Date: Mon, 7 Aug 2023 17:15:58 +0000 (UTC) From: Gregory Eugene Subject: Pool Expectations I really appreciate all this site does for me. I love the stories and its obvious that there are a whole lot of other people who do too. I hope you take some time and donate a little, or a lot, to help keep the site alive and healthy. Pool Expectations I do remember enjoying my above ground pool. I'd take the ladder and put it up so that it was hanging on to the side. That would allow us to circle around and around, forming a whirlpool. You could just let the water take you, the current was like a lazy river or such. Or you could try to fight your way upstream. When my sisters and their friends were in the pool, they were not strong enough to stay in place. They were just swept up. I would do that with other kids or just by myself. I did like to skinny dip too. There were some boys from school who would swim with me. Some I could convince that skinny dipping felt great. One would pull off his suit any chance he got. He claimed that my sisters couldn't see anything underwater. They could and they got old enough to really enjoy it. Who was I to stop that from happening. My sisters went topless when it was just family. They rarely had a tan line up top. I would go skinny dipping after dark. I hate to admit it but the pool substituted for showers and baths for several summers. It was great for getting cooled off to sleep, and for getting rid of smells coming from my body. I'd would just step out the back door and slide in. Sometimes starting with my swim suit on, sometimes just dropping my shorts and underwear by the door. I'd love how my balls would float and feel weightless. And there were several occasions that I would jack off. The filter would often help with that. The suction would suck my dick right in. I thought that was just my secret until one day my dad said something about being careful. He meant that I should make sure I could get my dick out or I might have to be stuck a couple of days before anyone noticed. When he said it, I didn't realize what he meant. It was several months later, as I sat in class, that all of a sudden, it hit me. My dad was telling me not to get my dick stuck. I think I blushed all over. It was a couple of years after the vacation trip that I wrote about. The first year we had the pool. My parents took my sisters to camp. I didn't want to go and my parents didn't argue much. They even added a day or more to their trip. I was really liking the idea of being home alone. My initial thoughts of planning involved sleeping as long as I wanted, being naked the whole time, jacking off as much as I could, and seeing how many times I could jack off in a single day, and skinny dipping at any time. Thoughts about things like getting food, cooking, and having money to get groceries or food would follow. It was easy enough to get burgers and ice cream. Just an easy walk in either of two directions. The kitchen had plenty of food anyway. The morning they left, I had to roll out of bed and hug them all good-bye. The hugs were awkward, I was wearing underwear but I was also very boned up. A very normal thing for me in the morning. I wanted to go back to bed. I stood over the toilet, leaned against the wall, and tried to relax my boner enough to start peeing. It took awhile but I drained all my pee. It was after noon when I was forced to wake up again. I had to pee even worse now and no matter what I did, the urge wasn't going away. This time, I reverted back to my routine. Instead of waiting for my morning wood to ease up, I would jack off. I'd go quickly. It still felt good but it wasn't the kind of jack that I'd have day dreams or fantasies. It was a good load. I kept playing with my dick and I never got completely soft. When I got completely hard again, I remembered that I was going to see how many times I could jack off in a day. Well, why not! I stroked and stroked. I had to change hands. Then I got loud as I let loose! I ended up splattering me, the walls, and the floor. I had the thought that was the way cuming was supposed to be! I spent the rest of the day going in and out of the pool. I'd get out long enough to get food or drink and get back in. I did float around on the inflatable raft. Part of the reason for that was to get some sun on my dick and balls. I thought it would be cool to go back to school with it all tan down there. I kept having to tell myself to take my hand off of my dick so that the sun would shine on it. By the end of the day, I got enough sun, a little too much. I had a sunburn there. It wasn't horrible though. I hung out in the house, eating supper, and staying naked. I felt so naughty walking around the living room and kitchen with my dick and balls flopping around. I watched TV while laying on my back and with my dick in view. I watched it go from limp to hard without even touching it and it grew so nicely. When it was dark, I went out to really just get wet in the pool. My dick had another idea and he made me jack off and shoot again. I did notice a little light in the window of the house next door. The next day started with just getting out of bed, grabbing orange juice and with my morning boner still in charge, walking to the pool and slid in. Instead of laying on the float, I walked around and jacked off. I watched the wicked white stream come out of my dick. That was so cool to see. It wasn't long that I had to pee. I stood on the ladder and aimed up and over the side of the pool. I didn't want that nasty pee to be in the pool, cum was alright, just not pee. I was in and out of the pool. I still didn't put any clothes on. I was in the house during the hottest time but