[my thoughts on the hazbin cast playing dress to impress.]
charlie - she would be passionate about the game. i can definitely see her hopping on roblox in her spare time as well as dragging vaggi in to play as a duo. she would thrive in categories that would allow her to dress her avatar in fancy clothing. definitely would buy the vip section as well as all the extras the game has to offer.
vaggi - wouldn't be a consistent player, only really going on to play when charlie asks. saying that, i can see her practicing in her spare time after charlie initially mentions the game, so they could win together. some of her looks would still need some work, though notably, she would do really well in categories that would let her dress more alternative or comfortably.
angel dust - an avid player, and i could see this being canon provided hell has their own version of roblox. he would definitely have played through every theme multiple times over, watched tutorials, refined every outfit. he would probably struggle in categories that aren't fancy dress, but even then, it would be rare for him to come last place. another victim of the vip room, but would end up using the base game items more, anyway.
husk - i can't imagine him playing the game unless angel were to rope him in, and he'd be begrudging about it all. his outfits for every theme would be subpar, though if he ever got a carnival theme, he would happily try and recreate alastor. that's about as passionate as he would get in the game. the rest of his outfits would be simple. the theme is emotions? a blue avatar. the theme is si-fi? a green avatar.
cherri bomb - another avid player of the game, though not to the level angel dust would be at. i can definitely see her enjoying the more creative themes, but ones such as clean girl, airport, or cosy day would make her lose interest fast. she would definitely be ragebaited if the voting system was rigged, and she probably wouldn't touch the game for a while after. she would go through periods of intense playing and leaving it in the dust.
sir pentious - i don't see him really expressing interest in the game, but if he were to ever touch it, i feel like he would actually enjoy it. i see him getting quite good at it, too. his outfits would be well put-together and hold hints of his time period, but he wouldn't understand how to style more modern pieces unless cherri is there to assist him. this would lead to him being low in the leaderboard, as a result.
alastor - no. alastor hates all forms of modern technology, and realistically, he wouldn't go near it with a ten foot pole. putting that aside, however... if he were to play, i feel like he'd be a little like sir pentious, though a lot less enthusiastic. he'd put together dazzling outfits reminiscent of his time period, ignoring the themes blatantly. he'd make his avatar look just like his human form every time, not that anyone would know. however from the start, he would be one ragebait or unfair vote away from dropping the game all-together.
lucifer - would probably get into the game from hearing about it from charlie and use it as an attempt to get closer to her. i can see him playing duos with charlie at first, and over time it would seep into his personal time and would genuinely enjoy the game. his username would be something along the lines of his title in hell, something his pride couldn't help but flaunt. not many people would believe he's the actual king of hell on roblox or whatever hells alternative would be, however, and would bully him off the game. from that point on, it'd definitely be a sore spot.
niffty - she wouldn't be an avid player by any means and would probably only play it during a game night, if anything. i can picture her having a natural talent in the game though, putting together outfits quickly and them turning out quite well... except the outfits would be very reminiscent of gore. blood splatter, wounds, faceless avatars. the more you would look, the more disturbed you'd feel.
baxter - he'd have no interest in the game itself, but rather the reactions to his outfits. he would treat the game like an experiment, using different colours and themes to test the reactions of the people he'd be playing with. what colour invokes this response? what theme do people struggle to comprehend the most? by the time he would be done, many graphs would be drawn out for further analysis.
vox - in his mind, the game would be far too feminine for him to play... where other people can see, at least. if he were to play it, he'd play it in private and would take small bits of inspiration from the outfits in-game and incorporate them into his outfits in real life. it would be as close to velvette approving of his clothes as he would get. i feel like once he figures out the popularity of the game, however, he would take over the company in charge of the game and program subliminal messaging in there to gain more supporters. he would like the game a lot more after doing that.
velvette - she would definitely get competitive over the game and would be up there with angel dust in terms of play time and skill. she'd put together some of the best outfits players have ever seen and would be a trendsetter in the space. velvette would definitely make posts on social media about the game, probably having an account dedicated to her outfits and winning theme after theme. she would also duo with valentino on there sometimes, and he would be featured on her posts.
valentino - he would love the game, however he would only agree to play if velvette played as a duo with him, other than that, he'd be in free play mode refining his craft. he would also get competitive, but ultimately, valentino would be in it more for the love of the game and for bonding reasons with velvette. he'd occasionally request if he could play it on vox's screen, which he would get his way with after a few begrudging comments.
adam - could heaven even connect to the servers in hell? well, we saw it in season two, so why not? adam would play it purely for the joy of ragebaiting other players. he would put together either horrendous outfits or style the most beautiful alternative outfit you ever had the pleasure of seeing. there would be no in-between, but he would always pull out all the stops on themes like cyberpunk, dark academia, scene kid, and y2k. was also a head honcho for bullying lucifer off the platform. would duo with lute from time to time.
lute - she would play the game purely because of adam, and would become a carbon copy of him in terms of ragebaiting other players. it would become a fun pasttime for her, but she would also enjoy the fashion aspect of the game. her and adam would duo with the exact same outfits, and when adam refuses to put together something nice, she'd go solo and put together something on her own. she would hold a natural talent for the game, but she would lack the passion to play it often.
abel - i can picture abel going through phases of playing the game and then being bullied off the platform - by his own dad, no less. i can't see him playing it often, but when he would, he would genuinely enjoy the game. he would play for the love of the community, he would vote fairly, and even though his outfits wouldn't be too striking most of the time, he would get pretty high in the leaderboard. the children in heaven would be playing the game because of him.