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Fantasy High, Season 1: I tried this ages ago but was put off by the premise (John Hughes meets D&D) and cheesy intro. But I gave it another shot and absolutely loved it! It's less John Hughes and more Buffy or Homestuck, using surreal humour, mild horror, and fantasy metaphor to craft an involving story and explore The Teen Experience. This is their first campaign and there's a few rough edges. In particular, the battles dragged sometimes, and some of the thinly veiled social commentary about racism and christianity, while coming from a good place, gets a little heavy handed and clunky, especially since it's mostly being done by white cultural christians who maybe haven't fully questioned their assumptions (there are POC in the cast but they tended not to get into that side of things) Also at one point they clearly all forgot asexuality exists. But I still really like how diverse and deliberately subversive the story is, and in general it's just a really charming, funny, involving fantasy story. There's even some cute queer romances, generally not roleplayed in much depth past short cute conversations and "you kiss" but I still had some feels. I'm currently watching the live shows between seasons 1 and 2, and in one of them Brian David Gilbert plays an adorable gay theatre kid giant.

Season 1 is free on Youtube, but with the many swears beeped out. It ends on a very satisfying note but to watch further you'll need a dropout subscription.

And now the two I didn't click with!

Tiny Heist: The McElroy family and a few other College Humour cast members play out a gritty heist story set in the tiny world of sentient toys, bugs, and tiny folk. Some of this was very funny and charming but I just didn't quite vibe with it. Only the first episode is on Youtube.

Escape from Blood Keep: a bunch of Fantasy Evil characters try to escape a thinly veiled Mordor. Did not click with this at ALL. Includes Mathew Mercer from Critical Role. Entirely available on Youtube.