It’s a universally recognized truth that a single person in possession of a chat line must be in need of… well, something.
Movies are full of them: characters trying to wield their charisma to win someone else’s heart.
But, the fact is that even the smoothest character has a hard time pulling off a line of conversation.
To be fair, some are better than others; for example, James Stewart’s attempts land pretty well on Frank Capra. you can’t take it with you (1938), while Humphrey Bogart and Ingrid Bergman prove to be professional talkers in Michael Curtiz’s classic White House (1942).
Below, we’ve highlighted the 15 most embarrassing, hilarious, and, yes, crude examples.
Anchorman: The Legend of Ron Burgundy (2004)
Ron Burgundy (Will Ferrell): “I don’t know how to put this, but I’m a big problem.”
Austin Powers: The Spy Who Shagged Me (1999)
Austin Powers (Mike Myers): “Let me ask you a question. And be honest. Do I make you hot, baby? Me? Do I make you horny?
couples retreat (2009)
Dave (Vince Vaughn): “Someone has to call God and tell him that one of his angels is missing.”
face/out (1997)
Castor Troy as Sean Archer (John Travolta): “I hate to see you go, but I love to see you go.”
gone With the Wind (1939)
Rhett Butler (Clark Gable): “I don’t think I’ll kiss you, although you really need to be kissed. That’s what’s wrong with you. You must be kissed and kissed often, and by someone who knows how to do it.”
The Hangover (2009)
Phil Wenneck (Bradley Cooper): “Ma’am, in the leopard print dress, you have an amazing rack.”
Hitch (2004)
Alex “Hitch” Hitchens: “I couldn’t help but notice that you look so much like my soon-to-be girlfriend.”
intolerable cruelty (2003)
Miles Massey (George Clooney): “Your husband told me you were the most beautiful woman he had ever seen, but he didn’t say anything about the most beautiful woman ID never seen.”
Leaving Vegas (nineteen ninety five)
Ben Sanderson (Nicolas Cage): “I really wish you would come home with me. You are so cute and I am really good in bed, believe me.
National Lampoon’s Van Wilder (2002)
Van Wilder (Ryan Reynolds): “Are you stalking me? Because that would be great.”
ps I love you (2007)
Gerry Kennedy (Gerard Butler): “I know what I want, because I have it in my hands right now. You.”
Scarface (1983)
Tony Montana (Al Pacino): “You’re handsome. You have a beautiful body, beautiful legs, beautiful face, all these guys in love with you. You just have a look in your eyes like you haven’t been fucked in a year.”
the sure thing (1985)
Walter Gibson (John Cusack): “Would you like to have a sexual experience so intense that it could possibly change your political views?”
vanilla sky (2001)
David Aames (Tom Cruise): “Look, I have this little problem. I have a stalker… I need a cover. I need you to pretend that we are having a brilliant conversation and that you are very entertained.”
Thelma and Louise (1991)
JD (Brad Pitt): “I may be an outlaw, honey, but you’re the one stealing my heart.”