#chairmen

i know you'll catch that villain!

🎰 fallout: new vegas as a goofy late 60s cartoon! featuring my ladybird, @capcollector's arisbeth, and the rest of the tops gang :) looking at old hanna-barbera model sheets was so fun and nostalgic.

i gave tommy a more rat pack-esque suit, inspired by this mod. would love to draw some other characters in this style--could be fun!

Sketches of my Whosona Mr. Mister 🙌 he was so ready to take down Ned purely because he was working with the Council but like…he immediately went on a side quest to get him and his wife 😭IT WORKED THOUGH SO—

disclaimer: these are all my personal headcanons for him, no worries if they don't align with yours! everyone's interpretation of this guy is different, and that's pretty cool imo :3

5'7" and wishes he was taller.

Bisexual (I mean, look at him)

Trans man

Changed a lot (maybe the most, out of all the Boot Riders) after becoming the Chairmen, both mentally and physically. "Ciao to the old ways, baby - time to swing in style. If the shoes fit, you wear 'em." He adjusted the fastest out of all of the Boot Riders/Chairmen, as well, adopting his new persona flawlessly - from the wardrobe, to the vocabulary, to his new dreams of one day running the city himself. He molded perfectly with the Vegas lifestyle, gained weight once he wasn't walking through the desert for days on end and had every meal already secured, and thanks to the New Vegas Medical Clinic, was able to medically transition. He thrives off of the luxury, but has to pretend he doesn't miss the old Boot Rider days sometimes.

Mostly, what he regrets about transforming the Boot Riders into the Chairmen is the loss of some of their camaraderie. There's a different kind of companionship, of ride-or-die bonding that comes with being one of a band of nomads, relying only on themselves and each other to survive the harshness of the desert. The Chairmen are still incredibly loyal to one another; the sole reason no one other than Bingo opposed Benny's choice to move into the Tops once he was the leader - not enough to physically do anything about it, anyway. But some of that closeness they used to have was lost. Benny grew distant from the rest of his tribe, rising to great heights as the leader of the Tops, the one in charge - even being adopted as House's protégé - and leaving the others in his dust.

(this is pretty much canon but) he never had a second thought about agreeing to House's offer. He never thought for a second that the Boot Riders shouldn't become the Chairmen.

Trust Issues™

Terrible at controlling his facial expressions, often pulls involuntary faces (grimaces, scrunching his face/nose, pouting, grinning humorously, etc.) (all very briefly, just a split-second reaction to something or nothing) - often there's nothing going on that would elicit such an expression; it just happens involuntarily.

Gets random muscle spasms throughout the day, mostly in his hands or feet/legs. He'll accidentally hit/kick stuff, knock stuff over, or drop anything he's carrying.

Likes to sit on the floor while he eats, but doesn't like other people to know that. He'll sometimes lock himself in a bedroom or bathroom just to eat on the floor without being given funny looks.

Gets along best with Arcade, out of all the companions/roommates living in the Lucky 38. Has semi-frequent spitting matches with Cass that start out genuinely spiteful, but eventually transform into the one way they really bond: sibling-esque bickering. They get into a fistfight pretty early on, though, after Benny makes the mistake of calling Cass "Whiskey Rose" after learning that she hates it (dick move on his part, to be fair, but did he deserve his nose broken?).

Struggles with mental illness, has hallucinations and delusions that he takes medication for (which he gets from the New Vegas Medical Clinic), but has a very low alcohol tolerance as a side effect; he tends to avoid drinking.

One of his delusions is that the city of Vegas is somehow actually, truly alive, and it chose him specifically to rule it, to lead it to a new glory - a new independence. He believes he, and he alone, can run the city the way it was meant to be run - the way it needs to be run.

Maria was given to him as a gift from House, along with the checkered suit, the wingtip shoes, and the keys to his new home: the Tops Hotel and Casino.

Even before becoming the Chairmen, living the rich man's life in Vegas, Benny had a liking for the finer things in life. Especially nowadays, he appreciates spending the extra caps for the finest of the fine, smoking a distinctive, expensive brand of cigarettes, wearing his nice suit even on a trek through the desert, etc. His favorite food is oranges, another notably expensive thing to regularly eat (they aren't exactly common in the wasteland), part of the reason why he loves them so much.

One of his favorite ways to show affection toward someone is by peeling an orange for them, handing them slices one by one.

Speaking of affection, Benny is very showy, often cheesy, in how he shows it. The grander the gesture, and more importantly, the bigger the reaction it garners, the better. He loves surprising his partner, with anything from gifts to kisses.

