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Plot summary

Woo (1998) Plot Summary & Timeline

Woo (1998) movie poster

Woo is a 1998 romance and comedy film directed by Daisy von Scherler Mayer, running 1 hour 24 minutes. This page retells the whole story in 645 words (about 3 minutes to read) and covers 12 key events in order, 8 characters, where and when it is set and 3 themes. Looking for the cast, ratings and where to stream it? See the movie page for Woo.

to read the plot summary
3 min
key events in the timeline
12
characters profiled
8
themes explained
3
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Woo (1998) movie poster
Released
Runtime
1h 24m
Genres
Romance, Comedy
Original language
English
No spoilers

What Is Woo About?

The premise of Woo in 298 words, with nothing given away. The full story follows below.

In the restless pulse of New York City, Woo commands every room she enters with a blend of confidence, razor‑sharp wit, and an unapologetic edge. Her magnetic personality draws admirers like moths, yet none seem to linger long enough to truly know the layers beneath her bold exterior. Surrounded by a close‑knit circle that includes a mystical confidante and a lively extended family, she lives in a world where spontaneity and sophistication dance together, making each day feel like a stage set for the next captivating performance.

Across the borough, Tim moves to a markedly different rhythm. A meticulous paralegal whose life is guided by rules, schedules, and a quiet, earnest demeanor, he finds comfort in order and predictability. His world is a contrast of measured steps and careful planning, a stark foil to Woo’s unapologetic vivacity. Their opposite natures suggest a chemistry that might never spark, setting the scene for an intriguing collision of personalities.

When fate—or perhaps a well‑meaning friend’s intuition—arranges their first encounter, the two are thrust into a night that promises both tension and unexpected humor. A series of bizarre, stressful mishaps weave through their debut date, turning ordinary moments into comic misadventures that force Woo and Tim to confront each other’s extremes. The chaos acts as a catalyst, hinting at a deeper connection hidden beneath the surface of their contrasting dispositions.

The film glows with a playful, urban energy, balancing sharp sarcasm with heartfelt moments. Its tone swings between brisk, snappy dialogue and the softer beats of two strangers navigating the unpredictable rhythm of love in a city that never sleeps. Through a blend of witty banter and off‑beat scenarios, the story invites viewers to wonder how wildly different lives might find common ground when destiny throws a little chaos in the mix.

Full plot

What Happens in Woo?

The complete story of Woo, from the first scene to the last, in 645 words (about 3 minutes). Spoilers throughout.

Spoilers ahead

Darlene “Woo” Barnes [Jada Pinkett Smith] is a gregarious New York woman whose magnetic personality often leaves men tongue-tied and a little swooning. When her psychic friend, Celestrial [Lina Bradford], insists that the man of Woo’s dreams is about to walk into her life, Woo remains skeptical, even as Celestrial becomes convinced that Woo is fated to meet a tall, debonair Virgo. The evening of fate arrives just as Woo’s cousin Claudette [Paula Jai Parker] and Claudette’s boyfriend Lenny [Dave Chappelle] plan a quiet night together, only to wind up keeping Woo company instead. Lenny reaches out to his best friend Tim Jackson [Tommy Davidson] to take Woo out, but Tim—a shy, rule-bound law clerk—finds himself navigating Woo’s bold, brassy energy. The pairing promises fireworks, even before it truly begins.

Things take a wild turn when Lenny and Claudette’s evening spirals: Lenny’s odd obsession with chicken leads Claudette to dress up as a saucy yet awkward “chicken ho,” complete with clucks and struts—until feathers and allergies complicate the joke. Meanwhile, Woo, initially unfazed by the matchmaking chaos, hears that Tim is a Virgo and interprets it as a sign. She decisively heads to Tim’s apartment, certain that this is the moment predicted by the stars.

Tim, buoyed by a flutter of excitement, seeks guidance from his neighbor Darryl [LL Cool J], who supplies him with incense, edible body oils, and a sultry-song tape to set the mood. When Woo arrives, Tim is instantly smitten, but the reality of Tim’s persona—less spontaneous seductress and more cautious, earnest guy—soon becomes apparent. Woo sees through Tim’s practiced cool and tests him with playful taunts, a dynamic that only heightens the spark and the potential for mischief.

