One of my friends in middle school had a mom who he could boss around. We were in 8th grade when I met him and we were both 14, but he acted quite immature for his age and it was because he was extremely spoiled at home. When I was at his place he could yell for him to make him food or get him something from the store and she immediately did what he said with no hesitation, he treated her like a servant around us but she doted on him. His mom was this young beautiful woman and me and my other friends never understood why she put up with being treated like that, if I’d talked to my mom the way he did then she would have slapped the shit out of me. She did whatever he wanted though. I remember a time that friend was at my house playing a new playstation game I just bought, he played for 10 minutes and decided he liked it so he called his mom and said “mom, go to the store a buy me [game], I want it there before I get home” and then just hung up without waiting for an answer. That kind of thing happened all the time. Then one day me and another of my friends went to that guy’s house and knocked on the door, but there was no answer. We walked around the outside of the house to get to the back door, but on the way we passed the window to his mom’s room. As we walked past we both noticed some weird sounds coming from inside the house, so we went up to the glass and looked through. The two of them were in there, naked, with her on her hands and knees and her son behind her fucking her doggystyle. He had her hair in his hand and he was using it to pull back her head, his other hand was slapping her ass, and he was slamming himself in and out of her very hard. He really wasn’t holding back, he was being very rough with her and it looked like she was having trouble taking it. It clearly wasn’t his first time either, it was obvious he knew what he was doing and unlike the rest of us he definitely wasn’t a virgin. The window glass was pretty thick but I could hear the sounds very clearly, it must have been very loud inside the room. Slapping of skin on skin, and the noises from his mom were like halfway between a moan and a scream. She had a ridiculous expression on her face too, I think she was cumming when I looked in. It was a shocking sight, but oddly their relationship actually made more sense to me after that.
The next time we went to that friend’s house he could tell we were acting weird when his mom was in the room, we were both all flustered and found it hard to look her in the eye. Our friend called us out on it and asked what was up with us, and didn’t believe us when we denied there was anything going on. He kept pushing and I suspected that he knew we were aware of his secret, and eventually we admitted that we’d seen them having sex through the window that day. I thought he’d be panicked that his secret was out but I was surprised by how he reacted, he actually seemed pleased that we’d seen him. He was very proud of the fact that he was fucking his mom, he was all “It’s awesome right!? She does whatever I say! I bet you wish you could do that with your moms! I never even jerk off anymore, I just use my mom’s pussy now and it’s way better than my hand!” We were both virgins so we had a lot of questions about what sex feels like and he was happy to answer them and describe in detail how his mom’s pussy feels when his cock is inside it, I had to admit I was pretty jealous. It still freaked me out that he was having sex with his own mom, but I still couldn’t hear enough about it. He offered to show us pictures on his phone and we were both eager to see them, he had hundreds of her sucking his cock and stuff. In the first photo he showed me I found it hard to believe the cock she was slobbering over was actually his, it looked way too big, but in the next one we could see his face in the shot too. The ones that struck me the most were of his mom passed out sprawled on the bed after a long session with his cum leaking out of her shaved pussy. I had a raging boner looking at that picture and I could tell our other friend did as well, that night I masturbated twice just remembering what it looked like. About a week later he actually fucked her in front of us, that was pretty surreal.
Me and my other friend were at his house and out of the blue he just casually mentioned that he’s going to go fuck his mom now and asked us if we wanted to watch. We both said yes, and he just yelled for his mom to come into his room. I could hear her obediently running up the stairs and when she arrived she asked if he wanted food or drinks, but instead he told her to strip down and get on the bed. She looked at me and the other guest and seemed very reluctant, she obviously really didn’t want to do it. She tried to gently argue with him, saying something like “honey, don’t you think it’s not a good idea…” but her son cut her off and said “MOM! Take your fucking clothes off!” and she immediately did what he said. It was amazing the control he had over her, he was an 8th grade boy bossing around a grown woman. We just stared at her, I’d never seen a woman naked close up before and this one was extremely hot. A slim, petite, and delicate looking body with a flat tummy, but surprisingly large and very perky breasts, basically the perfect body. We were both gaping at the sight in front of us with our mouths hanging open, just taking it all in. She was uncomfortable being naked in front of us, her face was red and she was looking to the side and making a half-hearted attempt to cover her boobs with her arm. Her son walked up and took her arm away, then grinned and said to us “she’s smoking hot right!? Look at these boobs!” and gave one of them a squeeze. I could only nod. He showed her off to us a bit more, like she was a prize racehorse or something, even making her spread her legs so we could see how smooth her pussy was and explaining that he makes her shave twice a day. She was clearly humiliated being shown off like that to a pair of teenage boys, but she did everything her son told her with no complaints. When he was done with showing her off to us he took off his clothes too, then pushed her down onto the bed and climbed on top of her. I was surprised by how much pubic hair he had, I only had a little bit at the time, and even though I’d already seen it in those photos it was still striking how big his cock was. You really wouldn’t have guessed he’d be so well endowed, he didn’t look like the type at all, he was a very typical looking middle school brat. Quite short for his age and pretty skinny, pudgy face with red hair and freckles, not very mature or masculine at all, but then he had this pornstar sized dick. It was easy to see why his mom had been screaming so loud that day we saw them through the window.
So, his mom was lying flat on the bed and he was kneeling in front of her with a smile on his face. He stuck a couple fingers into his mom’s pussy and made her gasp, then took them out and happily announced to us how wet she was, holding out his fingers so we could see the slime on them. Then he got on top of her and without any further foreplay he just plunged his cock into her. She lost her composure straight away and screamed as he penetrated her, I’d never heard anything like it before. He didn’t waste any time building up and right from the beginning he was fucking her very hard, I think he was trying to show off for us so he wanted to do it as roughly as he could and elicit the most powerful reaction from her. His mom was writhing around underneath him and moaning but he was remarkably composed, he was talking through it the whole time and giving a kind of running commentary. At one point he said “OK, I’m gonna hit her cervix now, watch what happens!” and then he jabbed it in her as deep as it would go, she jolted and screamed again with the impact. I didn’t even know what a cervix was at the time but I could guess from the context. He told us that he could feel that his mom was going to cum soon and told us to watch her face as it happens, she tried to cover her face with her arms but he yelled at her to take them down so we could see. She did make an amazing face when she had an orgasm. He said he was going to try to make her cum twice more and he succeeded in that, he fucked her for about half an hour straight with no breaks before finally cumming in her and pulling out. She was lying on the bed breathing very heavily and staring at the ceiling, like she was in a trance. He just sat up on the bed and took a huge gulp from a water bottle, then grinned at us and said “that was awesome right!!?” Then he said we should go down to the living room to play some CoD and told his mom to make us all some sandwiches. That snapped her out of her trance and she said “yes honey” and tried to sit up, though I could tell she was sore from what he’d just put her through. When she came in to bring us our sandwiches a few minutes later she was acting just like her old self again, as if we hadn’t all just watch her get ravaged by her son, the only difference was that she was walking with short steps and a slight limp as she carried the plates. I remember thinking that my friend must be the luckiest kid in the whole world.
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