"He told me he can ejaculate when he watches porn and masturbates if he forces it very hard, but not with another girl"
Nothing wrong with his equipment. He just needs to find someone he can really trust and be patient with him.
"The guy I'm talking to doesn't work and dropped out of college."
Another reason for a guy to feel depressed. No money really sucks. Ask him if he would like to make some money in porn.

Once he's making some money his self esteem will go up a bit.
"guy has like 300 tapes, and that's a bit too much... "
How on earth can a guy get 300 porn tapes with no money? You mean he downloads vcds off the Internet? Have you even asked him how many of them he as actually even watched? I bet he as watched less than 20 of them. Maybe he collects them to use up his time.
Sounds like your interested in this guy but your afraid of his mental problems. Don't you have anxiety problems too? If you like him, give him a chance.
