Kinky Fisting Club Ch 01

I have long held fantasy to create a discreet club with like-minded woman, who enjoy extreme kinky sex. Anal, stretching with large toys and objects, fisting. Sex that hardcore porn stars do. Sex that I like. I wanted to create a Kinky Fisting Club with like-minded women. I had talked to quite a few women before who talked a good game but when it came to arranging a meeting, I would be ghosted. But I never lost hope to find like-minded anal loving women.

In 2024, began talking to a woman on fetlife.com. She had read my stories on literotica.com (search authors for "57hangar"). She messaged me and was slightly surprised when I replied. We began talking.

We must have talked for a good six months. It was clear that we both enjoyed kinky sex, particularly anal play. She expressed a deep wish to be fisted. We shared fantasies, real-life experiences, shared links to our favourite porn clips. We liked the same extreme things.

In 2025, we wanted to meet. We both had families, so meeting up required planning and patience but in March we met in a hotel. This is an account of what happened between us. This is a true story.

We met outside the hotel and recognised each other immediately - we'd swapped face photos in a private chat, maintaining our deliberately anonymous potholes on fetlife.com. The first thing I noticed was her big smile and blonde hair She gave me a hug and kissed me on the lips. I thought that was a really nice way to meet a stranger.

We had a drink in the bar and talked about simple, non-sexual things. How was the journey, home life, relationships. We'd talked utter filth for six months online, so it was kind of nice to chat like normal people and not depraved perverts.

But we couldn't help ourselves and knew why we were there. The chat turned sexual, asking each other how we had gotten into anal, fisting and extreme sex. I told her about my early experiences with anal masturbation, how I'd had a girlfriend that introduced me to anal sex, how I watched the first videos that contained fisting on the internet and how it was the next thing I wanted to try. I told her about my most memorable experiences with escorts, which you can read on here.

She told me how she discovered anal play was really enjoyable and how she had been buying larger and larger toys that she would anally masturbate with. It was so hot listening to a woman describe how she liked to fuck herself in her arse. She'd told me online but here she was, sitting opposite me, describing how her toys were getting bigger, wider and longer, because her goal was to emulate the anal stars on the internet. That just turned me on!

We drunk up and I checked into the hotel. We refrained from going at it hot and heavy in the lift. They always have cameras in hotel lifts.

We entered the room and pulled the curtains closed. How to break the ice? Here we were, in a hotel room together, we know we are going to have kinky sex but there was still a shred of nervousness. We embraced and French kissed. She is a really good kisser. One of my hands felt her breasts over her clothes and she rubbed my cock over my clothes.

We said now was a good time to empty our bags and show each other what playthings we had brought.

I emptied my bag into the bed first. Condoms, lube, two bullet vibes, string and rope if she wanted to be tied up, four cucumbers (I love using cucumbers for anal play), a butternut squash in case we got brave, a can of Red Bull and a bottle of wine. The wine wasn't for drinking. It was for fucking. I'd fucked a woman with a wine bottle before and this lady said she wanted to try it.

She emptied her bag. Wow! Pussy pump, spreader speculum with six prongs, a large butt plug and the new black dildo she bought herself to train her arse to open. It was 12" long, and ribbed like a set of large anal balls. The last bulge nearest the base, reminded me of a dog's knot. Larger than all the other bumps. Imagine five satsumas balanced on top of an apple.

We'd both talked about preparation and had not eaten a large amount of solid food for 24 hours. But she still wanted to be sure. She went into the en-suite bathroom first and closed the door. Watching each other giving ourselves enemas was too much at the very beginning. I undressed as I waited and sat on the bed naked waiting for her. She came out of the bathroom wearing very sexy lingerie. We'd swapped nude photos so we knew what each other looked like naked.

We hugged, and kissed and I undid her bra. She has perfectly round DD tits. I'd always rushed to hold a woman's tits before and struggled to remember them afterwards. So this time I made it memorable, caressing her naked tits slowly. Feeling their weight in my hands. gently squeezing. She had told me she liked light nipple torture so I squeezed her nipples and pulled the skin taut. Seeing her tit flesh stretch was so hot.

After feeling her up for a few minutes I told her I wanted to check that I was clean inside and I went into the bathroom. Quick enema to ensure I was squeaky clean and I came out. She was lying on her back on the bed, legs apart, gently rubbing her pussy.

