How I went from a Top to a Bottom fisting whore

by Sublifer

25 Jun 2021 4790 readers Score 9.2 (49 votes) PDF Mobi ePub Txt


I felt like I was just coming into the gay scene. The gay fisting scene that is. My curiosity door had been flung wide open and I intended to leave no rock unturned. I was a young lion climbing the hill of fisting and I was hungry as a hobo on the holidays.

So here I was taking a fist every chance I got. It didn't matter if you were young or old, or in between. A fist unlike a cock, did not go limp. I had no problem meeting up with older men that were into fisting. I discovered a few websites frequented by a lot of fetish lovers who were into fisting or handball as some call it. I'd simply get into a few chats then mention I was into fisting.

I quickly learned that it was more appropriate to be a versatile fister as some people considered you too greedy if you didn't return the favor. But it worked out just fine with me being labeled a versatile bottom.

One day, an old friend who had fucked me in a few gangbangs had told me that he heard I was into fisting now. I said I was. He asked me if I was still doing porn but I told him I wasn't really doing too much of that anymore as I hadn't done one in awhile. I asked if he was interested in coming over and wrecking my hole. He said yes, but asked if I could travel because he would prefer to host. I said I'd be down for either so I got my things together and headed over since as usual I was prepared and ready to go.

As soon as I arrived, I could feel the lips in my ass quivering. My legs were actually shaking as I was a little nervous as usual but so damn horny for the excitement ahead. When my friend, whose name was Don, opened the door, I realized I was getting more than I bargained for.

He welcomed me in and there sitting on his sofa was a pretty good looking young man who I'd have to say was pretty damn hot. He introduced his friend as Tommy. I didn't know if Tommy was staying or leaving. But then Don said,"you don't mind if my buddy Tommy joins us do you?" "No problem,the more the merrier," I said.

Up to this point I had only fisted one on one. This would be the first time I bottomed for two guys other than a regular gangbang. Don had a sling so he motioned me to climb in. I quickly dropped my jersey shorts and wearing only my jockstrap and long socks I climbed into the sling, inserted my feet in the stirrups and nervously waited with my legs wide open for the hole wrecking to begin. I was so nervous.

Don lubed his hands up with jlube until they were dripping and then began to massage my hole. He slipped his fingers in quickly and worked his way up to four fingers. He told me to relax. I exhaled all my breath as he went for the big push. A quick UGH, and it was in. That's my boy, he said. Now relax and enjoy. After about a minute of Don playing with my hole, I saw Tommy pouring lube all over his hand. I thought Tommy was really hot so I wanted him and his fist.

As Don's fist exited my loosened up hole, Tommy's hard fist slid right in. I leaned back in ecstasy. My eyes rolled in my head. I was loving it and told them to pick up the pace. For the next hour, in and out they went exploring every inch of my hole. It was a non stop orgasm it seemed. Tommy then asked what I preferred more. Depth or width. I really didn't know but since I was too scared to go really deep I said simply, "width I guess."

Don looked at Tommy and said, "well if he wants it, let's give it to him." Don then slid his fist in me as Tommy slowly inserted his fingers. I had never taken two fists at the same time, much less two guys fisting me. I admit I was really scared but I was too involved to stop now. It took a couple of minutes of finding the right spot and then Wow! My hole opened up like it never had before. Don said, " there all the way in!"

I had never felt that much pleasure before. Just the thought of my hole stretching to accommodate two fists at the same time gave me the greatest feeling of achievement I had ever experienced. I decided right then and there that I wanted to make double fisting a regular exercise of mine. It didn't take long for word to get around that I was a double fisting bottom.

On more than one occasion, I'd find myself at a bar with friends, and catch one of them gesturing towards me and whispering, "my friend over there, he can take two fists at the same time." That usually meant, after leaving the bar we would all end up going to someone's place in order for me to prove the point that I could really take two fists. I didn't mind. In fact, I didn't mind it at all. My friends would jokingly call me the slut of the group. I would almost always be quick to agree and make it a point that there was no one in our group that hadn't either fucked or fisted me. It was actually true though. And of course, whatever newbie was in the group that day, they would quickly respond, "I haven't done him yet!" And then the usual afterparty would once again take place.

