My Fisting Experiences

By Tony James

Published on Dec 25, 2020

Gay

In my first five stories, I outlined how my boyfriend, Ed, and I got into fisting. The fifth introduced our mutual friend Mark and our experiences when he came to stay. The sixth and seventh instalments described how Mark's hole was opened for the first time by Carlos and his subsequent attendance at his first fisting party. This episode takes a different tangent and returns to me, your narrator, Jim, and some solo pursuits on an evening alone.

I hope you enjoy the story and I'd appreciate your feedback. The usual warnings apply. This story involves sex between consenting adults. If you're not over 18 or it is illegal to read this where you live, then please do not continue any further. You have been warned.


It was Saturday night and I was a homo-alone. Ed was out of town for a week on business. I was thinking of going to a movie, but the weather outside was cold, with almost horizontal rain. I decided to stay in, make a good dinner, sup on a glass of a good red wine and just watch Netflix. The remake of Boys in the Band looked interesting.

But I was restless. Well let's be honest here – my hole was restless, itching as always to be stretched. Since Ed and I had discovered the joys of fisting, it was a fix I always craved. As Carlos had told Mark when he was fisted for the first time, once you've experienced it, it will never let you go. That exquisite pleasure of feeling (as a bottom) or seeing and sensing (as a top) a fist slip past the knuckles and into a willing hole was a wonderful addiction to suffer from.

So here I was on Saturday night, fixing some dinner in the kitchen. I sighed and thought of how much I missed Ed's big paws in my hole. In front of me was a piece of steak, a potato, some asparagus and a big black bell (globe) eggplant. As I felt the heft of the eggplant in my hand – the wide base and the narrow neck – both my cock and my hole suddenly twitched at the same time. I smiled as I flipped it a couple of times, and said to myself: "No, you're not going in the pan – you're going in my hole." I put the food back in the fridge – I would cook it later, and instead went to the bathroom to clean out my hole. The eggplant stayed on the bench, awaiting its fate.

An hour later, I was as clean as whistle and setting up a play area in the lounge. As well as some boy butter and normal water-based lube, I had made up some x-lube and as well as the usual vial of poppers, I had put some poppers in a vitamin jar with a couple of cotton wads. Mark had told me it was a great way to get a strong hit. And also I placed a black polythene play mat I had recently bought over a thin camping mattress on the floor in the lounge. At the other end of the mat, was a mirror in which could observe my progress. I laid out the tools of my trade for tonight: a dildo to warm up with, a fist dildo to remember old times, and for the grand finale, the eggplant in all its glorious dark purple glory. The heater was on and apart a rubber cock ring and long socks to keep my feet and lower legs warm, I was as naked as the day I was born.

I laid down on the mat, raised my legs and looked at my pink hole. It had been a week since Ed had last fucked me and a few weeks since I was last fisted. It was still puckered, but not for long. I put some lube on the fingers on my right hand and began to explore. I teased the area around my hole with my fingertips, in the same way I loved Ed to rim my hole with his tongue. I let out a big sigh and soon began to gently probe my hole with one finger and then two. I then found my prostate and began to massage it. Soon my rock-hard cock was profusely leaking precum and with the fingers on my other hand I scooped it up and brought it to my lips. I sighed again as I licked my lips and savoured the beautiful nectar.

Enough of this I thought and picked up the big black eight-inch dildo – it's time for some real fun. For some added stimulation I put a condom on it – not your average condom, but one with raised dots. With some lube on the encased dildo, I gently pushed it into my hole. I loved watching as my hole opened to allow the intruder in. The combination of the stretch of the dildo and the ribbed condom was exquisite, especially as it raked over my prostate, causing my cock to leak yet more precum. And when I pulled the dildo out, I saw in the mirror the gape it had left behind, before pushing it back in and beginning the sensational cycle all over again.

After a few minutes, I thought: "Enough of this gentle stuff, it's time to be fucked." I pulled the dildo out, sat up, turned around on to my knees, put the dildo on the mat and began to ride it up and down. I looked around at the mirror and marvelled at sight. The sensations were quickly overwhelming. I was soon panting like a dog and had to slow down to recover.

