Women First Anal

Women First Anal




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Let’s be real. Even for those of us who have a generally open-minded, been-there-done-that attitude about sex, the thought of anal sex can still seem a little intimidating if you haven’t gone there before. For one reason or another, anal penetration is frequently a final sexual frontier — and there can be a whole lot of buildup (and nerves) that comes along with it.
But our greatest fears often lie in anticipation, and once you give anal a go, you might just find that you’ve been missing out on something that can actually be really hot and satisfying . After all, some studies have found that mutual satisfaction was high across the gender orgasm gap in a sexual encounters that included anal, as FiveThirtyEight’s Mona Chalabi wrote in 2015: “100 percent of men and 94 percent of women say they orgasmed during encounters in which they received anal sex.” This could be because anal is something that requires a bit more foreplay and preparation to execute well or that the people who are having anal sex are maybe a bit more concerned with getting their partner off.
We checked in with some experts and asked them to take the mystery out of anal sex for beginners , and they schooled us on some positions that can help ease you into your first time to actually make it an enjoyable experience.
Arm yourself with these tips and a lot of lube, and you’re on your way to one kick-ass time.
In the traditional cowgirl position, your partner lies down while you mount on top — yeehaw! As the partner on top, you can ease into anal penetration by moving up or down as needed. Pro tip: Make sure your bottom partner does not begin to thrust until you’re good and ready.
Certified Master Sex Expert and Educator, Sex Coach and “So Tight” Sensual Fitness Personal Trainer Nikki Ransom endorses the cowgirl position for anal newbies. She explains, “This position will allow you to control the pace and depth that his penis goes inside of you. Remember to go at an easy pace and stay relaxed. It helps to have had an orgasm already and be highly aroused.”
Jessica O’Reilly (a.k.a. Dr. Jess, Ph.D.) , author, international speaker and PlayboyTV’s sexologist, offers an alternative to the cowgirl in her book The New Sex Bible , “If she doesn’t like the sensation of deep penetration, but he desires more stimulation against the base of his shaft, she can reach backwards with a warm, wet hand to grasp the lower half of his shaft. Her hand becomes an extension of her butt while providing a physical buffer to ensure only shallow penetration.”
This position is most often associated with anal because it has major advantages. As the partner on the bottom, you can stay loose as you control penetration to increase pleasure. Getting busy on all fours may be your best bet if you have attempted and found anal painful in the past.
Patricia Johnson and Mark Michaels , co-authors of Designer Relationships, Partners in Passion, Great Sex Made Simple, Tantra for Erotic Empowerment and The Essence of Tantric Sexuality , recommend doggy style for first-timers and those who may have had an unpleasant experience before. The couple says, “Anal sex should never be painful. Always use plenty of lube and proceed slowly and gently.” Ransom adds, “Rub and stimulate your clitoris too to make it even more pleasurable.”
In The New Sex Bible , Dr. Jess has a different take on doggy-style anal sex. She recommends the modified doggy to give the receptive partner more control, support intimacy and provide the opportunity for double penetration. Dr. Jess explains, “She assumes a kneeling position with her butt cheeks on her heels and her knees spread wide open. She places her hands on her knees or the bed for support. He assumes the same position behind her and adjusts his height so that the head of his [penis] rests below her bum. He remains static as she lowers herself onto his head and takes a few deep breaths before sliding farther down his shaft. She drives her butt and hips up and down at her own pace as he reaches around to fondle her breasts or rub her clitoris.”
This position is preferred if you are looking for extra intimacy during the act. Start with your partner sitting as you mount his lap, face-to-face. Once again — as the partner on top, you can control depth of penetration to stay comfy. Face-to-face anal has the added bonus of extra stimulation for a woman: breasts, clitoris, go crazy!
Johnson and Michaels love face-to-face anal for the toe-tingling intimacy it provides. They confirm, “This position facilitates using eye contact and breath to build even more arousal.”
Dr. Jess agrees. She says, “I like this position as it allows the ‘mounter’ to exercise a good amount of control of the depth and rhythm of penetration. Wear a vibrating c*** ring for this one to provide extra pleasurable sensations as the top partner grinds against his shaft.”
A version of this post was originally published January 2015. 
Still want to change things up in bed? Our sex position bucket list has all sorts of moves to try: 
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How old you were, with who it was. How it was, did you enjoy it?
Girls, at wich age you had your first anal sex?
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25. It was my very first sexual encounter, and I was so nervous that I went numb down there. I didn't even feel anything, even though his dick was 8" with a girth that I had trouble blowing him. It was disturbing that I couldn't feel a thing. The only thing I felt was when he went limp inside me.
Maybe he did it slowly and careful, or your ass is wide. It doesn't have to hurt" I think
It should've hurt, or at least I should've felt something. Because when I finger myself or played with a dildo in my ass, it sometimes hurts. And the dildo was not as thick as him. Also, I was really numb as I could't feel anything. Not even when he was fingering my vagina. It was so bizarre
I was 20 I actually did enjoy it, we switched to anal because vaginal penetration was too painful.
18 and I didn't enjoy it because it was surprise anal
Not sure if I would say lol after that question.
20. I enjoyed it but for some reasons his penis kept slipping out from my butt.
'In' and 'Out' action is REALLY amazing!! My GF was 'teasing' me, just dipping in and out with a little ribbed toy, and she made me cum so hard I had to tell her to stop!!!
I was 18 and it was my bf, and it was different, but not uncomfortable, because I gave him cues on when to go and when to stop.
i have never had anal sex. i've heard mixed reviews about it
19, a guy I'd been sleeping with. I've done it over a dozen times with 3-4 guys and never grown to like it.
Never, and never will. If guys want to do that then go be with a another man!
22 and it did not hurt but I didn't like it either


