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Bosses in Mario games rarely pose much of a challenge, so it’s easy to come to view them as glorified cool-down exercises after the sheer hell you probably went through just to reach them. Then you stumble across one of these guys and wind up with your hat shoved down your throat.

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    Platformers 
  • Super Mario Bros. 2:
    • Fryguy, the flaming entity fought in World 4. At first, it seems like you simply have to hit it with the mushrooms three times, and technically that's the idea. After that, however, it splits into four living fireballs that hop here and there, trying to hurt you. And the more fireballs you kill, the faster the remaining ones will move. Granted, it's possible to kill them all in one hit, but good luck with the timing. To make matters worse, the game has a glitch where if you touch the last fireball before it dies, the door to the next world might not appear. You can escape having to reset by using a code that kills you, but that just means you have to try and beat this boss from the beginning.
    • Clawgrip, the boss of World 5. This overgrown crustacean hurls bouncy rocks that are awkward to grab without taking a hit, and they come at you fast in rapid volleys. No matter who you pick you're in for a hard time: Mario and Toad struggle with safely landing on the rocks, and Luigi and Peach struggle with picking them up and getting out of danger. There are Bottomless Pits in the room too which are not-hard to fall into if you aren't careful. Either you carelessly fall into them in a panic, or get knocked into one by a ricocheting rock.
  • Super Mario Bros. 3:
    • Wendy O. Koopa, the female Koopaling, is the worst. While the other bosses' attacks fly offscreen, her energy rings endlessly bounce around the room, and she shoots an additional one whenever she takes damage. And after the second hit, she performs a very high jump to further trip you up.
    • Roy and Ludwig both cause the ground to shake as they jump around the battlefield, paralyzing the player if Mario/Luigi isn't in the air when they land. Ludwig also likes to high-jump and shoot double-blasts from his wand, requiring even more precision when timing your jumps.
  • Super Mario Sunshine:
    • Phantamanta in Sirena Beach is a giant manta ray that leaves behind electric goo and divides every time you hit him. And the order of division is up to six, with a split into three at the final stage, meaning that you'll ultimately have to deal with 96 little mantas to vanquish. Even worse, when only the smallest ones remain, they turn pink and actively chase you. And when going to refill FLUDD, you'll find that some of the water pools are electrically charged.
    • Cleaning Eely-Mouth's teeth is annoying, as you're underwater with HORRIBLE controls, and you have to be dead on when firing at his teeth to clean them. Also, your life is slowly going down, and it's not obvious that you can use the bubbles to regain your health until it happens by fluke, and it takes a looong time to get low enough to hit him properly. Even if it is dead on, you have to be low enough for the water to hit his teeth to actually count.
  • Super Mario Galaxy:
    • Bouldergeist's attacks are difficult to dodge if you're not constantly running, and he can restrict your movement by creating earth spikes. To damage him, and you need to throw three Bomb Boos at his rock body, and then one more at his exposed weak spot. After taking some damage, he forms two rock hands to shield his body, and although they can be destroyed with Bomb Boos as well, they reform after a short while. His one saving grace is that he occasionally throws golden rocks with coins at you, which does take away some of the frustration.
    • Major Burrows starts off easy, but once he Turns Red, he charges at you with blinding speed, requiring you to ground pound TWICE before he rams into you. Also, have fun chasing him down when the dirt trails he leaves behind get in your way.
    • Fiery Dino Piranha. You have to sneak up behind him and time your spin attack to strike his tail when it is not on fire, however you only have a very short window to do so. He is also much faster than Dino Piranha, moves in an erratic pattern and leaves a fire trail behind his only weak spot.
    • The Toy Time Undergrunt Gunner has two flamethrowers on its platform over a Bottomless Pit, and shoots homing balls of electricity instead of harmless bubbles. His turret is elevated, meaning the only way to reach him is by using the gimmicky Spring power-up. If you get hit and lose the power-up, it can only be reacquired on a narrow platform sticking out of the main arena, which makes dodging his subsequent attacks difficult. Finally, once he Turns Red, he surrounds himself with electricity every few seconds, zapping you unless you time your attacks perfectly.
    • Kamella in the Deep Dark Galaxy is fought on a crow's nest, which is a very small area that makes dodging her bouncing fireball spells very difficult. She also likes to teleport into the center of the crow's nest, likely causing the player to accidentally run right into her.
  • Super Mario Galaxy 2:
    • Fiery Gobblegut has to be defeated by strking his belly bulges when he dive-bombs the planet. However, said attack leaves lava pools that do not dissipate, meaning you're essentially on a time limit to beat this guy before you run out of ground to fight on.
