Girls Night Ch. 04

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Double Penetration

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,” Escort Bayan 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…”

Madison couldn’t help but burst out laughing, then quickly collected herself. “Wow, um…seriously?”

Lucas nodded, looking a little embarrassed. “He says there’s something about hearing his girlfriend cheating on him that really, like, turns him on. He doesn’t want it to stop, so he just pretends like he doesn’t know what’s going on. He even said he was jealous of Simon because Simon got to actually see his girlfriend fucking the other guy.”

Madison shook her head in amazement. “Wow,” she said. “Okay, so, what about Noah?”

Lucas continued. “Well, it’s kind of amazing, but something similar has been going on with Noah. After Simon and Ryan told us what had been happening with them, Noah told us that for the last couple weeks, Chloe has been inviting this guy Steve over. And she told Noah that Steve was her gay best friend, but, um, the first night he came over, they watched a movie together, and Noah could tell that Steve and Chloe were, like, messing around under a blanket.”

“He could tell?” Madison asked.

“Yeah,” Lucas said. “He said he kept his eyes on the TV so they wouldn’t think he was watching, but out of the corner of his eye, he could see all this movement under the blanket and saw Chloe, like, ya know, breathing heavy and getting excited and stuff.”

“Why didn’t he say anything?” Madison asked.

Lucas looked at her, almost like the answer should be obvious at this point. “Well, he was feeling, like, the same way as Ryan and Simon. He got really turned on, so he didn’t want to say anything that would make it stop. And, actually, he got things to go even further, because after a while he pretended like he fell asleep. Once he did that, Chloe and Steve started to, like, completely go for it.”

“Go for it?” Madison asked.

“Yeah,” Lucas said. “Noah said they fucked like crazy right there on the couch while Noah ‘slept.’ And they even made fun of Noah and stuff while they did it.”

“Noah didn’t get upset?” Madison asked.

“No,” Lucas said. “Um, Noah said it actually just turned him on even more to hear them saying stuff about him. Sometimes he opened his eyes a tiny bit so he could see them fucking, and he said Steve looked so amazing giving it to Chloe. So after they finished and Steve left, Noah pretended to wake up and had to go straight to the bathroom to jerk off. And now Steve’s come over a few times and he and Chloe always find reasons to sneak away and mess around. But Noah knows it’s happening. Sometimes he’ll stand outside the door and jerk off listening to them.”

Madison again burst out laughing, unable to stop herself. Lucas looked at her and blushed a little. She gave him a sympathetic smile. “Well, I can see now why you thought maybe I was cheating on you, too,” she said.

“Yeah,” Lucas said, then paused. “So, um, do you think that those guys are all, like, totally pathetic?”

Madison eyed Lucas carefully. She could tell that he was just as turned on by these stories as his friends were. His face was flushed and he was breathing heavily. So she took his hand and gave it a squeeze. “Well…not, like, totally pathetic,” she said comfortingly. “To be honest, Lucas, those Bayan Escort stories kind of…turn me on.”

He had been looking at the floor, embarrassed, but now he looked up at her. “Really?” he asked.

She smiled and nodded. “Lucas,” she said, “be honest. When you asked before if I was cheating on you…were you actually hoping I would say yes?”

Lucas swallowed nervously. “I mean, um…” he said softly. “Kind of, yeah.”

She scooted a little closer to him and put her hand on his thigh, rubbing it slowly. “Why?” she asked.

“Well, I mean,” he said. “The other guys’ stories kind of…turned me on too. And, like, I know I’m not, ya know, super big…down there.” He motioned to his crotch, and Madison nodded. “Those stories made me think about how you must have been with guys in high school who were a lot bigger…right?”

Madison moved her hand closer to Lucas’s crotch. “Well, I’m sorry, baby, but yeah, all the guys I was with in high school were, like, at least twice as big as you.”

“Oh, wow, really?” Lucas said softly. Madison nodded and started unbuttoning and unzipping his pants. As she did, Lucas asked, “Uh…do you ever, like, miss being with guys like that?”

She bit her lower lip like she was thinking about it as she pulled his underwear down and revealed his 3-inch hard-on. “Honestly?” she asked, and Lucas nodded desperately. “Yeah, I do.”

