I have seen a lot of romantic comedies in my short 16 years on Earth. It’s not my favorite genre but it is the one I continuously come back to the most often. I believe it can be comforting and even though you know what’s going to happen in the end it’s almost always is a good time. Most of the time. Having seen a lot of romantic comedies, I’ve seen some truly great ones, I saw some truly terrible ones, and everything in between. And now I’m here to rank every single one of them.
Doing this meant I had to define what I consider a romantic comedy. I believe romantic comedies are movies that focus almost solely on a romance with some comedy thrown in for good measure. Fairly simple definition, right? Not, I researched lists of people ranking their own favorite romantic comedies and was shocked at some of the movies on the list.
Legally Blonde? This is no romantic comedy, there isn’t even a romance in this outside of two scenes setting one up. Just because a movie is a comedy with a woman in the lead doesn’t automatically make it a romantic comedy people. Miss Congeniality? No, once again it’s a comedy with a female lead with a romantic interest. But, it’s never solely about a romance.
So, if you wonder why your favorite romantic comedy is not ranked below, I have either not seen it yet or I don’t consider it a romantic comedy. Writing this I feel I could have made an entire post about what exactly makes a rom-com a rom-com. That could be fun…but without further ado, here’s my ranking of every single romantic comedy I have seen. Oh boy, spoiler alert it’s a lot.
90. Down To You (2000)
College coeds in New York City, Al, the son of a celebrity chef, and Imogen, a talented artist, become smitten the second they lay eyes on one another at a bar. However, the road to happiness is not a smooth one. Outside forces, including a predatory porn star who wants to lure Al into her bed, threaten to pull apart the young lovers before their romance has a chance to really flourish.
Terrible, terrible, terrible. I like Freddie Prinze Jr. and Julia Stiles, but they can’t save this complete mess of a movie.
89. The Ugly Truth (2009)
A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.
It’s all downhill after the Katy Perry song, which is what starts the movie…
88. The Bounty Hunter (2010)
Milo Boyd is a bounty hunter whose latest gig is rather satisfying, as he finds out that the bail-skipper he must chase down is his own ex-wife, Nicole — but she has no intention of getting nabbed without a fight. Complicating matters, Nicole’s wannabe-boyfriend, Stewart, joins the chase.
Ugh! My love for Jennifer Aniston has no bounds.
87. The First Daughter (2004)
Samantha MacKenzie, the daughter of the president of the United States, arrives at college with a group of Secret Service agents. Samantha, however, resents their presence and decides she wants to attend school just like a normal student. Her father agrees to recall the agents but secretly assigns James, an undercover agent, to pose as a student. They fall in love, but their romance is jeopardized when Samantha learns James’ true identity.
The only reason why I watched this was for Marc Blucas because I wanted to watch something of his non-Buffy related. Nothing quite wrong, just forgettable which can be worse than bad.
86. Just Go With It (2011)
A plastic surgeon, romancing a much younger schoolteacher, enlists his loyal assistant to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, the assistant’s kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.
Ugh!!! My love for Jennifer Aniston has no bounds, part two! Nothing funny or romantic about this at all.
85. The Wedding Planer (2001)
Mary Fiore, San Francisco’s premiere wedding planner is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client, wealthy Fran Donnolly. As Mary continues making the wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
I just can’t! Terrible love interest who’s just a prick does deserve any woman let alone TWO!
84. She’s Out of My League (2010)
When he starts dating drop-dead gorgeous Molly, insecure airport security agent Kirk can’t believe it. As his friends and family share their doubts about the relationship lasting, Kirk does everything he can to avoid losing Molly forever.
It’s fine, just not very rememberable and pretty basic for a romantic comedy. You get the whole plot just with the title alone.
83. Along Came Polly (2004)
Reuben Feffer is a guy who’s spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben’s world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.
Better than most Jennifer Aniston romantic comedies, which really isn’t saying much.
82. The Other Woman (2014)
After discovering her boyfriend is married, Carly soon meets the wife he’s been cheating on. And when yet another affair is discovered, all three women team up to plot mutual revenge on the three-timing SOB.
