i play "words with friends" with a guy from work, we usually have two or three games going at once.
at the start, i'd played for awhile before he started playing. i trounced him.
after awhile, he picked up on most of the words, and we were almost even in wins.
later, as we each developed new (to us) tricks and strategies, we would leapfrog ahead of the other.
now, its really down to luck of the draw. we each use the same tricks and strategies, and its reflected when one of us has say a string of turns with no vowels present. or tons of high-point letters, but no where left to play them at the end of the game.