Cast

The Game Masters
Kevin - A "career" gamemaster with years of experience under his belt, a large social circle, and a longstanding rivalry with Rob. He considers himself a retired player in favor of running campaigns for others, though his notorious and renowned reputation as a powergamer is still well-known among the local community. Even as a GM he is known for being merciless towards "problematic" players, though his knowledge of the Timely Tabletop System isn't QUITE as in-depth as he believes it to be.
Sarah - Kevin's unofficial co-GM. She prefers watching campaigns unfold from the sidelines to getting involved herself, but is always happy to step in when a party needs to be split up. She takes gaming less seriously (and therefore takes setbacks less personally) than Kevin, and her comparatively more even temper combined with her vast knowledge of the rules makes her invaluable.

 
The Players
Rob (Tony Stark) - A longtime frienemy of Kevin. Rob has a knack for character optimization and an incorrigible habit of derailing every campaign he participates in with his overpowered character builds. He means well enough despite his antics, and it's this lack of malice (along with a deep-seated desire of Kevin's to get one over on him) that keeps him at the table. His current character is Tony Stark, an Artificer/Executive/Vigilante multiclass build who, in spite of Kevin's reservations, has been made CEO of the company that their current campaign is built around.
Gwyneth (Pepper Potts) - Another longtime gamer, originally introduced to the group by Sarah. Gwyneth prefers social-oriented campaigns to combat and is almost as prone to create horrifically-optimized characters as Rob, though generally more in line with a campaign's theme. Her current character, Pepper Potts, exemplifies this nicely; as an Executive, she has virtually no combat skills, but is extremely overpowered at investigation and interaction.
Terrence (Jim Rhodes) - A long-suffering "friend" of Rob's, Terrence prefers games with combat and often tries to make characters to one-up Rob's, but very often falls short (much to his frustration).. After one too many times being upstaged by Rob, Terrence has quit the game, and his character of Jim Rhodes, a Pilot class with supreme vehicle skills, has been taken over by Don.
Clark (Phil Coulson) - A former coworker of Kevin's, Clark is a very laid-back, go-with-the-flow style of player. He usually prefers to investigate and observe from outside the spotlight, and welcomes other players drawing attention to themselves so he can do so. His current character, Phil Coulson, is a S.H.I.E.L.D. Agent, a class unique to the Timely Tabletop System that combines formidable combat abilities with rogue-esque skills.
Ryan (Wade Wilson) - A player in Kevin's Mercenary campaign, and Josh's best friend for reasons nobody else can comprehend. Ryan is a troll and a gadfly in-game, committed to stirring up trouble and refusing to take things seriously. Accordingly his  builds tend to revolve around surviving reprisals from both Kevin and his fellow players, and none of his characters exemplify this better than Wade Wilson, a Mercenary whose Extreme Fast Healing makes him practically unkillable.
Josh (Cable) - Ryan's best friend, and another player in Kevin's Mercenary campaign. In contrast to Ryan, Josh takes the game and himself extremely seriously, and his characters all tend to follow a similar pattern; gritty, tortured, "morally complex" individuals, ranging from violent anti-heroes to outright villains. Josh himself seems to be unaware of this, and insists that his concepts are all wholly distinct and original from each other. Despite his blindspots and penchant for melodrama, he is very adept at the game, and one of his characters even won a contest to be published as official content.
Mark (Bruce Banner) - A friend of Kevin's. Mark tends not to sweat setbacks for very long. He plays to have fun, although what that means depends on the game he's playing. He isn't overly concerned with stats, and tends to gravitate towards unusual builds. Humorously enough, his current character is possibly the most unorthodox he's ever run, but wasn't made by him; Bruce Banner, an Alchemist/Brawler with a mutagenically-created alter-ego that can only be called "insanely broken", was made by another friend of Kevin's.
Don (Jim Rhodes) - A new player of the Timely Tabletop System, Don has joined the Stark Industries campaign at Kevin's suggestion, taking over the character of Rhodey. Don has taken to the game quickly and has heard a lot about the rest of the party, but has not had much opportunity to interact with them yet due to being taught combat mechanics in a separate encounter.
Scarlett (Natasha Romanoff)  -Another new addition to the Iron Man campaign, although she has been playing the game far longer than Don. Scarlett prefers to keep what she's capable of and what she knows as secret as possible. In fact, she'd prefer to keep what other people know about what she knows as secret as possible. Her character, Natasha Romanoff, is a Rogue with additional levels in the Black Widow prestige class.
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