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Bend Over, Bro: The Men Who Love Pegging

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by Gareth May

With one sex toy company proclaiming 2016 as the year that pegging takes off, it’s time to re-evaluate the benefits of telling your boyfriend to bend over.

Men Who Love Pegging

This is the most vulnerable I have been in a long time. Flat on my back, pillow under my ass, legs akimbo; my ankles are so close to my eyes I can inspect the architecture of my bones. And then she’s on me, all hot breath and readiness, a portrait of cockiness and control.

“Do you want my dick?” she asks, leaning over me, prodding at my most intimate space with something slippery and cold.

“Yes,” I whimper. “I do…” and I close my eyes and think of Charlie Glickman.

The year is 2011. Japan has suffered its biggest earthquake in over a century, the Arab Spring is tearing up the Middle East and the English riots are lighting up cities like Guy Fawkes. It’s pretty safe to say the world is going to hell – and at this juncture, to suggest that the answer to stopping this big ball of dirt we call home death-sliding right down the pan can be found at the tip of a dildo is, well, borderline delusional. Unless you’re sex & relationship coach Charlie Glickman PhD, that is.

Of course, when Glickman penned the blog post ‘How Pegging Can Save The World’ his thoughts were far from the above. Sadly, he wasn’t saying the best way to patch up world peace was to have soldiers and cops pull on a pair of Triple Penetrator Dildo Pants. In fact, Glickman was advocating role reversal in the bedroom, as a way of offering straight men an insight—”when sex is about catching rather than pitching”—into their female partner’s pleasure, potential discomfort and vulnerability. It’s something that I can certainly attest to.

“[Pegging] won’t make communication miraculously easy and it won’t fix everything about sexism or gender-based inequities [but] what it can do (besides being lots of fun) is help people develop empathy, compassion, and understanding for their partners,” he wrote. “And the more of that we have in the world, the better.”

Five years on and Glickman’s prophecy is inching (six, if you care to know) ever closer, especially if we take into account mainstream references in hit comedy Broad City as well as new year blockbuster Deadpool. Of course, pegging is nothing new. The 1976 Golden Age of Porn classic The Opening of Misty Beethoven featured a pegging scene; and the act emerged again, in bisexual and queer circles at least, in Carol Queen’s 1998 sex ed video Bend Over Boyfriend, culminating with Dan Savage coining the term “peg” for the first time in 2001 after a vote on his blog, Savage Love (“bob,” named after Queen’s vid, was also in the running).

Abbi considers pegging her date

Abbi considers pegging her date.

Mainstream depictions on Peep Show (2005), Weeds (2006) and Dirt (2007) followed, but whereas these portrayals involved an element of shame or “putting something up a man’s ass WTF” weirdness, Broad City and Deadpool celebrate pegging in a completely non-judgemental way. In the former, Abbi rises to the challenge (with a bit of wall twerking enthusiasm from Ilana) to peg her super-keen date and in the latter, pegging is thrown into the middle of sex montage like it’s no big deal; it just happens.

Erotic content is also seeing a pegging boom that defies demographics. Extreme hardcore producers Evil Angel, which boasts a 99 percent male viewership, tell me that their Strap Some Boyz series (link NSFW) has grown in popularity in recent years. Couple-friendly luxury sex toy brand LELO tagged 2016 as the year pegging really takes off, after the sales of male “anal pleasure objects” increased by 200 percent in 2015. As LELO point out in their yearly trends press release, “the deepening knowledge of gender expressions and sexual identities” as well as “the language of non-binary genders” are freeing people, particularly men, from the conventional confines of sexual identity, gender, and pleasure.

Dr Chauntelle Tibbals, sociologist and author of Exposure: A Sociologist Explores Sex, Society, and Adult Entertainment concurs, telling me that such increasing acceptance of ‘taboo’ sexual play that destabilizes gender norms may point to wider social ideals about sex. “In the past 10 years we have seen such an explosion in public gender awareness, understanding, and a willingness to explore boundaries and the social norms that contributed to the construction of said boundaries,” she says. “It’s only logical that pegging is now something we see in a comic book Hollywood film (Deadpool).”

r/pegging is a subreddit for pegging enthusiasts. Any of the 34,000 plus redditors post on everything from harness advice to “we did it!” confirmation images (link NSFW). I spoke to two of its members to find out why they got into pegging and the impact it’s had on their sex lives. Drew Harris* is an American construction worker. We exchanged messages a few days after he’d first been pegged. “My wife thought the macho man/tough guy attitude was something she wanted in her life [but the expectation] was not making me happy as that isn’t how I normally am and she wasn’t very happy either,” he told me.

