I had a friend who was a real novelty in high school but really went off the rails afterward. It got really, really weird.
My buddy (who we'll call "J") went through some hurdles during high school that, by graduation, we thought he was past and well on his way to adulthood. He went through his first real relationship and breakup with the nutty girl I talked about in the "weird people you went to school with" thread, then barely scraped by with his grades enough to get his diploma. He loved to hang out at the movie theater on Fridays, as a lot of us did locally. He got a job and an apartment across the street from where he worked. And then, it got weird.
He kept his distance for a while then started hanging out with me again, telling me about how at 19 years old he was still going up to the movies every Friday and hanging out with the 14 year old girls there. He was excited that a new batch of them was in high school so there were new girls to hang out with. They all thought he was cool for having his own car, money and apartment. He and a friend went to hang out at one of the girl's homes and the girl took her clothes off and J licked ketchup off of her feet, and when they heard footsteps upstairs she tried to sexualize it like, "I hope my mom doesn't come down while you're doing this" and not only did someone go downstairs, it was the girl's dad, who saw a grown man licking ketchup off of his daughter's feet while some guy watched. J didn't go into the details of the aftermath but he stayed in a little more after that to avoid trouble.
Then a guy caught his daughter at J's apartment (and J admitted to having sex with her) and the guy grabbed J by his throat and threatened to kill him. But still, J was not deterred to change his behavior.
His parents didn't want him to move back in so his mom paid all his bills and cleaned his apartment for him for about a year. He found out he was losing his job during this time period and didn't bother to look for another one.
J's neighbor was beating his girlfriend and walked to J's apartment and told him "when they cops show up, tell them you didn't hear anything" and J said he wanted his neighbor to think he was cool so he lied to the cops. He did a lot of dumb stuff like that.
J used me as a bit of a "priest," meaning he would do a bunch of stupid stuff, come to my house, cry about it then go out and do the same stuff instead of learning from his mistakes. He finally knocked up an underage girl and I said enough was enough and I didn't want to hear from him anymore. He still called my mom a lot because she was still willing to listen to him and felt sorry for him but I knew that as long as someone was tolerating him he wasn't going to change so I cut ties and moved on. The last thing I heard from him was he got another job and a different apartment and had become very mentally unstable, calling his girlfriend's mom that demons were chasing him. I have a bunch of other stories about this guy. For being as charismatic as he was that quality only took him so far in the real world.