You have to remember that Dream's audience is 14 year old kweer girls and him being a skinny anime boy is vital to their DnF yaoi roleplays. Dream didn't even come up with that image for himself, his stans did. His original mascot that he, or his gf, came up with was a white blob (it's also more fitting too). He should have been honest at the beginning about his appearance from the very beginning. He didn't even have to do a face reveal or own up to being a deathfat, all he had to say was that he wasn't skinny. It would've made his diehard stans relate to him even more. But it's too late now and he missed out on that opportunity when he decided to commit to the twink LARP.
On top of that, Dream spent the last six months lying about cheating in Minecraft. Him coming out as a hamplanet and admitting that he used his brother as a body double will cause him to lose any credibility that he has left. Dream's priority is keeping his delulu stans happy but he worries deeply about how the Internet perceives him too. He still comments on low-karma reddit threads about him and if he finds out if a Youtuber or Twitch streamer is shit talking him, he'll weasel himself into their DMs or livestream so he can clear his name (recently he did this to Hasan and he's now following the rbgc clique).
I don't believe Dream will be able to lose the weight in time for the planned meet-up in 2022. A large event like that takes a lot of planning and if he were to bailout, imagine the shit storm that will cause. I know I can and I'm excited about it. Maybe Dreamcon will be a bigger shit storm than Tanacon or Dashcon.
As for fat youtubers or content creators, the only fat guy I can think of who has stans similar to Dream is Patrick Stump from Fall Out Boy, he was even shipped with his best friend Pete Wentz. But unlike Dream, Patrick never came off as being insecure about his body and wasn't that much of a heckin' chonkerino, even at his fattest. His stans actually got upset when he lost weight, believe it or not.
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