Dynamic Watchlist Hub: May 10, 2026

10 Best Movies Like 10 Rules for Sleeping Around

If you loved 10 Rules for Sleeping Around, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

🏆

Expert Review & Ratings

See our full critical analysis and audience score for 10 Rules for Sleeping Around.

View Review →
Advertisement
#1
That Awkward Moment

That Awkward Moment

2014★ 6.1

Why watch this? A perfect follow-up to 10 Rules for Sleeping Around for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welco...

#2
About Last Night

About Last Night

2014★ 6.0

Why watch this? A perfect follow-up to 10 Rules for Sleeping Around for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbi...

#3
Playing It Cool

Playing It Cool

2014★ 5.9

Why watch this? A perfect follow-up to 10 Rules for Sleeping Around for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

A young man meets and instantly falls in love with an engaged woman....

#4
Someone Like You...

Someone Like You...

2001★ 6.0

Why watch this? A perfect follow-up to 10 Rules for Sleeping Around for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the rel...

#5
Friends with Benefits

Friends with Benefits

2011★ 6.6

Why watch this? A perfect follow-up to 10 Rules for Sleeping Around for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

Dylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advant...

#6
My Sassy Girl

My Sassy Girl

2008★ 6.7

Why watch this? A perfect follow-up to 10 Rules for Sleeping Around for fans of Comedy & Romance. It captures a similar light-hearted atmosphere.

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman....

Advertisement