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Chapter 81
What's next?
A True Cuckolding Experience
A/N: Make sure you realize which branch you are on here before you continue. This one will not be for the squeamish.
On Tuesday night, my parents were out for a company dinner. They had to attend a lot of company events since it was my dad’s company. When Emma learned that they would be gone, she invited herself over to hang out in the basement.
She arrived at the house about 15 minutes after my parents left. It was a good thing they were not home when she arrived.
Emma had a really good fashion sense about her. Normally she uses that fashion sense to manage to look really sexy while also looking incredibly classy and making fit on a budget. As I opened the door, I could see that was not at all what she was going for with her outfit.
I think I could only describe what she was wearing as Sex Worker Chic. She was wearing red leather pumps, which could most accurately be described as Fuck-Me-Pumps, very short, very tight red shorts, and a white, tie-front crop top that was skimpy enough to make it clear she was not wearing a bra with it.
She looked very sexy, and incredibly slutty, which I’m sure was exactly what she was going for.
I stood there gawking at her, stunned at the look she had managed to pull off so perfectly. If she went out on certain city streets at night looking like that, she would most definitely be propositioned by multiple Johns.
“Not what you were expecting?” She said when she saw how I was looking at her.
I shook my head.
“You look … ummm … incredibly hot and …”
“Like a prostitute?” She said. “It’s kind of what I was going for.”
“You succeeded,” I said, “but why did you want to look like a hooker?”
She stepped inside the house and I closed the door behind her.
"Because the idea of being paid for sex kind of turns me on," she replied. "Think about it. It really isn't very far from things we have already done. Every week for a long time now, I become a reward for some boy who played a game to earn the right to have sex with me. When you played poker with the boys, it was to either earn, or lose, the right to have sex with me. Just last Saturday I gave you a challenge where you had to compete to gain control over who I got to have sex with. Clearly we have all been treating my body as a commodity for a while now. Why shouldn't I get paid money if it is my body that is being traded?"
I wasn't entirely sure where she was going with this. Was it really something that turned her on, or was she trying to teach me a lesson, that I shouldn't be treating her body as a commodity after having convinced her that I cared about so much more than her body in the first place? Perhaps it was a little of both. I wasn’t sure I'd ever know for sure.
She leaned in to kiss me.
God she tasted so good.
The kiss was full of passion, her tongue immediately probing into my mouth, insistent in its desire. I reached my hands down onto her waist, touching the bare skin on display there. She immediately grabbed my hands and removed them.
"Uh, uh," she said. "You can look, but not touch. Not without paying, anyway."
She stepped back and smiled at me.
"I hope you don't think I would pay to have sex with you," I said, a little taken aback. “I have already turned down sex with you for free, because I don't want meaningless sex in the first place.”
"Don't be silly, Isaac," she said with that wicked little smile. "We both know you aren’t going to get to have sex with me. At least not until after I have had all of your friends. That's already been decided on."
"So then why are you here, dressed up like a hooker, asking for me to pay you?"
"Because I think you might be willing to pay to watch."
Oh shit!
I could feel myself blushing ... hard ... in front of her.
Her grin widened on her face.
"The idea intrigues you, doesn't it Isaac? You'd pay me money to have sex with someone else. You've already sort of done it, to be honest. After all, you paid for the hotel room that Owen is going to fuck me in after prom, didn't you? But this time, your money would buy you a seat at the table, so to speak. You'd get to watch it happen. We could do it right in your bed."
Goddamn. I was beginning to have second thoughts about what I had done that had unleashed Ella in the first place. This was way more intense than I had expected.
But I couldn't deny that it made me hard as stone. I was sure that she could see the lump that had formed in the front of my jeans, pushing painfully against the constraints there.
"Who?"
It was all I could think to ask.
"Now that's the thing," she said to me. "You'll never get to know that if you don't pay to watch, now will you? I am going to get paid tonight, Isaac. One way or the other. If you don't want to pay me to let you watch, then I will leave and let my lover pay me instead. I won't tell you who it was, or anything about it. I won't even tell you how much I made him pay to have me. You'll just know that someone got to literally turn your girlfriend into a whore."
She let that sink in for a little bit, still smiling at me with that most devilish of smiles. I was speechless. I literally couldn't think of anything to say. I couldn’t try to talk her out of this, I knew from experience that trying to change her mind only increased her intensity. I wasn’t quite sure if I was really willing to pay money to be able to watch her have sex. She was right, the idea turned me on, but, as usual when it comes to Emma (Ella?), there was a considerable amount of anxiety mixed in with that desire.
