In the bustling city of Chicago, a promising writer named Harper Stewart finds both success and turmoil in his quest for love and self-discovery. As he embarks on a weekend getaway with his college friends, old wounds resurface, secrets unravel, and relationships are put to the test. The captivating storyline of friendship, betrayal, and forgiveness takes center stage in this critically acclaimed film, accompanied by a stellar cast and a mesmerizing soundtrack. Join Harper and his companions on a journey filled with laughter, heartfelt moments, and unexpected revelations. Discover more about the film's reception, box office success, awards, and even its exciting sequels.


In the city of Chicago, Harper Stewart is an aspiring writer whose first book, Unfinished Business, has been chosen by Oprah's Book Club. His girlfriend, Robyn, is frustrated with his commitment issues. Harper travels to New York City to spend the weekend with his college friends before attending the wedding of Lance Sullivan, a professional football player, and Mia Morgan. Harper reunites with his friends Julian "Murch" Murchison and Jordan Armstrong, who have read his book and know the characters are based on them. As the weekend unfolds, tensions arise and secrets are revealed. Flashbacks to their college days showcase love interests, betrayals, and a one-night stand. The events of the weekend ultimately lead to confrontation, forgiveness, and a wedding saved.


- Taye Diggs as Harper Stewart

- Nia Long as Jordan Armstrong

- Morris Chestnut as Lance Sullivan

- Harold Perrineau as Julian "Murch" Murchison

- Terrence Howard as Quentin Spivey

- Sanaa Lathan as Robyn

- Melissa De Sousa as Shelby

- Monica Calhoun as Mia Morgan

- Jim Moody as Uncle Skeeter

- Regina Hall as Candace "Candy" Sparks

- Jarrod Bunch as Wayne

- Victoria Dillard as Anita

- Malcolm D. Lee as Emcee


The film received positive reviews from critics. AllMovie gave it 3/5 stars, with the reviewer stating that while it had moments of humor, it didn't bring anything new to the genre. The film also scored well on Rotten Tomatoes and Metacritic, with a 72% positive rating and a favorable 61% rating, respectively. Terrence Howard's performance was particularly praised.

Box Office

Despite its small budget, the film made over $34 million at the box office.

Awards and Nominations

The film received several nominations and awards, including wins at the NAACP Image Awards for Outstanding Motion Picture and Outstanding Actress (Nia Long). It was also nominated in various categories at the Black Reel Awards, Chicago Film Critics Association Awards, and Independent Spirit Awards.


The film's soundtrack, released by Sony Music Entertainment, peaked at number 2 on the Top R&B/Hip-Hop Albums chart. It featured songs from various hip hop and R&B artists.


A sequel titled "The Best Man Holiday" was released in 2013, and a limited series called "The Best Man: The Final Chapters" premiered on Peacock in 2022. The series continues the story of the original film and features the original cast members.


This section provides additional information about the film's box office performance, critical reception, awards, and soundtrack. It also mentions the sequels and provides links to watch the series on Peacock.


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The Best Man, a 1999 romantic comedy-drama film directed by Malcolm D. Lee, continues to captivate audiences with its relatable storyline, talented cast, and heartfelt moments. Garnering positive reviews from critics and achieving commercial success, the film left a lasting impact on viewers. With its box office triumph and accolades at prestigious award ceremonies, The Best Man solidified its place as a beloved classic. Furthermore, the film's soundtrack, featuring an array of catchy and soulful tracks, climbed to the top of the charts, enhancing the overall cinematic experience. The Best Man's enduring popularity led to the release of a sequel and a limited series, extending the enchanting journey of its beloved characters. Dive into this remarkable film and discover why it continues to resonate with audiences to this day.