This initially started out as a post about the top 10 best romantic comedies of all time, but there are just so many of them that I love obsessively. So, I thought why not share my favourite or if I may say so the best romantic comedies that I watch when I am feeling down.
But before I begin my official list I thought I should give honourable mentions to Mike and Dave Need Wedding Dates, Just go with it, Sleepless in Seattle and Think Like A Man which are movies I have watched at least 10 times each, and am going to keep watching till I die even though they didn’t officially make the cut in this category.
So let’s jump right to it.
My Favourite / Best Romantic Comedies List
30. When In Rome
Don’t we love a gorgeous blonde girl falling in love with a handsome brown-eyed guy? Kristen Bell and Josh Duhamel star in this hilarious romantic comedy, which also happens to star her real-life husband Dax Shepherd. The movie revolves around a magical fountain of love in Rome, which according to the legend portrayed in the film, helps people who throw coins into it find true love. The trouble starts when Beth, played by Kristen Bell gets drunk at a wedding and decides to take a stroll in the fountain.
The film has picturesque scenes, hilarious dialogues, and great chemistry. One of the more far-fetched and wilder, but definitely one of the best romantic comedies I have seen for sure, that I still could watch it many more times.
Beth’s Dad: Baby… the passion is in the risk. It’s like I always say, If you’re going to be a bear…
Beth: …be a grizzly.
29. Mamma Mia
Meryl Streep, Amanda Seyfried, Colin Firth, Pierce Brosnan, music and Greece, are you kidding me? What more could you ask for from a movie? If you are a fan of the pop group ABBA, or you just love a good musical, this is a must-watch. The fun begins when Meryl Streep (Donna) discovers her daughter Sophie, played by Amanda Seyfried has invited three of Donna’s past lovers to her wedding. The catch? She doesn’t know which one of them is Sophie’s father.
Great music, fun dance numbers, witty dialogues and impeccable casting this film has it all.
What would you write to a total stranger?
‘Please come to my wedding, you might be my father’? No.
28. Isn’t it Romantic
Although it was considered to be a romantic comedy spoof, particularly tackling the main concept of most romcoms which is a skinny gorgeous, high-strung girl falling in love with the sexy, funny, playboy. Rebel Wilson stars in this film along with Liam Hemsworth, Adam Devine and Priyanka Chopra.
The plot of the film goes like this, a young lady who hates romantic comedies, finds that her life overnight has officially become one. If you like out of the box films that make you chuckle, give this one a try.
Natalie: And then, like, in those movies, when there are two women in the same workplace, they have to be like mortal enemies. Look at us. Like, I love you, I think you’re the best. The idea that two women can’t root for each other at work is just disgusting.
27. Forgetting Sarah Marshall
Okay, I might just forking love Kristen Bell alright?
Another weird and raunchy yet endearing romantic comedy that I could watch over and over again is Forgetting Sarah Marshall. Jason Seigel gets dumped by his long time girlfriend played by Kristen Bell and after months of wallowing, he decides to take a vacation to Hawaii to get her out of his head. When he turns up at his hotel, guess who he bumps into? His ex and her new man played by the erratic Russel Brand.
I love this one because it’s a romantic comedy with a completely unique storyline, hilarious script and relatable situations.
Favourite Dialogue :
Peter Bretter: ‘Cause my heart is broken, and I can’t imagine doing anything right now. It’s probably the same reason… you don’t go back to school, you know? Maybe it’s good we got hurt like that, you know? don’t know about you, but it makes me feel impervious to pain.
Rachel Jansen: Yeah. Kind of like there’s nothing left to be afraid of.
26. Set it Up
The first Netflix movie to make it on my list is Set it Up. The movie revolves around the lives of two over-worked young assistants who decided to make their lives easier by setting their bosses up with each other. It stars Zoe Dutch and Glen Powell.
The movie is a super relatable modern romantic comedy, doesn’t get too dramatic and all the actors have great chemistry. Did I mention Lucy Liu is in this film?
“Kirsten’s like if Miss Piggy and Voldemort had a baby and that baby had low blood sugar and hadn’t had sex in a year.”
“Don’t talk about babies having sex, what’s wrong with you?”
