Apples to Apples is a popular board game of suggestions, humor and matching.
Cards Against Humanity is Apples to Apples for the darkly humored and incredibly depraved. And it is SO MUCH FUN.
You can buy a physical set for $25 on Amazon (currently sold out, restocking soon) but the best part about Cards Against Humanity is that the game is available for download FOR free. Get a thicker set of card stock, a good deal at a Staples or Kinkos and print your own set of cards. You can also add your own cards to make more personalized fun for your friends.
This is a great game, but probably not one for the whole family. This is one for after both grandma and the kids have gone to bed.