"No Muttley, we can't win fairly! *bonks Muttley* We are villains, ergo we have to cheat!"A baddie, after proceeding to get ahead via legitimate or illegitimate means, will stop coasting to an easy victory in order to grab the Villain Ball and set up yet another plan to screw up the good guys. This always results in the plan either backfiring or wasting too much of the villain's time and effort, thereby giving the advantage back to the good guys. Doesn't apply specifically to Wacky Racing, but to any competitive endeavor (for cases that are Wacky Racing, a Road Sign Reversal is a common tactic). This behavior may be deliberately indulged in by a Card-Carrying Villain who cares more about Villain Cred than actual success. See also Cut Lex Luthor a Check, of which this could almost be considered a subtrope. This is a subtrope of Two Rights Make a Wrong. Compare and contrast the heroic version of this trope, Dudley Do-Right Stops to Help. See also Cheaters Never Prosper, Chronic Backstabbing Disorder, Complexity Addiction, Stupid Evil, Evil Is Petty, Nice Job Fixing It, Villain!, Hoist by His Own Petard. It is related in spirit to the Revealing Cover Up. The polar opposite of Dick Dastardly Stops to Cheat is (of course) Pragmatic Villainy. Has nothing to do with adultery. Get your mind out of the gutter.
— Dick Dastardly (while his car is three feet in front of the finish line)
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Anime & Manga
- Team Rocket almost always falls victim to this (they're Team Rocket, after all). For instance, they planned to steal a (then) full set of four Eevee evolutions, each one individually extremely valuable. They get three of them and a huge lead, easily enough to escape — but Musashi/Jesse insists on going back for the fourth one, resulting in their capture. Other times it's because they'll try and steal Pikachu even if they already have a chance to get away with some rare/valuable Pokémon/object.
- James defies in one episode where he participated in an "orienteering race" in the episode Off the Unbeaten Path. Basically, he competed fairly with his Mime Jr. despite Jessie urging him to cheat like she was doing. In the end, James wins the contest and Jessie gets "blasted off."
- The entire Team averted this in an episode where one of their evil plots begins with hawking cheap merchandise at a Pokémon tournament. They make so much money doing this, they decide to call off the rest of the plan and go home winners. Of course, by the time they opened up an even bigger shop, the tournament was over and they were out of money. Back to a life of crime.
- There was also the Balloon Race episode where Team Rocket was actually winning the race fair and square before Jesse and James screwed them up by cheating over Meowth's vigorous objections.
- There was an episode in Advanced where James practically admits to this trope. The contest was going through a Fun House and the winner would get a year supply of Poke block. Team Rocket would get ahead of the twerps in every single phase, only to wait for them to catch up so they can knock them back again. At the final phase James admits "We could have crossed the finish line but we wanted Pikachu and Whismer too." They end up losing again.
- Danzo from Naruto tries to hypnotize Mifune so the Kages will elect him leader of their alliance. It doesn't work. Mifune then informs him that he was going to nominate him, but no longer intends to do so, and Danzo attempts to justify his action by claiming that he had to be certain.
- Mazinger Z: In one of the Gosaku Ota manga chapters, Dr. Hell plots the next scheme: overwhelm Mazinger-Z with a Macross Missile Massacre as another of his Mechanical Beasts -Deathcross V9- attacks him, and as the Humongous Mecha is weakened and disoriented by the constant battering of missiles and the onslaught of the Beast, shooting a freaking huge missile to finish him off. It was a good plan. It could have even worked... Should Baron Ashura and Count Brocken have worked together. However, they were so eager and impatient for upstaging each other they attacked separately. Brocken shot the big missile without waiting for Ashura — wasting it and forcing them to rebuild the strategy —, and Ashura decided he could use that chance to defeat Mazinger-Z using the Mechanical Beast (because that tactic had worked so well in the past, right?) and humilliating Brocken.
- Alisa from Girls und Panzer during a match between her team, Saunders, and Oarai Academy. Her team has numerical superiority (they outnumber the other team two to one), superior weapons and equipment and experienced tank crews compared to Oarai's new, inexperienced team and tanks rescued from the scrap heap. Despite this she still feels to need to listen in on the other team's radio communications which technically isn't cheating, but it certainly isn't cricket either. This comes back to bite her in the ass when the other team, and her own team captain, realize what she is doing.
- Specifically, Oarai's leader, Miho, manages to turn the eavesdropping against Alisa by sending false orders by radio and real orders by text message while Alisa's captain, Kay, willingly forgoes the numerical superiority to make up for the trickery.
- Same series, the Head of MEXT School Carriers Department: Have a team of highschoolers slated to go against adult profesionals? Not enough: have it be 8 vs 30. Have an 8 vs 30 battle? Not enough: have it be an anihilation battle and not a flag battle. Have it be an anhihilation battle? Not enough: substitude late-war Pershings for their usual Shermans. Have Pershings instead of Shermans? Not enough: use Pershings whose speed indicates are the post-war M26E2 model (which is only possible through a Loophole Abuse that would usually not pass aproval. Have all the above? Not enough. Change the rules to allow a siege gun.