25. The Five Year Engagement
Okay I may have a slight crush on Jason Siegel since How I Met Your Mother, but it’s not my fault he is in some really good romcoms. This rom-com is as real as it gets. And as the title suggests is about a couple madly in love who get engaged and then life happens.
We follow the lives of Tom and Violet played by Jason Siegel and Emily Blunt, as they let career and other aspects of their life continually extend their engagement.
The first important thing to remember about marriage is that it requires commitment. The second is that so does insanity.
24. 13 going on 30
This one is a heartwarming tale with a hilarious plot and empowering message. Jennifer Garner plays Jenna Rink who after an embarrassing dance prays to become 30 years old, and the next day she wakes up as one with no recollection of what happened in the past 17 years.
You’ll love Garner’s innocent take on the role. It’s a feel-good film that stars the always charming Mark Ruffalo.
Okay, you can wipe the doe-eyed, Bambi-watching-her-mother-get-shot-and-strapped-to-the-back-of-the-van look from your face.
23. The Wedding Year
The Wedding Year is a new-age romantic comedy that I absolutely fell in love with. It stars Sarah Hyland and Tyler James, who are young dreamers who fall in love in the city of angels, Los Angeles.
It’s got everything you need- great visuals, funny dialogues, and anybody watching this movie will be sure to agree that a wedding is the ultimate test of your relationship. I have nothing but love for this film, which is why I did a whole review on it. You can check it out here, and I promise no spoilers!
She is trying to steal your heart and I am going to stop her by…. Dancing.
22. The Holiday
This film stars four Hollywood stars namely Kate Winslet, Cameron Diaz, Jude Law, and Jack Black. We follow the story of two women who get sick of the lives they are currently living and decide to take a holiday and live in someone else’s house for a change. Kind of like an Airbnb but before that became an actual thing.
What I loved about the film is how natural the acting is and how the movie just seems to flow easily. The movie really makes you wonder how just one decision can change your whole life.
I understand feeling as small and as insignificant as humanly possible. And how it can actually ache in places you didn’t know you had inside you. And it doesn’t matter how many new haircuts you get, or gyms you join, or how many glasses of chardonnay you drink with your girlfriends… you still go to bed every night going over every detail and wonder what you did wrong or how you could have misunderstood. And how in the hell for that brief moment you could think that you were that happy.
21. Pretty Woman
Julia Roberts. Richard Gere. Love. Fashion. I just can’t get enough of this film. The story follows the lives of a businessman who falls in love with a prostitute. Slightly unorthodox, but still tasteful.
My favourite part of the film is its iconic dialogues. The story has its highs and lows and gives you that warm fuzzy feeling by the time the credits roll-up.
The first guy I’ve ever loved was a total nothing. The second was worse. My mom called me a bum magnet. There was a bum in a fifty-mile radius, I was completely attracted to him.
20.Friends With Benefits
Mila Kunis (Jamie) and Justin Timberlake (Dylan) play an executive recruiter and new artist on the block who decides to bang it out and still stay friends. They had a pact and everything. What they didn’t plan on was falling in love.
I love the chemistry between the two lead actors and the movie deals with the age-old question ‘Can a boy and a girl just be friends?’
It’s not who you want to spend Friday night with. It’s who you want to spend all day Saturday with.
19. Sweet Home Alabama
Reese Witherspoon plays an up and coming designer who falls in love with a politician. When she heads back to her hometown Alabama to get some affairs in order, she has to confront her ex-boyfriend and townsfolk whom she left behind to make her designer dreams a reality.
The film is full of heartwarming moments, witty dialogues and amazing romantic gestures.
What is with you southern girls? You can’t make the right decision till you have made all the wrong ones.
18. You’ve Got Mail
You cannot beat the palpable chemistry between Meg Ryan and Tom Hanks. They play two business reveals who manage to fall in love over the internet. This movie was released in a time when emailing was a huge thing, so it’s pretty cute to watch.
Witty banter, great story, and pure chemistry – this movie has it all
Don’t you love New York in the fall? It makes me want to buy school supplies. I would send you a bouquet of newly-sharpened pencils if I knew your name and address. On the other hand, this not knowing has its charms.
17. 10 Things I Hate About You
When a hot-tempered intellectual teenage girl is surprisingly taken by the bad boy of the school romance ensues. Heath Ledger’s musical number, wild teenage parties, and great casting, this movie is sure to keep you entertained.
