Film Glamour’s Top Ten Romantic Comedies

I am a huge fan of romantic comedies, from cheezy to well done ones.  Below are my top ten romantic comedies.  This was hard to chose.

1. “Something’s Gotta Give” (2003)
Cast: Diane Keaton, Jack Nicholson, Keanu Reeves, Amanda Peet, Frances McDormand and Jon Favreau.
Director: Nancy Meyers (“What Women Want” “The Holiday” “The Intern” “The Parent Trap” (1998))
Writer: Nancy Meyers
Premise: A swinger (Jack Nicholson) on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman (Diane Keaton) closer to his age.
Mini Review: One of my all-time favorite films thanks to the genius of Nancy Meyers.  This romantic comedy is sharply written and perfectly acted, with an Oscar nominated performance from Diane Keaton.

5 diamonds

2. “Pretty Woman” (1990)
Cast: Julia Roberts, Richard Gere, Jason Alexander, Hector Elizondo and Laura San Giacomo.
Director: Garry Marshall (“Valentine’s Day” “Runaway Bride” “Beaches”)
Writer: J.F. Lawton (“Under Siege”)
Premise: A man (Richard Gere) in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute (Julia Roberts) he meets.
Mini Review: This will go down in history as Garry Marshall’s best film.  It’s funny, charming and well acted. Julia Roberts earned a well deserved Oscar nomination for her role.

5 diamonds

3. “Enough Said” (2013)
Cast: Julia Louis-Dreyfus, James Gandolfini, Toni Collette, Catherine Keener and Ben Falcone.
Director: Nicole Holofcener (“Lovely & Amazing” “Friends With Money”)
Writer: Nicole Holofcener
Premise: A divorced woman (Julia Louis-Dreyfus) who decides to pursue the man (James Gandolfini) she’s interested in learns he’s her new friend’s (Catherine Keener) ex-husband.
Mini Review: This is Nicole Holofcener’s best film to date.  It features a smart screenplay, beautiful chemistry between the leads and an interesting premise.

5 diamonds

4. “My Best Friend’s Wedding” (1997)
Cast: Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett, Philip Bosco, Rachel Griffiths and Susan Sullivan.
Director: P.J. Hogan (“Muriel’s Wedding” “Confessions of a Shopaholic”)
Writer: Ronald Bass (“Rain Man” “Sleeping with the Enemy” “Stepmom”)
Premise: When a woman’s (Julia Roberts) long-time friend (Dermot Mulroney) says he’s engaged, she realizes she loves him herself…and sets out to get him, with only days before the wedding.
Mini Review: This like a classic to me.  Great cast, many laughs and a little musical number that will be in your head for a long time.

4 diamonds

5. “It’s Complicated” (2009)
Cast: Meryl Streep, Alec Baldwin, Steve Martin, John Krasinski, Lake Bell, Mary Kay Place, Rita Wilson, Alexandra Wentworth, Hunter Parrish, Zoe Kazan and Caitlin FitzGerald.
Director: Nancy Meyers (“Something’s Gotta Give” “The Holiday” “What Women Wants” “The Intern”)
Writer: Nancy Meyers
Premise: When attending their son’s graduation, a couple (Meryl Streep and Alec Baldwin) reignite the spark in their relationship…but the complicated fact is they’re divorced, and he’s remarried.
Mini Review: Another winner from Nancy Meyers thanks to another fine screenplay, winning performances from Meryl Streep, Alec Baldwin and Steve Martin and beautiful music.

4 and a half diamonds

6. “Crazy, Stupid, Love.” (2011)
Cast: Steve Carell, Ryan Gosling, Emma Stone, Julianne Moore, Marisa Tomei, Kevin Bacon, Analeigh Tipton, John Carroll Lynch and Josh Groban.
Directors: Glenn Ficarra and John Requa (“Focus” “I Love Phillip Morris”)
Writer: Dan Fogelman (“The Guilt Trip” “Last Vegas” “Danny Collins”)
Mini Review: Smart, funny and well acted…this is a hilarious and fun romantic comedy that features some memorable moments.

4 diamonds

7. “Clueless” (1995)
Cast: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd, Donald Faison, Dan Hedaya, Wallace Shawn and Twink Caplan.
Director: Amy Heckerling (“Look Who’s Talking” “National Lampoon’s European Vacation” “Loser”)
Writer: Amy Heckerling
Premise: A rich high school student (Alicia Silverstone) tries to boost a new pupil’s (Brittany Murphy) popularity, but reckons without affairs of the heart getting in the way.
Mini Review: A classic 90s romantic comedy with catchy dialogue, a winning ensemble and Beverly Hills fashion.  It never gets old.

4 diamonds

8. “As Good as it Gets” (2012)
Cast: Jack Nicholson, Helen Hunt, Greg Kinnear and Cuba Gooding Jr.
Director: James L. Brooks (“Spanglish” “Terms of Endearment” “Broadcast News”)
Writers: Mark Andrus (“And So It Goes” “Life as a House” “Georgia Rule”) and James L. Brooks
Premise: A single mother/waitress (Helen Hunt), misanthropic author (Jack Nicholson), and a gay artist  (Greg Kinnear) form an unlikely friendship after the artist is in an accident.
Mini Review: I wish James L. Brooks and Mark Andrus could create something this good again.  The film won two Oscars (Best Actress – Helen Hunt and Best Actor – Jack Nicholson), featured a smart screenplay and became a classic.

5 diamonds

9. “Notting Hill” (1999)
Cast: Julia Roberts and Hugh Grant.
Director: Roger Michell (“Le Week-End” “Morning Glory” “Hyde Park on Hudson”)
Writer: Richard Curtis (“About Time” “War Horse” “Love Actually” “Bridget Jones’s Diary”)
Premise: The life a simple bookshop owner (Hugh Grant) changes when he meets the most famous film star (Julia Roberts) in the world.
Mini Review: Wonderfully written and acted.  Richard Curtis is a smart romantic comedy writer who adds depth and smarts to his screenplays.

4 diamonds

10. “When Harry Met Sally” (1989)
Cast: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby, Steven Ford and Lisa Jane Persky.
Director: Rob Reiner (“Stand by Me” “The Princess Bride” “Misery” “The Story of Us”)
Writer: Nora Ephron (“Silkwood” “Heartburn” “Sleepless in Seattle” “You’ve Got Mail” “Julie & Julia”)
Premise: Harry (Billy Crystal) and Sally (Meg Ryan) have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
Mini Review: Nora Ephron’s screenplay and the chemistry between Crystal and Ryan is what really makes this film shine. I think it’s one of the most talked about romantic comedies of all-time.

4 diamonds

Honorable Mentions: “Silver Linings Playbook” “My Big Fat Greek Wedding” “Bridget Jones’s Diary” “You’ve Got Mail” “Sleepless in Seattle” “What Women Want” “The Holiday” “Annie Hall” “Love Actually”


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