I don't sleep with anything, but I have 100+ stuffed toys in my room, 50% of which are Pokemon. xD I'm a pokemon merchandise collector, so...
My favorites right now are these two:
Garfield is an official shiny raikou pokedoll from a raffle held in japanese pokemon Centers. After paying for $30 worth of things, you were entered once in a raffle where the chance of winning one was less than 1%. The promotion was only in the month of july. He cost me like $200 but I love him very much. :U
Matt is the regular raikou, and was $20 to buy from Japan. xD