This is the best generation of Pokémon.
*subjective, but not really*
Generation 2: Gold, Silver & Crystal
Besides the Olympic Games & Racing what other sports has Mario and friends participated in that have their own series of games
Tennis, Golf, Baseball, Soccer
Halo 3's campaign saw layers achievement hunting by playing on Legendary toughness while looking for these hidden objects
Skulls
Although never facing off against the Mario Bros in a mainline game this Duo seems like a Mirror image of Evil to them. Who are they? 
Wario & Waluigi
In the World of Pokémon this criminal organization steals Pokémon, holds people hostage, take over gaming corners and even a radio tower.
Team Rocket
The Gen 3 games take place in the Hoenn Region with new box art legendary pokemon and a new elemental trio or legendary Pokémon. What are the trios names.
RegiIce, RegiRock, RegiSteel
This game stars a woodland creature with the catch phrase, "Lock and Load"
Conkers Bad Fur Day
In Pokémon Red, Blue and Yellow; Mythical Pokémon Mew was said to be hiding here in Vermillion City
Under the Truck by the Docks of the SS Anne
What is the name of this:

Captain Olimar's delivery ship in Pikmin 1
SS Dolphin
A gut wrenching betrayal upon first play through and even subsequent playthroughs. A remastered version gave you a Trophy/ Achievement for making an unauthorized but opportune kill in the opening tutorial giving many players revenge on a decade old grudge against this man
General Shephard
Before the Gen 2 games were released we saw 7 pokémon from the 2nd gen in the anime [ movies included] name 3.
Double pts if you name all 7
Ho-oh, Togepi, Snubull, Marill, Donphan, Slowking, Lugia
This sequel saw our MC return to the planet he just escaped to discover treasure pay off his idiot boss's debts to save the company and his own job
Pikmin 2
Although the Antagonist to the Order of Assassins (Nizari Ismailis) is depicted more arch rival in the Assassin's Creed series this Cult like collective of Religious Fanatics sometimes worked in conjuction with the Assassin's toward a better world until they amassed to much power and were ended.
The Knights Templar
Can you name these masks?

Aku Aku, Majora, UkaUka, Master Chief, Shy Guy
After helping you weave through the crumbling ruins of Apeture Science en route to remove and reminates of GlaDos this AI helper fills the power vacuum and forces you and GlaDos the potato to beat the various trials and conquer portal tech once again.
Wheatley
These 4 pokemon answer the question do people eat pokemon?
Magikarp, Farfetch'd, Slowpoke [tails], miltank [moo moo milk]
Advanced Wars is a turn based war sim taking place in the fictional Cosmo Land. What are the for nations or armies?
Orange Star, Blue Moon, Green Earth, and Yellow Comet
In Norse mythology Loki has a hand in Baldur's Death. In God of War [2018] we see Atreus [Loki] strip Baldur of his immortality which leads to his demise in a similar way using an arrow dipped in this
Mint
Who is this? 100pt *bonus* whats is name

Voice of Mario
Charles Martinet
This would-be dictator cassowary and a family of Thylacines for control of five mystical talismans. Claiming is dinosaur ancestry puts him at the top of the food chain and rightful ruler in Ty the Tasmanian Tiger.
Boss Cass
During the gen 3 games a mechanic wouls unlock a secret area of sorts to catch Wynaut. What was the secret area called? And what was the game mechanic?
Mirage island & and lottery system [random ID # that had to match an ID # to a pokémon in your party]
Debuting in Super Mario Bros. 3 the Koopalings as they were called are Boswers adopted children. Name at least 3 of the 7. Double points if you can name all 7.
Larry, Morton, Wendy, Iggy, Roy, Lemmy, and Ludwig,
In Assassin's Creed IV: Black Flag you cross paths with several Real historical Pirates. A few other famous Pirates are mentioned and branch off into side quests. Can you name 5 of the 10?
*Bonus* 100 pt for every Pirate named correctly after 5
Edward “Blackbeard” Thatch/ Teach
Benjamin Hornigold
Mary Read
Anne Bonney
Calico Jack Rackham
Stede Bonnet
Captain Kidd
Capt James Cook
Captain Morgan
Black Bart Bartholomew Roberts
What is this place? For at least ½ the points what game is it from?

Walled city 99
Stray
Crash Bandicoot has a slew of Villianous Characters led by the Notorious Neo Cortex and Uka Uka in his original trilogy of games can you name 4 of the 10?
*Bonus* 100 pt for every one outside of the 4.
Papu Papu, Ripper Roo, Koala Kong, Pinstripe Potoroo, Dr. Nitrous Brio, Komodo Bros, Tiny the Tiger, Dingodile, Dr. N. Gin, Dr. N. Tropy