Best movies like Play It Again, Sam

Here's laughing at you, kid.

A unique, carefully handpicked, selection of the best movies like Play It Again, Sam Starring Woody Allen, Diane Keaton, Tony Roberts, Jerry Lacy, and more. If you liked Play It Again, Sam then you may also like: The Four Seasons, You Will Meet a Tall Dark Stranger, We Don't Live Here Anymore, The Odd Couple, The Only Game in Town and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

A neurotic film critic obsessed with the movie Casablanca (1942) attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.

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The Four Seasons

Three middle-aged wealthy couples take vacations together in Spring, Summer, Autumn and Winter. Along the way we are treated to mid-life, marital, parental and other crises.

You Will Meet a Tall Dark Stranger

Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

We Don't Live Here Anymore

Married couple Jack and Terry Linden are experiencing a difficult period in their relationship. When Jack decides to step outside the marriage, he becomes involved with Edith, who happens to be the wife of his best friend and colleague, Hank Evans. Learning of their partners' infidelity, Terry and Hank engage in their own extramarital affair together. Now, both marriages and friendships are on the brink of collapse.

The Odd Couple

In New York, Felix, a neurotic news writer who just broke up with his wife, is urged by his chaotic friend Oscar, a sports journalist, to move in with him, but their lifestyles are as different as night and day are, so Felix's ideas about housekeeping soon begin to irritate Oscar.

The Only Game in Town

Fran walks into a piano bar for pizza. She comes back home with Joe, the piano player. Joe plans on winning $5,000 and leave Las Vegas. Fran waits for something else. Meanwhile, he moves in with her.

America's Sweethearts

In the midst of a nasty public breakup of married movie stars, a studio publicist scrambles to put a cap on the escalating situation as the couple's latest film has found it's only print kidnapped by the director.

Annie Hall

New York comedian Alvy Singer falls in love with the ditsy Annie Hall.

Anything Else

Jerry Falk, an aspiring writer in New York, falls in love at first sight with a free-spirited young woman named Amanda. He has heard the phrase that life is like "anything else," but soon he finds that life with the unpredictable Amanda isn't like anything else at all.

The Baxter

A man with a "doormat" personality tries standing up for himself for a change in this comedy. Mild mannered tax accountant Elliot Sherman is what he calls a "Baxter": the kind of calm, unexciting fellow who "wears sock garters" and "enjoys raking leaves." Loved by bosses and parents, Elliot is a perfectly nice guy. And that's his problem.

Boys' Night Out

Fred, George, Doug and Howie are quickly reaching middle-age. Three of them are married, only Fred is still a bachelor. They want something different than their ordinary marriages, children and TV-dinners. In secret, they get themselves an apartment with a beautiful young woman, Kathy, for romantic rendezvous. But Kathy does not tell them that she is a sociology student researching the sexual life of the white middle-class male.

Celeste & Jesse Forever

Celeste and Jesse met in high school and got married young. They laugh at the same jokes and finish each other’s sentences. They are forever linked in their friends’ minds as the perfect couple – she, a high-powered businesswoman and budding novelist; he, a free spirit who keeps things from getting boring. Their only problem is that they have decided to get divorced. Can their perfect relationship withstand this minor setback?

Love and Death

In czarist Russia, a neurotic soldier and his distant cousin formulate a plot to assassinate Napoleon.

Illuminata

It's the start of the 20th century, and Tuccio, resident playwright of a theatre repertory company offers the owners of the company his new play, "Illuminata". They reject it, saying it's not finished, and intrigue starts that involves influential critic Bevalaqua, theatre star Celimene, young lead actors and other theatre residents

The Decline of the American Empire

Four very different Montreal university teachers gather at a rambling country house to prepare a dinner. Remy (married), Claude (a homosexual), Pierre (involved with a girlfriend) and Alain (a bachelor) discuss sex, the female body and their affairs with them. Meanwhile, their four female guests, Louise (Remy's wife of 15 years), Dominique (a spinster), Diane (a divorcée) and Danielle (Pierre's girlfriend) are spending the time at a downtown health gym. They also discuss sex, the female body and, naturally, men. Later in the evening, they finally meet at the country house and have dinner. A ninth guest, named Mario, who used to know Diane, drops in on the group for some talk and has a surprise of his own.

