Requested by Jessicatheripper

Dreamworks and Disney. Two rivaling animated movie companies are known for their best of their works. Especially when these two young boys of different companies and timelines have a lifelong companion that fights alongside them

Hiccup Horrendous Haddock III

Expert Swordsmanship

Great Intelligience

Expert Architect

Gear

Dragon Sword

Can light itself on fire

Can spew Zippleback gas from the hilt

Dragon Shield

Made of Gronkle Iron Plating

Bola Launcher

Crossbow Mode

Catapault

Grappling Line

Able to deflect light

Dragon Suit

Allows Hiccup to glide

Grants some durability

Toothless

Super Strength

Super Durability

Plasma Shots

Flight

Enhanced Senses 

Healing Saliva

Forms

Secondary Spines

Unlocked by Valka when she a part of his neck and back

Spikes splits into two, granting him better meneuvrability

Alpha Mode

Increased strength and durability

Greatly enhances his plasma shots, turning it blue instead of purple

Feats

Hiccup was the first Viking to shoot down a Night Fury

Being a Night Fury, Toothless is considered to be the most dangerous dragon of them all

Hiccup is the first Viking to tame a dragon

Toothless became the new King of the Dragons

Defeated Dagur, Drago, Johann, Berserkers, Red Death, Bewilderbeast, the Outcasts and countless dragons

Toothless lifted Stoick for an entire day without feeling exhausted

Alpha Mode Toothless broke the Black Bewilderbeast left tusk with a plasma shot

Weakness

Hiccup lost his left leg to the Red Death

Toothless lost his right wing when Hiccup shot him down, thus renders him dependent on Hiccup in order to fly

Hiccup is not strong and durable

Dragons are afraid of eels

Hiccups tends to panic easily when under pressure 

Despite their unbreakable bond, Hiccup is not able to fully control Toothless

Hiro Hamada

Great Intelligience

Expert Craftsmanship

Gear

Battle Armour

Magnetic plates enables Hiro to cling onto Baymax and enables to attract and control magnetic items

Baymax

Great Intelligience

Medicinal Knowledge

Massive amount of data 

Martial Arts Skills

Super Strength

Super Durability

Rocket Punch

Flight

Gear

Armour

Grants Baymax super durability and strength. Jet boosters provides him flight

Destroy Mode

When Callaghan accuses Tadashi of killing himself, this angered Hiro to the point he orders Baymax to destroy him. Though Baymax is unable to harm another human life, Hiro removes his Tadashi's chip and leaves his battle chip, making Baymax ruthless and agressive

Feats

Hiro graduated out of college at the age of 13

Baymax is able to download mass information of the Internet in a matter of seconds

Hiro built the armour of Big Hero 6

Baymax knows ten thousand medical procedures

Hiro built Baymax his armour

Baymax is able to lift 1000 pounds

Hiro created the microbots

Baymax tanked hits from microbots

Defeated Yokai and his microbots

Baymax saved Hiro from falling

Baymax in his Destory Mode effortlessly knocks aside GoGo Tomago, Fred, Wasabi and Honey Lemon 

Hiro rebuilt a new Baymax

Weakness

Hiro lacks combat skills and protection

Baymax is a pacifist

Hiro is distraught over Tadashi's death

Baymax is slow without his armour

Both Hiro and Baymax's armour are not invulnerable

Baymax ultimately sacrificed himself in order to allow Hiro to rescue Callaghan's daughter

Fight

Norway

In the far West of the world, the beautiful traditional island of Norway stood tall in the middle of the azure blue ocean.

WHOOSH!!!

Up in the air, a large red armour figure swoops down from the sky.

Hiro looks up and he said to Baymax.

Hiro: Here we are Baymax, Norway.

Baymax peers down and his computerize eyes began scanning the island.

VREEE...BEEP! BEEP!

Baymax: According to my information I collected, the history of Norway has been influenced to an extraordinary degree by the terrain and the climate of the region. About 10,000 BC, following the retreat of the great inland ice sheets, the earliest inhabitants migrated north into the territory which is now Norway.

Hiro widens his eyes and he questions Baymax further.

Hiro: Wow. So what do you think would we see there Baymax?

Baymax: From the data I could collect, we are most likely to encounter.....

WHOOSH!!!

Just then, something blue swoops across them, causing Hiro to jump.

Hiro: Whoa! What was that?

Hiro and Baymax turns to look.

Up in front of them is a young Viking girl riding on top of a blue reptilian creature.

Baymax: .....Dragons.....

Curious, Hiro edges Baymax forward, causing the robot to fly after the dragon.

