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The Ladies Man poster

The Ladies Man

2000 · 84 min · movie
⭐ 5.2 (14,479 votes)

Leon Phelps (also known as the " Ladies Man ") was a Saturday Night Live character played by Tim Meadows during the 1990s. The sketch was that of a broadcast program in which Phelps, a young, suave black man, would give dubious romantic advice and sex tips. The Ladies Man openly proclaimed that he would court any woman at all including skanks, providing the woman weighs no more than 250 pounds. A night of romance would generally revolve around a bottle of Courvoisier.

After finally going too far during a broadcast, Leon is fired, but he receives a note from one of his former flames who wants him to come back to her—and is willing to support him in high style. This sounds just fine with Leon, except that the woman didn't sign her name, and now Leon has to backtrack through his numerous conquests of the past and figure out who wants him to work his love magic. Meanwhile, a secret group called the Victims of the Smiling Ass (V.S.A. for short), consisting of the angry husbands and boyfriends whose women have cheated with Leon, have discovered Leon as their target and are now hot on his trail, eager to get revenge.

Directed by

Reginald Hudlin

Starring

Julianne Moore
Ken Campbell
Chris Parnell
Rocky Carroll
Tim Meadows
Eugene Levy
Boyd Banks
Billy Dee Williams
Ratings provided by IMDB. Information courtesy of IMDb. Used with permission. Wikidata Licensed under CC-BY-SA-4.0