Best movies like Extreme Dating

Desperate hearts, Desperate measures.

A unique, carefully handpicked, selection of the best movies like Extreme Dating Starring Benjamin King, Meat Loaf, Jamie-Lynn Sigler, Monique Demers, and more. If you liked Extreme Dating then you may also like: 20 Dates, Nice Guys Sleep Alone, The Cabin Movie, Celeste & Jesse Forever, Cheats 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.

In this action-comedy, four twenty-something friends are looking for love and having no luck. While on a ski trip, one of them finds passion with a beautiful girl after a random accident on the icy slopes. The others quickly conclude that the extreme circumstances of the accident were what caused love to bloom. They decide that the path to true love is to purposely set each other up on "extreme dates" with the objects of their affections...

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20 Dates

Myles is divorced in L.A. He wants a love life and a film career. So he decides to go on 20 dates and find true love in front of a camera, making his first feature. His patient agent, Richard, finds a $60,000 investor, the shadowy Elie. Myles starts his search, sometimes telling his date she's being filmed, sometimes not. Elie wants sex and titillation, Myles wants it "real." Myles regularly talks with his old film teacher, Robert McKee, who wonders if love is possible in modern life. Half-way through the 20 dates, Myles meets Elisabeth; she's everything he desires and she likes him. Can he finish the 20 dates, satisfy Elie, and complete his film without losing Elisabeth?

Nice Guys Sleep Alone

Carter (O'Bryan) wonders if he's ever going to find a woman who wants to be more than "just friends." His conniving best friend Pat and beautiful step-sister Erin (Vanessa Marcil) both know what's causing the problem: He's too nice! Having never taken them seriously in the past, Carter reconsiders when he meets Maggie (Sybil Temchen), a woman he feels just might be the one. Could it be time for this nice guy to finally start playing games? Set among the gorgeous backdrop of Kentucky horse country, "Nice Guys Sleep Alone" is a hilarious, touching and thoughtful romantic comedy.

The Cabin Movie

Three couples travel to a secluded cabin in an attempt to revitalize their lives through bizarre games of sexual dysfunction....and all heck breaks loose!

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?

Cheats

While other kids buy into countless hours of studying just so they can get a mark in some teacher's report book, Handsome Davis sees it as nothing more than a system of control over your mind. That's why Handsome and his three best friends Sammy, Victor and the cribsheet genius Applebee have banded together and found ways to cheat on their tests all through their school years.

Family Plan

Charlie MacKenzie is an ambitious young career woman who stretches the truth in a job interview by professing to be married with a family. But her little white lie leads to a great big problem when her new boss moves next door. Desperate to maintain her ruse, Charlie “borrows” her best friend’s daughter and scrambles to find a husband-for-hire. When a charming actor accepts the role, Charlie’s charade just may lead her to true love!

The Favor

Kathy is married to Peter. Now she can't help but wonder how things could have been if she got together with her old boyfriend, Tom. Being married prevents from doing that so she asks her friend, Emily to go to him and see if she can sleep with him then tell Kathy how it was. When Emily tells Kathy that things were awesome, their friendship suffers, at the same so does Kathy's marriage. Things get even more complicated when Emily learns she's pregnant, and she's not certain if it's Tom's or her boyfriend, Elliot.

Getting There

Taylor and Kylie Hunter are sweet sixteen and licensed to drive. Grab a seat in their classic Mustang convertible as they set out on their very first road trip, to the Winter Games in Utah. Cute outfits, even cuter guys. And all kinds of friends along the way. But watch for Olympic-size detours. Will they ever make it to the velvet-smooth ski slopes and posh Stein Ericksen Lodge at Deer Valley and the big-air snowboarding at Park City? Will they be on time for the Winter Games? See for yourself why half the fun is getting there.

Partner

A 'Love Guru' assists other males, woos a widowed single mother, but becomes embroiled in controversies.

The Hottie & The Nottie

Nate moves to L.A. to track down Cristabel, the woman he's been in love with since childhood, only to discover that his plan to woo her only has one hurdle to overcome: what to do with June, Cristabel's ever-present, not-so-hot best friend? What's even more complicating is Nate's growing feelings for June, whose true beauty starts to emerge.