I love oral sex so I got on the bed and went down on her. Her pussy tasted so nice. I sucked each pussy lip. I licked her clit. I pulled her pussy lips wide apart and licked deep into her pussy. That produced an 'ooohhhh'.

Then I dragged my tongue down and rimmed her. I put both hands on her arse and pulled it apart, then licked her arse again. She had told me that she had never been rimmed before so I wanted to make it good. I was patient and imaginative, licking each letter of the alphabet over her anal ring. I could tell by the moaning that rimming was going to be something in her life going forward.

I thought a little DP might nice so I slid my index finger into her arse and my middle finger into her pussy and started finger fucking her. That produced more soft moaning. So I added another finger into each hole. She felt so nice inside. I did this for a few minutes but I didn't want to make her cum yet, so it was just gentle fingering. I wanted to do more to her.

I asked her to get on all fours, with her arse in the air. I put two fingers back into her arse. I pulled out and applied a good dollop of lube over her asshole, then pushed three fingers into her arse. Her anal training had paid off because she took three fingers easily in her arse. So I pulled back, bunched my fingers together and pushed four fingers into arse. That stretched her because it made her moan. Four fingers. In and out. From my fingertips to my knuckles, with just my thumb outside. Oh my god, I loved four-fingering this woman's arse. I was so turned on. My cock was so hard.

I pulled my fingers out and picked up the can of Red Bull. Covered it in lube and pushed it against her asshole. I wanted to stretch her, not hurt her, so I held the can at her entrance and gently but firmly pushed and twisted, letting her arse get used to the pressure and open up. It was so cool watching her asshole stretch open and seeing that can pop inside her arse. She loved it. I spent a few minutes gently fucking her arse with the Red Bull can. Something that really turns me on is watching objects disappearing inside a woman only to watch her push it out. I gently but steadily pushed that can all the way into her arse. Watching her asshole close up over the can was so sexy. "Push it out" and I watched the can appear. I grabbed the end and fucked her hard with it a few times. Sometimes slowly. Sometimes fast. Then I'd push it all the way inside her arse again. I loved that. The noises coming from her told me she was loving her arse being stretched and fucked too.

Time to upgrade. Out came the can and her asshole gaped nicely. I couldn't help it. I had to put a finger from both hands into her arse and pulled her asshole apart, so I could look inside her arse. Red, wet velvet.

I picked up a cucumber and covered it in lube. The cucumber slid so easily into her arse. I was soon sliding 6" in and out, anally fucking her. I wanted to push her limits and experience. I pushed that cucumber deeper into her arse until I felt it bump against her Sigmoid Colon but I decided to save going deeper for our next meeting. I also decided that anally fucking her with two cucumbers simultaneously would be saved for next time. Remember, she's not as advanced with anal penetration as I am. I am the first person to fuck her arse with a cucumber. So I fucked her arse with it. Watching that green veggie sliding in and out of her, right in front of me. Her asshole looked so hot and the noises she was making, such a turn-on. She's definitely liked being anally fucked!

After a thorough anal fucking, I decided it was time to stretch her wider. I picked up her big black dildo with the ridges and large knot. She'd told me she had used it in her arse herself so that gave me the confidence to fuck her arse with this big toy. I covered it with lots of lube and pushed it in. One ridge at a time. In. Out. Stretching her asshole. One ridge. Two ridges. Three ridges. She was taking it well and enjoying it. I noticed that she sneaked a hand between her legs and was rubbing her clit. I kept going. She wanted to be anally stretched and I wanted to give it to her. She took all 5 ridges in her arse. All the way in, all the way out. Fucking her arse with 9" of that big thick dildo. The big knot at your base was her limit. I tried pushing it in but she said it was too much, so I kept it at five ridges. In and out. Stretching and pulling her arse open. I dildo fucked her asshole until it gaped without needing my fingers to hold her asshole open.

I felt it was time to tick another thing off her sexual bucket list. I covered my right hand in lube and inserted two fingers into her pussy. I love feeling inside a woman's pussy. Two fingers. Three fingers. Four fingers. In and out. Rotating my hand. Pushing gently. Pushing firmly. Listening to the noises she was making. Watching her reactions. She knew full well that I was going to fist her pussy. We'd talked about it. She said she wanted to be fisted for the first time. I love fisting woman. I tucked my thumb into my palm, bunched my fingers into a cone and pushed.