Oh and in case you didn’t know the film is a modern adaptation of William Shakespeare’s The Taming of the Shrew.
Who needs affection when I have blind hatred?
16. My Best Friend’s Wedding
This movie stars Julia Roberts, Dermot Mulroney, and Cameron Diaz, and it’s the love triangle you just can’t get enough. When Roberts’s best friend played by Mulroney announces he is getting married, she realizes he is in love with him herself. Then she sets off on a mission to ruin his wedding.
Iconic moments, memorable dialogues, and a heartwarming story. This story has it all.
I’m a busy girl. I’ve got exactly four days to break up a wedding, steal the bride’s fella, and I haven’t one clue how to do it.
15. 500 days of summer
A classic boy meets girl love story, sorry NOT love story. This isn’t your typical boy chases girl story, it’s one of a kind, it’s raw, it’s real, because believe it or not there are people in this world who do not believe falling in love is the end goal.
It tells the tale of a 500-day relationship and all the agony that comes after. It may not conventionally fit in the romantic comedy bracket but it’s just right on the border.
We’re weirdos. But that’s who we are. And that’s fine.
14. Bridget Jones’s Diary
She is not your typical slim-waisted, ambitious lady with a wild side. She is a real, emotional, and possibly a future alcoholic woman who writes all her thoughts in her diary. Her life changes when two men start fighting for her affection.
Renee Zellwegger plays Bridget Jones and the two men in her life are played by Colin Firth and Hugh Grant, literally the kings of romantic comedies. Embarrassment, ambition, passion, and redemption this story is one that will keep you laughing.
December 25, weight 140 pounds plus 42 mince pies. Alcohol units, oh, thousands. BUGGER OFF!
13. Crazy Rich Asians
Most people don’t know this but love marriages are not the norm in Asian families. So if you do fall in love and have to take your partner home, well, I don’t know if there is anything more terrifying than that. That’s the general premise of this film, it’s just that the family Rachel Chu, the protagonist of the film is going to meet is Crazy Filthy Rich.
Beautiful cinematography, exploration of cultures, amazing casting, and an empowering story – this movie has won the hearts of literally everyone who has ever watched it.
I can’t believe this airport has a butterfly garden and a movie theater. JFK is just salmonella and despair
12. The Ugly Truth
A high-strung producer in search of Mr. Right has to deal with a misogynistic play-boy who believes love is a fantasy. Katherine Heigl and Gerard Butler sizzle in this hilarious rom-com of yin vs yang.
He believes that he knows what men want and helps her become that, but who wins at the end? I love the hatred between the two at the beginning of the film, the hilarious restaurant meeting scene, and the unforgettable romantic moments that make it the whole package.
Listen to you. Desperately asking me if you sounded desperate?
11. 27 Dresses
Yes, another Katherine Heigl film! Hey, she has some pretty good romantic comedies okay? This one is about a hardworking woman who has been a bridesmaid 27 times but never the bride. She falls in love with the wrong guys and has to deal with other women stealing them from under her nose.
Oh and by other women, I mean her sister. So grab your popcorn and your tissues, because this one’s bound to make you laugh, cry, and believe in love again.
I feel like I just found out my favorite love song was written about a sandwich.
10. 50 first dates
Adam Sandler and Drew Barry are one of my favourite romantic comedy couples. They also star together in The Wedding Singer and Blended. Sandler plays Henry, a veterinarian who falls in love with Lucy (Barrymore) an artist who has anterograde amnesia which means ger memory only lasts as long as the number of hours as she is awake. Henry decides to win her over every new day.
A touching yet hilarious story with great on-screen chemistry, another one of the greatest romantic comedies of all time!
I was petting my walrus all morning and I was thinking of you the whole time.
9. Life As We Know It
Okay, I promise this is the last Katherine Heigl one! Holly Berenson (Katherine Heigl) and Eric Messer (Josh Duhamel) become parents overnight as their best friends die in a car crash naming them the godparents of their infant daughter. The first problem is they hate each other and the second neither of them know how to take care of a child.
Their entire life changes and now revolves around a baby. They battle life, emotions, careers and neighbours as they do their best to do right by their best friends.
So I’m at the drug store and it dawns on me that women stare at men carrying a baby like a guy will stare at a woman with a great rack.
