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Pain during receptive anal sex among gay men (or men who have sex with men) is formally known as anodyspareunia.[13] In one study, 61% of gay or bisexual men said they experienced painful receptive anal sex and that it was the most frequent sexual difficulty they had experienced. By contrast, 24% of gay or bisexual men stated that they always experienced some degree of pain during anal sex,[13] and about 12% of gay men find it too painful to pursue receptive anal sex; it was concluded that the perception of anal sex as painful is as likely to be psychologically or emotionally based as it is to be physically based.[13][89] Factors predictive of pain during anal sex include inadequate lubrication, feeling tense or anxious, lack of stimulation, as well as lack of social ease with being gay and being closeted. Research has found that psychological factors can in fact be the primary contributors to the experience of pain during anal intercourse and that adequate communication between sexual partners can prevent it, countering the notion that pain is always inevitable during anal sex.[13][89]
Not all agree on how to do anal in real life. They are unanimous on the value of a ton of lube and gradual exploration. But some stars believe in a degree of prep work even in real life, while others believe it can be done well spontaneously, in the heat of the sexual moment. And not all of their advice will be relevant to everyone, as every asshole has different needs and levels of resilience. Stars like Sartre and longtime anal expert Joanna Angel, for instance, feel like their vaginas fatigue from frequent or rough sex faster than their asses; Angel told me her body seems so well built for anal she doesn’t need to stretch even to prep for hardcore scenes. Other people, DeVille cautions, may be at higher risk of injuries than others. And most of the adult stars I’ve spoken to over the years about the topic agree that, for some people, anal just might not be a good fit. But the advice they offer below on how to approach anal sex, especially as a beginner, is a great jumping off point for individual exploration into the great anal beyond.
The Renaissance poet Pietro Aretino advocated anal sex in his Sonetti Lussuriosi (Lust Sonnets).[125] While men who engaged in homosexual relationships were generally suspected of engaging in anal sex, many such individuals did not. Among these, in recent times, have been André Gide, who found it repulsive;[126] and Noël Coward, who had a horror of disease, and asserted when young that "I'd never do anything – well the disgusting thing they do – because I know I could get something wrong with me".[127]
So you want to try anal sex. That's great! Anal play can be lots of fun — if you're ready for it. Unlike other types of sex, which most people can fumble their way through when they don't have much experience, anal sex takes some research. (And, to be clear, it's always better to think and talk through any new sexual experience before you try it with a partner).
CT scan (CAT scan): A procedure that makes a series of detailed pictures of areas inside the body, such as the abdomen or chest, taken from different angles. The pictures are made by a computer linked to an x-ray machine. A dye may be injected into a vein or swallowed to help the organs or tissues show up more clearly. This procedure is also called computed tomography, computerized tomography, or computerized axial tomography. For anal cancer, a CT scan of the pelvis and abdomen may be done.
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That depends on the toy. You want something with a flared base that’s not going to get lost in there, so stick with things marketed for sexy times, not household items that double as sex toys. (It happens.) A toy can be a great warm-up for the main event; you’ll want to use something that’s easy to wash and will stimulate you in the right way. There are so many fun toys on the market – shop around and find the perfect one for you and your partner.

The other benefit of starting slow is that you'll build arousal, Pitagora says. "Use slow and gentle stimulation of the area around the anus, the anus, the area just inside the anus, and of the prostate (if your partner has one)," they say. Being fully aroused makes any sexual experience better, but in the case of anal sex it will also help you relax.
Your man also needs to be someone who will actually follow your instructions too. If he thinks he is going to be in control and calling the shots, then you are going to have to bring him down to earth and let him know that this won’t be the case. Doing this isn’t so that you can “dominate” your man, it’s so that you get to experience the pleasures of anal sex AND NOT THE PAIN.
3. You might think you're pooping, but you are not. The butt is full of nerves (hence, the point of anal play and foreplay), but that doesn't necessarily mean it can tell whether something is going in or out. You can put an end to things at any time, but just know that the feeling you have is probably just from the ~new stimulation~, not a sudden urge to go.
Unfortunately, there’s a bit of a catch here. When you poop, your body should expel all the stool in your rectum, but some fecal matter might get left behind. While you probably don’t have to worry about pooping on your partner, you should know that they may be exposed to some visible or invisible fecal matter, Dr. Chinn says. No one needs to panic. It’s as simple as washing it off with soap and water (or changing the condom), washing your hands, and continuing on with your life, whether or not that means getting back to anal sex. But it’s definitely something that all parties should be aware of before you start.
10. Start small. The whole point of anal play is to keep it simple before working your way up. "To prepare a bottom for sex play, start with fingers, tongue, or a very small sex toy designed for butt play," says clinical sexologist Nancy Sutton Pierce. "An option is to purchase a butt plug kit that uses several plugs of graduating sizes just for this training."
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Luckily for butts everywhere, anal sex is no longer the ~taboo~ subject it once was. Which is a good thing! Women who've been there and done that say it's a welcome addition to their sexual repertoire. But just like you must walk before you can run, you must have some sort of anal foreplay before you go for the full monty of anal sex. Or, you know, you can do butt play and leave it at that forever, because it's your booty and you make the rules.
Anal sex has been more accepted in modern times; it is often considered a natural, pleasurable form of sexual expression.[5][7][97] Some people, men in particular, are only interested in anal sex for sexual satisfaction, which has been partly attributed to the buttocks and anus being more eroticized in modern culture, including via pornography.[52] Engaging in anal sex is still, however, punished in some societies.[7][99] For example, regarding LGBT rights in Iran, Iran's Penal Code states in Article 109 that "both men involved in same-sex penetrative (anal) or non-penetrative sex will be punished" and "Article 110 states that those convicted of engaging in anal sex will be executed and that the manner of execution is at the discretion of the judge".[99]
The anal sphincter acts as a bit of a gatekeeper for the rectum. For anal sex, however, it’s important that this muscle relaxes. Not only does it make the experience more pleasurable, it reduces the risk of tearing or discomfort. Relaxation involves patience, both at the time you’re attempting penetration, and as you become more accustomed to anal sex.
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