b : of, relating to, or characterized by personality traits (as orderliness, frugality, and obstinacy) considered typical of fixation at the anal stage of development : anal-retentive —often used in nontechnical contexts to describe someone as extremely or excessively neat, careful, or precise — compare genital sense 3, oral sense 3, phallic sense 2
4. Get a water-based lube. Sexologist Jill McDevitt says to secure a quality water-based lube ahead of time. This will make rubbing and massaging even better. Even if your foreplay doesn’t involve penetration for now, lube makes everything better and can increase sensitivity. A great option is Lelo’s water-based lube—it’s slippery enough that it won’t gunk up on you, and it looks chic AF.
For some women out there, anal sex is the cherry on top of a sexual sundae: a little extra treat that elevates something that was already delicious on its own (duh, talking about sex here). But for others, it's more like pâté: intriguing enough, worth a try, but absolutely not up their alleys (as in, a penis will probably not be going up that alley ever again).
1. Relax those booty muscles. There are a bunch of li'l muscles around your anus that can be pretty tight if you're not relaxed. And as logic follows, if those muscles and your anal sphincter are tight, inserting anything can be painful and difficult rather than pleasurable and easy. Try something like deep breathing or a relaxing massage with your partner to make sure both you and your bum muscles are sufficiently chilled out, pre-anal play.
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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.
A male citizen taking the passive (or receptive) role in anal intercourse (paedicatio in Latin) was condemned in Rome as an act of impudicitia (immodesty or unchastity); free men, however, frequently took the active role with a young male slave, known as a catamite or puer delicatus. The latter was allowed because anal intercourse was considered equivalent to vaginal intercourse in this way; men were said to "take it like a woman" (muliebria pati, "to undergo womanly things") when they were anally penetrated, but when a man performed anal sex on a woman, she was thought of as playing the boy's role.[115] Likewise, women were believed to only be capable of anal sex or other sex acts with women if they possessed an exceptionally large clitoris or a dildo.[115] The passive partner in any of these cases was always considered a woman or a boy because being the one who penetrates was characterized as the only appropriate way for an adult male citizen to engage in sexual activity, and he was therefore considered unmanly if he was the one who was penetrated; slaves could be considered "non-citizen".[115] Although Roman men often availed themselves of their own slaves or others for anal intercourse, Roman comedies and plays presented Greek settings and characters for explicit acts of anal intercourse, and this may be indicative that the Romans thought of anal sex as something specifically "Greek".[116]
Partaking in any form of sex – be it oral, anal, or vaginal, can put one at risk of contracting a sexually transmitted infection (STI). Anal sex, however, carries the highest risk of transmission. This is because the tissue in the anus is quite fragile and thus incurs small, microscopic tears during the act of anal sex. These tears expose trace amounts of blood, making it much more likely for HIV and/or Hepatitis B or C to be transmitted. The risk of contracting these STIs is greater for the recipient (aka the “bottom”), but the “top” is also at risk. This is still true when lots of lubrication is used.
There are little published data on how many heterosexual men would like their anus to be sexually stimulated in a heterosexual relationship. Anecdotally, it is a substantial number. What data we do have almost all relate to penetrative sexual acts, and the superficial contact of the anal ring with fingers or the tongue is even less well documented but may be assumed to be a common sexual activity for men of all sexual orientations.[67]
