01
The Wood
Why this pick
Like The Best Man, it turns a major romantic commitment into a funny, affectionate reunion among longtime Black friends, with male vulnerability and college-to-adulthood bonds at the center.
A FILM WORTH A CLOSER LOOKTHE FEATURE PRESENTATION
MOVIE1999 2h 0m USA
IF THIS ONE STAYED WITH YOU
Movies like
The Best Man
DramaComedy
CINEHUNCH / THE NEXT FRAME
Keep the feeling.
SIMILAR PICKS / A PERSONAL CONNECTION
If you loved The Best Man, try these.
01
02
Love & Basketball
Why this pick
Its Chicago-to-adulthood romantic arc shares The Best Man’s warmth, ambition, and emotionally complicated love between people whose histories make commitment feel both natural and difficult.
03
Brown Sugar
Why this pick
A polished, music-soaked friends-to-lovers story with the same grown-up Black professional world, lively friend-group chemistry, and tender tension between aspiration and lasting connection.
04
Something New
Why this pick
It pairs sleek urban romance with candid conversations about expectations, friendship, and choosing a life beyond the one others prescribe—close to The Best Man’s romantic and social texture.
05
The Brothers
Why this pick
This ensemble relationship comedy similarly lets longtime male friends confront intimacy and commitment, balancing sharp group banter with sincere romantic stakes.
Finding the atmosphere, tension and little details that made this one stay with you.
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01 / THE STORY
A little about the film.
Harper Stewart is a writer living in Chicago with his beautiful and free-spirited girlfriend, Robin. The movie opens with Harper returning home from a day of meetings to inform Robin that his semi-autobiographical debut novel, “Unfinished Business,” has been selected by Oprah’s Book Club and will be fast-tracked for publication. They celebrate by lounging in a tub, but even though they have been dating for two years and all appears well in their relationship, Harper balks at the mention of marriage. Robin is hurt by his reaction and assumes it is because Harper still has feelings for the college girlfriend he wrote about in his novel. Despite this, Robin agrees to attend Harper’s best friend’s wedding in New York.
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02 / FACES IN THE FRAME
The people who bring it to life.
Nia Long
Jordan Armstrong
Morris Chestnut
Lance Sullivan
Taye Diggs
Harper Stewart
Regina Hall
Candy
Harold Perrineau
Julian Murch
Terrence Howard
Quentin
Sanaa Lathan
Robin
Monica Calhoun
Mia Morgan