The date gains momentum when three of Tim’s buddies—Frankie [Duane Martin], Hop [Darrel Heath], and Romaine [Michael Ralph]—drop in, bringing a boisterous, chauvinistic energy that irritates Woo. She pushes back in a way that unsettles the party and challenges Tim to defend his growing interest. The group’s presence shifts the mood, but it also pushes Woo and Tim toward a real connection, even as they navigate the boundaries of attraction and awkward humor.

Their official date begins at a stuffy Italian restaurant where Woo’s uninhibited persona rubs Tim’s more restrained nature the wrong way, leading to an early ejection. They pivot to a dance club, where the evening escalates as Tim endures a confrontation with Woo’s ex-boyfriend while Woo stands her ground. The night is filled with a string of comic misfortunes—slapstick, close calls, and rapid-fire banter—that ultimately reveal Woo’s genuine desire for Tim. Despite the chaos, Woo reaches a dawning realization that Tim might be the right match after all.

The misadventures thread toward a hopeful close: Tim regains his car only for it to be smashed to pieces in a later twist, and Woo, in a moment of practical generosity, offers to share not just a ride but her life with Tim. What began as a star-crossed, fate-driven encounter evolves into a relationship built on humor, resilience, and a willingness to look beyond first impressions. Throughout, the film anchors its humor in the push-pull dynamic between Woo’s fearless exuberance and Tim’s earnest, careful approach to romance, using wit and warmth to explore how two very different people might discover common ground—and perhaps even love—in the bustle of New York City.

As the night unfolds, the story remains grounded in character—Woo’s larger-than-life charm, Tim’s earnest awkwardness, Claudette and Lenny’s chaotic subplot, and the supporting misfits that color the evening. The mood stays playful yet genuine, inviting audiences to laugh at the chaos while rooting for Woo and Tim to find a shared rhythm. The ending leaves a sense of possibility: that true connection can emerge from a series of imperfect moments, and that sometimes destiny pairs us with the person who can balance our wild edges with a steady, kind presence.

Timeline

Woo Timeline: Every Key Event in Order

12 key events in the order they happen, from “Woo's psychic prediction of the Virgo romance” to “The night ends with hope for a future together”. 12 events name a place, across 8 locations.

  1. 1

    Woo's psychic prediction of the Virgo romance

    Celestrial predicts that the man of Woo's dreams will soon walk into her life, specifically naming a tall Virgo. Woo is skeptical at first, but the prophecy plants a fuse for the night ahead. The idea of fate adds a playful spark to her NYC dating scene.

    When:Night Where:New York City

  2. 2

    Woo heads for Tim's apartment after the Virgo clue

    When told Tim is the Virgo, Woo decides the match is fate and heads straight for his apartment. She embraces the challenge with bold confidence, ready to pursue a man she has just met. The city buzzes as she follows the prophecy into Tim's world.

    When:Night Where:Tim's apartment

  3. 3

    Tim seeks romance tips from his neighbor Darryl

    Tim, unsure how to woo Woo, visits his neighbor Darryl for advice. Darryl hands him incense, edible body oils, and a sexy song tape to boost his confidence. Tim dives into the date with a new, if unorthodox, toolkit.

    When:Night Where:Darryl's apartment

  4. 4

    Woo arrives; Tim is smitten but wary

    Woo arrives at Tim's place and Tim is instantly smitten, though he struggles to keep up with her bold energy. She sees through his attempted cool and playfully teases him. The tension between attraction and ego sets the tone for the evening.

    When:Night Where:Tim's apartment

  5. 5

    Tim's friends crash the date; Woo turns the tables

    Three of Tim's pals—Frankie, Hop, and Romaine—stop by, bringing a chauvinistic vibe. Woo flips the dynamic by teasing them and shocking Tim with her assertiveness. The awkward social moment heightens the stakes of the budding romance.