Meanwhile

Astrid sat on top of Stormfly, flying across the ocean.

As she flew, just then, she heard a loud voice saying.

???: Hey!

Astrid turns around and her eyes widens in intrigue.

From where she is, she could make up a young boy on top of an armoured creature.

But the boy's mount does not resemble a dragon in anyway.

Just what is that thing?

Astrid shouts back to him.

Astrid: What do you want?

Hiro: I just wanna talk!

Astrid: Not now, I don't have time!

Hiro: Please, just wait!

Baymax puts out his hand, attempting to assist Hiro is shouting to her.

But all of a sudden....

WHOOSH!!!!

Without warning, Baymax's hand suddenly flies out of his socket, flying straight towards Astrid.

Hiro's face fell in dismay.

Hiro: Uh oh!

Before Astrid or Stromfly could even react, all of a sudden....

WHAM!!!!

Stromfly: SKREEEEEE!!!!

Astrid: AHHHHHHH!!!!

Astrid screams out just as the hand struck onto Stormfly, sending both of them tumbling downwards.

Down below

Hiccup: Ahhhhh....

Hiccup pulls out his helmet and he sat on the lush green grass.

Toothless: Huff huff!

Beside him, Toothless rolls backfirst against the grass, panting blissfully.

Hiccup turns to Toothless and he chuckles.

Hiccup: Heh heh! Nice day to relax huh Toothless?

Toothless: Arf!

Hiccup lay on top of Toothless's back and he said to himself.

Hiccup: On a nice day like this, what could possibly go wrong?

All of a sudden, Hiccup and Toothless heard a loud shrill scream.

Astrid: AAAAHHHHHHHHHH!!!!!

Both Hiccup and Toothless looks up and their eyes widens in shock.

Hiccup: What? Astrid!

Up in the air, Astrid screams out in terror as she plunges down at lightning quick speed.

Hiccup turns to Toothless and he jumps onto his back.

Clack!

Hiccup slips his foot into Toothless's saddle and he pulls it up, drawing out the flag.

FLAP!!!!

As Hiccups' artificial wing spreads out, the Night Fury races forward before taking off into the air.

WHOOSH!!!

Toothless flies up into the air as Hiccup swung his arm outwards, catching into Astrid.

Hiccup: I've got you!

Grab!

Hiccup pulls Astrid up onto Toothless's back and the Night Fury swoops down, landing on the floor.

Thud!

Astrid: Huff huff!

As Astrid catches her breath, Hiccup questions her in concern.

Hiccup: Are you okay Astrid?

Astrid pants as she slowly calms down.

Astrid slowly answers.

Astrid: I'm....fine....I'm....fine...

Hiccup: What happened?

Astrid answers.

Astrid: Some kid.....he and that thing he was riding on knocked me and Stormfly out of the sky.

Upon mentioning her dragon's name, Astrid widens her eyes and she exclaims in concern.

Astrid: Oh no! Stromfly! Is he okay? Where is he?

Hiccup: Relax.

The trio looks up, only to find Stormfly flying downwards, roaring at Astrid.

Stromfly: SKREEEEEE!!!!

Astrid: Oh thank goodness!

Astrid stood up and she wraps her arms around Stromfly, relieved to see her friend safe and unharmed.

Plop!

Hiccup then jumps on top of Toothless's back, causing Astrid to ask.

Astrid: Where are you going Hiccup?

Hiccup: I'm going after the person responsible.

Astrid: Alright. Be careful!

Hiccup nods as Toothless jumps up, flapping his wings as he takes off into the air.

FLAP!!! FLAP!!!

As Astrid watches Toothless flying in the air, little does she know that Dr. Gero and Dr. Myuu had secretly took samples of Toothless's saliva on the floor.

Sky

As Baymax and Hiro flies across the sky, all of a sudden, something black slams into them.

WHAM!!!!

Hiro: WHOAAA!!!

Hiro screams out as he held onto Baymax.

Hiro and Baymax looks up, only to find a young man and a black feline like dragon facing them.

Hiro questions them

Hiro: Who are you?

Hiccup answers.

Hiccup: My name is Hiccup and you just hurt my friend!

Hiccup draws out his sword and in a blink of an eye, the blade engulfs in fire.

FWOOSH!!!

Hiro's eyes widens in awe and he remarks.

Hiro: Whoa! Now that is freakin' cool!

Toothless flies forward and Hiccup retorts.

Hiccup: Let's see how cool it will be once we deal with you!

Twip!

Hiccup swung his Dragon Sword at Hiro, causing Baymax to fly back.

Hiro: Whoa!

