"The prostate is around three to four inches inside the rectum and about an inch in diameter," Glickman explains. "It's easier for a partner to find after a little flirting or foreplay because when the prostate is aroused it starts producing fluid that makes it fill up like a water balloon." Transgender women also have prostates, Glickman says, but if you're using hormones to transition, it may shrink and become less sensitive.
Nope. Not a great idea. You need to start slowly. The anus is a muscle that needs to be worked up to having larger objects inserted. Start with finger or a small (I do mean v. small) butt plug and either warm yourself up or have a partner help. To do this, lube up your finger or toy and gently massage the anus. As you feel more aroused and comfortable, work the object inside. Gently move it around to loosen up the area.
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]
15. “Personally, I don’t understand some peoples’ obsession, when there’s a perfectly good vagina right next door. Only a few GFs over my long and varied love life were into it, and for them it was like an occasional naughty treat. On these occasions there’s an extra hotness factor added in mentally. As for the raw physical characteristics of tightness and friction, vaginal is better in the long run. I once had a GF who was down for it any time, and we both got bored of it really quickly TBH. On the other hand, a different GF had done some rotten things and we broke up; while making up months later we were in bed spooning naked when suddenly her ass cheeks then asshole started gobbling my cock like Pac-Man, a one-off event that was hotter than molten tungsten.”
"But if the angle is wrong in anal sex, with too much of a sharp upward or downward angle, a sting-y and unpleasant pain can be the result. Having the right angle of entry is important for me. Also, pegging someone with a strap-on can be very pleasurable with an insert-able double-ended dildo, or even just the harness or base of the strap-on grinding up against the clitoris." —Margaret C.

Unlike vaginas, buttholes don't produce their own lubrication — so you have to help them along. Pitagora suggests using a water-based lubricant like K-Y Jelly or Astroglide. If you're not using silicone sex toys, you can also use a silicone-based lubricant, which tends to be more slick and lasts longer. But, if you're using condoms, avoid oil-based lubricants (like Vaseline) because they can damage the condom.
Contrary to popular belief, guys aren’t the only ones who are ass-obsessed. Look, like we said before: there are a lot of nerve endings back there. It feels good; that’s just biology. Sure, your anus is tighter than your vagina, which is going to blow your man’s mind. But anal sex is also an extremely intimate act that can actually bring you and your partner closer together. You’re not going to let just anyone go there, and he knows it. That’s hot.
When picking a lube from the shelf, you’ll see that some of them contain spermicide. The point of this ingredient is to kill sperm and prevent pregnancy, which has little risk with anal activity. However, most lube that is spermicidal has ingredients that are harsh on your sensitive genital and anal cavities [1] [2], and even lube without spermicide can damage cells [3]. This damage makes it easier to contract STIs such as HIV [4]. Avoid lube with spermicide for anal or any other sexual activity
Ok, just hear me out… because I don’t want anyone thinking this is 100% birth control. No, your rectum does not connect you anything to cause pregnancy. Think about it like masturbating onto your partner’s vulva (the lips and stuff on the outside), this is because there is a SMALL chance that the little swimmers could swim all the way home. This is not very common, but it is possible.

The only way to overcome this is to have anal sex regularly. This way your sphincter will get used to being full and relaxing around your man. If you don’t get a chance for regular anal sex, then my advice is to try using a dildo with a flared base (so that it doesn’t get sucked inside you) or use a butt plug when masturbating to train yourself anally.
Three words: lube, lube, lube. Do not – we repeat, DO NOT – attempt anal sex without copious amounts of lube on hand. Slather on your partner’s penis, your entire backdoor area, inside the opening of your anus, his fingers, your fingers, and anything that’s going to go anywhere near your booty. Dr Hutcherson recommends using a silicone-based lubricant, rather than a glycerine or water-based one, as it will last longer and be less messy.
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
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).
The human anus (from Latin anus meaning "ring", "circle")[1][2] is the external opening of the rectum. Two sphincters control the exit of feces from the body during an act of defecation, which is the primary function of the anus. These are the internal anal sphincter and the external anal sphincter, which are circular muscles that normally maintain constriction of the orifice and which relaxes as required by normal physiological functioning. The inner sphincter is involuntary and the outer is voluntary. It is located behind the perineum which is located behind the vagina in females and behind the scrotum in males.
