First and Only
Swift
Forgery
Before or After
HoHoHoenn
100

This is the only generation/game where Pikachu is uncatchable

What is Gen 5? (Unova/BW)

100

(Before and After)

This Fearless song where Taylor plays two characters in the music video + this iconic talking Kanto Pokemon

What is You Belong With Meowth?

100

Shore Up

Purify

Kinesis

Slack Off

What is Slack Off?

100

These Pokemon with unique abilities share the same last four letters coming from a Japanese word for stealthy

What are Shedinja and Greninja?

100

This gift-giving Pokemon was unavailable in Hoenn outside of, ironically, Mystery Gifts

What is Delibird?

200

This is the only region without numbered Routes

What is Paldea/Kitakami?

200

This Kanto Pokemon can't be that girl for a month but it can definitely become your Pokemon until the battle ends

What is Ditto?

200

Octazooka

Ruination

Glaive Rush

Astral Barrage

What is Octazooka?

200

This Gen 1 snake and this Gen 9 tree share the same first three letters

What are Arbok and Arboliva?

200

You can name it Rudolph, but only the shiny version of this Pokemon will have a red nose

What is Stantler?

300

This city has the first Gym in its region, but its game doesn't require you to fight the Gyms first

What is Cortondo?

300

Even the Smolivst Pokemon that ever lived could defeat two Pokemon in one turn with this grass-type move

What is Razor Leaf?

300

Spiky Shield

Mystical Power

Dire Claw

Seed Flare

What is Spiky Shield?

300

This 100% female Psychic-type and this 100% male Dark/Fairy-type are counterparts of each other and share the same last three letters

What are Hattrem and Morgrem?

300

It's maybe loosely a Christmas tree, but this Pokemon is definitely flammable

What is Abomasnow/Snover?

400

This is the only Paradox Pokemon that resembles two Pokemon

What is Iron Valiant? (Gardevoir/Gallade)
400

A song from The Tortured Poets Department kind of sounds like this Cream Pokemon with 9 swirly forms

What is (The) Alcremie?

400

Shelter

Clamp

Teatime

Confide

What is Clamp?

400

This traveling rock and this vandal with a unique typing share the same first three letters

What are Graveler and Grafaiai?

400

This Pokemon has a Christmas special named after it, which was banned in the US

What is Jynx? (Holiday Hi-Jinx)

500

These are the only type matchups that only exist in battle (pick one)

What is Dragon/Fairy or Ice/Fire?
500

If you got attacked by this ghost at the Lavender Tower, you could say it was something similar to a Speak Now song

What is Haunter(ed)?

500

Mat Block

Multi-Attack

Esper Wing

Tar Shot

What is Mat Block?

500

This Water-type starter and this Pokemon with four colored plumages share the same first three letters

What are Squirtle and Squawkabilly?

500

Pokemon 1: This Kanto final evolution was originally known as Ju-Doh

Pokemon 2: All three Pokemon in this electric-type Pokemon's evolutionary line are different colors

Pokemon 3: This Thorn Pokemon evolves into the Bouquet Pokemon

What is Machampharoselia?