As a movie fan, I love all genres of movies. One that I love and I’m a sucker for is romantic comedies. Every February I go on a month long binge to celebrate the month of love: Valentines Day. I’ve compiled a list of the best and my favorite romantic comedies, I must include one way or the other during my Valentines Day movie marathon. If you haven’t seen these films, please go seek them out. Hopefully you’ll use some of these suggestions on your Valentines Day movie night.
1. Pretty Woman – 1990
In this modern update on Cinderella, a prostitute and a wealthy businessman fall hard for one another, forming an unlikely pair. While on a business trip in L.A., Edward (Richard Gere), who makes a living buying and breaking up companies, picks up a hooker, Vivian (Julia Roberts), on a lark. After Edward hires Vivian to stay with him for the weekend, the two get closer, only to discover there are significant hurdles to overcome as they try to bridge the gap between their very different worlds.
2. Gone With The Wind – 1939
Epic Civil War drama focuses on the life of petulant southern belle Scarlett O’Hara (Vivien Leigh). Starting with her idyllic on a sprawling plantation, the film traces her survival through the tragic history of the South during the Civil War and Reconstruction, and her tangled love affairs with Ashley Wilkes (Leslie Howard) and Rhett Butler (Clark Gable).
3. When Harry Met Sally – 1989
In 1977, college graduates Harry Burns (Billy Crystal) and Sally Albright (Meg Ryan) share a contentious car ride from Chicago to New York, during which they argue about whether men and women can ever truly be strictly platonic friends. Ten years later, Harry and Sally meet again at a bookstore, and in the company of their respective best friends, Jess (Bruno Kirby) and Marie (Carrie Fisher), attempt to stay friends without sex becoming an issue between them.
4. Casablanca – 1942
Rick Blaine (Humphrey Bogart), who owns a nightclub in Casablanca, discovers his old flame Ilsa (Ingrid Bergman) is in town with her husband, Victor Laszlo (Paul Henreid). Laszlo is a famed rebel, and with Germans on his tail, Ilsa knows Rick can help them get out of the country.
5. Ghost – 1990
Sam Wheat (Patrick Swayze) is a banker, Molly Jensen (Demi Moore) is an artist, and the two are madly in love. However, when Sam is murdered by friend and corrupt business partner Carl Bruner (Tony Goldwyn) over a shady business deal, he is left to roam the earth as a powerless spirit. When he learns of Carl’s betrayal, Sam must seek the help of psychic Oda Mae Brown (Whoopi Goldberg) to set things right and protect Molly from Carl and his goons.
6. Jerry Maguire – 1996
When slick sports agent Jerry Maguire (Tom Cruise) has a crisis of conscience, he pens a heartfelt company-wide memo that promptly gets him fired. Desperate to hang on to the athletes that he represents, Jerry starts his own management firm, with only single mother Dorothy Boyd (Renee Zellweger) joining him in his new venture. Banking on their sole client, football player Rod Tidwell (Cuba Gooding Jr.), Jerry and Dorothy begin to fall in love as they struggle to make their business work.
7. Dirty Dancing – 1987
Baby (Jennifer Grey) is one listless summer away from the Peace Corps. Hoping to enjoy her youth while it lasts, she’s disappointed when her summer plans deposit her at a sleepy resort in the Catskills with her parents. Her luck turns around, however, when the resort’s dance instructor, Johnny (Patrick Swayze), enlists Baby as his new partner, and the two fall in love. Baby’s father forbids her from seeing Johnny, but she’s determined to help him perform the last big dance of the summer.
8. What Women Want – 2000
A chauvinistic advertising executive acquires the ability to hear what women are thinking. He attempts to use this power to bring about the fall of his female boss, but as he uses this inside knowledge to outwit his superior, the bachelor begins to fall in love with her, and so finds himself feeling more than a little guilty when his plan to have her sacked looks like it may come to fruition.
9. Failure To Launch – 2006
Tripp, a 35-year-old professional layabout, is happy to stay at home where he’s waited on hand and foot by his mum Sue. However, she and her husband Al have had enough and decide that to get him to leave, they have to use subtle methods. So, they hire Paula who will use her feminine wiles to lever him out of the family home.
10. Southside With You – 2016
Future U.S. President Barack Obama (Parker Sawyers) and lawyer Michelle Robinson (Tika Sumpter) go on a fateful first date in the summer of 1989.