Right now you can pick up Forza 3 the Ultimate Edition for $29 max
It contains the game and all DLC made available after its release. Unreal value and a super
fun game. I have a full driving rig I made especially for driving games and its a blast BUT you can still have fun driving with the controller. It has a great online community as well.
This fall Forza 4 will be released and it will have the Kinect integrated with features like head tracking and examining your cars. Forza is a great series and my top recommendation.
Test Drive Unlimited 2 is not as realistic as Forza but loads of fun for what it is and can be played with a hand controller. It's selling for under $30 and you can get months of play out of it as well.
The DIRT series is great and can be played with a controller no problem.
There are other racing games but those three are my favorites.
In a FPS you can't go wrong any of the Call of Duty or Modern Warfare games with Black Ops being the most current. The single player is short but fun. The multiplayer online is a blast and you can play that for months as well.
HALO is fun as well. Its sci-fi as opposed to the army style COD games.
Portal 2 is a problem solving game that is done really well and fun to play. It's best to get the game " Orange Box " which contains Portal 1 so you understand the story.
Red Dead Redemption is an open world western themed game that is really fun to play as well.
All those games are very easy to control and require very little button mashing.
The fighting games and the skateboard games are the ones that require button sequences.
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