I was bored, so I thought I'd do this. :P:P Here's a sort of detailed history of Pokémon in America.
September 1998 - A pair of new games were released for the Nintendo GameBoy handheld sytem. They were called Pokémon Red and Blue. In these games, players took on the role of a Pokémon trainer. They would roam the land capturing, training, trading, and ultimately fighting with Pokémon. The game's catch phrase was "Gotta catch'em all!" It was a very apt catch phrase since there were a total of 150 Pokémon (with one "secret") to be caught.
November 1998 - Riding on the success of the previous 2 Pokémon games, Pokémon Pikachu, a device similar to the then popular Tamagotchi, was released. In it, players would take care of the franchise's most popular character, Pikachu similar to how the Tamagotchi worked. A built-in pedometer kept track of how many steps you took with your Pikachu.
April 1999 - A fighting game for the N64 called Super Smash Brothers was released. Nintendo's most popular franchise characters were the playable characters. Needless to say, Pikachu was one of them. Players would control their favorite character and knock the opponents off the battle arena. The game was a huge success.
June 1999 - Pokémon Pinball, a pinball game with a concept similar to the original Pokémon games, was released for the GameBoy Color. The concept was to guide your Pokéball ball around the field, and like normal pinball, hit targets and avoid letting the ball fall down. There were a few twists though. For one, there was an additional task to do. That was to catch as many Pokémon as possible. Another was that you could tilt the table as muich as you wanted without anyhting bad happening.
July 1999 - Another spinoff game called Pokémon snap was released for the N64. In it, the concept of "Gotta catch'em all" was still present, although instead of catching the Pokémon in Pokéballs, players would catch them on film. The game took place on Pokémon Island, an island with several areas inhabited by Pokémon. In these areas, players would ride a vehicle called the Zero-One along a set path and take pictures of the Pokémon living there. Afterwards, Professor Oak would score them. The better the photo, the better the score. As a bonuis feature, players could take their Pokémon Snap cartridges to special Pokémon Snap kiosks to print out the pictures they had into stickers. Sadly, these kiosks are no longer available.
October 1999 - A third installment of the Pokémon games called Pokémon Yellow was released. It was almost identical to the previous 2 games, except that this version was more in line with the TV series. Among the changes were, instead of choosing one of the 3 starters for starter Pokémon, players were given Pikachu to start with while Gary got Eevee. Gym leaders' Pokémon were also closer to their Pokémon in the series. The Pikachu you get in Yellow is different from all the other Pikachus. For one, it follows you around, causing you to be able to talk to it and check how happy it is. Another quirky little feature is that when it enters a battle, instead of hearing the normal Pikachu cry, you would hear a "Pika!" sound. Finally, you could not trade or evolve Pikachu.
March 2000 - Players could finally see the Pokémon they trained and captured in full 3D glory via Pokémon Stadium and the Transfer Pak. This game allowed players to transfer their Pokémon to the game and use them to brawl with other players or with the computer. There were different modes of play including several minigames. One quriky feature of this game was the ability to turn a Pikachu from Yellow into Surfing Pikachu.
April 2000 - All the fun of the Pokémon TCG could now be found in a GameBoy Color GamePak! Pokemon TCG for the GameBoy put players in the role of an aspiring TCG player. They would compete in various TCG games around the area, and beat 8 Gym Leaders to get their medals. After players get all the 8 medals, they would go fight the game's own version of the Elite 4 to obtain the Legendary Cards - Dragonite, Articuno, Moltres, and Zapdos. One of the interesting features is a feature called Card Pop! This feature allowed 2 players to connect via the GameBoy Color's infrared port to get a random free card each. No 2 players may Card Pop more than once.
September 2000 - Nintendo released a Pokémon-ized version of Tetris Attack called Pokémon Puzzle League. In it, players take on the role of Ash who is selected to participate in the Puzzle League Tournament. The game is very similar to Tetris attack with the exception of the 3D puzzle mode. In this mode, the playing field isn't a square but a cylinder, thus you have to constantly rotate the field to check on the blocks at the back.
October 2000 - Finally, after 2 years of waiting, the next generation of Pokémon was unleashed to the world in the form of Gold and Silver for the GameBoy Color. The concept was the same as the older versions, but the game takes place in a whole new region with new features. Some of the more notable ones are the new "baby" Pokémon, pre-evolutions of some Pokémon like Pichu and Smoochum. There was also the real time clock and subsequently, the day/night system. Also, there were new attacks and a slew of new Pokémon.
November 2000 - A game that was previously thought would never be released outside Japan finally got released in the US. It was Hey You, Pikachu! In the game, players took on the role of a boy who meets a pikachu one day. The boy and the Pikachu do various "quests" together and become friends. The one thing that sets this game apart from all the other Pokémon games was its use of a voice recognition system. With it, players could directly communicate with Pikachu and give it commands like "Come here" or "Thundershock!"