went back out. I was just floating around when I heard the gate next to the pool open. It scared me, and I was thinking if I could hide my nakedness. I saw it was my neighbor, oh, and a couple of his friends. My neighbor was a couple of years younger than me. We didn't hang out much because of the age difference but we were nice to each other. He and his friends came up to the side of the pool and put their arms on the side and then put their chins on their arms. Although I was holding onto a ball, I couldn't hide. And he said, "ya ain't wearing anything, huh?" We talked about it and laughed several minutes. They got me to admit that it felt really good. I said I got sun on the sensitive parts. It got a little mean when he said we even saw you jack off. I actually didn't know what to say, I was truly at a loss for words. When they laughed at that, it wasn't all that mean. It was like they liked the idea and liked catching me. They described what they saw and it was exactly what I did. So, I responded like it was a good thing to get caught. I don't think they thought I was going to be that honest about it. Then my neighbor said that it wasn't even them that caught me doing it. It was his sister. I said a lot of "oh shit!" and "really?!" and "oh no!" I wasn't real sure what to think about it. I know I had a thought that she may tell her parents or my parents. I thought that maybe she would tell everyone in school. She was older, she was in college and not home except for the summer. I didn't think that they could see me from their house but the boys all said that they could see it all. Not only the sister was watching but all the boys. The boys got laughing. They said they even watched the sister rub her "snatch" as she was watching me! We kept talking long enough that I settled down. My heart wasn't racing any more. I was feeling a little strange but I was enjoying talking to the boys while I was completely naked. I'd even reach down and grab my balls or dick just because. I did find out that the sister was not watching, she had left the house right before the boys came over. I did ask the boys if they wanted to get in with me. I did have some naughty thoughts. The boys said they couldn't that evening but the more we talked, we decided that they could come over during the day. And NO SWIM SUITS were allowed. I stayed up pretty late that night. I was enjoying laying on the floor in the living room, completely naked and playing with myself. Not really jacking off, playing with my balls and my scrot. I had the fan blowing and it was cooling my balls. I didn't realize how much my scrot would stretch. I was also surprised at how much I was giving off an odor. I was clean, had just come out of the pool, and yet, I smelled like worn underwear. Not poop but like cum. I thought it was just the scent that my balls gave off. Like the saying back then, "the sweat off my balls", it had a definite scent. That was one of my Dad's favorite expressions. I fell asleep there. I didn't jack off before going to sleep and I didn't jack off when I woke up. Although, I did learn a little trick that morning. I went out to unlatch the gate by the pool and my boner was bouncing back and forth (yea, I thought it was cool). Then I stood there and relaxed and while still boned up, I started pee. I had no hands involved, just let it point naturally. It was a good and a sad thing, I could pee without jacking off or waiting for my boner to go away. A while after sitting around the house, watching TV and trying not to touch my dick, I went out to the pool. As I got to it, the gate opened and the three boys walked in. They were all smiling and all their eyes were looking directly at my dick. I was limp but stretched out. My neighbor had on just a pair of shorts, like nylon athletic shorts. The other two had t-shirts, shorts or swim suits, shoes and socks. It looked like they all had boners. We stood around a little bit and talked, not really talking about swimming or skinny dipping, just guy stuff. Somehow, I didn't feel all that weird standing there naked. It was finally time to get in. I walked over to the ladder as they were getting undressed. I barely had my hand on the ladder when my neighbor splashed into the water. The other two were pulling clothes off and giggling. My neighbor was tall and skinny. He had really small nipples, so small that it was a noticeable thing. He was tan and it really showed up when his white middle showed up. His dick was also dark, almost like it was tan too but no way that happened. From his armpits down, his body was straight and smooth. And he really didn't have a butt. You just looked at his back and all of a sudden there were two dimples and a crack. He did have a good bunch of pubes. When wet, they just layed on his belly and looked dark but when he dried off, they were light brown and puffed up even though they were really curly. The way he was moving and such told me he really wanted to show me what he had. The other two boys were laughing. I think mostly at themselves or each other. They walked around to the ladder and I saw glimpses of naked dicks. The first boy was pretty muscular, he had a thick body, big arms and legs. When he stepped down on the ladder, his dick was about even with my eyes. His dick was very thick, it matched the look of his body. It was a little gnarly and had a bend to his right. Very curly pubes. His circumcision scar was more than half his dick. He slid in the pool and smiled at the feel of the cool water. The other boy was very pale compared to the rest of us. His pubes were a lot lighter in color and not nearly as curly. His boner was curved up, his dick head was pressing against