Let's see...
I'd meet with 48.7 and Murfish for lunch and we'd talk about what they planned on doing with their lives. Maybe I could advise them on college in some capacity, and then we'd go do some extreme sporting (probably riverboarding).
I'd go to a puro show with Hippopotamus.
jmt225 and NSL could both come and visit me for a few days in DC. I'm pretty sure we'd have a blast. Also, they, along with xfearbefore, could come with me to the Toronto Film Festival (sadly, I won't be going this year).
Once Marquis turned 21, I'd go have a drink with him, Becker, and TM.
If I could, I'd spend a day with Jake just to see what he actually does.
I'd like to hang out with Will, but, frankly, sometimes he scares me.
I'd like to meet up with NorCal in Ocean City for lunch or dinner on the off-season, and afterwards we could take a contemplative walk on the beach (I know what you're thinking, but, no...he's the one person here who I could probably talk about life in general with for days). Also, in exchange for taking me to a WWE show where I'd mark out with him, he'd have to watch the 5-DVD set of Kenta Kobashi matches I'd give to him (something tells me this is the one Japanese wrestler he'd actually like).
I'd talk to IrishCanadian25 on the phone, and ask him if he'd be willing to overnight me a piece of his wedding cake for a healthy sum. What can I say? I loves me some wedding cake.
Also, I'd love to have Shockmaster as a good friend...he definitely seems like the kind of guy you'd want around as a friend: dependable, level-headed, and very responsible.