Best movies like Why Can't My Life Be a Rom-Com?

A unique, carefully handpicked, selection of the best movies like Why Can't My Life Be a Rom-Com? Starring Em Haine, Wern Lee, Markian Tarasiuk, Cecilia Deacon, and more. If you liked Why Can't My Life Be a Rom-Com? then you may also like: Orchids and Ermine, Just This Once, Bad Samaritan, Party Monster, Dynamite 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.

Eliza Sloane seems to be living her dream life until her boyfriend breaks her heart and she doesn’t get an expected promotion. Her best friend Sofia approaches her with a new path in life: move to the Hamptons and “marry a rich guy with a huge trust fund”.

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Orchids and Ermine

Set in New York City, flapper Pink Watson works a telephone operator at a cement factory who dreams of marrying rich. Her constant daydreaming of wealth annoys her fellow workers, and ruins the heart of one of her worshiping colleagues.

Just This Once

An heir of a vast fortune is deeply in debt because he spends faster than his very generous trust fund allows. There is a battle of wills between his selfish spendthrift was and the money manager which is is forced/tricked into appointing.

Bad Samaritan

A thief makes a disturbing discovery in the house where he breaks in. Later, when he returns to the same house with his partner in crime, things are no longer how he expected.

Party Monster

The New York club scene of the 80s and 90s was a world like no other. Into this candy-colored, mirror ball playground stepped Michael Alig, a wannabe from nowhere special. Under the watchful eye of veteran club kid James St. James, Alig quickly rose to the top... and there was no place to go but down.

Dynamite

Wealthy Cynthia is in love with not-so-wealthy Roger, who is married to Marcia. The threesome is terribly modern about the situation, and Marcia will gladly divorce Roger if Cynthia agrees to a financial settlement. But Cynthia's wealth is in jeopardy because her trust fund will expire if she is not married by a certain date. To satisfy that condition, Cynthia arranges to marry Hagon Derk, who is condemned to die for a crime he didn't commit. She pays him so he can provide for his little sister. But at the last minute, Derk is freed when the true criminal is discovered. Expecting to be a rich widow, Cynthia finds herself married to a man she doesn't know and doesn't want to.

Human Capital

Ian begins a relationship with Drew's daughter, who works in the financial sector. The couple gets involved in a tragic accident that will change their lives forever. At the same time, the accident has a major impact on both their families who, despite the class difference, cross paths.

Saving Silverman

A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.

Under the Cherry Moon

Two friends from Miami are in the French Riviera enjoying life by scamming money off of rich women. One day, they read about a young woman set to inherit $50 million from her father. At first, Tricky has Christopher Tracy talked into romancing her for her money, but in getting to know her, Christopher falls in love with her. This love comes between the brothers, and Tricky tells about the plan.

Tom's Gang

Dave Collins is a young man who is bequeathed a ranch on the condition that he marry the late owner's granddaughter Lucille. But when he arrives at the ranch with young sidekick Spuds in tow, Dave finds that a distant relative of Lucille's, Ray Foster, has taken his place. Foster hires tough Bart Haywood to kill his rival, and soon our hero is hogtied to a handcar in the path of an approaching train.

Dream Lover

After she's been attacked in her apartment, Cathy starts reliving the event in her dreams. She seeks help at a sleep disorder research center, but in doing so she encounters some unexpected results.

A Long Way Off

Jacob is tired of living on the family farm, submitting to the rules of his father. One day he demands an early inheritance from his father, who shocks his young son by agreeing to give it to him. So, he heads to the big city doing things his way without restraint, and for a while he does well-surprisingly well. He takes huge business risks and converts his small fortune into a big fortune, despite his extremely flamboyant lifestyle that attracts the wrong women, including seductive Laura, whose rich boyfriend Frank is often dangerously nearby. Jake had it all: money, ladies, prestige-but then-he loses it all and just when he things he's hit bottom the bottom drops some more- until he is eating out of dumpsters and eventually ends up living in a literal pig pen. Coming to his senses he heads home, determined to work in an entry level position for his dad, who surprises him once again by running to him-but is it to kiss him or kill him?