Deconstructing Harry

This film tells the story of a successful writer called Harry Block, played by Allen himself, who draws inspiration from people he knows in real-life, and from events that happened to him, sometimes causing these people to become alienated from him as a result.

Any Wednesday

Ellen Gordon, a New York executive's mistress falls for the executive's young business associate when the young man is accidentally sent to use the apartment where the executive and his mistress get together every Wednesday. More complications arise when the executive's wife shows up with plans to redecorate the apartment.

The Heartbreak Kid

Three days into his Miami honeymoon, Lenny meets tall, blonde Kelly. This confirms his fear that he has made a serious mistake and he decides he wants Kelly instead.

Everything You Always Wanted to Know About Sex *But Were Afraid to Ask

A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and a journalist adventure through lab experiments and game shows, all seeking answers to common questions that many would never ask.

Paper Heart

Paper Heart follows Nick and Charlyne on a cross-country journey to document what exactly "love" is. Interviewing ministers, happily married couples, chemists, romance novelists, divorce lawyers, a group of children and more, the determined young girl attempts to find definition and perhaps even experience the mysterious emotion.

Tattoo, a Love Story

Teacher Sara has always played by the rules and has never thought of herself as one who's attracted to the "bad boy" type. That all changes when tattoo artist Virgil takes part in a classroom show-and-tell session and Sara reluctantly finds herself attracted to the biker guy. Will straightlaced Sara allow herself to fall for a man who's completely different from her?

The Purple Rose of Cairo

Cecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo' in hopes of raising her spirits, where she watches dashing archaeologist Tom Baxter time and again.

Melinda and Melinda

While dining out with friends, Sy suggests the difficulty of separating comedy from tragedy. To illustrate his point, he tells his guests two parallel stories about Melinda ; both versions have the same basic elements, but one take on her state of affairs leans toward levity, while the other is full of anguish. Each story involves Melinda coping with a recent divorce through substance abuse while beginning a romantic relationship with a close friend's husband.

Hollywood Ending

Woody Allen stars as Val Waxman, a two-time Oscar winner turned washed-up, neurotic director in desperate need of a comeback. When it comes, Waxman finds himself backed into a corner: Work for his ex-wife Ellie or forfeit his last shot. Is Val blinded by love when he opts for the reconnect? Is love blind when it comes to Ellie's staunch support? Literally and figuratively, the proof is the picture.

Hope Springs

After thirty years of marriage, a middle-aged couple attends an intense, week-long counseling session to work on their relationship.

The Humbling

Following a breakdown and suicide attempt, an aging actor becomes involved with a much younger woman but soon finds that it's difficult to keep pace with her.

Husbands and Wives

When Jack and Sally announce that they're splitting up, this comes as a shock to their best friends Gabe and Judy. Maybe mostly because they also are drifting apart and are now being made aware of it. So while Jack and Sally try to go on and meet new people, the marriage of Gabe and Judy gets more and more strained, and they begin to find themselves being attracted to other people.

I Think I Love My Wife

Richard Cooper is a married man and father of two who is just plain bored with married life. Not getting any sex from his wife, he resorts to ogling random women on the street to the point that he takes lunch late to look at them. When old crush Nikki Tru visits his office to get a reference letter, she becomes obsessed with Cooper and they begin a complicated relationship.

I Want Someone to Eat Cheese With

Life has its downs for James, living with his mom in Chicago at 39, an aging performer at Second City, eating and weighing too much. A woman he's been dating drops him, as does his agent, her brother. James turns down roles in local TV, roles that make him sad. Someone's remaking his favorite movie, "Marty," a role he'd love, but he doesn't even get an audition.

Manhattan

Manhattan explores how the life of a middle-aged television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.

Manhattan Murder Mystery

A middle-aged couple suspects foul play when their neighbor's wife suddenly drops dead.

