The Best Romantic Comedies For Valentine's Day

As a straight man, these movies don't make me want to gouge my eyes out and pull off my ears.
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1.
When Harry Met Sally... (1989)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship. (96 mins.)
Director: Rob Reiner
 
2.
Love Actually (2003)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England. (135 mins.)
Director: Richard Curtis
 
3.
Moonrise Kingdom (2012)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A pair of young lovers flee their New England town, which causes a local search party to fan out to find them. (94 mins.)
Director: Wes Anderson
 
4.
Forgetting Sarah Marshall (2008)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend. (111 mins.)
 
5.
Pretty Woman (1990)
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love. (119 mins.)
Director: Garry Marshall
 
6.
Sleepless in Seattle (1993)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A recently widowed man's son calls a radio talk-show in an attempt to find his father a partner. (105 mins.)
Director: Nora Ephron
 
7.
Knocked Up (2007)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
For fun-loving party animal Ben Stone, the last thing he ever expected was for his one-night stand to show up on his doorstep eight weeks later to tell him she's pregnant with his child. (129 mins.)
Director: Judd Apatow
 
8.
Groundhog Day (1993)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A weatherman finds himself inexplicably living the same day over and over again. (101 mins.)
Director: Harold Ramis
 
9.
The 40-Year-Old Virgin (2005)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother. (116 mins.)
Director: Judd Apatow
 
10.
Wedding Crashers (2005)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary. (119 mins.)
Director: David Dobkin
 
11.
Clueless (1995)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A rich high school student tries to boost a new pupil's popularity, but reckons without affairs of the heart getting in the way. (97 mins.)
Director: Amy Heckerling
 
12.
While You Were Sleeping (1995)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A hopeless romantic Chicago Transit Authority token collector is mistaken for the fiancée of a coma patient. (103 mins.)
Director: Jon Turteltaub
 
13.
The Princess Bride (1987)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
While home sick in bed, a young boy's grandfather reads him a story called The Princess Bride. (98 mins.)
Director: Rob Reiner
 
14.
Back to the Future (1985)
    1 2 3 4 5 6 7 8 9 10 8.5/10 X  
Marty McFly, a 17-year-old high school student, is accidentally sent 30 years into the past in a time-traveling DeLorean invented by his close friend, the maverick scientist Doc Brown. (116 mins.)
Director: Robert Zemeckis
“ This movie works as a lot of things and romantic comedy is one. ” - jwoehr
 
15.
Say Anything... (1989)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
A noble underachiever and a beautiful valedictorian fall in love the summer before she goes off to college. (100 mins.)
Director: Cameron Crowe
 
16.
Jerry Maguire (1996)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
When a sports agent has a moral epiphany and is fired for expressing it, he decides to put his new philosophy to the test as an independent with the only athlete who stays with him. (139 mins.)
Director: Cameron Crowe
 
17.
High Fidelity (2000)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress. (113 mins.)
Director: Stephen Frears
 
18.
As Good as It Gets (1997)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A single mother/waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery. (139 mins.)
Director: James L. Brooks
“ The romance seems a bit forced, but the lines and performances are memorable never-less. ” - jwoehr
 
19.
Splash (1984)
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
A young man is reunited with a mermaid who saves him from drowning as a boy and falls in love not knowing who/what she is. (111 mins.)
Director: Ron Howard
 
20.
Almost Famous (2000)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
A high-school boy is given the chance to write a story for Rolling Stone Magazine about an up-and-coming rock band as he accompanies them on their concert tour. (122 mins.)
Director: Cameron Crowe
 
21.
Silver Linings Playbook (2012)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
After a stint in a mental institution, former teacher Pat Solitano moves back in with his parents and tries to reconcile with his ex-wife. Things get more challenging when Pat meets Tiffany, a mysterious girl with problems of her own. (122 mins.)
 
22.
Tangled (2010)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
The magically long-haired Rapunzel has spent her entire life in a tower, but now that a runaway thief has stumbled upon her, she is about to discover the world for the first time, and who she really is. (100 mins.)
 
23.
Win a Date with Tad Hamilton! (2004)
    1 2 3 4 5 6 7 8 9 10 5.6/10 X  
A small-town girl wins a date with a male celebrity through a contest. When the date goes better than expected, a love triangle forms between the girl, the male celebrity, and the girl's best friend. (95 mins.)
Director: Robert Luketic
 
24.
Six Days Seven Nights (1998)
    1 2 3 4 5 6 7 8 9 10 5.7/10 X  
Robin Monroe, a New York magazine editor, and the gruff pilot Quinn Harris must put aside their mutual dislike if they are to survive after crash landing on a deserted South Seas island. (98 mins.)
Director: Ivan Reitman
 
25.
Shallow Hal (2001)
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
A shallow man falls in love with a 300 pound woman because of her "inner beauty". (114 mins.)
 
