Most Emotional Game You've Played?

Max Payne 3. I cried to much while playing it.

Warcraft III RoC and tFT, also Undying, and strangely, Scratches.
Almost forgot to add: Portal 1.

Mass Effect series, To The Moon, Nier, Metal Gear Solid 3

Probably either The Walking Dead or To the Moon.Damn, that game was so brilliant.

Brothers :,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,(

Like the whole time

Dust: The Elysian Tail. It has incredible voice-acting, beautiful graphics, intresting, mysterious storyline and quite a lot non-average strory-twist. (Without much spoiler: Dust doesn't know, who he is. He's acting like a hero, but quite a lot of people afraid of him, but he doesn't know, why - the voice-acting perfectly reclets his inner conflict about being lost, scared,judged,but still wanting to help and find the answers what's troubling him)
The story is great, and not afraid of crossing the line between tale and harsh reality (if playing: Bopo's father. You'll understand when you got there) The final fight and the dialogues is just ground-shattering (well...kinda literally), two desperate foes facing eachother, and (sorry, again repeating myself) their voices are so incredibly expressive, you can sense their doubts, anger, hate, and willingness to die if they can kill their foes. If you can emphatise Dust's feeling, as you lived his story through, you'll cry like hell at the end.

Most definitely "To The Moon".
Also: "The Walking Dead" in some moments, the first time I played "Final Fantasy VIII" ..
Oh and "Portal 2", in those co-op moments, when your partner screws up so bad you ragequit :P

Damn, The Walking Dead: Season 1 was the best game I ever played I even cried at the end, Season 2 is also awesome so far and Wolf Among Us can't wait for last episode. Also Brother in Arms Hell's Highway was also great and san game, I lost my shit when Red got paralyzed.

Suikoden I, when I first played it, some of the stuff that went down really hit me in the feels. Doesn't help I was only in my teens, but still... I vividly remember two specific scenes and how I felt about them.

To name a few others: The Walking Dead, Metal Gear Solid 1 & 3, Shadow of the Colossus, and Spec Ops: The Line. All I can think of off the top of my head.

Does Katawa Shoujo count?

To The Moon :(

Richard & Alice I think, I haven't finished Brothers or To The Moon though...

Beyond Good and Evil

Mafia I and II

Bioshock Infinite?!

Brothers in Arms

Far Cry 3

AC II

Batman Arkham City

GTA SA

Kane & Lynch

Mirrors Edge

Gears Of War 2

Halo 3

Brothers: A Tale of Two Sons, The Walking Dead and Silent Hill 2.

Blur

I haven't play it but "The Walking Dead: Season 1" is the only game that made me cry. "To the Moon" was sad too.

Chivalry, TF2, Tekken series and Street Fighter. Rage quit messages really adds that extra emotional spice.

The cat lady

To The Moon broke me. Glad to hear I'm not the only one.

Spider Solitaire

I would say Metal Gear Solid, at some points thorough the game.
I cried for Psycho Mantis and then for Sniper Wolf. Those were some deeply emotional cutscenes :'(

And then there was Otakon and I felt that he and Snake were pretty close later, towards the end.

Telltale's The Walking Dead. Most emotional game ever made.

Recettear: An item shop's tale, at points, especially every time you loose, you can't help but feel for the poor girl.