    • Squizzard is fought in the middle of a sand whirlpool that constantly sucks you towards him unless you're standing on one of many tiny rock platforms. He throws giant rocks and spiky eggs at you, which restrict your movement after they land. His weak point is his mouth, which he opens for a split second BEFORE throwing his last projectile, making it very difficult to land an attack without getting hit yourself. You can only damage him using the (temporary) Fire Flower power-up and hitting him five times in quick succession, or else he'll close his mouth and his attack cycle restarts. When he's down to one damage point, he summons turrets that shoot spiky eggs at you even while he is stunned (said eggs can also block your fireballs) and starts throwing massive bombs at you.
  • Ludwig in New Super Mario Bros. 2 fights by jumping on chains and firing beams from them, and you have to launch yourself out of a cannon to knock him off. In the third phase, he swings around on the chain he's grabbing onto, requiring near-perfect timing to hit him.
  • New Super Mario Bros. Wii:
    • The final fight with Bowser ranks among the hardest final bosses in the entire Mario series. In the second phase, Bowser grows huge and starts chasing you down the hallway, while shooting incredibly big fireballs. Later on, lava waves start appearing as well, so you'll have to keep track of Bowser, his fireballs, the lava waves, and an already difficult platforming challenge, all at the same time. Beginners will probably need to use the Super Guide.
    • For a boss so early in the game, World 2's Roy Koopa can be a bit of a nightmare to get used to. He ground pounds, stunning the player for several seconds so that when they recover, they only have a few frames (if any frames at all, depending on how close they are to him) to dodge his magic. Morton of World 6 can also stun the player for a few seconds, but not for as long. However, his tower boss has lava, spikes, his fast spinning shell and tight spaces to make up for it.
    • Wendy has essentially the same fight as in Super Mario Bros 3, but underwater. Obviously you'll have to fight with water physics hampering your ability to dodge her attacks, but there's also the fact that until the water temporarily recedes, there's no way to hurt her unless you have a Fire Flower with you.
    • Ludwig. He flutter jumps and gets a good aim at the player to land on them and hurt them. In his first fight (which is already a huge pain to even get to) his magic also chases you, and in his second fight, you have to constantly move between three tiny platforms.
  • Want to fight the bosses of New Super Mario Bros. U without hitting them immediately after they get up? Iggy and Roy become a nightmare. Iggy will walk onto the ceiling and use magic to create Magmaarghs. After dodging them, you have to run next to the floor where Iggy is and wait for him to fall, then immediately attack. Then, Roy has a double sided Bullet Bill cannon and jumps between floating, moving platforms.
  • Super Mario 3D World:
    • The first time Motley Bossblob is introduced in the game, it is not too difficult to beat it. But then comes his rematch near the end of the game, where he's capable of creating energy shockwaves whenever he tries to stomp his opponents, making it very easy for the player to get hit and/or lose the aiding clones created by the Double Cherry. The boss's increased speed while jumping doesn't help at all.
    • Fought separately, Hisstocrat and Queen Hisstocrat are bearable bosses (and, in the opinion of the fans, very enjoyable to fight). But that changes in the Boss Rush level in World Flower, because you'll have to deal with both of them in a Dual Boss fight. Them commanding the raining fireballs (King Hisstocrat originally couldn't do that) and the summoning of snakes at the same time makes the battle more complex as well as longer (and you still have to deal with the other bosses present, including Motley Bossblob — which once again rises in difficulty — in a time limit of only 500 seconds). The only easy way to deal with them is by hitting them at the same time at every opportunity, but that requires precise maneuvering with the moves of the Cat powerup. Another trick is jumping off the lower leveled plates (which does not require the cat suit). You may also consider bringing a Tanooki Suit (or somehow use Peach's flotation or Rosalina's spin-jump) to fly over to the other Hisstocrat's head, but you may find it hard to be able to keep the Tanooki Suit with their attacks.
  • Super Mario Odyssey:
    • Mecha Wiggler is already a bitch to take down, with how awkward and sluggish the tank controls can be... and then comes the rematch with two Mecha Wigglers.
    • Of the four Broodals, Rango is the one most likely to give you a hard time. His spiky sombrero attacks are easy enough to avoid if you've gotten used enough to the controls, but try dealing with multiple spiked sombreros at once. Or the slippery ice in his second fight. Or multiple spiked sombreros on slippery ice. And Rango is said to be the dumbest of the Broodals.
    • Spewart, another of the Broodals, can also be a pain. He attacks by spewing out poison in a circular motion and it is very easy to get hit by it thanks to the range of the poison and how often he uses this attack, and when he is down to his last hit, he covers nearly the entire arena with it. Just to make things even more annoying, he leaves trails of the stuff after each hit, making it even easier to accidentally walk into it. Thankfully, all the poison he’s belched out goes away each time you hit him, but then he makes the aforementioned poison trails. It is possible to stunlock him by hitting him with Cappy then jumping on him as soon as he gets out of his hat, but if you don't, he can become very painful very quickly.
