Hoss lost his first tooth on Monday. He was eating an apple and it pretty much came out then. He was torn between laughing with excitement and eagerness at the idea of the tooth fairy along with fear that it would hurt to actually get the tooth all the way out. So I just had him open his mouth and told him that I didn't think it would hurt at all for it to come out. And during that time I was able to pull the last little bit to get it, Hoss didn't even realize I had it until I showed it to him in my hand.
He was even more excited the next morning when he found some money under his pillow. Now if I can just come up with a good reason for the tooth fairy to keep his tooth maybe he'll stop asking me why she kept it. Here he is in all his toothless glory.