Just barley a comedy and romance. Nothing new added to the already known fact that men are trash.
81. Fool’s Gold (2008)
Treasure hunter Ben ‘Finn’ Finnegan has sunk both his trusty boat and his marriage to Tess in his obsessive quest to find the legendary ‘Queen’s Dowry’ treasure. When he finds a vital clue that may finally pinpoint the treasure’s whereabouts, he drags Tess and her boss along on the hunt. But Finn is not the only one interested in the gold—his former mentor-turned-enemy will stop at nothing to beat him to it.
Let’s just say that I much prefer another Kate Hudson and Matthew McConaughey rom-com that this one pales in comparison.
80. The Object of My Affection (1998)
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she’d rather raise her child with him, much to the dismay of her overbearing boyfriend.
I love Paul Rudd and Jennifer Aniston, okay?! Sue me!
79. The Prince & Me (2004)
A fairy tale love-story about pre-med student Paige who falls in love with a Danish Prince “Eddie” who refused to follow the traditions of his parents and has come to the US to quench his thirst for rebellion. Paige and Edward come from two different worlds, but there is an undeniable attraction between them.
It’s cheesy and is nothing special, but that also makes it a completely harmless rom-com and once again I really like Julia Stiles.
78. The Awkward Moment (2014)
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.
Nice to see men take the leading role in a rom-com (even nicer to see healthy male friendships), but there isn’t much of anything else of note going on in this one.
77. Monster-in-Law (2005)
Charlotte Cantilini thinks she’s found Mr. Right when she starts dating gorgeous surgeon Dr. Kevin Fields. But there’s a problem standing in the way of everlasting bliss: Kevin’s overbearing and controlling mother, Viola. Fearing she’ll lose her son’s affections forever, Viola decides to break up the happy couple by becoming the world’s worst mother-in-law.
It’s outrageous, it’s unbelievable, but it’s also can be mindless fun if you don’t take it so seriously and Wanda Sykes alone makes this worth a watch.
76. Someone Great (2019)
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.
Movie = well made, plot = eh…
75. Wedding Crashers (2005)
John and his buddy, Jeremy are emotional criminals who know how to use a woman’s hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.
Can be pretty funny with it’s use of humor, but can also be very offensive with it’s use of humor aka sexual assault being played as a joke. That’s when the movie falls flat for me.
74. He’s Just Not That Into You (2009)
Remember that really cute girl/guy who said they’d call – and didn’t? Maybe they lost your number. Maybe they’re in the hospital. Maybe they’re awed by your looks, brains or success. Or maybe… They’re just not that into you.
I like almost all the cast and the movie can be entertaining, but the movie’s ideas were outdated even in 2009.
73. Made of Honor (2008)
Tom and Hannah have been platonic friends for 10 years. He’s a serial dater, while she wants marriage but hasn’t found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her ‘maid’ of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.
Another forgettable rom-com, but higher on the list due to the charms of Patrick Dempessy and Michelle Monaghan.
72. Just Wright (2010)
A physical therapist falls for the basketball player she is helping recover from a career-threatening injury.
Another one where the charms of leading actors save the movie from being totally forgotten, but I still can’t forgive the movie for that horrible pun for a name.
71. Fever Pitch (2005)
When relaxed and charming Ben Wrightman meets workaholic Lindsey Meeks she finds him sweet and charming, they hit it off and when it is winter Ben can spend every waking hour with Lindsey, but when summer comes around the corner Lindsey discovers Ben’s obsession with the Boston Red Sox. She thinks it is perfect until everything goes downhill for them.
I love Drew Barrymore, that is all that needs to be said about this film.
70. When in Rome (2010)
After fishing out coins from a water fountain in Italy, cynical New Yorker Beth Harper finds herself being wooed by several ardent suitors. As she deals with the attention, Beth tries to figure out whether a charming reporter really loves her.
I love Kirsten Bell, that is all that-are starting to notice a pattern here? I mostly watch rom-coms when it features an actor or actress I like. Let’s see if that trend continues (spoiler alter, it does).
