Uhhh...how old is he? Almost 20? If indeed he is an an alcoholic, it's showing. What are the personality/physical issues? Which were the "offensive" tunes, so I could focus on them(offensive being relative and all)?
That first one, nice "1999" nick. It all sounds like what is called 'outsider music'; the concept has been around for decades. There's a whole cult following for that kind of stuff, I've heard weirder, and there used to be a radio show in the states, 'Dr.Demento', that would showcase a certain amount of it(I gather that you're in the UK). I dunno, I didn't realize there was a demand for the next Joe Cocker.
Update...I delved into more of it, and I gotta say, I'm digging it, but then, I'm a Residents, Jandek, Daniel Johnston, Gary Wilson, and Shaggs fan. He would have been a hit in the DIY early 80's.