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Note: this story involves cheating and cuckolding.
The following night, Jenny and Simon were sitting together on his couch watching TV. “Hey, baby?” Jenny asked him.
“Yeah, sweetie?” Simon asked.
“Um…I’ve been thinking about doing something that might make our sex life a little more…exciting,” she said.
“Oh, yeah?” Simon asked, intrigued.
“Mmhmmm,” she said, rubbing his thigh. She heard his breathing get faster and knew he was already getting worked up. She moved her hand up a little higher and started rubbing his crotch through his jeans. “You know my friend Katie?” Katie was Jenny’s junior friend who had told her all about Brad. They hung out from time to time, and Jenny had noticed Simon’s eyes practically popping out of his head when he looked at her. It made sense, she was a very sexy redhead.
“Uh, yeah” Simon said, not sure where this was going, but clearly enjoying Jenny’s hand rubbing his crotch.
“Well, I know you think she’s hot, right?” Jenny asked him.
“Ohh…uh…well, I mean, sure, she’s very pretty,” Simon said, his voice getting a little shaky as he got more excited.
Jenny leaned in and spoke softly into his ear, rubbing his crotch more quickly. “Well…so, I was thinking…maybe we could…have a threesome?”
“Ohhhhhhh fuck,” Simon whimpered. Jenny could feel him squirting into his underwear already and couldn’t help but giggle. He turned red and said, “Shit, I’m sorry, honey.”
“It’s okay, sweetie,” Jenny said. “You know I’m used to it. So…I guess you like the idea?”
“Uh, well, yeah, that sounds amazing,” Simon said.
“Well, good,” Jenny said. “The only thing is…” She hesitated.
Simon took her hand. “What is it, baby?”
“Well,” Jenny said. “I just feel like, if you get to have a threesome with me and another girl, it’s only fair if I get to have a threesome with you and another guy.”
Simon looked surprised. “Oh…um…well…”
Jenny looked sad and started to act guilty. “Oh, I’m sorry, honey, I shouldn’t have even asked, that was so stupid of me, I’m sorry.”
Now Simon felt bad. “No, no, don’t apologize,” Simon said quickly. “I mean, you’re right. It’s, um, only fair. Did you, like, have somebody in mind?”
“Um, well…I know it sounds weird, but I think I’d only feel comfortable doing something crazy like a threesome with somebody I already know, just like I’m already friends with Katie,” Jenny said.
“Oh,” Simon said. “Like who?”
“Well,” Jenny said, “you know how my ex-boyfriend Mark goes here?”
“Your ex-boyfriend from high school?” Simon asked. “You…you want to have a threesome with him?”
Jenny pretended to act embarrassed. “I mean, not if it’s too weird for you. I’m sorry, baby, I should never have brought this up.”
She knew this act would make Simon feel guilty and cave in to her completely. He was so sweet that way. “No, no, it’s okay,” he said. “I just…it’s not like you still have feelings for him or anything, right?”
“No, of course not, baby,” Jenny said comfortingly. “I’ve told you before, he was a real jerk. It’s just, you know, I feel comfortable with him…physically.”
“Oh,” Simon said. “Uh, yeah, well…that’s okay, I guess.”
“Are you sure?” she asked.
“Um, yeah,” Simon said. “I mean, like you said, it’s only fair, if I get to have a threesome with you and Katie.”
Jenny smiled and gave him a big hug. “You’re the best boyfriend in the world,” she said.
The next day, Jenny invited Katie over for the threesome. Katie was bisexual and had enthusiastically agreed, excited by the opportunity to have fun with her hot frreshman girlfriend. When Simon came over to Jenny’s place after class, he found her and Katie making out in the bedroom in just their panties.
“Oh, wow, uh, hi,” he stammered, amazed at the sight.
“Hi, baby,” Jenny said. “I hope you don’t mind we got started a little early.”
“Not at all,” Simon said with a grin.
“Hi, Simon,” Katie said, smiling and patting the bed. “Your girlfriend’s a great kisser. Why don’t you come join us?”
Simon quickly dropped his backpack and started stripping down to his underwear. His erection strained against his white briefs as he crawled into bed between these two hot girls. The girls cuddled up on either side of him, rubbing his chest and moaning excitedly. Jenny leaned in and made out with Simon, then turned Simon’s head in Katie’s direction so they could make out.
“Mmm,” Simon said, clearly enjoying himself. He briefly parted lips with Katie and asked Jenny, “Are you sure you’re okay with this, honey?”
“Oh, yeah, baby, it’s hot,” Jenny said encouragingly. Then she leaned over and began making out with Katie herself, reaching behind her to undo her bra. Katie undid Jenny’s bra, and Simon watched in awe as the two girls felt each other up and made out in front of him. Then Katie pulled Simon’s briefs down so that his erection popped out. Jenny looked at Katie. “Care to join me down here?” she asked.
