I remember scalextric from the good ole days. Push the trigger too hard around a corner and your car takes off.
When my boy was around 10yo I bought him a Scalextric set. He thought the name of the game was to see how far he could send a car flying. A PS2 V8 Supercar game was played in the exact same manner ..... see how much damage he could do in one crash. He thought it hilarious. Boys will be boys.
When Real Time Strategy games started to become awesome on PC, my buddy and I stayed up all night battling each other. The first one we got into was Age of Empires II, which was like Risk on steroids. Then a bunch of others that came after that.
Risk was always my favorite board game. We had it set up in a buddies attic. Some games took weeks to finish since we could only play on the weekends. Even my Dad, Uncle and Grandfather would play it sometimes.
Age of Empires holds a special place in my heart too. Last year I revisited Age of Mythology and replayed the whole "scenario" and enjoyed every minute of it. I've been messing around with the campaign on Rise of Nations, it's not easy.