I’d been watching this young self-fister on OnlyFans for months now. 19, maybe 5’5”, slim, smooth, blonde. The boy can take mammoth toys up his ass, I’m talking about the largest toys I’ve ever seen. Not only that, he enjoyed giving himself severe fist punches. I watched him cum once, hands-free while pulverizing his own hole. It truly was a marvel.
I got into his DM’s and finally he responded. The question I asked him was had he ever been fisted by another person, and he said “no”. I could hardly believe it with an ass and hole like that. It seemed so wasteful.
Knowing that this young man’s talented hole had never been breached by another person before was mind blowing. I immediately made it my mission to do something about it.
I asked him where he was from and he was from another town less than 100 miles away from mine. Certainly worth the drive to get inside that hole.
I spent days filling his head with the idea of taking a real hand, or maybe even two, providing him with tons of compliments about what he could do with his hole already and how he must think about taking another hand besides his own all the time.
He finally admitted that he did think about it, but he was quite shy and didn’t feel comfortable with people which is why he had so many toys to make himself feel good.
When I asked him how could a college kid get so many toys, he said he was a trust fund kid so he had the money to get whatever he wanted, and when toy manufacturers see him using their toys, they send him things for free to use on camera.
When I asked him about the privacy needed to produce his OnlyFans content, he said he lived in his own apartment nearby the university.
Every time we exchanged messages I was wearing his defenses down, complimenting him, but telling him he needed more. It grew to a point where he was fisting himself to orgasm but screaming aloud, “punch my pussy, daddy”.
I’d never seen this twink’s face before. He always wore a black mask over it, but those gorgeous green eyes said everything. The eyes tell you everything you need to know if you pay attention. I loved how they rolled back in utter ecstasy when the young man steaked his chest with his own warm jizz.
I wanted to see them for myself, in person.
Imagine how many more paid subscribers you would have if someone was there in your room putting his hands inside you, I wrote. Think of how many men would get off watching you take pleasure from that, I wrote. Think about how great it will feel for you, I reminded him over and over again.
I knew for this young man, it was about being seen, not about the money.
Over six months in and three or four nights a week of watching him, sending him messages, his replying to most of them, I finally pushed it further.
I don’t live too far away from you. I could help you finally feel another man’s hand inside of your sweet beautiful hole I wrote. I can even send you a picture of me if you’d like. I don’t mind.
I knew what I was doing. If he liked what he saw, he’d start fantasizing about me playing in his hole.
The young man didn’t take the bait at first, not agreeing to anything right away. I told him I understood and that it was a big step to take.
About a week later, he asked me to send him my picture.
I sent him one of me, chest up, with a mask over my head. I’m proud of my chest. I work out a lot. I don’t shave it either and I do have a thick pelt which I’ve had since I hit puberty. I sent him two more. One with my hand opened next to a Pepsi can so he could see its size. The last one was a closed fist.For new fisting bottoms, I have a good size. I’d say they are small to medium and quite collapsible, so I can maneuver inside a butt hole pretty well.
Within a couple of minutes of sending the pictures I received a response.
“I like your chest, Daddy.”
“You like hairy chests?”
“Oh yes I do. And your hand is sexy.”
“Thank you”, I wrote back.
The young man was now riding a big toy while 48 of us watched. “SteveToyRider”, as he called himself, blew yet another fantastic load out of his six inch cock all over his bedsheets and signed off.
Another week went by and I watched him on screen, confident my day would come. A young horny guy like that would never be able to resist a sexual encounter like I was offering.
I DM’d him to compliment him as he was squatting down on The Wreckoner from Topped Toys, the largest model available, complimenting him for taking it all inside of him like a champ.
A private DM came through from him telling me he was ready to meet.
We made plans for the very next day, in the early evening, after classes ended and after work for me. I haven’t been this excited about anything in years.
Before leaving for the drive, I made sure to clip and file my fingernails. I also made a concoction of crisco and almond oil, even though the young man seemed to have an endless supply of x-lube.
After I parked, I did wonder if he would flake out. Maybe he gave me the wrong address? Maybe he wouldn’t let me in? It is common with younger guys these days to be fickle in moments like these.
But none of that happened, I buzzed his apartment at the exact agreed upon time and was quickly buzzed into the building. It looked very high-end and I wondered if any of the residents knew that one tenant had a budding porn career going on in his penthouse suite.
Steve, as I now called him, opened the door, fully hooded, only eye and nose holes, I had put mine on just before I knocked on his door. He was wearing a white singlet with blue piping, assless, it hugged his body perfectly.
