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

The anus is the end of the large intestine, below the rectum, through which stool (solid waste) leaves the body. The anus is formed partly from the outer skin layers of the body and partly from the intestine. Two ring-like muscles, called sphincter muscles, open and close the anal opening and let stool pass out of the body. The anal canal, the part of the anus between the rectum and the anal opening, is about 1-1½ inches long.
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]
The Gräfenberg spot, or G-spot, is a debated area of female anatomy, particularly among doctors and researchers,[27][36][28] but it is typically described as being located behind the female pubic bone surrounding the urethra and accessible through the anterior wall of the vagina; it and other areas of the vagina are considered to have tissue and nerves that are related to the clitoris.[31][27][28] Direct stimulation of the clitoris, a G-spot area, or both, while engaging in anal sex can help some women enjoy the activity and reach orgasm during it.[2][37]
Intra-rectal pressure builds as the rectum fills with feces, pushing the feces against the walls of the anal canal. Contractions of abdominal and pelvic floor muscles can create intra-abdominal pressure which further increases intra-rectal pressure. The internal anal sphincter (an involuntary muscle) responds to the pressure by relaxing, thus allowing the feces to enter the canal. The rectum shortens as feces are pushed into the anal canal and peristaltic waves push the feces out of the rectum. Relaxation of the internal and external anal sphincters allows the feces to exit from the anus, finally, as the levator ani muscles pull the anus up over the exiting feces.

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.
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.
So I withdraw and push in a well lubed but pretty big thick black vibrating polyurethane offset rotating dildo, which once it’s five inches in I switch on and it’s buzzing gently and (invisibly) twirling around offset inside her anus – and STILL it’s her first time and now she’s bloody mad for it. I get the vibrations and the whirling to maximum – she’s almost babbling with pleasure. All on her first anal date!!
"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.

7. “It’s tighter around the actual butthole itself then less so deeper in. I’ve tried it with my partner a few times, but have never managed to cum from it because it doesn’t stimulate the more sensitive parts on the end of my penis enough. You might find that you enjoy it less then PiV, but you may also find that the hotness of it does it for you.”
These cancers start in cells in the skin or anal lining that make the brown pigment called melanin. Only a very small portion of anal cancers are melanomas. Melanomas are far more common on the skin in other parts of the body. If melanomas are found at an early stage (before they have grown deeply into the skin or spread to lymph nodes) they can be removed with surgery, and the outlook for long-term survival is very good. But because anal melanomas are hard to see, most are found at a later stage. If possible, the entire tumor is removed with surgery. If all of the tumor can be removed, a cure is possible. If the melanoma has spread too far to be removed completely, other treatments may be given. For more on this, see Melanoma Skin Cancer.

If you’re going ver-r-r-y slowly and using lots of lube, but it’s still not happening, don’t fret. There are plenty of other ways to have fun back there; there’s no need to be too hung up on penetration. But who knows? After a little tongue and finger play, you might just be warmed up enough to try again. You can also try an ‘anal easing’ lubricant, designed to gently relax the anal area for easy insertion, like this one:
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]
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.
"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.
6. “I’m probably an outlier on the spectrum of “tightness” that I enjoy, in that I actually don’t enjoy a tight pussy. I don’t jerk off with a tight squeeze – very, very light in fact with a LOT of lube. That being said, the best blow job for me is the kind where the woman’s mouth is loosely mocking a wet, slimy cave that you park a Prius in. I just want to feel the sliding and wetness. When it comes to pussy, I love it, but my favorite is pounding my GF with a large dildo (which she loves) and being the last to be inside of her, after she’s all loosened up. You know that old saying, ‘It’s like throwing a hotdog down a hallway’? I actually prefer that. I’m not sure why, psychologically, but it just feels great to me to be flopping around in there. So, when it comes to anal, all of those descriptions are exactly what its like. It’s open. It’s wet (with a lot of lube, of course), it’s slimy, and it’s unconstricted.”
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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