69. The Back-Up Plan (2010)
When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she’s artificially inseminated, she meets Stan, who seems to be just who she’s been searching for all her life. Now, Zoe has to figure out how to make her two life’s dreams fit with each other.
I like the idea of having a child on your own and then finding your true love afterwards. Not the best rom-com, but does have a better plot than most.
68. Baggage Claim (2013)
Pledging to keep herself from being the oldest and the only woman in her entire family never to wed, Montana embarks on a thirty-day, thirty-thousand-mile expedition to charm a potential suitor into becoming her fiancé.
Paula Patton should be a bigger star than she is and that’s that on that.
67. Catch and Release (2006)
Gray Wheeler just lost everything. After the death of her fiancé, Gray moves in with her late love’s best friends. While Sam and Dennis do their best to cheer Gray up, Fritz doesn’t seem to care. Once Gray breaks through Fritz’s defenses, however, she finally sees why her fiancé thought so highly of him. As they spend more time together, Gray learns that her chances for love have not died out with her fiancé. But when some surprise guests show up on their doorstep, it’ll take the love of all of her new friends to help Gray learn that life may be messy, but love is messier.
I love Jennifer Garner and I love Timothy Olyphant, just that simple.
66. Maid in Manhattan (2002)
Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a wealthy socialite. After an enchanting evening together, the two fall madly in love. But when Marisa’s true identity is revealed, issues of class and social status threaten to separate them.
I appreciated the social commentary about class being talked about in this rom-com, helps makes Maid in Manhattan stand out from the many other rom-coms that it has to compete with.
65. Overboard (1987)
Heiress, Joanna Stayton hires carpenter, Dean Proffitt to build a closet on her yacht — and refuses to pay him for the project when it’s done. But after Joanna accidentally falls overboard and loses her memory, Dean sees an opportunity to get even.
If it weren’t for Kurt and Goldie’s amazing real life chemistry than this movie would be a lot lower on the list, but Kurt and Goldie are one of the few Hollywood couples I care for, so this movie gets a pass.
64. The Break-Up (2006)
Pushed to the breaking-up point after their latest ‘why can’t you do this one little thing for me?’ argument, Brooke calls it quits with her boyfriend Gary. When neither ex is willing to move out of their shared apartment, the only solution is to continue living as hostile roommates until one of them reaches breaking point.
Simple plot, but stands out from other movies on the list by having the couple not being together and instead focuses on them well breaking up.
63. Bride Wars (2009)
Two best friends become rivals when their respective weddings are accidentally booked for the same day.
A rom-com where the love interests are pushed to aside and it’s about female friendships. It’s over the top and ridiculous, but it can be pretty fun too.
62. Coyote Ugly (2000)
Graced with a velvet voice, 21-year-old Violet Sanford heads to New York to pursue her dream of becoming a songwriter only to find her aspirations sidelined by the accolades and notoriety she receives at her “day” job as a barmaid at Coyote Ugly. The “Coyotes” as they are affectionately called tantalize customers and the media alike with their outrageous antics, making Coyote Ugly the watering hole for guys on the prowl.
Okay, this is my personal guilty pleasure. I realize it’s not a very movie, but I like it for some reason that I don’t completely understand either.
61. What To Expect When You’re Expecting (2012)
Challenges of impending parenthood turn the lives of five couples upside down. Two celebrities are unprepared for the surprise demands of pregnancy; hormones wreak havoc on a baby-crazy author, while her husband tries not to be outdone by his father, who’s expecting twins with his young trophy wife; a photographer’s husband isn’t sure about his wife’s adoption plans; a one-time hook-up results in a surprise pregnancy for rival food-truck owners.
Definitely one of the better interlinking plot movies out there, in my opinion.
60. To All the Boys: P.S. I Still Love You (2020)
Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.
I really loved the first To All The Boys (as you will see) and I couldn’t help, but feel disappointed with this sequel. It’s still beautiful to look at and well made, but the magic from the first couldn’t be recreated for the sequel.