“Hello Daddy”, he said bashfully,
“Hello Steve. I’m so glad to finally meet you, I hope you are ready for a very good time because I know I am.”
“Yes”, he said in his sweet, soft voice. “I have everything set up in the bedroom.”
“Great. Maybe I should get ready out here so we can keep things anonymous between us. That is what you want, isn’t it?”
“Yes Daddy”, he said timidly.
“Good boy. It’s alright, I know you are shy and I respect that. I’m very excited to get my hands up inside of you. I was really hoping this day would come.”
“I’ve never been with another man before, Daddy, but I’m ready.”
“Good, I could tell you are ready. You look so good in your singlet. You’re even more sexy in person by the way.”
“Thank you, Daddy.”
“You’re so welcome. How about you get yourself ready and I’ll be there in your bedroom in just a couple of minutes.”
“Ok Daddy. I’ll get the cameras ready.”
“You’re such a good boy.”
For an amateur content creator, I was very impressed with the quality of this young man’s streaming and editing capabilities. Three cameras in three different places. When live streaming, he seemed to always know which camera would give the best angle to showcase his hole and when he uploaded edited video content, he was a gifted, adept editor as if he’d been doing this for years. I suppose that’s why he had so many followers.
I stripped down to a black and red neoprene jockstrap and put my hood on and when I walked into Steve’s bedroom, there he was, already riding one of his huge toys, live-streaming himself grunting and groaning as he did so. His cock was so hard and straining in his little tiny pink jockstrap.
I stood in the doorway while verbally encouraging him.
“Such a beautifully talented hole. Look how your hole is swallowing that big toy. Incredible.”, I said, admiring this young man’s determination to impress me and his audience.
I could see the boy becoming more excited with every passing second. It was truly a sight to behold. My own cock was painfully erect under my jockstrap, but I did not want to ruin the moment so I just let it be.
“You let me know when you’re ready, Steve. No pressure. I’m really enjoying the show.”
The messages coming across the feed were encouraging Steve to “let Daddy fist him”. He was such a tease. He knew exactly what he was doing.
It must have been at least fifteen minutes I watched this kid go at it non-stop. I couldn’t wait any longer. I decided to sit at the edge of his queen bed and maneuvered him so his head was in a pillow, on his back, with legs spread, his hands wrapped around his ankles.
“Let me help you with that”, I insisted.
My fingers wrapped around this massive toy. I added some additional lube to it and for the first time in his young life, he was getting fucked with it by someone other than himself.
I sensed no hesitation. I pushed it all the way up his rectum as far as it would go and then pulled it back.
“Yes Daddy! Please, fuck me harder!”, he insisted.
Well, that was indeed a pleasant surprise to see him so willing and eager so quickly.
I battered his asshole with that toy, feeding it inside him hard and deep, sensing just how loose and open that hole was without even me putting a finger inside it.
I had him panting and begging and crying out in sheer and utter ecstasy, just from that toy alone. The comments in the feed were coming in fast and they were becoming more demanding, wanting me to put my fist inside of him
I think we made them wait long enough. I put the toy down on the side of the bed and opened the container of lube I made. Steve placed one camera right on his hole and other on his face, then got back into position on his back.
By then both of my hands were completely coated half way to my elbow. Seeing how this young man successfully conquered the most extreme toys imaginable, I was confident I’d be doubling him in no time.
The moment of truth was finally upon us. I could hear Steve breathing heavily in anticipation as my fingers pushed copious scoops of my concoction of lube deep inside of him. I thought about lacing the lube with a bit of T, as I was sure the audience would truly be bedazzled by his chem-laced performance, but I decided that would be unfair to Steve. I wanted him to trust me and at such a tender age of 19, that would have been taking advantage of his youth. I didn’t want that on my conscience. Also, I’d seen Steve do the most incredible things with his hole, not even any poppers needed.
When I was ready to get my hand inside him, it was like it was just me and him. I tuned out the cameras and the audience.
“You ready, Steve? You ready for the real thing?”
“Yes, please Daddy”
“Yes, Daddy is going to take very good care of you.”
I inserted four fingers of my right hand inside that warm sweet and juicy hole. They slipped so easily inside like nothing at all. Steve groaned under his breath, I looked into his green eyes. He stared into mine. His head nodded.
“Yes, more Daddy.”
“Yes, you’re doing so well, Steve.”
I slipped my thumb under the four inserted fingers and began to slowly move my hand back and forth. No pressure…slow, sensual, feeling his hole slowly dilate and open little by little, my lubed collapsed hand circling closer and closer, letting nature take its course. My free hand held on to his leg as I just took my time, hearing Steve cooing as my fingers loosened up his innards, careful not to push him too hard.
