watchworthy presents

The Best Romantic Comedies Rated R 

Reference
Updated December 20, 2019 7.9k votes 1.1k voters 161.6k views 111 items

List Rules Add your favorite movie to the list if it's missing, but only if it's the correct rating.

List of R-Rated romantic comedies, ranked from best to worst with movie trailers when available. This list takes the best R-Rated romantic comedies and pits them against each other to see once and for all what the greatest R-Rated romantic comedy movie of all time is. You can also see the best comedies that are currently streaming on both Amazon Prime and Netflix Instant

This list of popular R-Rated romantic comedies includes information like who directed the film, when it was released, and which actors starred in the movie. If you think the top R-Rated romantic comedy movie isn't as high as it should be, then be sure to vote it up so it can take its rightful place among the other great R-Rated romantic comedy films on this list.

If you're trying to find a specific R-Rated romantic comedy film you can search this list and filter to find what you're looking for. If you're trying to find out "What are the best R-Rated romantic comedies?" and "What are the most famous R-Rated romantic comedies?" then this list is the perfect resource for you. Use this list if you're looking for some new romantic comedies that are rated R. Between Netflix, Amazon Prime, and other services, there are thousands of great romantic comedies rated R, so get out there and start watching. Share this list after re-ranking it to fit the order you think it should be in.

What kind of directors have worked on Romantic comedy R movies in the past? Woody Allen and Steven Soderbergh both have, as have other great directors.

Data-driven recommendations based on voting from over 40 million monthly visits to Ranker. Try the free app
list ordered by
1
Ranker Video
Julia Roberts, Richard Gere, Hank Azaria

Released: 1990

Directed by: Garry Marshall

More Pretty Woman 

#46 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #3 of 804 The Greatest Chick Flicks Ever Madelisted on The Highest Grossing 90s Movies

2
Ranker Video
Mila Kunis, Kristen Bell, Russell Brand

Released: 2008

Directed by: Nicholas Stoller

More Forgetting Sarah Marshall 

#102 of 1,199 The Absolute Funniest Movies Of All Time #176 of 804 The Greatest Chick Flicks Ever Made

3
Ranker Video
Owen Wilson, Vince Vaughn, Christopher Walken

Released: 2005

Directed by: David Dobkin

More Wedding Crashers 

#297 of 1,699 The Most Rewatchable Movies #43 of 1,199 The Absolute Funniest Movies Of All Time

4
Ranker Video
ChadArndt added Alyson Hannigan, Tara Reid, Shannon Elizabeth

Released: 1999

Directed by: Chris Weitz, Paul Weitz

More American Pie 

#272 of 1,699 The Most Rewatchable Movies #329 of 599 The Greatest Epic Movies Ever Made 'American Pie' Is A Nightmarish Vision Of Late '90s High School Life

5
Ranker Video
Keira Knightley, Elisha Cuthbert, Liam Neeson

Released: 2003

Directed by: Richard Curtis

More Love Actually 

#92 of 292 The Top Tearjerker Movies That Make Men Cry #221 of 1,699 The Most Rewatchable Movies

6
Ranker Video
7
Ranker Video
Elizabeth Banks, Kat Dennings, Steve Carell

Released: 2005

Directed by: Judd Apatow

More The 40-Year-Old Virgin 

#286 of 1,699 The Most Rewatchable Movies #65 of 140 The Most Awkward Movies to Watch with Your Parents

8
Ranker Video
Natalie Portman, Ashton Kutcher, Kevin Kline

Released: 2011

Directed by: Ivan Reitman

More No Strings Attached 

#435 of 804 The Greatest Chick Flicks Ever Made #845 of 1,017 The All-Time Greatest Comedy Films #127 of 135 The Most Rewatchable Comedy Movies

9
Ranker Video
10
Ranker Video
Katherine Heigl, Gerard Butler, Craig Ferguson

Released: 2009

Directed by: Robert Luketic

More The Ugly Truth 

#1,175 of 1,699 The Most Rewatchable Movies #242 of 410 The Best Rainy Day Movies

