99		Shakespeare in Love (Comedy, Drama, Romance, 1998)
99		Twice Upon a Yesterday (Comedy, Drama, Romance, 1998)
99		Twice Upon a Yesterday (Comedy, Drama, Romance, 1998)
99		Edge of Seventeen (Comedy, Drama, Romance, 1998)
99		Eating Out (Comedy, Drama, Romance, 2004)
99		The Broken Hearts Club: A Romantic Comedy (Comedy, Drama, Romance, 2000)
95		Trust the Man (Comedy, Drama, Romance, 2005)
95		Jersey Girl (Comedy, Drama, Romance, 2004)
95		Next Stop Wonderland (Comedy, Drama, Romance, 1998)
95		Hannah Takes the Stairs (Comedy, Drama, Romance, 2007)
95		200 Cigarettes (Comedy, Drama, Romance, 1999)
92		It's in the Water (Comedy, Romance, 1997)
90		Alfie (Comedy, Drama, Romance, 2004)
90		Twelfth Night or What You Will (Comedy, Drama, Romance, 1996)
90		Imagine Me & You (Comedy, Drama, Romance, 2005)
90		Once Upon a Time in the Midlands (Comedy, Drama, Romance, 2002)
90		Georgy Girl (Comedy, Drama, Romance, 1966)
88		The Goodbye Girl (Comedy, Drama, Romance, 1977)
87		Sol Goode (Comedy, Romance, 2003)
86		Victor Victoria (Comedy, Music, Musical, Romance, 1982)
85		Last Night (Comedy, Drama, Romance, 1998)
85		Mrs. Doubtfire (Comedy, Drama, Family, Romance, 1993)
85		Latter Days (Comedy, Drama, Romance, 2003)
85		Friends with Money (Comedy, Drama, Romance, 2006)
85		Vanya on 42nd Street (Comedy, Drama, Romance, 1994)
85		Starter for 10 (Comedy, Drama, Romance, 2006)
82		Made of Honor (Comedy, Romance, 2008)
82		Dog Park (Comedy, Romance, 1998)
81		(500) Days of Summer (Comedy, Drama, Romance, 2009)
80		Humpday (Comedy, Drama, Romance, 2009)
80		I Could Never Be Your Woman (Comedy, Drama, Romance, 2007)
80		Broken English (Comedy, Drama, Romance, 2007)
80		Smart People (Comedy, Drama, Romance, 2008)
80		In the Land of Women (Comedy, Drama, Romance, 2007)
80		Notting Hill (Comedy, Drama, Romance, 1999)
80		Venus (Comedy, Drama, Romance, 2006)
80		The Last Kiss (Comedy, Drama, Romance, 2006)
77		The Life and Death of Colonel Blimp (Comedy, Drama, Romance, 1943)
77		My Man Godfrey (Comedy, Drama, Romance, 1936)
77		Love and Other Catastrophes (Comedy, Romance, 1996)
75		Manhattan (Comedy, Drama, Romance, 1979)
75		The Myth of Fingerprints (Comedy, Drama, Romance, 1997)
75		Kicking and Screaming (Comedy, Drama, Romance, 1995)
75		Music from Another Room (Comedy, Drama, Romance, 1998)
75		Friends with Kids (Comedy, Drama, Romance, 2011)
75		Tadpole (Comedy, Drama, Romance, 2000)
75		A Good Woman (Drama, Comedy, Romance, 2004)
75		Melvin Goes to Dinner (Comedy, Drama, Romance, 2003)
75		Lars and the Real Girl (Comedy, Drama, Romance, 2007)
75		Tiptoes (Comedy, Drama, Romance, 2003)
75		Bend It Like Beckham (Comedy, Drama, Romance, 2002)
75		The Tao of Steve (Comedy, Drama, Romance, 2000)
75		Bob & Carol & Ted & Alice (Comedy, Drama, Romance, 1969)
74		Moscow on the Hudson (Comedy, Drama, Romance, 1984)
73		Ninotchka (Comedy, Romance, 1939)
73		Libeled Lady (Comedy, Romance, 1936)
72		She's the Man (Comedy, Romance, Sport, 2006)
72		Down with Love (Comedy, Romance, 2003)
72		The Sweetest Thing (Comedy, Romance, 2002)
72		Trick (Comedy, Music, Romance, 1999)
71		Green Card (Comedy, Drama, Romance, 1990)
71		As Good as It Gets (Comedy, Drama, Romance, 1997)
70		Singles (Comedy, Drama, Romance, 1992)
70		The Last American Virgin (Comedy, Drama, Romance, 1982)
70		It's Always Fair Weather (Comedy, Drama, Musical, Romance, 1955)
70		The Last American Virgin (Comedy, Drama, Romance, 1982)
70		Away We Go (Comedy, Drama, Romance, 2009)
70		Kissing Jessica Stein (Comedy, Drama, Romance, 2001)
