Movies like Why Did I Get Married Again? (2026)
The best movies like Why Did I Get Married Again? (2026) are The Best You Can (2025), Cyrus (2010) and Enemies, a Love Story (1989). If Why Did I Get Married Again? hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedAparajito (1956)7.8/10 from 310 votes
- NewestThe Best You Can (2025)Released 2025
The Best You Can (2025)
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisCyrus (2010)
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisEnemies, a Love Story (1989)
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisYoung People Fucking (2007)
On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisWalking and Talking (1996)
Just as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisIrreplaceable You (2018)
A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisHow to Please a Woman (2022)
When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSidewalks of New York (2001)
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisNothing Like the Holidays (2008)
It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLove & Sex (2000)
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 the day. This gets Kate thinking back over her own various experiences, and to wondering if she is in much of a position to write on the subject.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSitting in Bars with Cake (2023)
Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces a challenge unlike anything they've experienced before.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisStrictly Sexual (2008)
Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisThe Giant Mechanical Man (2012)
An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Trial (2010)
After the horrific death of his wife and two sons, suicide seems to be the only escape for small town attorney Kent "Mac" McClain... until he's assigned a capital punishment case that begins to transform his life and those around him forever.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisMumford (1999)
When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisRosaline (2022)
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisThe Good House (2021)
When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisXX/XY (2002)
Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisOur Little Secret (2024)
After discovering their significant others are siblings, two resentful exes must spend Christmas under one roof — while hiding their romantic history.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSex and Death 101 (2007)
A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale who targets men guilty of sex crime.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Flintstones in Viva Rock Vegas (2000)
The Flintstones are at it again. The Flintstones and the Rubbles head for Rock Vegas with Fred hoping to court the lovely Wilma. Nothing will stand in the way of love, except for the conniving Chip Rockefeller who is the playboy born in Baysville but who has made it in the cutthroat town of Rock Vegas. Will Fred win Wilma's love?
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisA Christmas Castle Proposal: A Royal in Paradise II (2024)
Despite busy schedules causing distance, Olivia and Prince Alexander travel to Torovia for Christmas with his family. Clashing cultures between their families lead to various mishaps.
Why it matches: Similar story and style · both romance & comedy
(Tillu)² (2024)
Balagangadhar Tilak, also known as Tillu, is rebounding from the heartbreak inflicted by Radhika. He returns to what he excels at: being a DJ, embodying a flamboyant lifestyle, and managing the Tillu Events company with his family and friends. He becomes the center of attraction at every gathering. Just when life seems favorable, Lilly enters his life, captivating him completely. But who is Lilly? Is she akin to Radhika, or is there more to her than meets the eye?
Why it matches: Similar story and style · both romance & comedy
Gremlins 2: The New Batch (1990)
Young sweethearts Billy and Kate move to the Big Apple, land jobs in a high-tech office park and soon reunite with the friendly and lovable Gizmo. But a series of accidents creates a whole new generation of Gremlins. The situation worsens when the devilish green creatures invade a top-secret laboratory and develop genetically altered powers, making them even harder to destroy!
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisAparajito (1956)
Apu and his family have moved away from the country to live in the bustling holy city of Benares. As he progresses from wide-eyed child to intellectually curious teenager, eventually studying in Kolkata, we witness his academic and moral education, as well as the growing complexity of his relationship with his mother.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisMr. Bean's Holiday (2007)
Mr. Bean wins a trip to Cannes where he unwittingly separates a young boy from his father and must help the two reunite. On the way he discovers France, bicycling and true love, among other things.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Vexxer (2007)
Scotland Yard investigators have to prevent the murder of Victoria Dickman when her name is found on a death list.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisRocky II (1979)
After Rocky goes the distance with champ Apollo Creed, both try to put the fight behind them and move on. Rocky settles down with Adrian but can't put his life together outside the ring, while Creed seeks a rematch to restore his reputation. Soon enough, the "Master of Disaster" and the "Italian Stallion" are set on a collision course for a climactic battle that is brutal and unforgettable.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like thisRocky III (1982)
Following Rocky Balboa's intense battle with his most powerful adversary yet – the ferocious Clubber Lang – Rocky joins forces with former rival Apollo Creed in an effort to get back his fighting spirit.
Why it matches: Similar story and style · both drama
Popcorn FlickMovies like thisRocky IV (1985)
Rocky Balboa holds the world heavyweight championship, but a new challenger has stepped forward: Drago, a six-foot-four, 261-pound fighter who has the backing of the Soviet Union. This time, Rocky's training regimen takes him to Siberia, where he prepares for a globally televised match in the heart of Moscow. But nothing can truly prepare him for what he's about to face – a fight to the finish, in which he must defend not only himself, but also the honor of his country!
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Why Did I Get Married Again??
The closest matches to Why Did I Get Married Again? are The Best You Can (2025), Cyrus (2010) and Enemies, a Love Story (1989). Below are 27 more, each with the reason it matches.
What should I watch after Why Did I Get Married Again??
Start with The Best You Can (2025), the closest match to Why Did I Get Married Again?.
What is the highest-rated movie like Why Did I Get Married Again??
Aparajito (1956), rated 7.8/10 by 310 TMDB users.
What is the newest movie like Why Did I Get Married Again??
The Best You Can (2025) is the most recent release on this list.
Are there English movies like Why Did I Get Married Again??
Yes: The Best You Can (2025), Cyrus (2010) and Enemies, a Love Story (1989).
How are movies similar to Why Did I Get Married Again? chosen?
First come films that Trakt’s viewers watch alongside Why Did I Get Married Again?, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.