As Baymax flies back, Toothless took off into the air and he opens his jaws.

VOOOM!!!

A purple energy forms within Toothless's jaw and the dragon swung his head downwards, launching a Plasma blast right towards Baymax.

FWOOSH!!!

At the same time, Baymax flies back before pointing his fist at Toothless, launching it right towards him.

WHOOSH!!!

Both the plasma and the fist flies past each other, striking both Toothless and Baymax at the same time.

WHAM!!!

BOOM!!!

Toothless: DROOOWWW!!!

Baymax: Ngn!

FLAP!!!

Toothless swung his wings downwards, regaining his composure in the air as he recovers from the blow.

WHOOSH!!!

At the same time, Baymax activates his jet booster, regaining his composure as he recovers from the damage.

Hiro point his palm downwards and almost immediately, Baymax's arm began flying right into his hand.

CLANG!!!

Baymax lifts up his socket and Hiro slips his arm into his socket, fitting it right in.

CLANG!!!

Baymax looks down just as Toothless flies up towards him.

WHOOSH!!!

CLANG!!! CLANG!!! CLANG!!!

Both Baymax and Toothless flies across the air, exchanging blows as the two clashes against each other.

Just as Toothless closes in, Baymax clenches his fist and he throws a punch, striking across Toothless's cheek.

WHAM!!!

Hiccup swung his shield across Baymax's faceplate.

CLANG!!!

Click!

Hiccup's Dragon Shield switches into a crossbow and he points it at Baymax before opening fire at him.

PIUUU!!!

As the arrow flies downwards, Baymax swung his arm across, deflecting the arrow with a single swing.

CLANK!!!

Baymax points his fist at Toothless and he opens fire.

THOOM!!!

WHOOSH!!!

Baymax's fist flies across the sky before striking into Toothless.

WHAM!!!

Toothless: RARRRRRR!!!!

Hiccup: Toothless!

FLAP!!! FLAP!!!

Toothless flaps his wings as he regains his composure.

Hiro stares at the teen and his dragon and he instructs Baymax.

Hiro: Alright, here's our chance. Let's get them!

WHOOSH!!!

Baymax swoops forward, ready to strike Toothless and Hiccup down.

Hiccup looks up and he shouts a warning to Toothless.

Hiccup: Toothless! They're coming!

Toothless: DROWWWW!!!

Toothless roars out as he swoops downwards, ducking underneath Hiro and Baymax.

Baymax: Huh?

As Baymax is caught off guard, Toothless flies up and he opens his jaws, launching a plasma blast right at Baymax.

THOOM!!!

Hiro widens his eyes in sheer horror as Baymax pulls himself in front of Hiro, shielding the boy just as the blast struck him by the back.

KABOOM!!!

Hiccup throws a fist into the air and he cheers out.

Hiccup: Alright! We got him!

As the smoke clears, Baymax floats in the air, the back of his armour severely damaged from the attack.

Baymax looks down and he questions Hiro in concern.

Baymax: Are you okay Hiro?

Hiro nods.

Hiro: I'm fine.

Just then, Hiro notices the damage on Baymax's armour and he exclaims.

Hiro: Oh no Baymax! Your armour!

Baymax: I'm fine Hiro.

Baymax assures the boy.

Hiro shook his head.

Hiro: No you're not. If they keep this up, they will destroy you.

Baymax looks back at Hiccup and Toothless and he questions.

Baymax: So what do you propose we do?

Hiro answers.

Hiro: I really don't want to do this, but we must remove Tadashi's chip out of you.

Upon  hearing that, Baymax protests.

Baymax: But Hiro, I really don't want to do this.

Hiro: Neither do I. But it's the only way.

Baymax sighs and he reluctantly agrees.

Baymax: Very well. Do it.

Click!

Baymax opens up his drive and Hiro pulls out Tadashi's chip.

As Tadashi's chip slips out of Baymax's drive, all of a sudden, Baymax's eyes flashes red.

VOOM!!!

Baymax has entered his Destroy Mode!

Across them, Hiccup's notices the change of colour within Baymax's eyes and he said to Toothless.

Hiccup: Something's wrong.

Toothless: Ngn?

Hiro narrows his eyes and he commanded.

Hiro: Let's go!

WHOOSH!!!

All of a sudden, Baymax swoops forward at lightning quick speed and he throws a punch, striking Toothless across the face.

WHAM!!!

Toothless: DROOWWWW!!!

WHAM!!!

WHAM!!!

Toothless shuts his eyes as Baymax throws a punch right across his face.

Hiccup: Toothless!

Hiccup throws out a bola at Baymax, attempting to restrain him.

