steal things (Hats seem to be a common target), throw stuff at people (including their own excrement), drop Banana Peels, and otherwise make monkey business. Sometimes, the mischief-making monkey is a Karmic Trickster. Can overlap with Maniac Monkeys, or, if they're funny, Everything's Better with Monkeys.
May be a reason for Hilarity in Zoos.
- A Visa card advertisement had orangutans stealing the luggage of Catherine Zeta-Jones, until she ransoms it back by using her Visa card to order a truckload of bananas. The monkeys are so impressed they want the Visa card as well. Catherine refuses and is about to drive off whereupon the leader of the monkeys shows he's nicked her carkeys too.
- In Inuyasha, three little monkey youkai appear as playful pests. Subverted by their leader Sarugami, who's The Stoic.
- Jewelpet: Tata, a squirrel monkey Jewelpet, is very mischievous and chaotic, and often a nuisance to the heroes. He's also known for stealing stuff in the second and fourth seasons.
- In Blood Blockade Battlefront, Sonic is introduced stealing Leo's camera and has to be chased down for the rest of the episode.
- One of the locations on the map at the end of issue #2 of My Little Pony: Friendship is Magic (IDW) is "Here there be Monkeys", with a subtitle warning visitors to guard their valuables.
- The Punisher: A Mafioso goes to the zoo with a date and a Butt-Monkey bodyguard. While at the monkey cages, the don manages to get his penis ripped off by a chimp. Naturally, it all falls on the bodyguard's fault, who would have been executed if Frank hadn't been in need of an informant. The mook later suffers brain damage, falls in love with a pumpkin, and heads out west with it.
- Y: The Last Man. Ampersand might be a crucial clue to the Gendercide and Yorick's pet, but that still doesn't stop it from throwing shit and biting people. The former might well have saved Yorick's life, passing on whatever immunity the monkey had.
- In Rio, the marmosets are all thieves and con artists (within the animal kingdom, at least).
- Abu from Aladdin is a thief. And not a thief like Aladdin is a thief, who steals only what he really needs to steal out of a survival necessity. Abu steals anything and takes great pleasure in using it to mess with people.
- The baby baboon that steals Jane's drawings in Disney's Tarzan.
- In the Charlie Chaplin film The Circus, one scene featured The Tramp performing a tightrope routine because the regular could not be found. While highly entertaining, especially after the Tramp's safety harness falls off, a group of monkeys that has harassed Chaplin's character throughout the movie decides to get involved, crawling all over him, biting him, and removing his pants.
- The monkeys in Jumanji, who wreak havoc all across the town.
- Sun Wukong from Journey to the West is what happens when a mischievous monkey gains extreme god-like powers. Had it not been for The Buddha's intervention, he would have overthrown heaven.
- Zephyr from Babar is often mischievous.
- The monkeys in Caps for Sale by Esphyr Slobodkina steal all the peddler's stock, and he has to use another well-known monkey trait to get the caps back.
- Girls To The Rescue: Lek's pet monkey in "Mai's Magic" serves as his partner in crime. It's able to steal and plant items for him. However, the story presents Lek as the real problem; the end shows that Mai and her family took in the monkey for a while while Lek served time in jail for his scam.
- The title character of the children's book Good Night, Gorilla! is a mischievous young gorilla who steals a zookeeper's keys and releases the other animals in the zoo.
- Animal Inn: Book 3 features Gigi the capuchin, who causes quite a bit of trouble for the Taylor family when she's recovered enough. The last straw for Val is when Gigi bites Cleveland's tail, prompting Val to insist that the monkey go. (And she does, to a nearby petting zoo that treats its animals well.)
- On an episode of The Lucy Show, Lucy gets a job babysitting, but finds out she's expected to care for a couple's three chimpanzees which they see as their children. The chimps put off going to bed with all sorts of tricks including riding bikes and playing Cowboys and Indians. The couple comes home to an exhausted Lucy who apologizes that the chimps aren't in bed. The "parents" are just glad she didn't run away like the last babysitter.
