That Awkward Moment claims to be a romantic comedy that is aimed at men. Well, here are the 10 best male romantic comedies (in my opinion) in which a man is the central character and that both men and women can appreciate. Sorry, That Awkward Moment, you ain’t that original after all (or that good!)
10. The 40-Year-Old Virgin (2005)
The break-through film for Steve Carrel, playing an electronics salesman who hasn’t had a relationship until he meets gentle Catherine Keeler. Full of wry comments on sex and relationship, it includes the most painful scene ever…when Carrel gets waxed.
9. Hitch (2005)
It does head down the rom-com cliché trip but Will Smith as a relationship adviser who has his own problems with feisty Eva Mendes. It’s thanks to Smith’s screen charm that makes this bearable and even Kevin James isn’t his usually annoying self.
8. Crazy. Stupid. Love. (2011)
A mature romantic comedy which involves people who generally love each other. The cast is to die for and the comedy is funny, although the scene between Steve Carrel and his former wife Julianne Moore as they talk on the phone about boilers is both poignant and touching with ever being schmaltzy.
7. Say Anything… (1989)
Cameron Crowe’s tale of a young man’s infatuation with a beautiful rich girl who is out of his league before college calls. John Cusack is the awkward boy who tries everything to win her and her parents over, while Ione Skye plays the girl. Has the most romantic moment as Cusack plays Peter Gabriel’s In Your Eyes outside the girl’s window.
6. About A Boy (2002)
Nick Hornby’s novel got the big screen treatment with romantic comedy regular Hugh Grant, playing against type as an immature man who finds himself trying to find love but befriending an awkward teenager who sees him as a father figure. With Badly Drawn Boy’s superb soundtrack, this is one of Grant’s best performances.
5. (500) Days Of Summer (2009)
An anti-romantic comedy which follows a relationship through all the ups and downs until the inevitable break-up. Joseph Gordon-Levitt plays the man who falls for the charms of Zooey Deschanel who doesn’t believe in true love. Honest, funny and the best use of a Hall & Oates song ever.
4. High Fidelity (2000)
John Cusack plays the owner of a second-hand record shop coping with the break-up of another relationship. Nick Hornby’s book about men’s attitudes to love and their fascination with list surprisingly works being moved from London to America, thanks to Cusack and Jack Black’s scene stealing shop worker.
3. Jerry Maguire (1996)
Cameron Crowe’s second entry is an Award winning tale of a sports agent, played by Tom Cruise, who is struggling with going solo while slowly falling for Renee Zellweger’s secretary. Cuba Gooding Jr won an Oscar as an obnoxious football star and Crowe’s script is crisp and full of quotable lines. You had me at hello!
2. When Harry Met Sally (1989)
The ultimate romantic comedy from writer Nora Ephron and director Rob Reiner, as they ask the age-old question “Can men and women really be friends without sex getting in the way”. Meg Ryan plays Sally while it gave Billy Crystal his best role as the wise-cracking Harry.
1. Annie Hall (1977)
Woody Allen’s nervous romance is a mix of acute observations about love, life and New York with a touch of the absurd. Diane Keaton sparkles as Annie, winning her an Oscar as well as Allen for his script. Allen’s first step to the kind of films that made him famous, it has held up incredibly well over the years and is still laugh out loud funny.