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  1. Oct 13, 2000 · A former Saturday Night Live character gets a big screen treatment in this 2000 movie. Leon Phelps is a womanizing radio host who faces a sugar mommy mystery and a mob of angry husbands.

    • (14K)
    • Comedy
    • Reginald Hudlin
    • 2000-10-13
  2. The Ladies Man is a 2000 American sex comedy film directed by Reginald Hudlin. The film stars Tim Meadows , who also wrote the film along with Dennis McNicholas and Harper Steele. [a] The film focuses on the exploits of radio host and sex therapy expert Leon Phelps, a recurring character Meadows originally played on Saturday Night Live .

  3. Feb 10, 2018 · Ladies Man Leon Phelps (Tim Meadows) helps his callers with Valentine's Day ideas like homemade champagne, where to meet a good man, and a romantic poem perf...

    • 4 min
    • 494.2K
    • Saturday Night Live
  4. Plot. Herbert H. Heebert is a young man who loses his girlfriend, swears off romance, and then takes a job at a genteel, women-only boarding house, run by retired opera singer Helen Wellenmellon. Although most of the women treat him like a servant, Fay helps him with his fear of women.

  5. Check out the official The Ladies Man (2000) trailer starring Tim Meadows! Let us know what you think in the comments below. Buy or Rent on FandangoNOW: htt...

    • 2 min
    • 142.7K
    • Rotten Tomatoes Classic Trailers
  6. The Ladies Man. After being ejected from his job for one too many vulgar and inappropriate comments, Leon (Tim Meadows) unsuccessfully seeks employment from every radio station in Chicago. He ...

    • (72)
    • Comedy
    • R
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  8. Leon Phelps is a fired radio host who tries to find his mysterious sugar-mama and his loyal producer Julie. Watch the trailer and see the cast and crew of this 2000 comedy film.

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