“There’s another thing to think about here, Isaac,” she said, the intensity of her stare seemingly increasing.
“What’s that?”
“I can tell you that I have already had sex with this person. I am likely going to have sex with them again at some point. So you’d have to ask yourself. What could I offer them to make them willing to pay to have sex with me?”
Damn. That was a good question. I hadn’t thought of that.
“I … uh … I’m not sure.”
“If he is a paying customer, then I’d have to give him anything he wanted, wouldn’t I Isaac? No restrictions. No rules. Maybe he would want to be the first guy to ever take me bareback. I was really hoping to save that for you, but … I would have to give him something out of the ordinary for his money, wouldn’t I?”
It did make sense, in its own twisted way. Emma had always said that condoms were not optional when she had sex. According to what she just said, she had never had sex without one before. Would she really consider breaking that rule? What else might the guy want to justify paying to have sex with her? Perhaps he would want anal? Was that something she had done before? She had never mentioned it to me if she had. I stood there, looking at how incredibly desirable she looked, thinking about whether it would be harder to watch her have sex, or to not know who she was with, or what she was doing, or if she actually went through with her threat to allow him to take her bareback.
"But," she added, "if you were to pay instead of him, then I would still be free to enforce any rules I felt like enforcing. So what's it going to be, Isaac? Do I stay here and let you watch, or do I leave and let him decide what I have to give him to justify making him pay?"
God.
Ella really was a very wicked girl, wasn't she?
Emma had teased me quite ruthlessly when we had first gotten to know each other. But that mischievous side of her had always been somewhat tempered by her sweeter side, the side I had really helped her develop. She had found a balance that allowed her to be impish without really being cruel. But I had made choices that allowed her to separate those two competing halves of her nature, allowing me to see the more wicked side of her, without it being tempered and controlled by her **** nature. I stood there, faced with the consequences of those decisions.
Once more I felt like I was about to throw myself out of a perfectly good airplane, trusting that the pack on my back was properly configured with a functioning parachute.
"How much?" I asked quietly.
She grinned and stepped towards me, seductively. She picked up my hand and slipped it up and onto her breast, underneath the crop top. It felt so delicious in my hand. I practically melted with desire as I felt her bare breast.
"$200," she said.
Fuck. I was really going to do it. I was really going to hire my own girlfriend as a prostitute, not so that I could have sex with her, but so that I could watch her have sex with someone else. The idea of it made my head spin out of control. Feeling how hard her nipple was in the palm of my hand drove my lustful desires to a higher level.
"I don't have that much cash on hand," I said.
"That's okay," she said. "You can pay me tomorrow. At lunch. I'll let you figure out what you're going to tell everyone to explain why you would be giving me $200."
She took out her phone and typed something into it for a few minutes before grabbing my hand and leading me down into the basement. I assume she was texting her lover to let him know the game was on. She led me to the couch and sat me down on it and then straddled me, pressing her crotch down against the painful erection trapped inside of my pants, and then she kissed me again, even more aggressively than she had earlier. This time she didn't object when my hands found the bare skin of her lower back and then began roaming over her body as we made out on my couch. I had paid her money to allow me to touch her. I had paid her money to let someone else fuck her where I could watch. I suspected he would do it right in my own bed.
I was, as Emma had reminded me many times, deeply, deeply perverted, because I was so fucking turned on in that moment.
I don't know exactly how long we were there, making out on the couch, before the doorbell rang
"You should go get that," she said to me, rolling off of me so that she was sitting beside me on the couch.
I could feel the swarm of butterflies swirling around inside of my stomach as I made my way upstairs and opened the front door to see Trent standing on my porch.
"Hey, Isaac" he said to me quietly.
Trent.
Shy, quiet, unassuming Trent. How would he ever have agreed to this situation? It didn't even seem possible.
He stepped inside the house.
"I assume Emma has already told you I was coming?"
I nodded.
It wasn't totally accurate. She had told me someone was coming, but hadn't told me it was him. I decided confessing that I had no idea who might be coming over to fuck her wasn't the best course of action.
"Before we go any further," Trent said to me, "I need to make sure you really are okay with what she's asked me to do."
"I ... ummm," I stammered. I wasn't even sure exactly what she had asked him to do. It was difficult to admit that to him, but I realized it gave me a chance to get a better idea what was coming before I agreed to it. I decided to take that chance. "I'm not totally sure what she asked you to do," I admitted.
"I assume she's told you about the woman in my neighborhood. The one that ... you know ..."
