Anal Sex Experience

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Anal Sex Experience
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Why Guys Are Obsessed With Anal Sex

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Carina Hsieh
Sex & Relationships Editor
Carina Hsieh lives in NYC with her French Bulldog Bao Bao — follow her on Instagram and Twitter • Candace Bushnell once called her the Samantha Jones of Tinder • She enjoys hanging out in the candle aisle of TJ Maxx and getting lost in Amazon spirals. 


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There’s no one way to describe anal sex, just like there’s no one way to describe an orgasm , as it feels different for every woman. However, if you’ve ever been curious, seven women get super honest about what anal sex feels like for them.
“Anal sex feels like someone is stimulating every erogenous part of my body. It’s like trying to squeeze out the last of your good moisturizer and getting a satisfying squirt perfect enough to cover your whole face and neck.” — Aliza, 22
“It feels kinda like I have to poop but in a way that feels good. I wish I could find different words, but that’s seriously it.” — Gabrielle, 26
“I love it. It just feels like we’re doing something hot and unexpected, and the sensation of having a penis in there and, like, a finger or vibrator in my vagina is like crazy overstimulation in a good way. You need lots of lube though.” — Sabrina, 28
“Anal was just uncomfortable for me the first time—borderline painful—so honestly, I’ve only done it once. Because I can orgasm vaginally, though I still love my clit touched, I just feel like I have no use for a penis in my butt when it’s not going to get me off.” — Tina, 30
“For me, anal sex feels honestly like I have to poop. It’s totally fine, it just feels so reminiscent of when I’m going to the bathroom that it’s hard for me to totally embrace it, but every now and again I enjoy it.” —Annie, 27
“Once you’re really into it, then it feels like a warm, deep, almost primal sensation. My clitoral orgasms are definitely more intense with anal stimulation.” — Amber, 27
“My girlfriend occasionally penetrates me anally with a strap-on, and it’s always fun for us. It feels like a hot way to mess with dynamics of control.” — Lara, 26



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Despite there being a healthy renaissance for butt play in recent years, backdoor entry is still a deal-breaker for many women — a no-way, no-how, entirely off-limits scenario. Still, more than a third of women (36.3 percent) surveyed in a 2015 study from the Journal of Sexual Medicine reported having tried anal sex ; 13.2 percent reported having had it within the past 12 months.
For some women, like me, anal sex can be a mind-blowing addition to the bedroom . Until recently, I’d never had an orgasm from anal sex alone. Anal sex has always been a welcome precursor to vaginal penetration and other below-the-belt play. The most intense orgasms I’ve had — ever — have involved some combo of simultaneous vaginal penetration, clit stimulation, and ass play.
The key, for me, is to have a patient partner — one whom I trust. Oh, and plenty of lube. The anus isn’t self-lubricating, and the sphincter needs to be relaxed before you insert anything into it. For me to engage in anal sex, I need to be fully relaxed, lubed, and ready. And even then, sometimes the equipment isn’t, umm, compatible. Usually, I’d say you can never have too much of a good thing, but size can be an issue.
Anne Hodder, ACS, a multi-certified sex and relationships educator, says a successful anal experience is most often the result of communication, relaxation, preparation, lubrication, and (at least initially) gentle stimulation. “Anal is something you and your partner should discuss and plan for while sober and clothed,” she says. “Discuss expectations and concerns.”
Here are my top 25 tips on how to enjoy anal sex :
It needs to be a “hell yes.” Like anything in life, if the idea of anal sex doesn’t inspire an enthusiastic “hell yes” you probably shouldn’t do it. If someone has to convince you to do something, say no.
There needs to be a solid level of trust. For me, anal sex requires a higher level of trust than vaginal sex. I’ve rarely had painful vaginal penetration, but there have been a few less-than-memorable mishaps with an overzealous penis and my ass. I’m not letting a penis or strap-on get near my backside unless I trust that you’ll wield it responsibly.
If you “accidentally” slip it in, you’re an asshole. There are these concepts called consent and communication. Accidental anal is not OK.