59. The First Time (2012)
Dave, a high school senior, spends most of his time pining away over a girl he can’t have. Aubrey, a junior with artistic aspirations, has a hot boyfriend who doesn’t quite understand her or seem to care. Although they go to different schools, Dave and Aubrey find themselves at the same party. When both head outside to get some air, they meet. A casual conversation sparks an instant connection, and, over the course of a weekend, things turn magical, romantic, complicated, and funny as Aubrey and Dave discover what it’s like to fall in love for the first time.
Nothing special about The First Time, but I did enjoy watching relatable and nice characters fall in love with each other. I know what a noble concept, but it doesn’t happen nearly enough in rom-coms unfortunately.
58. Save The Last Dance (2001)
A white midwestern girl moves to Chicago, where her new boyfriend is a black teen from the South Side with a rough, semi-criminal past.
Though it seems outdated and at times cheesy now, it still doesn’t change to see interracial couple be the romantic leads in teen rom-com. That and some nice dancing set Save The Last Dance apart from other teen rom-coms.
57. A Cindrella Story (2004)
Sam Montgomery is a tomboyish, unpopular girl at school. She has been text messaging a somebody named Nomad for a few months and he asks her to meet him at the Halloween dance at 11:00 in the middle of the dance floor. The only problem is, she must get back to the diner, ran by her wicked Stepmom Fiona by 12 sharp because she is not supposed to be there. Before Nomad can find out who she is, she must leave to go back to the diner.
I grew up with this movie, it was never a favorite, but I have enough nostalgia to put it up this far.
56. Monte Carlo (2011)
Three young women vacationing in Paris find themselves whisked away to Monte Carlo after one of the girls is mistaken for a British heiress.
Another one where I loved it when I was younger and I still have a soft spot for it years later. It doesn’t hurt I still love all three of the leading ladies, Selena Gomez, Leighton Meester, and Kaite Cassidy just like I did when I was a mere tween.
55. You’ve Got Mail (1998)
Book superstore magnate, Joe Fox and independent book shop owner, Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he’s trying to put her out of business.
Look this movie somehow made me dislike Tom Hanks which is both an accomplishment and disadvantage to the movie. Let’s just say I prefer the movie when it was done the first time in 1940.
54. How Stella Got Her Groove Back (1998)
Through good times and bad, Stella and Delilah have always had each other. Now, Stella’s so busy building a life that she’s forgotten how to really live. But Delilah is about to change all that. What starts as a quick trip to Jamaica, end as an exhilarating voyage of self discovery as Stella learns to open her heart and find love – even if it’s with a man 20 years her junior.
Nice change from the norm with older woman falling in love with a younger man and Angela Bassett is always a win my book.
53. Hairspray (2007)
Pleasantly plump teenager Tracy Turnblad auditions to be on Baltimore’s most popular dance show The Corny Collins Show and lands a prime spot. Through her newfound fame, she becomes determined to help her friends and end the racial segregation that has been a staple of the show.
Grew up with this version of Hairspray and it holds up for the most part in terms of music and laughs.
52. High Fidelity (2000)
When record store owner Rob Gordon gets dumped by his girlfriend, Laura, because he hasn’t changed since they met, he revisits his top five breakups of all time in an attempt to figure out what went wrong. As Rob seeks out his former lovers to find out why they left, he keeps up his efforts to win Laura back.
Though, I didn’t enjoy this as much as I thought I would, it still a well crafted and smartly organized romantic comedy that deserves some credit.
51. The Duff (2015)
Bianca’s universe turns upside down when she learns that her high school refers to her as a ‘DUFF’ (Designated Ugly Fat Friend). Hoping to erase that label, she enlists the help of a charming jock and her favorite teacher. Together they’ll face the school’s mean girl and remind everyone that we are all someone’s DUFF… and that’s totally fine.
A charming high school rom-com, there haven’t been many good ones this decade so I will take what I can get.