A sample post from r/pegging.

A sample post from r/pegging.

“When we switched roles [with his wife as the dominant sexual partner and he as the submissive] everything pretty much felt right for both of us.” I also messaged ‘getsome187’ who has introduced pegging into his last four relationships. “Some of the girls would wonder if I was bisexual or felt inadequate by wearing a fake cock but they got over it,” he said. “It’s like I’m sharing something intimate with them and it brings us closer because there is a kind of vulnerability to it.”

‘M’, who I messaged on the kink social network Fetlife, and who has pegged two of her male partners, agrees. “Sometimes it can be a really intimate moment, at other times it can be dominating and filthy,” she says. “I definitely think it can bring you closer though. It’s nice when someone trusts you with their vulnerability.”

It seems that this shared knowledge of vulnerability stems from experiencing two sides of the same coin: that of penetration. “For a man who has never received anal penetration, sex happens outside the body,” Glickman told me in an email. “So while men might intellectually understand the need for warm-up before penetration, it’s not the same thing as experiencing it. There’s a different perspective that comes from knowing on a somatic level and I’ve talked with lots of women who say that exploring pegging has given their male partners a more attuned, patient approach to intercourse.”

Can pegging save the world? It certainly turned mine on its head. In the wake of pegging, instead of feeling emasculated, I felt empowered. All the social norms of being a straight man in the bedroom (I must be the penetrator, I must be in charge) had literally been fucked into insignificance.

“I think that any time someone is penetrating their partner, whether with a cock or a strap on, it’s about pleasure,” adult star and director of Guide to Wicked Sex: Anal Play for Men Jessica Drake told me in an email. “Everyone should try it once.”

Complete Article HERE!

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What Does It Mean?

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Name: Robin
Gender: female
Age: 44
Location: Valparaiso, Florida
My boyfriend and I have been together for a little over a year we have always had frontal sex and last night we had anal sex does this mean there is a change in his feelings in our relationship or just to try something different?

Since I am of the mind that anal sex is a natural variation of human sexual expression, which is enjoyed by loads and loads of people all over the world, I suspect that your boyfriend was just trying something different. I wouldn’t read too much into it if I were you. However, the only way to be absolutely sure is ask him outright.

What’s so curious about your message is that you say absolutely nothing about your response to this new sex play. Did it come as a surprise? Is it safe to assume you were the bottom during this little adventure? Was this a new experience for you? Did you enjoy it? Gosh, seems to me you have lots to talk about with the BF, right? I mean, if I’m curious as all get-out about your reactions, and I don’t even know you; imagine how interested he must be in hearing from you. Why he doesn’t ask you is beyond me. Surely you have some input to share with him…then hopefully me too. With a little luck I’ll hear back from you on this.

 

One thing I’d love to know is, if you bottomed this time, is there a chance he’ll bottom for you in the future? Pegging (you know, you with a strap-on) is all the rage these days, don’t cha know. In fact, in my private practice I often see straight men who are curious about ass play…their ass. They’re afraid to bring up the topic of pegging with their girlfriends or wives, because they think their women might think they’ve turned queer. That simply isn’t the case. One of the suggestions I often make to my butt-curious male clients is that they initiate anal sex with their female partners…the chick as the bottom. Then if that goes well, they could suggest that their partner pleasure their bum in just the same way.

I know it’s kind of a roundabout way of asking for what you want, but it often gets the job done.

Good luck

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Butt Stuff, Part One

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A sexual-health professional reminds us that, however open-minded and experienced we think we are, there’s always something to learn about anuses and rectums.

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As a sexual-health professional, I find that people have many questions about putting things in their butt — and about butts in general. I can’t possibly cover everything ass-related in a single column, so we will break it in two. Speaking in my capacity as the Director of the Safe and Supportive Schools Project at the GSA Network and someone who holds a Ph.D. in health promotion, I give you Butt Stuff, Part One.

Let’s start with some basics. When I refer to the “ass” or “butt,” I’m referring to the whole thing: the gluteus maximus muscle, the anus, and the rectum. Our butts serve a number of purposes, from sitting, standing, and walking to pooping and farting. The rectum and the anus contain a great deal of nerve endings, including ones that generate a pleasurable feeling when stimulated — think about that sensation of feeling full you get when you need to poop, and how good it feels when you take a big dump — making it part of an erogenous zone (an area on the body it feels pleasurable to touch and stimulate).