Let go of any expectations. Instead of immediately focusing on full penetration, try to be as present as possible, and enjoy the buildup and arousal. Sometimes, it takes a few tries to make it happen. And sometimes, anatomy doesn’t fit, or it’s painful for the receiving partner.
Your butt is beautiful. If you’re going to let someone stick their dick or strap-on in your backside, you’re going to have to relax about how it looks. It may not be your most favorite body part, but the reality is that someone will be looking at it, they may be licking it, and if all goes as planned, penetrating it. All butts are beautiful.
Relax. I know, I know — this is easier said than done. If you’re nervous, take a few deep breaths. Like you mean it deep breaths. A calm mind will hopefully set your ass at ease.   
Slow and low is the tempo. I cannot emphasize this enough. Go as slow as you need. And if something doesn’t feel quite right, it’s OK to stop and start again. I’ve learned things go more smoothly the slower I go because I’m not triggered to clench or clamp down from worry or discomfort.
Start small. Instead of going for the biggest dildo in your bedside arsenal, start with something small, like a single (lubed) finger, and work your way up.
This bullet vibrator’s small and compact shape makes it a great toy to use as you start out.
Communication is key. Your partner may be fan-freaking-tastic, but they are by no means a mind reader. It helps to have a conversation before you have butt sex for the first time. And if you’re in the throes of it, if you want more or less of something, use your words and speak up.
Use silicone lube (and don’t skimp). The anus is much tighter than the vagina, and it doesn’t naturally self-lubricate like the vagina does — no matter how turned on you are. Thick, silicone lubes tend to be longer-lasting and make for a smoother sailing backdoor situation. The wetter, the better. Always.
Unless you’re using silicone toys… This is a pretty simple rule of thumb: If you’re using silicone toys, use a water-based lube, since silicone-based lubes can break down toys and make them gummy and gross (like material doesn’t like like material).
And definitely, don’t use a numbing lube. Desensitizing lubes aren’t inherently harmful, but the anus consists of thin, sensitive tissues, so tears and irritation are more prevalent. I want my body to be able to signal if something isn’t right.
Go shallow at first. Whether it’s with a toy or finger, go shallow at first when penetrating someone’s anus. I know, the impulse is to get in there — all the way in there — but take it easy, tiger, before you deep dive.
The position can make all the difference. Many positions are anal sex-friendly, and some are better than others. Doggy style, spooning, and the standard missionary position are best.
Don’t make any sudden movements. Sometimes it’s nice to add an element of surprise to your sex life, but not when you’re being penetrated anally. It’s not only painful; someone could legit get hurt.
Invest in a quality butt plug. If you’re brand new to anal play, I strongly suggest playing with a butt plug prior penetrative anal sex with a penis or strap-on dildo. (You can do this by yourself or with a partner.) It will get you used to the sensation of being “filled,” as well as help relax the sphincter.
Avoid ass to mouth play (ATM). If you’re a vulva owner, the potential transfer of bacteria from the anus to the vagina should be a concern. If you are moving from anus to vagina, switch condoms, or be sure to clean your penis or strap-on thoroughly. 
Don’t overlook analingus. Before you yuck this popular yum, please know that a lot of people find having their anus licked to be a very pleasurable experience. The anus is full of all sorts of ultra-sensitive nerve endings, especially around the entry, that can get the blood flowing to all the right places.
The prostate is a magical source of pleasure. For the penetrating penis, the anus is very tight, which can feel amazing. There’s a lot of pleasure on the receiving end too, thanks to the prostate. Here’s how to find it, stimulate it, and make it super happy.
Steer clear of comparisons. Anal sex enthusiasts shouldn’t compare themselves to the porn they watch. “Keep in mind, when we make porn, we need to show actual penetration, which means we have to open up for the camera and get fucked with big things. This doesn’t always feel great,” says Lance Hart . Brooklyn Chase adds, “In porn, prep for an anal scene includes a lengthy and unpleasant routine of enemas, very little food, and anti-diarrhea medicines.”
It may be a messy event. If there’s stool in your rectum, there may be some leakage. If you’re worried, you can try to empty the pipes before sex or give yourself an enema. Seriously though, you’re sticking stuff in the superpoop highway, and stray turds are a risk you take. It’s really NBD.
