This list is for romantic comedies not just romantic movies or the greatest onscreen love stories, that list if for another time. I also just wanted to stick with movies from my generation instead of the best romantic comedies of all time. If I had to take those into consideration too we would be here all day and it would have to be the top 20 instead of 10.
10. The Holiday (2006) I like so many things about this movie, including how lovable Jack Black's character is and the story between Iris, Kate Winslet, and her elderly neighbor Arthur. Every time this movie is on I have to stop and watch it. It's just one of those feel good movies and sometimes it's nice to just feel the love.
9. The Wedding Singer (1998) Adam Sandler and Drew Barrymore are the perfect match. They are both just geeky and sweet enough that you find yourself cheering for them to dump the losers that they are with and get together already. The music makes the movie fun and did I mention that Billy Idol makes an appearance? I am not ashamed to say that I like the song Robbie sings to Julia on the plane at the end. Everybody wants somebody to grow old with them.
8. What Women Want (2000) Watching a womanizer get a first hand taste of what goes on in a woman's mind is fun. Mel Gibson and Helen Hunt star in this movie about a guy getting exactly what he deserves and getting a real relationship with a first class lady and his daughter along the way.
7. How to Lose a Guy in 10 Days (2003) Two people trying to win two different bets, one has to make someone fall in love with them and one has to push someone away, equals hilarity. Realizing that the two individuals are perfect for each other makes for a romance waiting to happen. Andie (Kate Hudson) and Ben (Matthew McConaughey) light up the screen with their charm and the supporting cast is a lot of fun.
6. Sweet Home Alabama (2002) Reese Witherspoon stars in this rom com that follows Melanie Smooter from the fast lane of NYC back home to Alabama where she is trying to finalize her divorce from her first love. Once home it is clear that there are still feelings for Jake, her first love. It just goes to show that sometimes the love of your life has been there all along.
5. Love Actually (2003) I enjoy British humor and must say that the mash up of all the different story lines in this movie are well done. The star power alone had my attention, but what could have come out as a confusing mess, was pulled off brilliantly. Just to name a few actors starring in this gem: Colin Firth, Emma Thompson, Hugh Grant, Liam Neeson, Bill Nighy, Kiera Knightley and Alan Rickman - Britain's finest.
4. When Harry Met Sally (1989) Ah the age old question, can guys and girls be just friends? That is the question that fuels the plot for this movie starring Billy Crystal and Meg Ryan. It is a movie about being in love with your best friend and it taking you half of your life to figure it out. I also love the snippits during the movie showing other couples that have been together for a long time answering questions about their relationship.
3. Annie Hall (1977) I think part of the reason this Oscar winner is considered to be one of the best romantic comedies is because it is done in such a different way. Woody Allen plays the neurotic comedian who takes a look at why his relationship to Annie Hall, played by Diane Keaton fell apart. Their relationship is looked at through flashbacks and breaks where Allen actually speaks to the camera. It is one of a kind.
2. Sleepless in Seattle (1993) Meg Ryan makes the list for a second time, in this movie about a widower Sam (Tom Hanks) whose son Jonah decides it's time for his dad to find a new wife. It is sweet and has an excellent cast including Tom Hanks' wife Rita Wilson, Victor Garber and Rosie O'Donnell (back when she didn't get on my nerves). What makes this movie interesting, is that the chemistry is undeniable even though the main characters are barely onscreen together. It shows that sometimes taking a chance and putting yourself out there pays off.
1. Notting Hill (1999) This is by far my favorite romantic comedy. I love everything about it. Hugh Grant and Julia Roberts make it so easy to love this movie and believe that the characters are flawed as well as lovely. I also love the music, the humor and the band of friends that play so well off of each other. The story of a clueless guy falling for an actress and actually winning over her heart is easy enough, but it takes more than a little trying on both of their parts (and a speedy trip through the city with friends) to finally get these two together.
"I'm just a girl standing in front of a boy asking him to love her."