Different cultures have had different views on anal sex throughout human history, with some cultures more positive about the activity than others.[5][52][97] Historically, anal sex has been restricted or condemned, especially with regard to religious beliefs; it has also commonly been used as a form of domination, usually with the active partner (the one who is penetrating) representing masculinity and the passive partner (the one who is being penetrated) representing femininity.[5][7][52] A number of cultures have especially recorded the practice of anal sex between males, and anal sex between males has been especially stigmatized or punished.[7][57][98] In some societies, if discovered to have engaged in the practice, the individuals involved were put to death, such as by decapitation, burning, or even mutilation.[5]
In a male receptive partner, being anally penetrated can produce a pleasurable sensation due to the inserted penis rubbing or brushing against the prostate through the anal wall.[4][11] This can result in pleasurable sensations and can lead to an orgasm in some cases.[4][11] Prostate stimulation can produce a deeper orgasm, sometimes described by men as more widespread and intense, longer-lasting, and allowing for greater feelings of ecstasy than orgasm elicited by penile stimulation only.[4][11] The prostate is located next to the rectum and is the larger, more developed male homologue (variation) to the female Skene's glands.[22] It is also typical for a man to not reach orgasm as a receptive partner solely from anal sex.[23][24]
In a male receptive partner, being anally penetrated can produce a pleasurable sensation due to the inserted penis rubbing or brushing against the prostate through the anal wall.[4][11] This can result in pleasurable sensations and can lead to an orgasm in some cases.[4][11] Prostate stimulation can produce a deeper orgasm, sometimes described by men as more widespread and intense, longer-lasting, and allowing for greater feelings of ecstasy than orgasm elicited by penile stimulation only.[4][11] The prostate is located next to the rectum and is the larger, more developed male homologue (variation) to the female Skene's glands.[22] It is also typical for a man to not reach orgasm as a receptive partner solely from anal sex.[23][24]
In Japan, records (including detailed shunga) show that some males engaged in penetrative anal intercourse with males,[117] and evidence suggestive of widespread male-female anal intercourse in a pre-modern culture can be found in the erotic vases, or stirrup-spout pots, made by the Moche people of Peru; in a survey, of a collection of these pots, it was found that 31 percent of them depicted male-female anal intercourse significantly more than any other sex act.[118] Moche pottery of this type belonged to the world of the dead, which was believed to be a reversal of life. Therefore, the reverse of common practices was often portrayed. The Larco Museum houses an erotic gallery in which this pottery is showcased.[119]
There is nothing sexier than the curve of a girl's butt, swaying with every step she takes and you are longing for the chance to bust her tight hole between them with your dick and shove it deep in her, feeling her butthole sliding up and down your cock? We know... you wanted to stick it between those seductive cheeks from the first moment you saw a proper woman's ass. Fact is, all men want to try anal sex with their ladies at some point in their relationship, but not all women are open for it. But you can try to convince her with gentleness, patience and telling her about the fact that women who enjoy anal sex have more orgasms. However, here on RedTube there are no limits and you can have the full experience, all about ass. Whether it's about anal sex only, double penetration porn, even two dicks in one asshole or gaping bumholes getting stretched to their limits, you can find it all here on RedTube; we will satisfy all your butt fucking needs. Be prepared for the ultimate anal assault.
It is often described as a feeling of fullness, which can be delightful. Most orgasms stem from the clitoris, including anal orgasms. The clitoris is the epicenter of pleasure for clitoris owning people. It is the only part of the female anatomy designed specifically for pleasure. For some vagina owners, anal sex can stimulate the internal clitoris, which is highly pleasurable.
The Mishneh Torah, a text considered authoritative by Orthodox Jewish sects,[128] states "since a man's wife is permitted to him, he may act with her in any manner whatsoever. He may have intercourse with her whenever he so desires and kiss any organ of her body he wishes, and he may have intercourse with her naturally or unnaturally [traditionally, unnaturally refers to anal and oral sex], provided that he does not expend semen to no purpose. Nevertheless, it is an attribute of piety that a man should not act in this matter with levity and that he should sanctify himself at the time of intercourse."[129]
The term buggery originated in medieval Europe as an insult used to describe the rumored same-sex sexual practices of the heretics from a sect originating in Bulgaria, where its followers were called bogomils;[123] when they spread out of the country, they were called buggres (from the ethnonym Bulgars).[123] Another term for the practice, more archaic, is pedicate from the Latin pedicare, with the same meaning.[124]
From the earliest records, the ancient Sumerians had very relaxed attitudes toward sex[100] and did not regard anal sex as taboo.[100] Entu priestesses were forbidden from producing offspring[101][102] and frequently engaged in anal sex as a method of birth control.[101][100][102] Anal sex is also obliquely alluded to by a description of an omen in which a man "keeps saying to his wife: 'Bring your backside.'"[102] Other Sumerian texts refer to homosexual anal intercourse.[100] The gala, a set of priests who worked in the temples of the goddess Inanna, where they performed elegies and lamentations, were especially known for their homosexual proclivities.[103] The Sumerian sign for gala was a ligature of the signs for "penis" and "anus".[103] One Sumerian proverb reads: "When the gala wiped off his ass [he said], 'I must not arouse that which belongs to my mistress [i.e., Inanna].'"[103]
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???
