For bed, he takes whatever collection he's into at the time. His kitty and tiger. His bedtime books. And right now he's got a small collection of Christmas ornaments and snow globes sitting on top of his bucket full of farm animals. They must all be strategically placed before he'll go to sleep. Every morning, we have to unload all of it--including his pillow and blanket--right when he gets up.
Also, a few nights ago around 3am he was crying and yelling my name. I went into his room, and he said, "Pillow." He'd never slept with one or asked for one before, so I went and found one. He groggily said, "good boy, Mom," then went immediately back to sleep.
He's a quirky little kid. We love him.