Love is funny. This list highlights the comedic side of romance and lets you be the judge in which is the funniest and most romantic.
Kate & Leopold – 2001
Kate lives in N.Y. in the present day. Her ex-boyfriend, Stuart finds a space near the Brooklyn Bridge where there is a gap in time. He goes back to the 19th Century and takes pictures of the place. Leopold, a man living in the 1870s, is puzzled by Stuart’s tiny camera, and follows him back through the gap, and they both ended up in the present day. “Kate & Leopold” stars: Meg Ryan, Hugh Jackman, Liev Schreiber, and Breckin Meyer.
Legally Blonde – 2001
When a blonde sorority queen is dumped by her boyfriend, she decides to follow him to law school to get him back and, once there, learns she has more legal savvy than she ever imagined. “Legally Blonde” stars: Reese Witherspoon, Luke Wilson, Selma Blair, and Matthew Davis.
Seredipity – 2001
A couple reunites years after the night they first met, fell in love, and separated, convinced that one day they would end up together. “Serendipity” stars: John Cusack, Kate Beckinsale, Jeremy Piven, and Bridget Moynahan.
The Brothers – 2001
Four friends begin to question women and relationships when one of them announces impending nuptials. “The Brothers” stars: Morris Chestnut, Shemar Moore, D.L. Hughley, and Bill Bellamy.
The Wedding Planner – 2001
Mary is an ambitious, hard working and extremely organized wedding planner. She knows exactly what to do and say to make any wedding a spectacular event. But when Mary falls, literally, for a handsome doctor, her uncomplicated life is turned upside down. He’s the groom. “The Wedding Planner” stars: Jennifer Lopez, Matthew McConaughey, Bridgette Wilson-Sampras, and Justin Chambers.
Two Can Play That Game – 2001
An arrogant career woman plays a series of heartless mind-games with her boyfriend to “put him in line,” only to discover that he has a few tricks up his own sleeve. “Two Can Play That Game” stars: Vivica A. Fox, Morris Chestnut, Anthony Anderson, and Gabrielle Union.
About a Boy – 2002
“About a Boy” is the story of a cynical, immature man who is taught how to act like a grown-up by a little boy. “About a Boy” stars: Hugh Grant, Nicholas Hoult, Toni Collette, and Sharon Small.
Bubble Boy – 2001
The story a young man who was born without an immune system who has lived his life in a plastic bubble. When his crush announces her engagement, he creates a portable bubble suite and sets out to win her heart. “Bubble Boy” stars: Jake Gyllenhaal, Swoosie Kurtz, Marley Shelton, and Danny Trejo.
Someone Like You… – 2001
After being jilted by her boyfriend, a talk show talent scout writes a sexist column accusing all men of being cheaters, which gains her national fame. “Someone Like You…” stars: Ashley Judd, Greg Kinnear, Hugh Jackman, and Marisa Tomei.
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