Anal Sex Positions
This probably goes without saying, but anal sex is not for everyone. While most men enjoy the sensation of engaging in anal sex as a “giver,” some straight men worry that this gives off signals of homosexuality (which is not the case). For woman, anal sex can be uncomfortable, and often downright painful, especially if the man is well endowed.
The most commonly used translations of the Kama Sutra (Burton's and Indra Sinha's) mention almost nothing about anal sex, except to say that it was practiced by people in certain parts of the country.
If you are going to attempt anal sex, be very sure to use lots of lubricant and make sure the woman is fully prepared. Start slowly. The man needs to exert a lot of self-control to resist the urge to launch into rapid thrusting right away. Instead, he needs to proceed slowly, inching in little by little with slow movement, until the woman feels comfortable to proceed more quickly.
Anal sex positions are often slight adaptations of “basic” sex positions — except of course for the fact that the penis enters the anus instead of the vagina.
Never insert a penis (or anything else) into the vagina after it has been in the anus. This is an effective way to spread infections and bacteria. After anal sex, either wash the penis or put on a new condom before entering the vaginal area.
The most popular anal sex position is very similar to the dog style position. The woman kneels on the bed or floor, with her rear end up in the air and her face downward. The man then kneels or stands behind her and enters her anally from behind. The one downside to this position is that the man often instinctively begins thrusting rapidly, as he would do with the dog style position. This can overwhelm the woman and may be painful.
Another anal variation of a basic position involves the couple lying in the spoon position, on their sides with the woman in front. The man then enters her from behind. The advantage of this position is that the woman can control the speed and intensity of the thrusting, which will probably make her more comfortable.
When first attempting anal sex, the man should start by stimulating the woman with his finger first. This will allow her to become accustomed to being penetrated there before being penetrated with the longer and wider penis. The greater freedom of movement with the finger allows the male to make the experience more pleasurable for the woman by moving his finger in various ways.