Forever in My Heart

Jenna and Charlie found love in Ireland but their dreams drove them apart. Five years later, they reunite and Jenna has to decide where her heart belongs—back home or in the Emerald Isle.

Hometown Hero

A cynical divorce mediator (Brooke Nevin) is forced to care for a client’s dog. The mischievous hound warms her heart, and after spending time with the local vet (Jake Sandvig), she begins to find that maybe the true love she dared not believe in is actually closer than she thinks.

Cage of Evil

While investigating a diamond heist, disgruntled cop Harper falls for Holly, the top suspect's main squeeze. When she convinces him to kill her boyfriend and make off with her and the loot, they start down a treacherous path full of dark surprises.

Consolation Marriage

A sportswriter jilted by his globe-trotting girlfriend marries a woman jilted by her boyfriend.

Piccadilly Jim

Jim's father wants to marry Eugenia, but her sister Netta refuses to allow it. When Jim sees Ann at a club, he falls for her even though she is with Lord Priory. He meets her the next day at the riding path, but she quickly loses him. He searches all over for her, not knowing that his father's hopeful fiancée is her Aunt. As his caricature work suffers as he searches, he is fired from his paper. But he makes a comeback with the comics 'Rags to Riches' which is based upon the Pett's. But this upsets the Pett's so much that they go back to New York, and he follows, being careful not to let them know that he is the one who draws the strip that parodies them.

King of Newark

The movie is about a character named Malcolm Graves, an adult black man who was a Mayor's aide, running for Mayor of the great city of Newark and focusing on raising his pre­teen son. His past tries to come back and haunt him through his journey through adulthood, the heart aches, and the head aches that come with the difficult decisions in life when you are trying to stay on the right path. The movie illustrates consequences, both from right and wrong decisions, trust, loyalty, lies, violence and triumph. The movie is truly inspirational and focused on strength and overcoming the daily struggle of life.

The Good Guy

Ambitious young Manhattanite and urban conservationist Beth wants it all: a good job, good friends, and a good guy to share the city with. Of course that last one is often the trickiest of all. Beth falls hard for Tommy, a sexy, young Wall Street hot-shot. But just as everything seems to be falling into place, complications arise in the form of Tommy's sensitive and handsome co-worker Daniel. Beth soon learns that the game of love in the big city is a lot like Wall Street -- high risk, high reward and everybody has an angle.

Don't Go Breaking My Heart

Miranda runs a boot camp for the recently broken hearted. She begins to form a connection with new client Ben who is also a reporter, investigating whether her boot camp is a fad or a phenomenon.

Lucky in Love

When Mira's April Fool's Day tricks materialize, she finds herself promoted to the perfect job, dating the perfect man and living in the perfect home. Mira's newly upgraded life even involves working with her CEO and her good friend, on a coveted work project. When these seemingly positive changes result in big challenges, Mira realizes that the pursuit of perfection is a fool's errand. In order to achieve a life that's perfect for her, Mira must let go of perfection and chase what brings her true happiness.

Just in Time for Christmas

Lindsay is faced with a life-altering decision as Christmas approaches: Stay in her tiny hometown and marry boyfriend Jason or accept a coveted post teaching at an Ivy League college on the other side of the country. What to do? Fortunately for Lindsay, she has some big-time help in the form of a magical messenger who is able to transport her three years into the future to see how it would all turn out.

Cosmic Radio

A 38-year-old California trust fund kid tries to save his independent radio station, KZMC Cosmic Radio, from financial ruin when his wealthy father pulls the plug.

UnPerfect Christmas Wish

Madison O'Hara owns a busy event company where she performs as a singing elf for Christmas parties with her best friend Cooper. Her real dream is to be a singer-songwriter and to find the perfect man but things seem to be slipping away when she breaks up with her successful boyfriend Luke. But when a wise Santa suggests perhaps there's a perfectly 'Un-Perfect' match for her right before her eyes, Maddy takes a whole new look at her life and the people in it.

Faithful in My Fashion

A U.S. Army sergeant is home on leave to reconnect with his girlfriend he hopes to marry. However, in the years he's been away, she's gotten a huge promotion where they used to work together - and has become engaged to another man.

