MackyJay

Hey my fantastic followers, I've been through some total crazy and complete hell for quite a while. So very sorry as I've posted a few times I was getting ready to update and start some new stories and then didn't. I really apologize sincerely. I think and hope the total disaster of the last few years is finally over. I am definitely going to try to start writing again very soon. Love you all. MackyJay

I've been fisted before but the last time was a little over 8 years ago. Only stopped because my 'trainer' had a sudden fatal heart attack. Miss him dearly as he wAs so soft spoken and me being new was also very gentle. He was so good that it surprised both of us when on our first session his hand actually slipped in. Great surprise since the majority of my life I had been completely straight with zero idea of doing anything gay and my 'anal cherry' had only just been popped approx a year before. On our 6th session, just after we had both got naked and on his bed, he told me I had to make a decision by our next session. He told me that usually by either the 2nd or 3rd sessions he told others he fisted about his usual way of doing things. He went on to tell me that his regular sessions, once he started a guy, was that when ready to fist that came first and normally last from 45 minutes to an hour. Then he required the ones he was fisting to allow him to take what he called his 'dick break' where within about a couple of minutes after stopping fisting, he would be hard and his break was to be allowed to fuck a guy bareback until he would cum inside them. Then would come a real break and if there was more time, he'd start fisting them again but if he was refused his 'dick break' that would end that guy's time. Plus I also had to decide just how far I wanted him to go with the fisting. WOW, what a shock that was to me. We had a great fisting session, probably because of the tension that revelation caused. I had a huge amount of thinking to do before our next session. It was quite a sorry for me because I already knew he was HIV POZ but undetectable and was very focused on making sure he was always on his meds. But, back at that time there was nothing being said about u=u as doctor's were still unsure. So when I got home I started researching everything I could find about HIV POZ guys, even undetectable ones. There actually at that time very very little to find out, ugh. So I also did a huge amount of thinking about it. At that time the thought of getting pozzed freaked me out a lot but I was so turned on by how great it felt getting fisted. By the time I called him to set up our 7th session, I'd made up my decision with an idea of my own. When I arrived, we started out like usual. Get naked, use his shower that had an attachment that could be inserted up my hole to get a very good clean out, then into his bedroom, where this time we both just sat on the bed to discuss my decisions. I told him I'd done a lot of research plus a huge amount of thinking since last time. I told him I was definitely scared because of him being POZ even though undetectable. I told him I wanted to discuss an idea I'd come up with to see if he'd be ok with it. I said I wondered if he'd be willing to take a gamble on his 'dick break'? I told him I wanted to flip a coin for it. It was to be 2 out of 3 flips. If 2 heads came up, he got to take his regular 'dick break' but if 2 tails came up, he'd still get to take his 'dick break' but he'd have to promise to pull out before he started to cum. He kind of acted like he didn't like the idea but after only a couple of days minutes he agreed. Then came the discussion on how far I wanted to go. I told him that although I really loved the feelings it caused in my hole I had decided that the furthest I decided I wanted to go was no more than getting his fist in me but no further up my hole than 6" up his arm, plus I wanted him to work on stretching my hole wider so that at least one time he could actually get both his hands in me at the same time. We came to those ideas to agree upon. So, I got in my pants pocket and pulled out a quarter to flip. First flip was a head, 2nd flip was a tail, I was very nervous on 3rd flip and OMG actually dropped the coin which took one bounce and landed just under his bed. This caused us to talk about what was next. Should I get coin back and reflip or should the flip count and whatever it was under the bed stood. Only took us like minute to agree that whatever it was under the bed would count. He grabbed a flashlight and we both knelt down to look. Quarter was only just barely under the bed and I got lucky as it was a tail. We then got up on the bed and he started fisting me for a full hour. As soon as he pulled out of me, I could see he was really looking forward to his break. He had, I already knew, a very beautiful cock of just over 8' long and quite fat. He positioned me on his bed on my back. Then crawled up between my legs and lifted my legs way up and wide spread and as he got his cock closer he actually lifted me higher up so that I was almost upside down. When he inserted that beautiful cock to start fucking me it was almost exactly like straight up and down like a pile driver, lol. He had very good stamina and fucked me for approx 45 minutes before he told me he was getting close to cumming. True to his word, he all at once pulled his cock out of me and approx 4-5 seconds later he erupted. With me being upside down, when he pulled out his cock was right above my face and as he was cumming I opened my mouth and was able to catch I'd say close to 90% of his cum, then swallowed it. Then came a reg break and then, WOW, he fisted me again for close to another hour. That was our 7th session and for the 8th and 9th sessions same routine. But we all know that when gambling good luck will eventually stop and on our 10th session my luck ran out as 2 heads came up. The fisting session was another fantastic hour long. Then came time for him to get his reg 'dick break' not having to pull out. He outdid himself lasting just a little over an hour before he erupted deep inside my hole. Then reg break followed by another full hour of fisting. When we got ready and on his bed for our 11th session, he suddenly asked me if I had forgotten to bring a coin to flip. I told him I'd been thinking since our last session and since I'd already let him cum in me it was already probably too late for me to if it took, so I had decided we might just as well not flip a coin again and he could just have jis regular 'dick break'. So it was decided and both the fisting part and his break plus more fisting seemed to be much hotter. On our 12th session, after fisting me, before he pulled out, he grabbed a marker and put a dot on his arm, then pulled most of the way out to start working, like usual, on trying to stretch my hole to get both of his hands in me at the same time. He always positioned mirror so I could watch. After another approx 15 minutes, I could see that he was so very close to getting both hands in at same time. Looked like he only lacked maybe a quarter inch of making it. Then he pulled out all the way and got out tape measure and OMG again so close. Remember I'd decide to start with that I only wanted his fist in but no further up my hole than 6" of his arm. Both of my goals were so close. Along with only being approx a quarter inch short of both hands in me at same time, the measurement up his arm read 5 5/8", only 3/8" short, ugh. We both agreed though that by our next session but no more than the one after that that I'd reach both goals. Unfortunately that 12th session turned out to be our last as approx 8 days before our next session was when he had that fatal heart attack. He was such a wonderful person and I still to this day miss him terribly. Now for an update. Lately I've started to miss that feeling and have started posting that I'm looking for a new guy to restart me. Only difference is that since then I've become a huge amount more kinky pervy so once I find new guy and agree to let him restart me, I'll not have those old goals as once started I've said that I will NOT have anyway so on how far new guy goes nor will I be able to stop until he says so, lol.

