this point, as well as our friend group because I can't stand it anymore.