Condoms – Unprotected anal sex is considered a high-risk activity for spreading sexually-transmitted infections (STIs) and disease [9], more so than vaginal sex [10], because the anus is more delicate that the vagina [11]. In fact, the CDC considers anal sex the riskiest sexual activity for transmitting HIV [12], especially as the receiver who is 13 times more likely to contract HIV [13].
Similarly with oral sex, if the person performing the act has any cuts or sores in his or her mouth it makes it easier to transmit or contract an STD since the protective barrier is broken. However, even without cuts or sores, it is still possible to pick up or transmit an STD. Certain infections can specifically affect the mouth, lips, or throat when it is contracted through oral sex, like herpes (HSV-1), chlamydia, and gonorrhea.
b : of, relating to, characterized by, or being personality traits (such as parsimony, meticulousness, and ill humor) considered typical of fixation at the anal stage of development : anal-retentive an anal disposition —often used in nontechnical contexts to describe someone as extremely or excessively neat, careful, or precise I have a mania for neatness in some matters that is almost anal.— Joseph Heller
Sometimes women are turned off by the hygienic and health aspects of anything going on in the backdoor. "Many women express concern about this as an issue, but as long as you poop and then everything is cleaned out prior with an enema beforehand, there is very little chance of catching anything in there! I prefer natural enemas with no scent as these tend to irritate the rectum which can lead to a painful experience," says Singer.
A different kind of sex toy is a vibrator. Vibrators run on electricity or batteries, and they vibrate (buzz) when you turn them on. Many people like the feeling of vibrations on their genitals, especially the clitoris, penis, and anus. Vibrators also come in different shapes, materials, and sizes. Some are shaped so they can be inserted into a vagina or anus. Others are designed to be used on the outside of your body, like on the clitoris or penis. People can get vibrators and other sex toys online, in some drugstores, and at “adult shops” (you may have to be at least 18 years old to go into some stores that sell sex toys).

4. With that said, here is something she will LOVE!!! Note: this technique requires the ability to continue trusting through her orgasms without cumming yourself, but it can cause her orgasm to be longer, or even trigger her to have her first “back to back” multiple orgasms if she doesn’t already!!! Before trying this, you must know your partner, know she is ok with anal, and that it is relatively comfortable for her because it works best when she has NO IDEA it’s coming. HERE WE GO… Have sex in a position that allows you easy access to the area and the ability to grab your penis. I prefer her on her side with me straddling her lover leg. (btw, this position can give maximum penetration, so if she likes it then slam it hard, BUT if you are longer than she is, be careful because you can cause her severe pain. Even if you have never hurt her from penetration depth before, sometimes you will with this position.) Get her worked up by getting her close and backing off a couple times until she is ready to explode!!! Then as she begins to orgasm continue to fully thrust until she is well into her orgasm, then (preferably before she comes down from her current orgasm) as quickly as possible pull out of her, line it up and gently but quickly (again, know your partner) slide your penis inside her rectum and begin thrusting in whatever way she likes. I have NEVER have a complaint from this as it tends to hold that orgasm longer while throwing her into another, often stronger orgasm. Even if it takes a few seconds and the orgasm subsides, she will likely orgasm again very quickly. With this technique, I have been told many times that this caused the anal orgasm to be significantly more intense than the vaginal ones preceding it .
37. “For me, it’s because it’s really tight. It’s a really tight hole that can be fully exposed, so you can really get in really deep, and you feel really connected to the woman on a primal level being so deep in her like that. I think it a way it’s the ultimate mark on a woman too. In somewhat of a dominating way. Something about the fact of her never forgetting you deep inside her primal area and letting yourself go inside her is extremely erotic. It’s kind of like imprinting on her. It’s also a woman giving her body fully to you. If you’re doing anal, then you probably have already done everything else. This woman is allowing you access to her all her holes and that’s really hot for a man. I’ve heard in a scientific sense, that the more ways a woman receives a man’s cum, the more likely she is to get pregnant by him. For example, women who swallowed a man’s cum were more likely to get pregnant by him later. They hypothesize it’s due to her body adapting and recognizing his cum when they receive it in different ways. So I think there is a primal, biological reward system for a man to want to be with a woman in all ways and mix with her completely.”