December 2000 - The madness of Pokémon Puzzle League was finally made available on the GameBoy Color via Pokeémon Puzzle Challenge. This game was more or less identical to its N64 predecessor save for the fact that Pokémon from Gold and Silver could be found here.
March 2001 - A second installment of Pokémon Stadium was released called Pokémon Stadium 2. 2 and 1 were basically the same save for a few things. One was that now, certain Pokémon that you own could be used in minigames. Another was that you could play your Gold or Silver game on the TV via the Transfer Pak. You could also see your room in full 3D.
July 2001 - A third version of the second generation of Pokémon was released called Pokémon Crystal. Crystal was to Gold and Silver just like Yellow was to Red and Blue. It was basically the same game, with a few added features. Among the more notable ones are the ability to pick from a boy character or a girl character, the addition of a battle tower, and moving Pokémon sprites when they appear. The story was also slightly different.
November 2001 - A sort of "mini system" was released called Pokémon Mini. It functioned like a tiny GameBoy in the sense that it allowed you to play Pokémon games found on little cartridges. The system featured a clock, rumble, and motion sensors.
December 2001 - A sequel to everyone's favorite Nintendo fighting game, Super Smash Brothers, was released. Although the concept of the game stayed the same, knock your opponents off the battlefield as many times as you can, the game got a lot bigger. Super Smash Brothers Melee featured around double the amount of characters in the original Super Smash Brothers. Among the 24 or so playable characters, were Pikachu, Pichu, Jigglypuff, and Mewtwo. Other Pokémon were also accessible, though not playable, through the Pokéball items. There were also a lot more maps and more items to use.
October 2002 - A second version of Pokémon Pikachu called Pokémon Pikachu 2 GS was released. Same game, different features. For one, the display became colored. There was also the addition of an infrared port to facilitate connection with Pokémon Gold and Silver. When players connect, both games get rewards depending on how good the Pikachu had been taken care of.
March 2003 - Finally, after an even longer wait compared to that of Gold and Silver, Pokémon's third generation games, Ruby and Sapphire, were released. These were the first Pokémon games on the GameBoy Advance. A lot of new things were added in Ruby and Sapphire. New Pokémon, new attacks, new places, new activities, and new ways to battle. The 2 on 2 battle system allowed for more strategizing. The new Pokémon Contests served as a welcome break for those who wanted to get a away from the hectic battle system. New ways to get pokemon were also introduced.
August 2003 - The fast paced flipper flipping action of Pokémon Pinball could now be played on the GameBoy Advance in the form of Pokémon Pinball Ruby & Sapphire. Some new features of the game included new Pokémon to catch, more special tables, and a shop where you could buy various upgrades.
August 2003 (again) - Cute little Pokémon community comes to the GameCube! In Pokémon Channel, players made friends with a Pikachu that turned up at their house one day. They were given a TV by Professor Oak to test the new Pokémon Channel. In the game, you got to explore the different places in that community and watch the different shows on the Pokémon Channel. Some of the shows included a home shopping show hosted by Squirtle and an exercise show hosted by Smoochum (I think). As the game progressed, players got to watch more shows on Pokémon channel.
March 2004 - The first console Pokémon RPG for the GameCube called Pokémon Colosseum was released. Players take on the role of Wes, a rogue member of the notorious Team Snagem. He discovers a plot to make Pokémon evil killing machines called shadow Pokémon. On the way, he teams up with a girl who can see the "auras" of these shadow Pokémon. His task is to capture all of the shadow Pokémon and purify them. the game also has a battle mode where up to four players can pit their GBA or Colosseum Pokémon in full 3D.
September 2004 - Players get to relive the GameBoy days with Pokémon FireRed and Leafgreen, remakes of the 2 original Pokémon games "remastered" to full GameBoy Advance glory. The games are more or less identical to their GameBoy predecessors save for the fact that Pokémon from the second generation can be caught in the game. Also, there are 7 new islands to visit towards the end of the game. One of the game's new features is the compatibility with the new GameBoy Advance Wireless Adaptor which allowed for wireless linking.
March 2005 - Pokémon becomes a racing game in the form of Pokémon Dash for the DS. Control Pikachu by using the DS's touch screen and guide him around to checkpoints. Race around the checkpoints and be the first to reach them all in the set order to win. This game is also the premier of one of the new Pokémon from the fourth generation, Munchlax, the pre-evolution of Snorlax. Although you can't play as him, he sometimes pops up around the different courses.
May 2005 - Just like there was a Yellow Version for Blue and Red, and a Crystal for Silver and Gold, there is an Emerald for Ruby and Sapphire. In Emerald, there are, like Crystal and Yellow, slight changes to the game. For one, the Pokémon once again move when they enter battle. Another is the very obvious addition of the Battle Frontier, a cluster of different buildings to test your Pokémon skill. One last notable feature is the presence of new unlockable zones in the Pokémon Safari Zone.
Well, there you have it. Pokémon's American history, from Blue and Red, to Emerald. Enjoy! Oh, I got the timeline info from www.pokemon-games.com