"Yes," I nodded. "She's told me."
"This woman likes to ... ummm ... she likes to role play."
"Role play?" I asked.
"Yes," he said. "Her favorite thing is for me to take a very dominant position over her. She's made me play that role an awful lot. It took some work to get to where I could do it the way she likes it. When we’re playing that role, she usually likes to pretend that I **** her husband to watch."
Oh god. That was why it was Trent. He must have told her about that role playing, and she realized it would be a perfect match for our situation.
"I've had enough practice, and been coached how to do it enough that I can be pretty convincing. Emma wanted me to know that she wants me to be very convincing. But I can only do it if you assure me you're really okay with it. You need to know that I still think of you as a friend, and that I am only playing a role. If you agree to it, though, I intend to play the role to the best of my abilities, just the way I have been taught."
I pondered the situation. I knew it was going to be really hard to have Trent doing what he said he intended to do. I also knew that a part of me really wanted to experience it. I had already learned from experience that I took great pleasure in the uncomfortable emotions involved in what Emma and I were experimenting with. Humiliation was the strongest of these emotions. It was the most difficult one for my own lusts to turn into something that could turn me on. But when it did, the arousal was off the charts.
There was something else to consider here. Let's suppose for just a minute that I sent Trent away. I would have to go back down to the basement and tell Ella that I had once again overridden her desires and changed what she had planned. I was in that situation precisely because of my decision to go against what she had planned the previous Saturday. Did I really want to see how she would respond if I didn't bite the bullet and go through with this?
In the end, that was the tie breaker that sealed the deal. I don't know that that alone would have been enough to sway me had I not felt a desire to experience this in the first place, but it was enough to help my arousal win the day and overcome the potential for this to end in embarrassment.
"It's all good, Trent," I said to him eventually. "I can't explain to you why I want this, but it is something Emma and I have been playing with for a while now. This will be taking it to a new level, but I am okay with it."
"You're sure?" He asked.
I nodded.
"Okay then," he said,
And then his voice changed. It became louder and more assertive. I was aware of what was happening. He had just begun role playing. He had given me a chance to avoid it, but I didn't take it. It was time for it to begin.
"I've been invited here because you need me to fuck your girlfriend for you, is that right, Isaac?"
This was a side of Trent that was rather unexpected, even though both Emma and he had warned me it was coming. I wasn't entirely sure I was ready. I closed my eyes and took a deep breath, and then exhaled slowly. Trent had assured me that he was only playing a role that had been taught to him by the woman he had been sleeping with. He had seemed quite **** to play that role. This was all just part of the game we were playing. If he could play along, then surely I could play along as well, couldn't I? I opened my eyes, committed to take on my new role in this new situation.
"Yes," I said, "that is exactly what I need. It is what Emma needs."
"Well we can't let her miss out on what she really needs, just because you can't give it to her, now can we?"
I shook my head.
He turned and headed down the stairs into the basement. I followed him down, aware that me following him down the stairs in my own house was rather symbolic of what was about to happen. He was in the driver's seat now, and I was just along for the ride.
We got to the bottom of the stairs and found Emma sitting on the couch.
Let’s pause for a second here. I know this is going to be a little confusing from this point on. I suspect that as a reader, the whole Emma/Ella dichotomy is a little confusing to begin with. It gets even more confusing when other people get involved. Trent only knows of Emma. He isn’t aware of the game we play with names to separate the two different goals that Emma is trying to achieve between us.
It was Ella, the side of Emma that pushes me into my cuckolding fantasies, that came to my house dressed up like a prostitute and that was going to fuck Trent. But, as far as Trent was concerned, she’s still just Emma. That is the reason I will refer to her as Emma for the rest of the little adventure we shared on Tuesday night, because that was how Trent referred to her. Hopefully I’ve explained it well enough that it will be as clear as mud.
It really does make it easier for the two of us to think about her almost as two different people, but it definitely makes it harder to write about, and probably even harder as a reader to keep it all straight. Sorry about that.
Anyway, back to the story now.
When we reached the bottom of the stairs, Emma stood from her seat on the couch and walked over to us. Perhaps it would be better to say she sauntered over to us. She was in no hurry to get to us. She walked in a way to be as seductive as possible.
“Oh god, Emma,” Trent said, “you look so fucking hot.”
“Isaac thinks I look like a prostitute,” she said to him. “Would you agree?”
“That idea would certainly come to mind for most men, I think.”
