Google ‘What is Pegging’ and you’ll find it’s defined as ‘a sexual practise in which a woman performs anal sex on a man by penetrating his anus with a strap-on dildo’
But why call it that? In 2001 Dan Savage, best known for his syndicated relationship and sex advice column ‘Savage Love’ challenged his readers to coin a term for the practise; the verb ‘peg’ was chosen, hence ‘pegging‘.

Like anything to do with sex, the practise isn’t new; the internet has made access to information and history easy, and you can find references to books referring to what we now call ‘pegging’ dating back to 1795 with Marquis de Sade’s ‘Philosophy in the Bedroom’. The 1959 novel ‘Naked Lunch’ describes an act of pegging too, using a dildo called ‘Steely Dan III’. Interestingly it’s what inspired Donald Fagen & Walter Becker to name their band ‘Steely Dan’.

‘Can’t buy a thrill?’…You can with me Mistress Orchid the Darlington Dominatrix
& #TeesValleyMistress. Give me a call on 07391-075758
PS:Check out their track ‘Dirty Work’ it’s classic 70s;
Can’t Buy A Thrill was Steely’s debut album released in ’72, Enjoy

Both musicians were fans of what became known as the ‘Beat Generation’, a literary movement popularised during the 1950s whose central elements included amongst other things ‘sexual liberation and exploration’ which neatly describes the disposition of a good many of my clients…and fun50couple’s too for that matter. So guys, if you’re keen on the idea of ‘pegging’ and wanna try it, rest assured it DOESN’T MEAN you’re at the first stop on the journey to Gaytown.


It simply means you’re open minded and keen to explore your sexuality, and gain a deeper understanding of it. It’s an opportunity too for heterosexual men to get a glimpse of what it’s like to be on the receiving end, and can lead to more empathy in a M/F relationship not to mention hotter & more intense sex. Dan Savage famously said years ago ‘all men should try pegging at least once’ & I wholeheartedly agree, based on the levels of pleasure I’ve personally witnessed from men who’ve been penetrated.


Now, blogging isn’t easy; well, what I would call ‘intelligent blogging’ isn’t anyway. Why? Because when one researches a subject in depth, (hey, this post is full of innuendo don’t ya think 🙂 ) the study often throws up as many questions as it does answers; which in turn, makes you want to write about THEM too. You see, so much in the psycho-sexual-sensual-kinky world is INTERCONNECTED. As the years roll by, I gain a clearer picture of Men & Sexuality in the real world, following meets with numbers of clients running well into four figures, including straight men, bi-curious & fully bisexual men, cross dressers and subs. The swinging community comes to mind too. I’ve experienced countless meetings with men who proudly profess to being ‘experienced swingers’ aka God’s Gift to women in many cases, or at least they think they are. In reality, they’re often more interested in exploiting women for their own ends. I get scores of emails from those guys. Most don’t even bother to introduce themselves; they’ll tell me they’re ‘well hung’ (as if that makes a difference), they want DP etc etc; invariably I respond by hitting the DELETE key. The bi-curious, bisexual, CD & sub brigade are as different to these alpha male types as chalk is to cheese. The former group are in tune with their sexuality, their sensuality, and to the needs of others. Swinger’s clubs are cottoning on to this, with several responding to changing trends, & promoting ‘bi nights’. A couple of venues have revealed that these nights have become their most popular events. In short, bi inclined people are VERY DIFFERENT to others across the sexual spectrum. I often wonder if the ‘B’ should be included with LG and T at all [LGBT]; the bisexuality bit is almost irrelevant; these guys (& gals) are just plain SEXY PEOPLE as a consequence of their Sex Positive mentality. But I digress. We’re here to talk about pegging.


I suppose it’s natural for a Sex Positive male to wonder what it’s like for a female to be penetrated & to wonder if penetration of his anus might replicate the feeling to some degree. If he’s in a hetero relationship & the female has ‘A levels’ then even more so. As some-one totally sexualised due to the nature of my vocation, I have to bear in mind that by no means all people feel liberated enough to go beyond vanilla missionary sex. Many men crave for their partner to touch their ‘sweet spot’ but daren’t reveal their feelings for fear of being labelled ‘gay’. Communication is EVERYTHING, and for many couples something that’s worked on/worked at, incrementally, or SHOULD BE, in order ‘to keep the fire burning’. That’s what’s behind the phrase ‘Couples who play together Stay Together’. In everyday life though, with all its stresses, angst, inconveniences and difficulties, that’s often NOT POSSIBLE and the reason a good many men beat a path to my door and others like me.

Until the early Noughties, anal sex of any description was still regarded almost as ‘taboo’. Even today when it applies to men, it’s seldom discussed amongst peers due to what the mainstream perceive as it’s ‘gay connotations’. Their loss. I’m constantly surprised and a little saddened by the majority of clients we meet as fun50couple, who’ve never ‘explored’ much beyond ‘conventional sex’ and solo masturbation. Guys…the magic ‘P spot’ is there waiting to be discovered, and ENJOYED.

Over the years there have been one or two decent stabs at educating men about Anal Sex. In 1998 ‘Bend Over Boyfriend’ burst onto the scene, in the form of a series of sex education videos covering what we now call pegging and featuring ‘role reversal’ courtesy of porn star Chloe Nicole. Tristan Taormino is also some-one worth ‘googling’…she’s an American sex educator & the creativity behind ‘Expert Guide to Anal Pleasure for Men’ + numerous other titles right up my street, and most probably yours too. Safety aspects of anal sex and pegging are covered too. Anal sex is 100% safe provided you take it in easy steps and always use plenty of lube, and not just any old lube either; choose one that’s slippery and condom safe. And if there’s pain? You ain’t doing it right, Got that? They say ‘patience is a virtue’ and it’s essential when it comes to prostate stimulation. I’ve seen men reach heights you wouldn’t believe when we’ve taken our time and I’ve got them 100% relaxed. Some guys stay HARD while being penetrated, others remain flaccid, but that doesn’t mean they don’t CUM. Pegging is an art, and can be enjoyable for the female too. The rhythmic motion often stimulates the clitoris too & can bring on an orgasm for HER too, What’s not to love?

If pegging is on your ‘To do’ list, I suggest you try this: Next time you’re masturbating alone, go down on all fours, arch your bottom upward & close your eyes; makes you feel vulnerable right? Now think how it might feel to be watched by a sexy domme in latex, to anticipate her touch, her breath, her smell, her desire to pleasure you, to humiliate you, and to pleasure herself. The anus has more nerve endings than the tip of a penis. Attend to it while combining stimulation of the P-spot with help from the brain (the biggest sex organ of them all) & you’ll be in HEAVEN & a place few ‘ordinary’ men have ever been. So, book an appointment by getting in touch with me at your earliest convenience. Until next time, I’m Mistress Orchid, the #TeesValleyMistress and North East dominatrix. Are YOU worthy of my time and attention? Time will tell 🙂 🙂