His breath usually smells like cigarettes and oranges, very occasionally with a hint of alcohol.

Drinks water out of wine and champagne glasses, partly for the expensive aesthetic, partly to hide the fact that it's only water that he's drinking.

Very intelligent and cunning, but tends to be short-sighted. He has these big, great plans, but overlooks the finer details, and ultimately ends up failing more often than not. (See: plotting out the courier's ambush and murder, but neglecting to ensure they were actually dead; figuring out how to (with help) reprogram an entire Securitron, but then double crossing the person who helped him; successfully sneaking all the way into the Fort, with the Platinum Chip in hand(!!!), but getting caught because he didn't wear a helmet so as to not mess up his hair, etc.).

Sleeps around; canonically a pretty boy, very much plays into the persona of the smooth-talking, sensual, gorgeous casino-owner. Either intentionally or not, his good looks can't be denied as part of the reason the Tops is as popular as it is. Who doesn't want to patronize a casino with a charming, handsome owner - who can often be found hanging out on the ground floor, overlooking the tables, talking up whoever will listen? There are some rumors, shared in a hush underneath the rolling of the roulette wheels, the overhead swing music, that Benny is the town bicycle; rumors of people he's supposedly had a fling with. He's a regular Casanova.

Paranoia™

this man is doomed by the narrative and it's making me insane

His hair is curly, but he styles it with so much gel (gotta look like a 1950s gentleman, y'know) you can't tell, save for the single curl that always seems to fail to remain smoothed back. Living with Daisy (my courier six!), especially during the recovery after Benny is rescued from the Fort, he wears his hair loose, which Daisy particularly appreciates (she loves when he lays his head on her lap/chest and she plays with his hair; much nicer when it's not all crusty or greasy with hair gel or spray).

Small feet

Canonically disappears for days - sometimes weeks - at a time, deciding on a whim to wander who-knows-where around the Mojave and be alone for a while. Brushed off by the others back in Vegas, namely by Swank, as "a cat needing some time to swing," but they get worried when the days turn into weeks. No one really knows where he goes. All they know is that in seven years, he hadn't ever failed to return - the Fort changed that (in my game, he was held captive there for several months).

Loves physical contact as a way to show affection, loves hugs, hand-holding, massages, and people playing with his hair. So does Daisy, which makes for a pair of absolute lovebirds once they're living together; they're inseparable, pretty much always touching one another, even if it's just a hand resting on the other's shoulder or waist, an arm around their shoulders, hand in hand and side by side. They're practically glued at the hip.

Bottom™

Runs his hands through his hair as an anxious habit (maybe the reason for the aforementioned loose curl), taps his feet, and bites his lip, often to the point of bleeding. He tries to be subtle in his anxious stimming, but if you know him, and know how he acts, you'll always be able to tell when he's nervous.

Used to be married to Swank, but after too much changed - after Benny changed too much - when the Boot Riders became the Chairmen, they divorced. It was Swank's idea, coming to Benny's suite one night and explaining honestly how he felt, how he felt things would continue to change moving forward, and how he realized that, in order for things to continue going smoothly, the nature of their relationship needed to change. Swank wasn't going anywhere - he had Benny's back, and nothing would change that - but he couldn't, in good conscience, continue to be Benny's husband. Too much had changed; he felt like Benny was trying to hide their relationship, treating him differently in front of others, even the other Chairmen. It didn't feel right.

Still calls Swank by the name he had before they became the Chairmen.

Never stopped wearing the wedding ring Swank gave him; switches it to his right hand after he marries Daisy.

Writes little letters, (like "Thanks, baby") and attempts to write little poems, for his partner. His . . . unique vocabulary comes across in writing, but the romance of said writing is . . . debatable.

Good leader. Like it or not, he earned his place as chief of the Boot Riders, and kept up that leadership position after the transition to the Chairmen, for seven years and still going strong when the courier comes and messes everything up.

Has big dreams, big, big ideas and hopes and ambitions. Sometimes, they're too big. Sometimes, they end up with him falling flat on his face when he tries to reach too high, to admittedly dangerous unattainable heights. Does that stop him from trying? Fuck no.

[Portrait of 5 Chairmen members relaxing on the balcony of the Tops](left to right: Dingo, Benny, Swank, Tommy, AJ) [c 2274]

"Man, we're only the coolest cats on the whole Strip. We been here the longest, we got the swankiest digs, and we got caps rolling in like the tide. Everybody loves the Chairmen, because we show them a simple good time, no strings attached."

-Swank, Fallout: New Vegas