“Good,” she said. “Because that’s what I was going for. I decided tonight that I wanted to see what it felt like to be paid to have sex. Would you be willing to pay to have sex with me, Trent?”
“I don’t think I’d have enough money to afford you,” he replied.
“I don’t think so either,” she said, “but fortunately for you, Isaac really wants to watch me get properly fucked, so I made him pay instead.”
“Is that true, Isaac?” Trent said to me. “You paid your girlfriend money to fuck me in front of you?”
There was really no point at that moment to not just join in on the role play that Emma and Trent had set up. I knew Emma would not be happy to see me push back against it. Trent probably wouldn’t really care, but there was no sense giving Emma more opportunity to allow Ella even more control in the future. It was time to just play along and see what happened.
“Yes,” I agreed.
“How much money,” he said, “if you don’t mind my asking.”
“$200,” I replied quietly.
He whistled in awe. To an average kid in high school, $200 was a lot of money. It wasn’t a huge amount to me. My parents gave me a decent allowance for the chores I did around the house, and I always worked my butt off mowing lawns and doing other odd jobs during the summers. I was also usually quite careful with my money, so I had a pretty decent amount saved up, but I’m sure that Trent felt like $200 was a pretty sizable sum.
“Damn, Isaac,” he said, “I guess you really do want your girlfriend to get herself properly fucked.”
“He does indeed,” Emma declared, stepping up to Trent, putting her arms around his shoulders and kissing him, her tongue probing aggressively into his mouth. “Are you going to show him how well you can fuck me?”
“Damn straight, I am,” Trent declared. “But first we have to establish where he wants this.”
He looked over at me.
“Shall I fuck her out here, Isaac? I could bend her over the table where we used to play DnD together. You know we all used to lust after her when she sat at the table with us. It would be really fun to see her fucked right there, don’t you think? Or perhaps we take this in your bedroom. I would definitely love to fuck her right where you sleep every night. I’d love knowing that every time you went to bed, you’d be thinking of the time you paid to watch me fuck your girlfriend.”
Damn. He really was getting into this, wasn’t he? He was way more enthusiastic than I ever expected him to be.
“Why not do both?” Emma chimed in enthusiastically. “I like both of those ideas.”
“Good point,” Trent replied. “No need to be so limited in our choices.”
He led her over to the table and sat her down in the exact seat where she had always been when we had played DnD, then took a seat in his customary chair opposite her.
“Come on over dungeon master,” he said to me. “The rouge Eliona is in trouble and needs someone to rescue her. Perhaps you can help her find someone that can save her?”
Oh god. I knew exactly what Trent was doing here. The very last time the three of us had been at this table, Owen had led a rescue mission to save Eliona when she had been knocked out and was likely to be killed. After saving her, he had suggested she needed to repay him. If not for the luckiest roll, she would have had sex with him, in my very own bed. Trent was replaying that exact scenario, except that we all knew there would be no saving roll this time. This time, she really was going to get fucked in my bed.
I took my normal seat at the table.
"Eliona is **** and nearly dead," Trent went on, "there is a wizard coming around to finish her off. I am close enough to get to her with a potion first, but I am weak as well, and it will put me in the path of the wizard. Do you want me to save her?"
"Yes," I said. "I don't want her to die."
"I will do it, but for a price. It is her body for her life. If I save her, I want you to declare her as my slut, willing to do anything I ask of her to repay the debt."
"Okay," I said. This was exactly what I had fought against with Owen. Owen argued that Emma was a slut and should get treated as one. It had crushed me at the time. Trent was insisting I admit that Owen was right all along, that Emma was a slut and deserved to be treated as one. We had come full circle.
It was fitting I suppose that we officially recognize it. She intended to have sex with everyone that was at that table that night before I could finally have her. If that didn’t make her a slut, I’m not sure what would.
I looked at Emma. She smiled at me, licking her lips to indicate her own desire.
"Okay, what, Isaac? You'll have to be much more specific than that. I want you to declare what she is if I am to save her."
I swallowed hard.
Could I really say what he wanted me to say?
Then again, how could I not? I had chosen to come down this path - very deliberately chosen it. At every opportunity I had had chances to pick a different path, but I continued to push us down this one, even though it was the scariest of all possible paths. I was clearly far more perverted that I had ever chosen to believe. I’d been afraid as Emma started me down this path. Ultimately, though, I think that I was really most afraid of myself. I hadn't wanted to admit what I really wanted, because it felt so wrong to want it. So I fought, but I had come to realize I hadn't been fighting against Emma, I had been fighting against myself. I didn't want to reveal to myself who I really was, because I didn't understand it, and it frightened me. It was finally time.
