He’s 21, from Chicago, and he lives for total anal destruction. PupJay96 isn’t just into assplay; he’s on a mission to create the sloppiest, most punchable hole in existence. From training for massive rosebuds to battling incontinence fears, get ready for a raw, unfiltered plunge into the mind of a bottom obsessed with ultimate anal devastation.
MasterMarc: Hi Jay! You’re a 21-year-old boy from Colorado who is totally consumed by assplay. You openly declare your desire to have your butt completely destroyed. Tell me, how did this extreme goal ignite within you?
Jay: Well, since I was 16, I have always been intrigued with assplay. It was not until about a year and a half ago that I started getting into hardcore assplay myself. Total destruction of my butt is the ultimate end goal and is what I train my butt for on a daily basis. Taking everything bigger, deeper, and wider are all everything I envy and work for.
To answer your question, it’s been my goal from the very first day I got interested in heavy assplay due to the fact that I just find so much joy in it whether it’s the people you meet who are into the same play as you and the sensations from the extreme stretch to the feeling of having an arm going deeper into your insides and definitely having my butt totally punched out and wrecked to the point of no return.
MasterMarc: For some of our readers, the terms “assplay” or “fisting” might be familiar, but they might not grasp the sheer intensity of “HEAVY ASSPLAY.” Could you shatter that confusion for us and paint a vivid picture with some raw examples?
Jay: Well, there are differentiating opinions on what “fisting” or “heavy assplay” means to them. To me, it’s clear cut. Assplay/fisting in my opinion means the action of physically taking a fist, plain and simple. In a more deeper level, I see fisting/assplay as a more slow, relaxed style of play in that the goal is just taking the fist and enjoying the sensations from it rather than what I define as “heavy assplay”. To me, heavy assplay implies a much more intense, heavy piggy style of play. This is where you hear terms like punch fisting, which I enjoy the most, or rosebuds, in which I’m training my butt for and goes hand in hand with punch fisting and/or depth play, which pretty much means what it means, haha.
Bottom line being, heavy assplay is really a much more intense style of fisting where in the end goal we, or at the very least me, attempt to train our holes to become a looser, much sloppier pig hole, as I say it.
The Glorious Rosebud: Art & Agony
MasterMarc: What’s the magnetic fascination of a rosebud for you? Could you unravel what a rosebud truly is, and do you truly relish its raw aesthetic?
Jay: Rosebuds are practically medically speaking where the rectum turns inside out and the internal tissues pull out beyond your sphincter muscle thus producing a red or pinkish tissue which looks like a rosebud flower, this the name given. My fascination of it started the very first day I witnessed seeing a rosebud. I love every aspect of a rosebud; the appearance of it is just a beautiful aesthetic that I see as art. I love the sensations it brings out of your body when you train to push one out. My hole training is centered on getting the biggest rosebud my body can achieve. Total prolapse of my rectum is the end goal for myself. I fascinate everyday about training my ass for a rosebud, it’s pretty much one of the biggest reasons I’m into fisting.
MasterMarc: Hehe. I know countless guys are wondering right now: can you still feel anything when a dick plunges into you, or are cocks mostly too small to even register?
Jay: Contrary to popular belief, being only a year and a half into heavy assplay, I’m still quite tight down under, which is currently a work in progress. My hole being as tight as it is should not be the case in the many months/years ahead where I can keep training my hole. I enjoy guys fucking me just as much as a guy sticking there hands and arms inside me. There are many times where I’ll get my ass to a gaping wreck and have guys fuck me hard and to be honest, I enjoy it much better when guys fuck me with a loose pussy rather than a tight hole. And the majority of guys that fuck me love fucking a loose cunt. And yes, I still can feel something for sure and enjoy it a lot.
Incontinence: A Glorious Consequence
MasterMarc: Many guys are terrified of becoming incontinent over time, of losing control of their shit in daily life. Is this a concern that’s ever crossed your mind, boy?
Jay: It is something that has crossed my mind. Although, it is something I am not worried about. Becoming incontinent takes a lot of hard work to get to. Though if it happens, it happens. The goal for my pussy is to become the loosest and sloppiest punch pussy in the known world. Incontinence may come with the actions that I do to my pussy and training it to become so loose it may be inevitable.
Punching & Pleasure: The Symphony of Submission
MasterMarc: Can you unravel the raw sensations and feelings that surge through you when you’re fisted softly and deeply, versus the explosive impact of being punched?
Jay: Well, for me it’s all about intensity and rhythm. When I’m getting fisted soft and deeply, my aim is to stretch out my cunt for more hard, intense play later on, or to work on taking it deeper and deeper. The sensations you feel are indescribable. Being able to take it past the wrist is such a fulfilling feeling, and to work on doubling up enhances the stretch and feels so good. What I train for mainly is hardcore punch play. Being able to take closed fist punches is probably the best feeling a man could ever feel. The feeling of your ass getting blown open and punched out just makes your ass totally want to turn inside out and gape.
