Best movies like The Third Wheel

The only thing Stanley & Michael didn't plan on for the perfect date was... Phil.

A unique, carefully handpicked, selection of the best movies like The Third Wheel Starring Luke Wilson, Denise Richards, Jay Lacopo, Ben Affleck, and more. If you liked The Third Wheel then you may also like: 20 Dates, The Wedding Date, Nice Guys Sleep Alone, Brown Sugar, Cake 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.

The clumsy and shy Stanley is a nice fellow, beloved by his colleagues in the office. He has a crush on the gorgeous new-hire Diana, but he has difficulties to get close to her. When Stanley finally invites Diana for a date, he hits the homeless Phil with his Taurus, and his planned night turns upside down.

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Know any good movies to watch like The Third Wheel 2002. With a similar plot or stoyline. Suggest it.

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?

The Wedding Date

With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.

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.

Brown Sugar

Friends since childhood, a magazine editor and a hip-hop record executive stumble into romantic territory.

Cake

A travel writer improves her love life when she becomes an editor for her father's wedding magazine.

Crush

Three 40-something women in a small English town meet weekly for a ritual of gin, cigarettes, and sweets -- and swapped stories arguing which of them has the most pathetic love life. Kate is headmistress at the local school; her best friends are the town's police chief and a cynical, thrice-divorced doctor.

Ten Inch Hero

Four friends search for love and happiness while working at a California sandwich shop.

Something Borrowed

Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.

Suburban Girl

Publishing assistant Brett Eisenberg wants to be a big-time editor. However, she lacks self-confidence, a problem that isn't helped by her new, overbearing boss. Brett soon enters into a relationship with Archie, an older man who has plenty of his own issues, including alcoholism, diabetes and a difficult relationship with his daughter. Intent on helping Archie get past his problems, she turns to her dying father for advice.

Excess Baggage

A rich brat fakes her own kidnapping, but in the process ends up locked in the trunk of a car that gets stolen.

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?

Meet Market

Lonely aspirants on the LA dating scene hook up at thier local grocery store, where they can see and be seen by some of their dubiously eligible fellow singles, all the while hoping for that one magical relationship that will finally click.

I Hate Valentine's Day

A love story set in Manhattan, where a florist who abides by a strict five-date-limit with any man finds herself wanting more with the new restaurateur in town.

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.

A Pyromaniac's Love Story

A pastry boy and the son of a hair-piece mogul become involved in an arson scandal. Sergio is offered a bribe in exchange for taking the blame for the fire that destroys his workplace. Garet, the real arsonist, is apalled that someone else would try to take credit for his act of love. Before long, Sergio and Garet become entangled in a zany love-quadrangle involving Hattie and Stephanie. Written by Brian Whiting

35 and Ticking

Centers around the lives of Victoria, Zenobia, Clevon, and Phil -- all friends approaching the age of 35 and struggling to build the families they've always dreamed of. While Zenobia (Nicole Ari Parker) is still looking for a man, Victoria (Tamala Jones) is married to a man who doesn't want children. Clevon (Kevin Hart), meanwhile, is too geeky to get a woman, and Phil (Keith Robinson) is already married with children, but his wife is not very interested in being a mother. All four of them try to rectify their romantic lives and futures while their biological clocks tick away.

5.2 / 10 1989 Comedy Romance
suggested by: user3689fm62idi

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.

3.7 / 10 1998 Comedy Romance
suggested by: user2346ddkw7uo

Hairshirt

A self-obsessed man runs through one woman after another in this screwball comedy. One of his rejected former lovers decides to take it upon herself to see to it that he never develops another relationship.

The Shrink Is In

A young woman impersonates a shrink to win over her Prince Charming.

Everybody Wants to Be Italian

Are all relationships based on lies? Jake Bianski runs a fish market in north Boston, surrounded by Italians. For years, he's carried a torch for Isabella, an ex-girlfriend now married with three children and no interest in Jake. Yet, he tells everyone she's his girlfriend, including Marisa, a veterinarian his employees set him up with at the Italian singles club. She's interested in him until he tells her about his girlfriend, then he's persistent in asking her to be his friend. As the friendship bumps along, Jake realizes that reality may be better than fantasy, but what if Isabella changes her mind about Jake, and what if it comes out that Marisa, like Jake, isn't Italian?