70		The Jane Austen Book Club (Comedy, Drama, Romance, 2007)
70		Definitely, Maybe (Comedy, Drama, Romance, 2008)
70		Hum Tum (Drama, Romance, Comedy, 2004)
70		Being Julia (Comedy, Drama, Romance, 2004)
70		Take Me Home Tonight (Comedy, Drama, Romance, 2011)
70		Gayby (Comedy, Drama, Romance, 2012)
70		Corrina, Corrina (Comedy, Drama, Romance, 1994)
70		Cosas que nunca te dije (Comedy, Drama, Romance, 1996)
70		Dream for an Insomniac (Romance, Comedy, Drama, 1996)
70		Chasing Amy (Comedy, Drama, Romance, 1997)
70		Strawberry and Chocolate (Comedy, Drama, Romance, 1993)
70		Agnes Browne (Comedy, Drama, Romance, 1999)
69		Choose Me (Comedy, Drama, Romance, 1984)
69		Singin' in the Rain (Comedy, Musical, Romance, 1952)
69		Fatso (Comedy, Drama, Romance, 1980)
68		The Man Who Came to Dinner (Comedy, Romance, 1942)
68		When Harry Met Sally... (Comedy, Drama, Romance, 1989)
68		Sammy and Rosie Get Laid (Comedy, Drama, Romance, 1987)
68		Can't Buy Me Love (Comedy, Drama, Romance, 1987)
67		A Few Best Men (Comedy, Romance, 2011)
67		The Shop Around the Corner (Comedy, Drama, Romance, 1940)
67		Town & Country (Comedy, Romance, 2001)
67		No Strings Attached (Comedy, Romance, 2011)
67		Just Friends (Comedy, Romance, 2005)
67		Music and Lyrics (Comedy, Music, Romance, 2007)
67		Scrooged (Comedy, Drama, Fantasy, Romance, 1988)
67		Big (Comedy, Drama, Family, Romance, 1988)
66		Love Actually (Comedy, Drama, Romance, 2003)
66		Garden State (Comedy, Drama, Romance, 2004)
66		You Can't Take It with You (Comedy, Drama, Romance, 1938)
66		Birdman or (The Unexpected Virtue of Ignorance) (Comedy, Drama, Romance, 2014)
66		Wake Up Sid (Comedy, Drama, Romance, 2009)
65		The Good Night (Comedy, Drama, Fantasy, Romance, 2007)
65		Angus, Thongs and Perfect Snogging (Comedy, Drama, Romance, 2008)
65		Forgetting Sarah Marshall (Comedy, Drama, Romance, 2008)
65		Mozart and the Whale (Comedy, Drama, Romance, 2005)
65		The Devil Wears Prada (Comedy, Drama, Romance, 2006)
65		Shanghai Kiss (Comedy, Drama, Romance, 2007)
65		Dedication (Comedy, Drama, Romance, 2007)
65		The Bubble (Comedy, Drama, Romance, 2006)
65		Sex and the City (Comedy, Drama, Romance, 2008)
65		Boys and Girls (Comedy, Drama, Romance, 2000)
65		Walking and Talking (Comedy, Drama, Romance, 1996)
65		Muriel's Wedding (Comedy, Drama, Romance, 1994)
65		Four Weddings and a Funeral (Comedy, Drama, Romance, 1994)
65		Class (Comedy, Drama, Romance, 1983)
65		Emma (Comedy, Drama, Romance, 1996)
65		The Last Days of Disco (Comedy, Drama, Music, Romance, 1998)
65		Dummy (Comedy, Drama, Romance, 2002)
65		Shallow Hal (Comedy, Drama, Fantasy, Romance, 2001)
65		Nico and Dani (Comedy, Drama, Romance, 2000)
65		Never Been Kissed (Comedy, Drama, Romance, 1999)
65		Star! (Biography, Comedy, Drama, Romance, 1968)
65		L'auberge espagnole (Comedy, Drama, Romance, 2002)
65		Love Affair (Comedy, Drama, Romance, 1939)
65		Happythankyoumoreplease (Comedy, Drama, Romance, 2010)
64		The Tall Guy (Comedy, Romance, 1989)
64		Irreconcilable Differences (Comedy, Drama, Romance, 1984)
63		Day for Night (Comedy, Drama, Romance, 1973)
63		Bringing Up Baby (Comedy, Family, Romance, 1938)
62		Naked in New York (Comedy, Romance, 1993)
62		The Big Picture (Comedy, Drama, Romance, 1989)
62		The Benchwarmers (Comedy, Romance, Sport, 2006)
62		Christmas in Connecticut (Comedy, Romance, 1945)
62		Monster-in-Law (Comedy, Romance, 2005)
62		Steel Magnolias (Comedy, Drama, Romance, 1989)
62		Puccini for Beginners (Comedy, Romance, 2006)
62		Pillow Talk (Comedy, Romance, 1959)
62		Buying the Cow (Comedy, Romance, 2002)