A Midsummer Night's Sex Comedy

A nutty inventor, his frustrated wife, a philosopher cousin, his much younger fiancée, a randy doctor, and a free-thinking nurse spend a summer weekend in and around a stunning - and possibly magical - country house.

Mighty Aphrodite

When Lenny and his wife, Amanda, adopt a baby, Lenny realizes that his son is a genius and becomes obsessed with finding the boy's biological mother in hopes that she will be brilliant too. But when he learns that Max's mother is Linda Ash, a kindhearted prostitute and porn star, Lenny is determined to reform her immoral lifestyle. A Greek chorus chimes in to relate the plot to Greek mythology in this quirky comedy.

Minnie and Moskowitz

Depressed and jaded after being dumped by her married boyfriend, aging beauty Minnie Moore wonders if she'll ever find love. After shaggy-haired parking lot attendant Seymour Moskowitz comes to her defense from an angry and rebuffed blind date, he falls hopelessly in love with her despite their myriad differences. Minnie reluctantly agrees to a date with Moskowitz, and, slowly but surely, an unlikely romance blossoms between the two.

Modern Romance

A film editor breaks up with his girlfriend, unsure if he is in love.

Scenes from a Mall

A comedy about a married couple -- he's a sports lawyer, she's a psychologist -- which takes place on their 16th wedding anniversary, when they make some startling confessions.

Serious Moonlight

A high-powered attorney duct tapes her adulterous husband to the toilet ... right before their home is invaded by burglars.

The Sex Monster

A neurotic L.A. building contractor (Mike Binder in his best Woody Allen imitation) pushes his wife (Mariel Hemingway) into entering into a three way sexual relationship. Unfortunately for him, his wife gets more out of it than he does and becomes a tigress seducing every female she meets including the contractor's secretary.

Starting Over

After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.

That Old Feeling

A bride's divorced parents find their old feelings for each other during the wedding reception and over the course of the next few days upsetting the newlywed's honeymoon.

A Touch of Class

Steve, a happily married American man living in London meets Vicki, an English divorcée and run off to Marbella for a rollicking week of sex. They then return to London to set up a cozy menage, despite the fact that he loves his wife and children, and now realize that he and Vicki have also fallen in love.

Two for the Road

On the way to a party, a British couple dissatisfied with their marriage recall the gradual dissolution of their relationship.

Purple Violets

Patti Petalson is a promising writer, but her marriage and conventional job keep her from her dream. She longs to return to her writing, especially after running into her first love Brian Callahan, a successful crime novelist. Kate is Patti's best friend since college; she's a tough-talking schoolteacher who plays therapist to all Patti's problems, while she's got a few of her own.

California Suite

The misadventures of four groups of guests at the Beverly Hills Hotel.

Speaking of Sex

A counselor, an expert on depression, and two attorneys try to help a couple who have marital problems.

Thief of Hearts

A woman trapped in a boring marriage begins an affair with a handsome man who seems able to read her mind. She doesn't know that he has broken into her house and read her diaries, where she has recorded her deepest thoughts and fantasies.

Dinner with Friends

A husband and wife reevaluate their marriage after their closest friends, another couple decide to split up after twelve years.

The Revengers' Comedies

After saving each other from jumping off a bridge, Henry Bell and Karen Knightly plot to avenge the people who drove them to suicide. Henry will ruin the life of the woman who married Karen's boyfriend, while Karen will work as a secretary for the man who took Henry's job. Whether revenge will be sweet – or bittersweet – is anyone's guess.

The Man Who Came to Dinner

Broadcast of a live performance of the Roundabout Theater Company's 2000 New York revival of the classic Kaufman-Hart comedy, about a famous (and famously acid-tongued) theater critic who is forced to stay in a Midwestern couple's home and the havoc that ensues.

One Special Night

Builder Robert is visiting his ailing wife in a nursing home and is having problems getting a taxi home due to an intense snow storm. One of the doctors, Katherine offers him a lift home however their car gets stuck and they have to spend the night in an empty cabin nearby. They talk and bond, but afterwards seem to have difficulty beginning a relationship.

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