- In Friends season one, Ross had a capuchin monkey named Marcel in order to get used to having someone who depended on him, in preparation for his then-unborn son. It got into a lot of mischief, including setting the girls' TV to the Spanish language SAP. Ross eventually gave it to a zoo, and it was last seen starring opposite Jean-Claude Van Damme in Outbreak 2.
- Community: Annie's Boobs, the thieving monkey.
- On How I Met Your Mother Marshall may or may not have been mugged by a monkey; he refuses to say. From the same episode, Ted claims a monkey stole a doll, climbed a model of the Empire State Building and was attacked by paper airplanes, but fans have their doubts.
- Scarab of Ra has a monkey that cannot hurt you, but likes to steal your gold and whatever else you might be carrying. Then after it's robbed you bare, it might come back to tweak your nose.
- Kingdom of Loathing has a kleptomaniac monkey familiar that increases meat drops when used (meat being Loathing's currency, in a bizarre justification of the Money Spider trope).
- In Samurai Warriors, Hideyoshi has a monkey motifs and has a mischievous, playful attitude.
- In Yoshi's Island, the third world is mainly inhabited by monkeys called Grinders that spit watermelon seeds at Yoshi and sometimes drop bombs.
- Super Mario 64 had the hat-stealing Ukiki of Tall, Tall Mountain.
- In The Lion King, the second level had a lot of monkeys hanging from trees waiting to toss something around. That something is Simba, who can roar at them to change the direction they toss him.
- The Chimp from Super Mario Galaxy 2 is a blue chimpanzee that will challenge Mario/Luigi to some sort of challenge several times in the game, such as stomping as many Goombas as possible, ice skating to knock out enemies a la Whack-A-Mole, bowling over pin-shaped enemies using the rock power-up or swimming for coins.
- Aipom and Ambipom from Pokémon fit this description to a tee. Mankey as well, provided that it isn't angry at something.
- Levels set in ancient Egypt in Crash Bandicoot 3: Warped often feature monkeys who hide in (and can apparently teleport between) vases, while they throw stuff at Crash. Break the last of the vases in a given area, however, and the monkey will cower with its hands over its head, leaving you free to jump on his head a few times for more Wumpa Fruit, if you're so inclined.
- Sun Wukong, the Monkey King from Dota 2 literally has an ability called Mischief, which transforms him into a semi-random object to blend in with the area and makes AI-controlled units (such as creeps and towers) ignore him. Videos abound on YouTube about the cheeky plays that this enables.
- Spelunky has monkeys in the Jungle levels as a minor enemy. Unlike most things in this game, they can't do direct damage to you; they simply latch onto your back for a bit and steal ropes, bombs, or money (or simply knock you down for a moment). The only real danger they pose is if one knocks you into (or near) something dangerous, like spikes, a piranha pool, a mantrap....
- The 2017 reveal trailer for Beyond Good & Evil 2 features Knox, part of the crew of Space Pirates who will be serving as the game's heroes. Knox is a genetically-enhanced chimp with a cheeky Cockney accent and a really foul mouth who's first introduced selling a golden pig idol to Pig Man Zhou Yuzhu in exchange for an M-disk. Zhou Yuzhu greedily grabs the idol, only for one of its jewel eyes to fall off, its gold paint rubs off to reveal it's actually brown, and it melts in his palms.
Zhou Yuzhu: WHAT?!
Knox: What "What"? That's Swiss-fuckin'-chocolate, Pig! (he then punches out the skylights above his head with a mechanical fist on a grappling rope, before hightailing it out of there)
- Rhinokey from The Wuzzles, although he's only half monkey, is the joker of the gang.
- Master Monkey on the TV series Kung Fu Panda is the most mischievous of the Furious Five, although it is not seen often in the movies.
- Mr. Twitchy from Rated "A" for Awesome hinders the gang just as much as he helps them.
- In the Superman short "Terror on the Midway", a mischievous monkey releases a bunch of circus animals, including a terrifying Killer Gorilla.
- PJ Masks: Season 4 introduces Munki-Gu, a talking Monkey supervillain who only lives for causing mischief. He doesn't even care if he targets the heroes or other villains, as long as he can have his fun.