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- An Australian radio competition that required the winner to spend a large amount of money within a limited time had adverts where (imitated) celebrities were deciding what to buy with the prize money, such as Clint Eastwood pondering, "Should I buy six .44 Magnums or only five?"
- Once Bladebeak of Quest for Camelot has solidified his Heel–Face Turn, he taunts one of Ruber's metal warriors with the question, "You've got to ask yourself, 'Do I feel clucky?' Well, do ya, punk?"
- The J-WITCH Series: In "Big Trouble, Bigger Jade", Irma quotes Harry's "You gotta ask yourself one question: 'Do I feel lucky?' Well, do you, punk?" line when Jade reveals herself to be a Clint Eastwood fan. When Daolon Wong is later defeated in the same chapter, Jade and Cornelia give him their own version of Harry's speech.
- Plan 7 of 9 from Outer Space. B'Lar Nah, a warrior princess of the K'mon-Gettit, threatens a henchman thus:"I know what you're thinking, Lonzak!" snarled Princess B'Lar Nah. "Did she fire six trillion rounds or only 5,999,999,999,999? Well in all this excitement I clean forgot. But seeing as these are .95 caliber Micro-Gatlings (the most powerful handguns in the universe without hyperspace recoil-dumping) and can blow your head into dimensions so horrible even H. P. Lovecraft couldn't conceive of them, you've got to ask yourself one question: Do I feel lucky? WELL DO YOU, PUNK?"note
- Beetlejuice: At one point, the title character taunts Adam and Barbara by saying, "Go ahead, make my millennium!"
- Ferris Bueller's Day Off: When Principal Ed Rooney attempts a Badass Boast by saying how he's going to nail Ferris for skipping so many days of school, Grace, his secretary, claims he sounds just like Dirty Harry.
- My Science Project: When the mutants attack the protagonists, Vince says, "Go ahead, make my semester!"
- Transformers: When Optimus Prime introduces his weapons specialist Ironhide to Sam Witwicky, the said Autobot twirls his wrist-mounted cannons, then startling the boy with the aforementioned weapons and quipping with his gloriously delivered first line, "You feeling lucky, punk?"
- The opening scene of Yes, Madam, starring Michelle Yeoh as a Cowboy Cop, has Yeoh using a shotgun on several mobsters, until she's holding the last mobster at shotgun-point. Much like Eastwood, Yeoh then taunts her opponent with a "I've lost count of my bullets, do you feel lucky?" speech. Although in this case, the last mobster does, in fact feel lucky, and tried making a move, but Yeoh on the other hand still have one shell remaining in her shotgun — cue Literal Disarming.
- In Red Heat, when Danko is forced to give up his Podbyrin, Ridzik loans Danko a .44 Magnum and tells him that he is now the proud owner of the most powerful handgun in the world. When Danko counters that his Podbyrin is more powerful, Ridzik tells him that everyone knows that the .44 is the big boy on the block and that's why Dirty Harry uses it. This elicits a confused "Who is Dirty Harry?" from Danko.
- Deconstructed in Zodiac (2007) when Inspector David Toschi (the real-life inspiration for Inspector Callahan) walks out of a screening of Dirty Harry, commenting that it must be easy to solve cases when you don’t have to worry about following due process.
- In Janet Evanovich's Two For The Dough, the second volume in her Stephanie Plum series, Stephanie's Grandma Mazur points a very large revolver at the bad guys and delivers Harry's speech, word-for-word. The bad guys remark how cheesy it is, but still hesitate to rush an old lady with a gun.
- In Terry Pratchett's Guards! Guards!, Captain Sam Vimes confronts an unruly mob with a miniature dragon under his arm, having already fired one blast to get their attention:"Now I know what you're thinking[.] You're wondering, after all this excitement, has it got enough flame left? And, y'know, I ain't so sure myself... What you've got to ask yourself is: Am I feeling lucky?"
- In I Think I Love You, Bill thinks that you need a proper twang, like in Dirty Harry, to say "sonofabitch" right.