Katie just fatih escort giggled and nodded, and the two girls started kissing their way down Simon’s smooth, toned body. Jenny wrapped her lips around Simon’s dick and sucked it a couple times, then Katie took a turn. She pulled it out of her mouth and began stroking it, looking up at him. “Mmmmm, thanks for sharing your dick with me, Simon,” she said.
“Oh shit, oh shit, ohhhh shiiiit,” Simon groaned. To Katie’s surprise, Simon’s dick started shooting all over her tits. “Oh my god, fuck, I’m sorry,” Simon whimpered.
Katie looked up at him and giggled. “Ummm, well, that was fast,” she said.
Jenny giggled too. “I guess we got him a little too excited,” she said to Katie, then looked up at Simon. “Um, honey, do you mind if we keep going with each other? We can still put on a fun show for you.”
“Uh, yeah, definitely,” Simon said, clearly eager to watch these two hot girls play with each other, even if he had just gotten off.
So Simon sat to the side of the bed, watching while Jenny and Katie enjoyed each other. Jenny began by licking Simon’s cum off Katie’s tits, then went down on her. She’d never done this before, but Katie guided her, and Jenny had fun with it, even making Katie cum. Katie happily reciprocated, making Jenny’s whole body shudder while Katie lapped at her pussy.
By this time, Simon had recovered from his orgasm. After her orgasm, Jenny caught his eye as he stroked his erection. “Oh, hey, baby,” she said. “You ready to go another round?”
Katie looked up at Simon from between Jenny’s legs. “Oooh, yeah, looks like he’s ready to fuck me,” she said eagerly.
Jenny could tell that Simon almost spurted again then and there. But he didn’t, and when he glanced at Jenny, she just nodded encouragingly as Katie got on all fours and presented herself to him. Simon couldn’t believe this was happening to him, but he kneeled behind Katie and slid his erection inside her.
“Ooooh, yesss, fuck me,” Katie moaned.
Simon pulled out and thrust back inside her slowly, clearly focusing on not cumming. Jenny suppressed her laughter and kneeled next to him, kissing his neck. “Yeah, baby, that’s it, fuck my slutty girlfriend nice and hard,” she whispered in his ear.
That was all it took. “Oh god, oh fuck,” Simon groaned as he gripped Katie’s waist firmly. Then he looked down at Katie and said, “Uh…I’m sorry.”
Katie looked back at him, surprised that it was over so quickly. She couldn’t help but laugh. “Wow, um…it’s okay,” she said as he pulled out of her.
Jenny giggled too, then gave Katie a kiss. “Sorry, girl,” she said. “Hope you had fun though.”
“Oh, I had plenty of fun with you,” Katie said to her. “Let’s do it again sometime.”
A couple days later, Jenny told Simon that she wanted to invite Mark over for their next threesome.
“Oh, okay,” Simon said.
Jenny was a little surprised he wasn’t more resistant. “You sure it’s okay?” she asked.
“Yeah, baby,” Simon said reassuringly. “I mean, ya know, I got to have sex with your friend Katie. It’s only fair you get to have your fun, like you said.”
Jenny smiled and gave Simon a kiss on the cheek. “You’re the sweetest,” she said.
That night, Jenny texted with Mark for the first time since they’d broken up the summer before they left for college. Mark had said that he thought it would be best for them to both start college single. Jenny knew Mark was a typical guy and this just meant he jst wanted to fuck as many college girls as he could at his frat parties. They hadn’t spoken since. But ever since the girls night when Emily had her slutty adventure with Brad, she found herself thinking more and more about him. He was a dark-haired, muscular stud with an 8-inch dick, and they had been the classic high school “it” couple – he was the captain of the football team, she was the head cheerleader, they’d been named prom king and queen. (Thinking about this always made her remember their prom night, when he had rented them a hotel room and fucked her all night long, giving her four amazing orgasms). She kept looking him up on Facebook, seeing that he had grown a beard since the beginning of the year, which made him look even hotter.
When she texted him, he was immediately his normal, cocky self. He said she must be missing him. She rolled her eyes but typed back, “maybe a little.” Then she added that she was dating Simon now. Mark joked back: “well if ur texting me, simon must not be giving it to you right.” Jenny said “lol can’t I just be saying hi to an old friend? not everything is about sex.” Mark just sent back an eye-rolling emoji, and Jenny knew he could see right through her. “well, ok…I guess simon is a little…quick on the trigger.” Mark said “LOL i knew it, what a fuckin loser,” then added “so u looking for some good dick on the DL? bc i’m happy to provide it.” Jenny felt her pussy tingling, and texted back: “as a matter of fact, NO! I’m not a complete slut…but I did talk fındıkzade escort to simon and got him to agree to invite u over for a threesome…so, like, would u be interested in that?” Mark was reluctant at first, saying he wasn’t into doing stuff with another guy, but Jenny quickly reminded him that Simon was “quick on the trigger” and that he’d be out of commission after a few minutes, leaving her and Mark to continue by themselves. Mark said “I dunno…send me a pic of that tight body and I’ll think about it.” Jenny again rolled her eyes, but quickly snuck out of bed and went to the bathroom to strip down, sending him a pic of her in just her panties, only her arm covering her tits. Mark texted back, “damn, girl…ok I’ll do it.” Jenny, still in the bathroom, texted back, “perfect…do I get a pic too?” Mark texted back, “lol fuckin slut” then sent her a picture of his 8-inch erection. She touched herself to it in the bathroom until she came.
