Don't offer up skanks or beers if he goes that route I strongly suggest as a friend you try to talk him out of it.
That shit is a bandaid to the pain, He has to deal with it and sort it out without outside influence from something empty (like sex with randoms)
I'm not gunna get to deep with this but I've suppresed alot of pian from past realtionships and never really delt with it. My girlfriend now is one amazing girl and was able to bring these issues to the surface with me and made me see them. I know am at a point where I need to find out how to cope with all the shit I "stuffed away and never faced" Its not easy when it all years of stuff all come out in one night.
I'm very worried it may ruin our relationship if it hasn't already but just knowthign that she was good enough to put me before her and want to help me means mroe to me than i think she will ever know.
In simpleness' be there for him but don't try to help him burry the pain, he's gotta face it now or it'll turn into something that will haunt him everytime he starts to have real feelings for someone.