62		Kiss Me Kate (Comedy, Musical, Romance, 1953)
62		Dil Chahta Hai (Comedy, Drama, Romance, 2001)
62		Zack and Miri Make a Porno (Comedy, Romance, 2008)
62		The Guru (Comedy, Music, Romance, 2002)
62		American Wedding (Comedy, Romance, 2003)
62		Working Girl (Comedy, Drama, Romance, 1988)
62		Billy's Hollywood Screen Kiss (Comedy, Romance, 1998)
62		Anything Else (Comedy, Romance, 2003)
62		Boca a boca (Comedy, Romance, 1995)
62		Bewitched (Comedy, Fantasy, Romance, 2005)
61		Jab We Met (Comedy, Drama, Romance, 2007)
61		Harry and Tonto (Adventure, Comedy, Drama, Romance, 1974)
60		Something's Gotta Give (Comedy, Drama, Romance, 2003)
60		Easy A (Comedy, Drama, Romance, 2010)
60		Chaos Theory (Comedy, Drama, Romance, 2008)
60		The Real Blonde (Comedy, Drama, Romance, 1997)
60		The Life and Death of Peter Sellers (Biography, Comedy, Drama, Romance, 2004)
60		While You Were Sleeping (Comedy, Drama, Romance, 1995)
60		Blue Juice (Comedy, Drama, Romance, 1995)
60		Happy-Go-Lucky (Comedy, Drama, Romance, 2008)
60		Sideways (Adventure, Comedy, Drama, Romance, 2004)
60		L.A. Without a Map (Comedy, Drama, Romance, 1998)
60		The Importance of Being Earnest (Comedy, Drama, Romance, 2002)
60		My Wife Is an Actress (Comedy, Drama, Romance, 2001)
60		Looking for Alibrandi (Comedy, Drama, Romance, 2000)
60		The Emperor's New Clothes (Comedy, Drama, Romance, 2001)
60		American Desi (Comedy, Drama, Romance, 2001)
60		Whatever It Takes (Comedy, Drama, Romance, 2000)
60		About a Boy (Comedy, Drama, Romance, 2002)
60		The Incredibly True Adventure of Two Girls in Love (Comedy, Drama, Romance, 1995)
60		The Sisterhood of the Traveling Pants 2 (Comedy, Drama, Family, Romance, 2008)
60		Bus Stop (Comedy, Drama, Romance, 1956)
60		The Private Lives of Pippa Lee (Comedy, Drama, Romance, 2009)
60		The Mirror Has Two Faces (Comedy, Drama, Romance, 1996)
60		Catch and Release (Comedy, Drama, Romance, 2006)
60		Sex and Breakfast (Comedy, Drama, Romance, 2007)
60		Griffin & Phoenix (Comedy, Drama, Romance, 2006)
60		Sleepless in Seattle (Comedy, Drama, Romance, 1993)
60		Benny & Joon (Comedy, Drama, Romance, 1993)
60		Peter's Friends (Comedy, Drama, Romance, 1992)
60		A Good Year (Comedy, Drama, Romance, 2006)
60		Billy Liar (Comedy, Drama, Romance, 1963)
60		Naomi and Ely's No Kiss List (Comedy, Drama, Romance, 2015)
60		The Four-Faced Liar (Comedy, Drama, Romance, 2010)
60		Solitary Man (Comedy, Drama, Romance, 2009)
60		YPF (Comedy, Drama, Romance, 2007)
59		Racing with the Moon (Comedy, Drama, Romance, 1984)
58		About Last Night... (Comedy, Drama, Romance, 1986)
58		The Palm Beach Story (Romance, Comedy, 1942)
57		Love's Labour's Lost (Romance, Comedy, Musical, 2000)
57		27 Dresses (Comedy, Romance, 2008)
57		I Love You, Man (Comedy, Romance, 2009)
57		Kate & Leopold (Comedy, Fantasy, Romance, 2001)
57		Is It Just Me? (Comedy, Romance, 2010)
57		The Wedding Singer (Comedy, Music, Romance, 1998)
57		For Keeps? (Comedy, Drama, Romance, 1988)
57		Sing Street (Comedy, Drama, Music, Romance, 2016)
57		Little Women (Drama, Family, Romance, 1933)
57		The Seven Year Itch (Comedy, Romance, 1955)
57		Woman on Top (Comedy, Fantasy, Romance, 2000)
57		I Was a Male War Bride (Comedy, Romance, War, 1949)
57		Van Wilder (Comedy, Romance, 2002)
57		Let's Make Love (Comedy, Musical, Romance, 1960)
57		Booty Call (Comedy, Romance, 1997)

Notes: Movies similar to Tootsie, Movies like Tootsie, Comedy, Drama, Romance, Sydney Pollack, Dustin Hoffman, Jessica Lange, Teri Garr, Dabney Coleman, Films, Video, Movie Similarities