Tripp has rejected mainstream comedies for most of his life. Now, Ross is taking him film by film through the movies he sadly missed (or smartly avoided) until now. Join us as we look at studio comedies from the late 90s and early 2000s. Week by week, we will tackle one (or two) films as Tripp tries to figure out what made them so funny and Ross explains the context Tripp avoided.
The Crocodile Hunter: Collision Course (with Taylor S. Cole)
The Crocodile Hunter: Collision Course (2002) · Jul 9, 2026
Threequels: Austin Powers in "Goldmember" and Friday After Next
Austin Powers in Goldmember (2002) · Jun 18, 2026
Threequels: Austin Powers in "Goldmember" and Friday After Next
Friday After Next (2002) · Jun 18, 2026
Eight Legged Freaks (with Mike Merrigan and Jay Santo)
Eight Legged Freaks (2002) · May 28, 2026
Men Dressed As Women Double Feature: Juwanna Mann and The Hot Chick
Juwanna Mann (2002) · Apr 30, 2026
Divine Secrets of the Ya-Ya Sisterhood
Divine Secrets of the Ya-Ya Sisterhood (2002) · Apr 16, 2026
Action Spoofs: Kung Pow! Enter the Fist and Undercover Brother
Kung Pow: Enter the Fist (2002) · Jan 8, 2026
Action Spoofs: Kung Pow! Enter the Fist and Undercover Brother
Undercover Brother (2002) · Jan 8, 2026
The Crime Comedies That Came Out on October 12, 2001 Double Feature (Bandits and Corky Romano)
Bandits (2001) · Oct 23, 2025
The Crime Comedies That Came Out on October 12, 2001 Double Feature (Bandits and Corky Romano)
Corky Romano (2001) · Oct 23, 2025
BONUS EPISODE: Roger Ebert's Wet Hot American Summer Review
Wet Hot American Summer (2001) · Aug 24, 2025
Martin Lawrence Double Feature (What's the Worst That Could Happen and Black Knight)
Black Knight (2001) · Jul 10, 2025
Martin Lawrence Double Feature (What's the Worst That Could Happen and Black Knight)
What's the Worst That Could Happen? (2001) · Jul 10, 2025
Morris Chestnut Double Feature (The Brothers and Two Can Play That Game)
The Brothers (2001) · Apr 10, 2025
Morris Chestnut Double Feature (The Brothers and Two Can Play That Game)
Two Can Play That Game (2001) · Apr 10, 2025
Freddie Prinze, Jr. Double Feature: Head Over Heels and Summer Catch
Summer Catch (2001) · Feb 27, 2025
Childhood Friends Grow Up to Fall in Love: Keeping the Faith and Boys and Girls
Keeping the Faith (2000) · Aug 1, 2024
Childhood Friends Grow Up to Fall in Love: Keeping the Faith and Boys and Girls
Boys and Girls (2000) · Aug 1, 2024
60s Best Director Spectacular: The Next Best Thing and What Planet Are You From?
The Next Best Thing (2000) · Jun 20, 2024
Sports Comedies: Play It to the Bone and Ready to Rumble
Play It to the Bone (1999) · May 9, 2024
Romantic Comedy Double Feature: Three to Tango and The Bachelor
The Bachelor (1999) · Mar 14, 2024
Romantic Comedy Double Feature: Three to Tango and The Bachelor
Three to Tango (1999) · Mar 14, 2024
South Park: Bigger, Longer, and Uncut
South Park: Bigger, Longer & Uncut (1999) · Oct 26, 2023
Austin Powers: The Spy Who Shagged Me
Austin Powers: The Spy Who Shagged Me (1999) · Oct 19, 2023
High School Adaptations: She's All That and 10 Things I Hate About You
She's All That (1999) · Aug 3, 2023
