What To Watch If You Love '27 Dresses'
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For fans of: romantic comedy movies
Within the 2009 rom-com The Proposal, Margaret Tate (Sandra Bullock), an exacting book editor, finds herself in a pickle. Her work visa is denied, threatening her high-power job in New York. Andrew Paxton (Ryan Reynolds), her tormented assistant, becomes an unlikely solution. A faux engagement to circumvent immigration laws puts them in a hilarious situation. They journey to Alaska, meeting Andrew's vibrant family and experiencing eccentric local traditions. Amidst the comedy, unforeseen feelings emerge. Directed by Anne Fletcher, this film intertwines humor with unexpected romance, revealing that love can blossom in the most unusual circumstances.More The Proposal
- #6 of 135 onThe 100+ Best Movies For Date Night
- #6 of 470 onThe 400+ Best Chick Flicks Ever
- #259 of 630 onThe 600+ Funniest Movies Of All Time
- Photo: Paramount Pictures
For fans of: comfort food romantic comedy movies
In How to Lose a Guy in 10 Days, Andie Anderson (Kate Hudson) and Benjamin Barry (Matthew McConaughey) partake in a high-stakes, romantic game of cat and mouse. As an ambitious journalist, Andie is tasked with crafting an article on driving men away. Enter advertising executive Ben, who bets he can make any woman fall in love with him. Their paths intersect and chaos ensues as both are unknowingly working at cross purposes. This romantic comedy, set against the backdrop of vibrant New York City, offers a delightful concoction of humor, romance, and life's unexpected turns.- #9 of 135 onThe 100+ Best Movies For Date Night
- #397 of 772 onThe Most Rewatchable Movies
- #616 of 702 onThe All-Time Greatest Comedy Films
- Photo: The Ugly Truth / Columbia Pictures
For fans of: opposites attracting
Abby Richter (Katherine Heigl) is a lovelorn TV producer who, despite a long and arduous search for the perfect mate, is hopelessly single. The battle of the sexes heats up when her employers team her up with Mike Chadway (Gerard Butler), an opinionated TV celebrity who plans to put Abby through the wringer to prove his own theories about what makes men and women tick.More The Ugly Truth- #204 of 470 onThe 400+ Best Chick Flicks Ever
- #32 of 59 onRomantic Movies Your Girlfriend Forces You To Watch
- #182 of 230 onThe Best Movies For Women
For fans of: jet setting romantic comedy movies
Disillusioned with romance, Beth, an ambitious New Yorker (Kristen Bell), travels to Rome, where she plucks magic coins from a special fountain. The coins attract an assortment of odd suitors, including a sausage merchant, a street magician and an artist. But when a persistent reporter (Josh Duhamel) throws his hat in the ring, Beth wonders if his love is the real thing.More When in Rome- #255 of 470 onThe 400+ Best Chick Flicks Ever
- #20 of 44 onThe Best Romantic Comedies Of The 2010s Decade
- #153 of 321 onThe 200+ Best Romantic Comedies Of All Time
- Photo: 20th Century Fox
For fans of: spicy romantic comedy movies
Bride Wars is an engaging rom-com featuring the humorous rivalry of two brides-to-be. Liv (Kate Hudson) and Emma (Anne Hathaway), best friends since childhood, dream of a June wedding at New York's Plaza Hotel. Through a booking error, their weddings are scheduled on the same day, sparking an all-out war. This light-hearted comedy, directed by Gary Winick, weaves in themes of friendship, love, and personal growth amidst the chaos of wedding planning. Each character's journey to the altar is as unpredictable as it is entertaining.More Bride Wars- #79 of 89 onThe Most Rewatchable Comedy Movies
- #66 of 470 onThe 400+ Best Chick Flicks Ever
- #42 of 78 onThe Greatest Female-Led Comedy Movies
- Photo: Universal Pictures
For fans of: romantic comedy movies