    • RoboBrood is quite difficult the first time around, especially when it starts shooting those spinning fireworks that do an extremely great job at preventing you from landing a hit on it.
    • The Ruined Dragon starts out pretty easy, but after hitting him a few times, he starts unleashing a ton of attacks. And the rematch forces you to fight him with ice physics.
    • The secret rematch with Bowser can be tough without a Life-Up Heart. In the previous fight, he tossed breakable brick boulders or flaming, indestructible golden boulders modeled after his shell. Here he only throws the latter, and frequently so. He also takes more rounds of punches overall, and his fire breath attack can take several attempts to fully wrap your head around, as he does it for a longer period of time and moves in somewhat unpredictable directions.
    • The Boss Rush against the Broodals on the Dark Side already deprives you of checkpoints or meaningful health restores once you enter, but it also starts off with a really tricky fight-Topper. This time, his stack of hats becomes so tall that when he sweeps the arena with it, there's almost nowhere to run. This annoying attack might be a good opportunity to hit him instead, but the moon gravity makes timing and accuracy significantly harder. You're almost guaranteed to lose one of your precious hit points right off the bat if you're not careful. After beating him, it's pretty smooth sailing, but he can ruin the whole run from the very start.

    RPGs 
  • Super Mario RPG: The Legend of the Seven Stars:
    • Bowyer, the second boss, mainly because he can shut off one of your attack, magic, or item commands for several turns — and he'll pick which one he shuts off based on which one you've been using the most. While you do get a new party member for this fight, he's capable of shutting off your attack ability, forcing you to drain your limited magic points to zero, while he continues to attack you with powerful magic that hits your entire party and keeping your attack ability locked, leaving you helpless. Then, when you're low on health and magic points and need to use your items to recover, he'll switch on your attack ability and seal your item ability, which prevents you from healing, and forces you to continue fighting him while you're exhausted. He can alternatively seal your special ability, causing the fight to become a long battle of attrition as your magic is sealed, limiting you to normal attacks while he can still rain destruction upon you.
    • The most infamous is Bundt, a cake that comes to life and attacks you for no reason. It straddles the line between either ridiculously easy or extraordinarily hard to kill, with very little space in between, depending on your characters' level (and more specifically, their defensive stat). Unlike all other bosses, Bundt has no HP — you have to knock out all of its 5 candles and then hit it with a single attack. One attack from you knocks out one candle regardless of attack power, and one attack from Bundt restores one candle. You have three characters, and the cake has two parts, though only one of them lights a candle each turn. If you can manage having everyone in your party attack each round, the fight will be over in 4 rounds or less (well, the first part of the fight, but after that the more conventional second part is a pushover). Of course, that means you have to be able to tank 4 consecutive rounds of pretty hefty magic without healing once, so...
    • Yaridovich. Right after you get the star from the Sunken Ship and return to Seaside Town, he takes it and you have to beat him to get it back. So how tough is he? His health and attack are both extremely high for that point in the game, he has powerful magic attacks that like Water Blast which hit your entire party for massive damage, and he can also put negative statuses on your characters for good measure. If that's not enough, he can also duplicate and use his moves twice in a row, and only the real one takes actual damage until he decides to heal himself. When the duplicate is eventually destroyed, he can bring it back and make the fun start all over again. This is a sign that the game isn't messing around anymore, and that constantly attacking over and over again isn't going to win every battle.
    • The Axem Rangers are plenty tough, considering there are five of them, and each one has a different variety of attacks — Red and Yellow hand out massive physical damage, Black counterattacks everything, Pink heals, and Green blasts you with powerful magic spells. And even after beating all of them, they combine with their Zord/warship thing for one more go, using the insanely powerful Breaker Beam attack, which does about 70-90% of your character's maximum health.
    • Valentina has more HP than anything else you've fought at that point in the game, and the list of magic spells she has access to is insane. In fact, she uses more magic attacks than any other boss in the game, many of which are also That One Attack, such as the infamous Water Blast, Petal Blast (turns your entire party into Mushrooms), and Aurora Flash (can put your party members to sleep). The battle also starts on an unconventional note in that Dodo, Valentina's flunky, will whisk your middle member away immediately after the battle starts to engage in a Duel Boss. It is universally recommended for this party member to be Bowser, as he's the only one sturdy enough to withstand Dodo's attacks, and also strong enough to defeat him quickly. However, it'll take a while for him to rejoin the fight with Valentina, leaving you one party member short for a few turns. And Dodo will also return and still have some fight left in him, giving you two headaches to deal with.
