How to help my best friend after a tough breakup along with other bad luck?

One of my best friends I've known all my life just had a bad breakup with his first serious girlfriend then was fired from his job and had to work at one he hates, all within a few weeks. I have no idea what to say or do to help him feel better and get him to move forward. He's sort of been a ladies man all his life, almost always having girlfriends, but this was the first one he really cared about and stuck with for over 2 years. Since he's the kind of guy who's always with a girl, I'm worried he's going to get very depressed then start overdoing it on the drugs and booze, sleep with every chick he sets his eyes on which will set him up for serious STDs, or get in a fight for a dumb reason and get seriously injured because he's always had anger issues when things are going very bad for him. Any tips are very appreciated.

I would suggest getting him to do things with you and his other friends to keep him from thinking about it and tailspinning into a downward spiral. The best thing to do would be sports, because it releases endorphines in your body. Bike riding, swimming, wall climbing, that sort of thing. If you guys aren't into that, then maybe playing video games and things of that nature that require a lot of attention. (Sorry, not sure your age but most guys do like video games).If none of this works, and your fears are realized, then I would just stand by him as much as I could. Look out for him and try to prevent some of the more horrible things, such as drinking and driving.