So names are still not all settled. But, I thought if I started fleshing out everyone’s roles, and a little bit of personality, maybe that’d help. So here’s what I’ve got so far.
Undertale Sans - Ace. The skelle in charge, a job he isn’t always fond of, but handles well enough. He makes the final decision on when they move and where they go. He has the last word in inter-camp conflicts. Occasionally he’ll disappear for a day or two, needing to get away from the responsibility he’s been saddled with. His return is always just as quiet and unacknowledged. He never wanted this but hes doing his best to handle not only the surface but also keeping track of all his and his brothers alternates. He tries his best to settle things peacefully, but isn’t afraid to use force if needed.
Undertale Papyrus - Lief. Charming and friendly, hes the one who secures their place in any given location. They try to stay settled as long as they can in one camp, and he’s very good at becoming a quickly beloved member of the nearest town. Getting an in with all the locals, and making them less likely to flip should the law come looking. In camp he helps keep the peace between the various conflicting personalities. Rival gangs and law enforcement tend to underestimate him because of his kind nature, this allows him to play “hostage” until the perfect moment arrives and he is more than willing and able to strike, and he always hits exactly as hard as he means to.
Underfell Sans - Chisel. At first glance, he’s just muscle. An enforcer of sorts. He can come off brutish and careless, but like his counterparts is actually highly intelligent. He keeps everything with moving parts working properly. From wagons to weapons. Everyone handles their own basic gun maintenance, but any alterations or customization is usually run by him. He’s unafraid to get his hands dirty, by any definition, and so takes on a lot of the work the others might balk at. A social creature at heart, he can often be found in saloons, bars, and inns, and while he might seem to be a drunken layabout, its rare anyone moves through their area that he doesn’t know about. You hear a lot when people think you aren’t listening.
Underfell Papyrus - Spur. Cut throat and ruthless. Or at least, its how he often presents himself. Being around him often feels like being around a sleeping mountain lion. Elegant and dangerous. He can be quite charismatic, and falling into the role of “the gentleman” is easy for him. He draws people in with an easy confidence but it always feels like you’re taking a risk. One wrong move, one poorly chosen word, and its over. He’s damn quick in combat, choosing not to draw things out. Hit them fast, and hit them hard. Put the enemy down as quickly as possible, not out of any dislike of combat, but rather a learned caution.
Underswap Sans - Scout. His name really only partially covers his role. He’s fairly small, and physically and mentally quick. Sneaky and perceptive he can suss out exits/entrances/who’s where when, without ever being noticed. He also makes an excellent “scout” out of the wilds as well. Much like Lief, hes sociable and easy to like, but also quite a bit more manipulative. He resents being considered childish or cute, but knows how to play a role to get what he wants. Many assume because of his smaller stature he’s a stealth combatant, or stay out of fights altogether but Scout is a powerhouse front-liner, never afraid to dive right into the fray.
Underswap Papyrus - Piper. You would think with how much he despises liars that he himself wouldn’t be one. You’d be wrong. A smooth talker, this skelle can spin a story like no other. There’s a good reason for any and everything, and hes quick to provide one. His lackadaisical nature makes him easy to underestimate, but he’s got a quick hand a quicker mind. If there’s a chance for the gang to talk their way out of an altercation he’s the one handling the talking. Has a side gig as a writer for several publications. He does mostly fiction, all written under a pseudonym. There’s a “monster only” publication that hes done a good bit of writing for as well, guides and warnings to help others navigate the surface.
Swapfell(Red) Sans - Whip. A master manipulator with a strong understanding of the law. He knows the laws, down to finest detail, not that it usually means much. But on the gang ends up dealing with the courts, and not outright corruption, he’s the one to get them out of it. He can twist anything too his favor, and isn’t afraid to play dirty. He’ll gas-light, triangulate, and manipulate to get his way. While he knows when to take it seriously, he has been known to “play” a bit when fighting. Taunts and tricks are his bread and butter. He’s extremely confident, and has the skills to back it up.
