The 10 Best Romantic Comedies Of The Decade

Inspired by writer/director Mills' relationship with his own father, Beginners follows an artist named Oliver (Ewan McGregor) whose father Hal (Christopher Plummer) comes out and lives the last five years of his life as an openly gay man. Whimsical, poignant and deeply compassionate, Beginners is a story about honesty, and it's as much a love story between father and son as it is between Oliver and the free-spirited woman he falls for at a party (Mélanie Laurent).

An ensemble rom-com celebrating the complicated love lives of several seemingly random strangers whose stories intersect in unexpected ways, Crazy, Stupid, Love. boasts a compelling romance between Steve Carell's Cal and Julianne Moore's Emily, but is probably best known for the even more compelling scene in which Ryan Gosling performs Dirty Dancing's "the lift" on a duly appreciative Emma Stone. La La Land ground zero!

Enough Said is an empty nest dramedy starring the great Julia Louis-Dreyfus as Eva, who falls for a warm, funny man later revealed to be the ex-husband of her new friend Marianne (Catherine Keener). Hijinks, as you might guess, ensue, but always grounded in the easy, essential humanity of all of Holofcener's work. Enough Said is even more special for being the immensely charming last performance of James Gandolfini, who died of a heart attack during post-production.

Writer/director Robespierre's feature debut got a lot of ink for being the "abortion rom-com," but thanks to the brilliant, pointed writing and a star-making performance by a remarkably honest Jenny Slate, it's so much more than that (although a comedy about abortion would be pretty noteworthy in and of itself). Obvious Child is an exceptional, beautiful thing that ensures I'll follow both Robespierre and Slate wherever they go – including a swell sophomore pairing in 2017's Landline. 

In Top Five, Rock writes, directs and stars as Andre, a comedy superstar whose career is in the process of tanking. Andre grants an interview to NY Times journalist Chelsea (Rosario Dawson) while trying to become a serious actor and planning an elaborate wedding to a reality TV star. Inconveniently timed sparks fly, and Rock and Dawson have legendary chemistry. There are a lot of complicated and fascinating character beats in Top Five, a story in which the good guys are kind of bad and the bad guys are always more interesting than they seem.

Starring Martin Starr and Dina Shihabi, Amira & Sam tells the story of an army vet's unexpected romance with an Iraqi immigrant under threat of deportation. The film is unafraid to dive into some weighty issues, but it never forgets to be hilarious and beautiful and super hot, to boot. Starr and Shihabi are really wonderful together, and Mullin's direction is a warm nod to the misfits-in-love stories of old.

One of the rare romantic comedies that make it to Oscar contender territory, The Big Sick is a hilarious and meaningful retelling of writers Emily V. Gordon and Kumail Nanjiani's unconventional romantic origins. Nanjiani stars as a fictional version of himself with Zoe Kazan taking on the role of the woman he falls for, alienates and then almost loses to a mysterious illness that leaves her in a coma. The Big Sick is so funny and smart and beautiful and real, and it just might have the highest rewatchability quotient of any film on this list.

Based on the first book in Kevin Kwan's vicariously thrilling trilogy, Crazy Rich Asians skips over the part most rom-coms focus on – the falling in love – right into the most stressful part of a relationship: meeting the family. But with a phenomenal ensemble and eye-popping production design, the movie never loses our interest for a second – and it certainly doesn't hurt that Constance Wu and Henry Golding are so dang fun to look at. 

Can you believe we've made it to 2019? (I mean the planet, not just this list.) And what a way to bring in this year, with Levine's crazy-engaging romantic comedy that could almost be called a Notting Hill for the nearly-2020s. Seth Rogen is Fred, a super-liberal stoner journalist whose childhood crush Charlotte (Charlize Theron) grew up to be the g-d Secretary of State. They reunite as adults and she hires him as a speech writer, and gosh, there are a lot of gratifying gender reversals in this lovely, non-stop hilarious movie. Theron and Rogen are both EXCELLENT.  

We got two this year – both out in May, actually, so what a tremendous month for the modern rom-com! Ali Wong and Randall Park star as lifelong besties who meet back up in San Francisco, and finally take the time to sort out decades of complicated will-we-won't-we feelings. Always Be My Maybe is a romance, sure, but it's also a love letter to friendship, food and family, and has the best Keanu Reeves performance of the year, and I'm saying that in a year that included a John Wick movie.