Advertisement
  • Newsletter
  • Subscribe
Living

Films fit for two(somes)

10 romantic flicks you'll both enjoy
By Grace Toby
Previous page
Match Point


Category: Drama  
Rating: PG  
Year of release: 2005  
Cast: Scarlett Johansson, Jonathan Rhys-Meyers, Emily Mortimer, Matthew Goode, Brian Cox, Penelope Wilton  

 

 
Laugh expectancy:

 

 

 

 

 
 
Swoon rating:

 

 

 

 

 
 
Guy-staying factor:

 

 

 

 

 
 

 

 

Directed by Woody Allen, Match Point is a classic, twisted love triangle story. When Chris Wilton’s (Meyers) dream of becoming a professional tennis player doesn’t materialize, he takes a job as a tennis coach. At the club, he befriends Tom (Goode) and starts dating his ‘nice’ sister, Chloe. But it’s Tom’s fiancée, Nola (Johansson) who he is really attracted to. The plot inevitably thickens. With the guise of a sporty theme as the backdrop, your man will be devouring the naughty storyline before he knows it.

Mr. & Mrs. Smith


Category: Action  
Rating: 14A  
Year of release: 2005  
Cast: Brad Pitt, Angelina Jolie, Vince Vaughan, Adam Brody  

 

 
Laugh expectancy:

 

 

 

 

 
 
Swoon rating:

 

 

 

 

 
 
Guy-staying factor:

 

 

 

 

 
 

 

 

John and Jane Smith (Pitt and Jolie) appear to be your typical married, suburban couple, except they’re each harbouring a deadly secret. Unbeknownst to each other, they work for rival agencies as high-paid assassins and their next missions: to kill the other, first. This action-packed, provocative film oozes sex appeal and is laced with a dark comedic underbelly. Plus, you can take turns guessing when the real-life sparks ignited.

The 40-Year-Old Virgin


Category: Comedy
Rating: 18A
Year of release: 2005
Cast: Steve Carell, Catherine Keener, Seth Rogan, Paul Rudd, Romany Malco

 
Laugh expectancy:

 

 

 

 

 
Swoon rating:

 

 

 

 

 
Guy-staying factor:

 

 

 

 

 

 

Since adolescence, 40-year-old electronics employee, Andy Stitzer (Carell) has spent more time collecting action figures than girls. When Andy’s friends from the store discover that he is still a virgin, they make it their mission to deflower him. Physical comedy and high jinks ensue, providing non-stop laughs and quick one-liners that will have you both in stitches.

My Super Ex-Girlfriend


Category: Comedy
Rating: PG
Year of release: 2006
Cast: Uma Thurman, Luke Wilson, Anna Faris, Rainn Wilson, Wanda Sykes, Eddie Izzard, Marcus Collins, Mark Consuelos

 
Laugh expectancy:

 

 

 

 

 
Swoon rating:

 

 

 

 

 
Guy-staying factor:

 

 

 

 

 

 

It’s a classic love story with a modern-day karate chop kick. Boy (Wilson)meets girl (Thurman). Boy dates girl. Boy tries to end relationship as smoothly as possible. But the girl is a superhero named G-Girl and when she finds out that he’s dating his co-worker, the boy soon learns that hell hath no fury like a woman superhero scorned.

Garden State


Category: Drama
Rating: 14A
Year of release: 2004
Cast: Zach Braff, Natalie Portman, Peter Sarsgaard, Ian Holm, Kenneth Graymez, Jean Smart, Ann Dowd, Ron Leibman, Method Man

 
Laugh expectancy:

 

 

 

 

 
Swoon rating:

 

 

 

 

 
Guy-staying factor:

 

 

 

 

 

 

After receiving news that his mother has passed away, Andrew Largeman (Braff) returns home after being away for nine years. A semi-successful actor, he decides to take this opportunity to reconnect with some old friends and to quit taking his lithium pills. When he meets Sam (Portman), an eccentric but effervescent girl, she helps him accept his shortcomings and his outlook on life suddenly becomes clearer. It's a quirky but engrossing film with a sweet message and a killer soundtrack.


The very best of Chatelaine straight to your inbox.

By signing up, you agree to our terms of use and privacy policy. You may unsubscribe at any time.

Advertisement
Advertisement
Copy link
The cover of Chatelaine magazine's spring 2025 issue, reading "weekend prep made easy"; "five delicious weeknight meals", "plus, why you'll never regret buying an air fryer"; "save money, stay stylish how to build a capsule wardrobe" and "home organization special" along with photos of burritos, chicken and rice and white bean soup, quick paella in a dutch oven, almost-instant Thai chicken curry and chicken broccoli casserole in an enamelled cast-iron skillet

Subscribe to Chatelaine!

Want to streamline your life? In our Spring 2025 issue, we’ll show you how—whether it’s paring down your wardrobe, decluttering your messiest spaces or spending way less time cooking thanks to an easy, mostly make-ahead meal plan for busy weeknights. Plus, our first annual Pantry Awards.