  • Paper Mario:
    • Original Paper Mario:
      • Huff 'N Puff is a giant cloud, and every time you hurt him with your jump or hammer, tiny little cloud baddies will pop out of him. If you don’t get rid of the tiny clouds by his next turn, he will swallow them up and heal himself. Often, there are six or seven tiny clouds that can’t all be removed by the next turn without a solid Herd-Hitting Attack (and obviously, they all fly, so Quake Hammer, Kooper, and other ground-bound attacks won’t help). Also, he has a devastating electric attack, and often charges himself up so you’ll get shocked if you jump on him. Truly one of the more irritating bosses in the game.
      • The Crystal King is no slouch. He doesn't really rely on one gimmick, either; he has a powerful healing move that can undo multiple turns worth of damage (which he can spam), he can split into copies, and his attacks really hurt (one can even freeze, taking Mario out for 2 turns at a time).
      • The Lava Piranha has two forms, making it twice as hard to beat. Its first form can hit reliably hard, and takes a while to kill. One you kill it, the battle seemingly ends until the thing bursts out of the floor again. Now, it's gotten a significant power boost, even more HP, and is on fire, making contact attacks impossible. Unless you use Sushie's Ultra-Rank attack, in which case the second part of the fight becomes much, much easier.
      • Jr. Troopa can get quite tough in later fights, mostly by changing his attack styles radically. Some of his forms include growing bat wings and a spike on his head, making him immune to conventional hammer and jump attacks, and getting a magic wand, which lets him hit tremendously hard.
    • Paper Mario: The Thousand-Year Door:
      • The Bowser and Kammy fight. Normally, this fight would not be overly hard in and of itself for that stage in the game... but it comes right after Grodus (a normally tough fight on his own), followed immediately after — with no gameplay break and no chance to heal or save — by Bowser and Kammy, who can each hit hard and, thanks to Kammy's presence, heal. The best way to handle this is to have your Star Points in or around the 90s so that when you beat Grodus, the Level Up makes sure you're in tip-top shape for the next battle.
      • Gloomtail in The Very Definitely Final Dungeon is a real nasty thing that you'd only know about in passing if you bothered to listen to the storyteller, as otherwise the encounter with this beast is a shocker. This battle doesn't have any special gimmick to it, he just hits really hard. This guy has a lot of HP, has several very powerful attacks, and good defensive power. Several of his attacks (particularly his earthquake), are very difficult to dodge, and Goombella outright tells you to use Vivian's Veil to completely avoid his MegaBreath, which is extremely powerful. Your HP will constantly plummet throughout the fight, so players shouldn't be shocked if they end up using half their inventory healing all the damage this guy does.
    • Although most of the bosses of Super Paper Mario are relative pushovers, Mimi can give people a major headache the second time you fight her in Sammer's Kingdom. In order to attack her, you need to knock out her ruby shield (and then hit her) by launching her attacks back at her. The problem is this shield can regenerate and Mimi moves all over the stage very quickly. She's even worse the third time you fight her: First, she crawls on the ceiling and spits out Rupees. You need to pick one up and hit her with it from below, then jump on her. Easy enough, right? Well, this process has to be repeated eight times. You have a very small frame of time in which you can jump on her, and if you don't do it in time, then she starts throwing the Rupees, which are much harder to dodge. Though you can hit her while she's doing this, it's a lot tougher to do, and defending will be your highest priority. Each gem does 4 damage per hit, which really adds up. Even if you're good at avoiding damage, it's a very time-consuming fight that will likely leave you wondering just when she's gonna die.
    • Paper Mario: Sticker Star:
      • If Megasparkle Goomba put up the points that you need to use the Battle Spinner and a boss's weakness to fight effectively, Tower Power Pokey hammers in these points with a sledgehammer. You thought Megasparkle Goomba's 90 HP was crushing? Try 300. And he quarters all the damage you do until you weaken him with the Bat. Firstly, each turn after the first, he can't be hit by hammers. Then, after he's fully emerged from the ground, he'll summon green Pokey flunkies (and do it again occasionally). His spinning attack is hard to block completely, and his falling attack has a chance of crumpling you (essentially complete paralysis) for multiple turns if not blocked. And he can heal himself for 10 HP at a time if he so desires. You essentially can't defeat him without using his weakness; even then, he's a tough fight. And the bosses get harder yet.
      • The final boss, Bowser, is a horrid Difficulty Spike from the previous boss(es), and that's saying something compared to the standards for boss fights in this game. He has an absurd amount of HP, insane defense, and a whopping five phases. He's spiked, so if you favor jumping stickers, better learn how to time your hits with the hammer or you'll have to buy a lot of Iron Jumps. All of his regular attacks take off 10 HP unguarded, and his jump attack can crumple. You will not beat him without having an entire inventory full of high-power stickers and frequently use the Battle Roulette with pinpoint accuracy. Even if you do, you'll have to take along the Thing Stickers that will weaken him, or you won't last beyond the first phase. Even then, each phase drags on forever, and you'll never know when the next one will start.
