In our house, every tooth gets something different...
First tooth got one each of these coins, dollar, quarter, nickle, dime, penny. (You got to get expectations low...)
Second tooth got a $2 bill. (This was interesting because DS had never seen one before...)
Third tooth got 3 half dollars. (This was new too, but DS had heard of them, but he had been told that they were big kid money by his teacher because they didn't have to worry about 50 cent pieces in their money segment in math.)
Fourth tooth was lost AT WDW...Thanks to the lovely CMs at BC, Tink took over for the tooth fairy (because Tink is so territorial and all, and won't let the Tooth Fairy into WDW), and Tink left a card from Goofy who totally understood about missing teeth, a photograph signed by Goofy, Mickey, etc., and a Goofy pin for PP&P.
I was informed that Tink was much cooler than DS' tooth fairy...
I can't quite recall what happened for teeth five through eight...but if I remember right, Five got a five dollar bill and Eight got Eight different State quarters. Somewhere along the line here, DS was told by a classmate that their parent's were their tooth fairy. DS asked us if we were his too. We admitted we were, and was he disappointed to learn that? We didn't care that he knew now, we thought it was fun and we would keep doing it. DS was fine (he has never believed in Santa, he asked us about it when he was 3 and we told him the truth...but we still "DO" Santa), he was happy to hear that knowledge didn't make the game obsolete.
We're at that break now...not sure WHAT we are going to do when we start losing again.