Why is Damone Hanging Out With a Dorky Loser?

The topic on the authenticity and validity on Damone's "expertise" and "coolness" has been discussed in multiple threads, but his friendship with Mike is the biggest red flag of all, yet no one seems to be pointing it out...

You just gotta wonder, why is this smooth talking, supposed know-it-all "ladies man" hanging out with a wimpy, dork loser ("loser" in the traditional high-school sense)? Other than Mark, you never see Damone hanging out with friends and he always seems to be alone. When Mark is out on his date, which we can only assume it's a weekend night, instead of being out with buddies, a girl, or out chasing tail, Damone is in his room eating and watching tv.

So it's like Damone clung on to the first person who respected and admired him. Someone who thought he was more experienced and bigger than he really was. On the plus side, it did seem Damone was genuinely interested in helping his buddy out, and he feel regret and remorse for the guilty thing he did. Since he probably never really had those experiences before, it was hard for him to deny the temptation and he just buckled under pressure (not saying it was a justified excuse).