Natla. Q: Marry me? <3 (j/k... sort of >.>)

I'd probably most like to pester GLaDOS though, after shutting down her neurotoxin generator, of course. Just think of everything she must know! :D Mainly I'd want to know about uploading one's mind into a machine and if she had a spare chassis lying around I could give it a shot with. For Science.

Tingle from The Legend of Zelda

Morrigan from DA:O and I would ask what happened to my child!

Slender Man.

Handsome Jack, although he would be pissed very easily and probably kill me, but anyway.

Kratos. Would ask him who is his favorite comedian.

Chell, how she ended up at Aperture Science in the first place and what she is planning to do with the cube and the freedom she has.
Father-Mother, to ask more in-depth why he did all the things she did in Zeno Clash (trying to keep it spoiler free).

mario

Tomb Raider, cute girl.

max payne, will you ever be happy again?

GLaDOS - I like intelligent conversation.

DoA girls :p~

Adam Jensen. Though he would probably complain, that he "never asked for this".

Altair from Assassin's Creed. I would ask how many people he killed :D

Tina Armstrong from dead or alive 5. Wanna wrastle?

Glados.

Claptrap from Borderlands (2).

JC Denton, pre-Helios connection. He seems rather intelligent for a super cop, and his voice is awesome. Plus, following him around would lead me to see powerful figures in the world. And post-Helios would be AMAZING! I'd be like talking with an electronic godlike being.

Geralt from The Witcher, in a drinking contest. The man has seen stuff. Alot of stuff... and I'd ask him to teach me a few things.

Raziel/Cain from the Soul Reaver series, if they didn't just kill me outright.

Barny from Half-life and half-life 2. Since Gordon is a mute, this Guy would have plenty of stories about Freeman and plenty of his own; and would be a blast to drink with IMHO.

and

Gorris, the hyperintelligent deathclaw from Fallout 2, living in Vault 13. He LOVES to explore and talk with people... that's the primary purpose to his disguise, so people mistake him for a ghoul or human. Plus, he'd protect my ass.

Garrett from the Thief games. God I'd just want to listen to his sexy voice forever~

Gordon Freeman.

M'aiq the Liar from the Elder Scrolls Series, he always has amusing stuff to say.

Riddick from The Chronicles of Riddick: Escape from Butcher Bay.

How do you kill someone with a spoon?

Tiny Tina from Borderlands 2, her dialog makes me giggle

Gordon Freeman