After a few more minutes of riding the dildo, I raised my arse off it and lay back down on the mat to check the progress I had made. My hole was now slowly closing and opening, almost winking at me as I teased it again with my fingers. I could easily push several fingers in and swirl them around. It was time for the fist dildo. I decided I needed some extra stimulation so I turned on my laptop and logged into x-tube. One of my favourite videos* is of a hot young guy who goes by the handle of FistyFelix being fisted at a party in 2017. If I wasn't in a relationship, I'd jump on Felix in a sniff of poppers. He's probably in his early 30s at most, he's muscular but lean, has a goatee and a tattoo sleave on his left upper arm. Let's just say he's super-hot!

In preparation I got out a big syringe, filled it full of x-lube and inserted the contents into my arse, a process I repeated and then I smeared the fist dildo with boy butter – the combination I knew would ensure a smooth and delightful ride. I stood the dildo upright, took my first snort on the poppers and slowly began to ride the fingers as I watched the video.

As fists go, it was about the same size as my relatively small hands and nothing like Ed's big hands. I knew I could easily take it, but I also wanted to pace myself and began wanking my cock. I knew this would tighten my hole and slow down my progress.

The video starts and Felix has just been entered by a hot young guy with padlocked chain around his neck and a ring through his nose (SFrubberboi). Two things always get me so hot with this video. Felix is still hard; he's wanking his hot cock, and urging the fister to keep going. What is priceless, however, is the look on his face. He's absolutely loving it – his eyes widening when SF enters and re-enters his hole.

As I began to work my way down the fingers of the dildo, Felix keeps urging SF on. He wants to cum but is hovering on the edge of an orgasm. "Oh my god, fuck, oh fuck, oh god ooooh, fuck, oh god, oh fuck, aaaagh, oh god, oh okay, oh fuuuck, aaaaagh, keep going, fuck yeah man, keep going." Felix's voice is raspy, almost hissing as he gasps for air and urges SF to keep fisting him. I'm at the knuckles when Felix pleads with SF to slow down for a second, but he's given no quarter. Felix's cries of ecstasy get louder and louder as his hole gets the sort of pounding only a fist can give. "Oh man, oh god, oh, oh, oh" as the pitch of his voice rises and then he squeals like a pigelet with delight as he finally begins to shoot his big creamy load.

It's at that point that I let go of my cock, let the inevitable happen and allow myself to ride over the knuckles. Felix cries in orgasmic bliss as SF keeps fisting him as he cums and cums. I take a hit of poppers from the vial and begin riding the dildo up and down. "Oh, fucking yeah," I cry aloud as I ride over the knuckles again and again. All too soon, the 6-minute video has finished, but I'm on a different planet and still going. My mouth is wide open and I'm groaning. My eyes are closed as my head rocks from side to side as I glory in the bliss of my hole being fist fucked.

After what seems like an eternity I begin to slow down, and open my eyes. I can see the fist going into my hole in the mirror. But what delights me as much as the feeling of the fist entering my hole is seeing the lips of my hole being repeatedly pulled down as I lift off the fist. When I pull off the fist dildo completely, lie down and look in the mirror at what I have wrought, the sight of my pulsing hole is nothing short of beautiful.

I lay there for a moment teasing my hole with my fingers, revelling in its openness. I use a cloth to wipe away the mixture of boy butter and lube oozing from my red puffy hole. I smile and then look over at the eggplant. "I know I'm loose now, but how am I ever going to get you inside me?"

I lather the eggplant up with lots of boy butter and push it against my hole. But despite my extensive work out on the fist dildo, it just won't go in. I don't want to give up, but I'm worried I might have bitten off more than I can chew. It just seems to be too wide and blunt. Not one to easily give up, I sit up and resume the kneeling position had before when I was riding the fist. I hold on to the base and again I try to take the aubergine in my hole. Each time I push down I can feel my hole stretching just that little bit more but I feel as though it would never pass my outer sphincter.