Will Hayes (Ryan Reynolds), a thirtysomething Manhattanite, is in the middle of divorce proceedings when his young daughter (Abigail Breslin) asks him about his life before marriage, including how he met and fell in love with her mother. Will flashes back to 1992 and recounts his romances with three women, changing their names so that his daughter must guess which one became his wife.More Definitely, Maybe- #87 of 470 onThe 400+ Best Chick Flicks Ever
- #15 of 56 onThe Best Single Dad Movies Ever Made
- #36 of 87 onThe 80+ Best Father-Daughter Movies
- Photo: Universal Pictures
For fans of: hilarious rom com movies
In the comedic film Bridesmaids, Annie (Kristen Wiig), a single woman with a failing bakery, grapples with her best friend Lillian's (Maya Rudolph) upcoming wedding. As Lillian's maid of honor, Annie navigates through a series of hilarious and often awkward pre-wedding rituals alongside a diverse group of bridesmaids, including the wealthy and perfect Helen (Rose Byrne). The movie, peppered with moments of slapstick humor and heartfelt friendship, earned Melissa McCarthy an Academy Award nomination for her standout performance as Megan. With its strong ensemble cast and witty script, Bridesmaids redefined the modern comedy genre.More Bridesmaids- Dig Deeper...Behind The Scenes Of How 'Bridesmaids' Became A Comedy Classic
- #381 of 772 onThe Most Rewatchable Movies
- #119 of 702 onThe All-Time Greatest Comedy Films
- Photo: Columbia Pictures
For fans of: classic romantic comedy movies
In the bustling city of San Francisco, The Wedding Planner unfolds a captivating tale. Mary Fiore (Jennifer Lopez), a committed professional wedding planner, orchestrates lavish ceremonies for others, while her love life remains a blank page. A twist of fate introduces her to Dr. Steve Edison (Matthew McConaughey), who she mistakenly believes is engaged to another woman. The film spins an engaging web of mistaken identities, unspoken feelings, and conflicting obligations. A romantic comedy at its core, The Wedding Planner offers a delightful blend of humor and heartwarming moments, challenging the characters to find love in unexpected places.More The Wedding Planner- #60 of 135 onThe 100+ Best Movies For Date Night
- #61 of 113 onThe Best Movies Of 2001
- #45 of 470 onThe 400+ Best Chick Flicks Ever
For fans of: country rom coms
In Sweet Home Alabama, Melanie Carmichael (Reese Witherspoon), a successful New York fashion designer, prepares for her wedding to the city's most eligible bachelor, Andrew Hennings (Patrick Dempsey). However, her past in rural Alabama holds an unresolved issue - a husband, Jake Perry (Josh Lucas), who refuses to divorce her. The romantic comedy-drama unfolds as Melanie returns to her roots, navigating through a web of old friendships and past love. It is a tale of self-discovery and second chances that emphasizes the significance of one's origins amidst the dazzle of success and city life.More Sweet Home Alabama- #10 of 135 onThe 100+ Best Movies For Date Night
- #264 of 772 onThe Most Rewatchable Movies
- #48 of 152 onThe Best Movies of 2002
- Photo: Made of Honor / Columbia Pictures
For fans of: rom coms featuring McDreamy
Always shy of commitment, Tom (Patrick Dempsey) lives as a serial dater. Hannah (Michelle Monaghan), his best friend, has wanted to marry and now has found Mr. Right -- just as Tom realizes he really loves Hannah. When she asks him to be in her bridal party, Tom seizes the opportunity to prevent the nuptials and woo her himself.More Made of Honor- #151 of 470 onThe 400+ Best Chick Flicks Ever
- #20 of 31 onThe Most Gorgeous Movie Wedding Dresses, Ranked
- #9 of 13 on13 Movies Where Best Friends Fall In Love
- Photo: What's Your Number? / 20th Century Fox
For fans of: raunchy romantic comedy movies
Ally Darling (Anna Faris) is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.More What's Your Number?- #417 of 470 onThe 400+ Best Chick Flicks Ever
- #4 of 15 onThe Most Underrated Rom-Coms Of The 2010s
- #27 of 30 onRomantic Movies With Characters That Needed To Go To Therapy
- Photo: 20th Century Fox
For fans of: party rom com movies
