Best Romantic Comedies of All Time

Who doesn’t love a good rom-com? Even people who say that they don’t like them, eventually find themselves enjoying them from time to time. I do have to add this disclaimer that I am 24, and while I enjoy movies from all decades, most of these will be from the year 2000 and after. I’m sure there are more romantic comedies that I would love from before my time, but for now I can just go on what I’ve seen. Also, as usual this is in no particular order.

Crazy, Stupid, Love (2011)


I loved this movie so much the year it came out, when I was a freshman in high school, and recently I decided to give it a re-watch. Both Steve Carell and Ryan Gosling give great, hilarious performances and the twist at the end is genius. I’m not great at predicting things in movies, and I never saw any of it coming. I love how this movie is very funny, while still having some real sweet moments.

Forgetting Sarah Marshall (2008)


This is another movie that I grew up with. I watched it for the first time when it came out at probably way too young of an age. If my mother would have known that I was watching a movie that showed Jason Segel’s…uh…conch shell (?) not once, but twice. Granted, this movie is very “Apatow” as the last 20 minutes feel like they drag, but there is some amazing comedy. Jonah Hill in particular has a really small part, but has some of my favorite lines in the whole film.

When Harry Met Sally (1989)

harry sally.jpg

I know that I had that whole spiel about not watching any films from before I was born, but I recently watching this movie and I loved it. Harry and Sally’s relationship is so real and cute, and Billy Crystal has some of the best one-liners ever. I think that if I had a gun to my head and absolutely had to pick a favorite rom-com, this would be my winner.

Bridesmaids (2011)


Now. If I had to give an award for the rom-com that I have watched the most times, that medal would absolutely be going to Bridesmaids. It is so re-watchable and is probably my most quoted movie of all time. The only thing is that I feel like calling it a romantic comedy may be pushing it, since the little bit of romance between Annie and Rhodes is not even close to the star of the show, but I don’t care. This movie still deserves it’s spot.

13 Going on 30 (2004)

13 going

I loved this movie at 13, and I’m going to love it at 30. Mark Ruffalo is such a dreamboat, and who hasn’t fantasized about doing a “Thriller” flash mob at an overly fancy work party. I think that this movie is more on my list for nostalgia purposes, but it is still great. Anybody who said to themselves when they were younger that they can’t wait to grow up, and then grew up and realized that was crap, will like this movie.

The Proposal (2009)


While Sandra Bullock in this film will go down in history as one of the worse bosses in history, this is really just a good movie. Before Ryan Reynolds was the Deadpool we all know and love, and about a month after he was the Deadpool we all know and hate, he played a sarcastic-but-lovable smart ass (sooooo basically just Deadpool if he had a good job). Betty White obviously steals every scene she is in, and made every mom who saw this movie think that singing “Get Low” made them hip.



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