However, Baymax swerves to the side, dodging the bola before pointing his fist at them.

THOOM!!!

WHOOSH!!!

WHAM!!!

The fist flies forward and it strikes Toothless underneath his chin, sending both him and Hiccup tumbling down.

Hiccup: WHOAAA!!!!

Toothless: DROOWWWW!!!!

Hiro pumps a fist in the air as he cheers out.

Hiro: Yes! We got them!

Both Hiccup and Toothless tumbles down the sky before crashing into the water below.

SPLASH!!!!

Hiro and Baymax looks down and Hiro questions.

Hiro: Is that it?

Underwater

Hiccup and Toothless drifts under the cool blue water, completely unconscious.

As Toothless sunk deeper, all of a sudden, his spikes began glowing blue, emitting a powerful energy within them.

VOOOOOMMMMM!!!!

Toothless eyes snaps open and he paddles upwards, catching Hiccup with his jaws.

Nom!

Toothless swam upwards before pulling his head out of the water.

SPLOSH!!!

As air began entering his lungs, Hiccup eyes snaps open as he began coughing out water.

Hiccup: Cough! Cough! Toothless.

Plop!

Toothless drops Hiccup onto a rock and he roars at him.

Toothless: DROOWWWW!!!

Hiccup looks and upon noticing his Toothless's glowing spikes, a smile spreads across his face as he realizes that there is hope in their situation.

Hiccup: Yes! We can win this!

Toothless: DROOWWWW!!!

Hiccup jumps on top of Toothless and he shouts.

Hiccup: Alright Toothless, let's go!

Toothless: DROWWW!!!

WHOOSH!!!

Toothless took off into the air as he flies up to finish his battle.

Hiro: What?!

Hiro exclaims out in shock as Toothless swoops upwards, slamming into Baymax.

WHAM!!!

Hiccup grabs his shield and he throws it across the sky, striking Baymax right in his faceplate.

CLANG!!!

Hiro: WHOAAAA!!!!

Hiro screams out as Baymax falls back from the attack.

Baymax points his fist at Toothless and he launches it at him.

THOOM!!!

However, at that moment, Toothless's jaws glows blue as he opens up his jaws, launching a powerful blue plasma at the fist.

THOOM!!!

As the blast struck onto the fist, Baymax and Hiro watches as the rocket punch went off in an explosion.

KABOOM!!!

Hiro: What?! No...way!

Hiccup: Hiya!

Without warning, Toothless soars across the air and Hiccup swung out his sword, engulfing it in flames.

FWOOSH!!!

Before Hiro could even react, a loud cutting sound slices across the air.

SLASH!!!

Baymax watches in sheer horror as Hiro's head began falling downwards before the rest of his body follows suit.

Baymax: Hiro!

Toothless: DROWWWW!!!

WHOOSH!!!

Toothless soars across the sky before slamming headfirst into Baymax's body.

WHAM!!!!

CRACK!!!

Cracks began forming over Baymax's armour as the robot falls downwards.

VOOOMMMMM!!!!

Toothless's jaw began glowing blue and the dragon flies downward before launching a powerful blue plasma blast at him.

THOOM!!!!

Baymax: No.....

Baymax mutters out just as the plasma struck him, causing a massive explosion on the ground.

KABOOM!!!!

Thud!

Toothless lands feet first onto the ground as he and Hiccup watches the fire from afar.

Bits and pieces of scrap metal rains from the sky as Hiro's decapitated body plunges into the fire, burning.

FWOOSH!!!

As Hiccup watches, he remarks to Toothless.

Hiccup: Man. I guess we overdid it a little.

Toothless: Yap!

Both Hiccup and Toothless watches in solemn silence as the flames slowly dies down.

KO!

The winners are

Hiccup and Toothless

Advantages and disadvantages

Hiccup and Toothless

More experienced

Better teamwork

More strategic

Alpha Mode increases their Toothless's strength

Lacks armour

Physically weaker

Slower

Hiro and Baymax

Physically Stronger

Faster

Smarter

Destroy Mode helped Baymax turn the tables

Weaker durability

Not very experienced

Not very strategic

Victory quote:

Hiccup: This is Berk. Who we are is etched into every wall, joist and beam, from the foundations to the rooftops. Myth and legend are as much a part of us as our crops and livestock. Vikings, by nature, are solid, practical bunch. We believe first and foremost in what we can see and touch. But, just on the off-chance... we also take heed of the stories passed down through generations... even the taller ones... because sometimes you just neber know where the myth ends... and the thruth begins

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Super Android 17 vs Cyborg Superman