I hopped off the eggplant and laid down again. I pulled my legs up, exposing my hot, open hole. My hole is as wide as ever – it only needs to stretch just that little bit more. I decided that what it needs is a combination of extra lubrication and extra relaxation. I get the big syringe again and insert it not once, but three times so that I can feel the gooey clear fluid fill my hole. I pull it out and rest for a moment, before sitting up again and positioning my hole over the girth of the big eggplant. As my hole is stretched again, the x-lube starts leaking out my sloppy hole and I can instantly tell it has made just that extra bit of difference I need. Each time I get closer and closer to the widest point, so for the coup-de- grâce I reach for the poppers in the vitamin jar and take a big huff.

The hit is bigger than anything I had ever experienced before. But it did the trick. As my head swooned, I pushed on the eggplant again and then suddenly: "OOOOOH FUUUUCCCCK!" I cried as the monster suddenly disappears into my hole in one quick motion, leaving just the green tip exposed. I take another huff from the vitamin jar and expel it. "FUUUCKK MEE" I cry as the eggplant leaves my hole. A big glop of precum oozes out of my now flaccid cock while lube oozes from my hole. But I don't give my hole any chance to recover and immediately push back down on the aubergine. It goes back in easier this time but it is barely back in before I rise off it again. Again, again, and again I ride the eggplant up and down and quickly my hole begins to lose all semblance of elasticity. I've never been punched fisted, but I was beginning to think this must be how it feels as my hole oozes lube and my cock oozes copious quantities of precum.

After a few minutes of this punishment, I'm feeling both dazed and elated. With the eggplant firmed fixed into my hole, I lie down again to inspect my hole. I can't believe how beautiful it looks – red and stretched with the end of the purple eggplant sticking out. Due to its shape, it's never going to slip out by itself, so I begin to slowly push it out with my guts. It is then, that I see the most beautiful sight. And it is then that I feel the most amazing sensations. As I slowly push, my hole gets wider, and wider as the eggplant stretches my hole. I reach a point when I can feel the widest part of the eggplant is stretching my inner sphincter and I relax. I take another snort of poppers and lie back. I luxuriate in the sensations of my hole stretched so wide with the eggplant riding just on the cusp of either being expelled or going back in. I'm in no hurry and just let it sit there for a while, allowing waves of pleasure to emanate from my hole, before I ease up the pressure and let it slip back into my hole. My cock is now dribbling an almost continuous stream of precum. I repeat this process over and over, each time marvelling at the stretch and grinning the biggest fuck smile at how beautifully wrecked my hole is becoming.

On the fifth time, I use my hand to pull the aubergine right out of my hole. It departs with a loud POP. My red and puffy hole simply doesn't close and I don't want it to. I take a big huff of poppers from the vitamin jar and push it back in, before pulling it out again. The repeated sound of POP, POP, POP, POP from my hole is joined by the sounds of groans and cries from deep within my body. I don't stop. My head rolls from side to side, as the big purple vegetable goes in and out of my ravaged hole. Each time my hole offers less and less resistance. Each time it becomes looser and looser. Each time my hole comes closer to being totally destroyed. Maybe this isn't what I wanted when I started, but it is what I want now. I want to transform my hole into something else. The sensations continue to rise as the eggplant goes in and out and in and out, when suddenly I begin to uncontrollably shake all over. I let go of the eggplant and my gut pushes it out with such force that it flies across the floor. Despite my cock being flaccid, it now begins to twitch and ooze cum as well.

It is my first full body orgasm, although it wasn't until the waves of pleasure subsided that I realised what I had actually experienced. I lay there exhausted, savouring the moment as my breathing returned to normal. But what hasn't returned to normal is my hole as a combination of boy butter and x-lube streams from my wrecked hole.

Later that night, as I supped on a good wine, and ate the steak – and the now cooked eggplant – I could feel the warmth emanating from my hole. It was still oozing. It was still twitching. It was still puffy. And it was still red. But it was now and forever a man cunt. It was what I wanted and desired.

I hope you enjoyed this story. I appreciate your feedback at: ff1234@windowslive.com

*Note: The video I've described is real but sadly it has recently (December 2020) been removed by x- tube in a purge of thousands and thousands of "unverified" videos. However, you can find clips of it on Twitter by putting in the two names of the characters. I hope they appreciate my homage to their inspirational efforts.

Next: Chapter 9


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