99		Love & Other Drugs (Comedy, Drama, Romance, 2010)
99		Seeing Other People (Comedy, Romance, 2004)
99		Friends with Benefits (Comedy, Romance, 2011)
99		YPF (Comedy, Drama, Romance, 2007)
99		Knocked Up (Comedy, Romance, 2007)
97		The Last American Virgin (Comedy, Drama, Romance, 1982)
97		The Last American Virgin (Comedy, Drama, Romance, 1982)
95		Sixteen Candles (Comedy, Romance, 1984)
94		American Wedding (Comedy, Romance, 2003)
92		The Girl Next Door (Comedy, Drama, Romance, 2004)
91		Sex Drive (Adventure, Comedy, Romance, 2008)
90		Just Friends (Comedy, Romance, 2005)
88		101 Reykjavík (Comedy, Romance, 2000)
87		Les poupées russes (Comedy, Drama, Romance, 2005)
87		The Last Kiss (Comedy, Drama, Romance, 2006)
87		Eating Out (Comedy, Drama, Romance, 2004)
85		Love and Other Disasters (Comedy, Romance, 2006)
84		Now You Know (Comedy, Romance, 2002)
83		Someone Like You... (Comedy, Romance, 2001)
82		Factotum (Comedy, Drama, Romance, 2005)
82		Weird Science (Comedy, Romance, Sci-Fi, 1985)
81		Sex and Breakfast (Comedy, Drama, Romance, 2007)
79		Confessions of a Dangerous Mind (Biography, Comedy, Crime, Romance, 2002)
77		Turn Me On, Dammit! (Comedy, Romance, 2011)
77		Alfie (Comedy, Drama, Romance, 2004)
77		Free Enterprise (Comedy, Romance, 1998)
76		Sex and Death 101 (Comedy, Drama, Romance, 2007)
76		Love and Other Catastrophes (Comedy, Romance, 1996)
76		Love, Rosie (Comedy, Romance, 2014)
76		Booty Call (Comedy, Romance, 1997)
76		The Wackness (Comedy, Drama, Romance, 2008)
75		Man with a Million (Comedy, Romance, 1954)
75		Mallrats (Comedy, Romance, 1995)
75		Lawless Heart (Comedy, Drama, Romance, 2001)
75		Mischief (Comedy, Romance, 1985)
75		Nico and Dani (Comedy, Drama, Romance, 2000)
75		Sideways (Adventure, Comedy, Drama, Romance, 2004)
74		Alex & Emma (Comedy, Romance, 2003)
72		What's Your Number? (Comedy, Romance, 2011)
72		The Dictator (Comedy, Romance, 2012)
72		Working Girl (Comedy, Drama, Romance, 1988)
72		Cashback (Comedy, Drama, Romance, 2006)
71		Dedication (Comedy, Drama, Romance, 2007)
71		Libeled Lady (Comedy, Romance, 1936)
71		In the Land of Women (Comedy, Drama, Romance, 2007)
71		It's in the Water (Comedy, Romance, 1997)
70		Zus & zo (Comedy, Fantasy, Romance, 2001)
70		Avanti! (Comedy, Romance, 1972)
70		Adventureland (Comedy, Drama, Romance, 2009)
70		Americano (Comedy, Romance, 2005)
70		The Wedding Date (Comedy, Romance, 2005)
70		Boca a boca (Comedy, Romance, 1995)
70		Valley Girl (Comedy, Romance, 1983)
69		Varsity Blues (Comedy, Drama, Romance, 1999)
69		Down with Love (Comedy, Romance, 2003)
69		Your Friends & Neighbors (Comedy, Drama, Romance, 1998)
69		As Good as It Gets (Comedy, Drama, Romance, 1997)
68		Wet Hot American Summer (Comedy, Romance, 2001)
68		Don Jon (Comedy, Drama, Romance, 2013)
67		Overnight Delivery (Romance, Comedy, 1998)
67		The Sessions (Biography, Comedy, Drama, Romance, 2012)
67		L'amour dure trois ans (Comedy, Romance, 2011)
67		Married to the Mob (Comedy, Crime, Romance, 1988)
67		Billy's Hollywood Screen Kiss (Comedy, Romance, 1998)
67		Venus (Comedy, Drama, Romance, 2006)
66		Uptown Girls (Comedy, Drama, Romance, 2003)
66		The Rules of Attraction (Comedy, Drama, Romance, 2002)
65		I Love You, Alice B. Toklas! (Comedy, Romance, 1968)
65		Date Night (Comedy, Crime, Romance, 2010)
65		Puccini for Beginners (Comedy, Romance, 2006)