I love that moment when a woman's pussy is stretched around the widest part of my hand. It feels like a large, tight, rubber band, squeezing my hand. I pushed, twisted, rotated and my hand started to slide inside her pussy. I've fisted plenty of women before and they are all different. Some tight, some loose. Some deep, some shallow. Some women liked tiny, minute movements. Some liked porn star style, punch fist fucking. My hand felt so good inside her pussy. Feeling inside a woman really does feel like a wet, warm, soft, velvet glove.

She let out a big moan when my hand slid inside and her pussy relaxed around my wrist. I rotated my hand to deliberately drag my knuckles over the g-spot. She liked that. I thrust my hand back and forth gently to fist fuck her. Her pussy was much shallower than other women I've fisted. Then I realised, my fingers were still shaped like a cone. I pulled my fingers into a balled fist and i was able to push my hand much deeper inside her. This took her to a new level. My fist stretching her even more. Let's see what kind of fistee she is. Back and forth. Rotating. Faster. Harder. She was so good and this was her first real pussy fisting, taking it like a porn star. Fast and hard. I think she appreciated a finger in her arse at rue same time too. Then she did something that really turns me on. She said the words I long to hear. "Fist fuck me." Hearing a woman asking me to stretch and violate her pussy is so hot!

After 10 minutes of fairly hard pussy fisting, she asked me for a break. Watching her pussy stretch around the widest part of my hand again looked so hot and caused her to moan again. I loved fisting this woman. She was a natural fisting slut. She liked being called a slut and behaving in a slutty manner. It turned her on.

When she got her breath back, she said she wanted to stretch me. Oh yes! She knew I liked receiving as much as I like giving and I had described how to fist me. It was going to be her first time for a few more things.

I got on the bed. Face and chest down on the mattress. Arse in the air, knees apart. Exposed for her. I was hard with anticipation but when I felt her hand grip my cock and her tongue licking my balls, the sensation was exquisite. I love when a woman licks and sucks my balls. She was careful, sucking one of my balls at a time in her mouth. Feeling her mouth consuming one ball at a time. Pulling the skin. Using her tongue. But when she put both my balls into her mouth and gently sucked and pulled her mouth to make the skin taut - heaven! I love that so much! Love mild cock and ball torture. Love a woman using her kinky imagination and experimenting on me.

She let my balls go, dripping with saliva then I felt her tongue in my arse as she continued to grip my hard cock. That felt so good. I love being rimmed by a woman. It's kinky and taboo and slightly depraved. I love how it demonstrates a woman's submission to lick inside my arse. But it can also demonstrate her dominance, using and abusing my body for her own enjoyment. I wanted her to pull my asshole wide apart and climb inside and ruin me. Shove both herb fists elbow deep into my arse and make my asshole prolapse, but I was getting ahead of myself. But the desire and just she was infusing in me was making my cock unbearably hard. It felt like my blood was boiling.

Mmmmmm. Lick that sensitive anal flesh inside my ass. Rimming someone was a new experience for her and she did a really good job. Really enthusiastic. I was glad I was squeaky clean inside so that her first experience of rimming someone was a good experience. I told her so, to give her confidence. I loved how she dragged her tongue over the surface of my asshole and jabbed at it with her tongue. I loved the attention I was getting.

After 5 minutes of worshipping my asshole, she picked up her big butt plug. This was gold coloured and made of silicon, so it was fairly hard but still a little flexible. Roughly the width of a pear by longer. She lubed it up, then I felt cold lube being drizzled over my ass and fingered inside my arse, My cock went up another notch in hardness.

She put that butt plug against my asshole and started pushing. I'm advanced when it comes to receiving anal penetration and with my heightened level of excitement and lust, with little effort she pushed that plug into me. The stretching feeling as it went in felt amazing. She asked me if I wanted her to leave it in and wiggle it or if I wanted her to fuck my arse with it. Remember, this was the first time she had ever done any anal play on someone else. It had all been anal masturbation for her, so she's ticking off things as she goes. I told her to fuck me. Pull it all the way out so it stretches me, then push it ask the way in so it stretches me again. Fuck me. Make my asshole loose and sloppy. And she did. It felt so good feeling that large butt plug going in and out. I could imagine what my asshole must look like when it was stretched around the widest part of the butt plug. And she was looking at it.