How to Deal

Halley is convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her crazed sister is planning a wedding but has second thoughts and her best friend has fallen madly in love for the first time leaving Halley to feel even more alone.

It Had to Be You

Sparks fly when Anna Penn and Charlie Hudson meet. Unfortunately, they're both engaged to other people. In fact, they're staying at the same New York City hotel in order to work on wrapping up the last details of their nuptials. Over days and evenings of joint wedding planning, the two grow closer -- and start to wonder if they're getting married to the right people after all.

Save the Date

After breaking up with her boyfriend, a bookstore manager resists a seemingly perfect guy's attempts to woo her.

With This Ring

After attending their friend Elise's (Sudano) wedding to Nate (Bishop) on New Year's Eve, Trista (Hall), a career-­driven talent agent, Viviane (Scott), a successful gossip columnist, and Amaya (Cooper), a struggling actress, make a pact to get married within the year to either a new love or a man waiting in the wings. But the close friends face their own set of challenges - Trista has not gotten over her commitment-­phobic ex-­boyfriend Damon (White), Viviane is secretly in love with Sean (George), the father of her son, and Amaya is desperate to break up her boyfriend Keith's (Sanders) unhappy marriage so they can live happily ever after. Each woman starts the year with high hopes and dreams of what will happen over the next 12 months... but will they all make it to the altar?

5.5 / 10 1997 Comedy Romance
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Sprung

Two pairs of best friends - Montel & Clyde and Brandy & Adina meet at the party, where Clyde makes Adina think he is very rich and gets her into bed the same evening. When Adina finds out that she's been fooled, she becomes Clyde's worst enemy. Meanwhile Montel and Brandy fall in love and plan to marry, and Adina and Clyde try to do everything to stop them.

Shut Up and Kiss Me!

Ryan and Pete are 27-year old best friends in Miami, born on the same day and each searching for the perfect woman. Ryan is a rookie stockbroker living with his psychic Mom. Pete is a slick surfer dude yet to find commitment. Each meets the women of their dreams on the same day. Ryan knocks heads in an elevator with the gorgeous Jessica, passing out before getting her number. Pete falls for the insatiable Tiara, but Tiara's uncle is mob boss Vincent Bublione, charged with her protection. This high-energy romantic comedy asks to what extent will you go for true love?

The Truth About Love

As part of a drunken bet with her sister Felicity, happily married Alice sends an anonymous Valentine's card to her husband Sam to see if he hides it. When he does, what was a prank leads to a series of events and revelations that may put her marriage at risk, and leaves her looking for answers.

The Wedding Dress

When Hannah Pinkham's fiancé writes he's finally shipping home, her mother makes a fairy tale wedding dress, but while she's fitting it the knock on the door is not him, but the dreaded officer-messenger. Years later she sends it to her nephew, photographer Travis Cleveland, but his model-bride Cass only pretends to like it to get rid of his loyal assistant. After he walks off with it, his car gets stolen with the dress in it... And it keeps passing on from person to person, but will anybody actually get married in it or does it just keep bringing bad luck to couples?

Worth Winning

Taylor is a man who has no problems with women. So confident is he that he accepts a challenge from his friends: he has to secure proposals of marriage from three women of their choice.

Ski School 2

Dave has been enjoying life until he receives an ex-girlfriend's wedding invitation. Even though Beth dumped him years ago, Dave knows it's their destiny to be together. So Dave embarks on a quest: to save Beth from certain death-by-boredom, return balance to the universe, and maybe get in a little awesome skiing. Dave convinces his buddies to join him in his quest to make things right.

You Can't Hurry Love

Aspiring director Eddie moves from the Midwest to Los Angeles, where he rooms with his cousin and attempts to establish himself in advertising — but he doesn't have much luck. Seeking something worthwhile, Eddie decides to shift his focus to looking for love through a video dating service. He goes through one bad date after another, but the only thing he finds interesting about the service is Peggy Kellogg, one of the employees.

Lovesick

The story of Charlie Darby, who has everything going for him: a great job, friends, family, the whole package. The one thing Charlie doesn't have is love, because every time he gets close, he goes clinically insane. When he meets the perfect girl, Charlie must overcome his psychosis to claim his chance at true love.

