Last Friday Night (and weekend) - The Next Week

A recap: 2 weekends ago, I met a couple of 20 year old guys from Reddit that were both lots of fun. Later in that weekend, I also realized that by placing the fuck machine on the my coffee table, it would be at the perfect height to fuck me while I am in the sling. It was definitely a game changer.

This past week, both of the guys from Reddit have emailed me wanting to know when they can come over again. But the one that drove 2 hours to visit the gloryhole has been chatting the most. He started off by saying he enjoyed it but the drive was too much. Which I don't blame him on that. But then he emailed me back saying he was wanting to come over again and he needed to know when he could. The best part was when he said "I really want to fuck you again and cum in your ass. It felt amazing, nothing like ever before." I think he likes it!

But it was obvious neither one of Reddit guys were going to come over and with the super cold weather, I wasn't expecting anybody to visit the gloryhole. So I decided it would be the perfect weekend to play some more with the fuck machine and sling.

I got home from work on Friday. I setup the gloryhole just in case. Later, I started doing a deep clean. When playing with the big boys, I don't want any surprises. So I always make sure to do a deep thorough clean. I wasn't in any hurry, so I took it nice and slow. I cleaned for a while, then I would watch the news, then clean some more, then watch more tv, check the internet, clean again. I didn't rush anything. It took me much longer, but I knew it would be clean.

After everything was ready, I checked Grindr again. I did have a message from a guy. He travels to the area every other weekend and was looking for some fun. He said he was really into gloryholes and asked about the local ones. I told him what I knew, but I also told him I had opened my gloryhole because of the lack of good gloryholes in the area. He said he was interested in coming over, but he couldn't make it until the next morning. I told him that sounded good, we could hookup then. So we made plans for 9am the next morning.

So I ended Friday night by getting into the sling and fucking myself with the smaller dildo in the fuck machine. This dildo is 8" and a medium thickness, but it is super firm and the pointed head is not huge. The pointed head, when lubed up and placed at the hole will slide right in easily. It is always a great opening dildo to start with. After I rode that and got loosened up, I then put in one of my favorites. It is the Cyborg Exploration 9.5 dildo from Fort Troff. The thing has a wicked big head and trying to get that inside my hole is always a good workout. After the head is in, it slides right in before it gets wide again towards the base. The amazing part is when it tries to slide out, the head is wide enough that it catches and won't slide out easily. When I am in the sling, it will actually pull me in the sling instead of slide out. It feels fantastic. So I lubed the Cyborg up and it took me a few attempts to get that big head inside me, but with the help of some poppers and a big push I got it in. I manually rode up and down it for a few minutes, enjoying the pleasure. I then turned on the fuck machine and let it slowly fuck me. Each time it would try to pull the dildo out, the big head would catch on my ring, pull it gently and then push it back into me. I slowly increased the speed, not ready to totally wreck my hole. Eventually, my ring started to give a little more each time and when I knew it was close, I cranked the speed and let it pull the dildo out of my hole. The problem was getting it back in. So I turned the speed down again, and I used my left hand to guide the dildo back in. I let the machine fuck me, pushing the dildo in and then pulling the dildo out all the way. As I guided the dildo, it had no problem hitting my hole. Eventually, my hole had stretched open enough that I didn't have to guide the dildo anymore, it was fucking me and hitting my hole each time. I turned the speed up and relaxed in the sling. It was pure heaven!

I have no idea how long I let the machine fuck my hole, I was enjoying watching a porn with Drew Sebastian (one of my favorites). I kept changing the speed of the machine to match him. Finally as I cranked it up to full speed, that dildo was hitting my prostate just right. I was leaking precum like crazy, my ass was all kinds of pleasure and I knew I was getting close even though I wasn't even touching myself. So I decided to see if I could make myself cum. I went to the next Drew Sebastian porn clip I could find, it was him and Cutter X both fucking some guy. Lucky guy! I was really getting into it, watching this guy take on both of their monster dicks. I was hitting my poppers pretty good, feeling that machine just ravage my hole as that big head on the dildo was hitting my prostate just right. Then I watched as the guy in the porn took both of their big dicks in his hole. That was too much and I started cumming. There was still plenty of precum already laying on my abdomen. So I don't think I came too much, but that euphoria when you start cumming, that total pleasure that takes over your body, and the fuck machine didn't slow down or stop, it kept hitting my prostate as I was cumming. It was too much! When the machine pulled the dildo out, I hit it so it wouldn't go back in. I don't think I could take it at that moment. It took me a few minutes to reach over and shut the machine off. And I just laid in the sling for about 15 minutes, catching my breath, wiping up the mess I had made on myself. I turned the porn off and finally I put my legs down and let them relax while I laid in the sling. That had been intense!

