I agree with Perna. If you are not comfortable with his life choices then you don't need to be friends with him anymore. Especially if he really hasn't changed since the last time you knew him. It sounds like he doesn't have much empathy for women in general and, if you were ever in a situation where you needed him to come through for you, it doesn't sound like he would.

I have had some friends that I loved dearly but had to cut ties with. One of my best friends in high school actually. She started getting into drugs, got a nasty attitude and was sleeping around. I had to just stop associating with her. That was about 7 years ago and she found me on facebook about a year ago and has changed a lot. She doesn't do anything that she used to so I was okay with starting up our friendship again.

It's all to your discretion. Personally, I wouldn't want to be friends with someone who did those things. Especially knowing your past and how this would affect you, telling you about it. Even if he did those things, he could have just not told you to spare your feelings but it doesn't sound like he even cared about that! I would drop him like a bad habit.