hmmmm, good question.  I'd have to say Vivi from Final Fantasy IX, we could chill. 

But you'd be spending all your time picking him up when he falls down, 

Though one. I never thought of something like that. Though i'm thinking of Link, i'm not sure why.

Probably Grunt from Mass Effect. After seeing that guy get hammered, I'm sure getting a drink with him would be fun.

I think Jade from BG&E and I would hit it off great. She could give me photography tips.

This is kinda cheating, but Spider-Man! He's my hero!

Any of the the girls from Dead or Alive and for all the wrong reasons,lol.

Ok, so my non-perverted answer would be Garrus from Mass Effect. I like his hardboiled since of justice, and could probably have a good time drinking beer while talking politics & phylosophy.

DoA!  I hadn't thought about that.  I don't know if I have the stamina for any of those chicks.  If they promised not to laugh or beat the hell out of me, I'd give it a shot. 

Yeah I really didn't take their ass kicking ability into account, just the ass part.

But hey, I'd say its worth the risk, lol.

Damn, you stole my answer. 

Non-pervert answer: Fox McCloud, provided his friends aren't at the space party. Krystal can come, but that's it, then we'd head out to a space bar and find more people to drink space tequila with and then hop back into the Arwing. I'd never drive drunk in real life, but given the chance to fuck around in a death machine in space after a fine beverage in a world without consequence for a day sounds nice. 

Lol, yeah soon as I read the question those lovely ladies popped into my head.

Solid Snake:  I would ask him Can Love Bloom on a Battlefield?

Mine would be Elaine from Record of Argarest War.

 Joker from Mass Effect. Love that sarcastic bastard.

Tifa Lockhart from either Final Fantasy VII, Advent Children or Dissida. And I can't say why because i'm too embarassed...

What? Stop looking at me like that!!!

....

oh....

You people have smutty minds! I'd want Tifa to teach me how to fight. She can suplex a giant robot! What man wouldn't want to know how to do that? Plus I do love a woman that can kick my butt.

What! STOP LOOKING AT ME LIKE THAT?!?!?!?!?

I would want to spend time with Toejam and Earl. We'd probably have a dance party and I'd love to try some of the gadgets they unlocked in presents (like Icarus Wings!). I'm also pretty sure they're 420-friendly.

I'm going to play with Chibiterasu from Okamiden. Go get that demon boy! Go on!

Any one of my main characters in Fire Emblem Awakening, but specifically Kellam.  He is just an awesome character and I am sure that we would get along, but only if we can find each other.

Either Great Wolf Sif from Dark Souls, or one of the big walking colossi from Shadow of the Colossus. I want to ride either of them all over the world, and not kill them for once.

Good question! I'd want to stray from something far from human, so either Kirby or (even though its release is in limbo) Trico from The Last Guardian. Simply riding on a giant dog/eagle hybrid's back through the sky could make for a pretty bad ass day!

Samus because why not? She could use a friend to talk with or hang out after a long and dangerous bounty mission. Plus maybe we can become partners lol Or Tharja from Fire Emblem.