    When:Night Where:Tim's apartment

  6. 6

    The date shifts to a stuffy Italian restaurant

    Tim and Woo head to a formal Italian restaurant, hoping for romance. Woo's unpredictable behavior clashes with the refined setting and they are eventually asked to leave. The mismatch between their styles underscoring the comedy of errors.

    When:Evening Where:Italian restaurant

  7. 7

    Dance club chaos and a punch

    They move from the restaurant to a dance club. Woo's ex-boyfriend confronts Tim and punches him, turning the night tense. Woo defends Tim by punching back, deepening their chaotic but undeniable connection.

    When:Night Where:Dance club

  8. 8

    Tim endures misfortunes but grows fond of Woo

    Tim endures a string of comic misfortunes as Woo's bold antics continue. Despite the chaos, he begins to realize that Woo is the woman he wants to be with. The misadventures become the catalyst for genuine attraction.

    When:Night Where:Various NYC locations

  9. 9

    Tim retrieves his car only to have it smashed

    After finally getting his car back, it is smashed to pieces, underscoring the surreal rollercoaster of the date. Tim is frustrated but the disaster does not deter Woo's growing interest. The incident becomes a symbol of the unpredictable romance.

    When:Late night Where:Parking area / street

  10. 10

    Woo offers to share her car and her life

    Seeing real potential, Woo offers to share her car—and her life—with Tim. He is surprised but touched by her willingness to commit. The moment signals a shift from casual dating to a serious connection.

    When:End of night Where:Tim's apartment

  11. 11

    Lenny and Claudette's chaotic night

    Earlier that night, Claudette and Lenny's plans go awry when Lenny's obsession with chicken leads to a ridiculous turn, including Claudette dressing as a 'chicken ho.' The scene adds comedic chaos and shows how unpredictable Woo's social circle can be. It sets a broader energy for Woo's dating misadventures.

    When:Night Where:New York City

  12. 12

    The night ends with hope for a future together

    As dawn approaches, Woo and Tim reflect on the wild evening and the unexpected connection they've found. Both admit their feelings and the possibility of a real relationship starts to feel plausible. The key tension of the Virgo prophecy begins to resolve into commitment.

    When:Late night to dawn Where:Tim's apartment / NYC

Characters

Who Are the Main Characters in Woo?

8 characters, among them Woo (Darlene Barnes), Tim Jackson and Claudette: who each one is and the part they play in the story. Every profile links to the actor’s page.

  • Jada Pinkett Smith as Woo (Darlene Barnes) in Woo

    Woo (Darlene Barnes)

    Played by Jada Pinkett Smith

    An extroverted, confident woman who unknowingly captivates men with ease. She pursues Tim, testing his steadiness with humor and audacity while navigating a lively social circle. Her arc centers on asserting her desires and seeking a partner who matches her energy and honesty.

    • 💃 Confident
    • extroverted
    • 😎 Charismatic
    • assertive
  • TJ

    Tim Jackson

    Played by Tommy Davidson

    A shy, straight-laced law clerk who relies on routines and caution. He seeks romance but is overwhelmed by Woo's bold personality, leading to humorous misadventures. Over the course of the night, his earnestness begins to win Woo over.

    • 🧭 Cautious
    • reserved
    • 🧠 Thoughtful
  • C

    Claudette

    Played by Paula Jai Parker

    Woo's cousin who teams up with her boyfriend in plans that take an unexpected turn. Her relationship with Lenny adds a counterpoint to Woo's adventurous pursuit, mixing flirtation with comic chaos.

    • 🎀 Family ties
    • 💃 Social tease
  • Dave Chappelle as Lenny in Woo

    Lenny

    Played by Dave Chappelle

    Claudette's boyfriend with a chaotic, humorous edge. His antics, including a chicken-themed fixation, drive some of the subplot’s chaos and comic relief.

    • 😂 Comedic
    • impulsive
  • LL Cool J as Darryl in Woo

    Darryl

    Played by LL Cool J

    Tim's neighbor who offers dating tips and supplies Tim with incense, edible body oils, and a playlist. He represents the quirky mentor figure guiding Tim through Woo's world.

