joel, I'm sorry you're having a rough time-
I know what you mean about feeling socially inept- as JW's we're not trained to actually make friends based on personal compatibility-we're expected to just like each other and socialize- I know there's more to it, but in a nutshell, that's usually how it is. We'd all sit around and ask each other the same stupid questions, "what are your goals?", "what privleges do you have in the hall?", "how did you learn the truth"? etc.
When my husband & I decided that we weren't going to stay JW's merely for the social aspect of it, we were (and are) determined to cultivate real friendships with people we've "known" for quite some time, but never took the step to really let them in because they were "wordly". So far, it's been great. But it's hard because I feel like I have to deliver my "A game", which is obviously a good thing when you're making friends because you want to surround yourself with people you like, but I'm just not used to it because in the truth, it didn't matter-as long as you maintained a certain apperance/life style, you'd have some resemblence of a social circle- for the most part anyways, it looked that way on paper, but as a lot of people here can attest to, it wasn't anything truly enjoyable or refreshing.