50. Mamma Mia! (2008)
An independent, single mother who owns a small hotel on a Greek island is about to marry off the spirited young daughter she’s raised alone. But, the daughter has secretly invited three of her mother’s ex-lovers in the hopes of finding her biological father.
Say what you want, but Mamma Mia is so much fun and the sooner people accept that the more fun they will have.
49. Think Like A Man (2012)
The balance of power in four couples’ relationships is upset when the women start using the advice in Steve Harvey’s book, Act Like A Lady, Think Like A Man, to get more of what they want from their men. When the men realize that the women have gotten a hold of their relationship “playbook,” they decide that the best defense is a good offense and come up with a plan to use this information to their advantage.
An interlinking plots movie that actually works and well? I know, but it’s true. Think Like A Man is able the flesh out characters and their storylines each well enough not to feel contrived.
48. Always Be My Maybe (2019)
Reunited after 15 years, famous chef Sasha and hometown musician Marcus feel the old sparks of attraction but struggle to adapt to each other’s worlds.
A nice romantic comedy surprise from last year that came out of nowhere, but was a nice addition into already stacked genre.
47. My Best Friend’s Wedding (1997)
When she receives word that her longtime platonic pal Michael O’Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael — and sets out to sabotage the wedding.
The romantic lead doesn’t get the guy she wants? What kinda strange sorcery is this? I say that in the most complimentary way possible.
46. Pretty Woman (1990)
When a millionaire wheeler-dealer enters a business contract with a Hollywood hooker Vivian Ward, he loses his heart in the bargain.
It’s a classic rom-com, it’s not my favorite and I have some issues with it, but I can’t deny what a staple of rom-com genre it is.
45. Definitely, Maybe (2008)
When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.
Though it can feel like a movie ripoff of How I Met Your Mother, it is also the sweetest rom-com on the entire list thanks to the father-daughter relationship centering the movie.
44. Knocked Up (2007)
For fun loving party animal Ben Stone, the last thing he ever expected was for his one night stand to show up on his doorstep eight weeks later to tell him she’s pregnant.
It has some issues as star Katherine Heigl (correctly) pointed out, but you can’t deny more often than not it can be delightful.
43. She’s All That (1999)
High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs and help her to become the school’s next prom queen.
Yes, it’s full of cliches and does not to subvert them, but it’s one I have a soft spot for probably due me liking Rachel Leigh Cook and Freddie Prinze Jr. Whatever it is, I do put this above other teen rom-coms as I find this one to be much more enjoyable.
42. Life As We Know It (2010)
After a disastrous first date for caterer Holly and network sports director Messer, all they have is common is a dislike for each other and their love for their goddaughter Sophie. But when they suddenly become all Sophie has in this world, Holly and Messer must set their differences aside. Juggling careers and social calendars, they’ll have to find common ground while living under the same roof.
Life As We Know It has one of the better and sadder setup for romantic comedy I have ever seen. I think it does a fine job of balancing the romantic comedy elements with something a bit more serious than most rom-coms explore.
41. The To-Do List (2013)
Feeling pressured to become more sexually experienced before she goes to college, Brandy Klark makes a list of things to accomplish before hitting campus in the fall.
I love seeing women exploring their sexuality without being judged for it.
40. No Strings Attached (2011)
Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best friends?
Though, I think this plot does get done better, (as you will see in a few) Natalie Portman and Ashton Kutcher do make No Strings Attached a cute rom-com that can easily be rewatched how ever many you want.
39. Sex and the City (2008)
A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
I loved the TV series and though the movie was never going to be as good as the show. It was everything I wanted from a Sex and the City movie. It’s a comfort movie that I enjoy coming back to when needed.
38. Two Weeks Notice (2002)
Dedicated environmental lawyer Lucy Kelson goes to work for billionaire George Wade as part of a deal to preserve a community center. Indecisive and weak-willed George grows dependent on Lucy’s guidance on everything from legal matters to clothing. Exasperated, Lucy gives notice and picks Harvard graduate June Carter as her replacement. As Lucy’s time at the firm nears an end, she grows jealous of June and has second thoughts about leaving George.