Many people — those assigned male at birth, typically — also have a prostate gland, which is responsible for producing the white, milky fluid that we associate with semen and which serves as a suspension and protective fluid for sperm. In other words, it helps get sperm out of the body from the testicles and, in procreative sex, into the uterus and fallopian tubes to fertilize an egg.

The prostate is located approximately between the rectum and the bladder, and it can feel quite pleasurable when stimulated by a finger, sex toy, penis, or anything else inserted into the rectum. Some people really, really like it when the area around the anus or between the anus and genitalia — the taint — the rectum, and/or the prostate are stimulated. Other people don’t really care one way or the other, and some just plain don’t like it. All of that is great! It takes all types of people to make butt-play and butt-sex fun.

Also, the older you get, the easier it is to be ashamed of slang terms you hear but don’t know the meaning of. Don’t just laugh along and hope no one exposes your naivete; let a professional help you out! Sure, you know what tops and bottoms are, but versatile people enjoy getting things inserted in their ass and inserting things in other people’s asses. (If they’re lucky and there are enough people or toys, a versatile person can be a top and bottom at the same time!) Rimming or tossing salad means licking, sucking, and lightly biting the asshole and the area around it. Fingering and fisting are pretty self-explanatory, but pegging is when someone puts a dildo, usually a strap-on, or a dick in another person’s ass.

I was around 12 or 13 when I discovered the joy of sticking things up my rear end. I used to keep a stash of Hustler magazines hidden under the folded towels in the bathroom for jerking off every chance I got. (Hustler was the only one I had access to that had pictures of hard cocks in it!) In that same cabinet under the sink, there was always a jar of Vaseline and a toilet plunger. During one of my multiple-times-a-day jack-off sessions, I decided to rub some Vaseline on the handle of the plunger and stick it up my ass. The world ended, stars collided, and I’m still trying to get other people to put things in my butt to this day.

Just as with most sexual things, there is a great deal of stigma, shame, and guilt about engaging in ass play, mostly around being worried that people will think you are gay — who cares?! — or that it is unsanitary and unhealthy. We will tackle that thoroughly in a future column, but if you want to experiment, here are a few simple pointers: Wash your ass, thoroughly, with soap and water. Use a lot of lube — the more, the better. Relax and don’t force anything. Start small: a finger, a small butt-plug, or a dildo. (Go to a sex-toy store and ask. The staff will be delighted to help out a newbie!) Lastly, if at first you don’t succeed, try again — and if you don’t like it, that’s cool. Maybe try being a top.

Next time, I’ll go a little deeper — wink, wink — laying down the real shit about shit for you about whether or not you should douche, and why straight guys have to call it pegging. Until then, go play with yourself, or help out a friend.

Complete Article HERE!

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Why (Some) Women Love Strap-Ons

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Last week, I found myself at Cafe Gratitude in Los Angeles, eating a gluten-free scone and fuming about gender, as one does in 2016. On the receiving end of my rant was my friend “Lori,” a 23-year-old MFA student studying queer theory. I was saying something like, “Sure, it’s cool that we live in this post-everything world where gender is over and hetero-normativity is off-trend and all the rules of sexuality have been thrown out the window. Life is more free now. But we’re also being forced to ask ourselves some serious questions. Like, ‘Does shaving my armpits make me a bad feminist?’ And, more pressingly, ‘Is my strap-on a symbol of male supremacy?’ And if so, should I set it on fire as a performance art piece?”

Lori sipped her green juice and rolled her eyes. “I love wearing a strap-on,” she said, casually flipping her long curls behind her shoulders. “Even though my dildo is bright pink and it’s this laborious process to strap yourself in, something about it still feels real. It’s some Freudian bullshit, but it just feels so fun and powerful to have a penis.” This wasn’t the “feminist” answer I was expecting.

A few nights later, I met my friend “Claire,” a 31-year-old screenwriter, for drinks at the Sunset Tower. Claire is somewhat of a unicorn in that she’s a straight woman who gets off on wearing a dildo. “Think about it: Men are the ones with a prostate. Why isn’t every woman fucking her boyfriend with a strap-on?” Claire asked, as an elderly man played jazz piano in the background. “It’s crazy, you actually feel like you have a dick. I’ve been pegging this guy I met at a Dave Matthews concert.”