Always on the lookout to expand my horizons, since I was taking on quite a few guys on a regular basis, I decided to see how many fists I could actually take in one months time. 30 fists in 30 days I decided. I had been saving up my money for awhile now so I went online and ordered a Jim Support sex sling. I now had the necessary gear and I was ready. I decided in two weeks, December 1, would be my start date. For the next two weeks I messaged all my fisting friends, and told them I needed them to help me accomplish this goal. Everyone was eager to lend a hand and told me they would all go online and try to find more guys that might be interested in joining.

December 1st was a Saturday and I had a longtime friend named Jim who was willing to be my first. I told him to come in at exactly 1pm. I told him I would leave the door unlocked and be in my sling with my legs open and ready. Jim came right on time as expected. He took one look at me, dropped his pants and started stroking his hard 8 inch cock. He said he wanted to fuck my hole first then lend me a hand.

Jim fucked the hell out of me and after what seemed forever he busted a hot load up my ass. What happened to no barebacking huh? He then looked at me and said, "I'm gonna use my cum as lube for your ass." He inserted his large fist and went right to work twisting and turning and wrecking my hole. He fisted me for another hour until finally my ass was through. I told him I was done. He asked if he could fist me another day or does my project require a different guy every time. I said it was not a requirement to be 30 different guys just 30 times in one month.

Saturday the 2nd came, and again 1pm and this time it was my friend Steve. He said he was here to assist me in my goal. Another ass wrecking session and I was in heaven. A little later in the evening around 6pm, I got another text. This time it was someone I didn't know who heard I was taking fists. I gave him my address and said to come over. Again, I was taking a very aggressive fist. My ass was still pretty sore but regardless I took it.

Sunday turned out to be an off day as I didn't receive any messages that day. But since I had two the previous day, I was still on track. And so on it went one, then two the next day, then maybe none the next. But I did manage to get 3 in one day, one in the morning and two sharing me at night.

After 3 weeks (21 days) I was sitting at 19 fists with 11 to go. My friend Don called and told me if I would like to attend a fisting party. I had never been to a fisting party but I said I was willing to go. He told me I'd probably be able to get a lot of fists in just one night. I was down. I wanted to hit this goal and at this point nothing was going to stop me.

I arrived at the party about 30 minutes after start time. The party was already in play. There were about 15 guys on hand mostly in their 40s and above from what I could tell. I quickly spotted Don and he asked me if I was ready for some fists. He told me that he had informed everybody of my little project and they said they were more than happy to help out.

He motioned me to a sling and so the fist fun began. One by one, I was treated to fist after fist, with one intention to wreck my hole beyond my wildest dreams. The whole night I was on my back staring up at the red lights that lit the room. In the overhead mirror I could see the greedy fists that were taking turns on my hungry hole. Finally, the pain in my ass became too great. I decided to listen to my body and quit while I was ahead. Not only had I survived my first fisting party but I walked or should I say staggered away with 9 fists to add to my totals. Definitely, a five star night. I had to take a couple days off and since I was now at 28 fists I could afford a little rest time.

My rest time didn't last too long. A couple of days of rest and my phone was vibrating again. I was now at 29 fists and the next day was Christmas Day. The 25th of December and 1 more fist to hit the magic 30. I decided my friend Tommy the hottie was going to be number 30.

Since it was Christmas and I had family gatherings planned I made a deal with Tommy that we would have to make it a late Christmas meeting. We settled on an 8pm startime. At 8pm sharp Tommy opened the door. I was already in my sling waiting on number 30. Tommy asked if it would be ok if he filmed it for his own private use. I said, "fuck it, lets do it."

First came the lube, then came the fist. Tommy fisted me even better than the previous time. He talked dirty to me the entire session while he worked my hole to total expansion. I was getting hornier and hornier with each thrust. I demanded it. I told him to fist me harder and deeper. I wanted to swallow his fist and never give it back. Tommy got the hint and slid his other hand right in. Now he was doubling me and pushing harder. Deeper I mumbled. Deeper! I was now grabbing the sling chains and telling him to fist me like the whore I was. I wanted nothing more than to be his personal fisting slut. He told me he wanted to claim my ass as his. I told him I was all his anytime. He said ,"you know I like to whore my boys out right?" I told him I didn't care I was his slave and I would do as he pleased. I leaned back as I started to get a little hazy from the poppers. He kept shoving both his fists in and out of my hole. After a while I felt a sharp slap to my face. I looked up trying to come into focus. He said, "congratulations slut, you did it. 30 fists in 30 days!"

To be continued...