        The first phase summons three flunkies. Because of the choice of flunkies, very few stickers will take out all three at once. On top of that, whenever one's killed, even more are summoned. The second phase has a giant Whomp. Whenever it's up, Bowser will take only 1 damage from anything. It also hits twice for 10 damage, on top of Bowser's barrage of attacks. On top of that, only one kind of sticker will knock it over and make it vulnerable to Thing Stickers. The third phase, Bowser uses only one attack, but it's a doozy. He summons a barrage of fireballs which are impossible to block completely. Using the proper Thing Sticker won't work permanently. The fourth phase can be ended in one move, but if you can't, you'll have to deal with an invincible enemy in front of Bowser. The final phase? Hopeless Boss Fight, yes, but his attacks hit for horrendous amounts of damage. The third move is a devastating combo that will crumple you for 3 turns if you get hit with the final blow, at which point you can just shut off the 3DS. Oh yeah, and his fire attacks can destroy your stickers.
    • Paper Mario: Color Splash:
      • In terms of Koopalings, Larry Koopa is a huge leap in difficulty from Wendy. You fight him on top of a runaway train along with his minions. His minions need to be taken out in one turn each or else the Toad helping will not be able to stop him from healing tons of health. He also has VERY unpredictable attack patterns that can render some of your defenses ineffective (for example, if you wear a spike cap, sometimes he'll dropkick you instead). Worst of all, if you take too long in the battle, he'll instantly kill you.
      • The primary difficulty when fighting Roy Koopa comes from him stealing all your paint and then using it against you. The paint has a wide range of effects and the loss of it can put you at a disadvantage if most of your cards need painting.
      • Kamek can be a bit of a pain during his mini-boss fight, since he can hide and remove most of your cards.
    • Paper Mario: The Origami King:
      • Rubber Band, the second member of the Legion of Stationery, can be annoying for many reasons. To start with, only 1000-Fold Arms attacks can damage them. Nothing else works and there is no way to make them vulnerable to other types of attack. Secondly, their arena manipulator, Bumper Bands, might as well be one of the worst ones in the game, getting rid of every up arrow causing you to have to use much more horizontal movement than you would in any other fight. Additionally, they will even bind you with an attack that's relatively difficult to guard, making you waste a turn and leaving you open for another attack. Plus, once you get them down to one band, they will attack you for around 40-50 damage (you'll probably have around 100 HP max at this point) and they can pull a Kaizo Trap on you as they will still move around during the 1000-Fold Arms sequence and smack you for some damage. And when you have to refight them in the Bossotronic Fighter for a trophy, without accessories or time extensions... have fun.
      • Scissors, the fifth of the Legion of Stationery, is this, as they spam an insta kill attack that they can also delay with little to no warning and will unleash these extremely dangerous attacks at the beginning of the fight if you attack their sheath. While Scissors is in their insta kill state (which after they get enough damage unless if you decide to destroy their sheath), jumping on them, even with Iron Boots, will also instantly kill you, even though the game gives you no warning. Sure, you can freeze them with the Ice Vellumental, but Scissors has a good chance to cut up the panels (which they WILL do beforehand) before you can even move. Better bring a 1-Up Mushroom with you for good measure...
  • Mario & Luigi:
    • Mario & Luigi: Superstar Saga:
      • Mom Piranha, who is not only tough herself, but spawns two smaller piranhas. Which wouldn't be so bad, except the only way to win the battle is to attack Mom directly, whereupon the two smaller plants both spit fire/lightning at both Mario and Luigi. There's no real way to predict which brother is going to be attacked by which plant, unlike every other enemy in the game up to that point, and the attacks seem to vary timing to make them hard to dodge. Mom regenerates health, and creates new Piranhas any time the old ones die.
      • Trunkle. The thing has crazy defense, so that your moves which do twenty to thirty damage to normal enemies does... 3 damage, maybe 6 if you get a Lucky shot, on him. Plus every other turn, he'll inhale enemies to heal himself, and do damage to you if you don't jump properly. Eventually he breaks apart, but that's not the end of it — he's now four tiny Trunkles, and if you don't guess which one is the real Trunkle and defeat it first, he reforms and you have to start all over again. Attacking the tree on top of his head does shorten the battle, but it causes Trunkle's defense to skyrocket.
      • The Piranha Bean. It has a very low HP count for a boss, but it more than makes up for it by the fact that it has insanely high defense (like plenty of bosses do in the late game). This is because you're facing it solo with Luigi, who is usually the slower and offensively weaker of the two bros (unless you've spent plenty of time buffing up Luigi's strength). Trying to take it out with anything other than Thunder is suicidal. Getting hit once by this guy probably means you'll have to waste your precious turn to heal, and unless you smart up and spot the differences between the two versions of his attack, you'll probably get hit again and have to waste another turn to heal. This fight can feel like a Marathon Boss simply because of how slow progress is made, and it doesn't help that the fight comes out of nowhere.
