My ex-girlfriend used to shove a vibrating, seven-inch dildo up my ass while she blew me. She said I looked like I was having an exorcism when I finally came. My eyes would roll to the back of my head. I’d start involuntarily convulsing. It felt incredible. When I came with the dildo inside me, my orgasms weren’t localized to my genitalia; I’d get a lightning sensation from my head to my toes. More similar, I’d imagine, to how women experience orgasms.
When I told my friends, they were flabbergasted, saying they’d never let their girlfriends tear up their backside. Call me selfish, but I’m going to do what feels the most pleasurable during sex. Having something in my behind, massaging the pleasure-centric prostate, is how I have the most intense orgasms. So by God, there’s going to be something up my ass.
I’m not alone in my desires to experience the most pleasure possible. Plenty of other men are asking their female partners to peg them. They recognize in 2019, we can have any type of sex we damn well please.
Six men told us why they love getting pegged (i.e., having a woman with a strap-on plow them). Four of these guys wished to remain anonymous, where two really wanted to use their real names. So go ahead ladies, have at them.
“Phillip” (29)
Been pegged roughly 30 times by three different women
What is it you like about being pegged?
I love everything about getting pegged: the sensations, both the stretch of accepting the dildo and the rhythmic pressure massaging the prostate, the role reversal and power play aspects of it, the amazing orgasms that almost always accompany the activity, [and] the look of extreme joy on my partner’s face.
How does it differ from more “traditional” sex?
A lot of ways. Perhaps, most importantly, none of my pegging partners have orgasmed directly from pegging me, even though most have really enjoyed the activity. Second, the dildo is not an organ, and will never replace the amazing feelings that come from having traditional sex with women. I also enjoy giving her an orgasm, which is why [I believe] pegging is just one component of a healthy sex life.
How do women typically respond when you ask them to peg you?
My experiences have run the gamut. My worst experience was when I unintentionally voiced my interest in being pegged to coworkers in the military… Suffice to say, it did not go very well. Second, it took me a while to voice my desire to get pegged by my ex-wife, and I eventually realized she had no interest.
On the other hand, my two most recent partners have been very open to it for their own desires. For myself, I know that pegging is a vital component of my sexual expression. Without it, I can’t see myself dating someone long-term.
“John” (35)
Been pegged roughly 75 times by 15 different women
What is it you like about being pegged?
A whole lot! For one, better orgasms. I would say the difference between a ‘normal’ intercourse orgasm and the ones from pegging is three times. I can get a full body orgasm and occasionally multiple ones. It feels kind of like the orgasm is blocked off somewhere near the perineum and then spills over in tiny bits until it explodes into the big one. Second, it feels nice to be filled. I know that women often report this, [and] some of my gay mates do to, so I guess that is the right expression. Third, it’s much more emotionally intense. I’m not sure if it has something to do with emotions being allegedly connected to the intestine, but it feels like I’m getting my feelings fucked, in the best possible way. And lastly, it’s simply nice to not be the ‘active’ partner for a change. Ninety percent of my sex is still pretty ‘classic’ where I control the action, so variety is definitely a factor here.
How else would you say it differs from more “traditional” sex?
I would actually argue that it doesn’t. I think pegging needs to be freed from its connotations with degradation and dominance play. Pegging can be rough and domineering, but it can also be loving and sensual. The only difference is that people need to be okay with ignoring gender-based ideas of what ‘right’ sex is. If you like pleasure, you’ll like pegging. Simple as that.
“Simon” (36)
Been pegged 15 times by one woman
What is it that you like about pegged?
I love the intimacy and openness it provides for myself and my wife. It allows a different power dynamic where she gets to be in control of our pleasure.
How does it differ from more “traditional” sex?
For me, I get really good feels off of a prostate massage, and a much deeper and intense orgasm.
What was your wife’s response when you asked her to peg you?
It took my wife six years to come around to the idea. Now she really enjoys it, but it was a long time coming. It is such a freeing feeling to come clean to the woman I have shared all of my adult life with. We have been together for 19 years, married for 16, and pegging for just a few months. I’ve desired it for about the last decade. Finally!
“Charles” (34)
Been pegged roughly 10 times by three different women
What is it that you like about pegged?
It feels great! I enjoy being submissive. I enjoy the thought of feeling what it’s like to be a women. Just like when a women gets wet, men do too. I would ride a women that has the right dildo [or] strap on and it’s makes me pre-cum a lot. With every thrust, I feel an orgasm brewing, and eventually, I do climax.
How does it differ from more “traditional” sex?
It’s totally different. You are not the one with the power. Having a female tell me how she’s gonna penetrate me turns me on.
How do women respond when you ask them to peg you?
I’ve never actually brought it up to a woman. I let them do it. I first found someone at a pegging class. I also met a woman in a chat about it; the other woman was her friend. I will tell you that the three women I’ve been with really get off on it and are very much into it. There’s also one woman who even climaxes when she pegs me!
Dominus Eros (38)
Been pegged “lots.” Fifty times in the past year alone by three women and one gender non-conforming individual. Teaches a pegging 101 class for Pagan’s Paradise.
What is it that you like about pegged?
As a penis-owner, it allows me to feel pleasure internally. I feel more in tune with my prostate as well.
How does it differ from more “traditional” sex?
For me, it doesn’t. I feel sex requires both vulnerability and generosity at the same time. Energy and power dynamics can exchange regardless of who is being penetrated in terms of who feels like the person in charge. I have for sure topped from the bottom. Sex should also be about mutual pleasure, which this act is. It simply uses different tools.
I enjoy the role reversal. I like the feeling of being the submissive or the [one] penetrated. Yes, it feels amazing and you definitely orgasm more—that’s a given—but there’s also something satisfying about having a woman be more of the aggressor. There’s definitely a power play.
How does it differ from more “traditional” sex?
More prep work beforehand as you need to be ready for it. I think it’s a complete opposite of what “traditional” sex is. You’re being penetrated. It can be a complete mind-fuck for some men. It’s pulling you completely out of your norm. If you’re new to it, there will be pain, and you might not like it at first. I feel those are two statements that some women use to describe their first time having sex. You learn to empathize, and I think getting pegged made me more aware of how I have sex.
How have women responded to your pegging desires?
The first woman who pegged me in my 20s was a serious partner, and she asked me to promise her that I wouldn’t become gay after. I could feel she wasn’t into it, and it made the experience uncomfortable. I came out as bisexual a few years later, and we eventually broke up.
My second pegging partner was all about it and very supportive. That’s when I first was able to come from the experience. Having someone who wants to experience it with you is always best. As pegging has become more common, there have been a good amount of women who have asked to peg me. There’s more social acceptance.