- Endeavour: In the post-robbery climax of "Coda", Morse distracts Cole Matthews, one of the bank robbers who is holding Joan Thursday at gunpoint, by claiming that he's fired all of his six shots. This causes Matthews to point his gun at Morse, allowing Fred Thursday to shoot him. As the injured Matthews is carried away, he begs Morse to tell him if he really had fired all of his shots. Turns out, Morse was bluffing — he just wanted him to move the gun away from Joan.
- Farscape
- In "What Was Lost: Resurrection", John Crichton's pulse pistol stops working in the middle of a firefight.Crichton: You are the most powerful handgun in the Uncharted Territories and I don't know whether you've fired 500 shots or 600 but—(checks the cartridge) 600. Empty.
- In "Won't Get Fooled Again" Bialar Crais, in an Imagine Spot as a human police officer in high-heeled shoes, gives the "Well, do ya, punk?!" line at the end of a comically insane Reading Your Rights scene.
- In "What Was Lost: Resurrection", John Crichton's pulse pistol stops working in the middle of a firefight.
- Good Omens: Crowley threatens Hastur with a spray bottle that he claims is filled with holy water. When Hastur accuses him of bluffing, Crowley responds, "Maybe I am, maybe I'm not. Ask yourself: do you feel lucky?"
- Veronica Mars: In the second season episode "Plan B", Veronica calls Weevil "Dirty Harry" at one point.
- Animal Crossing (2001): During the game's tutorial, Tom Nook tasks the player with delivering furniture to a random villager. If the villager happens to be a cranky one, their response to the delivery will feature the line "So ask yourself: 'Do I feel lucky?' Well? Do ya, <catchphrase>?"
- Borderlands 2: The Unkempt Harold is a legendary Torgue revolver, with the flavor text "Did I fire five shots or six? Three? Seven. Whatever."
- LEGO City Undercover features a Captain Ersatz of Dirty Harry named Shaky Harry who asks one of the policemen if he had six shots of coffee or only five.
- Duke Nukem as he appeared in Duke Nukem 3D not only cribs Harry's "Go ahead, make my day!" line, but his voice is actually styled on Harry's. Voice actor John St. John hit on the idea to deliver all his lines through sneering, gritted teeth like Inspector Callahan to give Duke a proper action hero sound.
- PAYDAY 3: The J&M Castigo 44's description opens by asking "Do you feel lucky, punk?"note
- The Less Than Epic Adventures of TJ and Amal: TJ asks Amal to pick his favorite out of Clint Eastwood and John Wayne. Amal asks him to clarify if he means Dirty Harry Eastwood or A Fistful of Dollars Eastwood before declaring that Eastwood wins regardless.
- The Angry Video Game Nerd has reviewed the licensed game of the movie for the Nintendo Entertainment System by Gray Matter, Inc.
- The Justice League Unlimited episode "Patriot Act" features a small Values Dissonance debate between Vigilante and the Shining Knight:Shining Knight: I still say this Clint Eastwood dishonored himself when he refused to... What was it? "Play by the rules".
Vigilante: Pardner, your medieval upbringing has done left you unschooled in the ways of the movin' picture.
Shining Knight: No, his proper duty is to his police captain. I see why they call him "Dirty" - he besmirches his order.
Vigilante: Sir Justin, if you want to be watchin' stuff on my big TV with the 5.1 Surround Sound, you had best watch what you say about Mr. Clint Eastwood.
- In 1992, Baton Rouge homeowner Rodney Peairs shot and killed Japanese exchange student Yoshihiro Hattori, mistaking him for a trespasser. Peairs was acquitted of criminal manslaughter, but was found liable in a civil trial for Hattori's death. During the trial, Peairs was asked, if Hattori was "charging" at him in a threatening manner, as Peairs claimed, why was he found lying on his back after Peairs shot him? Peairs responded that since his gun, a .44 Magnum revolver, was "the most powerful handgun in the world", it had obviously knocked Hattori onto his back even when he was moving forwards at speed. Several firearms experts testified that this was bogus, and there were several instances of .44 Magnums being used by hunters, where the bullets failed to knock over stationary deer, let alone deer moving in the direction of the shot. This and several other details convinced the jury that Peairs had not had sufficient reason to believe Hattori was a threat, and had thus fired without sufficient cause.
