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Top Ten Best Romantic Comedy Films of All Time

Updated on April 30, 2015

Top Ten Romantic Comedy Films

Welcome to my Top Ten Romantic Comedy Films of all time list. There's nothing even better than watching movies on a weekends especially when it's a romantic comedy drama genres that will surely make you smile, cry and laugh all in one. These films are in no particular order thus I never miss out in my DVD collection. This is somehow the list of my favorites of what I think fall into the standard of my taste and categories of what is the best of the best out there.

Most of the films I listed here are rated PG or PG-13 and were made to suit even young viewers as well as those people young at heart. You shouldn't miss this one!

Rom-Com Films

Films That Can Make You Smile, Cry and Laugh

#1: Amelie (2001) - One person can change your life forever.

Amelie is a story about a girl named Amelie Poulain whose childhood was suppressed by her Father's mistaken concerns of a heart defect. With these concerns Amelie gets hardly any real life contact with other people.

This leads Amelie to resort to her own whimsical world and dreams of love and beauty. She later on becomes a young woman and moves to the central part of Paris as a waitress. After finding a lost treasure belonging to the former occupant of her apartment, she decides to return it to him. After seeing his reaction and his new found perspective - she decides to devote her life to the people around her. Such as, her father who is obsessed with his garden-gnome, a failed writer, a hypochondriac, a man who stalks his ex girlfriends, the "ghost", a suppressed young soul, the love of her life and a man whose bones are as brittle as glass. But after consuming herself with these escapades - she finds out that she is disregarding her own life and damaging her quest for love...

Audrey Tautou as Amelie Poulain in the movie Amelie

Audrey Tautou as Amelie Poulain in the movie Amelie
Audrey Tautou as Amelie Poulain in the movie Amelie

Buy Amelie (Blu-ray) on Amazon

Amelie
Amelie

Like the star of Chocolat, the title character of this magical comedy also wants to heal people inside. But this particular healer is a daydreamer with an irresistible smile, a Louise Brooks bob hairstyle or an Audrey Hepburn-like bun when it's tied up, and will charm the pants off the iciest of souls. Director Jean-Pierre Jeunet uses some quirky film techniques, mostly visual imagery, such as a scene when Amelie literally dissolves into water. The onscreen narration is also useful. At times, it sets the stage for turning points in the film. Earlier, it describes the likes and hates of the Poulaines and the one important characteristic of the Two Windmill employees. He creates an imaginative film that's a breather from the usual Hollywood grind. But it's his closeups of Amelie and her smile that make this worth seeing over and over. -excerpt from Amazon Reviews

 

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#2: (500) Days of Summer (2009) - Boy meets girl. Boy falls in love. Girl doesn't.

Tom Hansen (Joseph Gordon-Levitt) is one heartbroken guy who loves architecture but works as a writer in a greeting card company where he suddenly meets Summer Finn (Zooey Deschanel) the girl of his dreams.

Now he's fallen and fallen harder for her but she doesn't want to confirm in any relationship with him. Eventually, Tom ends up questioning their status with one another, which manages to put strain on the relationship, causing her to request the dreaded "time apart" until the relationship suddenly ended.

Zooey Deschanel as Summer and Joseph Gordon-Levitt as Tom

Zooey Deschanel as Summer and Joseph Gordon-Levitt as Tom
Zooey Deschanel as Summer and Joseph Gordon-Levitt as Tom

Buy (500) Days of Summer (Blu-ray) on Amazon

(500) Days of Summer [Blu-ray]
(500) Days of Summer [Blu-ray]

Boy meets girl, boy loses girl. It's been done to emo death. That's why the sublimely smart-sexy-joyful-sad (500) Days of Summer hits you like a blast of pure romantic oxygen" and concludes: " (500) Days of Summer is otherwise a different kind of love story: an honest one that takes a piece out of you." -Rolling Stone

 

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#3: Serendipity (2001) - The love of your life could be in line for popcorn.....

Jonathan Trager (John Cusack) and Sara Thomas (Kate Beckinsale) met while shopping for gloves in New York. Though buying for their respective lovers, the magic was right and a night of Christmas shopping turned into romance. Jon wanted to explore things further but Sara wasn't sure their love was meant to be. They decided to test fate by splitting up and seeing if destiny brought them back together...

Many years later, having lost each other that night, both are engaged to be married. Still, neither can shake the need to give fate one last chance to reunite them. Jon enlists the help of his best man to track down the girl he can't forget starting at the store where they met. Sara asks her new age musician fiancé for a break before the wedding and, with her best friend in tow, flies from California to New York hoping destiny will bring her soulmate back. Near-misses and classic Shakespearean confusion bring the two close to meeting a number of times but fate will have the final word on whether it was meant to be.

