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.”

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.”

1. Don't try it if you don't want to. There's a big difference between "I don't necessarily fantasize about getting a penis enema but I want to blow my partner's mind" and "I would rather die than do this but I guess I can suffer through it because he's been pressuring me." If you're in a mutually caring, healthy relationship (with a guy who goes down on you for half an hour, minimum), maybe you'll want to do it for your partner or you won't. Either way is 100 percent fine, and if he keeps pressuring you when you have made it clear that it is not on the table, tell him to suck it.

10. Start small. The whole point of anal play is to keep it simple before working your way up. "To prepare a bottom for sex play, start with fingers, tongue, or a very small sex toy designed for butt play," says clinical sexologist Nancy Sutton Pierce. "An option is to purchase a butt plug kit that uses several plugs of graduating sizes just for this training."

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.
16. That being said, you can totally clean things up. The key to anal play is comfort, so do whatever you need to help with any lingering anxiety. "Using an anal douche is not harmful if only done once in awhile and might help you relax your concerns about your bowels," advises Pierce. You can use something as simple as warm water for a quick cleanse too.
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.
10. Getting the tip in hurts the most, because the head of the penis is the widest part. Once you're past that and up to the shaft, it'll feel a little better. Remember how much regular sex hurt at first, for some of us? (Unless I guess the guy's shaft is the same width as his head, in which case are you guys gonna break up when he has to go back to Xavier's Academy for Gifted Youngsters?)
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]

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.

The Renaissance poet Pietro Aretino advocated anal sex in his Sonetti Lussuriosi (Lust Sonnets).[125] While men who engaged in homosexual relationships were generally suspected of engaging in anal sex, many such individuals did not. Among these, in recent times, have been André Gide, who found it repulsive;[126] and Noël Coward, who had a horror of disease, and asserted when young that "I'd never do anything – well the disgusting thing they do – because I know I could get something wrong with me".[127]
How do you treat an external hemorrhoid? An external hemorrhoid is a hemorrhoid that occurs outside of the body in the veins around the anus. Caused by excess straining while passing stool, lifting heavy weights, and pregnancy, symptoms include bleeding, cracking, and itching. Treatments include warm baths, OTC medications, and surgery. Learn more here. Read now
The oil-based ones are also pretty annoying to get off afterwards. We used Vaseline, but my boyfriend later realized that it deadens sensation on the skin, which was obviously helpful for my asshole but bad for his orgasm. So maybe don't do that, or start with a bit of that but then switch, because it'll take really long for your partner to come, if they even can.
"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.
13. You can lie flat on your stomach, get in doggy-style, or do missionary—and that is the order of what will hurt the least to the most. At least, in my (minimal) experience. You can tear your anus if you use a certain position that allows for more penetration before you're ready, and Taormino points out that the missionary position allows for the least clitoral stimulation and suggests receiver-on-top for beginners. "Insertive partners who are inexperienced, nervous about how to penetrate their partners anally, or fearful of hurting their partners may find this position most relaxing because the receiver can do much of the decision-making and work."
"Another thing I have heard from many women is that from the anatomical point of view there simply can be no pleasure out of anal sex for women," says Singer. Seriously. "'There's nothing up there that can actually make it feel good.' Although this simply isn't true (there are actually more nerve bundles in the rectum than in the vaginal cavity), a great number of women rely on this as one of their reasons for not wanting to engage in anal sex."
Using a new condom is especially important if you’re switching from anal to vaginal penetration so you can avoid moving bacteria from your anus to your vagina or urethra. Your anus is home to all kinds of bacteria your vagina and related parts aren’t used to—namely, gastrointestinal (GI) bacteria, like E. coli. When this bacteria reaches your vagina, it can cause vaginal infections, like bacterial vaginosis, which can lead to vaginal itching, burning during urination, a “fishy” vaginal odor, and gray, white, or green vaginal discharge, according to the Mayo Clinic. It can also spread to your urethra, where it can cause a urinary tract infection. According to the Mayo Clinic, this can cause symptoms like constantly needing to pee, then a burning sensation when you do, along with cloudy urine and pelvic pain.
Yep — pregnancy. In order for someone to become pregnant, sperm needs to make it into the vagina (and then through the cervix and into the uterus, etc.), and that could be possible (though unlikely) depending on what position you’re in, she explains. So ejaculating in someone’s butt probably isn’t the best idea if you're not also using another form of birth control.
This advice still stands if your partner ejaculates inside you. Though some people worry this could cause runny poops that resemble diarrhea, Dr. Frankhouse says this actually isn’t the case. For one thing, since poop usually isn’t in your rectum until you’re close to expelling it, there’s no real opportunity for poop and semen to mix. Even if poop could go farther up into your colon, semen is usually runny. Since your anus will likely remain expanded for a few minutes after anal sex, that semen can just leak right on out, Dr. Frankhouse says.
I’m looking forward to having real anal sex with a girl i have done it numerous times with before. Previously i couldn’t penetrate her anus bcos it was too tight, all I did was hump her at the entrance of her anus, no further. But this time around we wanna move to another level, she wants me in there but i don’t have the necessary tools. I’m practising how to stretch her anus with just my fingers but i have no idea where i can get water-lube bcos it’s not sold in my country. I have had to use oil or saliva in our past encounters. But i have a few questions and i would appreciate answers. Can i loosen her anus with just my fingers? Will i be able to penetrate her using just oil & spit? If i use oil and it remains in her anus,would it cause damage or flush out when she defaecates? Do i need to use a condom when we’re both STI-free? Will her anus be stretched enough when i use my fingers as directed in this article? If her anus accomodates just one of my finger would it accomodate my penis too if i insert it in slowly? Pls any answers would be great. Hope to hear frm you soon!
21. “I had anal sex with my boyfriend for the first time a month ago. It was my five-year anniversary gift to him and it wasn’t great for me, but I let him keep going because I’m good for my word. When he pulled out after what seemed like a decade, a little poop came out. I was pretty mortified, but my boyfriend made me feel okay about it. I don’t think we’ll be doing it again any time soon, but the experience brought us closer together.” — Lilly, 29
10. Getting the tip in hurts the most, because the head of the penis is the widest part. Once you're past that and up to the shaft, it'll feel a little better. Remember how much regular sex hurt at first, for some of us? (Unless I guess the guy's shaft is the same width as his head, in which case are you guys gonna break up when he has to go back to Xavier's Academy for Gifted Youngsters?)
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