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Romantic Comedies to Watch this Valentine's Day

Romantic Comedies to Watch this Valentine's Day

 Inigo Montoya, Vizzini, and Fezzik looking over the Cliffs of Insanity!

Inigo Montoya, Vizzini, and Fezzik looking over the Cliffs of Insanity!

The Princess Bride (1987)

What’s not to like about The Princess Bride? As grandpa would say, it has, “Fencing, fighting, torture, revenge, giants, monsters, chases, escapes, true love, miracles…” and on top of all of that it’s hilarious. If you’ve never seen this movie before go in with an open mind. The costuming and effects aren’t great, but they aren’t supposed to be. They’re supposed to be fun and whimsical.

 

 Sally and Harry enjoying a meal together.

Sally and Harry enjoying a meal together.

When Harry Met Sally (1989)

This is one of the best romantic comedies of all time. It wouldn’t be so awesome if it wasn’t for the amazing chemistry between Billy Crystal and Meg Ryan. It tells the story of two people whose lives keep intersecting, but it cuts the story with breaks where it talks to older couples about how they met. It’s hilarious and heartwarming.

 

 Rachel helping Peter forget Sarah. 

Rachel helping Peter forget Sarah. 

Forgetting Sarah Marshall (2008)

This movie might seem more comedy than romance, but it definitely should be categorized as a romantic comedy. Jason Segel proves he is not only hilarious, but he also has range. This movie includes excellent comedic actors like Mila Kunis, Kristen Bell and Russell Brand. You really can’t go wrong.

 

 Sydney pointing out a guy who is secretly farting in the house that Peter is showing.

Sydney pointing out a guy who is secretly farting in the house that Peter is showing.

I Love You Man (2009)

Another Jason Segel movie, but this one stars Paul Rudd. Even though the movie is about a man who is getting married, the relationship we watch blossom is between him and a new best friend. As Paul Rudd’s character goes looking for guys to be in his wedding party he ends up making a new friend and learning a lot about himself along the way. Some friendships were just destined to happen. There is also an excellent cameo by Lou Ferrigno in this movie and the laughs just keep coming.

 

 Claire and Phill Foster frantically calling to make sure their kids are safe.

Claire and Phill Foster frantically calling to make sure their kids are safe.

Date Night (2010)

Steve Carell and Tina Fey are both incredible comedic actors. In this movie their characters find out their friends are getting divorced and it freaks them out a bit. To try and not end up like their friends they go on a super fancy date night, but through a series of unfortunate events end up being mistaken for a couple who is in trouble with a gang leader. This movie includes a hilarious Mark Wahlberg and a brief cameo from Wonder Woman herself, Gal Gadot. It will have you laughing super hard, but it also shows that romance isn't just for people in the honeymoon faze.   

 

 Jacob teaching Cal how to be cool and pick up girls. 

Jacob teaching Cal how to be cool and pick up girls. 

Crazy Stupid Love (2011)

What can I say? Steve Carell never disappoints. In this movie his character finds out his wife, played by Julian Moore, cheated on him. They subsequently separated and he makes a young friend at a bar who tries to teach him how to talk to women. That young firend is Ryan Gosling. There is one moment towards the end of the movie where a bunch of plot lines come together and it is one of the funnier scenes I’ve ever watched.

 

 Sam Baldwin and his son Jonah meet Annie at the top of the Empire State Building.

Sam Baldwin and his son Jonah meet Annie at the top of the Empire State Building.

Sleepless in Seattle (1993)

Back to the golden age of romantic comedies, where Tom Hanks was the star and the romance was a little heavy handed compared to rom coms of today. Tom Hanks is truly one of the greatest actors of all time, but many of you may not realize that he was the go to guy for romantic comedies in the late 80s and early 90s. This movie is about a grieving man who calls in to a radio talk show to talk about his wife who passed away. He ends up getting mail from all over the country from women who would like to date him. His son finds letter from a woman (played by Meg Ryan) he thinks is perfect for his dad and takes matters into his own hands.

 

 Joe befriending Kathleen, his former business competitor. 

Joe befriending Kathleen, his former business competitor. 

You’ve Got Mail (1998)

Tom Hanks does it again in this super sweet, but also super dated rom com starring him and Meg Ryan. They had such incredible chemistry in Sleepless in Seattle that this movie was sure to be a hit. The reason it is so dated is because the entire concept is that they meet online through email and every time they get a message AOL says, “you’ve got mail.” There is something super fun about seeing a movie that is stuck in time like this. Plus the story is really sweet.  

 

 Henry meeting Lucy with her favorite flowers and a movie that will change her life.

Henry meeting Lucy with her favorite flowers and a movie that will change her life.

50 first Dates (2004)

I know that Adam Sandler isn’t for everyone, but I do think this is one of his better movies. Yes, it does have some of the over the top stuff that is childish and not very smart humor. They make some offensive jokes about a woman who they can never quite tell if she is a woman or a man. BUT the concept is that Drew Barrymore’s character got in a terrible accident that left her with short term memory loss. Every morning she starts her day thinking it is the day that she got in her accident. Adam Sandler’s character patiently wins her over day after day after day and eventually he and her family decide to try and explain to her what happened to her. He makes her a video that explains who he is and tells her all about their memories together. That dedication and love is so romantic and I freaking love this movie!


 

 The Average Joes learning how to play dodge ball.

The Average Joes learning how to play dodge ball.

Dodgeball (2004)

Ok this is another one that might have you scratching your head, but hear me out. This goofy Ben Stiller comedy is definitely a rom com. In the end the main character gets the girl. But as with Forgetting Sarah Marshall, this is more a comedy than romantic. It’s one of those dumb movies you can’t help but love. A small gym joins a dodgeball tournament to try and win their gym back from the mega gym who bought them out. Hilarity ensues.

 

 Andy, the 40 year old virgin, reading a Warioworld magazine.

Andy, the 40 year old virgin, reading a Warioworld magazine.

40 Year Old Virgin (2005)

Another Steve Carell movie! This is the movie that first introduced a lot of people to Steve Carell. It’s about a man who’s never had sex and is 40 years old. His friends desperately try to get him laid, but he ends up meeting someone who he really likes. After admitting to her that he’s a virgin they decide to wait until marriage because they want to make it special. It’s funny, but also sweet.

 

What movies do you like to watch for valentines day? Did I miss any on this list? Message us on twitter @MTTPodcast or Facebook at Movie Trailer Trash Podcast.

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