She held his erection between her finger and thumb, then started stroking him with two fingers. “Oh, fuck,” he groaned, and Madison could see a drop of precum oozing from the tip of his dick. “They, uh, they probably all fucked you a lot better than me, right?”

Madison nodded and kept stroking. “They fucked me sooo much better than you, sweetie. They made me cum so many times on their big hard cocks.”

“Fuck,” Lucas whispered.

She jacked him off between two fingers for a few seconds, then stopped. “I have something to tell you, baby,” she said.

“What is it?” Lucas asked.

“I knew about the other girls cheating on their boyfriends,” Madison said. “We talked about it every time we had a girls night.”

“You did?” Lucas asked, stunned.

Madison nodded. “In fact, after Emily cheated on Ryan with Brad, it was my idea to have a little…contest to see who could cheat on their boyfriends in the sluttiest way possible.”

“Are you serious?” Lucas asked. “So, then…you really have cheated on me?”

Madison shook her head, smiling at the hopeful tone in Lucas’s voice. “Not yet, baby,” she said. “This week was my turn.”

“Oh…wow,” Lucas said, taking his dick in his hand, clearly turned on. “What were you gonna do?”

“I hadn’t decided,” Madison said. “All the other girls were so slutty, I couldn’t think of a way to out-do them. But, now that I see how much you get off on it…is there anybody in particular you want me to cheat on you with?”

Lucas swallowed nervously, and said, “Um…wow…well…” Then he stopped. “No, it’s too weird.”

Madison smiled. “Baby, it’s okay. I think it’s cute the way you want me to get with other guys. You can tell me.”

“Well, um…” Lucas said, then let out a sigh. “I think it would be really hot if you, um…if you fucked…Chris.”

Madison’s mouth fell open. “Your brother?!” she asked.

Lucas blushed and looked down, quickly saying, “No, never mind, forget it.”

Madison thought about Chris for a moment. She’d only met him one time, because Lucas said he didn’t really like hanging out with him. They had a sibling rivalry or whatever. She could see why they didn’t get along, because Chris had seemed completely different from Lucas. Chris was athletic and had seemed kind of arrogant, compared to Lucas being artistic and sensitive and shy. They looked a little bit alike, but Chris was much taller and more muscular.

She looked back at Lucas. “I mean, your brother is pretty hot,” she said, but with a little reluctance in her voice, glancing down at Lucas’s penis in his hand. “But is he, ya know…tiny, like you?”

Lucas turned even more red, but she saw his penis twitch a little. “Um…no, he’s not. That’s one of the things he makes fun of me about. He brags about how he’s, like, nine inches or something crazy like that.”

“Oh…really,” Madison said thoughtfully.

“But that’s probably, like…too big, right?” Lucas asked.

Madison smiled, then unbuttoned her shorts and took Lucas’s hand. “Feel my pussy, baby,” she said. Lucas slid his fingers under her panties and felt her wet pussy lips. “That’s what happens when I hear about a hot guy with a 9-inch dick.”

“Oh, fuck,” Lucas said, starting to stroke himself again with his other hand. “So, like…you actually want to?”

“Mmmm, yes, baby,” Madison said. Then she had an idea that she knew would help her win the contest with her girlfriends. “But I don’t really know your brother, so you’re gonna have to be the one to ask him to fuck me.”

“What?” Lucas asked, taking his hand out of her panties. “But that would be so…humiliating!”

Madison couldn’t Escort help but notice he was still stroking himself. She smiled and said, “I’m sorry, baby, but that’s the only way I’ll do it. In fact, stop touching yourself and take your phone out.” Lucas reluctantly took his hand off his penis and picked up his phone. “I’ll let you finish jerking off once you get Chris to agree to come over and fuck me.”

“Oh, shit,” Lucas said. Madison just looked at him.

Nervously, Lucas opened up a text message to Chris as Madison watched. At first he just typed “hey.” When Chris replied with “what’s up bro?”, Lucas said: “um…are you free tomorrow?” Chris replied: “lol u asking me out on a date?” Lucas sighed and typed back: “no! but um…remember how u texted me before after u met Madison?” Chris replied: “lol yeah what a hottie, can’t believe she’s dating a sissy like u.”

