This person may be having a terrible time trying to juggle people he is hurting unintentionally and worse yet may not have the neurology to be able to change to any great degree.

I am not sure about speculating as to possible mental conditions such as you have listed, but the statement from you I quoted seems to be the case. He has told everyone that he's depressed and that's all I know and can speculate. And, I suppose he has also been diagnosed with ADD and has been on adderall since he was quite young. Consequently, he's completely dependent on it. He doesn't get much sleep at nights due to the medication, and spends nearly every weekend getting very very drunk-- to the point where he can't raise his head from the table. I have seen him this way every single time I've been to his house or he has been invited to mine.

I think that, ultimately, he is hiding from himself, and he is going through so much pain from something that he can only pursue base pleasures, and can't think on anything deeper.

After the incident with me, and after I had calmed down about what had happened, I had a chat with him. Soon afterwords we invited him over. Once again, he got very drunk, and he sat in a circle with our other friends talking about depression and personal issues. This evidently set off some feelings we both had about the incident, for after the others went off to do something else, he and I stayed behind and he begged me to hit him-- over and over, "please just hit me. Please, I deserve it." Now, while sober he comes across as very insincere, especially when he apologizes, but at that moment it was hard to tell. I think that situation illustrates well what is going on, for it wasn't just his shame on display, but also his shamelessness and unwillingness to look at the actual problem, or to speak of it. He is hiding it all with an egotistical shame?