- This happens sometimes in Yu-Gi-Oh!. The first game played in the manga was one where both players had a stack of yen bills on the back of their left hand, and the challenge was to pick up as many as possible by stabbing them with a knife without injuring themselves. By the end of the game, Ushio has collected most of the money and could easily go home happy, but he instead decides that he should get all of it and tries to kill Dark Yugi with the knife. This... doesn't work out for him.
- Nanamine in Bakuman。 is portrayed as a skilled manga artist who could more than likely end up as a legitimate rival to Ashirogi Muto if he found himself a good writer to make up for his inability to write characters with heart. Unfortunately, he's incredibly arrogant and obsessed with utilizing dubious, underhanded tactics to push his manga up in the ranks, a practice that eventually gets him banned from Jump.
- One French comic named L'élève Ducobu follows an utterly lazy student who constantly attempts to steal and copy the answers of a Child Prodigy during exams. It doesn't work out too well. When said Child Prodigy tells him that she would gladly actually pass her the answers to copy if he asked her politely, he (hesitantly) does so and she does give him the answers, only for him to immediately give them back to her dramatically, stating that he can't do it like this. He then immediately resumes his schemes.
- Earth and Sky: Despite having a rocket powered flight harness that would allow them to easily outpace every other contestant in the Grand Pegalathon, the Flim-Flam brothers keep stopping to set up booby traps to delay everyone else, which usually only end up backfiring on them, not to mention increasingly angering the Princesses until they finally disqualify the brothers and order them arrested. Afterwards, they eventually admit that they let their egos and shortsightedness get the better of them and sabotaged themselves.
- Queen of All Oni has Jade directly reference the Trope Namer during the hunt for the third tablet of the Teachings of Eternal Shadow — despite having a lead on the J-Team, when she senses them catching up, she decides to stop and set up an ambush. However, it ends up subverted, as Blankman points out that such a fight might actually cost them their lead rather than ensure it, and convinces her to just boobytrap the path behind them and keep going.
Films — Live-Action
- In Rat Race, while everybody is doing everything they can to keep moving, the Cody Brothers stop to actively cheat more than any of the others. First of all they decide that since they can't get a plane flight, they'll sabotage an airport (it worked, but they needed a new car). Next they pause to steal another competitor's car engine. And most of all, when they decide to split up for a better chance to win, they end up in a cross-country chase starting with a hot-air-balloon and ending with their car crashing into a lake.
- Trip from Herbie: Fully Loaded felt compelled to ram Herbie into the wall even though he was in the lead, causing him to crash spectacularly and allowing Herbie to win the race.
- The Great Race, starring Tony Curtis as the Great Leslie, and Jack Lemmon as Professor Fate. Professor Fate lives this trope. Professor Fate actually originated this trope, as Dick Dastardly is based on him. For starters, his race car is made entirely of stolen parts. Beyond that: His henchman sabotages all the other racers (sans Leslie and late-entry Maggie) at the start line, he takes illegal shortcuts, blows up the gasoline stocks at refueling points, picks fights along the way so those behind him get caught up in the melees, and, if all else fails, he uses his car's built-in cannon to just blast everyone out of the way.
- Also inverted in the final scene, where the hero stops his car a few yards from the finish line to snog Natalie Wood's character. This actually allows Fate to win, but he refuses to accept victory on those terms and immediately challenges the Great Leslie to another race.
- In One Crazy Summer, despite Teddy's protests that he can win the sailing race fairly, his bullying father insists on cheating and even goes so far as to say it's "the only way to win." Naturally, this time they don't.
- In Monte Carlo Or Bust this happens several times to Sir Cuthbert Ware-Armitage; in fact, after accidentally blowing up his own car, Perkins picks him up on this.
- A Running Gag in the Austin Powers films is how Number Two's front companies are making tons of money legally, causing him lots of frustration when Dr. Evil doesn't care and still wants to take over the world, just because.
Number Two: Virtucon alone makes over nine billion dollars a year.
- In the Disney Channel Original Movie Brink!, the titular character's rival is actually quite a skilled skater as leader of the X-Blades, but his animosity towards the main character ends up getting him exposed as a cheater.
- Not a competition, but the same idea: in The Mummy (1999), Beni - who spent the entire first movie as the Big Bad's lackey - manages to escape the ruins with scores of bags laden with gold and a ride to safety. He is this close to being a Karma Houdini... but he can't abate the urge to go back in for even more loot, and meets his end inside. The heroes, on the other hand, leave using Beni's cammels, unaware that they are loaded with treasure (until the second film, where they have clearly put that money to good use).
- Casino - Nicky's job in Vegas is to be the mob's enforcer and protect their control of the casinos and the skim from potential rivals. He even owns a successful restaurant and hobnobs with its celebrity patrons. He can't help but start loan sharking, fencing, and burglary teams. He even goes on some burglaries himself. Since, his bosses don't want him doing such things because they don't want any extra attention on the casino operations, he keeps most of the money for himself.
- In A Brother's Price, the villains are quite successful, having killed half of the royal family, with the intend to become Queens themselves, but then make the mistake of messing with the Whistler family. Instead of asking to marry one of the Whistler cousins, who have just as much royal ancestry (which is the thing they're after), they kidnap the recently engaged Jerin Whistler. This ends badly for them.
