It’s no secret that anal play, particularly with a strap-on, has become an increasingly popular request for many men. Far from being a niche interest, the allure of pegging pleasure and prostate stimulation offers a unique and profoundly satisfying experience.
But what exactly is it about strap-on play during session that resonates so deeply, and where does this often-misunderstood practice, now commonly known as “pegging”, come from?
The Thrill of Submission and the Power of Pleasure
For many men, strap-on play with a me offers a fascinating blend of physical pleasure and psychological exploration. Here are some key reasons why it’s so appealing:
Prostate Stimulation: The prostate is often referred to as the male G-spot, and for good reason. When stimulated, it can lead to incredibly intense, full-body orgasms that many men describe as more profound and lingering than traditional ejaculations. A strap-on allows for direct and precise stimulation of this highly sensitive area.
Novelty and Exploration: Many men are curious about anal pleasure but may have hesitated to explore it on their own or with a partner. With me taking the lead and being knowledgeable and confident in this area, creates a safe and exciting space for subs to discover new sensations and expand their sexual horizons.
Submission and Role Reversal: In a world where men are often expected to be in control, the dynamic of submitting to a dominant woman can be incredibly liberating and arousing. It allows for a release of responsibility and the freedom to simply receive pleasure without the pressure of “performing”. This reversal of traditional gender roles can be a powerful turn-on.
Sensory Overload: The combination of intense prostate stimulation, the feeling of penetration, and the psychological thrill of submission can lead to a truly “mind-blowing experience”; as described by my subs during play. It’s a holistic sensory experience that can be overwhelming in the best possible way.
Trust and Intimacy While the dynamic is often one of dominance and submission, there’s a deep level of trust involved. My submissive is placing himself completely in my hands, and this trust can bond and deepen a unique form of intimacy and connection, even within a professional dungeon setting.
Breaking Taboos: For some, the appeal lies in engaging in something considered “taboo” or unconventional. There’s an inherent excitement in pushing boundaries and exploring desires that might not be openly discussed in mainstream society. I find this is often cultural, for more stricter religious countries also the ‘Taboo” can make anal play even more tempting.
Is it going to hurt?
A question that is often asked. In a nutshell, no. It might be uncomfortable for a bit, and sometimes awkward, but if both parties work together to achieve penetration with time, patience, and a lot of lube we should be okay!
Pegging in Session
Let’s explore how pegging gets used in different ways during session. I have requests for all styles of
play, from beginner who is an ‘anal virgin’ to extreme heavy play, even up to fisting. Anal orgasms can be the most ‘extreme sports” of orgasms, simply because everything is being emptied out of the prostate gland manually by an object (dildo) And let’s not forget the health aspect too frequent prostate play can help prostate health also.
So, some of the different ways pegging can be used in play; It simply makes you come HARD.
Domination and Roleplay sessions
Humiliation and degradation sessions
Cross-dress/Sissy/Slut training sessions
Erotic and sensual sessions
Power exchange sessions
Fetish/Latex sessions
Anal training/orgasm control sessions
Slave training sessions
Forced Bi sessions
Tools of the Trade
Of course pegging is heavily equipment reliant. My favourite is of course the sling for pegging. The sling is just physically easier and more comfortable for both pegger and peggee, and fit’s most body types and heights. I particularly love the sling as I can look at you and into your eyes for that connection and intimacy, and can get to your essential bits I will be using.
It’s an incredibly vulnerable position for you to be dominated in also. The spanking bench, A-frame and of course the four poster bed at my dungeon are my next favourites.
A sturdy Wild-Hide harness and a huge range of phthalate free medical grade silicone dildo’s are the next weapons of choice. I specifically have small beginner dildo’s that won’t be too intimidating, or hurt either.
For experienced players of course there are all sorts of medium up to large and huge to satisfy the most insatiable butt-sluts. Swiss Navy lube/gloves/condoms keep everything safe and slippery, sometimes poppers will help open you up and make penetration easier.
Preparation and Cleaning Out
An absolute must BEFORE you arrive for session. An enema/douche of the rectum is a non-negotiable and the ideal time is about 3 hours before arrival at the dungeon so your system has time to settle, and to get rid of and residual water. I do not recommend just before play so to avoid any messy situations.
There are plenty of YouTube clips on how to prepare yourself, and I’m happy to send links to recommended ones too.
A Look Back: The History of Pegging
The term “pegging” itself is relatively new, popularized by sex advice columnist Dan Savage in 2001 through a contest to find a common name for the act of a woman anally penetrating a man with a strap-on. However, the practice of anal penetration and prostate stimulation, whether with a strap-on or other objects, has a much longer and more diverse history.
Ancient Roots: References to anal sex and the use of objects for pleasure can be found in various
historical and cultural contexts. While not always explicitly “pegging”; as we define it today, the exploration of the anus for pleasure is not a modern invention. Some historical accounts and artifacts suggest the use of dildos for thousands of years in different cultures, including ancient China, France, Greece, Rome, and England, for both male and female pleasure.
Early Modern Literature and Art: While often veiled or metaphorical, allusions to anal play can be found in literature and art throughout history. For example, the Marquis de Sade’s 1795 book Philosophy in the Bedroom is cited as describing a pegging act. William S. Burroughs; 1959 novel Naked Lunch also features a depiction of pegging.
Emergence in Western Mainstream Media: The 1970s saw the emergence of explicit pegging scenes in some pornographic films, with The Opening of Misty Beethoven (1976) often cited as an early example.
The 1990s and Beyond: The 1998 sex education film Bend Over Boyfriend, based on lectures and workshops by Robert Lawrence and Carol Queen, played a significant role in bringing the concept to a wider audience. This film directly inspired Dan Savage’s search for a common term, leading to the coining of “pegging”; in 2001.
Since then, the term and the practice have become increasingly recognized and discussed in mainstream media and culture. In conclusion, the enjoyment men find in strap-on play with a dominatrix like myself, is a complex interplay of physical pleasure, psychological dynamics, and a desire for exploration.
While the term “pegging” is a relatively recent addition to our sexual play, the act itself has roots that stretch back through centuries of sexual exploration, proving that the desire for diverse and intense pleasure is a timeless aspect of human sexuality.
See you in the Dungeon,
Mistress Serena.