Vince Vaughn in Swingers (1996)
Trent (Vince Vaughn)-Swingers: Playing Trent, he is always there to help his buddy Mike (John Favreau) pick up chicks, and he always reminds him that he is just so money.
◄ IMDb Polls
Poll: Best Movie Wingman
A wingman doesn't just help you get lucky with the ladies, he also has your back no matter what. A wingman reminds you that you are awesome when you are feeling down, and makes sure you never sell yourself short. Here is a list of great wingmen from movies, rate the characters themselves, not the actors. I included the actor name just for reference purposes, but this list is geared toward the character himself.
Make Your Choice
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Anthony Edwards in Top Gun (1986)
Goose (Anthony Edwards)-Top Gun: Goose is quite literally Maverick's (Tom Cruise) wingman in every sense of the word. Whether serenading a woman, or playing a game of volleyball where shirts randomly come off and go back on, Goose sets the bar for wingmen everywhere. -
(l to r) Paul Giamatti and Thomas Haden Church
Jack (Thomas Haden Church)-Sideways: Throughout the movie Jack is always reminding Miles (Giamatti) that he deserves to be happy, and he deserves a woman like Maya. Jack even reminds Miles not to drink too much, and to avoid drunk dialing; a true wingman. -
"Star Trek" Leonard Nimoy, William Shatner 1966 NBC
Mr. Spock (Leonard Nimoy)-Star Trek: Mr. Spock is Captain Kirk's second in command. He always has Kirk's back in a fight or just offering his two cents based on logic. -
Adam West and Burt Ward in Batman: The Movie (1966)
Robin (Burt Ward)-Batman: Although a slough of actors have played and voiced Robin over the years, it doesn't change the fact that the boy wonder is a true wingman. Saving Batman's life numerous times and wearing that lame outfit without objection Robin is a true wingman. -
John Goodman and Rick Moranis in The Flintstones (1994)
Barney Rubbel (Rick Moranis)-The Flintstones: Fred’s next-door neighbor and best friend, Barney is constantly going along with Fred’s schemes.“OK, Fred!” Need I say more? -
Harrison Ford and Peter Mayhew in Star Wars: Episode IV - A New Hope (1977)
Chewbacca (Peter Mayhew)-Star Wars: Han Solo never has to fly solo with his furry friend watching his back. Although Han saved Chewbacca's life originally, Chewie has dedicated his life to returning the favor and has become a true wingman. -
Sean Astin and Elijah Wood in The Lord of the Rings: The Fellowship of the Ring (2001)
Samwise Gamgee (Sean Astin)-The Lord of the Rings: Sam goes with Frodo to destroy the ring, saves his life a few times, and even offers to split wearing the ring so Frodo isn't tempted. True wingman. -
(L-r) SCOOBY-DOO and Shaggy (MATTHEW LILLARD) in Warner Bros. Pictures' live-action comedy "Scooby-Doo."
Scooby Doo (Neil Fanning)-Scooby Doo: A dog is a man's best friend and Scooby is definitely a great wingman to Shaggy whether he is saving him from ghosts and ghouls or making him a giant sandwich. -
Tom Hanks and Tim Allen in Toy Story (1995)
Buzz Lightyear (Tim Allen)-Toy Story: Although they didn't start out as best friends, Buzz and Woody eventually form a great friendship, and due to Buzz's outfit he quite literally becomes Woody's Wingman. -
Jude Law in Sherlock Holmes (2009)
Dr. John Watson (Jude Law)-Sherlock Holmes: Dr. Watson is possibly the only person who understands Sherlock Holmes and can keep up with his intellect. He accompanies him on all of his cases and seems more like a brother than an assistant. -
Rupert Grint and Daniel Radcliffe in Harry Potter and the Deathly Hallows: Part 1 (2010)
Ron Weasley (Rupert Grint)-Harry Potter: Throughout all of the books and movies Ron has been a true wingman whether it be letting Harry hook up with his sister or sacrificing himself in wizard chess. -
Kevin Smith in Chasing Amy (1997)
Silent Bob (Kevin Smith)-75% of Kevin Smith Movies: Silent bob steals monkeys, battles demons, and fights mall security all because he is following Jay (Jason Mewes). Many of his exploits are also so Jay can get some lovin. Although he is the brains of the operation, he is still a true wingman. -
Alan Ruck in Ferris Bueller's Day Off (1986)
Cameron Frye (Alan Ruck)-Ferris Bueller's Day Off: A wingman doesn't always have to help his friend pick up girls, sometimes he just lets him steal his dad's cherished Ferrari and accompanies him on an adventure throughout Chicago. -
Efren Ramirez and Jon Heder in Napoleon Dynamite (2004)
Pedro (Efren Ramirez)-Napoleon Dynamite: Pedro is a new friend to Napoleon, but he is a true wingman. He stands by the awkward Napoleon through all of the torments of high school, and even lets him get the girl. -
Jason Lee and Jeremy London in Mallrats (1995)
Brodie (Jason Lee)-Mallrats: Not many guys would take the time to offer his best friends girlfriend's jerk father a doo doo covered pretzel to teach him a lesson, especially when he is having his own relationship issues. Wingman! -
Ben Affleck and Matt Damon in Good Will Hunting (1997)
Chuckie Sullivan (Ben Affleck)-Good Will Hunting: Although sometimes Chuckie might need Will (Marr Damon) to say some smart stuff to college guys in bars...he still picks Will up for work everyday with an extra coffee, buys him beers, gets him a job, and gives him awesome life advice. #wingman (sorry, had to do it once) -
Roger (Campbell Scott) guides Nick (Jesse Eisenberg) through the city's nightlife for an all-night crash course on how to manipulate women.
Roger Swanson (Campbell Scott)-Roger Dodger: One thing to look for in a wingman is certainly experience. The best way to pick up a woman you ask? By having a wingman than knows 100 times more about women than you of coarse. Roger Swanson shows his nephew the ropes and gives him the tools he will need to lay pipe. Wingmen can be like wine, better with age. -
Rory Cochrane, Sasha Jenson, and Jason London in Dazed and Confused (1993)
Randall 'Pink' Floyd (Jason London)-Dazed and Confused: Sometimes it just takes a soon to be Senior to pick your spirits up after you were viciously smacked on the butt with wooden paddles. Pink goes out of his way to offer Mitch (Wiley Wiggins) a ride home, but then goes the extra distance offering to pick him up for a night of fun that you could only have in the 70's. Pink goes further, offering Mitch advice on older women, and keeping him safe when he is with the older high schoolers. Wingman! -
Jerry Levine in Teen Wolf (1985)
Stiles (Jerry Levine)-Teen Wolf: Stiles is the wingman that will let you catch waves on the top of his van if you turn into a wolf. He will loan you Hawaiian shirts, and even dump jello on girls if it gets you a little action. You can catch him standing in front of the wolfmobile with that reassuring look on his face, or cheering for you in he bleachers while you shoot hoops. Every wolf needs a wingman. -
Ryan Gosling in Crazy, Stupid, Love. (2011)
Jacob Palmer (Ryan Gosling)-Crazy, Stupid, Love: Jacob Palmer sees Cal (Steve Carell), a random old guy in a bar that is striking out like Michael Jordan during his baseball career, and molds him into a stud. A true wingman...except for unknowingly hooking up with Cal's daughter, but that happens.