During a wild vacation in Las Vegas, career woman Joy McNally (Cameron Diaz) and playboy Jack Fuller (Ashton Kutcher) come to the sober realization that they have married each other after a night of drunken abandon. Besides that, there is a huge jackpot at stake. An implacable judge freezes the prize money and refuses to grant an annulment, so Joy and Jack must try to make their impromptu marriage work.- #191 of 470 onThe 400+ Best Chick Flicks Ever
- #13 of 19 onThe Funniest Movies About Vegas
- #46 of 63 onThe 60+ Best Movies About Weddings
- Photo: Hulu
For fans of: timeloop romantic comedy movies set at weddings
In the quirky rom-com Palm Springs, Nyles (Andy Samberg) and Sarah (Cristin Milioti) find themselves trapped in a time loop, reliving the same day over and over again. Stuck in an endless wedding celebration in Palm Springs, these two strangers form an unlikely bond as they navigate their surreal predicament. Their characters evolve amidst the desert backdrop, with comedy and romance interwoven seamlessly into the narrative. The film's unique take on the concept of time has earned it a nomination for Best Motion Picture - Musical or Comedy at the 78th Golden Globe Awards.More Palm Springs- Dig Deeper...20 Reactions To 'Palm Springs' That Threw Us Through A Loop
- #497 of 702 onThe All-Time Greatest Comedy Films
- #9 of 45 on50+ Quirky Romance Movies With Unique Love Stories
- Photo: My Best Friend's Wedding / Sony Pictures Releasing
For fans of: romantic comedy movies that are subconsciously full of psychological horror
Julianne Potter, portrayed by Julia Roberts, finds herself in a precarious romantic predicament in the romantic comedy, My Best Friend's Wedding. When her long-time friend, Michael O'Neal (Dermot Mulroney), announces his engagement to the young and vivacious Kimmy Wallace (Cameron Diaz), Julianne realizes she harbors feelings for him. As the wedding looms closer, Julianne embarks on a comedic journey of self-discovery and unrequited love. Rupert Everett steals scenes as George Downes, Julianne's confidant, adding another layer of complexity to this tale of love and friendship. Directed by P.J. Hogan, this film offers an engaging exploration of relationships from an unconventional angle.- Dig Deeper...My Best Friend's Wedding Is The Most Twisted, Screwed Up Rom-Com Ever Made
- #31 of 135 onThe 100+ Best Movies For Date Night
- #622 of 772 onThe Most Rewatchable Movies
- Photo: IFC Films
For fans of: romantic comedy movies about meeting Mr. Right
In the comedic romance, My Big Fat Greek Wedding, Toula Portokalos (Nia Vardalos) finds herself at odds with her traditional Greek family's expectations. At 30 years old, working in her family's restaurant and unmarried, she yearns for change. A chance encounter with non-Greek Ian Miller (John Corbett) sparks an unlikely romance. As love blossoms, they face the challenge of blending their vastly different cultures. This endearing film, a sleeper hit of 2002, was nominated for an Academy Award for Best Original Screenplay, showcasing its witty dialogue and poignant storytelling.- #341 of 772 onThe Most Rewatchable Movies
- #471 of 702 onThe All-Time Greatest Comedy Films
- #34 of 152 onThe Best Movies of 2002
- Photo: Plus One16
For fans of: cute indie rom coms
Longtime single friends agree to be each other's plus one at every wedding they are invited to.More Plus One- #51 of 58 onThe Best Movies About Millennials (So Far)
- #4 of 12 onThe Best Chick Flicks On Hulu, Ranked
- #8 of 15 onThe Most Underrated Rom-Coms Of The 2010s
- Photo: Failure to Launch
For fans of: heartthrob rom coms
A young man (Matthew McConaughey) continues to live at the home of parents who, in desperation to push him out of the nest once and for all, hatch a plan. They hire a beautiful woman (Sarah Jessica Parker) to entice him to assume the mantle of responsibility and get his own place.More Failure to Launch- #87 of 101 onThe Best Movies Of 2006
- #218 of 470 onThe 400+ Best Chick Flicks Ever