The next day, Jenny was sitting on her couch with Mark, making out with him like back in high school. She loved running her hands through his new beard, and it felt like he had even put on some muscle since the summer. “Mmm, thanks for agreeing to this,” Jenny said to him.
“Hey, why would I turn down getting inside these panties again?” Mark said, squeezing her ass firmly.
They began making out again, just as Simon opened the door and saw them going at it. “Oh, hey, baby,” Jenny said, noticing him as he came in. “Sorry, we got started a little early.”
“Oh…” Simon said. Jenny could tell he was a little taken aback, but she also knew he couldn’t really object, given that she had done the same thing with Katie.
“Hey, man,” Mark said confidently to Simon, his hand still on Jenny’s ass. “Thanks for sharing your girl. It’s been really nice, ya know, catching back up with her.”
Simon could only let out an awkward laugh, trying to make it seem like this was no big deal, as he went to sit down on Jenny’s other side. She quickly turned to him and started making out with him. It was clear Simon felt a little uncomfortable, but as she made out with him, he got more into it. “Mmmm,” Jenny moaned. “Why don’t you two sexy boys strip me down?”
Without hesitation, Mark slid Jenny’s shirt over her head. Simon just watched tentatively for a second, then started unbuttoning her shorts and wiggling them off. Soon she was sitting naked between the two of them. Mark said, “Damn, I missed these,” as he squeezed her tits, then began sucking on one of them. Jenny looked over at Simon with a little smile. It was so cute how nervous and uncertain he looked. She motioned for him to suck on her other tit. He hesitated, but then dove in, and again quickly started getting into it. Soon, both men were kissing up and down Jenny’s beautiful naked body, but of course it was Mark’s hand that slide between her legs and started fingering her.
Jenny pulled Mark’s shirt over his head, revealing a very muscular, slightly hairy body that made Simon pause and stare for a second, clearly impressed. Then she did the same with Simon, revealing his smooth, slim body.
Soon she was on her knees as both men stood in front of her, taking their dicks out. Mark was about an inch bigger than Simon, and thicker. Jenny started with Simon’s cock, and had to suppress laughter as she heard Simon already groaning after she bobbed her head back and forth on it a few times. He had to push her head off of him to keep himself from cumming, so she happily turned to Mark and began sucking him off. His dick felt great in her mouth, just as she had remembered it.
“Yeah, you missed that big dick sliding down your throat, didn’t you?” Mark asked her.
Jenny looked up at him with big eyes and nodded, still sucking him off.
Mark looked over at Simon. “Sorry, dude,” he said with a shrug.
Simon just blushed a little, staring as Jenny kept sucking Mark off. “Uh, it’s okay,” he said timidly, holding his own dick in his hand.
Jenny looked over at Simon and smiled. She took Mark’s dick out of her mouth, then moved back over to Simon and began sucking him again. Just as she had expected, she heard him starting to groan again, then heard him saying, “Oh fuck, oh shit, fuuuuuck,” as he came in her mouth.
Jenny pulled off of his dick, swallowed, and looked up at him. She couldn’t help but laugh, then said comfortingly, “It’s okay, baby. Don’t be embarrassed.”
“Sorry,” Simon said softly, blushing.
“Damn, dude,” Mark said. “How do you expect her to get off if you cum in two minutes like that?”
Simon could only look down at the floor, avoiding eye contact with his girlfriend’s masculine ex-boyfriend. “I…I dunno, sorry…” he said softly.
Mark shrugged, then looked down at Jenny and grinned. “Well, guess it’s just the two of us now, huh?”
Jenny took Mark’s cock in her hand, stroking it and smiling up at him. “Guess so,” she said.
Before Jenny could take his cock in her mouth, Simon interrupted. “Um, so…you florya escort two are gonna…keep going?”
Jenny looked at him, still stroking Mark’s cock. “Well, I mean, when we had our threesome with Katie and you came too fast, Katie and I kept going. So…” She trailed off, the implication clear, then started tonguing the tip of Mark’s cock, still looking Simon in the eyes.