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I remember being in high school when my best friend’s mom told us a story of a young woman she knew that did anal for the first time. She had just started college and was in her experimenting phase. She met a guy, dated him, and gave up the butt—literally. Well, things took a turn for the worst and homegirl wasn’t able to go number two properly ever again; She had to wear a colostomy bag. That story was told circa 1999 and has stayed with me since. It freaked me out for dear life and I permanently christened my backdoor as an exit-only lane.
If you’ve been thinking about trying anal sex, don’t let me discourage you. There are a lot of women who love getting it from the back and haven’t had any horror stories to tell. A Cosmo editor spoke with a few gals who have laid out the blueprint of what you should and shouldn’t do before taking it in the rear. These women (whose names have been changed) describe what they wish they knew before having anal sex so you won’t have to.
Kelly, 23
“If you’re trying it in hopes that it will bring a spark back to your relationship, it won’t.”
Danielle, 21
“Basically, like, the more lube the better. You have to lube that sh*t up.”
Emma, 23
“Do not use cinnamon flavored lube. I found out the hard way after my boyfriend used the cinnamon kind without telling me. I screamed and immediately ran into the shower to try and stop the burning.”
Jess, 22
“After the initial pain, there is definitely pleasure…”
Abigail, 27
“That you don’t have to do it doggy-style. In fact, that was way too painful for me the first time I tried. It ultimately worked when we got into missionary with me lifting my legs a bit. That way we could look at each other and he could see my face even if I wasn’t talking. It helped me feel supported and comfortable, even though it definitely hurt the first time.”
Maggie, 26
“That it is mind-blowingly pleasurable. When done with care and open communication, it can be amazing. I had always approached the idea with this stigma, that it was something girls begrudgingly did for a guy, not for themselves. Also, that there should be no shame in a woman enjoying it (which I still feel sometimes)”
Tanya, 25
“Don’t trust a fart for a few hours afterward. You might actually need a bathroom.”
Brianna, 28
“That you don’t sh*t right for days afterward.”
Megan, 23
“He was super respectful and really nice like it was a mutual thing, and so when I hear that some people feel like it’s their asshole being set on fire, it makes me think of when I was a teen and everyone was like, ‘The first time you have sex, you’re going to rip open your hymen and you’re going to cry because it hurts so bad.’ But I had sex with someone who was respectful then as well and wanted me to have a good time too, so it was very much a process of making sure it was good for both of us. Like yeah, maybe anal sex isn’t for everyone, but I also think it’s for more people than we think.”
© 2022 - All Right Reserved.
TheFrisky.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com. Amazon, the Amazon logo, AmazonSupply, and the AmazonSupply logo are trademarks of Amazon.com, Inc. or its affiliates.

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Lane Moore
Lane Moore is an award-winning comedian, actor, writer, and musician based in New York City.


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"Apparently, we used too much lube and our lovemaking turned into some sort of freaky colonoscopy/sloshy enema colonic. "
Everything about anal sex is awkward. It's not something that most people have a ton of experience doing, so when it does happen there's a lot of, "Um, is this it?" But beyond that, it can get even more awkward for a number of reasons. Cosmopolitan.com spoke with five women who know those reasons all too well.
1. "Apparently, we used too much lube and our lovemaking turned into some sort of freaky colonoscopy/sloshy enema colonic. " "I'd always wanted to check anal sex off my bucket list and finally it was happening. We'd used a lot of lube and were really getting into it until we noticed a horrible smell. Apparently, we used too much lube and our love-making turned into some sort of freaky colonoscopy/sloshy enema colonic. ACK! Instant buzzkill! My partner pulled his penis out quickly and got in the shower to rinse off. He was almost crying as all that liquid poop washed away from him while I was still cleaning off the mattress as I tried not to throw up. This forever cured me of my need for anal sex." —Becca, 32
2. "I had forgotten that I had stopped by the Indian lunch buffet earlier that day and feasted upon chana masala and palak paneer." "Me and my boyfriend wanted to spice up our sex routine and try it in the butt. Unfortunately, I had forgotten that I had stopped by the Indian lunch buffet earlier that day and feasted upon chana masala and palak paneer, and I accidentally pooped on his bed after we did anal. Not exactly what he meant when he said he wanted to spice things up!" —Michelle, 22
3. "When he tried to put it in, there was so much, um, resistance that he got freaked out and left the room ." "This guy I was seeing and I had been planning to have anal sex in his college dorm. Neither one of us had ever tried it before so we didn't know you probably need a lot of lube. When he tried to put it in, there was so much, um, resistance that he got freaked out and left the room and didn't come back for over an hour. I just sat there wondering if I should go home." —Kelsey, 24
4. "He was really into the idea of me pegging him, I guess because he was drawn to inverting our power dynamic." "The last man I dated was 20 years older than me and had formerly been my high school English teacher. He was really into the idea of me pegging him, I guess because he was drawn to inverting our power dynamic. The first time we tried, however, he arranged himself in an eagerly spread position and I was greeted by a moderate amount of recent shit remnants in and around the opening. In order to preserve his dignity, and out of a level of paralysis about what to do, I proceeded with the light touch and was left with dirty fingers. We never made it to the next level." —Louise, 27
5. " He pulled out way too quickly and a flood of crap started pouring out of me ." "I was hooking up with a guy freshman year of college at his parent's house because they told us they'd be away for the weekend. I'd always wanted to try anal and it was one of those weekends where you're just feeling up for anything. We started getting into it and all of a sudden, we hear the garage door start to open. He pulled out way too quickly and a flood of crap started pouring out of me while he tried to go and bring his parents (who'd just come home early) upstairs before they could see me pooping all over their bed. Never again." —Cassie, 21
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