    • 🧭 Helpful
    • quirky
  • F

    Frankie

    Played by Duane Martin

    One of Tim's friends whose chauvinistic attitude embodies the masculine perspective Woo challenges throughout the night.

    • 🤖 Chauvinistic
    • boastful
  • H

    Hop

    Played by Darrel Heath

    Another of Tim's companions, contributing to the trio's dynamic and providing additional comic friction.

    • 🎭 Playful
    • rowdy
  • R

    Romaine

    Played by Michael Ralph

    The third member of Tim's circle, whose behavior reinforces the movie's satirical take on dating culture.

    • 🕺 Energetic
    • opportunistic
Setting

Where and When Is Woo Set?

Woo is set in New York City. Here is why the place matters to the story.

Where

New York City

The events unfold across New York City, with scenes in restaurants and clubs that frame Woo's dating escapades. The city’s fast pace and diverse neighborhoods provide a backdrop for social interactions, humor, and romance. Iconic city life—from intimate dinners to bustling nightlife—shapes the energy of the story.

  • 🌆 City setting
  • 🗽 Iconic metropolis
  • 🎶 Nightlife hub
Themes

What Are the Themes of Woo?

3 ideas the story keeps returning to, among them Romance, Empowerment and Dating dynamics.

  1. 01

    Romance

    Romance drives the plot as Woo pursues Tim despite initial misjudgments and social misfires. The dynamic between Woo's bold confidence and Tim's reserved nature creates comic tension and eventual emotional resonance. The story treats attraction as a blend of chemistry, timing, and personal growth.

  2. 02

    Empowerment

    Woo asserts her agency in a dating world that often prioritizes appearances and games. The humor comes from challenging stereotypes and letting Woo set the terms of her pursuit. Her confidence guides her choices and underscores the value of self-respect in relationships.

  3. 03

    Dating dynamics

    The film satirizes dating rituals and gender roles through exaggerated scenarios and playful banter. Friends, exes, and social pressure orbit Woo and Tim's budding relationship, highlighting how perception and performance affect attraction.Ultimately, compatibility and honesty determine the couple's future more than showmanship.

Tone & mood

What Kind of Film Is Woo?

Light in tone, with fast pacing and a straightforward story, going by the plot summary.

Tone
Light
Pacing
Fast
Story
Straightforward
Intensity
Medium
Ending
Happy

A fast-paced, playful romantic comedy that follows two opposites navigating a chaotic first date, filled with witty banter and physical comedy, leading to a hopeful and warm connection.

  • playful
  • romantic
  • chaotic
  • fast-paced
  • witty
  • hopeful
  • opposites attract
  • fate and destiny
  • matchmaking
  • first date mishaps

Content notes: racial slur, sexist language.

Quiz

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FAQ

Woo Plot Questions

5 quick answers about Woo, taken from the plot summary, character guide and setting on this page and the film’s credits.

What is Woo about?

In the restless pulse of New York City, Woo commands every room she enters with a blend of confidence, razor‑sharp wit, and an unapologetic edge. Her magnetic personality draws admirers like moths, yet none seem to linger long enough to truly know the layers beneath her bold exterior.

Read the full plot summary

When and where does Woo take place?

Woo is set in New York City. The events unfold across New York City, with scenes in restaurants and clubs that frame Woo's dating escapades. The city’s fast pace and diverse neighborhoods provide a backdrop for social interactions, humor, and…

The setting explained

Who are the main characters in Woo?

The story follows Woo (Darlene Barnes) (played by Jada Pinkett Smith), Tim Jackson (played by Tommy Davidson), Claudette (played by Paula Jai Parker) and Lenny (played by Dave Chappelle); the character guide covers 8 characters in all.

All the characters

What are the main themes of Woo?

The summary picks out 3 themes: Romance, Empowerment and Dating dynamics.

The themes explained

Who directed Woo?

Woo (1998) was directed by Daisy von Scherler Mayer and runs 1 hour 24 minutes.

Daisy von Scherler Mayer’s films

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