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.
Inadequately cleaned toys can serve as a reservoir for bacterial growth and even some viral sexually transmitted infections (STIs). Using a condom with toys – even if you don’t share your toys – will reduce the risk of infections. Hepatitis C, furthermore, can survive as a miniscule drop of dried blood on a toy (or other object) for up to 3 months and become reactivated when wet. (If your eyes aren’t bulging, go back and re-read that last sentence.) (Side note: that’s why sharing cocaine straws is a very real method of Hep C transmission: cocaine causes micro-tears in the nose, leaving invisible specs of blood on the straw that harbor the virus for up to 3 months.) So instead of scrubbing your toys with a nail brush or boiling them compulsively, just use a condom and rinse them off in warm, soapy water afterwards.
The anal sphincters are usually tighter than the pelvic muscles of the vagina, which can enhance the sexual pleasure for the inserting male during male-to-female anal intercourse because of the pressure applied to the penis.[3][37][18] Men may also enjoy the penetrative role during anal sex because of its association with dominance, because it is made more alluring by a female partner or society in general insisting that it is forbidden, or because it presents an additional option for penetration.[5][18]
During pregnancy especially, it is important that if you are receiving oral sex that your partner does not blow into the vaginal opening and cause any air to be trapped inside the vagina. This is because this bubble of air can travel and enter the placenta, which can cause problems with fetal development. Additionally, the pressure differential caused by air being trapped in the vagina can cause blood vessels to rupture, causing spotting or bleeding.
Oil Based Lube – Oil based lube feels a little smoother and silkier than water-based lube. It also lasts for ages, so it’s perfect for anal sex, but there are some significant drawbacks. It’s much harder to wash out of linens. More importantly, oil-based lube degrades latex condoms making them tear and rip. Bottom line, if you don’t want the condom to tear during the act, then don’t use an oil-based lube.
In case you hadn’t noticed, hetero anal sex is, like, huge right now. Just a few decades ago, outside of queer circles, it was seen as a taboo act that only about a tenth of men and a quarter of women would cop to researchers to having tried at least once. Now, anal is a fixture of mainstream pop, not to mention porn, culture. In truth, not many hetero men or women try it, much less on the reg. (CDC data shows about a third of hetero women have ever tried anal; the number who regularly engage in it is unclear, but likely much lower. Data on hetero men experimenting with anal stimulation is hard to find, although prostate massager sales have grown rapidly of late and some reporting indicates rising interest.) Still, many sexually active folk, especially hetero women, reportedly feel pressure to dip a toe into butt stuff.
"The anus is, after all, an exit, not an entrance, and so it could really, really hurt. This is not an act that should ever be undertaken with a random dude or at a random moment; you both have to want it, and you both have to be prepared. No assholes allowed in the asshole! I think that's one of the best parts of the whole ordeal. It takes so much time, trust, and communication that it just amplifies everything physical going on because you are so connected with your partner." —Tess N.
Chlamydia and erectile dysfunction: What's the link? Some people who have chlamydia also experience erectile dysfunction (ED), which involves problems getting or maintaining an erection. Chlamydia can infect the prostate gland, leading to prostatitis, pain, and ED. In this article, learn more about the link between this common infection and ED, and treatments for both. Read now