Fair Play

An unexpected promotion at a cutthroat hedge fund pushes a young couple's relationship to the brink, threatening to unravel not only their recent engagement but their lives.

Home by Spring

When an ambitious event planner gets an opportunity she can’t refuse, she goes undercover as her boss and returns to her rural hometown. With the help of her family and the man she left behind, she pulls off the perfect spring retreat, but will she discover home is where her heart is?

Trust Fund

Reese Donahue leads a seemingly ideal life, with a bright future ahead of her. But when she discovers the truth, that her mother left enough money for her to choose her own path, she's faced with a dilemma.

Advance & Retreat

Life is good for marketing professional Allison, she’s well on her way to earning a stellar promotion all while dating equally successful co-worker Bryce. Her biggest rival for the position, Vanessa, has the boss’ eye, but Allison has a plan. To win the promotion, she needs to impress her boss, Nathan, at their annual company retreat. Of course, she has a head start since she used to be a camp counselor. The only caveat, this year’s trip happens to be the site of Allison’s first heartbreak: her old camp. And who should still be working there but the handsome as ever ex-boyfriend who broke that teenage heart, Cody. But was it all a misunderstanding? Allison’s tasked with navigating not only the obstacle course but her relationships…past and present.

Senior Prom

At a college party, a girl named Gay (Jill Corey) meets a guy named Tom (Paul Hampton) and they soon fall in love. Tom's bandmate, who goes by the nickname "Dog" with his own girlfriend whose nickname is "Flip", form a friendship quartet together with Gay and Tom as they plan for the Senior Prom. But Gay's childhood friend Carter has been convinced they are meant to be engaged and gets rather petty about her new love. Tom is also an aspiring singer whose debut record didn't take off when first released, but may be in for a revival. Which stars will end up performing at their Senior Prom? Tune in to find out!

Hey Boy! Hey Girl!

Meant primarily as TV fare, this standard, song-filled romantic drama stars Louis Prima as himself, and his real-life wife Keely Smith as Dorothy Spencer, a devout woman with a good singing voice. Dorothy is active in her local parish which like all parishes, is constantly thinking of ways to raise funds. One of the needy projects is a boys' camp, so when Dorothy is approached by Louis Prima to sing with his band she agrees only on one condition -- that he perform a concert benefit for the parish church and boys' camp. The interactions between Dorothy and Prima lead toward romance and a happy ending, as well as a popular album with the same title song featured in this film. ~ Eleanor Mannikka, Rovi (NY Times Review).

Victor's Big Score

A penniless barber schemes to marry his wealthy landlady for her money, but friends, foes-and the Gods-intervene.

The Sweetest Heart

High school sweethearts Maddie and Nate reconnect when Nate returns to their hometown to lecture at the hospital. Still hurt from their breakup, Maddie tries to avoid him. However, they eventually form a friendship, and Nate helps her as she secures funding to expand her cupcake shop. Just as Maddie and Nate rekindle their romance, Nate learns that a career opportunity awaits him in Boston. Devastated, Maddie returns the promise ring he gave her long ago and prepares for the grand reopening of her shop. Nate soon realizes how much he left behind, and must decide if his future lies in Boston with work or in his hometown with Maddie.

Fashionably in Love

Avery, a socialite on the path to follow in her powerful political family’s footsteps, is harboring a secret dream to be a fashion designer and work for Lisette Monique. When notorious upper east side player Oliver offers Avery the chance to work for Lisette in exchange for publicly dating him in order to rehab his bad boy so he can keep his trust fund, Avery must choose between her family’s expectations and risking it all to be a designer.

Christmas Together

A brokenhearted New York painter, Ava, and a West Coast widower, Mason, have their lives collide when Mason’s young daughter, Mia, rents out his guest house to Ava for Christmas, without her dad's knowledge, in an attempt to convince her dad she is responsible enough to earn a dog for Christmas.

Eloise at Christmastime

Eloise is a precocious but lovable six-year-old girl who lives in New York's Plaza hotel. The owner of the hotel's daughter is getting married, but Eloise decides she is marrying him for the wrong reasons and tries her hand at a spot of matchmaking, but will it work?

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