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17 Best movies like Boomerang

Stream it on Showtime, Showtime Amazon Channel, Netflix

1. The Ugly Truth (2009)

2. And God Created Woman (1988)

Stream it on Amazon Prime Video

3. Don Jon (2013)

Stream it on DIRECTV, Starz

4. Chasing Amy (1997)

Stream it on Netflix

5. How to Be Single (2016)

6. 9½ Weeks (1986)

7. Valentine's Day (2010)

Stream it on DIRECTV, Netflix, TNT, Sling TV

8. Spread (2009)

Stream it on Amazon Prime Video

9. Don Juan DeMarco (1994)

10. Waiting to Exhale (1995)

11. Love & Other Drugs (2010)

Stream it on DIRECTV

12. One Day (2011)

Stream it on Netflix

13. Don Juan DeMarco (1994)

14. Restless (2000)

Stream it on AcornTV Amazon Channel

15. Sleeping with Other People (2015)

Stream it on Netflix

16. Alfie (2004)

Stream it on IndieFlix

17. 500 Days of Summer (2009)

Stream it on Starz