Most disappointing Encounters

I often talk about some of the hottest encounters that I remember. For the most part, they are 99% true. I do change the names. I sometimes change something that might give out too much information. But (in my mind at least) they have all been very hot and fun.

For some reason today, I started thinking about some encounters that have been very disappointing. I am not talking about hanging out at the adult bookstore for hours and nobody shows up. Yes, those are disappointing, but I am talking about it was disappointing because the other guy was lame or something else happened.

The first one happened at the bookstore where I used to work. When I worked there, the place was always busy and 12 of the 16 booths had connecting gloryholes. The last time I worked there, I quit because the owner sold it to a corporation. It was no longer gay owned/operated and one of the first things they did was "remodel" the bookstore. That meant they tore down everything including the booth area. The new booths had no gloryholes. They later added 1 gloryhole, which is small and very awkward to use. And the last few years they have had a female manager who is constantly yelling at anybody and everybody who buys tokens to go into the booth area.

A few years ago (so it is after they remodeled) I decided to go there late at night. Most nights, I felt lucky if there was another guy back there. But if there was somebody back there, it was usually somebody I wasn't interested in. College students don't really go there anymore and so many people use online apps for hookups. But I went there, paid my $3 for tokens and went into the booth area. I immediately noticed that there was 2 guys back there. Both of them were in the booths on either side of the gloryhole. I checked out the rest of the place and saw there was nobody else there. I stood in my usual spot, where I could keep watch on the gloryhole booths and watch the entrance/exit to the booth area.

A little bit later, the door to one of the gloryhole booths unlocks and the guy leaves the bookstore. I had seen that guy there before. He has a nice body and dick, but he usually sits and watches, he doesn't do much. I then went into his now empty booth and looked through the gloryhole. DAMN! There was a beast of a man in the other booth and he was completely naked. I put my finger up to the hole, to see if he would play but he made no move. I watched him for a few minutes but all he did was stand there, watch the screen and stroke his dick.

There was a thing about his booth though, the door didn't lock. So I left my booth and pushed slightly on his door. The problem is you really cannot see much unless you open the door a lot. So I pushed it open enough to see a little bit. He then looked over, saw me looking through the door opening and he opened the door fully. I entered his booth and shut the door behind me. This guy was beautiful, muscular and a beast! I am 6'2" and he was easily 6'4" or 6'5". He had broad shoulders with a tapered waist. His body was very hairy and very muscular. And he had a cute boyish face with a 5 o'clock shadow. When I had opened the door to his booth, he had been busy stroking his 7" cock. But when I entered the booth, he stopped stroking his dick and turned slightly to show me his dick. I dropped to my knees and started sucking his dick. I grabbed his ass with my hands. His ass cheeks were big and hard as a rock. When I put one hand on his balls, he slightly spread his legs. I grabbed his balls and used a finger to work between his muscular legs. He moved one foot further apart so I could finger his taint and his hole. He was hot! And I was loving it!

But that was the most he did. For the next 20 to 30 minutes, he didn't move again. It was like he was a statue. I sucked his dick. I fingered his ass. I playfully bit his nipples. I played with his chest hair. I massaged his legs. I felt his muscular arms. During all of that, he never moved. He stood there and watched the screen. At one point, his tokens had run out. He stood there in the dark for a few minutes. I finally dropped all of my tokens into the machine. Finally I stood behind him and I tried to rim his ass. It was very clean smelling. But he never bent over to give me full access to his hole, so I just licked up and down his crack. Finally I stood behind him, my hard cock resting in that wet crack. I rubbed my dick up and down the crack. He never moved. He made no sign that he was interested, that he wanted to get fucked, that he wasn't into getting fucked or that he was even alive.

Finally after about 30 minutes of worshipping his beautiful body with very little reaction from him, I gave up. I zipped up my pants and I left his booth. I turned around to close the door behind me and he never once looked over at me. But I did notice that he had continued to stroke his cock. I have no idea what he wanted.