A washable throw is your friend. I hate doing laundry, so if I’m going to have potentially messy sex, I pull out my washable, waterproof throw . It works perfectly on top of sheets, sofas, or any other sex-friendly surface, and can easily be thrown in the washer.
It’s OK to hit stop or pause at any point. Consent can be revoked or renegotiated at any time. A lot of people don’t understand that you can be in the middle of an act with somebody — like anal sex — and can put a full-stop on it, at any time, even if you’ve said, “Yes, I want to do this.”
If at first you don’t love anal, give it a second chance. I had some awful anal sex experiences early in my sexual career. For a while, it was off my between-the-sheets menu, and I’m damn glad I gave it a second chance. Not all penises, strap-ons, and partners are created equal, and it took me some time to find the perfect fit. I’m all for sexual agency, but sometimes, some things are worth a second glance.
A version of this story was published June 2019.
Looking for even more adventurous sex positions. Check out our bucket list for 69 (nice) options: 
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Just curious... and my boyfriend wants to try anal Im still hesitant about it But just wondering how it feels Did it feel good? Was it painful? Did you cry? Did you bleed? Any tips? Lots of lube right? So many questions... lol
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My first anal experience was basically an accident lol, although after talking to some people about it they say it wasn't lol. My friend and I got it on, we were going at it doggy style but he got too in the moment and was pounding me basically. In the midst he slipped out and I guess in the rush to get back in, put it in the wrong hole instead and started pounding again right away. I was not prepared, the experience was completely new and I kind of panicked a bit but I didn't know how to stop him without ruining the moment so I tried to bear with it but it became too much within minutes and I had to stop him. He was terrified and felt bad which helped and we stopped there. Overall it wasn't mind blowingly painful, I think losing my virginity hurt more but it was still highly uncomfortable. This was only bc I wasn't prepared or anything though. With lube and prep, it can be enjoyable.
Wow -- that is a pretty intense story! How is anal going for you now -- you like it and it is just another aspect of your sex life? Or you never do it unless the guy really wants it? You did so much more than many girls would find possible in that moment. Was your butthole sore the next day? A few days? How long did it take from that experience to try anal "on purpose" with all the prep and lube and communication? I don't know he did not cum in your ass that first time...
It is not natural and you should not feel pressured to do it. Did you realise the kind of questions you're asking? That tells you straight away that this isn't natural to the human body
First time was good as i had been doing anal masturbation for a few weeks beforehand which is a good way to start. The most important thing is get a good lube like astroglide.
Great point. I hear it again and again -- girls who play even just a bit on their own first have a great first anal experience. Did you use only fingers for anal masturbation? Or did you make do with handy items -- hair brush handle, sharpie, etc? Or were you one of those lucky girls who had access to real sex toys?
I have had anal sex with four women. None of them said that it hurt. None of them bled afterwards. Three of the got aroused from having anal sex and one of them said that she came from having anal sex. All of them were willing to do it again. This is an activity that strikes fear in many girls because they hear horror stories and most of them are either not true or they occurred because the couple did not know what they were doing. Read this: www.girlsaskguys.com/.../a28451-anal-sex-for-idiots
Always wash it out first. Practice with toys or fingers first. Lots of lube. And go slowly. Following those rules I've never hurt or had a girl bleed from anal. Some have said it feels strange or didn't like it so never did it again. It will hurt if it is just forced in no lube and no prep. The cleaning bit is just manners, douche your butt hole cuz no one wants shit dick
It wasn't a fun time for me. I'm not a fan. Hurt too much.
I am sorry that happened to you. Sounds like he went way too fast? I'd also guess, you were uptight the whole time too. Clenching your fists into the sheet. Clenching off with butt hole. Biting lip. True? Did he finish in your ass that first time yes? Or no, you stopped him way before that? Again, I'm sorry it was not better for you. But with some knowledge and a better partner, it does not have to be like that. Did you ever try it again? Or are you back to anal virgin -- for life?
The first time it was painful a little bit but take your time and lots of lube after a few times you will love it and want to do it every time it feels great to me now
You make such a great point! if it clicks, it can happen a lot. It may not even be so m
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