- The Big Match at the end of Unseen Academicals. Since most of Ankh-Morpork United are professional footballers, it's quite likely they could have beaten UU fair and square, but attempting to do so never even occurs to Andy Shank, whose fouling of opposition players ensures that Trev Likely is on the field, and by judicious application of the rules becomes unstoppable. The United captain tries and fails to reign him in, and in the end points this out and punches him out for it.
- Zandramas of The Mallorean is practically the epitome of this trope. If she isn't blowing past Moral Event Horizons, she's setting traps for the protagonists, or kicking puppies. This comes back to massively bite her in the behind for two reasons. One, It's frequently mentioned how much of a lead she keeps getting ahead of the protagonists. Yet each of her schemes end up causing Team Light to catch up to her. Two: It does not endear her to Cyradis, whose job is to choose between the Darkness or the Light at the end, quite probably biasing the choice against her.
- A protagonist example appears in The Name of the Wind driven by the hero's immaturity and pride. The lecturer surrenders the class to Kvothe believing that Kvothe will embarrass himself by his own ignorance. Highly intelligent and educated, Kvothe could easily lecture the class or even conduct a demonstration. Instead he uses magic to attack the lecturer and blames the victim for not stopping him.
- One episode of MacGyver involved a stock car race between the title character and an old rival. The rival had nitrous oxide installed in his car without his permission ("That's illegal"), but even though he was already ahead of MacGyver and would have won had he just kept the course, he decides to use the nitrous oxide he criticized anyway and ends up spinning out on the shoulder.
- In the Stargate SG-1 episode "Space Race", the villainous human supremacists sabotage every other vehicle in the race so their favorite will win. In doing so, they take out most of the legitimate competition for Sam and her partner, and convince another enemy pilot to disable the favorite's ship out of spite. Not to mention that the favorite's one true threat managed to overcome the sabotage and probably would have beaten him fairly anyway.
- In "Earthbound", an episode of Space: 1999, a passing ship on its way to Earth offers to take one human along with them (there is only one free cryogenic capsule). The computer is asked to choose who goes. While the program is running, an obnoxious bureaucrat is busy nagging Koenig about how important he is and why he should go, finally forcing his way onto the alien ship (it it doesn't end well since the capsule isn't set up properly for him). So who did the computer eventually choose? The obnoxious bureaucrat!
- LazyTown's Robbie Rotten, whose goal is to return the town to its original lazy state, is the most active person in the town due to his schemes.
- This ended up being the undoing of the Korilla BBQ team on season two of Food Network's The Great Food Truck Race. They were consistently powerful in the first four weeks, but in week 5, after a Speed Bump forced them to go vegetarian and they put out a performance that made them fear elimination. As such, they added $2700 of their own money to their cash box to make it look like they sold more than they actually did. But without the necessary receipts, they were caught and disqualified. The real clincher? The team actually made enough money legitimately to earn third place that week, and wouldn't have been eliminated had they not resorted to cheating.
- The Adventures of Shirley Holmes has an episode where the leading candidate at the election for Student Council President was believed to have invoked the trope (he even pointed out he was leading when he was accused) but was actually framed. The heroine found out but was unable to expose and it became a case of The Bad Guy Wins.
- Reese turns out to be a surprisingly good cook on Malcolm in the Middle, and would have easily won an amateur cook off but still decided to sabotage the other dishes. Though this isn't because he wanted to win, he is just a Jerk Ass. It does give his parents incentive on a unique way to punish Reese for his actions, by banning him from preparing any food of any kind for a month.
- This led to Anand's firing in season 10 of the U.S. version of The Apprentice. During task 5, in which he was Project Manager, he sent a bunch of text messages to his friends in an attempt to sell chariot rides. Nobody responded, but his team easily won anyway. Trump eventually found out, and confronted Anand about it a few episodes later. Anand proceeded to lie right to Trump's face, claiming he hadn't sent any illegal texts, and only confessing to the deed when a few of them were read aloud.
- In an episode of Babylon 5, Matthew Stoner's empathic powers are discovered when he manipulates Lou Welch into giving him supper an hour early.
- In the Tomica Hero Rescue Force movie, Neo Terror blows up a bridge, causing its car to fall out of the race while Rescue Force carries on.
- Kurt Angle, definitely. It's acknowledged even in Kayfabe that he's the only professional wrestler in history to have won an Olympic gold medal ("with a broken freaking neck!") for actual wrestling, so theoretically (and barring some kind of miracle) he should completely decimate every single person who squares off with him in the ring. And yet whenever he's a heel — and, oddly, sometimes even when he's a face — he still cheats!
- It was Vince McMahon's attempt to pull a Montreal Screwjob on CM Punk that resulted in Punk defeating Cena for the title and (temporarily) leaving the company with it. Oops.
- According to Mick Foley, this was apparently practically dogma back when he was working in the Memphis territory, according to a booker who told him "A heel has to cheat to get his heat".
- Jesse Ventura's mantra: "Win if you can, lose if you must; but always cheat."
- Eddie Guerrero, who had it in his own theme song (I lie, I cheat, I steal!), and wore a T-shirt that said "Cheat 2 Win"!
- Meet Boris Onischenko, Soviet fencer and pentathlete. At the 1976 Summer Olympics, the British team caught him using an epee rigged to score points at the press of a button. While it was being checked out, Boris won eight of his nine matches with a regular epee but was disqualified once the examination was completed.