Okay, this is another disappointing encounter. But this time it was my fault. There used to be 4 adult bookstores in my town. But 8 years ago, 2 of them closed down and the 2 we are left with are owned by the same corporation. Where the one I used to work at is very unaccommodating for booth play, the other bookstore is more open to guys playing in the booth area. They have 4 gloryholes (still in awkward locations though). The few rules they have posted in the booth area, they never enforce them. And it is very rare that they patrol the booth area. For the most part, they leave us along in the back.

The big problem is they are located much further away from my house and they aren't nearly as busy as they used to be. But I do like the place because you are more likely to find guys in the booth area.

One of the best times I have found to go is between 10am and 1pm on Sunday morning/afternoon. During that time, there is almost always a small group of men. Of course most of them are regulars, but there is usually 1 or 2 new guys.

So this particular Sunday morning, I was really wanting to get fucked. I hadn't found much luck online, so I decided to head to the bookstore and see if anything was there. Knowing I really wanted to get fucked, I had did a deep cleaning/douching. Realizing that I was going to be late, I hurried through the deep cleaning and getting ready. I took a super quick shower. I made sure I was clean everywhere but I didn't waste any time. I jumped into my clothes, I grabbed my phone, wallet, cockring and poppers. I drove a little bit fast to the bookstore, it is about a 20 minute trip. I paid my $3 for tokens, went into the bathroom, put on my cockring, and made sure everything was good to go. It was playtime!

There were about 4 regulars in the booth area. I immediately size them up. I have seen these same guys thousands of times. I know what they are going to do.
-One of the regulars was standing in the very far back. Is is secluded back there. He loves to stand there and stroke his cock while he plays with his nipples. I've played with him many times, I love his devotion to the nipple play, but we are both bottoms. We will suck each other, but we never go any further.
-Another regular is a tall guy with a nice hairy body. I played with him a few times when I first started going to the bookstores. But he stopped talking to me and wasn't interested in playing anymore. So for the next 15 or so years, we ignored each other. And then when I started dating my 3rd boyfriend, he was interested again. But all he was interested in was the boyfriend not me. I agreed to let the boyfriend play with him, we tried to have an open relationship. But I watched them and the guy got pissed that I was there. I told him that it was a package deal, and my part was I was going to watch (that is what the boyfriend and I had agreed upon). He wasn't happy with that. So the boyfriend and I left. Needless to say, this regular and I tolerate each other but we do not speak.
-The other 2 regulars were the usual older guys who are very annoying. They are constantly moving around, constantly looking through the gloryholes trying to find something they missed, looking for tokens laying around and being annoying. When they have nothing else to do, they will sit in one of the gloryhole booths, hoping somebody will go into the other side. These are the ones I keep an eye on, they will appear out of nowhere and try to get the next guy.

So on this day, as usual, I always stand in the same spot. It is across the hall from one of the gloryhole booths, it is right next to a different gloryhole booth and it is near the entrance/exit to the booth area. That way I can keep an eye on everybody coming and going. I will do a lap occasionally to keep an eye on things. And I will often stop at the movie display that shows the box of each movie playing. This is very close to my usual spot, but from here I can see the front door/counter area.

As I am looking at the movies playing, I hear the front door open and close. I look up front and see a very good looking guy had come in. He was 30-ish, 6 feet tall, 170-ish. He was very good looking, black hair and blue eyes. I noticed he got some tokens and was headed back to the booth area. So I went back to my usual spot. I made sure my jeans were showing off my bulge. I adjusted it again to make sure. When he came around the corner, he noticed me and I saw him give me a once over. He continued around the booth area, checking it out. He then came over to the movie display, pretending to check it out while he watched me from the corner of his eye. I made sure I checked him out and made it look like I was interested. He then walked by me again, this time he made sure I noticed that he was checking me out. He even stared at my crotch for a few seconds and them smiled at me. I was definitely interested but I left it up to him to decide if he wanted the gloryhole booths or a private booth. He turned around and started walking to the other side. That is where the first two regulars often hang out. So at this point I wasn't sure if he really was interested in me. But I followed him over there and he went into a private booth. He turned around in the booth, and looked out the open door. He nodded to me and I didn't need anymore of a clue, I went right in.

