The Ladies Man

Episode 143: The Ladies Man (2000)

Theme: Lady Movies Month
Hosts: Oz & Curtis

This week, Oz and Curtis unzip the velvet jumpsuit of 2000’s The Ladies Man — the SNL spinoff that dares to ask, “What if a sex-obsessed radio host with the confidence of Prince and the impulse control of a toddler tried to give relationship advice at 2 a.m.?” Think Psycho (apparently), The Fresh Prince, and a whole lot of Lorne Michaels energy thrown into a blender filled with cavassier and questionable life choices.

Join your two favorite pantless-poetry scholars as they unpack:

• How Tim Meadows is the sole reason this movie works at all — his half-smirk carries the entire runtime on its back.

• The chaotic parade of cameos, including Julianne Moore as the most aggressive clown in cinema history.

• Why Chicago apparently has a thriving 2 a.m. caller base made entirely of lonely people and angry husbands.

• The Victims of the Smiling Butt… the only vigilante group fueled entirely by jealousy, wrestling mats, and Eugene Levy energy.

• The surprisingly sweet heart buried under all the fish sandwiches, houseboats, and accidental arson.

From pickled bar food to wrestling singlets, from mysterious love letters to Leon’s ever-present optimism, Oz and Curtis break down a movie that shouldn’t work… but somehow lands in that “just silly enough to enjoy” zone.

Final Verdict

Oz — 4 fish sandwiches
Curtis — 51 John Witherspoons
Both — Agree this movie is PG-13 nonsense wrapped around an oddly tender center… and that Leon definitely deserved that houseboat insurance payout.