Category Archives: Pegging

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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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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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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400th Podcast – A Q&A Plus Much More Show — Podcast #400 — 12/16/13

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Hey sex fans,

I have a special announcement. Today’s program marks a huge milestone. This is my 400th podcast. I know; can you stand it? We’ve come a long way since I timidly began this audio educational and enrichment effort on February 12, 2007.Celebrate+400

Today’s special show, which is also my last one of 2013, features some really interesting stuff. There are a few questions from the sexually worrisome, and I also have an interesting profile of a woman who is trying to reclaim her sexual-self after breast cancer. I think you will find her heartfelt story enriching as well as empowering.

We start off with…

  • Part 2 of my lengthy answer to Candice about porn for women.
  • Eleanor wants to explore her husband’s hole and prostate. She asks for my guidance.
  • Holly is dealing with some heavy intimacy issues after breast cancer.

Today’s podcast is bought to you by: Dr Dick’s Sex Advice and Dr Dick’s Sex Toy Reviews.

BE THERE OR BE SQUARE!

Look for my podcasts on iTunes. You’ll find me in the podcast section, obviously, or just search for Dr Dick Sex Advice. And don’t forget to subscribe. I wouldn’t want you to miss even one episode.

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Clueless

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Name: Josh
Gender: Male
Age:
Location:
About a month ago I fell in love with a girl in another country and tried the long distance thing. It was not the best relationship. Stupid I know now, but when you’re in love…
I am a very sexual person and well that’s the problem. I enjoy anal, and want to try some BDSM but I have no idea where to look for a girl like this. I want someone who can be wild but knows when to be a good girl. I have no idea where to look for a girl like this. I have tired online sites but I don’t like them. Been having no luck on them and I do better face to face. So any suggestions?

Ahhh, you sound like a real charmer, Josh. I love how you perpetuate the whole madonna/whore dichotomy. You want a bad girl in the bedroom and a good girl in…what the kitchen? Sheesh, it’s no wonder you’ve been striking out.madonna_whore

Before your begin your search for a playmate, learn how to talk to a potential partner about what you want. If you’re gonna continue to be all Neanderthal in your communication you mind as well pull the plug on this endeavor right now. Don’t know the first thing about asking for what you want or getting what you ask for? I have just the resource for you. Pardon the shameless self-promotion, but I think you should check out The Gospel of Kink.  I wrote it, in part, for people just like you. It’s a primer on how to start, build, and maintain kinky and alt culture relationships through effective communication.

When you begin your search for this illusive partner you’ll need to let go of your very outmoded way of thinking about women and their sexuality. No self-respecting woman is gonna even consider hookin up with you if they first get a whiff of your sexism. And this is especially true for sexually liberated women, like those in the madonna:whoreworld of kink and BDSM.

And just in case you don’t think the dichotomous madonna/whore mindset isn’t a put-down, imagine if a woman came on to you like that. I want a big-dicked stud in the bedroom who also makes six figures in the boardroom.

Next I’d want to know what you mean when you say; “I enjoy anal…” Do you mean you like to get butt fucked, or you like fuckin’ chicks in the ass? The answer to this question will determine where and how you look for partners.

Let’s say, just for the sake of argument, that it is you who wants to get fucked. More and more straight guys are gettin off on anal these days, ya know. I guess they’re discovering the joys of prostate stimulation, a thing the gays have known for fuckin’ forever. Anyhow, looking for a woman who knows her way around topping a man is pretty challenging; there aren’t a whole lot of them out there. Besides. it’s certainly not something most women would put in their online profile. You may be slightly more successful in your search if you put it out there. Perhaps you should make it real clear in your profile, that you like gettin’ pegged.

And here’s a tip: when you have special sexual needs, like the ones you have, Josh, you need to offer perspective partners something in return for their indulgence. Here’s where you need to understand the concept of “Give to Get?” You want something extraordinary? You’d better be willing to offer something extraordinary in return.men in pain

Start now by learning how to finesse the fuck you want. Like I said, most women are unaccustomed to being a top. And they’d feel pretty self-conscious with a strap-on. So in exchange for the unusual sex you are looking for, most women will want something in return. Most women would probably feel more comfortable exercising a kink in a relationship of some sort or another. Are you relationship material? Because if you are not the women you seek have little to gain from being kinky with you otherwise. You’re also gonna have to offer to buy your perspective partner the strap-on and/or all the other toys you might need to satisfy your pervy side.

Before you look to satisfying your special needs, I suggest that you first find out what turns your partner’s crank and get her warmed up before you spring your kink on her. Be prepared to do whatever it takes to make a lasting impression that you are not only in this for yourself. If it take some hugging, kissing and lots of oral sex…you’d better take care of business first. It’s the least you can do.

bondageRemember, there are all kinds of relationships — from fuck (pegging) buddies to marriage. Know how far you want to go to get the goodies you desire and then be straightforward with your perspective partner. If you lie or prevaricate just to get what you want; you are bigger asshole than I already think you are.

Now hookin up with the BDSM crowd will also be challenging, especially if you’re a novice and don’t know what the fuck you want. Here’s where I think you would do well to work with a professional dominatrix. Even if you ultimately want to be a Dom yourself, I suggest that you learn the ropes, as it were, at the foot of a pro. And don’t expect this education to be inexpensive. Once you’ve found the dominatrix of your dreams, ask her to introduce you to the local BDSM scene. And if you’re not a complete douche, she’ll probably be willing to do so.

Like I said, you will need an entree into the scene, and there’s no one better situated to help you gain entrance than someone well established in the community. If you play your cards right, you may find what you are looking for.

And last but not least, be a gentleman about all of this. You can screw up the whole mess if you don’t have your head in the right space. Power play, and that’s what where talking about when we’re talkin’ BDSM, is more about the mindset than the genitals.

Good luck

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