My Mother's Future Husband

Headly, a 15-year-old teenager, thinks her mother has mourned her father's death long enough, so she decides to find her a new husband by the end of the summer.

Perfect Romance

The mother of a young divorcee places an ad on her daughter's behalf on a lonely hearts internet website but the person who responds fits her own ideal of a suitable partner. The daughter is still hung up on her musician ex-husband.

Matchmaker Santa

As a little girl, Melanie Hogan wished to find her own prince charming just like her parents found true love. Now an adult, Melanie is running her own bakery and dating a handsome CEO, Justin. Although things seem perfect when Justin asks Melanie to spend the holidays together at his beautiful lake house upstate—and meet his mother. Melanie finds herself spending more time with Justin’s best friend and loyal assistant, Dean, who just might be harboring a secret crush on her. When complications arise that throw Melanie and Dean together over the holiday, will the two realize they're meant to be?

See Jane Date

When editor Jane Grant receives a plus-one invitation to her cousin's wedding, she finds herself in a predicament. To one-up her old high school rival Natasha Nutley, Jane tells her about her perfect, charming and handsome boyfriend -- except he isn't real. Catching word of her "boyfriend," Jane's intrusive Aunt Ida demands he make an appearance at the wedding. Now, Jane must go on every date she can snag to find a man who fits the bill.

Preggoland

A 35-year-old woman fakes being pregnant to fit in with her friends.

Coming & Going

Coming & Going is an irreverent romantic comedy that poses the question: How far would you go to capture the heart of the one you love? Lee (Rhys Darby) is a young, skilled OBGYN who lacks confidence when it comes to talking to women outside his successful medical practice. A minor injury temporarily lands him in a wheelchair and it is at that precise time that he meets his dream girl Alex (Sasha Alexander). Convinced she's only paid attention to him because he's in that chair, he stays in it to win her affections well after his injury has healed. Coming & Going is about love and the extreme things people do for it.

A Christmas Wedding Date

After being fired, Rebecca hours back to her old home town to attend her friends wedding on Christmas Eve and visit her mother. But when she tries to return home she finds she must relive Christmas Eve over and over until she gets it right.

Be My Baby

After dating several cheating husbands who pretended to be single, Rylee devises a scheme for revenge. She gets a married man drunk, convinces him that they slept together, then shows up a year later with a baby and demands money. Her blackmail plan is successful, but then she meets a single man, Max, who wants to be with her and keep the baby.

What Boys Like

Things get crazy fro three groomsmen who make a bet on their way to their best friend's wedding. Can the dedicated swinger resist the ultimate temptation and remain celibate during the hottest weekend on his life? Can the serial monogamist actually go through with his first one night stand? It's up to the stunning bridesmaids who are ready for little misadventures of their own in their wedding that brings new meaning to the words LOVE, HoNOR and OBEY.

How to Go Out on a Date in Queens

A self-proclaimed dating expert tries to get his best friend, who lost his wife two years earlier, back into the dating scene, with disastrous results.

Four Eyed Monsters

Apathy, technology, paranoia, disease and medication. Meet Arin. Arin is a shy videographer who finds it too much to handle to go out and meet girls, so he sets up an account on meester.net. The flood of responses never comes, save for one email from Susan, a struggling artist who finds her job as a waitress stifling her creativity. Susan is also on the shy side and is seeking an alternative to the classic dating situation. When Arin and Susan finally meet, that alternative dating situation comes to life as the two refuse to communicate verbally with each other, wanting to avoid bs small talk.

Young, Single & Angry

Since girlhood, TAYLOR has believed that love and marriage are the most important events in every woman's life. Now she's 35 and single with no prospects in sight. As Taylor and her friends wade through the mire of the L.A. dating pool, they realize a lot more is involved in finding the right mate as they meet co-dependents, addicts and sexual deviants. As they hit bottom, thinking there maybe no happiness in their future, a trap door opens leading them to the discovery that they can find happiness within themselves.

Angels and Ornaments

Corrine's holiday season gets an unexpected dose of romance when she meets the mysterious Harold, who is on a deadline from a higher power to help Corrine find her true love by Christmas Eve. As the clock ticks down to Harold's deadline, Corrine must decide if she will open up to Christmas love.

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