That's tough, but hopefully he will meet people that beat him in the future LOL. We play a lot of games in our house and DS5 wins quite often. It is sad. He is just learning chess but I am sure it is only a matter of time before he beats me at that. I would also suggest some games that are more solitaire games that are challenging. There are a ton of these games out there that aren't quite as competitive...just challenging for yourself. DS5 enjoys mastermind, and all those thinkfun games. Also he is in love with the website www.mypuzzle.org. It has tons of those puzzle type things and although he is great at them....some still stump him for a while. It still is humbling when he is much better than me at those games.