Finally, be patient. No one becomes an anal sex pro overnight. Mastering - and truly enjoying - anal sex takes time, patience and lots and lots of lube. There is lots of individual variability in this time frame too, so be respectful of your partner's pace.
Anal Sex Toys
If there's one thing that's important at all times during anal sex, it's lube. The anus does not self-lubricate like the vagina does so making sure it stays as lubricated as possible will make anal sex easier, more comfortable and infinitely more pleasurable. (Learn more about lube in The Ins and Outs of Sexual Lubricants.)
Lubricants made specifically for anal sex are typically thicker and longer lasting than regular lubricants. Silicone lubricants are also great for the anal area because of their smooth and silky feel and their staying power. Stay away from water-based lubricants - they tend to dry out too quickly.
There are lots of good sex toys designed for anal pleasure, but the best anal sex accessories - especially for beginners - are your hands. Your fingers are flexible, soft and, most of all, familiar. Finger penetration is a great way to work your way up to having anal sex or using anal sex toys.
Sex toys such as anal probes, butt plugs and anal beads are also designed for anal pleasure. These range from entry-level to expert toys. Read product descriptions and reviews to choose your toy accordingly. Don't go for the extra-large anal beads right of the bat. They might look bad-ass, but it's always better to start off small and work your way up. (Read more about this in Anal Sex Toys 101.)
There are a few positions that work well for anal sex. Doggy-style is probably the friendliest and most well known position here (keeping a deep arch in the back gives better access to the anal area), but many of the positions you typically use could work for anal sex as well. In fact, if you use lubricant (and a lot of it) you should be able to enter the anus from just about any position you like.
Try It Tonight?
Anal sex isn't for everyone (then again, what is?), but statistics suggest that a whole lot more people are willing to give it a try. And why not? Anal sex can be a fun, pleasurable new way to experience your partner. Just remember that anal sex is about more than penetration; it takes patience, communication and care to ensure that it's a safe and pleasurable experience from beginning to ... end.