Fisting!

For about the last 10 years, I have enjoyed Fist Fucking (FF).  It all started when a fuck buddy of mine asked if I would fist fuck him. When it came time to play, his friend wanted to join us. That night I ended up fisting both of them. At the time, I filed it away as experience, I wasn't planning on doing anymore with it.

The next time it happened, I was at the adult bookstore. This place was pretty run down, but it was the most popular one in town. I ended up in a booth next to this really hot guy. He was just a hair taller than me, maybe 6'4" or 6'5".  He had a big muscular body, that was covered with tattoos and piercings. This was a few years after I had got my Prince Albert piercing, so I was really infatuated with them at the time.  Turns out that he used to have a Prince Albert, but he had an issue with it and had to take it out. But he did have his nipples and ears pierced. He also had a beautiful thick 8" cock, that I couldn't get enough of. But in that weird twist of fate, he was one of the hottest guys I had seen in a long time and he was a big bottom. At the time, I was more versatile, so I fucked him for a while, but his ass was pretty loose and he had no problem taking my thick pierced dick. He finally asked me if I was into FF. This was a few months after the time with my fuck buddy and his friend. I told him I've done it before but I wasn't super experienced with it.  He suggested we go to his place and get me some more experience.  He was so fucking hot, I would have done pretty much anything he asked. 

We went to his place, he explained that he was "straight" and married to a woman, but he loved having his ass played with. I asked if she knew about the FFing and he told me that she does it to him a lot. Next thing I know, he is naked and bent over the couch. He pointed at the lube and I went to town. He was super loose and it took little effort to get my huge paws into his hole. And for the record, I do have huge paws. When I did food service work, I had to wear XL gloves and I usually had them rip because they were too small.

I played with his hole for about 30 minutes. I was really getting into trying new things, exploring how far I could go and what his limits were. He could take a lot. I even got to try something I had seen in a porno. The guy had put his hand inside the bottom and then pushed his dick in there and started jacking himself off inside the guy. I realized he was loose enough to try it, so I lived out one of my fantasies.  This made me cum quickly inside him. I found the experience to be incredible. I wasn't really sold on FF before, but now I loved it. 

Over the next few years, I discovered a small group of guys who were into FF. Most of them were bottom, which I was hoping to try taking a fist myself and I needed to find at least a versatile guy, if not a top. The problem was, my hole was not ready for any of that. I had some (what I thought were) bigger dildos. I worked hard on taking them. But in reality, they weren't that big. When I did try to take a fist, it was always a no go. I eventually gave up on the idea and my FFing fun was over. 

In about 2019, I bought a fuck machine. You put a dildo on the machine, grab the controller and fuck yourself. I had a really hard time getting the angle and position right. I would try it occasionally, but I would just give up.  It didn't help that most of my dildos at the time were softer and hard to use with the machine. 

But in 2020, Covid hit and I was stuck in quarantine for 3 months. Luckily, I had bought a few new toys, dildos that were a little harder and easier to use on the fuck machine. I had plenty of free time, so I worked on using the machine and soon had the technic down. I began fucking myself 4 or 5 days a week. It got to the point, were my big dildos weren't so big anymore. I was taking them with no problems. I started buying even bigger dildos and started using them. I became addicted to fucking myself with big toys!

In early 2022, one of the guys I used to FF contacted me. He wanted to know if I was still into FF. I told him I hadn't done it in a while, but I was still interested in trying to take a fist. I ended up going to his place that night. He had me relax on his bed and he got me into position. He lubed up my hole and the next thing I know, his fist opening my hole. It took a little bit to get his knuckles through, but damn, that was fucking hot1. I took my first fist!  He fisted me for a little bit, I then fisted him and then fucked him.  We ended the night with him fucking me and shooting his load inside me

A few weeks later, I got an invitation to a bear orgy. A couple I had played with a few times was hosting and I had no reason to not accept the invitation. When I arrived at the orgy, it turns out I knew everybody there except for 1 guy. One of the guys was a guy I used to fist. I hadn't seen him in about 5 years, so it was a pleasant surprise. He asked if I was still into FF. I told him that I had just taken my first fist about 2 weeks ago and was interested in trying more. After everybody had been playing around for about an hour, he told me that I needed to get into the sling. I gladly jumped up, took my position in the sling. He lubed up my hole and told me to take a big hit of my poppers. Next thing I know, I felt his fist slide right inside me. For the next 20 to 30 minutes, he slowly fisted me. He also worked on going deeper, I was really enjoying this. Next thing I know, he is punch fucking my hole. Punching his fist into my hole, pulling it out and punching it back in. He started slow, but quickly picked up the pace. After about 10 minutes of this, I look over and everybody at the orgy was sitting there watching him punch fuck my hole. They were amazed by the scene, but I was even more amazed considering this was only my second time for taking a fist. But I became conscious of everybody watching me and I was new at this and wasn't sure about how much further I could go. Needless to say my friend that was fisting me realized that I was needing a break. He helped me out of the sling while the other guys thanked us for the show. My friend later told me that he wanted to work my hole some more when he had more time. He had some things he wanted to do to me!  (I'll talk about that in my next post!)