I locked the door behind me as he put tokens into the machine. Then while I added more tokens to the machine, he started to undo my belt and zipper. I helped him get the button and I dropped my pants to my knees. He immediately started sucking my dick. He was good! He enjoyed the piercing. He was able to go all the way down without gagging. I would grab his head and fuck his face. I pulled off and he sucked on my balls. I was enjoying it! But I had to stop because he was going to make me cum too soon. So I pulled his shoulders up and he stood up. I helped him undo his shorts, getting the zipper and button undone. He leaned in and we started making out. He was good.

I dropped down to my knees and started sucking his 8" dick. He had a small patch of black pubes at the base. The base was average thickness, but it got really thick in the middle and tapered down a little bit towards the head. It still had a nice big head on it. It was a lot of fuck to suck. His head was big enough that it made me gag a little bit each time it passed down my throat. When I would go all the way down, he would grab the back of my head and start to fuck my face. I love that!

We swapped positions many times, we had sucked each other 3 or 4 times. At some point, I was really wanting him to fuck me. Each time I went down on my knees, I would play with my hole. I would spit on my fingers and rub it on my hole. And when he would suck on my dick, his fingers found my hole and were rubbing it and playing with it. Then the last time I got down on my knees, my hand went to play with my hole. And I felt something wet. More wet than it should have been. I pulled off his dick, and looked down to discover that my ass had leaked from when I had deep cleaned earlier. You really have to make sure you get all the water out when you clean. I was in a rush and I hurried through the process. Not only had some water come out but also some of the natural mucus. It was clean, but the mucus looks a little yellowish-tannish in color. That day I was wearing white underwear and the water and the mucus was laying in the crotch of the white underwear. It did not look good. YIKES! I tried to close my legs, hide the stain. I sucked his dick as best I could without it being awkward. But then he pulled me up so we could switch again. This time, I pushed my pants and underwear all the way down, trying to hide the stain, but he was already down on his knees and he saw it. He stood up and got dressed and left. I grabbed a paper towel and wiped it up. But the hottest guy I have been with in a long time had already left. And neither one of us had gotten off. I left the booth, but he was gone. We had been in the booth for over an hour and it looked like everybody else had left. To this day, I always double and triple check to make sure everything is gone after I deep clean. I would hate for that to happen again.
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A cautionary tale indeed. Something similar happened to me a couple weeks ago in my way to the sex party. I had to work that morning until 11 and the party was to start at 1:00. So I rushed home, did a quick but (to my mind) thorough clean-out, took a quick shower and headed out. I’d even performed the “dildo” test, you know, shoving a dildo up there after cleaning to make sure you’re clean. And I was.

About a block away from the party I felt like I had to fart. So I pushed a little to get the gas out. But not just the gas came out. I’d basically shit my pants. Well, watered them.

I was able to get to the bathroom at the venue and was able to clean up, and had a plastic bag in my backpack to put my wet underwear in, and I was able to continue the party afterwards without further mishap, but it did give me a bit of a scare.
 
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Douching/cleaning out is a very new thing for me. I bottomed a few times during my younger years, but it was very rare that I did any anal. It wasn't until I met my first boyfriend 30 years ago that I started bottoming regularly. I bottomed for him once or twice a day for 5 years. He turned me into an anal whore! And I love it.

But it has been recently that I started cleaning out before anal sex. So for 25 years, I got fucked without cleaning out. But when I met the last fuck buddy (about 5 years ago), I decided it was time to start cleaning out. He was very blessed with a thick 9" cock. But the amazing thing about him is how much he loved to rim my ass. He would rim for about 30 minutes, open up my hole. And then he would take turns rimming my ass and fucking my hole with his monster dick, constantly switching back and forth. He is the reason I decided to start cleaning out and getting my ass as clean as I could for him. I really miss his ass pleasing techniques.

Now I cannot think of getting fucked by a decent sized dick without cleaning out first.
 

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