How do I go about anal sex?

Well heres some answers,
1)It would be good to think that your butt-hole is to small. If its all worn out or such, its less attractive.
2)You should expect it to hurt at first. Also, that you need to go slow at first, get used to it. It will take time to get use to it and to try different positions.
3) Well I would think he should enjoy it. If it was his idea, he will but some guys are grossed out by the idea. Most men will like it.
4)Practice, use lube. there is lube designed just for anal. Start off small, finer, toy, dick. The anus isn't as flexible as the vagina.
5) Start off small, lube a finger and put it in the anus, stimulate the clit to help with the sence. If you are paranoid about poo, use an enema. They are cheap and effective. Try entry on your side, like spooning. Take your time and enjoy the different experience and climax form anal.

Basically just what everyone said below me. Start off slow. Work your way into it. Start with a pinky then move on from there!
use plenty of lube!
be prepared for it to hurt a little! Maybe for both of you!
start slow and then gradually go faster.
also the first comment below regarding an enema is also a great idea, but also try to avoid foods high in fiber throughout the day leading towards the event and try to also minimize your meat intake as well

You could also use an enema to help clean it all out. Definitely, LOTS of lube, and start small (pinky first) and go slow. If there is pain, it helps to push against the penetration (think like trying to poo). You will both enjoy if you follow advice.

PS - Your butt hole is supposed to be small. The trick is to make it larger (for a while anyway).

Um, why bother, vaginal sex is much better

Before I start to answer JUST ASK HIM to have anal sex. That is the start!
1) Every guy loves anything tight that he can put his penis in.
2) Make sure you take it very slow. He should probably finger it for a while first. You should be laying on your stomach and him from behind this is the easiest for you. Make sure it is VERY slow because it will hurt right away.
3) He and you will LOVE IT!
4) I would just make sure your really clean and spray perfume down there because if it smells really good he will lick it. You can buy flavored lube.
5) Can I be your first :) J/K Just make sure you take it very slow and make sure he knows that. He will only be able to get his head in then maybe take it out. SLOW is the Key.

I think that the most important things to remember about anal sex is that you have to relax and use lots of lube. The orgasms that I have had during anal sex is unbelievable! The next important thing is to make sure that you two have good communication. That will only make it that much better.

Slow is definitely the key. Lots of lube is also a recommendation. It may hurt. A lot, at least it does for me, but the slower you go and the more lube you use the less likely it is to hurt. Don't tense your muscles, and if you do have him pause till you relax again.