13 Best Romantic Comedies Of The 21st Century

13. The 40 Year Old Virgin

The first film on our list is a remarkable success, considering it has one of the most cringeworthy premises ever produced. The idea of a 40 year old who has never managed to find any 'loving' who goes on a quest with his male friends to 'find some action', sounds like the kind of garbage Rob Schneider produced on a too regular basis.

Thankfully under the guidance of Judd Apatow, the film is a hoot, proving a damn side funnier than it ever deserves to be. While this is not surprising from the super talented director and writer, the fact that the film is also super romantic is quite a feat.

Steve Carell plays Andy Stitzer, the titular virgin of proceedings, who reveals to his workmates at an electrical store about his permanent inaction on the romance front. His co-workers proceed on a quest to get Andy some 'action', but as the film develops we become aware that our titular virgin is after something more than just a one night stand.

There is genuine chemistry between Carell and Catherine Keener, who stars as Andy's potential love interest, single Mum Trish. The film delicately addresses the issues of Andy potentially entering the family dynamic, and there are relatable challenges the couple need to overcome before getting the love they deserve. Unlike in more formulaic Rom-Coms, this is a couple you can really relate to.