27.“From a straight guy’s perspective: Like a lot of the previous comments, there’s an element of the taboo involved in it. Anal isn’t quite as accepted in ‘mainstream’ sexual discussions yet, and as such remains a bit out of reach for many curious individuals. Having already done anal on occasion with my girlfriend, the taboo is still there but has been transferred from a ‘mysterious and unknown’ sort of taboo to a ‘so rare as to be mystical’ taboo. On the pleasure side of things, it provides a nice change in sensation from vaginal, oral, and manual stimulation. And while it may not provide as much physical pleasure, its infrequency offsets that since it’s not something you’re typically used to like one of the above three. Also, the intimacy factor can’t be overstated. Because it’s such a rare occurrence for most guys (myself included), it carries a lot of weight when your girlfriend/wife/FWB/etc. gives you the opportunity. It requires more trust and communication than regular sex, and oftentimes your SO is sacrificing some of their comfort (and possibly dignity) to give you pleasure. It’s honestly both thrilling and humbling.”
That information is very necessary, but I refuse to end this on a kind of scary note. The truth is that you can have an excellent time with anal play. Or it could be the exact opposite of your thing, which is OK, too. Either way, if you keep the above information in mind, you’re way more likely to come out of the experience having explored anal sex in a safe, healthy, potentially mind-blowing way.

In animals at least as complex as an earthworm, the embryo forms a dent on one side, the blastopore, which deepens to become the archenteron, the first phase in the growth of the gut. In deuterostomes, the original dent becomes the anus while the gut eventually tunnels through to make another opening, which forms the mouth. The protostomes were so named because it was thought that in their embryos the dent formed the mouth first (proto– meaning "first") and the anus was formed later at the opening made by the other end of the gut. More recent research, however, shows that in protostomes the edges of the dent close up in the middle, leaving openings at the ends which become the mouth and anus.[2]
Although anal sex alone does not lead to pregnancy, pregnancy can still occur with anal sex or other forms of sexual activity if the penis is near the vagina (such as during intercrural sex or other genital-genital rubbing) and its sperm is deposited near the vagina's entrance and travels along the vagina's lubricating fluids; the risk of pregnancy can also occur without the penis being near the vagina because sperm may be transported to the vaginal opening by the vagina coming in contact with fingers or other non-genital body parts that have come in contact with semen.[82][83]
11. The person doing it should err on the shallow side. Everything that goes in should be "just the tip." The nerve endings you're trying to stimulate are in the anus—hence, the moniker "rimming"—and not all the way up there, which is generally the painful part and also the part that makes you feel like you need to take a huge dump. Imagine it like a basketball hoop, and the ball should just be rolling around the rim of the basket, not actually making the basket. Does that help? I know nothing about basketball.
13. You can vary up positions. No, not all butt stuff needs to be done doggie-style. It's true it might be a little harder to get some solid eye contact going on when face-to-anus things are happening. But! There are a variety of positions to try, like lying on your back with your hips elevated or sitting on his face in reverse-cowgirl. Move around until you find one that makes you feel most at ease.
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
I personally have just started experimenting with anal sex and from my experience, it sounds worse of a painful experience than it really is. My misconception about it, that I think a lot of other girls have too, is that the initial pain of… insertion… lasts through the entire insertion process, or in more blunt terms, that the pain you feel when a guy first inserts his penis “head” in lasts throughout the entire time he continues to push inward. This was not the case at all, for me at least. I’m not sure if that is what the term “rimming” is, but once my partner and I got past that initial step (which did take some practice and patience, as described in the article), it was smooth sailing.