Claire admitted that this was not a bucket-list moment for her. “I knew what pegging was because of that Broad City episode where Abbi pegs her crush, but I was never like, ‘Oh, my God, I can’t wait until the moment when I finally get to peg someone.’ ” Her tone turned almost motherly.“I think every woman should experience fucking a man at some point in her life, even just as a therapeutic tool. It’s very empowering. I never thought this would be part of my life story, but here I am. I’m fucking a man.”

After meeting through friends at said concert last fall, Claire and her pegging partner, “Jim,” bonded on a party-bus ride back to West Hollywood, talking about sex.They ended up back at Jim’s apartment, where he produced a double-sided glass dildo—one end for the pegging, the other end shaped like a hook, to be inserted inside a vagina. “It’s essentially a strapless strap-on,” Claire explained. “It’s the chicest kind. I could never go back from this.”

She liked it far more than she expected to. “It’s such a shift in the power dynamic. I kept thinking, I’m literally penetrating someone right now. Plus, it’s a vaginal workout because you have to grip the dildo with your vagina while you use it. It’s basically exercise, which I love. I’m very health-conscious,” she said, gulping her second martini. For the next two months, the two met up for sex regularly. “He would get a colonic every time before I came over,” she said enthusiastically. “He was really on point about his whole anal grooming and cleansing journey.”

Beyond the thrill of the power shift, what Claire didn’t expect was how intimate the sex would be. “The person has to be very trusting of you. You have to listen to their physical cues and gauge if they’re having pleasure or if you’re hurting them. You have a lot of control, and that became very sexy to me. Before Jim, I’d always thought of myself as submissive, but through that experience I accessed a totally different side of myself.”

She made it sound so bizarrely appealing. I wondered if I should resurrect my strap-on from the junk box under my bed, where it’s been in exile since my breakup with my now ex-girlfriend four months ago. When I met my ex, one of the first things I did was run to a sex store and buy a large purple dildo and leather harness. It was my first same-sex relationship, and I was like, “This is what lesbians do, right?” As it turned out, we used the strap-on only like four times in our three-year relationship—partly because it quickly dawned on me that I didn’t need to imitate heterosexual sex in order to validate my queer sex. In the years that followed, I found it insulting when people would ask me, “But don’t you miss dick?” As if the penis is the holy grail of pleasure. Similarly, my androgynous girlfriend resented the fact that just because she wore boys’ clothes, people assumed she wanted a penis. (One day, I remember, she put on the strap-on, looked down, and said, “Wait, I’m gay and dicks are weird. Why is this thing on me?”)

But my worst fear is being one of those cyber-feminists who’s offended by everything, so in order to challenge my aversion to strap-ons, I organized a queer, roundtable lunch with strap-on loving Lori and my particularly opinionated friend Mel, a 37-year-old queer actress.

“My hand is my sexual object,” said Mel, displaying the hand in question, with its immaculately manicured fingernails. “A lot of women get off wearing a strap-on, either psychologically or because of the way it rubs against their clit, but I don’t. I feel erotic pleasure through my fingers. It’s sexual reiki: If I can make you come with my hand, then can I extend that power five inches in front of my hand? Ten inches? Can I sit across the room from you and make you come? When you’re at that level, a fucking phallus seems like kindergarten for me.” The conversation became heated very quickly.

“So is penis envy actually a thing?” I asked. “I just don’t understand why, if you’re queer, you need to bring a fake dick into the bedroom.”

“I know lesbians who, when they go on a Tinder date, will pack their penis in their bag,” said Mel. “Like, that’s their dick. They’re not trans, but they want to be able to fuck their girl without using their hands. When I was younger I wanted that,” she recalled. “I didn’t want a dick all the time, but I wanted to be able to fuck a girl and choke her with both hands, basically.”

“I don’t care to over-intellectualize or over-politicize it,” said Lori. “If you like being fucked by a strap-on, it’s not a reflection on your sexuality. I get where you’re coming from, but if it feels good, then what’s the problem? My girlfriend and I aren’t secretly wanting to have sex with a man.”

This made sense to me. If the point of sex is to create intimacy and to give and receive pleasure, then why restrict yourself from something that feels good just because of the patriarchy or whatever? After all, being a lesbian isn’t about hating dicks, and using a strap-on isn’t about wanting to be a man.