- #22 of 27 onThe Greatest Man Child Movies
- Photo: Leap Year / Universal Pictures
For fans of: romantic comedy movies set in Ireland
Leap Year is a 2010 Irish-American romantic comedy film directed by Anand Tucker and written by Harry Elfont and Deborah Kaplan. Loosely based on I Know Where I'm Going, and It Happened One Night the film stars Amy Adams and Matthew Goode.More Leap Year- #81 of 135 onThe 100+ Best Movies For Date Night
- #133 of 470 onThe 400+ Best Chick Flicks Ever
- #2 of 15 onThe Most Underrated Rom-Coms Of The 2010s
- Photo: Because I Said So
For fans of: generational romantic comedy movies
Daphne Wilder (Diane Keaton) is the proud mother of three women: Milly (Mandy Moore), Maggie (Lauren Graham) and Mae (Piper Perabo), and her love for her offspring knows no bounds. Because her youngest, always chooses the wrong man, she decides to take action to prevent Milly from repeating the mistakes of the past. Dating disaster ensues when Daphne tries to achieve her goal by placing an online personal ad for Milly.More Because I Said So- #32 of 72 onThe 70+ Best Mother-Daughter Movies Ever Made
- #70 of 78 onThe Greatest Female-Led Comedy Movies
- #29 of 96 onThe Best Movies About Female Friendship, Ranked
- Photo: The Back-up Plan / CBS Films
For fans of: J-Lo led romantic comedy movies
Tired of waiting for Mr. Right while her biological clock ticks away, Zoe (Jennifer Lopez) decides it's time to make an appointment at the sperm bank. On the same day as her procedure, she meets Stan (Alex O'Loughlin), a man with the potential to be her ideal mate. When Stan learns that Zoe's unpredictable behavior is the result of her pregnancy, he declares his commitment. As the due date approaches, both lovers realize that they really don't know each other without a baby in the picture. - Photo: Modern Love
For fans of: TV shows about dating these days
Some of the most beloved stories from the New York Times column of the same name.More Modern Love- #285 of 1,048 onThe 250+ Best Streaming Shows Of The Last Few Years
- #17 of 35 onThe 35+ Best Millennials TV Series
- #79 of 147 onThe 80+ Best Amazon Prime Shows
- Photo: Sony Pictures Releasing
For fans of: quirky romantic comedy movies
13 Going on 30 is a romantic comedy-drama film, a charming tale of childhood fantasies colliding with adult realities. Jenna Rink (Jennifer Garner), an awkward 13-year-old girl, makes a wish to be thirty, flirty, and thriving. To her surprise, she wakes up the next day as a 30-year-old woman living in New York City. Matt Flamhaff (Mark Ruffalo), Jenna's childhood friend, becomes an unexpected yet significant character in her new life. The movie explores Jenna's journey navigating this new world filled with professional success but personal confusion. While grappling with her meteoric rise in a fashion magazine and complex love life, she learns valuable lessons about authenticity and true happiness.More 13 Going on 30- #425 of 772 onThe Most Rewatchable Movies
- #4 of 99 onThe Best Period Movies Set in the '80s
- #43 of 155 onThe 150+ Best Classic Tween Movies
- Photo: Say Yes to the Dress / TLC
For fans of: trashy wedding reality TV
Staff of the Kleinfeld bridal salon work to satisfy future brides.More Say Yes to the Dress- Dig Deeper...Why 'Say Yes To The Dress' Is Way Less Glamorous Than It Seems
- #14 of 72 onThe 60+ Best Trash Reality TV Shows
- #1 of 25 onThe Best Wedding Reality TV Shows
- Photo: CBS
For fans of: romantic comedy TV shows with extremely long love stories
In a refreshing take on the romantic comedy genre, How I Met Your Mother follows the journey of Ted Mosby (Josh Radnor) as he recounts to his children the convoluted tale of how he met their mother. This Emmy-winning sitcom cleverly utilizes a non-linear narrative, keeping viewers invested through nine seasons filled with laughter, heartache, and life lessons. The ensemble cast, including the charming Barney Stinson (Neil Patrick Harris) and the endearing couple Marshall Eriksen (Jason Segel) and Lily Aldrin (Alyson Hannigan), brings to life the relatable struggles of friendship, love, and career aspirations in New York City. - Photo: Love in the Time of Corona