      • The fight against Ludwig von Koopa in the remake can be beaten in as little as 30 seconds... with the tradeoff that you can easily lose in just as much time, if not less. Right from the start, Ludwig intends to overwhelm you with an all-out assault, and does so by constantly pelting Mario and Luigi with magical blasts while a massive blast is slowly descending upon them. You aren't ever given a chance to attack or use items, and can only counterattack by swatting the blasts back at him with your hammers. The timing is surprisingly easy to botch, and they deal a hefty amount of damage. Even if you survive this onslaught, it means nothing if you mess up the timing with the big blast. It's a one-hit kill, for Ludwig and for you.
      • Also in the remake, Wendy is another Koopaling who got a serious difficulty boost. Like Lemmy, she spends most of the battle cloning herself, forcing you to attack the real Wendy if you want to accomplish anything. Unlike Lemmy, her battle is on a time limit, and if you can't kill her in 7 turns or less, the Bob-Omb keeping track of the time will blow up and kill both Mario Brothers. You're supposed to keep track of the real Wendy as she and the clones she summons spin and speed around their side of the arena... but once she's taken enough damage, she can summon as many as five extra clones, and they move around so blindingly fast it's almost impossible to keep track of where the real one is. If you aren't eagle-eyed to a fault, you're not winning this fight.
    • Mario & Luigi: Partners in Time:
      • Bowser and Baby Bowser are a nasty spike in difficulty compared to a lot of the bosses before and after them. They've each got a respectable amount of health and a plethora of hard-hitting, nasty attacks that can be difficult to dodge. Bowser himself actively plays mind games with you by utilizing fake-outs and delayed attacks that can mess up your dodge timing, and his and Baby Bowser's "Bros. Attack" can reach a point to where it moves so fast that it's nearly impossible to counter. And if that wasn't bad enough, they can eat a mushroom and restore 100 HP, just to drag out the fight even further.
      • The Elder Shrooboid is easy in its first phase; then it grows and summons a flying saucer with a countdown. If this countdown reaches zero, then it’s game over. Resetting it requires hitting the boss's spike ball attack at the saucer. Mario and Luigi also hit the ball in different directions, and the Shrooboid's other attacks have increased power.
    • Mario & Luigi: Bowser's Inside Story:
      • Midway through the game, you reach Bowser's brain and fight copies of the main characters. Memory M has high attack and speed, whereas Memory L has more health and can revive his fallen brother. Naturally, you would think to defeat Memory L as soon as you can, but he will often run off screen and force you to fight Memory M first.
      • The Junker has an unavoidable attacknote  in which he sucks Luigi up and sticks him inside one of the Junker Cans. You have to keep track of which can holds Luigi and destroy it, but the Junker has powerful attacks, and the cans can swap Luigi around. Also, if Mario goes down, the battle ends.
      • The Fawful Express must be defeated before you reach a rickety bridge. However, the mountain halfway through the course becomes a giant mech that has its own attack pattern, and will shield the train so the operators can repair any damage it had sustained. Also, the express is only vulnerable to the the flame attack, which relies on the finnicky DS microphone to work.
    • Mario & Luigi: Dream Team:
      • Torkscrew has a ton of HP for the point in the game you fight him, as well as several attacks which are long and drawn out. Mistime your jump during his digging attack and you'll have to chase him down for half a minute while steadily losing coins and jumping over mines. He's also got a spinning drop which is hard to counter, does terrifying amounts of damage, and has a good chance of lowering defense. And he will sometimes chase one bro into the background, which forces the player to multitask because enemies will attack the other. If that wasn't all, he can't be jumped on.
      • Heavy Zest is a miniboss that you need to beat to reach Big Massif. Not only does he hit very fast and hard, but the tells for the attack where he rushes off stage and charges into you are very hard to figure out. The biggest problem with this battle is that it has a three turn limit, so there is very little margin for error while performing the Luiginary attacks.
      • Heavy Zest's fellow apprentice Thunder Sass is just as tough. You can't attack him at all during his boss fight, and can only counter-attack. So naturally, he's packing some of the hardest hitting, hardest to counter attacks you've seen thus far, and he's incredibly quick on top of that.