This woman was clearly in the same page as me. When one object has been taken, look for something else bigger. She pulled out the butt plus and swapped it for the big black dildo that I had used in her arse. More lube on the dildo and in me and I felt the first ball being pushed in. The butt plug had done its job and the first ball popped into my arse easily, followed by the second, the third, the fourth and the fifth. The balls on this dildo were hard so each ridge made my arse stretch. My arse just opened up and accepted that dildo straight away, which I think surprised her a little. But she must have enjoyed it as I felt the dildo go in deeper. She as clearly intent on stretching and ruining my arse. Good girl!

I could feel my arse really being stretched. I was experiencing that anal stretching sensation where there is a mix of pleasure and acceptable pain. It was the knot at the bottom of the dildo. I was moaning and saying "oh yes", "fuck ne deeper", and delightful things like that, so she kept pushing. When that knot pushed through my asshole, it was a big stretch that hurt a little but it felt so good inside me. She pushed that dildo back and forth inside me, then pulled it out, stretching me hard again when the apple sized knot came out. Then she pushed all 12" back inside. In a short time, she had this huge dildo gliding in and out of me and the knot was stretching my arse each time. It felt so good but being the greedy anal pervert that I am, I asked her to fist me.

She pulled the dildo out for the last time then I felt her fingers pushing at my asshole. There was no delicate one finger, two fingers, three fingers. She bunched all four fingers and her thumb into a cone like I had previously described and pushed her hand inside my ass. The widest part of her hand was no bigger than the knot on her dildo, so her hand slid into me upto her wrist. Even going in so easily, the feeling of her hand inside me was exquisite. It has been a few years since a woman had anally fisted me and her I was. A hand inside me again. I told her to fist fuck me. Rotate her hand inside me, rub my insides with her finger nails. Don't be afraid to pull her hand all the way out and then push it all the way back in. It will go back in. She fisted me back and forth like a pro. I think she had been watching femdom porn with women anally fisting men as research. She was doing a good job.

I told her I wanted it deeper. I wanted it harder. I wanted her to stretch and ruin me. I'd described past experiences to her how I was anally fisted elbow deep. I explained to keep her fingers bunched together in a cone and push deeper. And how she would feel like she had reached the end of my ass. "Keep pushing with a constant pressure and you will feel your hand going in deeper". Oh my God when I felt her hand pass through my Sigmoid Colon and half her forearm fell inside me. Remember she'd never fisted anyone before ever! I told her it felt so great so she wouldn't worry about hurting me. I told her to keep pushing her arm inside me. Push deeper. I wanted to be fisted elbow deep again and I could feel her hand stretching me inside. The feeling was getting intense and so very deep.

"I'm upto my elbow" she declared. I begged her to fist fuck me and I felt her hand withdraw then push back in. She was gentle at first but I think when she saw me stroking my hard cock, it encouraged her to fist me harder and faster. For a first-time fister she was doing a great job. She was pulling her arm all the way back until just her hand was inside my asshole, then plunging the length of her forearm into me, upto her elbow each time. She had definitely watched women fisting men porn. She wasn't at all hesitant. She fisted my arse hard and fast and deep, just how I had explained I liked it in out online chats.

After a few minutes I asked her to pause because the fisting sensation was getting so intense. I was close to an anal orgasm. I told her to fist me as hard and fast as she could for ten seconds. Smash my arse with your fist. Then pull out completely and give me ten seconds rest to let the intensity dissipate. Then do it again. Fuck me did I like this woman anally fisting me. She must have fisted my arse for a good 10-15 minutes before I had to ask her to stop. I hope she looked at my asshole and saw how loose and sloppy and open she had made me.

The alarm on my phone went off. We had been at it for four hours, licking, stretching and fucking each other, almost non-stop. This was probably the best sex session I'd ever had and I've done some really kinky things with women. Both of us were exhausted but fully satisfied. We both agreed that the experience and meeting had been so good that we wanted to do good again.