After I decided to get out of the sling (I was still wore out and getting out of a sling is never that easy) I put a towel down on the couch and I fell asleep.

I woke up early Saturday morning. I knew the Grindr guy was wanting to come over at 9. So I went upstairs and did some cleaning. Since I had deep cleaned the night before, there wasn't much to do this morning. I went back downstairs and check Grindr. I chatted with the guy a few times, but 9 came and went and he never seemed interested in meeting. I never asked him if he was coming, cause honestly, I was thinking about the night before in the sling.

I chatted with a few friends on Grindr. One of them loves to Fist Fuck. I've fisted him a few times and he tried to fist me once. I wasn't using nearly as big of toys back then. I've asked him to try it again, but our schedules never work out. The other friend is very well hung, and he can be a bit rough at times, but he has only fucked me once, and when I try to get him over again, he is only interested in me sucking him off (which he can be a bit rough with that too). I've told him that he can come over whenever he wants, but I expect to be fucked by him again. He never seems interested after I say that. Finally I realized it was way after 9 and the guy who was supposed to come over had disappeared.

I was about to get back into the sling when I got a message on Grindr. This guy has been messaging me for quite a while, but we never talk about him coming over. So this time I decided if he was serious or not. I told him I was a bottom and I was really wanting to get fucked. He said he was up for that, he wanted to know if I could host. My entire Grindr profile is about me hosting at my gloryhole. I am not sure who some guys think I am going to host at their place through my gloryhole. But I told him I was hosting at the gloryhole and he said he wanted to come over. So I sent him my address with my usual directions.

I recently realized that Google maps and most GPS companies show my address incorrectly. Thanks to Grubhub, I caught this error. I live across the street and 3 buildings down from what shows up on their maps. So I have started sending this info about the GPS being incorrect, I live on the other side of the street, 3 buildings down, find the house numbers on the mailboxes/mailbox posts, etc. So far, this added info did not help me with Grubhub. Even though I sent it to the driver and I added that GPS is incorrect. He still went to the incorrect address. He told me after I called him and told him that GPS was wrong, he let me know his GPS is correct. Yeah buddy, it still didn't work and still showed you the wrong address. But I sent the info to the Grindr guy, hoping it would help him.

If you think this part is getting long, that is because I watched on Grindr as the guy was in my neighborhood and then for the next 45 minutes, I kept asking him where he was. He did not follow any directions. I kept telling him how to find my place and he kept going to other places. I finally gave up and told him that if he didn't show up in the next 5 minutes, I was locking the door. I never did lock the door, but about 10 minutes later he walked in. I finally realized this guy isn't the brightest guy. But he did have a nice dick. So he pulled it out, I sucked him for a while. He was really cold, I think he had been walking around my neighborhood for those 45 minutes. But I got him warmed up and got his dick hard. After sucking him for about 5 minutes, hea asked if he could fuck me. So I turned around and he wasn't bad as a top. After he came, he kept thanking me and I thanked him back. It was then I decided that he wasn't that bad. Hopefully next time he will remember where I live.

I checked Grindr after he left. The 9 o'clock guy was still missing. But a few minutes later I did get a message from a guy that lives down the street. This guy has been over before, but he isn't very good. And for whatever reason, I never remember how bad he is until the next time he comes over. He is a tall black guy and he had a little extra weight. That part doesn't bother me. I like sucking his dick, it is about 6" and on the thinner side, but when he tries to fuck me, which he wants to fuck me each time he comes over, he cannot keep it hard. And when he is hard, he cannot get in my hole. I always have to aim it for him and when he gets it in, he pushes down on my back and then puts all of his weight on to me and that pushes me forward. I am always afraid I am going to fall and have him fall on top of me. But he tried to fuck me for about 15 minutes on Saturday and couldn't get it into my hole. And honestly, my hole is pretty easy to get into. But he got his dick fully hard and I had just added more spit and lube to my hole. He pushed it in and finally got it inside me and after a few pumps, he was cumming. It was so much work for such little pleasure. After he came, he quickly dressed and left. I think the only reason I let him come over is because I know he lives a few building away and he is there quickly. I just wish he was better at sex.