"She is your slut," I said, looking into Emma's eyes. I saw her smile widen. Clearly she was getting exactly what she wanted as well. "You can do with her as you please if you save her from her fate."
I recognized that I was openly admitting that Owen was right, that it would have been better had he just won that roll of the dice.
"I want you to watch me use her as a slut, Isaac."
"Yes, please."
God, how things had changed. When Emma first started sharing her pictures with me, I hated the fact that they had turned me on so much that I couldn't stop masturbating to them. Now, there I was, begging to be allowed to watch her become a slut to one of my friends, right in front of me, right in my own bed, after I had paid for her to do it.
"God, you really do have this bad, don't you Isaac?" Trent asked me.
"Yes," I whispered. It was true and I knew it. Emma had started me down this path of self discovery, but I had been the one driving it deeper and deeper for quite some time.
"Then I will give you both exactly what you want," he said with a smile.
He turned to her and slipped his left hand onto the back of her neck and pulled her into a deep, passionate kiss. They made out like the horny teenagers they both were. I could hear Emma moaning into those kisses. I am not sure I had ever seen her quite that lost in lust.
"You are mine," he said to her, "to do with as I please."
"Yesss," she hissed. It didn't sound much like an act in that moment, although I openly admit that with Emma it is always hard to tell.
He pulled her off her chair and onto the floor in front of him.
The table was blocking my view, but I could tell that she was almost frantically undoing his pants and fishing out his cock. I watched as her head moved down into his lap. I listened to his moans of pleasure that indicated the exact moment that she took him into her mouth. I watched as her head began to bob up and down, rhythmically. She was sucking his cock, right at the table where we used to play DnD.
I looked at Trent. He was staring back at me and smiling.
"She is good, Isaac. Really good. Better than the woman in my neighborhood. Clearly she has sucked a lot of cock before."
"I know," I said, without really thinking about it.
"All the time we sat at this table, I secretly wished that I would get to have her like this. I had assumed it was impossible, but a guy can dream, right? But now, here she is, dressed like a hooker, paid as a hooker, with your money I might add, to suck my cock, right here at this table where I used to dream about it. Sometimes life can be full of surprises."
Life with Emma was always full of surprises.
"Do you have condoms?" Trent asked me.
"Yes," I replied. I kept a stash so that I would always be ready whenever the time came with Emma.
"Bring me one so I can fuck my slut," he said.
I stood and made my way into my bedroom, returning with several condoms I had quickly grabbed out of the box. When I headed back to the table, I could see the action I had been missing from my seat across from them. I could see his impressively thick shaft and watch it disappear, over and over again, into her mouth as she enthusiastically bobbed her head up and down in his lap.
I held out one of the condoms to him when I arrived at the table. Rather than take it, he just looked at me.
"Open it for me," he said, "I am a little distracted right now."
Goddamn.
I had done this before - opened a condom for someone else to fuck my girlfriend. It felt just as deliciously, and painfully, wicked as it had that first time as I opened the package that portended the arrival of another man's cock inside of the girl I loved.
He took the condom out of the opened package and nodded his head back towards the chair where I had been sitting at the table across from them. I knew what he wanted and I moved back over and took my seat again. I had sat in that exact chair many many times before, guiding my friends on numerous quests as dungeon master. Now I sat in it to watch an entirely different kind of quest.
Trent stood her up, turned her and bent her over the table. I could see him reach in front of her, fumbling with her shorts, undoing them so that he could lower them just enough to allow him access. Then he stepped back and rolled on the condom, the condom that I had given him, even opened for him, so he could fuck my girl.
I looked at Emma. She was staring straight into my eyes. She had chosen to let this part of the adventure play out between Trent and me. Trent had clearly been trained well by his sexual mentor in how to role play. He had been far more adept at it than I would ever have imagined, and Emma had just let him take the reigns.
"God, Isaac," she said to me, "it's going to be so good."
I continued to stare into those eyes. I noticed that Trent was stepping up behind her and grabbing onto her hip with one hand and using the other to line himself up, but I kept my gaze focused into her eyes. I could see the exact moment of penetration as her eyes opened wide, her mouth fell open and a sharp intake of breath could easily be heard.
"Oh yesss," she hissed, still staring into my eyes as I stared into her. "It feels so good. Give it to me Trent. Give me what Isaac isn't allowed to give me. Fuck me right in front of my boyfriend."
I looked up to see Trent smiling at me.