Swapfell(Red) Papyrus - Coyote. A hunter by nature and training. He can find damn near any one and anything. Whether this is fresh meat for the camps dinner, or a person of interest needing brought in, or even something someone lost, he’s got it handled. When not working he prefers to stay close to camp or in the wilds. Crowds make him uncomfortable when he doesn’t have his mind set to “work mode”. As a combatant he prefers to stay at the fringe, picking off anyone who thinks they can slip away.
Horrortale Sans - Tender/Ten. Minds the camp and animals. Horses, any livestock they may have, even a bit of gardening if they settle for that long. He gathers wild plants as well, though he tries not to wander too far if they're fairly new to an area. His memory isn’t the best these days, but Cook helps him keep track of what still needs done each day. He struggles to sleep at night so usually takes at least a partial watch role, stalking the edges of camp to keep himself alert. Tries to stay out of combat as much as possible, as it is very much a trigger for him, and the only one guaranteed to be safe if he frenzies is his Papyrus.
Horrortale Papyrus - Cook. Rarely leaves camp. His appearance is... Jarring to most, and he hates making people uncomfortable. His social nature has been tempered by his past, so he tends to be more cautious than his “classic” counterpart. He does however still enjoy a more quiet social interaction, a light conversation while doing the washing or gentle chatter while he cooks. He handles most of the cooking for the camp. A few of the others enjoy jumping in when they get a chance, but are often busy with other their tasks, leaving the bulk of the work to him. It took him awhile but he’s gotten comfortable with handling meat again, so long as he butchers it himself. There’s a sense of discomfort that lurks in the back of his mind, but he can push through it so long as he has certainty exactly what meat it is and where it came from.
Swapfell(Purple) Sans - Doc. An absolute control freak. Took a bit for him to accept that, no, hes not the head honcho here. Once he settled though he found himself easily sliding into something of almost administrative role. He keeps track of the camps supplies, who has what, who needs what, what needs doing. While he may not make the orders, he sees to it that they get done. He’s also the primary healer of the gang, although most try to avoid needing it as his rants are near legendary.
Swapfell(Purple) Papyrus - Flint. Finds most of the jobs for the gang. He always keeps a metaphorical eye and ear out for ways to make more money. Is also a cutthroat loan shark. Knows how to navigate the underbelly of society and a master of playing people against each other. While he’s certainly more than competent in a fight, don’t be surprised if he didn’t poison everyone at the poker game before hand to get that leg up. His movements are always economical and every attack carefully calculated to do the most damage with the least effort.
Fellswap Gold Sans - Haze. Is rarely seen with the gang. He handles the gentry side of things. Playing politics and working to keep the authorities off the gangs back. Politics and diplomacy are his bread and butter, though it tends to be a darker kind of diplomatic. Threats and blackmail are common, but often unable to be traced back to him. He’s highly intelligent and manipulative, he has something on everyone and knows exactly what to say when. Its often hard to read the true intent of his words on the first pass. Because most people are clueless as to who’s really pulling the strings, he is well loved in high society and moves in important circles.
Fellswap Gold Papyrus - Cirrus. Mostly kept out of things. His brother is more than a little overprotective, and prefers to keep him out the fray. He doesn’t mind this much, as he has severe anxiety and is highly introverted. This does mean, however that it is very rare he is recognized. He fades into the background easily making him excellent at stealth work. This often used by him acting as something of a “runner” between his brother and the rest of the gang. He’s also unmatched as a sniper, but it is extremely rare he is ever called on for it, as it is heavily emotionally taxing for him.
Underlust Sans - Mab
Underlust Papyrus - Calico
These two almost always work as a pair. Often posing as prostitutes, they can run several cons this way. Get ‘em drunk and rob ‘em blind is pretty common. They also work well as the “designated distraction”, and its a job they greatly enjoy. They’re both a quick hand with knives and tend to prefer ambush combat.