- Taking inspiration from the example above, Cracked.com refers to this trope (specifically in reference to Mr. Onischenko) as the New England Patriots school of cheating — cheat For the Evulz, even if you'd win anyway. Just because.
- To expand on what was mentioned in the previous example: in 2007, the New England Patriots were caught illegally taping the hand signals of their Week 1 opponent New York Jets. Coach Bill Belichick was fined $500,000, and the team ended up forfeiting their first-round draft pick. The unnecessary part of this comes when you note that this team was the first team to go undefeated in a 16-game regular season and ended the season with 589 points scored and a +315 point differential (difference between points the team scored and points the team allowed over the course of the season), while their quarterback Tom Brady threw 50 touchdown passes and wide receiver Randy Moss had 23 touchdown receptions, all NFL records. On the other hand, they lost Super Bowl XLII to the New York Giants.
- In 2015, The Patriots were caught using deflated footballs during the AFC Championship Game vs. the Indianapolis Coltsnote . Even the harshest critics admitted that the Patriots didn't need the advantage, as they had completely smashed the Colts in three previous meetings. Even when the balls were discovered and replaced at halftime, New England actually dominated the second half harder.
- Since the 2007 season, The Washington Nationals NL baseball team has had a mascot competition called the "President's Race", featuring likenesses of George Washington, Thomas Jefferson, Abraham Lincoln, and Theodore Roosevelt, with William Howard Taft added in 2013. Teddy was winless for about the first six years, mostly because of resorting to such diverse. underhanded tactics as riding past his competitors in a golf cart, riding in a bicycle-powered rickshaw, hiding in the visiting dugout and popping up in the final stretch, zip-lining into the stadium, cutting the outfield corner, riding a motor scooter, hiring another mascot to hinder the others, and even having someone dressed up in a shark suit to tackle the other runners.
- The Renault Formula One team hadn't won for nearly two years when two senior team members conspired with driver Nelson Piquet Jr. to deliberately crash during the 2008 Singapore Grand Prix to assist teammate Fernando Alonso to win the race. When the truth emerged in 2009 there was a huge uproar, the plotters were banned from racing, sponsors pulled out early and Renault's brand image was tarnished. Funny thing is that Alonso and Renault won the next race in 2008 (in Japan) entirely fair and square.
- The same team's forerunner, Benetton, tried their best to cheat despite them and Michael Schumacher being the best car/driver combination in 1994 after Ayrton Senna died. The Benetton was found to have illegal traction control software hidden in its computer. The team's left out a filter in their refueling rig to speed up pit stops. Schumacher overtook Damon Hill on the formation lap at the British Grand Prix (when rules state no-overtaking), then ignored the penalty and was disqualified from the race and excluded from two more. In the end Schumacher won by one point over Hill after their controversial collision in Australia.
- Perhaps the most literal F1 example ever happened in the 2006 Monaco GP qualifying. Simply put, Michael Schumacher stopped to cheat (yeah, him again). After setting fastest lap in qualifying, he parked his car against the wall running wide in the Rascasse corner and stalled his engine, which spoiled rival Alonso's faster flying lap. Schumacher alleged it was an accident. Needless to add, it didn't fly. Cue Schumacher starting from the back of the grid. Where he finished fifth. Of course had he not stopped in qualifying, his speed in the race was such that he could still have won or at least finished on the podium.
- After clinching pole on the 2012 Spanish Grand Prix qualifying, the McLaren team forced Lewis Hamilton to stop on his in-lap because he hadn't enough fuel to get back to the pits AND produce the minimum 1-litre fuel sample to the FIA. Unfortunately the team said it was "force majeure" (act of God) rather than human error to the stewards. Didn't cut the mustard and he was slung out to the back of the grid as punishment. The same thing happened to Lewis in Canada 2010 which he got away with but since then the rules changed so mistakes like that don't happen again.
- Jimmie Johnson has hands-down the best car in NASCAR, especially since it's financed by Rick Hendrick and Jeff Gordon. So why crew chief Chad Knaus was caught illegally altering the car prior to the 2006 Daytona 500 is anyone's guess. Knaus was suspended, the car was impounded, Johnson had to start the race from the rear of the field in a backup car — and he won the race anyway.
- Andrew Golota. A Heavyweight boxer who was twice ahead of former world champion Riddick Bowe on points proceeded to low blow him until disqualification. Both times.
- In every group playing Diplomacy, there's one guy who, upon hearing that you can backstab people, believes that the whole game is about backstabbing people. So, he does so for some very short term gains, derailing everybody else's carefully laid plans, sending the victim on a long Humiliation Conga as he loses all of his states, and screwing himself over since nobody will deal with him, effectively making victory impossible.
- Blood Bowl:
- Delaying your touchdown to tackle or foul opposing players can be a good way of improving your team's long term position, but also risks your own player being knocked down or sent off, either of which ends your turn and lets your opponent regain the initiative.
- Inverted by the Goblins. They take cheating to the point where it's practically their hat, and that's because at every level of the game, they are hilariously incompetent.
