“Set it up” (2018): This Netflix original stars Zoey Deutch and pre-fame Glenn Powell as enemies to lovers who connect over trying to set up their overbearing bosses, Taye Diggs and Lucy Liu
“The Daytrippers” (1997): I would call this one more of a dramedy, but the late 90’s NYC backdrop is enough to earn a spot on the list
“Singles” (1992): Set to a soundtrack of early Seattle grunge, this indie romance starring Kyra Sedgwick, Campbell Scott, Matt Dillon and Bridget Fonda was the inspiration for “Friends”
“Someone Like You” (2001): It should be a crime that Hugh Jackman has only been in two romcoms
“How to Lose a Popularity Contest” (2026): Despite the gap in acting ability between Chase Hudson and Sara Waisglass, this new Tubi original is a fun time
“Only You” (1994): Marisa Tomei and Robert Downey Jr. are equally crazy and somehow perfect for each other
“Sing Street” (2016): This falls more into the coming-of-age genre, but Conor’s feelings for Raphina help fuel his journey with music
“Easy A” (2010): Emma Stone is hilarious in this movie, but it also offers really grounded social commentary about the power of rumors
“Two Night Stand” (2014): I love this movie because it plays into the idea that any two people could develop feelings for each other when they’re forced to open up
“Overnight Delivery” (1998): Paul Rudd writes a vicious breakup letter to his cheating girlfriend, and enlists exotic dancer Reese Witherspoon to commit mail fraud to get it back – now we would just send an email
“How to be Single” (2016): Not all romances last forever, especially not in your 20’s
“Before Sunrise” (1995): A Sundance classic with raw dialogue that shows how important relationships can come at inopportune times
“Reality Bites” (1994): Ethan Hawke back to back, what more can I say
“Pretty In Pink” (1986): Better know, but still doesn’t get as much appreciation as “Sixteen Candles” or “The Breakfast Club”
“The 10 Year Plan” (2014): Best friends Myles and Brody make a pact that if they’re both single in a decade, they’ll get married… I wonder what happens