Simon stared for a second, then pulled up his pants, wanting to hide his now limp penis. “Um, yeah, that’s true,” he admitted. There was nothing he could really say at this point, and Jenny knew it, so she started deepthroating Mark.
“Hey, bro, I get it if you don’t want to sit here and watch me use your girlfriend after you just blew your load,” Mark said, gripping the back of Jenny’s head and slowly fucking her face. “I’ll just take her to the bedroom, cool?”
“Uh…sure…” Simon said, in a daze.
Jenny took Mark’s dick out of her mouth and stood up. She gave Simon a kiss on the cheek. “Thanks, baby,” she said. “If you get your energy back, you can always join in again, right?”
“Um, yeah, okay,” Simon said, a little comforted by this.
Then Mark gave Jenny a firm slap on the ass, pushing her toward the bedroom. Jenny giggled and they made their way down the hall.
As soon as they got in her bedroom, Mark tossed Jenny onto the bed and started going down on her. Her moans escalated, completely unconcerned that Simon could hear them. It felt a little cruel, but it also really turned her on. After a few minutes, her pussy was dripping wet, and Mark was holding her legs apart and sliding his cock inside her.
“Oh my god, I missed the way you feel inside me,” Jenny moaned.
Mark leaned down and made out with her deeply. “Your boyfriend pops off like that all the time?”
Jenny giggled. “Yeah, pretty much.”
“Fucking loser,” Mark said. “I’ll make sure to take my time on this pussy, I promise.”
“Oh god yes, that’s what I need,” she whimpered as Mark slowly fucked her.
For the next forty-five minutes, Mark fucked her in every position, making her cum three times. She was sure Simon could hear her moaning, squealing, and begging for more, along with the sounds of Mark spanking her ass.
Their bodies began glistening and dripping with sweat, and eventually Jenny pushed Mark onto his back and straddled him. “I want to ride you,” she said, gripping Mark’s dick in her hand.
“Go for it, slut,” he said, grinning.
Jenny smiled and slid down onto his cock, riding it as Mark expertly thumbed her clit and squeezed her tits. She rode him like that for a while. “Oh god, you’re amazing, I’m getting close again,” she moaned. “This is just like our prom night!”
“Yeah?” Mark said. “Your little boyfriend out there doesn’t make you cum four times in a night, does he?”
Just then, she saw the bedroom door open. Simon shyly entered, his hand in his boxers, stroking himself.
“Oh, hey, baby!” Jenny said warmly, still sliding up and down on Mark’s cock. “You ready to join in again?”
“Uh, yeah,” Simon said, clearly amazed at the sight of his girlfriend and her ex having wild, intense sex.
Mark looked over at Simon. “Hey, dude,” he said. “I was just about to make her cum again, gimme two minutes and you can tag in, is that cool?”
“Um, sure,” Simon said, still stroking himself in his boxers.
With that, Mark grabbed Jenny’s ass firmly and started lifting her up and down on his cock. Jenny began moaning, her hands gripping his muscular chest, running through his chest hair. “That’s it, make yourself feel good on my cock, baby,” Mark said, thrusting up into her. “Show your boyfriend how much you missed me.”
“Oh god, oh god,” Jenny moaned, incredibly turned on by the way Mark was taunting Simon. “Oh my god, yes, you fuck me so good, Mark, I missed your cock so much, ooooh, yes, right there, just like that, baby, yes, yes, oh god, don’t stop, don’t fucking stop, oh my god, Mark, I’m so close, keep going, fuck me fuck me fuuuuck meeeeeeeee!!!”
Jenny leaned back and slid all the way down on Mark’s cock as he squeezed one of her tits. Her whole body began trembling and she was moaning incoherently. Mark grinned up at her, then she collapsed on top of him, completely out of breath.
“Oh, wow,” Jenny said, then made out with Mark for a few seconds. “Mmm, that was so amazing, baby.” She slid off of him and lay down next to him, then looked lazily back at Simon. “Okay, honey, I’m ready for you now.”
But when she looked over at Simon, he was just blushing and looking down at his boxers, which now had a big wet spot on them.
Mark started laughing. “Seriously, dude? Again? Just from watching?”
Simon looked at Jenny. “I’m sorry, baby,” he said.
Jenny just smiled sweetly, rubbing Mark’s sweaty chest. “Oh, it’s okay, sweetie,” she said comfortingly. “I’m glad you enjoyed the show. I guess you can just, um, go back to the living room? Mark still has to finish, ya know?”
“Uh…yeah, okay,” Simon said, sounding defeated.
“Hey, bro, she said she’s on birth control, so it’s no big deal if I cum inside her, right?” Mark asked.
Simon looked a little shocked, then looked at Jenny, who was now kissing her way down Mark’s muscular chest and stomach. “Pretty please, can he?” Jenny asked, then popped his dick into her mouth.
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