- F-Zero: This can actually happen to the player: attack your opponents in the wrong place and you might send yourself flying off the track. X and GX actually encourages such behavior by not only giving you an extra life if you smash five people off the track, but placing a huge RIVAL sign above the opponent who is highest on the leaderboard. Should that racer suffer an unfortunate "accident", the sign moves to the highest remaining opponent... Even then, it's still played straight if you're going on the offense: Attacking costs you speed — a LOT of it (especially the Spin Attack), and even on Master difficulty the best way to win, is simply to stay on the course, and use as much boost as physically possible whenever you can — not wasting speed to attack... not that killing your rival doesn't help, especially since the game's Rubber Band AI will often put the two of you in striking range of one another regardless of how well you're driving.
- Knights of the Old Republic has a few such incidents, but the most obvious is the Mandalorian genocide of the Cathar over little more than bad blood from the Exar Kun rising or before. They get away with it for quite some time, but when their responsibility was confirmed by the Revanchists, the entire things blew up in their faces. Not only did they fail to completely exterminate the Cathar and they gave the Republic's denizens yet more reason to rally to the banner, but this proved to be such a PR explosion for Revan and his followers that the Jedi Council — which had previously been on the verge of trying to forcibly disband them — stayed its hand and allowed the Revanchists to join the fray with little more than a stern word, thus paving the way for Revan's tactics and the addition of his Jedi followers to turn the tide.
- Resident Evil 4 has this trope as its motivation for eighty percent of the game. At the end of Chapter 2-1, Leon has rescued Ashley and signaled for the rescue chopper, when Saddler appears and starts monologuing about his big plan, which is already complete - inject Ashley with Las Plagas and have her under Saddler's control when she gets home. He then notes that Leon can't stop him, since he was injected as well while unconscious. But then, despite the fact that Saddler literally has to do nothing to win, his toadies show up and shoot flaming crossbow darts at them. Then they shoot down the chopper as well and proceed to try and kill Leon and Ashley for the rest of the game. Why? Because, as Saddler states just after rattling off his entire plan, he wants to squeeze the US for some ransom money before sending her back. Had he simply not given in to simple greed, he would have won. The worst part? If he'd had the sense to stick to his plan, he would've gained access to the entire United States Treasury!
- RE 6 confounds things further: It turns out that Resident Evil's secret government conspiracy is The Family, a collection of old-money families who have been secretly controlling the united states government and its corporations (including Umbrella) since colonial times, so Saddler's bumbling is likely the result of constant panic and insanity from realizing he's trying to take over the secret rulers with a mere puppet. However, blatantly explaining his motives just makes things worse as said rulers send in their agents to screw him over further.
- A frequent strategy used when playing against the computer in Grand Prix mode of a racing game like the original Super Mario Kart was to hang back a bit near the end to sabotage the leading AI opponent so that the player would gain a greater point advantage.
Much like the Need for Speed example, this is actually much better with two players, at least before the latest version specifically disallowed this strategy. One player hugs the turns and goes for speed, while the other plays demolition derby, hangs back in third or fourth place, where they get the good weapons, and mows down the competition for the speed player.
- In Tropico, the player (El Presidente) has the option of rigging elections which moves about 10% of the votes to your favor. You can do this even if you are going to win the election in a landslide, although this will upset your people.
- The introduction of Wacky Races: Crash & Dash shows Dick Dastardly zooming past all of the other racers without any trickery whatsoever — only for him and Muttley to stop so they can try to blow up a bridge.
- He also does this during the game, speeding ahead of everyone else fairly and then trying to cheat again.
- Freelancer has a starfighter race as a campaign mission. Near the end of the race, the other pilot will stop near the finish line to activate some turrets. (The cleaner you race—i.e., the less you bump him—the later he'll activate the weapons. A totally clean race means you'll only have to endure a couple seconds of firepower, assuming you've kept up with him.) His stopping to activate the turrets gives you an opportunity to pass him if you're behind or even with him, and essentially counts as a forfeit if you're ahead.
- In the cinematic trailer for Overwatch, Reaper has a fallen Winston at gunpoint, but pauses long enough to crush Winston's glasses beneath his boot. It backfires spectacularly; the anger Winston feels at the destruction is enough to instantly activate his Primal Rage form.
- In one mission in Scribblenauts Unmasked, Maxwell and The Flash are in a charity race against Doppelganger and Professor Zoom to win a Starite, and the latter make several attempts to sabotage the former. They would've won legitimately had Doppelganger not made the decision to give Zoom a jetpack, which sends them flying offscreen.
- Ryan Haywood and Gavin Free of Achievement Hunter has something of this problem as they'll attempt to do something to screw over the other AH members and get hit with karma in return. The most infamous example, though, is with Caleb Denecour, who derailed episode 28 of Let's Play Minecraft, angering both the AH crew and the fanbase. This act has lead to the term "Calebing". It should be noted, though, that what makes Caleb's incident stand out more than what Ryan and Gavin have done is that while the latter's attempts are cartoonish and tend to backfire, especially if it's done in Let's Play Grand Theft Auto, Caleb's was purposeful and ruined the game they were playing.
- This trope is what led to Uno: The Movie clocking in at nearly three hours.
- Similarly, Simon Minter and Vikram Barn of the Ultimate Sidemen group exhibit this during GTA races. Vik "stabilizes" races by pinning down or knocking away whoever is in the lead, often giving up finishing the race in order to do so. When Simon builds a large lead in a race, he usually turns around or stops at the finish line to screw with the others and often gets dealt with karma for doing so, as this race shows.