Lucas looked over at Madison, unsure what to say. “Tell him I told you you’re too small for me,” Madison said.

Lucas blushed, but Madison could tell he was getting turned on by this. His penis was even starting to ooze precum. He texted back to Chris: “well…she’s been complaining that I’m, like…too small for her.” Chris texted back: “LOL! no surprise there…sorry bro…so is she dumping u or something?” Lucas said: “no but…well…do u think u could help me out?” There was a long pause, then Chris texted: “are u asking what I think ur asking?” Lucas replied: “sigh…probably” and Chris said: “Say it.” Lucas sighed and looked at Madison, who just nodded. Lucas texted: “will u fuck my gf for me?” Again, there was a pause, then Chris said: “HAHAHAHA omg dude…my own brother is a fucking beta cuck…I guess that makes me a pretty lucky guy, huh? LOL.” Lucas sighed and texted back: “whatever bro…will u please just do it?” Chris replied: “LOL that’s right, ask me nicely bitch…first send me some hot pics of her, I want to make sure she’s up to my standards.” Lucas rolled his eyes and said: “come on, you’ve met her, u know she’s hot.” Chris just responded: “I’m waiting.”

Lucas looked at Madison, who was already slipping her shirt over her head. “Guess it’s time for a photo shoot, huh, baby?”

Lucas eyes Madison up and down as she stripped, then opened the camera on his phone. He snapped a few sexy pics of Madison in her bra and panties, then sent them to Chris. Chris replied: “damn I’m gonna fuck her so good for u bro…now show me that slut’s tits.”

Madison giggled, slipping her bra off. “Your brother knows what he wants, huh?” she said.

Lucas nodded and snapped a picture of Madison topless, then sent it to Chris. Chris texted: “I tell ya what bro…I’m gonna make this extra special for u.” Lucas looked suspicious and typed back: “what do u mean?” Chris replied: “my frat bros and I are gonna throw a big party for u and ur gf.” Lucas looked a little panicked but his dick was also oozing more precum. He just texted back: “what???” But Chris just replied: “don’t worry, I’ll text u the deets tomorrow morning.” Lucas tried getting him to say more, but Chris stopped responding.

He put his phone down and looked at Madison, who was biting her lower lip and looking excited. “Oh my god, baby, this sounds amazing, don’t you think?” she asked.

“I dunno…” Lucas said. “I like the idea of watching you with him, but…in front of all those other people?”

“Aww, honey, it’ll be okay,” she said comfortingly, then she had another idea. “Oh my god, baby! I know what would make it easier for you.”

“What?” Lucas asked.

“What if you weren’t the only one?” she asked with a smile.


The next morning, Madison got together with the girls and spilled the whole story.

Emily and Chloe couldn’t believe that their boyfriends had known about their cheating the whole time, and were even more amazed that they were secretly getting off on it. But Jenny already knew, as Simon had gone to her and asked her if she wanted to have sex with Mark again, confessing his desires.

Emily and Chloe couldn’t wait to let their boyfriends know that they had discovered their secret, and Jenny couldn’t wait to tell Simon about Chris’s plan for a party. After meeting with the girls, the three of them went back to their boyfriends and explained everything. They were embarrassed but of course completely turned on. The girls also reached out to Brad and Steve and Mark, so that the guys in the frat could now all coordinate together. They all thought it was hilarious, and in no time they arranged for a big party that night.


That night, the girls all had their boyfriends help them pick out the sluttiest outfits possible, knowing they were wearing them to look sexy for other men. Then they all got to the party, each girl walking arm-in-arm with their boyfriend.

The frat house was crowded with people, all drinking out of red solo cups and dancing. Brad greeted them when they came in, slapping Ryan on the back. “Nice to finally meet the guy whose girl I’ve been banging all this time,” he said with a grin, making Ryan blush. Then he called out to the party-goers, “Hey, everybody, the guests of honor are here!” The crowd started cheering. Brad turned to them and said, “Don’t worry, fellas, we told them all about you.” Then he held his hands up to the crowd and said, “Okay, okay, quiet down, everybody!”

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