Top 10 Romantic Comedies

The Top 10 Romantic Comedies Ever!

The Way I see It

Okay, so here we are, searching for the top 10 romantic comedies of all time. Why are we looking for this info? Is it because you have a hot date coming over? Is it because you want to snuggle up to your wife, hubby, or significant other and watch a movie that can satisfy both of your entertainment needs, the love story for her, and the comedy for him?

What a delicate and difficult task it is to determine the top 10 romantic comedies of all time. In the last few years alone there have been ones that have become instant classics in my mind. To name a few; There’s Something About Mary, Meet the Parents, You Me & Dupree, Along came Polly, and many more. And who could ever leave out the fabled The Princess Bride when we are having this discussion?

So, it is clear that making a top 10 all time list is going to be a monumental task, but I have chosen to embark in that journey so people everywhere, no matter why they need this info can have it right at their finger tips.

Note – I will be breaking this topic down into decades after I determine my all time top 10, check the recent posts!


I agree, there is nothing better or more versatile than a quality romantic comedy to watch. As stated earlier, they are perfect for date nights, quiet evenings with the significant other, or a family gathering, you name it.

Finally, My Top 10 Romantic Comedies of All Time

At # 10 – Along Came Polly (2004) – Starring Ben Stiller and Jennifer Anniston, this instant classic cracks my top 10 list because it has the perfect dose of romance and comedy, and is sure to leave you wanting more. When Ben Stiller finds his new wife cheating on the honeymoon he does not know where to go. Until he finds an old middle school classmate (Jennifer Anniston), and everything changes!
At #9 The Wedding Singer (1998) – This is a great romantic comedy that can be perfect for date night, or perfect for a casual night on the couch with the significant other. Starring Drew Barrymore and Adam Sandler this film is a must watch. Both parties are engaged to be married, but to the wrong person. Luckily, they find each other and the madness that ensues during the process is both highly romantic, and amazingly funny.

At #8 High Fidelity (2000) – This funny and highly quotable film stars John Cusack, who plays the role of the every day man who retraces his past relationship history, only to find that he let the perfect gal slip through his fingertips. This movie is funny, and insightful and is a must watch for every couple!


At #7 Annie Hall (1977) – Often considered the crown jewel in a highly acclaimed and prolific film career, ANNIE HALL is Woody Allen’s only film to have won the Academy Award for Best Picture. This is another timeless classic, and one that should be enjoyed by every couple at one time or another.


At #6 Forgetting Sarah Marshall (2008) – This movie is an absolute gas! A star studded cast of Jason Segel, Kristen Bell, Mila Kunis and Russell Brand team up to bring us one of the funniest romantic comedies we may ever see. This movie delivers big time, and is a slam dunk top 10 because of the mixture of romance and comedy in the film. A MUST WATCH!

At #5 The 40 Year Old Virgin (2005) – The 40-Year-Old Virgin is a huge, goofy, hilarious mess of a movie that is anchored by the effortless charm of its two lead roles, Steve Carell and Catherine Keener. Their no-nonsense romance is surprisingly understated and adult in a movie with an outrageous premise and lewd jokes.

At #4 There’s Something About Mary (1998) – Starring Cameron Diaz and Ben Stiller, this movie will have you rolling from start to finish. When Ben Stiller seeks out his old High School sweetheart, things get a bit crazy. Sure, it is a little brash, but what do you expect? This one is an easy top 10 all time romantic comedy!

At #3 Pretty Woman (1990) – This film is a classic romantic comedy. Starring Julia Roberts and Richard Gere. A high profile businessman needs to hire an escort for some social gatherings. He ends up falling in love with you guessed it, Julia Roberts. This film is a timeless classic. Perfect for any date night!

At #2 Knocked Up (2007) – Starring Seth Rogen, Katherine Heigl, Paul Rudd, and Leslie Mann, this movie follows the repercussions of a drunken one night stand between Seth Rogen’s slacker character and Katherine Heigl’s newly promoted media personality that results in an unintended pregnancy. What happens next makes for a perfect romantic comedy that any couple could enjoy!

And The #1 Romantic Comedy Is… The Princess Bride (1987) – This timeless romantic comedy is one for everyone to watch. This film stars Cary Elwes, Mandy Patinkin and Robin Wright, and was directed by Rob Reniner. This film is a classic fairly tale, involving sword play, revenge, giants, a beautiful princess, and some kissing. This movie is rated my #1 on my top 10 Romantic Comedies list!


These are my Top 10 Romantic Comedies of all time. Any one of these movies is a perfect option whether you are in a romantic mood or if you feel like having a good laugh. The way these movies combine romance and humor is what sets them apart from other movies.

I truly hope you enjoyed reading this, and be sure to stop back soon as I will be breaking this category down into decades. We will rank the top 10 Romantic Comedies from the 80′s, 90′s, and 2000′s!

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