65		Woman on Top (Comedy, Fantasy, Romance, 2000)
65		My Wife Is an Actress (Comedy, Drama, Romance, 2001)
64		Twice Upon a Yesterday (Comedy, Drama, Romance, 1998)
64		Two Weeks Notice (Comedy, Romance, 2002)
64		Easy Virtue (Comedy, Romance, 2008)
64		16-Love (Comedy, Family, Romance, 2012)
64		Cheeni Kum (Comedy, Romance, 2007)
64		Twice Upon a Yesterday (Comedy, Drama, Romance, 1998)
63		All Over the Guy (Comedy, Romance, 2001)
63		L'arnacoeur (Comedy, Romance, 2010)
62		The Man with Two Brains (Comedy, Romance, Sci-Fi, 1983)
62		How to Make an American Quilt (Comedy, Drama, Romance, 1995)
62		This Is 40 (Comedy, Romance, 2012)
62		Goodbye, Columbus (Comedy, Drama, Romance, 1969)
62		The Philadelphia Story (Comedy, Romance, 1940)
62		Elizabethtown (Comedy, Drama, Romance, 2005)
62		Enemies: A Love Story (Comedy, Drama, Romance, 1989)
61		Easy (Comedy, Romance, Drama, 2003)
61		Once Upon a Time in the Midlands (Comedy, Drama, Romance, 2002)
61		Tiptoes (Comedy, Drama, Romance, 2003)
61		Ninotchka (Comedy, Romance, 1939)
60		The Best Man (Comedy, Romance, 2005)
60		Wedding Crashers (Comedy, Romance, 2005)
60		Monster-in-Law (Comedy, Romance, 2005)
60		Sleepover (Comedy, Romance, 2004)
60		Pillow Talk (Comedy, Romance, 1959)
60		Sleepover (Comedy, Romance, 2004)
60		Aquamarine (Comedy, Family, Fantasy, Romance, 2006)
60		Cousins (Comedy, Romance, 1989)
60		Oyster Farmer (Comedy, Crime, Drama, Romance, 2004)
59		Better Than Chocolate (Comedy, Drama, Romance, 1999)
59		Gayby (Comedy, Drama, Romance, 2012)
58		A Merry War (Comedy, Drama, Romance, 1997)
58		Our Family Wedding (Comedy, Romance, 2010)
58		Cosas que nunca te dije (Comedy, Drama, Romance, 1996)
58		Jusqu'à toi (Comedy, Romance, 2009)
58		Serendipity (Comedy, Romance, 2001)
58		America's Sweethearts (Comedy, Romance, 2001)
57		On a Clear Day (Comedy, Drama, Romance, 2005)
57		Hum Tum (Drama, Romance, Comedy, 2004)
57		Shall We Dance (Comedy, Drama, Romance, 2004)
57		Bewitched (Comedy, Fantasy, Romance, 2005)
57		A Good Year (Comedy, Drama, Romance, 2006)
57		Mozart and the Whale (Comedy, Drama, Romance, 2005)
57		Dev.D (Comedy, Drama, Romance, 2009)
57		Georgy Girl (Comedy, Drama, Romance, 1966)
57		Three to Tango (Comedy, Romance, 1999)
57		Un bonheur n'arrive jamais seul (Comedy, Romance, 2012)
57		Lord Love a Duck (Comedy, Drama, Romance, 1966)
57		The Last Days of Disco (Comedy, Drama, Music, Romance, 1998)
57		Un plan parfait (Comedy, Romance, 2012)
56		The Truth About Cats & Dogs (Comedy, Romance, 1996)
56		Bachelor Mother (Comedy, Romance, 1939)
56		Laggies (Comedy, Romance, 2014)
56		Chaos Theory (Comedy, Drama, Romance, 2008)
56		The Man Who Came to Dinner (Comedy, Romance, 1942)
56		Punch-Drunk Love (Comedy, Drama, Romance, 2002)
56		Shanghai Kiss (Comedy, Drama, Romance, 2007)
56		L'auberge espagnole (Comedy, Drama, Romance, 2002)
56		What's Up, Doc? (Comedy, Romance, 1972)
55		Seres queridos (Comedy, Romance, 2004)
55		It's Complicated (Comedy, Drama, Romance, 2009)
55		The Kids Are All Right (Comedy, Drama, Romance, 2010)
55		Breakin' All the Rules (Comedy, Romance, 2004)
55		Worth Winning (Comedy, Romance, 1989)
55		The Tall Guy (Comedy, Romance, 1989)
55		Silver Linings Playbook (Comedy, Drama, Romance, 2012)
55		The Moon Is Blue (Comedy, Romance, 1953)
55		Christmas in Connecticut (Comedy, Romance, 1945)