      • Big Massif gets an attack boost whenever you kill his minions. Due to the Dream World's mechanics, all of your attacks are going to at least hit some of them, guaranteeing that his next attacks hit harder than before. And each one is a pain to deal with: he has a stronger version of Heavy Zest's charge attack, meaning that if you didn't learn how to properly deal with it there, you will suffer here. Other annoying attacks involve his minions forming groups that toss him from group to group before suddenly hurling him at you, and a truly brutal chase attack where you have to avoid having him and his minion stack crush you and time your jumps so you can dodge the shock waves they create, which are often generated close to you and come out fast.
      • Wiggler's battle has an extra obstacle in the form of Popple. When Popple gets his turn, he will try to attack Wiggler, which enrages the boss and makes his attacks stronger and harder to dodge. Also, when Wiggler performs his charging attack, Popple will cling to one of the Bros, which causes a delay between the player's button presses and the character's dodge move. If Wiggler performs said attack while enraged and scores a hit, Popple will trip the other Bro, ensuring that he gets damaged as well. Finally, when Wiggler's HP is sufficiently depleted, Popple will turn on the Bros, and his attacks are tough to predict and counter.
      • Earthwake, the third giant boss, can turn into a flying hammer at one point and repeatedly strike at Luigi (which in itself is That One Attack due to how hard it is to block/counter). He can take you from literally full health to zero before you can move if he uses this attack, and on Hard Mode he uses it repeatedly.
      • Pi'illodium, the guard of the Pi'illo Temple in Somnom Woods, has a laser attack whose pattern must be memorised within a 10 seconds time frame, and another one where he flies off screen and come smashing down on a bro’s head, which requires precise timing to dodge. It can also chase after Mario and Luigi while firing a constant barrage of missiles, heal itself on a regular basis, and activate a deadly self-destruct timer when near to death (which can act as a Kaizo Trap).
      • Kamek in his final boss battle, since he splits into four clones, all of which have their own attacks, can heal each other, and boost each other's attack stats.
      • Giant Bowser, since the battle is both a Marathon Boss filled with precision dodging and requires the gyroscope in at least two different phases (the gyroscope isn't particularly accurate at the best of times, and it's used here in situations where failure is basically a One-Hit Kill).
      • Antasma (final time), since his attacks all have a chance of putting Mario to sleep, causing him to lose a turn (in the Battle Ring) and have to escape a deadly gauntlet of saw blades and pits to try and return to the fight.
      • The Zeekeeper, due to the finnicky gyro controls in the zero gravity section, which can fail to work altogether due to a Game-Breaking Bug. In the other sections, he constantly runs away, and you have to catch up to him in order to attack, which generally takes between two and four turns.
    • Mario & Luigi: Paper Jam:
      • Paper Petey Piranha is a rather high difficulty spike early on in the game, in that he's only the third major boss. What makes him irritating is that he stole Paper Mario's copy ability before the battle starts and gets multiple copies of himself, with the main challenge being to keep track of which one is the real Petey.
      • Paper Kamek and Wiggler. Wiggler gets an attack boost every turn or so, meaning that his difficult-to-dodge attacks hit even harder, but the main problem comes from a combo attack which begins with a series of shockwaves that hit all three characters, followed by a seed attack where he spits one big seed at Mario or Luigi or multiple seeds at Paper Mario, and finally a chase attack that targets one of the brothers, which can only be countered by repeatedly hitting Wiggler with the hammer. Though Paper Kamek is easy to deal with if you exploit his weakness, take too long and he will revive Wiggler.
      • The Dual Boss battle against Ludwig and Larry sees them decide to take a page out of the brothers' book and use battle cards to augment their abilities just like the player does. Some of their effects are basic stat buffs, but they have plenty of nastier ones, such as shrinking the bros to send their defense into the toilet or dealing 180 points of unblockable damage. Unfortunately, there's no real way to prevent them from using the cards short of dodging every last attack, and their attack repertories let them accumulate Dark Star Points very quickly if you're not able to completely dodge or block them.

    Others 
  • Yoshi's Safari has two of these: Magikoopa and Big Boo.
    • Magikoopa teleports rapidly all over the place, thus making it very hard to hit him. As soon as he fully reappears, he'll immediately fire off a magic shot that takes several shots to destroy before immediately teleporting around again, only giving you a split-second to hit him. Between defending against his shots and shooting all around trying to catch him as he reappears, expect your power meter to be very low throughout the fight.
    • As for Big Boo, what makes this fight so hard is the constant stream of debris flying toward you, and all while moving around chasing down a constantly-moving Big Boo with many invulnerability frames. After you take him down, he'll split into three smaller Boos, and you have to aim at the one with the tongue sticking out, still with the invulnerability frames and the flying debris. You'll most likely need your mushroom item for this fight.
  • Luigi's Mansion:
    • Boolossus, a horrendously hard boss battle that involves freezing a bunch of tiny Boos in order to defeat it. Unfortunately, as the number of Boos get smaller, they become harder to hit, until it's almost nigh impossible to hit the very last Boo with your freeze weapon. And they know when you are using the ice, because they run away when you do. Its almost impossible to get them unless you shoot while they dive bomb you, and when that happens, it’s next to impossible to aim before shooting.