Kate Beckinsale and John Cusack in Serendipity

Kate Beckinsale and John Cusack in Serendipity
Kate Beckinsale and John Cusack in Serendipity

Buy Serendipity (Blu-ray) on Amazon

Serendipity
Serendipity

Magic happens, if you let it; and sometimes even fate or destiny-- or whatever you want to call it-- steps in to lend a hand. But when it concerns love, and finding that special person you're going to spend the rest of your life with, should you risk tempting fate with a test of that love or what is seemingly meant to be, or should you just follow your apparent destiny and embrace it? Such are the questions two people must face and answer in the romantic comedy/drama "Serendipity," directed by Peter Chelsom. Jonathan Trager (John Cusack) is shopping for a gift for his girlfriend, and Sara Thomas (Kate Beckinsale) is looking for something for her boyfriend when they reach for the same pair of gloves on a rack at Bloomingdales. And the wheels of fate are quickly turning. -Amazon Customer's Review

 

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#4: Pretty Woman (1990) - She walked off the street, into his life and stole his heart.

Edward is a rich, ruthless businessman who specializes in taking over companies and then selling them off piece by piece. He travels to Los Angeles for a business trip and decides to hire a prostitute. They take a liking to each other and he offers her money if she'll stay with him for an entire week while he makes the "rich and famous" scene (since it doesn't do for a man of his stature to be alone at society parties and polo matches). Romantic comedy (and complications) ensue.

Richard Gere and Julia Roberts in Pretty Woman

Richard Gere and Julia Roberts in Pretty Woman
Richard Gere and Julia Roberts in Pretty Woman

Buy Pretty Woman (Bluray) on Amazon

Pretty Woman [Blu-ray]
Pretty Woman [Blu-ray]

It's "Pretty Woman" with Julia Roberts and Richard Gere in one of the best feel-good movies ever. (Plus great music.) What more can you say?!

 

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#5: When Harry Met Sally (1989) - Can two friends sleep together and still love each other in the morning?

Harry and Sally meet when she gives him a ride to New York after they both graduate from the University of Chicago. The film jumps through their lives as they both search for love, but fail, bumping into each other time and time again. Finally a close friendship blooms between them, and they both like having a friend of the opposite sex. But then they are confronted with the problem: "Can a man and a woman be friends, without sex getting in the way? -excerpt from IMDb

Billy Crystal and Meg Ryan in When Harry Met Sally

Billy Crystal and Meg Ryan in When Harry Met Sally
Billy Crystal and Meg Ryan in When Harry Met Sally

Buy When Harry Met Sally on Amazon

When Harry Met Sally - Special Edition
When Harry Met Sally - Special Edition

A great date movie. A humorous and delightfully honest movie about relationships. Wonderful movie. Memorable dialogue.

 

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#6: Sex and the City (2008) - Get Carried Away.

After moving in together in an impossibly beautiful New York apartment, Carrie Bradshaw and Mr. Big make a rather arbitrary decision to get married. The wedding itself proves to be anything but a hasty affair--the guest list quickly blooms from 75 to 200 guests, and Carrie's simple, label-less wedding gown gives way to an enormous creation that makes her look like a gigantic cream puff. An upcoming photo spread in Vogue puts the event--which will take place at the New York Public Library--squarely in the public eye.

Meanwhile, Carrie's girlfriends--Samantha, the sexpot; Charlotte, the sweet naif; and Miranda, the rigid perfectionist--could not be happier. At least, they couldn't be happier for Carrie. Charlotte still has the unrealized hope of getting pregnant. Samantha is finding a loving, committed relationship more grueling than she could have imagined. Miranda unwittingly lets her own unhappiness--created when Steve admits to cheating on her just once spoil Carrie's... -excerpt from IMDb

Sex and the City

Sex and the City
Sex and the City

Buy Sex and the City on Amazon

Sex and the City: The Movie (Single-Disc Widescreen Edition)
Sex and the City: The Movie (Single-Disc Widescreen Edition)

Everything in the movie clicked and felt right from the storyline, the funny situations and the blips that happen along the way. Watching the movie version of "Sex & The City" was like watching an extended version of one of the television episodes, letting us, the viewers, see where & what the characters are up to now.

 

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#7: 50 First Dates (2004) - Imagine having to win over the girl of your dreams... every friggin' day.

Henry Roth lives in a Hawaiian paradise with the company of endless women with no strings attached. This is until he meets Lucy Whitmore. Both Henry and Lucy enjoy the company of each other and feels the start of a serious relationship occurring. Approaching Lucy the next day, Henry is confused when Lucy fails to recognise him. This is the moment Henry discovers that Lucy actually suffers from short term memory loss and can't remember each individual day. Henry won't let this stop him and is prepared to make her fall in love with him all over again, each and every day. -excerpt from IMDb

Drew Barrymore and Adam Sandler in 50 First Dates

Drew Barrymore and Adam Sandler in 50 First Dates
Drew Barrymore and Adam Sandler in 50 First Dates

Buy 50 First Dates (Bluray) on Amazon

50 First Dates [Blu-ray]
50 First Dates [Blu-ray]

Like the title says, it was great if you like this sort of movie. Just the right amount of sappy mixed in with a good dose of funny.

 

50 First Dates Poll - Tell us what you think..

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#8: The Proposal (2009) - Here comes the bribe...

