Because the anus is not self-lubricating, Anal Lubes are essential for making anal sex safe, comfortable and pleasurable. A lack of lubrication may cause tears in the rectal lining that cause not only discomfort, but may also lead to infection of one or both partners. We can't stress strongly enough the importance of being sure the anus is well lubricated before insertion of anything takes place. For some, a desensitizing lube like Anal Eze or Rear Entry Anal Lube helps get things started.
Most Importantly... Remember to use a new condom and wash your penis after having anal sex before re-entering the vagina. Don't forget to thoroughly clean your toys before and immediately after each use!