20+ Casually Sexy Movies Similar to ‘Friends With Benefits’

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Grab your popcorn — it’s time for a movie night filled with casual romance and unexpected connections! If you enjoyed the 2011 hit Friends With Benefits, which stars Alex and Mia, you’ll find these films just as entertaining. The movie explores the allure of a no-strings-attached relationship that inevitably leads to deeper emotions. If you’re a fan of rom-coms like Legally Blonde, 10 Things I Hate About You, and Crazy Rich Asians, then you’re in for a treat with these other casually sexy films.

Movies Like Friends With Benefits

1. Love and Other Drugs (2010)
   In this film, the characters Jenna (Anne Hathaway) and Luke (Jake Gyllenhaal) begin as casual acquaintances who quickly escalate their relationship. Like Friends With Benefits, they navigate the complexities of their feelings while also dealing with heavier themes, including Jenna’s health challenges.
2. No Strings Attached (2011)
   Starring Ethan (Ashton Kutcher) and Emma (Natalie Portman), this film mirrors the concept of Friends With Benefits closely. After reconnecting in adulthood, they agree to a casual arrangement, but soon realize their feelings are more complicated.
3. 40 Days and 40 Nights (2002)
   This movie features Matt (Josh Hartnett), who decides to abstain from sex for Lent. His journey leads him to reevaluate his views on love and relationships, highlighting the contrast between casual encounters and deeper connections.
4. How to Lose a Guy in 10 Days (2003)
   With a plot centered around two people undertaking opposite challenges, this film combines humor and romance as they embark on a not-so-serious relationship that evolves into something much deeper.
5. Up in the Air (2009)
   Ryan (George Clooney) enjoys a casual lifestyle due to his job. His interactions with Alex (Vera Farmiga) start off as purely physical, but when emotions enter the mix, things take an unexpected turn.
6. Trainwreck (2015)
   Amy (Amy Schumer) has always kept her relationships casual, until Aaron (Bill Hader) challenges her beliefs about love and commitment, forcing her to confront her feelings.
7. Crazy, Stupid Love (2011)
   Jacob (Ryan Gosling) is a master of casual flings, but when he meets Hannah (Emma Stone), he finds himself unexpectedly falling for someone he intended to keep things light with.
8. 10 Things I Hate About You (1999)
   This teen classic features a bet involving two sisters and romance, showcasing the growth of love amidst youthful rebellion and humor.
9. The Change-Up (2011)
   In this raunchy comedy, two friends (Jason Bateman and Ryan Reynolds) switch lives and learn important lessons about love and friendship through their hilarious misadventures.
10. One Day (2011)
    An emotional journey of two friends who meet every year on the same day. Their bond deepens over time, revealing the complexities of love and friendship.

More Movies Like Friends With Benefits

• Playing It Cool (2014)
• The Ugly Truth (2009)
• What’s Your Number? (2011)
• Two Night Stand (2014)
• Just Go With It (2011)
• Forgetting Sarah Marshall (2008)
• Alfie (2004)
• The Girl Next Door (2004)
• What Happens in Vegas (2008)
• A Lot Like Love (2005)
• Love, Rosie (2014)
• That Awkward Moment (2014)
• When Harry Met Sally (1989)
• Couples Retreat (2009)

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In summary, if you loved Friends With Benefits, there are plenty of other films that capture the essence of casual romance and the complexities of relationships. From heartwarming stories to laugh-out-loud comedies, these movies are sure to entertain!