Sandra Bullock and Hugh Grant have some wonderful chemistry here and with witty dialogue makes this a must watch rom-com.
37. Friends with Benefits (2011)
Dylan and Jamie think it’s going to be easy to add the simple act of sex to their friendship, despite what Hollywood romantic comedies would have them believe. They soon discover however that getting physical really does always lead to complications.
No Strings Attached done better. It also made me cry with Justin Timberlake’s father subplot which makes it extra special as it claims the title as the first rom-com on this list to make me cry.
36. John Tucker Must Die (2006)
After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk’s heart, while destroying his reputation.
I love seeing women band together to get revenge over a man who deserves it.
35. How To Lose A Guy In Ten Days (2003)
An advice columnist, Andie Anderson, tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana, loves it, and Andie goes off to find a man she can use for the experiment. Enter executive Ben Berry, who is so confident in his romantic prowess that he thinks he can make any woman fall in love with him in 10 days. When Andie and Ben meet, their plans backfire.
This is on top of my list of romantic comedies guilty pleasures. I recognizes it’s faults, but I don’t care. I always have a blast whenever I watch it and that’s all I really asking from a rom-com or any movie really.
34. 27 Dresses (2008)
Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.
Any problem I may have had with the film before vanquishes when the final shot begins. It’s magical. If you know, you know.
33. Scott Pilgrim vs. The World (2010)
Scott Pilgrim is a 23 year old radical Canadian gamer and wannabe rockstar who falls in love with an American delivery girl, Ramona Flowers, and must defeat her seven evil exes to be able to date her.
Much more than a rom-com, but judging purely from a rom-com perspective than it also does well for itself in that genre.
32. Top Five (2014)
A comedian tries to make it as a serious actor when his reality-TV star fiancé talks him into broadcasting their wedding on her TV show.
Top Five actually manages to find the perfect balance between romance and comedy, being one of the more funnier rom-coms I seen.
31. Love & Basketball (2000)
A young African-American couple navigates the tricky paths of romance and athletics in this drama. Quincy McCall and Monica Wright grew up in the same neighborhood and have known each other since childhood. As they grow into adulthood, they fall in love, but they also share another all-consuming passion: basketball. They’ve followed the game all their lives and have no small amount of talent on the court. As Quincy and Monica struggle to make their relationship work, they follow separate career paths though high school and college basketball and, they hope, into stardom in big-league professional ball.
We need more black love on screen, Love & Basketball proved back in 2000 that it can be done and it can be done extremely well.
30. The Family Stone (2005)
An uptight, conservative, businesswoman accompanies her boyfriend to his eccentric and outgoing family’s annual Christmas celebration and finds that she’s a fish out of water in their free-spirited way of life.
And we have another one that made me cry…
29. Pitch Perfect (2012)
College student Beca knows she does not want to be part of a clique, but that’s exactly where she finds herself after arriving at her new school. Thrust in among mean gals, nice gals and just plain weird gals, Beca finds that the only thing they have in common is how well they sing together. She takes the women of the group out of their comfort zone of traditional arrangements and into a world of amazing harmonic combinations in a fight to the top of college music competitions.
Anna Kendrick is a national treasure, and Pitch Perfect is major comfort movie with laughs, music, and tad bit of romance in there as well.
28. The Holiday (2006)
Two women, one from the United States and one from the United Kingdom, swap homes at Christmastime after bad breakups with their boyfriends. Each woman finds romance with a local man but realizes that the imminent return home may end the relationship.
Love watching this one during the holiday season, sweet and uncomplicated rom-com, need more of them.
27. Laggies (2014)
Over-educated and underemployed, 28 year old Megan is in the throes of a quarterlife crisis. Squarely into adulthood with no career prospects, no particular motivation to think about her future and no one to relate to, Megan is comfortable lagging a few steps behind while her friends check off milestones and celebrate their new grown-up status. When her high-school sweetheart proposes, Megan panics and- given an unexpected opportunity to escape for a week hides out in the home of her new friend, 16-year old Annika and Annika’s world-weary single dad Craig.
