30 pieces of dating advice from films

30 pieces of dating advice from films

30 pieces of dating advice from films

If you asked us for our best piece of dating advice it would be to stop doing that weird thing with your eye. Which, as helpful as it is, also shows that we need a bit of help with our wingman repertoire.

So we scoured the history of cinema for some of Hollywood's advice on how to deal with the potentially hellish world of dates.

(Images: All Star, Rex Features)

30-pieces-of-dating-advice-from-films-18-1556693531-8BJv-column-width-inline

Cal (The 40-Year-Old Virgin)

Year: 2005

Played by: Seth Rogen

"Just ask a question, that's it. Because women do not care about what you have to say at all and all they want to do is talk about themselves"

30-pieces-of-dating-advice-from-films-19-1556693531-PtiK-column-width-inline

Florence (Greenberg)

Year: 2010

Played by: Greta Gerwig

"Hurt people hurt people"

30-pieces-of-dating-advice-from-films-20-1556693532-y0vk-column-width-inline

Sala (The Rum Diary)

Year: 2011

Played by: Michael Rispoli

"Do not confuse love with lust nor drunkenness for judgment."

30-pieces-of-dating-advice-from-films-21-1556693533-nmQu-column-width-inline

Will (Robin Hood)

Year: 2010

Played by: Scott Grimes

"The secret to success is to never go for the prettiest one."

30-pieces-of-dating-advice-from-films-22-1556693533-p20E-column-width-inline

Wallace (Scott Pilgrim Vs The World)

Year: 2010

Played by: Kieran Culkin

"If you want something bad, you have to fight for it. Step up your game...break out the L-word."

30-pieces-of-dating-advice-from-films-23-1556693534-yiwn-column-width-inline

Trent (Swingers)

Year: 1996

Played by: Vince Vaughn

"If you call too soon you might scare off a nice baby who's ready to party."

30-pieces-of-dating-advice-from-films-24-1556693535-hzoA-column-width-inline

Juan (Vicky Cristina Barcelona)

Year: 2008

Played by: Javier Bardem

“Only unfulfilled love can be romantic.”

30-pieces-of-dating-advice-from-films-25-1556693535-cBA2-column-width-inline

Prime Minister (Love Actually)

Year: 2003

Played by: Hugh Grant

"I'm not sure that politics and dating really go together."

30-pieces-of-dating-advice-from-films-26-1556693536-T3Ot-column-width-inline

Lillian (Bridesmaids)

Year: 2011

Played by: Maya Rudolph

"Make room for someone who is nice to you."

30-pieces-of-dating-advice-from-films-27-1556693536-kI87-column-width-inline

Paul (Midnight In Paris)

Year: 2011

Played by: Michael Sheen

"Sex and alcohol – it fuels the desire but kills the performance."

30-pieces-of-dating-advice-from-films-28-1556693537-Z3r3-column-width-inline

Oz (American Pie)

Year: 1999

Played by: Chris Klein

"You ask them questions, and listen to what they have to say and shit."

30-pieces-of-dating-advice-from-films-29-1556693537-svPG-column-width-inline

Tommy (Friends With Benefits)

Year: 2011

Played by: Woody Harrelson

“It’s not who you want to spend Friday night with. It’s who you want to spend all day Saturday with.”

30-pieces-of-dating-advice-from-films-30-1556693538-QvcT-column-width-inline

Sean (Good Will Hunting)

Year: 1998

Played by: Robin Williams

"You're not perfect, sport, and let me save you the suspense: this girl you've met, she's not perfect either. But the question is whether or not you're perfect for each other."

30-pieces-of-dating-advice-from-films-31-1556693539-PdKL-column-width-inline

Alex Hitchens (Hitch)

Year: 2005

Played by: Will Smith

"A woman who doesn't want to kiss takes her keys out, puts them in the door, goes in the house. A woman that wants to kiss, she fiddles."

30-pieces-of-dating-advice-from-films-32-1556693539-Hscu-column-width-inline

Gary (The Break-Up)

Year: 2006

Played by: Vince Vaughn

"It's not about doing the things you love, it's about doing things with the one you love!"

