100 Best Movies to Watch with Friends

Will and Harper’s premise is simple: two friends journey from one end of the States to another and, amid pit stops and bar hops, sunsets and beers, they talk about life, from its biggest concepts down to its tiniest details. The only difference in this case is that Will and Harper are navigating their friendship as well as the roads; since Harper has only recently transitioned (formerly, she was the comedy screenwriter Andrew Steele), she and Will feel the need to settle more than a few questions. When did this all start? What kept Harper from coming out? Will the friendship still be the same? Does Harper still like bad beer? Will, for his part, is earnest and curious, and though he fumbles along the way—at one point, he inadvertently exposes Harper to a transphobic crowd—he’s quick to recognize his mistakes, learn from them, and recenter our attention to Harper, who is the real star of this film. We learn about her childhood and how she grappled with identity throughout her life. We even visit her home in Iowa and get to know her family. The film keeps it light by smartly relying on their naturally funny tandem and the beautiful American country backdrop. It’s been said that to know the real American pulse, you’d have to go to the Midwest, and that’s exactly what they do. It’s not always pretty, but there are bubbles of joy there that present hope not just to Harper but to the many transpeople out there waiting to know if it’s finally time to head out (it is).

Wes Anderson’s amazing visuals, dry characterizations, and yarn-spinning story-telling all add up to a delightful flick. Jude Law, staying at the decrepit but once plush Grand Budapest Hotel in the fictional Republic of Zubrowka, encounters the mysterious Zero Moustafa (F. Murray Abraham), the hotel’s owner. Over a bottle of wine, he discovers the charmed history of the hotel which includes among its roster of characters Gustave H (Ralph Fiennes) and a star-studded assortment of cameos by the likes of Bill Murray, Harvey Keitel, Willem Defoe, Jeff Goldblum, and Adrien Brody. This is a whimsical tale told with great style and a dark comedy which is not really that much dark. It explores the viewer’s nostalgic senses in a very subtle way and has a very engaging script with many layers to it. I loved it as it took me to a totally different world created by the director and away from my daily routine, which is something very few films manage to do.

Shaun (Thomas Turgoose) is a 12-year-old kid fueled by rage because of his father’s death. Over the course of the summer in good ole’ Northern England, he befriends a group of local skinheads and instantly feels at home – with the mischief-making still partially at bay then. This was prior to meeting Combo, the most ill-bred of the gang, and being led down a path of greater danger.
Dubbed as director Shane Meadows’s best work, it’s easy to pick this one off a list and give it all the praise, depicting England perfectly in a coming-of-age approach you otherwise would’ve paid no mind to.

Another indie zombie movie? Far from it. One Cut of the Dead, written and directed by Shin’ichirô Ueda, became a global sensation following its small theatrical run in Japan for its creative and original screenplay. A hack director and film crew are shooting a low-budget zombie movie in an abandoned WWII Japanese facility when they are attacked by real zombies. That’s all you need to know about the plot, as the film is full of surprises that will catch you off guard. Wondering how an independent film with a budget of just $25,000 was able to gross over $30 million worldwide? The answer lies in the film itself. 

The ’80s saw an influx of coming-of-age dramas, with John Hughes’ “Brat Pack” films reigning supreme. For better or worse, their most iconic scenes are embedded in pop culture, like students dancing in detention in The Breakfast Club or Sixteen Candles’ belated birthday cake. Perhaps the most iconic ’80s movie moment comes not from Hughes, but from Cameron Crowe’s Say Anything…: Lloyd Dobler (John Cusak) in a trenchcoat, blue Malibu parked behind him, boombox raised over his head in defiant loyalty.

On their last day of high school, Lloyd Dobler resolves to ask out the class valedictorian Diane Court (Ione Skye). Their summer-long relationship is awkward, intense, tender—and familiar to anyone who has ever opened themselves up to falling in love. Say Anything… emotionally outclasses its contemporaries, as Crowe’s writing lends itself to two authentic characters fleshed out beyond caricatures. And as Lloyd crushes hard on Diane, it’s hard not to feel like you’re falling in love with each of them, too.