A very cute indie rom-com flick made all the more better by performances from Chloë Grace Mortez, Sam Rockwell, and Keira Knightley.
26. Set It Up (2018)
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
It had felt like years since we had an actual good rom-com when Set It Up was released, so thank you Set It Up for providing us (or just me) with some good food.
25. Forgetting Sarah Marshall (2008)
When Sarah Marshall dumps aspiring musician Peter Bretter for rock star Aldous Snow, Peter’s world comes crashing down. His best friend suggests that Peter should get away from everything and to fly off to Hawaii to escape all his problems. After arriving in Hawaii and meeting the beautiful Rachel Jansen, Peter is shocked to see not only Aldous Snow in Hawaii, but also Sarah Marshall.
The most quirky rom-com you will ever see, brought on by all the amazing performances by all the cast members.
24. Enchanted (2007)
The beautiful princess Giselle is banished by an evil queen from her magical, musical animated land and finds herself in the gritty reality of the streets of modern-day Manhattan. Shocked by this strange new environment that doesn’t operate on a “happily ever after” basis, Giselle is now adrift in a chaotic world badly in need of enchantment. But when Giselle begins to fall in love with a charmingly flawed divorce lawyer who has come to her aid – even though she is already promised to a perfect fairy tale prince back home she has to wonder: Can a storybook view of romance survive in the real world?
We are not worthy or deserving of such a charming movie or Amy Adams for that matter.
23. Music and Lyrics (2007)
A washed up singer is given a couple days to compose a chart-topping hit for an aspiring teen sensation. Though he’s never written a decent lyric in his life, he sparks with an offbeat younger woman with a flair for words.
HUGH GRANT! DREW BARRYMORE! Just being adorable for an hour and half, what much more could I have ever ask for?
22. The Shop Around the Corner (1940)
Two employees at a gift shop can barely stand one another, without realizing that they are falling in love through the post as each other’s anonymous pen pal.
You’ve Got Mail was better when it came out the first time in 1940.
21. Breakfast At Tiffany’s (1961)
Fortune hunter Holly Golightly finds herself captivated by aspiring writer Paul Varjak, who’s moved into her building on a wealthy woman’s dime. As romance blooms between Paul and Holly, Doc Golightly shows up on the scene, revealing Holly’s past.
A very good movie that would be a great one if it weren’t for the racism.
20. Charade (1963)
After Regina Lampert falls for the dashing Peter Joshua on a skiing holiday in the French Alps, she discovers upon her return to Paris that her husband has been murdered. Soon, she and Peter are giving chase to three of her late husband’s World War II cronies, Tex, Scobie and Gideon, who are after a quarter of a million dollars the quartet stole while behind enemy lines. But why does Peter keep changing his name?
Part romance, part comedy, part thriller, but a whole blast of a movie.
19. 500 Days of Summer (2009)
Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.
One of the more recent rom-coms that I honestly believe will go down as an all time classic for the ages.
18. The Big Sick (2017)
Pakistan-born comedian Kumail Nanjiani and grad student Emily Gardner fall in love but struggle as their cultures clash. When Emily contracts a mysterious illness, Kumail finds himself forced to face her feisty parents, his family’s expectations, and his true feelings.
Hilarious and sweet, exactly what you should want from a romantic comedy.
17. To All the Boys I’ve Loved Before (2018)
Lara Jean’s love life goes from imaginary to out of control when her secret letters to every boy she’s ever fallen for are mysteriously mailed out.
Though, I was disappointed with the sequel. The original holds up nicely and is still a joy to watch.
16. Stuck In Love (2012)
An acclaimed writer, his ex-wife, and their teenage children come to terms with the complexities of love in all its forms over the course of one tumultuous year.
More romance than comedy, but I would be lying if I didn’t say that I loved this movie. You could say I’m stuck in love with it….
15. Hitch (2005)
Dating coach Hitch mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara, a tabloid reporter digging for dirt on Allegra Cole’s love life. When Sara discovers Hitch’s connection to Albert now Allegra’s boyfriend it threatens to destroy both relationships.
