Relaxation is key and also making sure you're lubed up. "Like first timers, I mean really wet and slippery trust me sometimes that's the number one problem! The best sex position I've ever felt it in was laying on my stomach and he sneaked it in between my cheeks, laid down on top of me and rubbed my clit with one hand while supporting himself with the other, and whispering dirty things in my ear while nibbling on it," says Jillian Janson, an award-winning adult star.
Then, when you feel cool, calm, and ready to start exploring anal play, you or your partner can use a finger or sex toy to massage the outside of your anus. This can help you get familiar with the sensation before any kind of penetration happens. Once you’re beginning to enjoy yourself, Dr. Chinn says you can experiment with sticking a finger or sex toy in your anus bit by bit based on what feels good, using plenty of lube, of course.

Anal sex has never been a pleasant thought to me…till last night my boyfriend and I decided to try it out. We had a few drinks together and had sex the usual entry whilst that, we were having so much fun that I insisted we try anal and of course like any other guy wouldn’t disagree, we did. WOW! It was amazing! I had 3 orgasms consecutively! Something i have never done before! What better way to enjoy your sex.
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.
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.
19. If you try it a few times and hate it, don't keep trying it because you think it'll eventually be tolerable. "Assuming you have a considerate lover who's invested in you feeling good, I think you'd know within the first five times whether you like it or not," Kerner says, explaining that this depends on a variety of factors. "I've encountered women who hated receiving oral sex initially but love it now, and it was because they were self-conscious. It depends on your levels of inhibition, your feelings about your partner, your feelings about your body. If all these things are good to go, and you just don't like the sensation, you'll know pretty fast."
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.
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.
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.
“Awkwardness doesn’t mean you’re not close with your partner or in a healthy relationship, it’s because we’re taught from a young age that sex is a taboo topic,” Levkoff says. “Bringing up to a partner a potential thing that you want to try is going to be uncomfortable regardless of what it is. I think that we forget that a part of sexual intimacy means being vulnerable and being able to have those conversations. That’s a human thing. It’s part of being sexually mature.”
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.
^ Nathaniel McConaghy (1993). Sexual Behavior: Problems and Management. Springer Science & Business Media. p. 186. ISBN 978-0306441776. Archived from the original on May 6, 2018. Retrieved March 25, 2018. In homosexual relations, most men do not reach orgasm in receptive anal intercourse, and a number report not reaching orgasm by any method in many of their sexual relationships, which they nevertheless enjoy.
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).
Some infections can cause problems during pregnancy, such as Giardia (giardiasis) and Group B Streptococcus (GBS), among others. Giardia can cause chronic diarrhea which may lead to dehydration and malnutrition, both of which can be dangerous during pregnancy both for the mother and fetus. GBS may be transmitted to the baby during delivery and can lead to an infection in the infant. Both Giardia and GBS often colonize the rectum and can be spread to the vaginal tract if vaginal or oral sex follows anal sex, or if there is any touching (hands or genitals) after anal sex.
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.
There is less research on anal sexual activity among women who have sex with women compared to couples of other sexual orientations. In 1987, a non-scientific study (Munson) was conducted of more than 100 members of a lesbian social organization in Colorado. When asked what techniques they used in their last ten sexual encounters, lesbians in their 30s were twice as likely as other age groups to engage in anal stimulation (with a finger or dildo).[2] A 2014 study of partnered lesbian women in Canada and the U.S. found that 7% engaged in anal stimulation or penetration at least once a week; about 10% did so monthly and 70% did not at all.[70] Anilingus is also less often practiced among female same-sex couples.[71][72]
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.

I think the fear of pain for anal is understandable it is a true sense of fear I honestly had it for a long time because I had a previous partner before my husband tear me cause he went to vigorous so I understand the fear of anal it’s the more logical fear to meat otherwise this article was helpful with helping figure out how to overcome the pain I had previous in anal so thank you very much it helped
12. You're going to freak the fuck out that you're pooping but you're not. Honestly, it becomes hard to tell if you are or aren't; additionally, this Tucker Max story was not helpful for my butt sex-phobia. You're probably not gonna poop. If there's a little bit of poop, as my partner said, it's not a big deal, because "[he] asked for this." (There wasn't.)
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