For fans of: TV shows about dating during the pandemic
An ensemble of characters shelter in their homes during the COVID-19 pandemic. - Photo: user uploaded image
For fans of: romantic comedy movies that will test your patience
The Five-Year Engagement (aka Engagement) is a 2012 American romantic comedy film directed by Nicholas Stoller. One year after meeting, Tom (Jason Segel) proposes to his girlfriend, Violet (Emily Blunt), but unexpected events keep tripping them up as they look to walk down the aisle together.- #21 of 28 onThe Best Judd Apatow Movies
- #25 of 29 onThe 25 Best Kevin Hart Movies
- #15 of 18 onRom-Coms That Are Actually Way Darker Than You Think
- Photo: You're the Worst
For fans of: romantic comedy TV shows about self-destructive couples
Exploring the complexities of modern relationships, You're the Worst is a dark comedy that delves into the lives of two seemingly incompatible individuals. The series follows the story of Jimmy Shive-Overly (Chris Geere), a narcissistic writer, and Gretchen Cutler (Aya Cash), a self-destructive publicist, as they navigate their personal demons while attempting to maintain a functional connection. Cleverly written and refreshingly authentic, the show has garnered critical acclaim, earning nominations for prestigious awards such as the Critics' Choice Television Award. With its unapologetic humor and raw portrayal of flawed characters, You're the Worst offers viewers an unconventional yet relatable take on love and commitment.More You're the Worst- Dig Deeper...The Best Episodes of You're the Worst
- And Deeper...The Best Characters On 'You're the Worst'
- #45 of 118 onThe 100+ Best Dramedy TV Series, Ranked
- Photo: Warner Bros. Pictures
For fans of: rom coms with stacked casts
In the heart of bustling Baltimore, a group of friends navigate the complex terrain of modern relationships in He's Just Not That Into You. Gigi (Ginnifer Goodwin), a hopeful romantic, struggles to understand mixed signals from men. Her friend Janine (Jennifer Aniston) tries to save her marriage with Ben (Bradley Cooper), who's entangled with yoga instructor Anna (Scarlett Johansson). Meanwhile, Beth (Jennifer Connelly) seeks commitment from Neil (Ben Affleck), a firm non-believer in marriage. This ensemble romantic comedy explores love and heartbreak in the digital age, offering a humorous yet thoughtful look at how men and women often misunderstand each other.- #107 of 470 onThe 400+ Best Chick Flicks Ever
- #12 of 59 onRomantic Movies Your Girlfriend Forces You To Watch
- #214 of 230 onThe Best Movies For Women
- Photo: License to Wed
For fans of: cheesy rom coms
Newly engaged couple Sadie (Mandy Moore) and Ben (John Krasinski) look forward to a traditional wedding in St. Augustine's Church but, unfortunately for the lovebirds, the Rev. Frank (Robin Williams) refuses to bless the union until they pass his arduous marriage-prep course. While the clergyman puts the couple through holy hell, Ben and Sadie learn if they are truly destined to love each other till death do them part. - Photo: Rumor Has It / Warner Bros. Pictures
For fans of: classic romantic comedy movies
Living in New York City, Sarah (Jennifer Aniston) must make the cross-country trip back to her home state of California for the wedding of her younger sister (Mena Suvari). Once with her family, Sarah learns some interesting things from her grandmother (Shirley MacLaine), including the family's inspirational ties to the famous film "The Graduate." But all this leads to millionaire Beau Burroughs (Kevin Costner), and Sarah wants answers -- especially since Burroughs might be her real father.More Rumor Has It- #318 of 469 onThe 400+ Best Chick Flicks Ever
- #218 of 229 onThe Best Movies For Women
- #18 of 36 onThe Best "Netflix and Chill" Movies Available Now
