2. Try out anal play first. Before embarking on the full monte of penetrative, anal sex, you can—and should!—give lighter anal play a try. This is open to interpretation, and could mean anything from toys to fingers or mouths. It'll give you a lower-pressure idea of what the ~sensations~ of anal stimulation feel like, and is a way of working up to the big show. Or not! If you decide some light anal play is all you're interested in, camp out there forever. No rules here, except to use lube, have consent, and USE LUBE.
^ Nathaniel McConaghy (1993). Sexual Behavior: Problems and Management. Springer Science & Business Media. p. 186. ISBN 978-0306441776. Archived from the original on May 6, 2018. Retrieved March 25, 2018. In homosexual relations, most men do not reach orgasm in receptive anal intercourse, and a number report not reaching orgasm by any method in many of their sexual relationships, which they nevertheless enjoy.
"I've tried it before and actually learned to relax and enjoy it, but only with one particular guy. He loves anal sex and was very experienced! The difference with him is that he made his priority to make sure I was relaxed, that I trusted him and was having fun. I tried it again with another person and had to shut that down immediately as that level of trust or care was absent. Although the physical dalliance between Mr. Anal Sex guy and I have stopped for a few years, we're still friends who check up on each other!" says Penelope from Los Angeles.
14. Like peeing immediately after sex to avoid a UTI, it's good to go to the bathroom right after you're done. You'll also probably feel like you have to anyway. You have also opened yourself up to the joy of butt queefs. They're not farts, no matter what anyone says. Unlike frontal queefs, they might go on for a few hours as the air escapes. On the bright side, you are a human beatbox, and your partner can lay a sick freestyle over the top if s/he feels so inclined.
The one thing I notice about most sites is they forget to mention one very important thing … When you start to insert anything, let her know if she pushes like she’s going to go to the bathroom it automatically relaxes the sphincter muscles and things slide in more easily. In fact, they are sucked in once passed rhe anal sphincter ring. It sounds the opposite of what you might think but it’s physically true. If you can maintain the pushing sensation then your nervous system will take over and do it automatically; causing your sphincter/rectum and vagina to comfortably dilate. Many women squirt for the first time with anal stimulation. Knowing this will take away fears and make things soooo pleasurable. I’ve had women tell me that were afraid of anal; once I introduced this technique, most common reply was, “ I didn’t realize it felt so good”. 😉
General statistics indicate that 70–80% of women require direct clitoral stimulation to achieve orgasm.[11][25][26] The vaginal walls contain significantly fewer nerve endings than the clitoris (which has many nerve endings specifically intended for orgasm), and therefore intense sexual pleasure, including orgasm, from vaginal sexual stimulation is less likely to occur than from direct clitoral stimulation in the majority of women.[27][28][29] The clitoris is composed of more than the externally visible glans (head).[2][30] The vagina, for example, is flanked on each side by the clitoral crura, the internal legs of the clitoris, which are highly sensitive and become engorged with blood when sexually aroused.[31][32][33] Indirect stimulation of the clitoris through anal penetration may be caused by the shared sensory nerves, especially the pudendal nerve, which gives off the inferior anal nerves and divides into the perineal nerve and the dorsal nerve of the clitoris.[4] Although the anus has many nerve endings, their purpose is not specifically for inducing orgasm, and so a woman achieving orgasm solely by anal stimulation is rare.[34][35]
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I’ve had a lot of anal sex before with women who were already experienced and I tried it with my current girlfriend for the first time. She was a bit drunk and on her period and was having a hard time giving me a blow job so she told me to do her wherever I wanted. I asked where she wanted and suggested tits or ass, she said she was down for ass if I wanted it. I told her what I wanted (ass) because it feels so good so she asked where the lube was and I got it.
In addition to HIV, a person can get other sexually transmitted diseases (STDs) like chlamydia and gonorrhea from anal sex without condoms. Even if a condom is used, some STDs can still be transmitted through skin-to-skin contact (like syphilis or herpes). One can also get hepatitis A, B, and C; parasites like Giardia and intestinal amoebas; and bacteria like Shigella, Salmonella, Campylobacter, and E. coli from anal sex without a condom because they’re transmitted through feces. Getting tested and treated for STDs reduces a person’s chances of getting or transmitting HIV through anal sex. If one has never had hepatitis A or B, there are vaccines to prevent them. A health care provider can make recommendations about vaccines.
^ Randy P. Conner; David Hatfield Sparks; Mariya Sparks (2006) [1997]. Cassell's Encyclopedia of Queer Myth, Symbol, and Spirit: Gay, Lesbian, Bisexual, and Transgender Lore. Cassell. pp. 20, 216. ISBN 0304337609. Retrieved September 15, 2014. Indeed, homoeroticism in general and anal intercourse in particular are referred to as liwat, while those (primarily men) engaging in these behaviors are referred to as qaum Lut or Luti, 'the people of Lot.'
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3. If it hurts, stop! Some, well, let's call them new sensations are to be expected—a lot of women say it feels like they need to poop, or like a primal, pressure feeling. But like any other sex act, if things start to hurt in a way that's no longer fun, you should stop. Injuries from anal sex are possible, but super rare. Pain most commonly comes from anal fissures, or little tears in the tissue around the anus, which is very thin and delicate. A good way to remedy that is using lots of lube and smarting with smaller objects, rather than big ones.

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