I'd tell myself to stop being a completely straight guy and go immediately to becoming gay and for M2M sex now.

For the majority of my life I was completely straight with zero idea of doing anything gay. Then approx between 15-16 yrs ago, extremely horny, when a guy asked to suck me off, I allowed him to. Then between 8-9 yrs ago, I finally slowed a guy to pop my 'anal cherry' and just over 8 yrs ago I finally declared myself as now being gay and for M2M sex only. Because of my late start, although I really haven't kept exact count, I'd estimate that since that first time I got fucked till now, I've not fucked more than approx 15-20 different guys and I've been fucked by approx 45-50 different guys a total of approx 65-70 times. Therefore, if there are guys, and from some of the postings I've seen on different sites, who have fucked over a thousand guys or been fucked by over a thousand different guys or maybe are in both categories, I take my hat off to you for sure as I have never been able to get anywhere near enough cocks fucking me to completely satisfy my needs. I've developed extreme ED and don't actually remember the last time I actually got hard, so for at least the last approx 6 yrs I've been a 100% bottom only, plus I decided I could not stand the feeling of being fucked by a cock in a condom, so just a little under 8 yrs ago I banned their use while I'm being fucked and have actually turned approx 5-6 guys down who insisted on wearing one, although I'll make an exception if a guy is wearing a cruel condom as I'm curious how one feels, lol. Want to fuck me, you'll do it bareback only or I'll say goodbye. One last thing is, about a yr and a half ago and after a good couple of months of researching and thinking very hard about it: since I'll only get fucked bareback and I hate all meds, I came to the conclusion that it'll happen sometime, I started posting on all sites I'm on, that I am now officially on the chaser list and I'm looking for a HVL TOXIC HIV POZ gifter to hopefully fuck me bareback several times to make sure it takes and convert me to HIV POZ also. Plus, I've made a friend, online and I'll probably never get to actually meet him in person who is a full on HVL AIDS guy with an AIDS WASTED look and his look really turns me on and I want pozzed so I can join him in having an AIDS WASTED looking body that I find to look so extremely HOT. He's been full AIDS now for approx 29-30 yrs.

My second favorite way of kissing, just after shotgunning.

I'm actually still fairly new to being gay and for M2M sex only. My 'anal cherry' was only popped between 8-9 yrs ago and I only declared myself to be gay just a little over 8 yrs ago. Never kept actual numbers but after thinking about this several times my best estimate would be that I've been fucked by between 45-50 different guys a total of approx 65-70 times.

I'm so happy that my story has stayed one of the most read and enjoyed stories on here. Thank you to all. I've had one set back after another the past few years. I keep wanting to add to my other stories I haven't finished but then some new craziness comes up and I have to keep postponing. I'm hoping that in the next month I'll be able to finally start writing again.

I'd join such a group for sure.

So sorry you didn't enjoy my story. It does seem that you are in the minority though as you're the only one I've found that didn't rave about it.