The three of us had been playing chess for some time.

I want you to play chess with me for an hour until my wife gets home.

Perhaps when we are on the way you would like to play chess with me?

You used to play chess with him all the time.

I had him playing chess with the set, and he didn't know the difference.

She learned to play chess at the age of 11.

Maybe he didn't know how to play chess after all.

She started to play chess at the age of 9.

He learned to play chess at the age of 6.

He learned to play chess at age 16 or 17.