26.
There's Something About Mary (1998)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster. (119 mins.)
 
27.
Easy A (2010)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A clean-cut high school student relies on the school's rumor mill to advance her social and financial standing. (92 mins.)
Director: Will Gluck
 
28.
The Breakfast Club (1985)
    1 2 3 4 5 6 7 8 9 10 7.9/10 X  
Five high school students, all different stereotypes, meet in detention, where they pour their hearts out to each other, and discover how they have a lot more in common than they thought. (97 mins.)
Director: John Hughes
 
29.
Sixteen Candles (1984)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A girl's "sweet" sixteenth birthday becomes anything but special as she suffers from every embarrassment possible. (93 mins.)
Director: John Hughes
 
30.
Blind Date (1987)
    1 2 3 4 5 6 7 8 9 10 5.9/10 X  
Walter Davis is a workaholic. His attention is all to his work and very little to his personal life or appearance... (95 mins.)
Director: Blake Edwards
 
31.
Definitely, Maybe (2008)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A political consultant tries to explain his impending divorce and past relationships to his 11-year-old daughter. (112 mins.)
Director: Adam Brooks
 
32.
The Wedding Singer (1998)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other. (95 mins.)
Director: Frank Coraci
 
33.
Yes Man (2008)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A guy challenges himself to say "yes" to everything for an entire year. (104 mins.)
Director: Peyton Reed
 
34.
Reality Bites (1994)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
A documentary filmmaker and her fellow Gen X graduates face life after college, looking for work and love in Houston. (99 mins.)
Director: Ben Stiller
 
35.
Hitch (2005)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
While helping his latest client woo the fine lady of his dreams, a professional "date doctor" finds that his game doesn't quite work on the gossip columnist with whom he's smitten. (118 mins.)
Director: Andy Tennant
 
36.
(500) Days of Summer (2009)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
An offbeat romantic comedy about a woman who doesn't believe true love exists, and the young man who falls for her. (95 mins.)
Director: Marc Webb
 
37.
Kate & Leopold (2001)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
An English Duke from 1876 is inadvertedly dragged to modern day New York where he falls for a plucky advertising executive. (118 mins.)
Director: James Mangold
 
38.
Enchanted (2007)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A princess, who is prepared to be wed, is sent away to New York by an evil queen, where she falls in love with a lawyer. (107 mins.)
Director: Kevin Lima
 
39.
Roxanne (1987)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
Based on the play "Cyrano de Bergerac", large nosed C.D. Bales falls for the beautiful Roxanne while she falls for his personality but another man's looks. (107 mins.)
Director: Fred Schepisi
 
40.
Some Kind of Wonderful (1987)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
When Keith goes out with Amanda, the girl of his dreams, Amanda's ex-boyfriend plans to get back at Keith. Meanwhile, Keith's best friend, tomboy Watts, realizes she has feelings for Keith. (95 mins.)
Director: Howard Deutch
 
41.
Only the Lonely (1991)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
A Chicago cop must balance loyalty to his overbearing mother and a relationship with a shy funeral home worker. (104 mins.)
Director: Chris Columbus
 
42.
Swingers (1996)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
Wannabe actors become regulars in the stylish neo-lounge scene; Trent teaches his friend Mike the unwritten rules of the scene. (96 mins.)
Director: Doug Liman
 
43.
Something's Gotta Give (2003)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age. (128 mins.)
Director: Nancy Meyers
 
44.
Intolerable Cruelty (2003)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
A beautiful gold digger matches wits with a shrewd Beverly Hills divorce lawyer who is increasingly attracted to her. (100 mins.)
Director: Joel Coen
 
45.
Four Weddings and a Funeral (1994)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love. (117 mins.)
Director: Mike Newell
 
46.
Home Fries (1998)
    1 2 3 4 5 6 7 8 9 10 5.0/10 X  
Pregnant Sally unknowingly falls for the stepson of the deceased father of her baby and has to deal with his homicidal family. (91 mins.)
Director: Dean Parisot
 
47.
What Women Want (2000)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
After an accident, a chauvinistic executive gains the ability to hear what women are really thinking. (127 mins.)
Director: Nancy Meyers
 
48.
Crazy, Stupid, Love. (2011)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars. (118 mins.)
 
49.
Aladdin (1992)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
When a street urchin vies for the love of a beautiful princess, he uses a genie's magic power to make himself off as a prince in order to marry her. (90 mins.)
 
50.
True Lies (1994)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A fearless, globe-trotting, terrorist-battling secret agent has his life turned upside down when he discovers his wife might be having an affair with a used car salesman. (141 mins.)
Director: James Cameron
“ Most manly movie for Valentine's Day. This Means War is a mess, just watch True Lies. ” - jwoehr
 
51.
Nick and Norah's Infinite Playlist (2008)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
High school student Nick O'Leary, member of the Queercore band The Jerk Offs, meets college-bound Norah Silverberg when she asks him to be her boyfriend for five minutes. (90 mins.)
Director: Peter Sollett
 
52.
Scott Pilgrim vs. the World (2010)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
Scott Pilgrim must defeat his new girlfriend's seven evil exes in order to win her heart. (112 mins.)
Director: Edgar Wright
 
53.
Trainwreck (2015)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
Having thought that monogamy was never possible, a commitment-phobic career woman may have to face her fears when she meets a good guy. (125 mins.)
Director: Judd Apatow
 
54.
About a Boy (2002)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A cynical, immature young man is taught how to act like a grown-up by a little boy. (101 mins.)
 
55.
Despicable Me 2 (2013)
    1 2 3 4 5 6 7 8 9 10 7.5/10 X  
When Gru, the world's most super-bad turned super-dad has been recruited by a team of officials to stop lethal muscle and a host of Gru's own, He has to fight back with new gadgetry, cars, and more minion madness. (98 mins.)