I was just at the edge of his second ring when I pulled my hand out ever so slowly.
Steve looked forlorn that his hole was empty, even just for the moment.
“Daddy! Please! More! I’m ready!”
“Yesss, I know. I know. Just relax. There’s no rush. We have plenty of time.”
I slid my left hand inside him this time with a fresh coat of lubrication. Without much effort, my fingers found where I’d left off, and I once again slowly twisted my hand, a little corkscrew to the right. Hold. A little to the left. Hold. Turn after turn, Steve’s hole opened up for me so beautifully and suddenly it happened. His hole swallowed my hand all the way to the wrist. A brief little “pop” was felt and heard. Steve cried out with such joy, his eyes looked so glorious, marveling at this wonderful development.
“Ohhh fuuuckk”, he cried. Not in pain, no, this was a cry of absolute pleasure.
“Yes Steve. You did it. My hand is inside you. How does it feel?”
“Sooo good, Daddy. I love it!”
“I knew you would. You see, I told you that you’d love it. Now I want you to close your eyes and just relax. I will make you feel so good, I promise.”
Steve’s hole did feel like a vice, gripping around my closed hand so tightly, but after I guided him through some deep breathing, I could feel the grip loosening, and I was once again able to move my fingers. I continued with slow twists, just morning my way further inside of him until I’d hit the lube line just below the thickest part of my forearm.
“Ohhh yes, Steve. Your hole is going so well. You’re doing so great for your first time.”
“Thank you, Daddy.”
“Oh, you are so welcome. This is exactly what I hoped for Steve. Even better. How are you doing? Do you want me to try something else? I’d love to see how you do with some light punches. I bet your hole would just love that.”
“Yes Daddy. I’d love it. Please.”
I carefully and slowly closed my fingers while still embedded up his ass into a fist and pulled my forearm out.
His hole was quivering. I almost creamed watching it involuntarily kiss the air, opening and closing like that.
“Oh Steve. I wish you could see what I am seeing right now. Your hole is just so perfect and looks so eager. Just incredible.”
“Fist me, Daddy. Put it back in, please.”
“Oh, yes, I’m going to. I am definitely going to.”
I lubed up again, my right hand dripping in it. I made a fist and brought it horizontally up to his pucker. Knowing that this young man had taken huge toys much larger than my closed fist, I had no doubt I’d be able to get if inside of him pretty easily.
Once again I realized my hand to release the tension, and I slightly pushed my knuckles between his swollen pussy lips. Steve breathed deeply as I worked my knuckles slightly deeper inside. I could feel his sphincter loose, wet, pliable, opening up for me. I was half way inside when I pulled my fist back and did it again. Again and again I applied just slightly more pressure, my knuckles broke through his pussy and I had Steve’s cock pissing into his jock from my light punches.
“Ohhh fuck!”, deep guttural, pleasing. Steve’s eyes rolled as I battered his open hole with my full on fist. I watched my fist punch out that lovely sweet young hole, causing those lips to swell and the young man was squirming under my spell.
“OH that feels so good!”, he managed to utter. “I love it, Daddy!”
Again, that wanting look in his eyes captivated me. It was evident Steve dreamt about taking my fist from what I was witnessing.
“You want more, baby?”, I asked.
“Yes, stretch me open Daddy. Please.”
“Yeah? You want more? So eager for your first time. You’re so special. Just remarkable.”
I pulled my hand out of Steve’s ass completely to get a thick coating over both my hands. I slipped four fingers from each hand inside and spread his hole out wide several times. I could see the deep red flaring of a budding rose and it was breathtaking. The look in Steve’s eyes still telling me he was yearning for more, much more.
I pulled one hand back and slipped my thumb under the other one and pushed right back in him. This was it. I was going for it. I wedged four fingers over my fist from my other hand and slowly circled back and forth, not too fast, just enough to feel Steve’s pussy dilate wider for me. So fascinating what the human butthole is capable of.
“Pleeaaasseee”, Steve pleaded.
“Oh…yes…you’re ready. I’m gonna give it all to you.”
A little more stretch and it happened, Steve’s talented and ravenous hole sucked in my second fist. It was like witnessing a religious experience. Steve held his ankles back, opening his hole up wider for me, practically begging me to ruin it for good.
“Ohhhh my God! Holy Shit! It feels so good Daddy! Please, please, open me up!”, Steve was possessed.