8. Easy A
A young woman (Emma Stone) decides to tell her entire school that she and her friend did, when they didn’t just to gain a reputation. Oh, and what a reputation she gained!
Her life and friendships come tumbling down while the guy she is really crushing on (Penn Badgely) is left on the sidelines. Hilarious story, witty dialogues, chill parents and a judgemental school, all the ingredients for a good romantic comedy.
Here you go. I just don’t want this *thing* you’re going through to define your life. Olive, do what you got to do; let your freak flag fly. Just make sure you have an exit strategy.
7. The Proposal
An uppity editor Margaret Tate (Sandra Bullock) proposes to her assistant Andrew Paxton (Ryan Reynolds) to get her visa extended, so she doesn’t have to leave the country. The situation forces them to get to know each other better and well sparks start to fly.
Picturesque visuals, amazing chemistry, and a story that will have you in splits – this is one of the best romantic comedies to ever grace the world. And the film also stars the always delightful Betty White.
Margaret Tate: What am I allergic to?
Andrew Paxton: Pine nuts, and the full spectrum of human emotion.
6. Definitely, Maybe
Okay, I had to add another Ryan Reynolds one. Ryan Reynolds who plays a political consultant tries to explain all his past relationships to his 11-year-old daughter. What he doesn’t say is which one her mother is.
I especially love this one because it’s a romantic comedy with a little mystery in it. The movie also stars Elizabeth Banks, Abigail Breslin, Isla Fisher, and Rachel Weisz.
If we stay together, Will, we’re gonna be miserable. I’m gonna hold you back from all these incredible dreams that you have. And then eventually you’re totally gonna hate me for it.
5. When Harry Met Sally
Harry and Sally have been best friends for years, and sure they are attracted to each other, but they fear doing the deed might ruin their friendship. Are they right?
This one is considered to be one of the best romantic comedies of all time. It’s got great casting, a funny story, and amazingly witty banter.
When I buy a new book, I read the last page first. That way, in case I die before I finish, I know how it ends. That, my friend, is a dark side.
4. Love, Simon
This is a story I loved so much, that I watched it two more times the same week after I first saw it. Love, Simon is the story of a closeted gay teenager who writes letters back and forth to a boy who goes to the same school. But the fact remains, he doesn’t know who he is writing to and yet they build a close romantic relationship. He is forced to balance his anonymous relationship, his friendships, his family, and a blackmailer who threatens to out him.
One of the sweetest films I have ever watched with great dialogues and an amazing story that stays with you.
Sometimes I feel like I’m always on the outside, there’s this invisible line that I have to cross to really be a part of everything and I just can’t ever cross it.
3. It’s Complicated
Starring Meryl Streep and Alec Baldwin, It’s Complicated, tells a tale of a love story gone sour, but lucky for us new loves, drama and old mistakes are just around the corner. Unlike most of the best romantic comedies, this one tells the story of a divorce and its aftermath.
What I love most about this film is the chemistry between the two leading actors, John Krasinsky and a perfect ending, which may surprise you.
Jane: Don’t you ever eat at your house?
Jake: Pedro dictates most meals and he has a very… limited palate.
2. Crazy Stupid Love
This film tells the story of a recently separated middle-aged man (Steve Carrel) and a handsome playboy (Ryan Gosling), who become unlikely friends or have a weird mentor-mentee relationship.
This movie also has incredible performances by Emma Stone and Julianne Moore. My favourite part of this film will definitely be the dirty dancing scene. I can never get enough of this film.
Honestly, I don’t know if I should help you or I should euthanize you.
1. How to Lose a Guy in 10 Days
I know, I know this movie is not everyone’s favourite romantic comedy, but it just won my heart many, many years ago and I am not ready to give up the number one spot. The film tells the story of an ambitious writer who agrees to write a post on ‘How to Lose a Guy in 10 Days’ so that she can get to write about the topics she wants like politics and war. The guy she picks has a similar agenda.
First of all Mathew McConaughey and Kate Hudson look absolutely delicious together on screen. Their chemistry, witty banter, and crazy dramatic and touching moments are sure to steal your heart.
Andie: Our love fern! You let it die!
Ben: No, honey, its just sleeping.
That concludes the list of my favourite or the top best romantic comedies of all time! I hope you enjoy posts like these, let me know what you would like to see next in the comments below.
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