Meet Prince Charming

Jonathan 'Jack' Harris is a waiter, who hopes to start a newspaper called The Tribeca Times, after the part of Manhattan where he lives, and while struggling to find advertisers and stories decides to do one on Internet dating services, so he joins one and seems to have found a great match, maybe even a soul-mate. He doesn't know it's actually his apartment block neighbor, 29-year old magazine editor Samantha Feld -who only rolled into the thing because her friend and co-worker Jen thinks she needs a man and threw a party at Samantha's place- with whom he clashed from the start in daily life as they consider each-other noisy and inconsiderate. Yet, when they meet after e-mail bliss together and nothing but failed dates with others...

6.4 / 10 2000 Comedy Romance
suggested by: user2024m19dwz8

In the Weeds

It's Martha's first night as a waitress in an upscale New York restaurant. Veteran Chloe shows her the ropes and introduces her to the lives of the restaurant staff. Adam, a hopeful playwright, suffers for his art while dealing with a very indecisive (ex-?)girlfriend. Marlon is a cocky young actor, certain that his big break is just around the corner. When the restaurant's obnoxious owner, Simon, brings a special client in for dinner, pressures mount until an explosion seems inevitable.

The Marrying Man

Charley Pearl, wealthy heir and gadabout, is slated to marry Adele, the daughter of a Hollywood tycoon. But, during a wild bachelor party in Las Vegas, Charley strikes up a flirtation with nightclub crooner Vicki Anderson that soon leads to her bedroom. When the couple are discovered by Vicki's beau, infamous gangster Bugsy Siegel, he makes a surprising pronouncement -- they'd better marry, or Charley is a dead man.

My Sassy Girl

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

Beauty & the Briefcase

A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.

The Night We Never Met

Sam has a problem with his roommates: they are disgusting, and don't seem to share his views on responsibility, privacy, and basic hygine. Such is his discomfort with his living arrangements that he agrees to share the occupancy of another flat: he gets two nights a week, the owner (a sleazy frat-boy yuppie named Brian, soon to be married) and Ellen (a would-be painter seeking relief from her boring marriage) each get their seperate nights in the flat. Things go extremely well until Sam and Brian swap nights without telling Ellen, who attributes the "nice" things that happen around the place to the slob Brian, while berating the responsible Sam for his hedonistic lifestyle.

That Funny Feeling

Joan Howell, a young and pretty maid-for-hire, meets and begins dating wealthy New York City businessman Tom Milford. Embarrassed about bringing him back to her tiny apartment that she shares with her roommate Audrey, Joan brings Tom over to a fancy apartment that she cleans on a daily basis not knowing that it's his place. Tom plays along with the charade despite not knowing who Joan really is, while she tries to tidy up Tom's place not knowing who he really is. Written by Matthew Patay

Midnight Masquerade

Young businesswoman Elyse Samford's life takes a turn when she inherits Samford Candy, a multi-billion dollar corporation, from her retired father. A trademark infringement lawsuit against a rival company brings Elyse to Higgins Attorneys and Sons, where Rob Carelli, a young, too-nice-for-his-own-good lawyer, is bullied by his boss, firm founder Carter Higgins, and his two arrogant sons. Despite his workplace woes, Rob becomes instantly smitten with Elyse. With Halloween just around the corner, Elyse invites the Higgins law firm staff to an opulent masked Halloween costume ball. Rob obeys an order to remain in the office working that night, but has a change of heart when his spunky, 12-year old niece Ruby, convinces him to attend the ball wearing a prince costume. After a magnificent waltz and magical exchange with the handsome "prince," Elyse yearns to locate this mysterious man and hopefully find the romance her life has been missing.

Table for Three

A suddenly single guy invites what he thinks is a perfect couple to move into his apartment, only to discover they quickly insert themselves into all aspects of his life.

6.1 / 10 2007 Comedy Romance
suggested by: OceanOtter

Marigold

Marigold Lexton, an American actress who gets stranded in Mumbai and lands a minor role in a Bollywood musical. She meets Prem, the film's choreographer, and undergoes a personal transformation as she experiences Bollywood firsthand.

4.6 / 10 2007 Comedy Romance
suggested by: user219xs711m0l

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.

My First Wedding

A young lady about to get married realizes that she has a problem: she fantasizes about every man she sees. She goes to confess at church but unknowingly confesses to a young man who is not a priest. He agrees to help her, but falls in love with her along the way. Unfortunately she still thinks he is a priest.

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.

Flower Girl

Dr. Evan Cooper is the ideal match on paper and according to her grandmother, Rose Durham and friends, including an equally pushy wedding planner, for florist Laurel Haverford, who fears to be the last of her generation to get married. Yet she keeps dragging her heels after meeting cocky Stephen Banks, who is all wrong on paper but makes her heart leap by pre chemistry.

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