I have never had anal sex personally, my boyfriend and I have decided that niether of us want to do that. Im open to anything else but that...So let me know how it goes, seriously.
Many men and women are curious about anal sex but are scared about comfort and safety issues. If you are curious, the following steps will ensure you have a safe and enjoyable experience.

use a condom. Never go from anus to mouth, or anus to vagina, without washing carefully (and changing condoms) in between.

if the thought of some fecal matter is horribly repulsive to you, the receptive partner can use an enema beforehand.

the anus has no natural lubrication, so you'll need to use plenty of lubricant.

relax and go slow. Encourage the receiving partner to take deep breaths and communicate his or her feelings aloud.

start with external stimulation from something small, like a finger or a small vibrating toy.

once the receiving partner has relaxed and begun to feel aroused, insert the finger or toy gently into the anus, letting the anal sphincter accommodate the object.

gently move the object in a shallow circular motion. The two rims of the sphincter are rife with nerve endings, so this small motion should feel good. If it doesn't, stop or do something different.

when you are both ready to move on to something larger, consider using a small dildo or vibrator first. This will allow greater control and may make things easier for the receiving partner.

once you are ready to introduce a penis or larger sex toy into the anus, slow down and proceed with caution.

allow the receptive partner to set the depth and pace.

breathe and concentrate on relaxing your anus. Keep communicating.

don't neglect stimulation of other parts of the body. Clitoral or penis stimulation combined with anal play can be quite exciting.

stop immediately if there is discomfort or if either partner says he or she wants to stop.

this should be an enjoyable experience. If it is not, stop.
Kristin