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Movies like

Movies like The Proposal

2009 · Movie · PG-13 · your starting point
Why these

If you want that specific blend of fake-relationship scheming that accidentally becomes real, workplace power dynamics, and frantic romantic chaos, Set It Up is probably your closest match—it's got the same boss-assistant energy and backfiring-plan structure, though with two protagonists actively conspiring rather than being forced together. You might also vibe with No Hard Feelings or The Decoy Bride if you're after the mismatched-characters-in-absurd-circumstances tone, though neither quite nails that particular cocktail of workplace obligation, family pressure, and genuine-connection-against-the-odds that made The Proposal work.

Movies like The Proposal, ranked

1. Office Romance (2026)

Enjoy the fish-out-of-water humor and workplace power imbalance that slowly melts into genuine connection, as a buttoned-up executive discovers romance through a colleague who refuses to play by her rules.

2. Set It Up (2018)

Both explore workplace romance through scheming that backfires into genuine connection, but Set It Up captures the same frantic energy and boss-assistant dynamic with the added charm of two protagonists conspiring together rather than being forced into deception.

3. A Wedding In New York (English Burn-In) (2013)

Carlos's transatlantic deception mirrors the fake-relationship premise, with cross-cultural family chaos and romantic complications erupting when personal agendas collide with unexpected emotional stakes.

4. Divorce Invitation (2015)

Mike's frantic adjustment to married life mirrors the chaotic collision between professional obligation and genuine connection, as both protagonists discover that legal commitment means nothing without honest communication.

5. The Decoy Bride (2011)

A fake wedding that spirals into genuine romance unfolds against a Scottish backdrop, with the same blend of high-stakes deception, family chaos, and physical comedy that turns matrimonial schemes into unexpected emotional payoffs.

6. Moonstruck (1987)

The collision of reluctant commitment and unexpected family chaos unfolds with the same warm, character-driven humor and romantic complications that emerge when obligation meets genuine connection.

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