30-pieces-of-dating-advice-from-films-33-1556693540-RwH1-column-width-inline

Alvy Singer (Annie Hall)

Year: 1977

Played by: Woody Allen

"A relationship, I think, is like a shark. You know? It has to constantly move forward or it dies."

30-pieces-of-dating-advice-from-films-34-1556693541-TC3z-column-width-inline

Rachel ((500) Days Of Summer)

Year: 2009

Played by: Chloe Grace Moretz

"Just because she likes the same bizzaro crap you do doesn't mean she's your soul mate."

30-pieces-of-dating-advice-from-films-35-1556693541-ld7P-column-width-inline

Harry (When Harry Met Sally)

Year: 1989

Played by: Billy Crystal

"No man can be friends with a woman that he finds attractive. He always wants to have sex with her."

30-pieces-of-dating-advice-from-films-36-1556693542-eAzY-column-width-inline

Yuri (Lord of War)

Year: 2005

Played by: Nicolas Cage

"That’s the trouble with falling in love with a dream girl. They have a habit of becoming real."

30-pieces-of-dating-advice-from-films-37-1556693542-juuO-column-width-inline

Van Wilder (Van Wilder)

Year: 2002

Played by: Ryan Reynolds

"First dates are interviews"

30-pieces-of-dating-advice-from-films-38-1556693543-G0ju-column-width-inline

Joel (Eternal Sunshine...)

Year: 2004

Played by: Jim Carrey

"Constantly talking isn't necessarily communicating.."

30-pieces-of-dating-advice-from-films-39-1556693544-55I6-column-width-inline

Kate (Drinking Buddies)

Year: 2013

Played by: Olivia Wilde

"That's the problem with heartbreak, to you it's like an atomic bomb and to the world it's just really cliche, because in the end we all have the same experience."

30-pieces-of-dating-advice-from-films-40-1556693544-YhlC-column-width-inline

John (Wedding Crashers)

Year: 2005

Played by: Owen Wilson

"Love doesn't exist, that's what I'm trying to tell you guys. And I'm not picking on love, 'cause I don't think friendship exists either."

30-pieces-of-dating-advice-from-films-41-1556693545-lRQC-column-width-inline

Laramie (The Arizona Raiders)

Year: 1936

Played by: Buster Crabbe

"Romance is when a man runs after a woman until she catches him."

30-pieces-of-dating-advice-from-films-42-1556693545-diGr-column-width-inline

Barney (The Expendables)

Year: 2010

Played by: Sylvester Stallone

"The man who best gets along with women is the man who can get along without them."

30-pieces-of-dating-advice-from-films-43-1556693546-lh4t-column-width-inline

William (Finding Forrester)

Year: 2000

Played by: Sean Connery

"The key to a woman's heart is an unexpected gift at an unexpected time."

30-pieces-of-dating-advice-from-films-44-1556693547-ujRY-column-width-inline

Officer Michaels (Superbad)

Year: 2007

Played by: Seth Rogen

"You don't want to meet a chick in a bar man...you gotta go to other places. You gotta go to spin class, a farmer's market...just somewhere social, non-threatening"

30-pieces-of-dating-advice-from-films-45-1556693547-iPTk-column-width-inline

Louis 'Mountain' Rivera (Requiem For A Heavyweight)

Year: 1962

Played by: Anthony Quinn

“When you’re out with a lady, you should act special.”

30-pieces-of-dating-advice-from-films-46-1556693548-25bY-column-width-inline

Amy (Her)

Year: 2013

Played by: Amy Adams

"I think anybody who falls in love is a freak. It's a crazy thing to do. It's kind of like a form of socially acceptable insanity."

30-pieces-of-dating-advice-from-films-47-1556693548-fdnz-column-width-inline

Mac (The Heartbreak Kid)

Year: 2007

Played by: Rob Corddry

"Plaster on a fake smile, plow through the next half century, sit back, relax, and wait for the sweet embrace of death!"

Danielle de Wolfe

As Shortlist’s Staff Writer, Danielle spends most of her time compiling lists of the best ways to avoid using the Central Line at rush hour.