Don't follow Pinot's suggestion of alcohol. That is a HORRIBLE mistake a lot of people make. You need to be in 100% controll of your senses when you're engaged in anal play. Alcohol has a tendency to numb our senses and anal sex is one of those times when we need all our wits about us. You need to know when he's hurting you if he is, and he needs to have the sense to stop when you tell him to.

It honestly pisses me off when people make that suggestion, it's stupid and dangerous. Especially since the entire reason for this post was to elliviate pain.