MasterMarc: How paramount is trust for a fisting session? How do you find those magnificent fisters who can deliver such exquisite torment?
Jay: Trust is everything in FF play in my opinion. I’ll be honest, there are times where I play with new people in the scene, but for the most part, I play with people whom I know personally and trust the experience they have in FF play, or at the least have experience generally in FF. Living in such a kinky city such as Chicago, Illinois, here in the Midwestern United States, you get to meet a lot of new guys into the same kinks, primarily fisting. I tend to meet a ton of fisters a variety of ways, connecting through mutual friends or otherwise social apps such as Grindr, Scruff, and Recon.
MasterMarc: What are the defining characteristics of a truly exceptional fister?
Jay: Different FF bottoms have different ways they like it and have different ways in how they’d like a FF top to fist them, whether it’d be depth play, punching, slow stretching, etc.… I personally am not picky at all and enjoy playing with FF tops who generally know what they are doing. Since I’m a punch fister, I enjoy it the most when they really punch out my ass and turn it inside out. What I look for most in a FF top is rhythm. I love a top who knows and can read when to up the tempo, punch me hard, sense I need a break, slow down play.
Music, Moshing, & Pure Piggy Pleasure
MasterMarc: Music, they say, can truly guide a pussy into the perfect rhythm. How vital is good fisting music for you? What kind of tunes do you crave for a long, deep fisting session, and what electrifies a hardcore punching session?
Jay: Music is pretty integral to a good session in my opinion. Since I’m mostly into the hardcore punch play, I love to listen to dance electronic music like dubstep remixes etc.… for slower, more depth play, I tend to listen to the same music generally, though I am a huge fan of listening to Lana Del Rey on some depth training sessions, lol.
MasterMarc: You’ve told me you’re a submissive guy. I know in good fisting sessions, there’s nothing more dominant than the cunt of the fistee. So, when you’re utterly at the mercy of a sling, how does your submissive character truly manifest?
Jay: For the most part, I’m not the biggest fan of laying on a sling. I am usually on my knees on all fours, taking it doggy style, which is my favorite position. Taking punches ass up in the air is definitely my most favorite thing in the world. I also love to take it while standing up and taking hands against the wall. Especially in more public places such as bathroom stalls, rooftops, etc.… As a submissive, I love to give control to the FF top, pretty much giving him total control of my bottom cunt. As a FF top, it’s important to understand how the bottom likes it and reading his body and facial motions, which is why it is usually important to play with people you know or at the very least trust and understand on how you like it. For me, I play with plenty of people from all over the country thanks to all my work and leisure travel. I love to be very verbal and piggish when I’m playing, nothing turns me on more than taking it in the ass and begging for more harder, deeper punches.
MasterMarc: You truly seem like an open, insatiable soul! Please, unspool your hottest experiences for us.
Jay: Well, there are two that I always will remember. One of my most favorites weekends was MAL (Mid-Atlantic Leather) in Washington D.C. just this past month. It was such a piggy weekend taking fists almost nonstop for two days straight. My hole was so sloppy and gaping from all the punches throughout the days, I just kept taking more. At one point, I was taking full-on butt punches for almost 45 mins straight without a break as I just kept begging for more.
As for my other one, my most memorable was definitely taking a hard punching at a gay bathhouse in Chicago. I invited my friend to come play around for the night at the bathhouse, and we played around with a few guys. Then after a bit, he ended up punching my butt while it seems like everyone was watching us fist and get my butt wrecked.
Patience, Practice, Pleasure: Advice for Pups
MasterMarc: Hehe, it sounds like two incredibly intense evenings. But to bring things back down a notch, I have to ask: what raw, essential advice would you offer to a youngster with no FF experience who’s aching to be fisted?
Jay: Patience and Motivation are the two key things to keep in mind. It took me over a full year just to finally take a fist after tons of practice. Playing with larger and larger toys help big time in trying to take a fist. My advice, don’t lose sight if your body can’t take it… it takes time, practice, and motivation to keep going. At first your body might reject the fist once you take it, as it can be a very overwhelming sensation as it was for me. But after taking your first fist and getting through the mental hurdle, you for sure can take much more easily and definitely pleasurably. Taking a fist is one of the most satisfying and pleasurable sexual experiences I have ever felt and have been an obsessed fist pup since day one.
PupJay96 has pulled back the curtain on his raw, uninhibited world, revealing a profound obsession with anal destruction, the beauty of rosebuds, and an insatiable hunger for the fist. His journey from curious teen to a master of extreme stretching is truly captivating.
What aspects of PupJay96’s explicit confessions about punch pussies, his incontinence goals, or his advice for aspiring fisters resonated most with you? Does his pursuit of ultimate anal devastation spark your own curiosities? Share your comments below!
