Sex Toys are popular for anal stimulation as they allow more precise control and yes this girl (pictured) loves her butt plug though it does not quite fit all the way in. 

Care must be taken so that the penis/sex toy does not transfer from the anus to the vagina as this can transfer bacteria to the vagina that may cause health problems. When switching condoms must be changed and/or everything washed clean, then resume.

There are many ways to enjoy the anus erotically. The most common techniques include touching the anal opening while masturbating or stimulating a partner's anus during intercourse or oral sex.

Some people enjoy the sensation of a finger - their own or a lover's - insinuated into their anal opening and gently rotated. Others may prefer the insertion of a dildo or vibrator beyond the anal opening and short anal canal into the larger rectum. Many men, including hetereosexuals, prefer this form of penetration.

Oral-anal lovemaking is popularly known as rimming. The very idea disgusts some people. Others enjoy performing it or allowing themselves to be probed in this special way.

Clear the Way
Before having anal sex, the woman should have a good, complete bowel movement. If she doesn't, the man may find himself encountering far more fecal matter than he might have liked (i.e. packing the fudge). Now, for some people doing this on-command might not be the easiest thing, and straining to defecate is not healthy. A high fiber diet may help things along and is good for your health in any case.

Of course, if you really want to clean things out in a hurry, you can purchase an enema from any drug store. There's some controversy about this; some people feel having an enema first can actually increase the irritation during anal sex. If you're going to go the enema route, we'd recommend doing it several hours before you plan to have anal sex, rather than right before the act. (Porn stars usually have a high colonic treatment prior to anal sex).

Analingus
Licking the anus.  Although we haven't mentioned safer sex yet as part of this series, we will here: the anus and rectum carry many diseases that live quite benignly in your lower digestive tract, but which can be harmful in your mouth or stomach. Performing anilingus is a very risky behavior for a variety of bacterial infections. Refer to the section on safer sex techniques for ways to protect yourself if you or your partner enjoys this activity.

Does anal sex hurt?
Anal sex should not hurt. If it hurts, you're doing it wrong. With enough lubricant and enough patience, it's entirely possible to enjoy anal sex as a safe and fulfilling part of your sex life. However, some people may never like it, and if your lover is one of those people, respect their limits. Don't force the idea upon them.

Can anal sex actually give pleasure?
The pleasure of anal sex is derived from many things. Doing something "nasty" appeals to many people, especially about sex. Doing something different to spice up a sex life that has become something of a bore can be part of it. And the physical sensations available during anal sex are uniquely different from anything else. The rectum is lined with nerve endings, some of which signal the brain to 'reward' you with good feelings when stimulated. For men, the prostate gland can be a source of powerful pleasure. And for a thrusting penis, the ring of the anus can be a new and strong sensation to enjoy.

What do I need to have anal sex?
The most important pieces of advice anyone can give on anal sex are: lubricants, condoms, and patience. The most commonly available lubricant is KY-Jelly, a greaseless, odorless substance available at most drug stores. Better lubricants include Astroglide, ID, Wet, or ForePlay, some of which are available at better drug stores, and most of which are available in some form at adult toy stores.

Do not buy anything that is oil-based. Make sure the lubricant you buy is rated "condom compatible." Nothing else will do. Oil-based lubricants such as vaseline or baby oil will destroy a condom long before you're done having sex. And many oil-based sub-stances will coat the lining of the rectum, providing a haven for many potential infections.

Do I have to use a condom?
Even if you're sure that both you and your partner are disease- free, you should still use a condom. The rectum is home to lots of infectious bacteria that can cause burning and urethritis of the penis. It will also help you clean up afterwards.

What positions are best for anal sex?
Many women want to be on top, to regulate how fast penetration occurs. Other like to lie on their stomachs, or crouch doggy-style, or to be penetrated while lying on their sides. Experiment and see what you prefer.

As always, control yourself. Take your time and use lots of lubricant. People who like anal sex say that "too much lube is almost enough." Listen to her -- if she tells you it starts to hurt, back off.

Eventually, a time will come during your lovemaking where her anus will relax enough to allow the head of your cock to 'pop' into her. If she is completely relaxed, that pop should feel completely painless. Now just because you're inside her is no reason to start pounding away like mad. Let her body adjust. Take your time. Eventually you will both be ready for more.