Tyrion Lannister. Super-smart, witty, self-aware and possesing one of the most devious minds ever created, which he’d be happy to put at my disposal. He enjoys the fine things in life - food, drink and women (especially the latter) - and despite his supremely twisted family heritage, is actually a decent, honorable human being. So long as you treat him with respect, he’ll be loyal to you to the end. And he’s rich.
Best of all, with him around, I’ll always be the handsome one.
Being the next-door-neighbor to the Parr Family might be interesting.
I think F’nor would be a great friend to have. Bright, industrious, loyal, courageous, and, by the way, has a very large fire breathing, teleporting dragon. I would try hard to be Canth’s friend, too.
Or Manual O’Kelley Garcia Davis. Even if he didn’t introduce me to his pal Mike.
Tris
Stephen King always seems to come up with characters I’d love to hang out with: Eddie Dean, Larry Underwood and Roland Deschain all come to mind right away.
A sprinkling of others:
Remus Lupin (J.K. Rowling)
Odd Thomas (Dean Koontz)
Duncan Idaho (Frank Herbert)
Al Bundy. I foresee many nights at the Nudie Bar. Heck, I’ve been trying to get Mrs. D_Odds to dye her hair red!
Barliman Butterbur, because it would be great to hang out at The Prancing Pony, drinking, singing, putting the moves on any hot Rangers who drop in for the night. I’ll serve beer when he’s short of wait staff. I can pour a mean pint.
Thurston Howelll -
After being declared dead when he went missing with the rest of the passengers on Gilligan’s “Three Hour Tour” special, they read his will and …well looky that, Thurston left all of his wealth to his best buddy, Bubbadog.
Eye-gor from Young Frankenstein would be the ultimate best buddy. He’d always keep me on my toes with his unpredictability but would always be there for me when I needed a lever pulled.
Come to think of it, I’d love to hang out with the gangs from Friends or Frasier, although I’m afraid I’d never be able to supply a perfectly-timed quip when it was my turn.
I think Willy Wonka as played by Gene Wilder in *Willy Wonka and the Chocolate Factory * would be a kickass best friend.
Also, Peter Falk when he played Columbo would be cool.
Oh yeah, and Angela Lansbury as Jessica Fletcher in Murder, She Wrote.
Well, later she became Dana Whitaker’s lesbian lover, so if you’re a guy that might be discouraging.
Either Chewbacca or R2D2.
Can’t see either. Artoo is going to come with Threepio included, which is going to grow wearisome in 0.0000000000000000000000000000000001 second. Chewie is likely to rip your arms off if you beat him playing chess. The obvious answer is Han.