A bunch of College Humor improv actors and friends playing roleplaying games (mostly 5E, but not exclusively), typically with non-traditional settings.
The first three seasons are available as free podcasts, last I checked, and include a traditional John Hughes high school setting, but with D&D races and assumptions; the lieutenants of a Sauron equivalent realizing they have to get out of the evil overlord's headquarters immediately after the Armies of Good have decisively won, as they're now coming to kill off all the remaining evildoers; and contemporary New York City, which has a secret sixth borough of Faerie. The later seasons get even wilder, amazingly.
Probably the most grounded campaign is the just-concluded miniseries, Dungeons & Drag Queens, featuring four newbie D&D players who all happen to be well-known drag performers who have appeared on RuPaul's Drag Race, We're Here, etc. In that series, the four Questing Queens fought their way into the Land of the Dead to help restore wrongs their various peoples had faced. So, traditional D&D, but more ambitious than 90% of home games, I suspect.
The seasons are extremely funny, but also heartfelt. DM Brennan Lee Mulligan (the DM for 90% of the campaigns and a player in most of the rest) is a skilled improv performer, someone who thinks deeply about storytelling and roleplaying (the spin-off Adventuring Academy podcast is well worth listening to for any DM who wants to improv their craft), and apparently a great person all around. After listening to and then watching multiple seasons, he's the DM I want to be when I grow up.