11
Ranker Video
Renée Zellweger, Hugh Grant, Colin Firth

Released: 2001

Directed by: Sharon Maguire

More Bridget Jones's Diary 

#384 of 1,699 The Most Rewatchable Movies #50 of 804 The Greatest Chick Flicks Ever Made

12
Ranker Video
Taraji P. Henson, Wendi McLendon-Covey, Max Greenfield

Released: 2019

Directed by: Adam Shankman

13
Ranker Video
Tom Cruise, Lucy Liu, Renée Zellweger

Released: 1996

Directed by: Cameron Crowe

More Jerry Maguire 

#732 of 1,699 The Most Rewatchable Movies #35 of 172 The Greatest Date Movies of All Timelisted on Every Oscar Winning Film Ever

14
Ranker Video
Jackie Evancho, Alice Eve, Krysten Ritter

Released: 2010

Directed by: Jim Field Smith

More She's Out of My League 

#629 of 1,199 The Absolute Funniest Movies Of All Time #709 of 1,017 The All-Time Greatest Comedy Films

15
Ranker Video
Scarlett Johansson, Bill Murray, Anna Faris

Released: 2003

Directed by: Sofia Coppola

More Lost in Translation 

#426 of 804 The Greatest Chick Flicks Ever Made #253 of 344 Movies with the Best Soundtrackslisted on Every Oscar Winning Film Ever

16
Ranker Video
Hugh Grant, Andie MacDowell, Rowan Atkinson

Released: 1994

Directed by: Mike Newell

More Four Weddings and a Funeral 

#82 of 804 The Greatest Chick Flicks Ever Made #34 of 172 The Greatest Date Movies of All Time

17
Ranker Video
Dan Aykroyd, John Cusack, Hank Azaria

Released: 1997

Directed by: George Armitage

More Grosse Pointe Blank 

#199 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #443 of 1,199 The Absolute Funniest Movies Of All Time

18
Ranker Video
C. Mitchell George added Emma Stone, Mila Kunis, Justin Timberlake

Released: 2011

Directed by: Will Gluck

More Friends with Benefits 

#858 of 1,699 The Most Rewatchable Movies #97 of 804 The Greatest Chick Flicks Ever Made #686 of 1,017 The All-Time Greatest Comedy Films

19
Ranker Video
ChadArndt added Kevin Costner, Susan Sarandon, Tim Robbins

Released: 1988

Directed by: Ron Shelton

More Bull Durham 

#111 of 439 The Funniest '80s Movies #188 of 1,199 The Absolute Funniest Movies Of All Time

20
Ranker Video
Kevin Costner, Rene Russo, Don Johnson

Released: 1996

Directed by: Ron Shelton

More Tin Cup 

#283 of 804 The Greatest Chick Flicks Ever Made #150 of 493 The Funniest '90s Movies #613 of 1,017 The All-Time Greatest Comedy Films

21
Ranker Video
22
Ranker Video
Maggie Gyllenhaal, Josh Hartnett, Emmanuelle Vaugier

Released: 2002

Directed by: Michael Lehmann

More 40 Days and 40 Nights 

#1,503 of 1,699 The Most Rewatchable Movies #9 of 27 The Best Josh Hartnett Movies

23
Ranker Video
Sandra Oh, Virginia Madsen, Thomas Haden Church

Released: 2004

Directed by: Alexander Payne

More Sideways 

#659 of 1,199 The Absolute Funniest Movies Of All Time #181 of 710 The Best Movies Roger Ebert Gave Four Starslisted on Every Oscar Winning Film Ever

24
The Good Girl is listed (or ranked) 24 on the list The Best Romantic Comedies Rated R
Jennifer Aniston, Zooey Deschanel, Jake Gyllenhaal

Released: 2002

Directed by: Miguel Arteta

More The Good Girl 

#18 of 24 The Best Movies About a Midlife Crisis in Women #11 of 35 Great Movies About Secret Love Affairs #13 of 20 The Best Independent Films Starring Huge Hollywood Actors

25
Ranker Video
Julia Roberts, Matt Damon, Vincent D'Onofrio

Released: 1988

Directed by: Donald Petrie

More Mystic Pizza 

#228 of 336 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #119 of 804 The Greatest Chick Flicks Ever Made