- In GACKT Game Center, GACKT usually tries to play fair. Unless it's Xevious. GACKT haaaates Xevious and tried cheat codes by the second video.
- The Trope Namer, Dick Dastardly from Wacky Races, frequently stopped to cheat even though he was way out in the lead, allowing his opponents to catch up and overtake him. More than one person has suggested he's doing this on purpose, for varying reasons. These failed schemes always put him in last place, but every time he'd be back in first to try again. This would repeat 3-5 times an episode. Think about it for a minute; he could go from dead-last with a damaged vehicle to a commanding lead several times a race. The Mean Machine had to be far and away the best vehicle in the race, and he'd piss that away because he's the baddie and has to cheat. If he tried racing fairly instead he would have won every time.
- It actually makes a lot of sense that the Mean Machine is far superior to the other racecars, given that it's a rocket-propelled vehicle going up against (among other things), a Depression-era coupe, a World War I-era fighter that can barely fly, a glorified go-kart powered by a steam boiler in an advanced state of disrepair, a car made out of stone driven by two cavemen, and what seems to be a weird amalgam of a surplus army tank and a street sweeper. Really, to look at them, the only vehicles that should have even the faintest hope against the MM are Peter Perfect's Turbo Terrific (which is actually, you know, a RACE CAR), and Pat Pending's Convert-a-Car, if only due to the plethora of resources it has (that it can turn into an ACTUAL rocket, among other things, doesn't hurt either).
- Issue #4 of the Gold Key comic book (Aug. 1971) has all the racers employing a book entitled How to Win a Race by Hook or Crook, written by Dastardly himself. Penelope Pitstop would effectively eliminate Peter Perfect and Red Max by getting them to fight over her.
- The Wacky Races Forever pilot lampshaded the hell out of this by having a scene where Dick Dastardly is taking a nap waiting for the other racers, wakes up, declares his intent to cheat, and when pointed out he's within three feet of the finish line, proudly declares he's a villain and therefore has to cheat.
- And the only race he actually won ended with Dastardly disqualified due to a last-second cheat. And even then, the cheat was only shown on the playback footage; in the actual race, you can see Dastardly go over the line without cheating. So the judges cheated so Dastardly couldn't win.
- "Whizzin' To Washington" climaxes with Dastardly attempting to win without cheating, speeding past everybody. But he suddenly stops and allows the others to pass because Muttley wanted his autograph.
- Dastardly and Muttley would later appear in Fender Bender 500, a series of short cartoons very similar to Wacky Races featuring other Hanna Barbera characters. This trope gets subverted in The Russian Around 500 where Dick stops to cheat, ends up with his car encased in ice and is subsequently blasted into the sky like a rocket. The out of control rocket finally comes a rest past the finishing line, AHEAD of everyone else, handing Dastardly an accidental victory! Alas the prize for winning turned out to be worth absolutely nothing!
- The same is true of the Really Rottens on Laff-A-Lympics and Phantom Phink, the bearded Dastardly expy, on Yogi's Space Race. When the Really Rottens won legitimately, they got angry when the announcers pointed it out. They're such Card-Carrying Villains that they want to not just win, but win by cheating.
- Issue #13 of the Laff-a-Lympics comic book (Marvel, Mar. 1979) shows that Really Rottens team co-captain Dread Baron is Dick Dastardly's brother.
- The most blatant evidence they care more about cheating than winning is the episode where the first half was in desert and the second in Scotland. After three of the four events, the Rottens were leading with 95 points while the other teams had 40 points each. Then the last event started: a three-legged kilt race. (A three-legged race where the racers wear kilts) The Rottens race on a threadmill attached to a car driven by Dread Baron, who produced a rulebook stating that, for as long as they run in three-leg style, that wasn't cheating. Also, Dirty and Dastardly Dalton disguised themselves as Snagglepuss and created a fake Finish Line to delay the Yogi Yahooeys. In the end, the Rottens lose 25 points for using the threadmill, 25 points for forging the rulebook that made the use of the threadmill seem legal, and 25 points for delaying the Yogis. (Who got 5 points of bonus in reparation, allowing them to beat the Scoobies for the gold medal)
- Dick Dastardly was supposed to be on the team himself, but he was cut.
- Spike, the bulldog who opposed Tex Avery's Droopy in various competitions, was practically built on this concept. The biggest evidence of this was the episode "Mutts About Racing", that featured Droopy and Spike as rival race car drivers. One would think Spike and Dick were driving school buddies or something like that.
- This is parodied in the episode of South Park, "Asspen", where Stan gets stuck in a crappy 1980s-style "win-the-race-to-save-the-old-rec-center" plot. In the final climactic race between Stan and the annoying jerk, the jerk takes a ridiculous amount of time sabotaging the course to keep Stan from winning. Of course, the jerk is an excellent skier, while Stan can barely ski faster than a crawl. He's so slow that the obstacles don't slow him down any further. He just climbs over them. Ultimately the villain is defeated by matters unrelated to the race anyway.
- In yet another episode, Dick Dastardly and Muttley make an actual appearance, wherein they enter the Wacky Races in South Park (made up of various vehicles belonging to numerous transportation companies), and all of the adults remark how they're going to cheat like they always did. Sure enough, they do, and actually succeed in taking out two cars, although they still lose to Timmy and his Handi-Car.
