It's a short story from when I went to school, but you might like it if you like the topic.
 I hung out with a group of "friends" and they were all assholes talking about things like which girl at our school was hotter or if they would approach one to begin with, because most of them were too shy to even talk to one.
 Until one of us brought up the topic that Juan (a friend in our group) had a mother who was hot and on top of that she was single.
"Hey, but she's my mother, you're stupid, how can you even think of talking about her?" is what Juan said, apparently it affected him that they would talk about her since let's say that despite being a little old, she kept up quite well, especially the Back in the day, I remember that when I saw her for the first time, the first thing that stood out about her was her big firm, round and sexy ass. The lady was very kind, attentive to her son's friends and sometimes she got flirtatious.
She wore leggings, I don't know if it was to show off, but that made that part of her stand out even more.
 I got into the conversation when they talked about her "I would fuck Juan's mother, with that ass who wouldn't dare" he laughed a little at me in a mocking way and started to be defensive "You have never "I talked to a woman and you think you can get closer to my mom." That bothered me a little but I didn't give it much importance until she named my mom. "I'm sure your mom is the whore who prostitutes herself on the corner showing her breasts to any homeless person." I just laughed at how he said it but the others stayed silent I just told him "At least I don't have a faggot dad who abandons his wife because he has few balls."
Juan did get angry because of what I said and he hit me, he started provoking me to fight with him, for him it was the first time he fought with someone and for me too, but he was very angry because of what I said and he started throwing insults and getting crazy. (It seems that this thing about his dad had affected him a lot) in order not to prolong the fight, I just kicked him in the balls and he stayed writhing on the ground for a few minutes.  The others helped him and I felt bad but at the same time proud to keep his mouth shut.
After that, at school he didn't speak to me and many times he just looked at me with resentment or at least that's what it seemed like, until one day he texted me on my cell phone.  A little of the conversation summarized:
 "What happened still looking for a fight"
 "No, I didn't just want to apologize for what I said about your mom, it wasn't right and if you're right, my dad was a pussy for leaving my mom alone and upset."
 I didn't understand the sudden change he had but I still kept talking to him to see what the point was.
"Well, but what about that, why are you apologizing?"
 "I just didn't want to leave things like this and I want to remedy it"
 "And that's why you sent me this"
 "They are my mother's thongs, they are the ones I found in her drawer"
 "Yes I realize but why are you sending me this?"
 "Look, I know it may sound crazy to you, but after what happened I started to reflect and I think... I want you to flirt with my mom."
I still couldn't believe what that asshole Juan was telling me, he was asking me for something like that, but I didn't understand why I obviously thought it was a joke or something like that but he continued with the topic.
 "Are you serious, your mother is an idiot, you know that I can send these things to others and your life will die, right?"
 "That's why I want this to stay between us, please humiliate, I want you to fuck my mom."
 I couldn't believe what Juan was asking me so I ignored him for a moment until he sent me a photo
"You see how much my mom wants a cock, please fuck her, I want you to humiliate the hole where I was born"
 "Juan, son of a bitch, you took those photos"
 He responded that he would continue taking photos for me when his mother was distracted and he did, for some reason these types of situations made me excited and it was getting worse to think about the asshole who sent me photos of his mother.
 "They are photos of my mother, when she is distracted I take photos of her even when she dresses that she looks like my mother to you"
 "Well, she is just as I imagined her, she has an incredible ass, I don't understand how your dad left your mom with a tremendous body."
"If the truth is, it was a faggot, I have more photos if you want" even though I was thinking about his mother's body, it seemed strange to me that he would show me photos of his mother at times when she was distracted, so I proposed something that fascinated him: "give me your mother's number."
 Juan hesitated for a while until he finally gave it to me and asked me what I would do with his mother's cell phone. We were both nervous, both he and I, but I was a little more anxious about what was going to happen. "I'm going to blackmail your mother." "If she cares about how they look at her then she will do what I ask."
 The call started out normal, I never spoke to his mother face to face so for her he was a neighbor from the area where he lived.
"Madam, I think you are not understanding me."
 "I know what you want and let me tell you that I am not an easy degenerate woman, listen to me, I'm going to call the police, I'm going to file a lawsuit against you so that you don't come and threaten me with this, you hateful asshole." She was already raising her voice and with very right.  But Juan didn't want him to stop despite being nervous and you could tell by how he shook when he heard his mother shout on the phone. He didn't let me speak at any time, until she hung up on me.
 "Haha, your mom, yes, she knows how to argue."
 "Asshole, what if she really does that, what if she finds out about us?" Juna was upset by how she ended the call (but she still didn't give up on me)
 "Your mother's number is also the phone number"
 "Yes, but what good is that?" although at this point I was already excited and a little upset by the discussion, I didn't want to miss the opportunity to do what I said, so I sent her photos of her with a text "If you don't want me to makes it public or shows it to your son, you will do what I say." Juan didn't know how to react to what he was doing, and almost immediately the lady answered me and called me again.
"Hello, now you are going to listen to me"
 The lady just gave a break because of her nerves I guess and told me that she would listen to me, Juan heard that last thing and still seemed stunned by what was happening at that moment I couldn't think of anything so I just told him to masturbate and let me listen to it.
 Juan's mom's moans were exciting, not to mention that he made me hard, while Juan was touching his crotch but he wasn't giving it any importance because of his mom.  "Show me how you masturbate, little bitch." The lady turned on the camera and showed how she was masturbating with her fingers. For Juan, that was the most exciting thing to see how a boy of the same age made his mother demigrate to masturbate for him. I don't regret it. of that scene.  "I'm a whore, I can't stop feeling excited" she was still getting upset while cursing me for making her do that "you're a son of a bitch, when I have you I'm going to hit you, you damn degenerate" I was just enjoying how her son was touching himself all over himself out of his pants for watching his mother masturbate "I think your son is the son of a bitch, keep masturbating you bitch"
 Since then I continued to bother Juan with his mother more and more, I must say that he never wanted to do that but after leaving that experience he made me a pervert for mature women or for my friends' mothers.  I have more stories so I'm going to share.