One of the rom-com I always revisited, no matter how many times I see it I am as charmed as the first time I saw it.
14. Love, Simon (2018)
Everyone deserves a great love story. But for seventeen-year old Simon Spier it’s a little more complicated: he’s yet to tell his family or friends he’s gay and he doesn’t know the identity of the anonymous classmate he’s fallen for online.
We need more stories like these featuring LGBT+ teens, we desperately need to see more of them told on the big screen.
13. Clueless (1995)
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school’s pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was and falls for him.
A classic, a classic, enough said.
12. But I’m a Cheerleader (1999)
Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn’t like kissing her boyfriend very much. And she’s pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to “sexual redirection” school, where she must, with other lesbians and gays learn how to be straight.
Deals with a serious topic in the funniest way possible, wish I had seen this one sooner than I did.
11. Coming To America (1986)
Prince Akeem, heir to the throne of Zamunda, leaves the tropical paradise kingdom in search of his queen. What better place than Queens, New York, to find his bride? Joined by his loyal servant and friend, Semmi, Akeem attempts to blend in as an ordinary American and begin his search.
Just barley missing the top ten, despite that Coming To America is one of my favorite comedies ever.
10. Bridget Jones’s Diary (2001)
A chaotic Bridget Jones meets a snobbish lawyer, and he soon enters her world of imperfections.
Relatable, relatable, relatable, ugh I hate how relatable Bridget Jones’s Diary is, but I love it at the same time for it anyways.
9. Imagine Me & You (2005)
During her wedding ceremony, Rachel notices Luce in the audience and feels instantly drawn to her. The two women become close friends, and when Rachel learns that Luce is a lesbian, she realizes that despite her happy marriage to Heck, she is falling for Luce. As she questions her sexual orientation, Rachel must decide between her stable relationship with Heck and her exhilarating new romance with Luce.
I am so happy that this movie exists and I am so happy that I have had the opportunity to find it, watch it, and welcome it into my heart. I love this movie deeply.
8. The Proposal (2009)
When she learns she’s in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.
Perfect modern day romantic comedy. It’s funny AND romantic! Nevertheless, I am actually rooting for the characters to end up together. Just yes! This is what I look for in a romantic comedy.
7. When Harry Met Sally… (1989)
During their travel from Chicago to New York, Harry and Sally debate whether or not sex ruins a friendship between a man and a woman. Eleven years later, and they’re still no closer to finding the answer.
What would romantic comedies be like without When Harry Met Sally… I shutter to even think about that thought of the state of romantic comedies without this iconic staple of the genre.
6. 13 Going On 30 (2004)
After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she’s thirty. With a little magic, her wish is granted, but it turns out that being thirty isn’t as always as awesome as she thought it would be!
I can’t describe the smile or the mood, 13 Going On 30 always seems to put me whenever I watch it, but it’s very close to the smile and happiness that radiates off Jennifer Garner in the photo above.
5. Crazy, Stupid, Love. (2011)
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal’s seemingly perfect life unravels, however, when he learns that Emily has been unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.
The ultimate movie that will always manages to get me in a hysterical fit and then the next have me be touched by a sweet thoughtful moment.
4. Jerry Maguire (1996)
Jerry Maguire used to be a typical sports agent: willing to do just about anything he could to get the biggest possible contracts for his clients, plus a nice commission for himself. Then, one day, he suddenly has second thoughts about what he’s really doing. When he voices these doubts, he ends up losing his job and all of his clients, save Rod Tidwell, an egomaniacal football player.
I don’t know what it is about Jerry Maguire that I think so highly of it, all I know is that it’s one of the best romantic comedy movies I have ever seen because it’s a lot more than just romantic comedy.
3. Down With Love (2003)
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
The most underappreciated film I have ever seen, but it’s okay because I will shower it with enough love that I make up for the general public not even knowing that Down With Love exist.
2. 10 Things I Hate About You (1999)
On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.
Best teen rom-com EVER!!!
1. The Apartment (1960)
Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he’s left with a major problem to solve.