    • Technically a mini-boss, but Sir Weston is easily the most difficult portrait ghost for the perfect run. His room is covered in ice, so it's very difficult to suck up him up in one go.
  • Luigi's Mansion: Dark Moon:
    • The first boss, the Grouchy Possessor, because it requires more thought and variety in strategy than every other boss prior to the fourth one, so it acts as an incredibly brutal Wake-Up Call Boss. The annoying spiders don't help matters.
    • The fourth boss (Shrewd/Scornful Possessor). Not only does the battle use different gameplay mechanics than every other boss battle in the game, but you have both a limited amount of ammo and the annoyance of the boss regenerating health to boot. And if your vehicle overheats (like if the boss hits it during its one true attack), it’s an instant game over. And prior to this point, you've never had any practice with the shooting mechanics at all. It's bad enough a significant amount of players have practically given up on the game because of it. Also, you have two ways to aim. You can either use the circle pad, or tilt the 3DS. However, the tilting control is inaccurate, so you need to use the circle pad. It might seem like it's not a problem, until you discover you can't turn off the tilting controls, so you will have to set your 3DS on a surface in case you want to use the pad.
    • The fifth world boss, Ambush Manuever. Big Boo is fought in a similar manner to Boolossus in the first game. He is composed of small Boos and has 2 attacks which, due to his humoungous size, can be quite difficult to dodge. To actually beat it, you have to wait until he uses one. If he slams the ground, he will eventually get dizzy and you need to perform a power surge on his tongue to send him in front of the train. However, more likely than not, he will be in an area that doesn't have enough room to perform one (to do a power surge, you need to pull its tongue in any direction). If it dives into the ground, it will charge into you. If it hits other parts of the train, it will simply get dizzy, giving you a free hit. If you manage to send it in FRONT of the train, it will then split up into smaller ones. (Think about an orange on a squeezer.) You then need to send every single one of the 8 Boos into cages using the same tactic from the former attack. Luckily for you, said cages are conveniently attached to the train. Also, if you send a Boo into a cage that already has one inside, it will simply bounce off it. And every attack, even from the smaller ones, deal 20 damage. And to top it all off, the train is constantly moving. If can't get the timing right, this boss will be your nightmare.
  • Super Mario Maker:
    • Watinga in the Gnat Attack minigame. You only get thirty seconds to beat him, and periodically throughout the fight, bomb flies fly in, and if they're allowed to explode, it takes a second off of the timer each. Not only that, but Watinga also summons several flies and leaves the screen, and will only return once they're all swatted. Finally, he takes an ungodly amount of taps before he dies. Can you see where this is going? And Hard Mode has two Watingas.
    • Bowser, if he's placed in the Koopa Clown Car, can be nightmarish if you have to beat him. Unlike in Super Mario World, where he moved around in various patterns, or Super Mario Run where he tried to get away from you, he homes in straight for you here. Making it worse is that you can easily get pushed around if the Koopa Clown Car bumps into you, likely into an enemy lingering around or a hazard. And since there are no Mechakoopas in Super Mario Maker, he throws out sets of two Bob-ombs instead. Bob-ombs that are already lit. It gets even worse if Bowser's also giant, where he throws out sets of four Bob-ombs.
  • Super Princess Peach has its own battle against Bowser. His first form has quick and varied attacks. Unlike the other bosses, there is no obvious weak spot to strike either. His second form ups the ante by being even more difficult to hit with the Bob-Ombs. You have to time the throw properly, because only the bomb explosions hurt him. Bowser quickly became infamous among players for being a quick and sudden blockade in an otherwise simple and easy game.
  • The "Vs. Mega (Character)" races that end most tours in Mario Kart Tour are not that difficult if you can stay on top of getting items and using them against the Mega character effectively...unless they're Mega King Boo (who was the boss character in tours like the October 2020 Halloween Tour), at which point the difficulty goes from being a decent challenge to making you want to throw your device out a window over how blatantly unfair it is. What sets King Boo apart from other "Mega (Character)" races is that he automatically receives Mushrooms or Bob-Ombs (and ONLY those two items) almost immediately after he uses one, without having to use item boxes. Because of this, the race is heavily balanced in his favor; if he isn't overtaking you in about two seconds with Mushrooms if you get ahead of him he is dropping or throwing Bob-Ombs in your way every second and potentially destroying any items you might have, making staying in first place for more than two seconds an exercise in frustration. At this point the only chance you have at getting three Grand Stars on the stage is getting a Frenzy, and even then he may just spam Mushrooms to get back ahead of you once it wears off.

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