Why do people enjoy anal sex?
Anal sex is enjoyable because of the rich body of nerve endings in the anus. While people often experience pain when first attempting anal sex, as a person learns to relax, the pain often subsides into pleasure. For men, anal sex also offers stimulation to the prostate, an organ that provides the rush of pleasure during orgasm. Anal sex for many seems like a taboo activity, and much of society still shuns it.
To prepare yourself for anal sex, the first thing to do is learn to relax. Remember that the sphincter muscles around the anus will not allow things to pass through easily unless you relax and take it slow. Do not start with something the size of a dildo or penis. Start with either:
a) your partner's finger
b) Small Love Plug
If you're more comfortable with a partner's finger then start with that. The basic principle is to start small and work your way up. One partner should lubricate or place a lubricated condom over his or her finger. Take the finger and arouse the surface of the anus, perhaps making small circular motions as you go. Always pay attention to your partner to indicate whether or not he or she feels comfortable. Slowly attempt to push your finger (or plug) slightly inside the anus. Do not use force - stop immediately if your partner complains of discomfort. If it is difficult to enter the anus, you probably need more lubrication. The first time you try this, the receiver may feel a bit of pain. Anal sex is not for everyone, and if you feel uncomfortable stop and perhaps try again later.
Doggie Style - Probably the most commonly thought of anal sex position is "doggie style", where the receiving partner kneels on all fours and the inserting partner approaches from the rear. Though this is the most common anal position, it's not necessarily the most comfortable or the best beginner position, as the position of the receiving partner tends to tighten up their anus.
Flying Doggie - A variation of the popular doggie style position in which the giver stands behind the receiver (instead of kneeling) and places their feet outside the legs of the receiver. You'll find that the giver will be positioned higher and will be inserting into the anus in a more downward fashion (you're almost in mid-leap if you were playing leapfrog).
Missionary - The standard missionary style position (man on top, partner on bottom) is actually also the best beginner position for anal sex, as it allows the receiver to fully relax the anus, making penetration much easier.
Anal Drop - This position puts the receiver on top and the giver on the bottom. You might think that this is the best beginner position, since it gives the receiver control over how much - how fast, but being on top actually causes the receiver to involuntarily tighten up the anus, making penetration difficult.
Double Penetration - Available only to women as a receiver, the art of double penetration can bring extreme pleasure to the woman. Because the anus is highly sensitive and there are many shared sexual nerve endings between the walls of the vagina and the anus, simultaneous stimulation can be quite erotic. Side Anal - Another good beginner position is side anal, where the receiver lays on their side and the giver approaches from the rear. The receiver can relax the anus and the giver can easily access the entire anal area.