Note: this story involves cheating, cuckolding, and a little homosexuality.
Madison spent a day racking her brain over how she would outdo the other girls, struggling to think of anything. She figured she would come up with something during the week and invited Lucas over to hang out Saturday night.
That night, they sat on the couch together watching TV, when Lucas grabbed the remote, turned the TV off, and took Madison's hand. "Um, hey, baby, there's something I kind of want to talk to you about," he said.
Madison looked at the serious, kind of nervous look on his face and got a little worried. Was he about to break up with her? Even though she had been thinking of creative ways to cheat on him, she would have been devastated if he dumped her. She squeezed his hand and said, "Sure, sweetie, what is it?"
"Well, I want to ask you something," he said. "But before I do, I want you to know, it's really, really okay for you to tell me the truth. I promise I won't be mad."
"Um...okay," Madison said, a little confused as to what this could be about.
"Okay," Lucas said. "Um...are you, like, cheating on me?"
Madison was a little stunned. "No, baby," she said. "Why would you think that?"
She saw him eyeing her, trying to figure out if she was telling the truth. Then he nodded a little, as if deciding that he believed her. But there was another look in his eyes now too. Madison couldn't be sure, but it almost looked like he was disappointed? "Well, there's something I have to tell you about your girlfriends, but it might be kind of upsetting," Lucas said.
"Okay..." Madison said.
"Well, the other guys and I had a boys night last night while you were having your girls night," Lucas said. She nodded. "And, well, it turns out the other girls are all cheating. So, like, I thought maybe you were doing the same thing."
Madison's mouth fell open. How had the other girls gotten caught? "I...no, I promise, I'm not," she said. "But, um...how do you know the other girls are cheating?"
"Well," Lucas began, "we were all hanging out, and Simon said he wanted to tell us something. So he started telling us this story about how Jenny, like, convinced him to have a threesome with her ex-boyfriend, Mark. But, um, Simon confessed to us that he has this problem with, like, premature ejaculation. And so, when they were having their threesome, he, ya know, got too excited and came like two minutes into things getting started. So, uh, after that, Jenny and Mark just, like, went off to the bedroom and had sex...while Simon just sat in the living room."
"Oh, um, wow," Madison said, acting like she had no idea this had happened. "Simon must have been pretty upset, huh?"
"Well, um, that's kind of the part about it that I guess is a little weird?" Lucas said. "Because Simon said that while he was listening to the two of them, ya know, going at it, he started getting, like, really excited, even though he had just gotten off. So then he went to the bedroom to see if he could join back in, and he saw Mark, ya know, fucking Jenny. And Simon said that Mark is, like, a lot bigger and stronger than him, and Jenny was really, really into it, saying that she missed his dick and he was fucking her so good and that kind of stuff. And Mark told Simon to wait to join in because he was about to make her cum..."
"Wow," Madison said, trying to suppress a smile as she heard this story again. She couldn't believe Simon had told his friends all about it.
"But Simon was, like, really turned on. He said he was thinking about how he'd never been able to last as long as Mark was lasting, and how hot it was watching Jenny get so into it. So he, like, started stroking himself while he watched Mark give Jenny an orgasm, and when she came, Simon just, um, shot his load into his boxers."
Madison couldn't help but let out a giggle. "Simon actually told you guys all that?" she asked.
"Well, he was pretty embarrassed," Lucas said. "But we kept telling him it was okay and to keep going with the story."
"You guys are such good friends to him," she said with a smile. "But, um, that doesn't sound like Jenny really, actually cheated on him?"
Lucas thought about it for a second, then said, "Well, okay, I guess maybe with him and Jenny, it wasn't technically cheating."
"Okay," Madison said. "But with Ryan and Noah...?"
"Well, so," Lucas continued. "After Simon told this whole story, he asked us if it would be, like, totally weird if he asked Jenny to, ya know, keep having sex with Mark, while Simon watched."
Madison's mouth dropped open. "Seriously?" she asked, thinking about how delighted Jenny would be if Simon made this request.
"Um, yeah," Lucas said. "He said he felt bad that he never really got Jenny off the way that Mark did, and since it really turned him on to watch, it would be, like, good for both of them, ya know?"
"Uh, yeah, I guess that makes sense," Madison said, trying not to laugh. "So what did you guys say?"
"Well, that's how I found out about Ryan and Noah getting cheated on," Lucas said.
Madison was very curious to hear this part of the story.
Lucas continued, "So, when Simon finished his story and asked us for advice, Ryan immediately jumped in and said he was so glad Simon had shared that story, because there was something similar that Ryan wanted to talk about too. And so Ryan starts telling us about how for the last few weeks, he's been having these phone calls with Emily where he can, like, actually hear her cheating on him."
"What?" Madison said, trying to act shocked that Emily would do such a thing. "I mean, like, is he sure?"
Lucas nodded. "Definitely," he said. "He said that the first time, Emily said it was just the TV or she was eating something or stuff like that, but Ryan could definitely hear her, like, giving another guy a blowjob."
"Really?" Madison asked. "Like, what could he hear?"
"Well," Lucas said, "he said he could hear a lot of, like, licking and slurping sounds, plus moaning and stuff. But what really gave it away was that sometimes he could hear the guy talking dirty to Emily. Like, um, calling her a 'little cheating slut' and, um, asking her if she wanted him to cum on her face while her 'loser boyfriend' listened."
"Oh, wow, that's, um, terrible," Madison said, even though her pussy was getting wet hearing about it again. "So, um, what did Ryan do about it?"
"Well, that's the thing," Lucas said. "I guess he kind of felt the same way about it that Simon did. Because Ryan hasn't told Emily that he knows what's going on. And the last few times he's heard squealing and spanking sounds and stuff, like they're, ya know, fucking. And apparently the guy likes talking dirty to her about how Ryan's listening, and it makes Emily moan and laugh and stuff. But Ryan just, like, keeps listening and, um...ya know...touches himself..."