- Since Jack Spicer in Xiaolin Showdown wants to be as stereotypically evil as possible, he tends to do this a lot, even when just playing by the rules will get him an easy victory. In fact, he does this in the very first showdown, where even though he could very easily just reach into the finish line, he apparently decides to summon Jack Bots to stop Omi despite being in the clear lead and Omi is currently using the Two-Ton Tunic, aka a Wu that weighs him down.
- In C.O.P.S., Classy Cat-Burglar Nightshade enters a beauty contest to get at the "fabulous prizes" offered (and to rub it in the face of the C.O.P.S. that she hadn't done anything wrong). Naturally, she can't resist making off with the entire prize hoard. Equally naturally, once she's caught, she's informed that if she'd held off for five minutes, she would've won legitimately.
- In an episode of Johnny Test, during a race, a pair of villains stop to cheat (or plan to) twice while they're already in the lead. One of the two tries to tell the other that they're already winning. The other one says that his plan is going to make sure they stay in the lead.
- Constantly employed by the Vanguard of Justice in the Heavy Gear CGI TV series.
- A Cow and Chicken episode featured Cow and Chicken's snail cousin, who entered a relay race because it was the only way Chicken's team would not be disqualified for not having enough members. Being a snail, he was quite slow but his opponent insisted on stopping to cheat despite the fact they could have easily won. (Even Chicken pointed it out to the cheaters. Snail crossed the finish line first and then revealed to have a normal set of legs and started running. He later admitted he didn't think about doing it during the race.
- Done in Thundarr the Barbarian, well except that there wasn't really any cheating in a race that explicitly had no rules. Nonetheless, everyone else in the race took a commanding lead in their wizard-provided vehicles and robots, and only lost because they decided to hang back and kill their competition instead of, you know, just winning.
- Lippy The Lion And Hardy Har Har once applied for a job as truckers and, to get it, they had to defeat the other applicant in a truck race. Their opponent invoked the trope, which allowed them to take the lead, then they invoked the trope, which allowed the opponent to regain the lead.
- In the Looney Tunes cartoon "Tortoise Wins by a Hare," Bugs Bunny's attempt to win the race against Cecil Turtle by cheating backfires gruesomely: he has his underground buddies wait near the track to beat up the turtle when he comes along, not having told them he's also putting on a turtle suit that supposedly makes him more aerodynamic. Meanwhile Cecil is wearing a rabbit suit, so he isn't totally playing by the rules either, and he cheats more than Bugs in other cartoons where they race. Bugs' only case of the trope was stopping to put on the suit despite already being faster than Cecil. The ones beating him up only wanted to stop the turtle because they waged a lot of money. At no point was it stated that Bugs was even acquainted with any of them before the race.
- Super Secret Secret Squirrel was involved in a road race against a conceited Southern rooster named Hot Rodney, who hedged his bet by kidnapping Morocco Mole. Secret Squirrel rescues him but not before holding Rodney up at a staged red light. As the race resumes, the heroes are in the lead but Rodney is catching up. Morocco jettisons everything from Secret's car—including the engine, which allowed Rodney to win. But the good guys get the last laugh as they give Rodney the booby-trapped belt Morocco was strapped to earlier.
- Inspector Gadget has a Wacky Racing episode called "Race to the Finish." At the end, Dr. Claw tries to win by converting his car into the MAD Jet... and succeeds, only to be disqualified when the announcer pointed out that his car wasn't touching the ground. Gadget doesn't win either because he's on duty, so the win goes to one of the racers that Dr. Claw sabotaged earlier who crosses the finish line before his vehicle totals.
- Filmation's Ghostbusters has a unique example in "The Beastly Buggy", another racing-themed episode. It's the end of the race, and the Ghostbuggy is neck-to-neck with Beastly Buggy. Mere yards before the finish, the ghostly Hot Rod decides to use the turbo boost... and runs out of gas right at the finish line, allowing the Ghostbusters to win the race. Unique in that Hot Rod wasn't technically cheating that time, even after he spent the whole episode using dirty tricks.
- The Real Ghostbusters invokes this in the episode "Night Game". Basically, Winston finds himself in the middle of a war between Good and Evil, which occurs in the form of a baseball game. The other Ghostbusters go in, but can only watch. At one point, they call the forces of Evil out for cheating. The Umpire says, "Evil cheats. That *is* why we call them 'evil.'" He also points out that Good will become Evil if it adopts Evil's ways.
- The Dexter's Laboratory episode "Dexter's Wacky Races" has Mandark in the Dick Dastardly role with the show's other cast members (including Monkey, Agent Honeydew and the Justice Friends) as the other racers.
- Borax Karoff does this in the 1936 Porky Pig cartoon Porky's Road Race. Zig-zagged as Karoff maintains a healthy lead throughout the race, stopping occasionally to pull dirty tricks.
- Lampshaded/spoofed in a Tom Slick short: when asked by his flunkie what could be more important than winning, the Dick Dastardly Expy says "CHEATING!", even striking a lovelorn pose.
- That character, Baron Otto Matic, predates Dick Dastardly by a season.
- In The Simpsons episode "Sideshow Bob Roberts", Sideshow Bob steals the mayoral election, in a race where Quimby may have legitimately received 0% of the vote.