So after he left, I decided to get back into the sling. This time, I started with the Cyborg 9.5 and got used to it again. After it was easily sliding in and out with no problems, I decided to move up to the Cyborg 10.5. Same dildo, just bigger dimensions. This one is really tough to take the head. So I took it slow. I lubed it up good, I put the head of the dildo right at my hole and I did my poppers. I then slowly worked back and forth in the sling, letting the head slowly open my hole and work it's way in. It took about 15 minutes, I didn't rush it. Each time I made some progress on getting a bit more inside me, I would sit there and let my hole get used to it. After I got most of the head inside me, I knew the last bit was the tough part. So I did some poppers and pushed down as hard as I could and then head popped in. Oh my! My ass was full! It had been a while since I had anything that big inside me and it was filling my ass up!

I sat there for a few minutes, getting acclimated to the bigger dildo. I then reached over and grabbed the fuck machine controller. I was going to turn it on. But when I turned the knob, the machine didn't turn on. Instead, I heard a loud electrical POP! Fuck!

At first, I thought I had blew the circuit, but I realized that the fuck machine was plugged into a power strip and the light that was also plugged into the power strip was still on. So I knew it wasn't the circuit or the power strip. I turned the machine back off and realized that I was going to have to manually fuck myself. So that is what I did, I slowly rocked back and forth in the sling, riding the dildo. Just as when I was doing the Cyborg 9.5, the head of the Cyborg 10.5 flares out really wide and makes it tough to get in or out of my hole easily. I rode the 10.5 for about 10 minutes before I decided to try to pull off the dildo. I was going to see how difficult it was before I decided if I wanted to try it again. I took a big hit of poppers and tried to pull off, but damn it was not budging. So I did a bigger hit of poppers and pulled off. It hurt a little, it took a lot of effort, but I wasn't sure if I was up for another round. Partly because of how hard it would be get back on that dildo and partly because I was so worried about the machine.

After I got out of the sling, I checked the plug of the machine. I didn't see any problems. The power strip was on, the light that was also plugged into the power strip was on. I tried to plug the machine into a different outlet and it still didn't work. I think I blew up the fuck machine! I was still wanting to get fucked, so I decided that I would have to ride the fuck machine myself. So I wasn't ready to do the Cyborg 10.5 just yet. I have another dildo, which I call Big Boy, that is about the same width and length, but it is more penis shaped. BB has straight sides and the head doesn't stick out very much. The only hard part about taking BB is the head gets wide very quickly, it doesn't have a thinner beginning edge. The Cyborg dildo heads come out a much thinner point and only get wide at the bottom edge of the head. So since my hole was stretched a bit, I could put the head of the BB in easier.

I lubed BB up, did the poppers and pushed down on BB with my hole. At first, I didn't realize that I had about 6 inches of BB inside me. But when I started to pull off a little bit, I knew that he had just went right in with no problems. I worked myself up and down it slowly, getting a bit further down on it each time. Finally at one point, I realized I was hitting bottom. I wasn't sure how much was left, so I felt the base of the dildo and I had about 2 inches left. I worked it a bit longer, but when I checked again, I was still hitting bottom with about 2 inches left. I then help my right leg straight out and worked up and down BB a few more times, this time when I was reaching bottom, I felt the dildo and I had gotten about another inch inside me. I just sat there, relaxed and enjoyed the feeling. I slowly pulled most of the monster out of my hole, when I got to the other end, I slowly pushed my way down it again. I did this a few times before it was easily sliding in and out of me. Since the sides are pretty straight on this dildo, it is such a easy ride. I was really getting into riding it, swinging back and forth, letting the momentum of the sling do all the fucking. After about 10 minutes of this, I would stop the sling and just lay there for about 15 minutes with BB still inside me. And then I would start the swinging again. I did this for over an hour. It felt so great. I was enjoying it so much. But being in the sling that long was getting uncomfortable. I finally pulled off the dildo and slowly tried to get out of the sling. I was exhausted by then and laid down on the couch. I was in a state of euphoria and I fell asleep with a smile.

So Monday morning, I looked into a new Fuck Machine. I decided that I was just going to look. I know I wanted one that was a bit more powerful and hopefully had a longer stroke. But some of those are crazy expensive, and I don't want to break the bank. So the plan was to just look and think about how much I was wanting to spend. But after checking them out, I had already bought a new fuck machine (and a couple of new dildos). I cannot wait for it to get here.

By the way, I have added a few video files of my riding the dildos in my sling. The first one is the smaller dildo I usually start with (the dildo is black). Later today, I will add a video (or two) of the Cyborg 9.5. The Cyborg is a white/cream colored dildo. I think I got a couple of the Cyborg 10.5 and Big Boy. I will have to watch them and see how they turned out. They will be in the Toys album in my gallery.

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