Gotta Duel Em All: Yugioh/Pokemon

Pokemon:City Landmarks

100

Misty's Gym

Nugget Bridge

Bill's Lab

Cerulean City

200

Pokemon Museum

Entrance to Moon Tunnel

Brock's Gym

Pewter City

300

N/A Tower

A French Cafe

The Professor's Headquarters

Lumiose City.

400

Daily Double:

This place is one big landmark as the entire town is floating on rafts in the Ocean.

Pacifidlog town

500

Vast Poni Canyon and Exeggutor Island. 

Poni Island

YGO:I understood the reference

100

Vampire Hunter

Castlevania

200

The "Dinomorphia" Archetype

Power Rangers Dino Thunder

300

The "Tindangle" Archetype

The Beast of Tindalos by H.P.Lovecraft.

400

Kozmo (2 Accepted answers)

The Wizard of Oz/ Star Wars

500

The "Danger!!" Archetype.

Cryptids.

Pokemon:Bad Strats

100

Ash taught his Scraggy Focus Blast; A fighting type move that has this much accuracy.

30%

200

Brock has a vulpix that has Fire Spin, a move that does a set amount of unavoidable damage after 2-5 turns, but only has this much power on the initial hit.

20

300

During Johto Journeys, Jessie accidently trades away her Lickitung for this Team Rocket Staple.

Wobbuffet

400

In the BW anime, Stephan had a team of Sawsbuck, Sawk, and Zebstrika. This would be a good team if not for the Zebstrika only knowing moves of this type.

Normal

500

Daily Double:

Ash brought a Palpitoad, a Water/Ground type, against this Gym leader, which is smart because of the immunity, The problem is he only brought Palpitoad.

Elesa

YGO:Staple or Stinker

100

Jar of Greed

Normal Trap

Draw 1 Card

Stinker.

200

Blue eyes Chaos MAX Dragon

Stinker

300

Endymion the mighty master of magic

Staple

400

Sea monster of Theseus

Aqua/Fusion/Tuner

2 Tuners

Stinker

500

Master Piece The True Dracoslaying King

Staple

Both:Characters by Gameplan

100

An all-around duelist who often uses Slifer, and Dark Magician as game enders.

Occasionally Exodias for game.

Yugi Moto

200

Swarms the field with all the pokemon they've caught, and they steal pokemon while people are distracted. 

Team Rocket

300

A Dragon Focused trainer that mainly uses Excadrill, Dragonite, and an Emolga.

Later on,they gain a signature pokemon in Haxorus.

Iris

400

An all-around Trainer who uses whatever mons they've caught so far. Has invented moves such as Whirlpool Counter, and Draco Meteor Climb

Ash Ketchum

500

A below average duelist that specializes in a Roid deck. Using pretty weak card based on vehicles, it's no wonder he's still in Slifer Red.

Syrus Truedale