55		Heartbreakers (Comedy, Crime, Romance, 2001)
55		Only the Lonely (Comedy, Romance, 1991)
55		Starting Over (Comedy, Romance, 1979)
55		She's Gotta Have It (Comedy, Romance, 1986)
54		Something Borrowed (Comedy, Drama, Romance, 2011)
54		The Ten (Comedy, Romance, 2007)
54		But I'm a Cheerleader (Comedy, Drama, Romance, 1999)
54		My Name Is Tanino (Comedy, Romance, 2002)
54		Outside Providence (Comedy, Drama, Romance, 1999)
54		The Shop Around the Corner (Comedy, Drama, Romance, 1940)
54		Undertaking Betty (Comedy, Romance, 2002)
54		Baghead (Comedy, Drama, Horror, Romance, 2008)
54		The Perfect Holiday (Comedy, Family, Fantasy, Romance, 2007)
53		Casse-tête chinois (Comedy, Drama, Romance, 2013)
53		I Love You Phillip Morris (Biography, Comedy, Crime, Romance, 2009)
53		I Love You, Man (Comedy, Romance, 2009)
53		Picture Perfect (Comedy, Drama, Romance, 1997)
53		Smiling Fish & Goat on Fire (Comedy, Romance, 1999)
53		Fast Food Fast Women (Comedy, Romance, 2000)
53		Ceremony (Comedy, Romance, 2010)
53		The Mexican (Adventure, Comedy, Crime, Romance, 2001)
52		Love Wrecked (Adventure, Comedy, Romance, 2005)
52		Bull Durham (Comedy, Romance, Sport, 1988)
52		Paperback Hero (Comedy, Romance, 1999)
52		Dil Chahta Hai (Comedy, Drama, Romance, 2001)
52		Kicking and Screaming (Comedy, Drama, Romance, 1995)
52		In Her Shoes (Comedy, Drama, Romance, 2005)
52		Some Girls (Comedy, Drama, Romance, 1988)
52		Wimbledon (Comedy, Romance, Sport, 2004)
52		Think Like a Man (Comedy, Romance, 2012)
52		35 and Ticking (Comedy, Romance, 2011)
51		Wake Up Sid (Comedy, Drama, Romance, 2009)
51		Hair (Comedy, Drama, Musical, Romance, 1979)
51		Victor Victoria (Comedy, Music, Musical, Romance, 1982)
51		Music and Lyrics (Comedy, Music, Romance, 2007)
51		The Young Girls of Rochefort (Comedy, Drama, Musical, Romance, 1967)
51		The Importance of Being Earnest (Comedy, Drama, Romance, 2002)
51		The Awful Truth (Comedy, Romance, 1937)
51		Embrassez qui vous voudrez (Comedy, Drama, Romance, 2002)
51		Tromeo and Juliet (Action, Comedy, Drama, Romance, 1996)
51		Wilbur Wants to Kill Himself (Comedy, Drama, Romance, 2002)
51		You Kill Me (Comedy, Crime, Romance, 2007)
51		The Hammer (Comedy, Romance, Sport, 2007)
51		The Other Woman (Comedy, Romance, 2014)
51		What If (Comedy, Romance, 2013)
51		About a Boy (Comedy, Drama, Romance, 2002)
51		The Palm Beach Story (Romance, Comedy, 1942)
50		Fat Albert (Comedy, Family, Fantasy, Romance, 2004)
50		Paris When It Sizzles (Comedy, Romance, 1964)
50		That Touch of Mink (Comedy, Romance, 1962)
50		Sunday in New York (Comedy, Romance, 1963)
50		Solitary Man (Comedy, Drama, Romance, 2009)
50		Three of Hearts (Comedy, Romance, 1993)
50		Overboard (Comedy, Romance, 1987)
50		Un homme à la hauteur (Comedy, Romance, 2016)
50		Prizzi's Honor (Comedy, Crime, Drama, Romance, 1985)
50		Mr. Wonderful (Comedy, Romance, 1993)
50		Clueless (Comedy, Romance, 1995)
50		Looking for Alibrandi (Comedy, Drama, Romance, 2000)
50		Grease (Musical, Romance, 1978)
50		The Names of Love (Comedy, Drama, Romance, 2010)
50		Brève traversée (Comedy, Drama, Romance, 2001)
50		Kate & Leopold (Comedy, Fantasy, Romance, 2001)

Notes: Movies similar to The 40-Year-Old Virgin, Movies like The 40-Year-Old Virgin, Comedy, Romance, Judd Apatow, Steve Carell, Catherine Keener, Paul Rudd, Romany Malco, Films, Video, Movie Similarities