Burns: If you can take advantage of a situation in some way, it's your duty as an American to do it. Why should the race always be to the swift or the jumble to the quick-witted? Should they be allowed to win merely because of the gifts God gave them? Well, I say cheating is the gift man gives himself!
- Discussed and Played for Laughs in "Mountain of Madness", as Homer and Mr. Burns are partnered during a hiking competition.
Homer: Mr. Burns, I insist that we cheat.
- The Adventures of Teddy Ruxpin: After crossing a bridge during a race, Tweeg stopped to destroy it and even waited to see how the Wooly What's It would cross it. And he wasn't even in the lead.
- My Little Pony: Friendship Is Magic:
- Seen in "Fall Weather Friends", where Rainbow Dash stops to cheat by way of a Road Sign Reversal... and then stands perfectly still laughing at Applejack for about 20 seconds as every other racer runs past her (on the correct path). The two do this back and forth throughout the race, ultimately tying for last despite being the fastest runners by far.
- Lightning Dust in "Wonderbolts Academy" convinces Rainbow Dash to form a tornado in the air to ensure they win the cloud-clearing competition against the other recruits. At the time Lightning Dust suggests it, she and Rainbow are not only winning, they're ahead seven-to-one to the next closest pair. The resulting tornado nearly sends Rainbow's friends, in a nearby hot air balloon, plummeting to their doom; when Spitfire finds out the tornado nearly killed five civilians, she strips Lightning Dust of her rank.
- One episode of the 1980s Care Bears series plays with this. Beastly enters the Care Bears annual race to determine who gets to be Leader For A Day of Care-A-Lot (long story). During the race, one of the obstacles is a hollow log they have to run through. When the Care Bears enter it, he spins it around, making them run back to the start without them noticing. At this point, he could dash to the finish. Nope; he spends time setting a trap for each bear(and given the mechanisms for some of them, they had to have taken a while to set up, even if he did prepare a little before the race as it's implied earlier), then gets lost after witnessing all of them work and ends up all the way back at the start line—just in time for Swiftheart Rabbit(who had promised Beastly a giant head start—again, long story) to start. He manages to lasso her, resulting in him getting dragged through every other obstacle. When Swiftheart fails to fall into the trap Beastly set up for her(consisting of a trip wire that, when triggered, would cause a wall to rise out of the ground; she dodges it because she passes where the wall is before it actually rises), Beastly crashes into it. Swiftheart stops to brag about how she's "unbeatable", runs off...and promptly gets caught on a cactus. Beastly, who can't believe his fortune with this, starts talking about everything he'll make the Care Bears do when he's king for a day right in front of her. While he's talking, Lotsa Heart Elephant (the only other racer remaining) passes him and is nearly at the finish by the time Beastly notices him. Upon realizing he's about to lose, Beastly runs flat out only to fall short right at the last moment. In short: He had three opportunities to win: after the trick with the spinning log, after the last trap, and after Swiftheart was caught. He blew them all.
- In one episode of the 2013 Dennis the Menace and Gnasher animated series, Greytowers Prep takes on Beanotown School in a triathalon. The Greytowers team is so much fitter than the Beanotown team (consisting of Dennis, Walter and Angel Face) that they could easily have won. Instead they cheat and, even though they initially win, they are exposed and disqualified.
- Dog City: In one episode, Bugsy enters a series of games and has his henchmen get rid of his adversaries so he'll win by default. When one henchman points out that the adversaries are too unfit to challenge him anyway, he explains that he doesn't want to sweat. Ace foils the plan by entering the competition.
- This is a major part of Plankton's Ineffectual Sympathetic Villain schtick in SpongeBob SquarePants. Part of the reason that he never manages to get any customers in the Chum Bucket is that he's apparently incapable of coming up with a business model that doesn't require stealing the Krabby Patty recipe.
- And when he DOES manage to do so, something causes him to fail at it... Except for "New Leaf", where he starts a knick-knack and novelty item store in the Chum Bucket... which turns out to be part of a convoluted plot to get the Krabby Patty recipe. Of course, Mr. Krabs knew this and countered with his own, even more convoluted plot to best Plankton.
- Hot Wheels Acceleracers: Enforced, Zedd-36 thinks he can win without cheating but Gelorum forces him to anyway.
- The Ice Dancers from Total Drama Presents: The Ridonculous Race were both The Ace of the competition thanks to their excellent physical conditions. If they'd just concentrated on staying in first place rather than trying to sabotage the other contestants they probably would have taken first rather than third.
- The Dofus: The Treasures of Kerubim episode that parodies Wacky Races has expies for Dastardly and Muttley, named Sanata and Dialobo, who of course do this trope and end up in 9th place.
- Roland and Rattfink: Rattfink does this throughout "Flying Feet". He even nearly made the finish line, but his rocket boot malfunctioned just as he was about to cross it.
- Averted in "The Great Continental Overland Cross-Country Race". Rattfink doesn't cheat at all throughout the race, but he didn't have to, because Roland's race car wouldn't even start at the start line. By the time Roland finally finished fixing his car, Rattfink is just about to make it to the finish line, only to run out of gas. Then Roland speeds up, having managed to drive through the entire course in only a few seconds, only to accidentally push Rattfink's car to the finish line, making him the winner.