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"For me, being penetrated during anal sex can be a little sore during insertion and in the first few minutes. Lots of lube, slow, gentle motions, and patience move it quickly to the next phase, which is an exciting, pleasurable pressure. I find that I can have stronger orgasms while being penetrated anally, but these are clitoral or vaginal orgasms, not anal orgasms—those are quite elusive. For me, it's probably the added stimulation, the intimacy, and the emotional intensity of anal that make orgasms stronger.
Although few cancers are totally preventable, avoiding risk factors and getting regular checkups are important. Using condoms may reduce, but not get rid of the risk of HPV infection. HPV vaccines (for those ages 9 to 26) have been shown to not only lower the risk of HPV infection, but also reduce the risk of anal cancer in men and women. People at increased risk should talk to their physicians about getting an anal cancer screening. During this test, your physician swabs the anal lining, looking at the cells under a microscope for anything unusual. Other forms of screening include looking closely at the area during a surgery, or in the office with a special scope to look in the anal canal. Early identification and treatment of precancerous areas may help prevent anal cancer. 

Oh yeahhhh. Dr Hilda Hutcherson, an expert in women’s sexual health and an assistant professor of obstetrics and gynecology at Columbia University Medical Center in New York, told YourTango that some women even find anal sex the easiest way to have an orgasm. “Every woman has the ability to orgasm, physiologically, because the space between her vagina and rectum is so thin that, in the doggie position, the penis is going to press up against her G-spot.”
Most cases of anal cancer are related to infection with the human papilloma virus (HPV). Anal sex alone does not cause anal cancer; the risk of anal cancer through anal sex is attributed to HPV infection, which is often contracted through unprotected anal sex.[75] Anal cancer is relatively rare, and significantly less common than cancer of the colon or rectum (colorectal cancer); the American Cancer Society states that it affects approximately 7,060 people (4,430 in women and 2,630 in men) and results in approximately 880 deaths (550 in women and 330 in men) in the United States, and that, though anal cancer has been on the rise for many years, it is mainly diagnosed in adults, "with an average age being in the early 60s" and it "affects women somewhat more often than men."[75] Though anal cancer is serious, treatment for it is "often very effective" and most anal cancer patients can be cured of the disease; the American Cancer Society adds that "receptive anal intercourse also increases the risk of anal cancer in both men and women, particularly in those younger than the age of 30. Because of this, men who have sex with men have a high risk of this cancer."[75]
Anastasia Rose : I always recommend starting with toys. There is a five-step silicone butt plug kit I highly recommend. It’s on Amazon! But also, vibrating anal toys! Try them, I promise you’ll be an anal slut in no time. I also recommend maybe starting with one finger, then two, then maybe three. The key to all of this is just to relax. Breathe steadily. Trust yourself. And if it hurts, stop.

^ Jump up to: a b c Joann S. DeLora; Carol A. B. Warren; Carol Rinkleib Ellison (2008) [1981]. Understanding Sexual Interaction. Houghton Mifflin (Original from the University of Virginia). p. 123. ISBN 978-0-395-29724-7. Retrieved November 6, 2011. Many men find anal intercourse more exciting than penile-vaginal intercourse because the anal opening is usually smaller and tighter than the vagina. Probably the forbidden aspect of anal intercourse also makes it more exciting for some people.

A Different Type Of Orgasm – Many women have much more intense orgasms from anal sex. I can’t fully explain why this is. I do know that there are thousands or nerve endings in your anus, but there are even more in your vagina and clit. So if you currently struggle to orgasm from regular vaginal sex, then you may find anal sex to be way more pleasurable.

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Men who have sex with men may also prefer to engage in frot or other forms of mutual masturbation because they find it more pleasurable or more affectionate, to preserve technical virginity, or as safe sex alternatives to anal sex,[53][55][61] while other frot advocates denounce anal sex as degrading to the receptive partner and unnecessarily risky.[58][62]
It's all about getting there in the way that works for you, and then having fun with it. "Anal sex is great when you've been properly warmed up," says Angela White, an award-winning adult star. "That doesn't mean ramming a couple of dry fingers into my rectum and calling it foreplay. The anus is not self-lubricating like a pussy so you need to either use lubricants or provide plenty of spit. Also, if you're not man or woman enough to stick your tongue in my butthole then you're not sticking anything else in there," White says.
The most common perception of anal sex is when a male inserts his penis into another person’s anus, which is mostly what this article covers. However, it can also include penetration of the anus with sex toys or fingers or stimulating the anus with the mouth or tongue. It is still considered anal sex if insertion happens, but ejaculation or orgasm does not occur.
“The truth is that our minds have this incredible way of making things less enjoyable for us, if it’s something that we’re not totally into,” Levkoff says. “If we’re nervous or uncomfortable our body shows it — our muscles tighten, we start to clench, we feel anxious, we’re not relaxed and ready anymore, and that means we’re less likely to feel pleasure.”
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.
Anal warts (also called condylomas) are growths that form just outside the anus and in the lower anal canal below the dentate line. Sometimes they can be found just above the dentate line. They're caused by infection with human papilloma virus (HPV). People who have or had anal warts are more likely to get anal cancer. (See “Potentially pre-cancerous anal conditions” below and Risk Factors for Anal cancer)
There are a variety of factors that make male-to-female anal intercourse riskier than vaginal intercourse for women, including the risk of HIV transmission being higher for anal intercourse than for vaginal intercourse.[3][84][85] The risk of injury to the woman during anal intercourse is also significantly higher than the risk of injury to her during vaginal intercourse because of the durability of the vaginal tissues compared to the anal tissues.[3][86][87] Additionally, if a man moves from anal intercourse immediately to vaginal intercourse without a condom or without changing it, infections can arise in the vagina (or urinary tract) due to bacteria present within the anus; these infections can also result from switching between vaginal sex and anal sex by the use of fingers or sex toys.[2][3][88]
"I used to be obsessed with anal. At one point in high school, I was having more anal than regular sex. When done right—and by right I mean when the guy doesn't shove his d*ck into you like a horse in heat—anal can teeter on that dangerous line between pleasure and pain. He feels bigger than ever and completely fills you up. As he's going in, you have to hold your breath because you feel like your body doesn't have room for air and his d*ck at the same time, but once he's in, the pleasure radiates through your whole body." —Nina T.

