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Tear Jerker: Street Fighter
Somehow, even Street Fighter manages to get in on the heartstring tugging action.
Moments from the Games
In Super Street Fighter 4, a couple of the endings are genuinely sad, namely Guile and T Hawk's endings. Guile's is more bittersweet, as he visits Charlie's grave and has a toast on it, vowing to finish his takedown of Shadaloo so that Charlie can have closure. T Hawk's is genuinely depressing, as he finds Juli/a with Rose's help, but her experience with Shadaloo has totally traumatized her, and she is unable to remember who Hawk even is. Guile's can put a bit of a glow in your heart knowing that he succeeded, since Shadaloo is gone by Street Fighter 3's events, so Charlie can rest in peace, but Hawk's ending is probably one of the most depressing things you would ever see in a fighting game.
Guile's original ending in SFII was a big-ass tearjerker, actually. Julia and Amy practically have to beg Guile to not kill Bison because they don't want him to lower himself to commit deliberate murder and plead with him to return home with them. One single, simple phrase can still make a player sniffle like a little child once in a while:
Guile: "A-Amy? Is that... my little Amy...?
The Alpha series gives us Juni's downright heartbreaking ending, where she and Juli (aka Julia, T. Hawk's friend/girlfriend) hug each other in front of Bison's body as they become Empty Shells (And they won't get better for a LONG time.) The montage in which Charlie and Chun-Li discuss the project that made them borderline Robot Girls really dosn't help.
Juni: We are... we are... Always... Sir Bison's...
The scene from The Ties That Bind where Ryu snaps massively upon seeing Viper torture Cammy, practically loses himself to the Satsui no Hadoout of anger and a tearful Sakura has to give him a Cooldown Hug to stop him is surprisingly powerful, and it's not helped by how Ryu slumps to his kneesin horror upon coming back to his senses, with poor Sakura still hugging him, and a Grey Rain Of Depression falls on them both as well as on Ken and the injured Cammy.
Street Fighter Alpha Generations may not be fully canon, but damn it is depressing. Specially in the flashbacks to Akuma and Gouken's more or less happy lives before it went From Bad to Worse, and the Bittersweet Ending where Akuma recovers some parts of his humanity after almost killing Ryu in battle (and mind you, this particular Alternate Universe all but states that Ryu is Akuma's son) and later the Old Master that Ryu befriends passes away, and Ryu leaves after mourning him.
Moments from fan works
Ryu: Then and Now, an animated short made by Egoraptor (of Game Grumps and Awesome Series fame). The short begins with Ryu during the SFII days, getting ready to take on the world. It then skips ahead to 20 years later, in which he is now a businessman. The short ends with him looking at a picture of his young self and remembering the good ol' days, and starting to tear up as he does so. Anyone who grew up with the series is sure to shed a tear when watching this.
It becomes even more sad when you read the comment from e69alpha, who symbolizes the video with the Capcom company as a whole. (how they used to be so fun and exciting, but now all they care about is business and money)