I've had a friend since I was about 13 or so(29 now). While I decided to finally swallow about 3 years ago, he is just wallowing in garbage. He's a decent guy, but he had his "one" cheat on him and leave him 3 years ago, and he is still stuck in that shit. Not only that, but he's gotten increasingly whiny lately about "I'm so lonely and women always hurt you. I'm too scared to love again. Women only like me as a friend."

Dude honestly has a lot going for him. He's relatively jacked after losing all of his weight and getting lean from diet and exercise. He also has a good degree and live in order. Only thing is this garbage attitude about women. Usually I would just drop him because surrounding yourself with toxic minds around you is just asking for trouble, but I'm willing to try and nudge him a bit and see if he takes it before I ditch a friendship that has been half my life.

I was thinking of just suggesting a book to him like The Rational Male, but unsure of how to bring it up, or if that's where I should start. Obviously it's 101 but I was a bit concerned since he didn't seek out the help if it was a bit much at first. If he doesn't take the advice then fuck it, but I was interested if anyone else had any experience in this shit and if so what they did.