Reverse Scattergories
This one’s a simple game that can easily be played via IM conversations, or in a car with two or more players, or basically anytime you’re bored… even by yourself.
What you do is pick a category, usually one with very many possible entries (”Song Titles” is my favorite category) then players take turns giving an entry in the category that starts with the last letter of the previous entry. Using the song titles example with a random starting point:
Like a Rolling Stone –> Eat it –> Turn, Turn, Turn –> Never Gonna Give You Up –> Plush… and so on