Even if you’re a huge Broadway fan, you’ve probably never heard of the “industrial musical.” While it no longer exists in practice, in the 1970s industrial musicals were shows that corporations commissioned for some of the biggest Broadway names to produce. The script would be based on the company’s offerings and history, and privately performed by real Broadway actors to audiences made up exclusively of company and factory staff.

Now, a documentary about industrial shows doesn’t scream “entertaining,” but to describe Bathtubs Over Broadway in such a manner would be selling it way short. It’s really about Steve Young, a comedy writer for David Letterman, and how his life changed when he found his first industrial musical LP when leafing through a crate of old records for a Late Night segment he was working on.

Ultimately, what makes this such an enjoyable watch is the protagonist’s enduring passion over what at first appears to be nothing but a niche obsession. But with time, as he connects with other collectors and the people who were involved in the original industrial musical productions, his passion breeds community and lifelong bonds. Even if you’re no fan of Broadway, this makes for a great pop culture documentary and an unexpectedly touching story of human connection.

Among the sea of class satires released in the last year, Triangle of Sadness is one of the better ones. Directed by Ruben Östlund (The Square, Force Majeure), the film follows an ultra-rich group of people who get stranded on an island after their luxury cruise ship sinks. The social pyramid that has long favored them suddenly turns upside down when a crew member (a glowing Dolly de Leon) effectively runs the group of sheltered castaways.

Triangle of Sadness may not be as sharp as Östlund’s previous work, and it may not add anything particularly new to the saturated discussions of social class, but it remains a darkly humorous and engaging watch, masterfully helmed by a strong script and ensemble.

Prepare to be captivated by the bittersweet tale of Strawberry and Chocolate, a 1994 Cuban film that immerses you in the complexities of friendship, love, and societal taboos. Set against the backdrop of Havana, the movie beautifully explores the relationship between an earnest university student and a sophisticated gay artist. With its poignant storytelling engrossing itself in the socio-political climate of Cuba, the film delves into themes of identity, acceptance, and the clash between tradition and individuality. Powerful and emotionally resonant, the vibrant Cuban culture is expertly woven into the narrative, transporting you to the heart of Havana’s vibrant streets. 

Before he developed his signature dollhouse visual style, Wes Anderson made his feature debut with this lowkey, heartwarming, and decidedly not-symmetrically-perfect comedy about a bunch of misfits. Bottle Rocket isn’t as much of an outlier in its director’s storied filmography as might initially seem, however. Written in partnership with college buddy Owen Wilson — who, along with brothers Luke and Andrew, made his acting debut here — the film is delightfully offbeat and unexpectedly moving in the way we’ve come to expect from Anderson.

Dignan (Owen Wilson) and Anthony (Luke Wilson) are two drifting, boyish twenty-somethings, although only Anthony seems aware of his directionlessness, as Dignan has graciously developed a 50-year life plan for the two of them (complete with hilariously vague bullet-points such as “Make wise investments” and “Own multiple accommodations”). The means to these ambitious ends is a life of crime — specifically, pulling off grand heists. But Dignan’s meticulousness hasn’t accounted for distractions, and his madcap scheme falls at the first hurdle when Anthony falls in love with a housekeeper at the motel they hide out in (Lumi Cavazos). Their sweet romance is one of the film’s many delights, as is its barrelling deadpan humor, which never betrays the warmth of the Wilson brothers’ heartwarming depiction of ride-or-die friendship.

An arguably tough watch, The Accused fluctuates between crime and courtroom drama, eschewing any kind of sentimentality in its storytelling. No place for pity where trauma reigns: the fact that the film is based on a real case of as gang rape means little in a world were that’s still a daily occurrence. The Accused knows it well and invests its two protagonist with all the anger in the world, hoping the justice system will be on the right side of history at once: that of women. Two amazing leads set the bar very high: Jodie Foster and Kelly McGillis who plays prosecutor Kathryn Murphy. Together, they make a powerful duo of heated performances that embody the contradictions of being a woman under patriarchy.