Nikki Glaser and Caitlyn Jenner join Bert for ax throwing, archery and candid talk about identity, while Fortune Feimster assists him in milking a goat.

Bobby Lee and Donnell Rawlings visit Bert for a day of "release," with coffee enemas, scream therapy, a spa cleanse and honest discussion of past traumas.

Bert hopes to bring together friends from different backgrounds, but learns a lesson when things get awkward with Ms. Pat, Kaley Cuoco and Joel McHale.

Bert's "no pain, no gain" day with Anthony Anderson, Deon Cole and Big Jay Oakerson includes bees, painful massages and Bert's idea of "paintball art."