Playing It Cool
A young man meets and instantly falls in love with an engaged woman.…
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Movies Like Sideways
If you liked Sideways, this Cinento mix gives you more titles with a similar feeling, rhythm, tension, comfort level, and after-watch taste. Start with 16 picks, then load more when you want a wider path.
Movies Like Sideways
Looking: The Movie
Patrick returns to San Francisco for the first time in almost a year to celebrate a momentous event with his old friends. In the process, he must face the unresolved relationships …
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Factotum
This drama centers on Hank Chinaski, the fictional alter-ego of "Factotum" author Charles Bukowski, who wanders around Los Angeles, CA trying to live off jobs which don't interfere…
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Tom Jones
Tom loves Sophie and Sophie loves Tom. But Tom and Sophie are of differering classes. Can they find a way through the mayhem to be true to love?…
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The Sisters Brothers
Oregon, 1851. Hermann Kermit Warm, a chemist and aspiring gold prospector, keeps a profitable secret that the Commodore wants to know, so he sends the Sisters brothers, two notorio…
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Beautiful Boy
After he and his first wife separate, journalist David Sheff struggles to help their teenage son, who goes from experimenting with drugs to becoming devastatingly addicted to metha…
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Murphy's Romance
Emma, a divorced single mother seeking to start her life over, moves to a small town in Arizona. She befriends Murphy, the older local pharmacist, but things turn complicated when …
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The Sure Thing
Gib, a beer-guzzling slob, and Alison, an uptight Ivy-Leaguer, are an unlikely duo stuck together on a cross-country trip during Christmas break. At first they get on each other's …
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The Big Picture
Hollywood beckons for recent film school grad Nick Chapman, who is out to capitalize on the momentum from his national award-winning student film. Studio executive Allen Habel sedu…
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Best Sellers
A cranky, retired author reluctantly embarks on a final book tour to help out a young publisher.…
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Youth in Revolt
As a fan of Albert Camus and Jean-Luc Godard, teenage Nick Twisp is definitely out of his element when his mother and her boyfriend move the family to a trailer park. When a pretty…
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Inherent Vice
In Los Angeles at the turn of the 1970s, drug-fueled detective Larry "Doc" Sportello investigates the disappearance of an ex-girlfriend.…
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Less Than Zero
A college freshman returns to Los Angeles for Christmas at his ex-girlfriend's request, but discovers that his former best friend has an out-of-control drug habit.…
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Fast Times at Ridgemont High
Based on the real-life adventures chronicled by Cameron Crowe, Fast Times follows a group of high school students growing up in Southern California. Stacy Hamilton and Mark Ratner …
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A Nice Girl Like You
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her…
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Topper
Madcap couple George and Marion Kerby are killed in an automobile accident. They return as ghosts to try and liven up the regimented lifestyle of their friend and bank president, C…
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Valley of the Dolls
Lured by their dreams of fame and fortune, three ambitious young women enter the world of show business and discover how easy it is to sink into a celebrity nightmare of ego, alcoh…
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Mrs. Parker and the Vicious Circle
Dorothy Parker remembers the heyday of the Algonquin Round Table, a circle of friends whose barbed wit, like hers, was fueled by alcohol and flirted with despair.…
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The Clique
A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.…
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All About Nina
Nina Geld's passion and talent have made her a rising star in the comedy scene, but she's an emotional mess offstage. When a new professional opportunity coincides with a romantic …
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A Simple Favor
Stephanie, a dedicated mother and popular vlogger, befriends Emily, a mysterious upper-class woman whose son Nicky attends the same school as Miles, Stephanie's son. When Emily ask…
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The Claim
A prospector sells his wife and daughter to another gold miner for the rights to a gold mine. Twenty years later, the prospector is a wealthy man who owns much of the old west town…
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After Everything
Besieged by writer’s block and the crushing breakup with Tessa, Hardin travels to Portugal in search of a woman he wronged in the past – and to find himself. Hoping to win back Tes…
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Attraction
A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.…
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The Woman in the Window
An agoraphobic woman living alone in New York begins spying on her new neighbors only to witness a disturbing act of violence.…
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Black Bear
At a remote lake house in the Adirondack Mountains, a couple entertains an out-of-town guest looking for inspiration in her filmmaking. The group quickly falls into a calculated ga…
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Ruby Sparks
Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrou…
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You Kill Me
While drying out on the West Coast, an alcoholic hit man befriends a tart-tongued woman who might just come in handy when it's time for him to return to Buffalo and settle some old…
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Pizza Movie
A group of college students go downstairs to their dorm lobby to get a delivery pizza. There's only one issue: They're insanely high on a homemade drug, turning their simple journe…
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Love Me Love Me
After her brother's death, June moves to Milan for a fresh start, finding comfort in Will, the perfect honor student at her new international school. But when his troubled best fri…
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Fear and Loathing in Las Vegas
Raoul Duke and his attorney Dr. Gonzo drive a red convertible across the Mojave desert to Las Vegas with a suitcase full of drugs to cover a motorcycle race. As their consumption o…
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Broken English
Nora Wilder is freaking out. Everyone around her is either in a relationship, married, or has children, while she's in her thirties, alone with job she's outgrown and a mother who …
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All About Sex
Three friends in their mid-20s struggle to navigate their professional and personal lives, colliding head on with the messy, hilarious and dreadful growing pangs of adulthood.…
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Playing by Heart
In a vibrant tapestry of love and longing, nine interconnected souls navigate romance and heartbreak in L.A., where passions collide and truths unfold, revealing that the heart's d…
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The Grifters
A small-time conman has his loyalties torn between his estranged mother and his new girlfriend, both of whom are high-stakes grifters with their own angles to play.…
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All the Bright Places
Two teens facing personal struggles form a powerful bond as they embark on a cathartic journey chronicling the wonders of Indiana.…
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In the Land of Women
After a bad breakup with his girlfriend leaves him heartbroken, Carter Webb moves to Michigan to take care of his ailing grandmother. Once there, he gets mixed up in the lives of t…
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Love & Sex
When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of th…
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Fire Island
A group of queer best friends gather in the Fire Island Pines for their annual week of love and laughter. However, desires, dramas, drink and drugs push their bonds to the limits.…
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He Said, She Said
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing…
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How should I use Movies Like Sideways?
Start with the first row of picks and choose the title that matches your mood tonight. Use Load More when you want a wider path without leaving the same feeling zone.
Why do these picks belong together?
Cinento looks at the feeling behind the search: tone, pacing, tension, comfort level, genre lane, and the kind of emotional aftertaste people usually want from this mix.
Is this mix only for people who already know the main title?
No. The title is a shortcut. You can use the mix even if you simply want the same mood, pressure, or story energy.
Can I find official watch options from here?
Yes. Open any title card and check the Stream / Rent / Buy section for official provider options when they are available in your region.