I'll take a stab at a few achievements
King of QUB3D- Beat the arcade games
Rolled Over- Get Hit By A Car
Walk Free- Visit and leave prison for your first time
One Man Army- Get an arsenal that even T.I. would be jealous of
Lowest Point- Either A) Story related, like hitting rock bottom, or B) Literally the lowest point in the game ie. underwater or in a basement
Dare Devil- Go base jumping
Endangered Species- Collect animals (like hidden packages)
Under The Radar- Evade the police
Gracefully Taken- Burgle somebody without them knowing
Cut Your Teeth- Make him bite the curb Mr. Norton
Top of the Midnight Club- Be the leader of a clan
Wanted- Be the person everyone wants to kill in Multilayer (like carrying the bomb in sabotage in COD4)
Let sleeping Rockstars lie- find easter eggs, like the devs put themselves in the game
Some are intriguing like "Dial B for Bomb" or "Liberty City 5"
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