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6. Pay attention the butt cheeks too! Just because your ultimate goal is the butthole, doesn’t mean you should totally ghost your partner’s butt cheeks. Sadie Allison, founder of TickleKitty.com and author of Tickle My Tush–Mild-to-Wild Analplay Adventures for Every Booty, recommends starting off with a sensual booty massage. Using lube, “place your thumbs in the creases where the legs meet the butt cheeks and glide your thumbs along the crease from the inner thigh area to the outer side. Lift and repeat. Then, put your palms together in "prayer position," placing them on their tailbone and gliding up and down their buttcrack."
Stimulation from anal sex can additionally be affected by popular perception or portrayals of the activity, such as erotica or pornography. In pornography, anal sex is commonly portrayed as a desirable, painless routine that does not require personal lubricant; this can result in couples performing anal sex without care, and men and women believing that it is unusual for women, as receptive partners, to find discomfort or pain instead of pleasure from the activity. By contrast, each person's sphincter muscles react to penetration differently, the anal sphincters have tissues that are more prone to tearing, and the anus and rectum do not provide lubrication for sexual penetration like the vagina does. Researchers say adequate application of a personal lubricant, relaxation, and communication between sexual partners are crucial to avoid pain or damage to the anus or rectum. Additionally, ensuring that the anal area is clean and the bowel is empty, for both aesthetics and practicality, may be desired by participants.
Please explain the risk if you follow ALL safety measures (off the top of my head here are just a few of them to consider): Condom, lots of lube to help prevent condom breakage (and most women I know don’t like dry anal), go slow until things are “ready”, used a toy to stretch things a little bit first, both partners got tested, did your best not to “contaminate” the vagina, were on birth control (in case the condom broke & it was that time of the month & the sperm spread to the vagina), immediately cleaned up, both washed hands immediately and took showers immediately afterwards, cleaned the sheets properly, etc… So if you do all of that, what “very risky” issues are we talking about???
"Another thing I have heard from many women is that from the anatomical point of view there simply can be no pleasure out of anal sex for women," says Singer. Seriously. "'There's nothing up there that can actually make it feel good.' Although this simply isn't true (there are actually more nerve bundles in the rectum than in the vaginal cavity), a great number of women rely on this as one of their reasons for not wanting to engage in anal sex."
Receptive anal sex is much riskier for getting HIV. The bottom partner is 13 times more likely to get infected than the top. However, it’s possible for either partner to get HIV through anal sex from certain body fluids—blood, semen (cum), pre-seminal fluid (pre-cum), or rectal fluids—of a person who has HIV. Using condoms or medicines to protect against transmission can decrease this risk.
Male-male anal sex was not a universally accepted practice in Ancient Greece; it was the target of jokes in some Athenian comedies. Aristophanes, for instance, mockingly alludes to the practice, claiming, "Most citizens are europroktoi (wide-arsed) now." The terms kinaidos, europroktoi, and katapygon were used by Greek residents to categorize men who chronically practiced passive anal intercourse. While pedagogic pederasty was an essential element in the education of male youths, these relationships, at least in Athens and Sparta, were expected to steer clear of penetrative sex of any kind. Greek artwork of sexual interaction between men and boys usually depicted fondling or intercrural sex, which was not condemned for violating or feminizing boys, while male-male anal intercourse was usually depicted between males of the same age-group. Intercrural sex was not considered penetrative and two males engaging in it was considered a "clean" act. Some sources explicitly state that anal sex between men and boys was criticized as shameful and seen as a form of hubris. Evidence suggests, however, that the younger partner in pederastic relationships (i.e., the eromenos) did engage in receptive anal intercourse so long as no one accused him of being 'feminine'.
Reduce your risk of cutting or scratching your partner by trimming your nails. Long nails might tear the thin, delicate tissue of the anus, which could lead to bleeding. It also increases the risk of spreading bacteria that could cause infections. Be sure to wash your hands well and scrub under your nails after anal sex, too, especially before inserting them into the vagina or mouth.