Are you so sure? I think that he made friends or found some success with people by using comedy so he overuses it. It's also likely he doesn't realize that there's people out that who don't like his sense of humour or people who don't llike humor in general. There's also people who are just oversensitive about edgy stuff especially at colleges. 

From my experience, dark type humor is a very cultural thing, some countries take a much bigger offense to it than others. The U.S in particular is very polarized, when a movie or a TV show says it is "fine" but in a real life conversation is almost like a taboo.

In any case, dark humor is a difficult subject, you either hate it or love it, however, in the case of the people that enjoy it (myself included) you have to be careful and only tell it to people you trust and you know aren't going to take offense.

I think you should have told the guy to knock it off as soon as he started to tell the first offensive jokes, it has happened to me, when I get little bit of trust on someone and I tell a dark joke and I see they took offense or told me "not cool" then I stopped completely and I know from now on to be careful of what I say with that person specifically. Any person mature enough knows when to quit it.

N word and rape jokes are definitely not cool for most people. So I think it is right to set him straight. When someone called me a really offensive derogatory word I do have flashes of anger and try to set the person straight. Of course any lesser word I laugh and just say whatever. But you got to set boundaries.

You should drink a few beers and play some video games. Next time you see the dude, you should tell him to drink some beers and play some video games too. All problems are now solved.

Is the people talking smack about you related, or are you saying that's why you're careful around people? Either way, I'm glad things can improve and I hope you guys at least become decent friends. Of course the fault isn't yours at all, I hope my comment wasn't too imposing. I just think for people like him, that one guy, even if the feeling isn't replicated, is on a much higher level of appreciation than vice versa. If that makes sense?

Also, I guess I'm kind of a hypocrite, because when I was like 11, this kid on the playground who was my friend said he would fuck my mom. We were kind of fighting for no reason, and that pretty much sealed the deal that I wasn't his friend anymore. Thinking back on it, he was much more  mature than me from a vocabulary standpoint I guessk, where saying something like that wasn't ultra offensive. But I still felt like an 8 year old would, xD 

With him randomly texting me a few hours ago, I think it's past me trying to fix nothing. As I said, he isn't some loser with nothing good. I don't think I'll lose anything by helping him.

I was actually waiting to see what people thought of the situation. People have criticized my harsh approach, some people thought I should've stopped talking to him, and a few others offered other advice.

I think blocking him would be a complete dickish thing to do, so by now I'll ride this out and maybe update in a month or two if it gets interesting. It'd be different if I initiated the message, but he's the one who started it.

Would the right thing be for me to have block and ignore him? 

We share a class, and he must have heard my name and approached me. I'm not sure why he picked me in particular. 

As of now I'm simply thinking of what boundaries i should set to never have this happen again. I took most people's advice into consideration. 

I think my biggest mistake was having him believe it was acceptable since day 1. Perhaps he would've stopped if I said something prior to the extreme

I had a talk with him online with no bullshit. No yelling, no dark humour, and no petty responses.

I'm probably not gonna post everything, but I've learned more about why he is like this. It takes vulnerable moments such as these before most people change. 

He loves dark humour, and that's alright. All he honestly needs to learn is when to use it at the right time.

I mention the smack talk because I never had anyone go up to my face and directly criticize me. It took a year of being miserable before I fixed my shit and had a social life.

I would rather criticize him and get it over with rather than see a bunch of people talk about him behind his back.

If dealing with this means I am able to help him start over, then I'm fine with it. I'm not gaining anything from being friends with him, and that's alright.

You did the right thing, many people don't get how to make good dark humour anymore. Dark humour is much like satire to be intended as funny and not to be particularly insulting or shocking towards an individual, while touching a non political topic. Daliso Chaponda is a master of dark humour and a comedian from Malawi.

Example of Dark humour "As an immigrant I was tricked into coming to the UK. A man on TV said the immigrants take all the good jobs and wives so I tought, where do I sign up for that. But when I did came into Europe the jobs sucked eithout a decent college degree and experience the wives lacked any form of oral hygiene and where very obese. Like I have never seen in my home country and to top it of the weather sucks literally always. Talk about false advertising it finally males sense why white people steal all that land.

I like dark humour, but it's not funny anymore if people overuse and exaggerate it. You're reaction is understandable, although it probably pushed him even more into his problems.

Edge? Lmao That word has completely lost its meaning.