I would halfway-second Go Away Monster. But if he's already playing Candyland, he might be too advanced for it. My son is 20 months old, and we've bought him Candyland, Go Away Monster, and something called The Goodnight Moon Game (my wife saw it at goodwill - looks like a matching game of some sort). The only one we've tried with him is Go Away Monster, which he likes, but doesn't play anywhere near correctly yet. His favorite game is Imperial Crusade Armada - the credit-card-like ships in the game are great for him because he can't ruin them, and the mini tape-measure that comes with it is his new favorite toy. =)