his belly. I was trying to figure out how he could jack off or have sex with anybody. He had balls that really swayed, and pink and wrinkled. I was enjoying checking them out and I didn't notice that I was already stroking my dick, slowly. At that point, I asked my neighbor, "Your sister isn't watching, is she?" He answered "Nope" but I wasn't convinced by the way he said that. He also grabbed his boner and laid on his back in the water and shook his boner toward the windows on the side of his house. Over the next couple of hours we went from grazing a boner against a leg, banging boners together, holding balls, feeling how hard each other was, to doing some stroking of each other. I probably said a little too much about how it was to jack a gnarly curved dick, and a dick that looked like it was attached at both ends. (or as my neighbor described: he was fucking himself) At one time, we were in the middle of the pool, all very close and hands were moving from each dick and each balls to the others. I wasn't sure who was stroking me and they got me very close to cuming a few times. I wasn't sure if any of them really wanted to cum or just play. That was really starting to frustrate me. I hadn't had many opportunities to have somebody get me off or to make somebody get off. I was getting the feeling that this chance was going to waste. It felt great but I really needed to shoot. These guys also liked to talk and kid each other about liking it or just grabbing dicks. Then they shut up. I was enjoying them being quiet and not so mean to each other. It was also when I paired up with the boy with the straight up dick. He whispered that he wanted to show me something. He grabbed me by the butt and pulled us together. The bottom of my dick was pressing against the bottom of his. I held onto his butt cheeks and I knew I was going to cum at any time. I just felt so sexy! I was breathing weird and fighting the urge to cum. Then, without warning, my neighbor poked his finger into my butthole. It didn't go in deep, but it definitely went in! I then made a sound that would follow me as long as I knew these guys. I yelled, "HI-EEEEE!!!" I had never said that, I had never heard anyone say that. It just came out of my mouth! As it did, I started cuming. The other boy held me up and it was clear that he was cuming too. He was growling, like a normal boy, none of that Hi-Eeee sound. I think they told other friends because I heard that Hi-Eee or saw it written in dust on my car or elsewhere. Just before I got the finger in the butt, my neighbor and the boy with the gnarly dick had both cum. I was looking for signs of cum in the pool. There were definitely strings that I could see. We all took a different `corner' of the pool and leaned back to recover. We did say a few things about how good and fun it was. The discussion quickly went to more mundane things. I used to get a guilty feeling after cuming, even if I was alone. Other than that, I felt great. We got out, They laid out on the loungers to dry off. I sat on the picnic table and was looking at them all. I was enjoying seeing their limp dicks and mine was hanging loose. It did turn out that the neighbor girl was there and was watching. She would tease her brother all the time about it. She was the one hiding and pleasuring herself. I am pretty sure that I entertained her a few more times over the years when I had chances to skinny dip. I liked the idea that I was getting spied on. I didn't always jack off but I was boned up many times. I had another day that I could skinny dip before my parents got back. I had no audience and no one joined me. I did get a lot more sun. It made when I had to put clothes back on feel like I was wearing sandpaper. It also helped me realize that I needed bigger underwear. I got to where I was talking to my neighbor when ever we saw each other and when we went to Calvin's Burgers for lunch the next week, I told him we could have another opportunity for more fun. My parents had to go get my sisters from camp. I still didn't want to go. It would be a quick, overnight trip. So we had just the one chance. I didn't say it would be about dicks and jacking but it was understood. We were going to do it at night. I was at the gate next to the pool and looking through the crack. I saw him come walking and when he got away from the street, he pulled off his shorts. There was enough light that I could see his dick swinging. He didn't have to get naked there, he was doing it for the show. And I acted like I really appreciated it when he walked in. I went from limp to boner in about a breath. We were checking each other out as we said hello. He reached down and started playing with me. He was doing as much with my balls as he was with my dick. I tried to match what he was doing. He brought up how I reacted the first time in the pool when he poked me. He acted surprised when I said I had never been butt fucked. And even more surprised when I said I had never been finger butt fucked. He made it sound like one of his favorite things to do. Yet, he also said that actually, he had never done it either. I couldn't tell which was the truth. We were standing so closely that I thought I needed to kiss him. Our mouths were just inches apart and felt his breath on my face. I'm glad I didn't kiss him. The next thing he said was "Are you M T?" I didn't know what M T stood for. He asked me several times and said M T very slowly, as if I should know what he meant. He finally spelled it out E-M-P-T-Y. I still didn't understand, I was so lost. When he asked if I was full of shit, I thought he meant that I was teasing that I didn't understand. I finally got it when he asked me when