6 Best Fake Relationship and Fake Engagement Movies

By Vlad Zakh · June 23, 2026

A staged romance almost never stays fake for long in the movies, and the slow slide from convenient lie to genuine feeling is one of rom-com’s most reliable pleasures. In To All the Boys I’ve Loved Before (2018): A teenager’s secret love letters are accidentally mailed, forcing her into a fake relationship to save face. Just as strong is While You Were Sleeping (1995): A lonely transit worker is mistaken for the fiancee of a man she saved, and falls for his charming brother instead.

To All the Boys I've Loved Before (2018)

TMDB ★ 7.4

A teenager's secret love letters are accidentally mailed, forcing her into a fake relationship to save face.

Directed by Susan Johnson · 1h 40m · Rated PG-13

Where to watch

Stream: Netflix, Netflix Standard with Ads

▶ Trailer Letterboxd

Just Go with It (2011)

TMDB ★ 6.1

A plastic surgeon recruits his assistant to pose as his soon-to-be-divorced wife to cover a white lie.

Directed by Dennis Dugan · 1h 57m · Rated PG-13

Where to watch

Stream: fuboTV, Paramount Plus Premium, Paramount Plus Essential, Paramount+ Amazon Channel, Paramount+ Roku Premium Channel · Rent: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home, Spectrum On Demand · Buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

The Proposal (2009)

TMDB ★ 6.9

A domineering executive forces her assistant into a fake engagement to avoid deportation, with complications ensuing.

Directed by Anne Fletcher · 1h 48m · Rated PG-13

Where to watch

Stream: YouTube TV · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

The Wedding Date (2005)

TMDB ★ 6.0

A woman hires a professional escort to pose as her boyfriend at her sister's wedding to impress her ex.

Directed by Clare Kilner · 1h 28m · Rated PG-13

Where to watch

Stream: Philo, Starz Amazon Channel, Starz, Starz Apple TV channel, Starz Roku Premium Channel · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Drive Me Crazy (1999)

TMDB ★ 5.7

Two former childhood friends fake a relationship to make their respective crushes jealous, with unexpected results.

Directed by John Schultz · 1h 31m · Rated PG-13

Where to watch

Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

While You Were Sleeping (1995)

IMDb ★ 6.8 RT 81% Metacritic 67

A lonely transit worker is mistaken for the fiancee of a man she saved, and falls for his charming brother instead.

Directed by Jon Turteltaub · 1h 43m · Rated PG

4 wins & 5 nominations

Where to watch

Stream: Disney Plus · Rent or buy: Amazon Video, Apple TV Store, Google Play Movies, YouTube, Fandango At Home

▶ Trailer Letterboxd

Streaming availability data from JustWatch, via TMDB. Availability changes often, so check the service before you plan a movie night.

Vlad Zakh

Founder, Movieix

Founder of Movieix, built to fix a specific annoyance: most recommendation sites are just algorithm-driven noise. Our lists are researched and organized by who's in a film, where it's from, and the mood you're actually in tonight.

6 Best Fake Relationship and Fake Engagement Movies

To All the Boys I've Loved Before (2018)

Just Go with It (2011)

The Proposal (2009)

The Wedding Date (2005)

Drive Me Crazy (1999)

While You Were Sleeping (1995)

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