I was not a monster,I didn’t destroy his fuck hole the way I wanted to. Steve was certainly overzealous, but I held back with some self restraint. Instead of annihilating his pig hole with double barrel punches, I simply pulled just one of my fists back and slowly inserted it again. I was careful, methodical, slow, each time I could feel Steve’s hole accommodate me. With all of that practice riding those massive toys, this was the payoff. Years of training lead up to this moment in this young man’s life.
I alternated my fists now and repositioned them so they were now side by side instead of one over the other. Again, Steve’s eyes told me the story of exactly what he was feeling and experiencing in his young body. It was clear he was fueled by adrenaline and endorphins and simply giving himself over to me. His hole completely in my control.
“Oh Daddy! Thank you, Daddy”, he mumbled over and over, barely coherent.
“You want me to go deeper?”
“Yesssss! I can take it!”
Well, I needed to reapply more lube for that. I yanked my fists out of him and that rosebud appeared right before my very eyes. Instinctively, I buried my face in it, my tongue explored every tissue. Steve placed his hands behind my head, pushing me inside, moaning like I’d never heard anyone do before.
I was certain that was the first time any man had ever tasted him, and I wanted it to be memorable. I feasted on Steve’s rosebud until I heard him beg me to get back inside I of his craving hole.
“Please Daddy, I need more!”
Let me just say this whole experience was beyond anything I’d ever imagined! For sure I was going to go back home and self-stimulate numerous times to the memories of this epic adventure.
I lubed up for likely the final time this go round making sure is covered my forearms really well. I knew I’d really opened Steve up so good.
Steve had me on my back now, fists joined together side by side. Ten knuckles waiting to be buried in that young wanting and willing hole.
With his back facing me, Steve straddled my fists from above and I watched him in complete amazement lower himself, his hole literally opening like the Red Sea, parting, swallowing, taking both fists down way behind my wrists. I swear I was mesmerized. I simply held my fists upright and let Steve use them however he wanted and needed.
Steve briefly dismounted and turned around. I was so glad beyond words to see his eyes once again. Can you just picture those green eyes sparkling in the light, such joy as his hole hungrily ate up my fists like nothing. Steve coyly pulled his cock out from the pink jockstrap pouch and I watched him above me, riding my fists frantically, beating his beautiful six inch cut cock with the most obscene flaring purple head, grunting and groaning, losing himself in the lost free inhibited exhibition I’d ever seen. Steve’s asshole tightened around my fists as his cock exploded all over my chest hair. Ropes of young white hot jizz painted my fur.
By the time Steve had finished this wild climax, his hole was still stuffed with my 10 digits and his smooth chest fell on top of me. Our bodies stuck together by his balk juice.
As he breathed out and came back down from this wild high, I felt his hole loosening and I was able to pull my hands out one and then the other. Both were covered in grease, but I held him close to my chest and rubbed his back, calming him, coaxing him back down.
“What a good boy, Steve. That was amazing. You did so good. I’m so proud of you.”
“Thank you, Daddy”, Steve whispered several times.
“You’re so welcome, Steve. I’m so glad you trusted me. You are so special. Your hole was so amazing. I really enjoyed doing rhis with you”
“Thank you, Daddy.”
About 10 minutes after Steve’s balls exploded, we finally remembered that we’d been on screen and had an audience.
Steve rolled off of me and checked messages and it was confirmation of everything. I’d told him. The audience response was truly astounding. Steve stared at his monitor reading the comments and couldn’t believe it.
“Wow Daddy! Look at this!”
I peaked my head up, really not so interested in what the comments were saying. For me, it was about the experience that I had craved for months, the experience that I worked so hard to make happen, the experience I masturbated to, fantasizing about many, many times.
“That’s great, Steve”, I said as excited as I could get in the moment.
This kid was like the energizer bunny. I could sense him getting fueled by all the attention.
My part was over. I was overwhelmed by it all.
“Hey Steve, I think I’m gonna call it a night, ok? I still have to drive home.”
“Oh, ok, Daddy.”
Steve looked away from his laptop for a moment and came back to me for a few moments.
“Thank you, Daddy. Thank you. That was so hot and so amazing!”
Steve gave me a big hug, and just like that he turned around and was back at it, responding to some of the messages that were pouring in.
As for me, I retreated back into the other room where I’d left my clothes and dressed, letting myself out the door.
As I walked back towards my car, my mind wandered. I couldn’t believe what had just happened and my cock was soon inflated, causing a very visible imprint in my jeans.
Of course I’d drive home as quickly as possible so I could stroke off and relieve my balls from their heft.
To get in touch with the author, send them an email.