was the last time I took a shit. Oh, oh, oh! He used that against me for several years too. He would see me and say "ya full of it?" That was sometimes an invitation to have some fun, like on the night of my graduation party, and the night of his graduation. When I understood, we decided that I better go in the house and shit. My whole body was shaking as I sat on the toilet. I even got in the shower and got my hole so nice and clean. I was thinking the whole time that I was finally going to get butt fucked. I had thought about it for years but it had never happened. I had second thoughts and almost just stayed in the bathroom and not come out. I was thinking about how it felt the rest of the day after he poked his finger in me. That excitement took over and I decided to go try it. One thing about getting nice and clean, it makes skin not very slippery. I knew nothing about lubes, well, other than the lube that was on my Dad's nightstand. I went back outside and I caught him wiping some precum from the tip of his dick. I knew about that, and liked it. And he got my balls and walked to the back corner of the yard where it was really hard to see from anywhere. He got me close and this time, he started the kissing. It wasn't the best kiss I ever had but it was a real one with tongue. It helped me. He reached under my balls, my legs spread a little, and he moved his finger and found my hole. I didn't yell anything, maybe a little purr, but he just rubbed on the outside. He was giggling a little as he started wiggling his finger. It was feeling good but not going in. He got a little more serious and I felt his finger touch inside but not deep at all. I was oozing precum then and he said "good" as he used that finger to catch some. I little slicker but not nearly going in. I guess I really was a tight-ass like my friends said. He was getting a little frustrated with me and he got behind me so that he had full view and full access of my butt. He spit on his finger and lined it up. I could feel it start in, and keep going, and a little more, then felt some heat. Then a pop and he was in. Not deep but past the sphincter (that was new to me). Wiggle wiggle wiggle and I was feeling good, and like his arm was going inside of me. He would push and wiggle, I was trying to control my hole but I couldn't tell if I was doing good or not. My knees kept bending like I was about to fall. He pulled his finger out and it made a popping sound. He grabbed my balls again and dragged me to the picnic table. He had me bend over the table and spread my legs. He reached up and put his finger in my mouth to get it wet. Yea, it pissed me off a little to taste my own butt but I didn't complain. He still had to work to get his finger in. And I felt another knuckle go in. I felt his hand press on my butt cheeks. He wiggled his finger and all of a sudden, there was a bolt of lightning go through me. Nobody ever told me that I had another organ in me. Nobody ever told me about a prostate thing. Nobody ever said it would feel good to get it messed with. I thought it was the other end of my boner. I just knew he needed to keep going. I don't think I was saying any real words but he was laughing at me and telling me to really enjoy it. I thought I was cuming over and over. I was waiting for the orgasm to stop but it just kept going. My body was writhing with pleasure, I never writhed before! He was really playing with it. Doing different things with his finger. Sometimes he would do it so much that I couldn't take a breath. Other times when he would stroke slowly, it made me buck and jump. And he was nice and just barely touch it. That let me reset but also make my legs quiver because I needed more. I was soaked with sweat, my nose was running, I had slobber coming out of my mouth. I could see clear cum running out of my dick. I was convinced that I had shot all my sperm already and just the clear cum part remained. He asked if I was ready. I grunted like I was saying yes but I really didn't know what I was ready for. Oh geez, he got even more serious about finger my button. I didn't realize it at the time, but he had a second finger in me. He beat them on my button and I had such a feeling that I couldn't breathe. I felt shot after shot of actual cum shoot out. I could feel it go through my dick as well as that feeling in my button. I had several spasms that were completely dry but they felt as good as full cum. I started asking and begging for him to stop. He stopped but left his fingers in. He waited a minute and did one last drumming. I yelled and almost fainted. I couldn't move for awhile. He stayed there and was gently rubbing my butt cheeks and a little of my hole. He was a little amazed that he could look in my hole! It was hot out but the air that hit my hole felt very cool. It took awhile but I finally recovered. The whole time, he was slowly stroking his dick and holding his balls. He was waiting until I would suck his dick. I probably would have, if I only had enough spit in my mouth to make it work. He sat on my lap, I got my dick, still semi hard, to fit in his butt crack. And I reached around and jacked him. He put my other hand on his balls. That was one thing that he always really wanted, no matter who was jacking him, he wanted his balls played with. He didn't last very long but he stayed on my lap. He did a little grinding and my dick was hard again. We got in the pool and floated around. I kept feeling my hole as it returned to normal. He liked rubbing our dick heads together. That ended our fun for awhile. My sisters were back home and they were almost always around the house. He and I became friends, rather than the kid next door.