For three years, Andrew Paxton has slaved as the assistant to Margaret Tate, hard-driving editor at a New York publisher. When Margaret, a Canadian, faces deportation for an expired visa, she hatches a scheme to marry Andrew - he agrees if she'll promise a promotion. A skeptical INS agent vows to test the couple about each other the next Monday. Andrew had plans to fly home that weekend for his grandma's 90th, so Margaret goes with him - to Sitka, Alaska - where mom, dad, and grams await. Family dynamics take over: tensions between dad and Andrew, an ex-girlfriend, Andrew's dislike of Margaret, and her past color the next few days, with the INS ready to charge Andrew with fraud. -excerpt from IMDb

Sandra Bullock and Ryan Reynolds in The Proposal

Sandra Bullock and Ryan Reynolds in The Proposal
Sandra Bullock and Ryan Reynolds in The Proposal

Buy The Proposal (Bluray) on Amazon

The Proposal (+ Digital Copy) [Blu-ray]
The Proposal (+ Digital Copy) [Blu-ray]

If you have just survived another tough week at the office and are looking for a weekend pick me up, "The Proposal" is your sure bet. Yes, I laughed outloud often, and so did most of the audience. The comment frequently heard as the credits rolled was: "Ooohhh, that was sooo goooood!". -Amazon Customer's Review

 

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#9: The Wedding Singer (1998) - Before the internet, Before cell phones, Before roller-blades, There was a time... 1985. Don't pretend you don't remember.

Robbie Hart is singing the hits of the 1980s at weddings and other celebrations. He also can keep the party going in good spirit, he knows what to say and when to say it. Julia is a waitress at the events where Robbie performs. When both of them find someone to marry and prepare for their weddings, it becomes clear that they've chosen wrong partners. -excerpt from IMDb

Drew Barrymore and Adam Sandler in The Wedding Singer

Drew Barrymore and Adam Sandler in The Wedding Singer
Drew Barrymore and Adam Sandler in The Wedding Singer

Buy The Wedding Singer (Bluray) on Amazon

The Wedding Singer (Totally Awesome Edition) [Blu-ray]
The Wedding Singer (Totally Awesome Edition) [Blu-ray]

It's 1985 and Adam Sandler is the ultimate master of ceremonies...until he is left at the altar at his own wedding. He starts to pick up the pieces of his heart after meeting Drew Barrymore but she's about to have a wedding of her own.

 

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#10: You've Got Mail (1998) - Someone you pass on the street may already be the love of your life.

This sweet romantic comedy reunites "Sleepless In Seattle" stars Meg Ryan and Tom Hanks. He's the owner of a bookstore chain; she's the woman he falls for online. Both are unaware that she runs the little shop his company is trying to shut down.

Meg Ryan and Tom Hanks in You've Got Mail

Meg Ryan and Tom Hanks in You've Got Mail
Meg Ryan and Tom Hanks in You've Got Mail

Buy You've Got Mail on Amazon

You've Got Mail (Deluxe Edition)
You've Got Mail (Deluxe Edition)

This is a dreamy New York City film that everyone wishes was their real life!

 

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How about you? Do you love watching Romantic Comedy Films?

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    • profile image

      jamesnodturft 6 years ago

      I think "all time" is pretty overstated when the oldest film on your list was made in 1989! Some of these are great, but older rom-coms are great too!

    • Wendy L Henderson profile image

      Wendy Henderson 6 years ago from PA

      great list!

    • SciTechEditorDave profile image

      David Gardner 5 years ago from San Francisco Bay Area, California

      Well... I like the "comedy" part and my wife likes the "romantic" part... So, yeah, we like "romantic comedies" ... And you've listed a bunch of our favorites here.

    • TapIn2U profile image

      TapIn2U 5 years ago

      I hope could find one with an English subtitle on that Amelia movie. Great list of comedy films! Sundae ;-)

    • profile image

      osteopath_fan 5 years ago

      I am a sucker for romantic comedy films and this list is just awesome! I have watched 7 out of 10 of what you posted and I would want to watch Amelie. Do you have links of this movie with english subs? Thumbs up!

    • Stacy Birch profile image

      Stacy Birch 5 years ago

      Interesting lens

    • Vortrek Grafix profile image

      Vortrek Grafix 3 years ago

      Great stuff. Nicely presented too.

    • profile image

      romangurl345@gmail.com 2 years ago

      Korean movies & dramas are really romantic and funny!! These are some of the best korean dramas in my list..chk this out!! https://www.youtube.com/watch?v=JN8gz5DfjQY ,https://www.youtube.com/watch?v=aPoe0kXjZuE

    • profile image

      Seyna 2 years ago

      I've been following you guys ever since you first droeppd on goodmusicallday and honestly haven't stopped listening since. The beats and lyrics and annunciations are just so spot on your style is unmistakeable. You guys are about to blow up huge, its about damn time. I know you guys are probably busy touring right now but I just want you to know that you've got a large fan base in the Lancaster, PA area. Going to school out here at Franklin & Marshall College I would love to see you around here soon. The Chameleon Club in Lancaster is usually blowing up, check it out and I know you will sell that shit out. Love Ground Up Sounds. Keep it real-Kyle

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