Head Over Heels

Head Over Heels

Year: 2001

Runtime: 86 min

Language: English

Director: Mark Waters

MysteryComedyRomance

Love hangs by a thread in this quirky rom-com mystery. When a separated couple finds themselves literally living upside down from each other - he on the floor, she on the ceiling - their unconventional situation leads to unexpected revelations and perhaps, a second chance at romance.

Warning: spoilers below!

Haven’t seen Head Over Heels yet? This summary contains major spoilers. Bookmark the page, watch the movie, and come back for the full breakdown. If you're ready, scroll on and relive the story!

Timeline – Head Over Heels (2001)
Trace every key event in Head Over Heels (2001) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.
1

Amanda's Breakup

Amanda returns home to a shocking revelation when she finds her boyfriend in bed with a lingerie model. This heartbreak leads her to decide to move out and seek solace with her friend Lisa.

New York City
2

Moving In with Models

Amanda answers an ad to become a roommate at a swanky apartment occupied by four fashion models. Adjusting to their glamorous lifestyle proves challenging for her, as she discovers the constant attention they receive from men.

Swanky Apartment
3

Meeting Jim

While moving into her new home, Amanda has a humorous encounter with Jim Winston when his Great Dane knocks her down. This awkward moment sparks Amanda's interest in Jim, although she decides to keep her distance.

Apartment Complex
4

Observing Jim

As Amanda settles in, she and Candi notice Jim from their apartment and begin to observe his life. Through their spying, Amanda begins to admire Jim, but remains cautious about rushing into another relationship.

Across from Jim's Apartment
5

Crashing the Party

Amanda is convinced by her model roommates to crash a party hosted by Jim. Although feeling out of place at first, she ultimately meets him, and they share a meaningful conversation, leading to a date.

Jim's Apartment
6

The Murder Suspicions

Following a party, Amanda sees a woman in Jim's apartment and suspects foul play when she thinks Jim has murdered her. Despite calling the police, her claims are dismissed, prompting her to investigate further.

Jim's Apartment
7

Discovery in Central Park

Investigation leads Amanda to follow Jim to Central Park, where she discovers he is actually coaching a little league team, not hiding a body as she suspected. This realization helps her to start trusting him.

Central Park
8

Strukov's Arrival

Jim's life takes a darker turn when Strukov, a Russian mobster, enters the scene. Posing as a businessman, he delivers a painting to Amanda, hinting at trouble while hiding its bullet holes from her.

Amanda's Apartment
9

The Revelation

Amanda discovers that Jim is an undercover FBI agent when their lives are threatened by the mob. The body of Megan O’Brien, a fellow agent, is revealed to be staged to protect Jim's mission.

Various Locations
10

Captured by the Mob

Amanda, Jim, and the models are captured by Strukov's men at a dress warehouse, where they uncover a scheme to smuggle diamonds. Quick thinking and resourcefulness lead to their escape.

Dress Warehouse
11

Fashion Show Showdown

They escape to a fashion show where the models are hired last minute, allowing them to blend in. Amanda is also pulled into the show but needs to be on guard as danger lurks nearby.

Fashion Show Venue
12

Confrontation on the Runway

During the fashion show, a goon spots Amanda, leading to a quick chase. The models band together to tackle him, allowing Jim to step in and confront Strukov in a dramatic showdown.

Runway
13

Conclusion of the Case

With Strukov apprehended, Amanda learns Jim's real identity is Bob Smoot. The tension resolves, and they express their feelings openly, marking a fresh start in their relationship.

Jim's New Apartment
14

A New Beginning

The movie concludes with Amanda and Jim sharing a kiss in his new apartment, symbolizing their deepening relationship. Jim remembers to close the drapes, hinting at lessons learned.

Jim's New Apartment

Last Updated: January 14, 2025 at 19:25

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