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The anus was designed to hold in feces. The anus is surrounded with a ring-like muscle, called the anal sphincter, which tightens after we defecate. When the muscle is tight, anal penetration can be painful and difficult. Repetitive anal sex may lead to weakening of the anal sphincter, making it difficult to hold in feces until you can get to the toilet. However, Kegel exercises to strengthen the sphincter may help prevent this problem or correct it.
For people with HIV, HIV medicine (called antiretroviral therapy or ART) can reduce the amount of virus in the blood and body fluids to very low levels, if taken as prescribed. This is called viral suppression—usually defined as having less than 200 copies of HIV per milliliter of blood. HIV medicine can even make the viral load so low that a test can’t detect it. This is called an undetectable viral load. People who take HIV medicine as prescribed and get and stay virally suppressed or undetectable can stay healthy for many years, and they have effectively no risk of transmitting HIV to an HIV-negative partner through sex. Only condoms can help protect against some other STDs.
Latex or polyurethane male condoms are highly effective in preventing HIV and certain other STDs when used correctly from start to finish for each act of anal sex. People who report using condoms consistently reduced their risk of getting HIV through insertive anal sex with an HIV-positive partner, on average, by 63%, and receptive anal sex with an HIV-positive partner, on average, by 72%. Condoms are much less effective when not used consistently. It is also important that sufficient water- or silicone-based lubricant be used during anal sex to prevent condom breakage and tearing of tissue. Female nitrile condoms can also prevent HIV and some other STDs. Since condoms are not 100% effective, consider using other prevention methods to further reduce your risk.

Unprotected receptive anal sex (with an HIV positive partner) is the sex act most likely to result in HIV transmission.[14][15][16] Other infections that can be transmitted by unprotected anal sex are human papillomavirus (HPV) (which can increase risk of anal cancer[75]); typhoid fever;[76] amoebiasis; chlamydia;[15] cryptosporidiosis; E. coli infections; giardiasis; gonorrhea;[15] hepatitis A; hepatitis B; hepatitis C; herpes simplex;[15] Kaposi's sarcoma-associated herpesvirus (HHV-8);[77] lymphogranuloma venereum; Mycoplasma hominis; Mycoplasma genitalium; pubic lice;[15] salmonellosis; shigella; syphilis;[15] tuberculosis; and Ureaplasma urealyticum.[78]


4. “The guy I was hooking up with at the time had a huge dick so I was REALLY nervous about letting him try, but I eventually let him. He put a ton of lube on and it made it a little easier, but it still felt like my asshole was ripping. I’ve done it with guys with smaller dicks and it felt much better. Bigger is not better in terms of anal, at least in my case.” –Samantha, 28
4. You might bleed a little. As always, if you're bleeding profusely or persistently (like, for longer than an hour), you should call a doctor. But a little blood during anal play or sex isn't abnormal. Partha Nandi, a gastroenterologist and health editor with WXYZ-TV in Detroit, tells Cosmopolitan.com the most common reason for bleeding after anal sex is anal tears — small tears or fissures in the delicate anal canal tissue. Before you freak out at the thought of "anal tears," know that most of these are so tiny you won't even feel them, and a lot of them don't produce any blood at all. But, like snowflakes, no two anal tears are the same, so yours may bleed a bit. These little guys should heal within a few days but may cause a bit of mild discomfort when you're pooping.
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