500 Days of Summer
Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend
After being dumped by the girl he believes to be his soulmate, hopeless romantic Tom Hansen reflects on their relationship to try and figure out where things went wrong and how he can win her back.
Why you'll love it
A non-linear narrative that examines the highs and lows of a relationship, offering a realistic portrayal of love and heartbreak.
Crazy, Stupid, Love.
Steve Carell, Ryan Gosling, Julianne Moore
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.
Why you'll love it
Explores various aspects of love and relationships, showcasing the ups and downs of dating.
Swingers
Vince Vaughn, Heather Graham, Jon Favreau
A wannabe actor has a hard time moving on from a break-up, but he is lucky to have supportive friends.
Why you'll love it
A cult classic that captures the essence of the 90s dating scene and the struggles of young men trying to navigate relationships.
The 40-Year-Old Virgin
Steve Carell, Catherine Keener, Paul Rudd
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother.
Why you'll love it
A comedic take on the challenges of dating and relationships, focusing on a man's journey to find love.
Hitch
Will Smith, Eva Mendes, Kevin James
A smooth-talking man falls for a hardened columnist while helping a shy accountant woo a beautiful heiress.
Why you'll love it
A romantic comedy about a professional 'date doctor' who helps men win over women, highlighting the complexities of dating.