Through my own queer experience, in fact, I’ve learned that it often isn’t true that the more “masculine” or butch woman would be the one to wear a strap-on in the relationship. Mel put it well: “Our default is to think that, in a power dynamic, masculine is top and feminine is bottom. But a butch woman will often want to be subjugated sexually because she has to armor herself in the world so much. She has to be tough, just like a man does. It’s like the Wall Street guy who sees a dominatrix on the weekend. That’s why they say, ‘Butch in the streets, femme in the sheets.’ ”

Speaking of femme tops, I told them about Claire and her pegging saga, which incited a literal round of applause. “I wish more guys would get into pegging,” Mel said. “I think if men knew more about what it was like to get fucked, they would be better at fucking. The only reason men don’t get pegged more often is because of gay shame and bottom shame. It’s really hard for straight men to bottom because they think it’s emasculating, when in reality it can be super hot.”

Beyond all the politics, one can’t deny that strap-ons have a lot of advantages. You never have to worry about a dildo being soft or too small or diseased, and it won’t accidentally get you pregnant. As Mel put it: “When you’re having sex with a real penis, sex becomes all about what feels good for the penis, and then the penis has to throw up all over your tits. But a strap-on is just for the woman’s pleasure. The dildo doesn’t need to be satisfied.”

“That’s true,” Lori agreed. “Dildos are not demanding at all.”

“It’s just a hands-free device,” added Mel. “Like a selfie stick.”

Complete Article HERE!

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Another Selfish Asshole

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Name: Samuel
Gender: Male
Age: 36
Location: Arkansas
Eight years ago I was involved with a woman who liked to fuck me in the ass with a strap-on. I liked it a lot, and when we stopped seeing each other, I missed the sensation. I’ve tried hooking up with other women who want to do this to me, but I’ve only found a few. And all of them were looking for a relationship, something I don’t want. Eventually I turned to men for the anal action I was missing. Some of guys are gay, some bi, and some straight. We never hug, kiss or do oral. I only receive, never give. I don’t see a guy for more than a couple of times. Now there seems to be fewer guys out there who want a tight ass to fuck. I prefer women, but men will do — I just really get off on the sensation.

Well, aren’t you a charming fucker…I mean fuckee. You don’t have a clue about how selfish you’re being, do you? And you’re wondering why the pool of people willing to pound your “tight ass” is drying up. It’s not the lack of fuckers out there. darlin’; it’s you!asshole

Listen; there are some basics that you seem to have overlooked when it comes to partnered sex. First among these is ya need at least a modicum of mutuality in your sex play. Did you ever hear of “Give to Get?” There’s probably no mystery why the first woman who strapped one on for you fled the scene. She discovered that you’re just in this for yourself. The other women who pegged you did so hoping they’d get something in return. Even the guys are fleeing in droves. And it’s entirely your fault, Sam. And ya know what else? I’d be willing to bet that you’re getting a reputation for yourself there in Arkansas. Nobody likes a self-absorbed prick. And that kind of bad rep gets around fast, especially in the hinterlands.

ill-stop-being-sarcasticAnyone wanting to get laid as much as you ought to learn how to finesse the fuck he wants. Lets start with the women. Most women are unaccustomed to being a top. Many would feel pretty self-conscious with a strap-on. In exchange for the kind of extraordinary sex you are looking for, most women would want something in return. Most would feel more comfortable exercising a kink in a relationship of some sort or another. They have little to gain otherwise. And if your behaviors with men are any indication of the sex you have with women, it’s surprising that you’ve got pegged at all.

Most men are a lot like most women in this regard. While there are a few of us men folk who will fuck whatever presents itself; even they will look for something in return besides a self-proclaimed tight ass to fuck. And here’s a tip — most guys who crow about how tight their ass is, are deluding themselves. Your insatiable hole is probably not in as pristine condition as you’d like to think.

I have several suggestions for you. First and foremost, treat your partners, even your casual hook ups, with some dignity and respect. Each one is more than just a stiff dick (or dildo) for you to pleasure yourself with. If you want to prevent the pool of available fuckers from evaporating completely, show some humanity yourself. Find out what turns your partner’s crank and get her/him warmed up for the fuck fest. If it take some hugging, kissing and a decent blowjob…you’d better take care of business. It’s the least you can do.

Finally, if you have a preference for women (and you’re put off by the idea of hugging, kissing and a blowin’ some dude just to get your sorry ass fucked); then rethink your aversion to having a relationship. There are all kinds of relationships — from fuck (pegging) buddies to marriage. Surly, you could find it in your heart to reward the woman willing to plug your hungry ass with a little something more than “catch ya later, bitch!”

Good luck

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