The anus is surrounded in its length by folds called anal valves, which converge at a line known as the pectinate line. This represents the point of transition between the hindgut and the ectoderm in the embryo. Below this point, the mucosa of the internal anus becomes skin.[4] :397 The pectinate line is also the division between the internal and external anus.
14. “Part of it is the taboo aspect. It is more intimate in a way because we are letting down all our borders regarding what is ‘normal.’ It’s our dirty little secret. Everyone assumes we have sex, but most people wouldn’t assume she lets me cum in her ass. I think another thing is a certain level of trust that must be present, and that she trusts me to not just drive it home at the starting gun. The bit of pain she may experience in the beginning might seem reminiscent of a woman’s ‘first time,’ and my carnal desire to have my way with her overtaking my normal instinct to not hurt her. The feeling that she is giving up some of her humility for my pleasure, and that I am doing to her as I please. That is the attraction in real life. In porn, however, the attraction to anal is different for me. I’m more into the mindset of how it is not the norm, how I bet it feels good from the side of the penis-bearer, and what a nasty little slut she is. I’m attracted to the idea that she wouldn’t object.”

4. With that said, here is something she will LOVE!!! Note: this technique requires the ability to continue trusting through her orgasms without cumming yourself, but it can cause her orgasm to be longer, or even trigger her to have her first “back to back” multiple orgasms if she doesn’t already!!! Before trying this, you must know your partner, know she is ok with anal, and that it is relatively comfortable for her because it works best when she has NO IDEA it’s coming. HERE WE GO… Have sex in a position that allows you easy access to the area and the ability to grab your penis. I prefer her on her side with me straddling her lover leg. (btw, this position can give maximum penetration, so if she likes it then slam it hard, BUT if you are longer than she is, be careful because you can cause her severe pain. Even if you have never hurt her from penetration depth before, sometimes you will with this position.) Get her worked up by getting her close and backing off a couple times until she is ready to explode!!! Then as she begins to orgasm continue to fully thrust until she is well into her orgasm, then (preferably before she comes down from her current orgasm) as quickly as possible pull out of her, line it up and gently but quickly (again, know your partner) slide your penis inside her rectum and begin thrusting in whatever way she likes. I have NEVER have a complaint from this as it tends to hold that orgasm longer while throwing her into another, often stronger orgasm. Even if it takes a few seconds and the orgasm subsides, she will likely orgasm again very quickly. With this technique, I have been told many times that this caused the anal orgasm to be significantly more intense than the vaginal ones preceding it .

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.
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]
Historically, anal sex has been commonly associated with male homosexuality. However, many gay men and men who have sex with men in general (those who identify as gay, bisexual, heterosexual or have not identified their sexual identity) do not engage in anal sex.[8][9][53][54] Among men who have anal sex with other men, the insertive partner may be referred to as the top and the one being penetrated may be referred to as the bottom. Those who enjoy either role may be referred to as versatile.[55][56]
First, I’m going to talk about some of the fundamental tips for having great anal sex, then we’re going to cover the actual anal sex techniques and positions you should be using during the act. If you want to skip straight to the anal sex techniques and positions section, click here. I have also created a separate guide here on how to full prepare your body for anal sex (hygiene, etc.).
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
A fungus, like the one that causes most vaginal yeast infections, can also cause anal itching. And certain kinds of bacteria can, too. For example, a staph skin infection can happen almost anywhere, including the area around your anus. And the same kind of bacteria that causes strep throat can trigger a red, itchy rash around the anus. This is more common in kids than adults.
Christian texts may sometimes euphemistically refer to anal sex as the peccatum contra naturam (the sin against nature, after Thomas Aquinas) or Sodomitica luxuria (sodomitical lusts, in one of Charlemagne's ordinances), or peccatum illud horribile, inter christianos non nominandum (that horrible sin that among Christians is not to be named).[130][131][132]
While there’s definitely gastrointestinal bacteria in and around your partner’s anus, it’s probably not likely to cause a gastrointestinal illness like food poisoning when you ingest it. The exception is if they actually have a GI issue themselves, Dr. Frankhouse says. It’s a pretty simple rule: If the anilingus receiver has had any unusual bowel movements lately, it’s probably best to take this activity off the menu for now. That includes stool that’s runnier than usual, bowel movements that are more or less frequent than usual, and even irregular anal itching. All of these could be signs that there’s extra bacteria hanging out down there, which is definitely not ideal for anilingus.

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.
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