^ Kammerer-Doak, Dorothy; Rogers, Rebecca G. (June 2008). "Female Sexual Function and Dysfunction". Obstetrics and Gynecology Clinics of North America. 35 (2): 169–183. doi:10.1016/j.ogc.2008.03.006. PMID 18486835. Most women report the inability to achieve orgasm with vaginal intercourse and require direct clitoral stimulation ... About 20% have coital climaxes...
"People assume that those who try anal sex have to be gay, or that only men like to have anal, or that having anal is weird, shameful, and wrong because the butt is supposed to only be an 'exit,'" Van Kirk tells BuzzFeed Health. "But that's not true at all. Anyone can experiment with and enjoy anal. In fact, anal sex is the primary form of sex in some countries where birth control is not available to them."
Yet people do. “Most civilians just think they can replicate what they see in porn,” says anal pro Charlotte Sartre. “They fuck me way too rough because they only see the jackhammer fucking in the scene.” This rash anal and porn education may help to explain why, as Kinsey Institute sex researcher Debra Herbenick told me last year, “about 70 percent of American women report pain during their most recent experience of anal intercourse—quite a bit of it moderate to severe.” It may also account for anecdotal reports of increasing numbers of women suffering anal sex injuries, like tears or prolapses, often caused by overly-tense or rough play.
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
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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Nope. Not a great idea. You need to start slowly. The anus is a muscle that needs to be worked up to having larger objects inserted. Start with finger or a small (I do mean v. small) butt plug and either warm yourself up or have a partner help. To do this, lube up your finger or toy and gently massage the anus. As you feel more aroused and comfortable, work the object inside. Gently move it around to loosen up the area.
"It's not that women can't enjoy anal play," Van Kirk says. "But it’s smart to stimulate the clitoris or jerk off at the same time that you’re getting penetrated because it will confuse the pain/pleasure receptors in your nervous system, helping you focus on the pleasure, a familiar sensation, which will help you loosen up and better enjoy the overall experience."
Although Hindu society does not formally acknowledge sexuality between men, it formally acknowledges and gives space to sexuality between men and third genders as a variation of male-female sex (meaning a part of heterosexuality, rather than homosexuality, if analyzed in western terms). Hijras, Alis, Kotis, etc. (the various forms of third gender that exist in India today) are all characterized by the gender role of having receptive anal and oral sex with men. However, sexuality between males (as distinct from third genders) has thrived, mostly unspoken and informally, without being seen as different in the way it is seen in the west; young men involved in "such relationships do not consider themselves to be 'homosexual' but conceive their behavior in terms of sexual desire, opportunity and pleasure".[139]

Most of the risk with oral sex is associated with the possibility of contracting or spreading STDs. Almost all STDs can be spread through oral sex, like HIV, the virus that causes AIDS. Herpes (mostly HSV-1), gonorrhea, and chlamydia can all infect the mouth, lips, or throat. If you have herpes type 1 (cold sores) and perform oral sex, you may transmit it to your partner which could cause genital herpes to develop.


Water Based Lube – As you can probably guess, water-based lube is made of mostly water. This makes it safe for anal sex, but it’s not perfect. The problem with water based lube is that it dries out quickly and then needs to be reapplied. Stopping to reapply lube can obviously ruin the vibe. You CAN use water based lubes with latex condoms as it does not degrade them. It’s also easy to wash out.
I really want to enjoy anal sex with my husband, but can’t seem to get over that feeling of needing to go to the bathroom. I’m terrified something may come out while we do it. What’s the best way to get past that “gotta poo” feeling? We want to work up to double penetration, but that’s not going to be possible until I can work through this. BTW – I’m absolutely loving your content. Very helpful!
Maybe you're super excited to try anal and you want to get right in there — don't. It's always best to start slowly with a new sexual experience, but is especially important when you're trying anal sex because the sphincter muscles in an anus are tightly closed. So, instead of jumping in with a penis or sex toy, have your partner stick one (lubed up!) finger inside your rectum first. Then, slowly add more fingers until you're ready to move on to penetration with a penis or with a strap-on.
Another really common cause is a hemorrhoid (yup, we're talkin' hemorrhoids, folks) you didn't know about. This is a bit more alarming, because a hemorrhoid holds a bunch of blood inside. You'll probably feel some level of discomfort or pain if you have a hemorrhoid, and if it bursts, you'll definitely see some bleeding that should totally subside within a few days.
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