“How’s it feel, Isaac,” he asked me, “knowing that you paid her money so that I could do this?” He emphasized the word ‘this’ by thrusting himself hard against her ass as he said it.
Damn. Damn, damn, damn. How had I let things get to the point where those words were almost like a **** to me? It was painful to hear him say that, but it was a pain that fed the flames of my own desire in incredibly powerful ways.
When I didn’t respond to his question, he pressed the point.
“Tell her, Isaac,” he said. “Tell her you like watching her get fucked, bent over the DnD table. Tell her you liked making her a whore for my cock.”
Goddamn! Where did Trent come up with all this? He must really be doing some kinky role playing with that cougar in his neighborhood.
I looked back into Emma’s eyes. She looked so damn hot. I could see the absolute, burning passion in those eyes. She was loving this. She smiled at me, that smile I fully recognized as her predator smile. She desperately wanted to hear me say it.
I gave in to the role I was playing.
At least that is what I tell myself when I refuse to admit that maybe it was no longer a role for me.
“I love it,” I said. “I love watching her take it from behind, bent over the table where she used to tease us all the time.”
“Mmmm,” Emma hummed, “god, Isaac. We’ve finally figured out who you are, haven’t we? You’re my little cuckold, and you always will be, won’t you?”
“Yesss,” I whispered. Damn it, but yes. This was so fucking hot I could hardly stand it.
Trent stepped away from her and helped her stand up.
“C’mon,” he said to her, leading her towards the bedroom. “it’s time for me to fuck you in his bed.”
Then he turned and looked at me.
“You’re welcome to come watch me make her cum all over my cock, right in your own bed, if you’d like. I couldn’t care less. I’m just going to love the fact that I’ll be fucking her right where you’ll be sleeping when we both leave.”
I actually needed a stop in the bathroom on the way. When I arrived in the bedroom, Emma was naked, on her back, on my bed, her legs spread wide open with Trent’s face between them, pleasuring her with his mouth.
Emma looked at me when I walked in.
“He’s really good at this, you know,” she said to me. “Come sit down next to the bed and hold my hand and watch him make me cum.”
She stretched her hand out to where it was laying on the edge of the bed. I grabbed a chair and took a seat next to the stage where the final act of the play was being performed. I reached out and took hold of her hand and she squeezed my hand tightly.
“I love you, Isaac,” she said, “I really do. But I also love this. I’m glad you let me have both.”
“Me too,” I said.
Was I really glad?
That’s a question far to complicated for me to answer here. My emotions regarding my relationship with Emma are way outside of what can be described with a word as simple as ‘glad’. I was experiencing cuckold angst, the thrill of going on a ride that was exhilarating and frightening in nearly equal parts. Glad didn’t quite convey the full impact of the emotions, but it was much easier than trying to enter into a deeper philosophical discussion when one of my friends was licking my girlfriends pussy in my own bed, don’t you think?
Soon enough, Emma’s grip of my hand tightened significantly and I watched as her head began to shake aggressively from side to side. Her body began to thrash about on the bed, her hips pressing upwards against Trent’s mouth.
When he reached a hand up and thrust two fingers inside of her while also pressing his mouth hard against her clit, she shouted out in ecstasy as she orgasmed right in front of me, her grip of my hand almost too painful to bear.
Jesus what a sound that was!
“And now, Isaac,” Trent said, looking at me as he moved up between her legs, “it’s time for me to give her the fucking she truly deserves.”
I watched that thick cock of his spread her open as he pressed himself inside of her. God he stretched her so wide it was almost hard to believe, even though I knew he’d already been inside of her earlier. When he finally had sheathed himself fully inside of her, he laid down on top of her and kissed her deeply and passionately.
“Tell us what you want, slut,” he said to her.
“Fuck me,” she said. “Fuck me hard and fast and long. Make me cum all over your thick cock.”
“Can Isaac ever fuck you like this?” He asked.
“No,” she confessed. “Isaac will never stretch me the way that you stretch me.”
“I’ll come and stretch it out for you whenever you want it, slut.”
“Good,” she said. “Damn that’s good.”
And then Trent pounded her mercilessly, right there in my bed, his ass moving up and down with great **** between her legs, his muscles flexing powerfully over and over again as he pile drove her into submission beneath him. He made her cum twice more like that before taking a little break, with both of them looking over at me.
“You satisfied that I got you your money’s worth, Isaac?” He asked.
“Yes,” I said breathlessly. It had been quite a sight, indeed.
“Good,” he said, “because I want some alone time with her now. Lock the door and wait for us out on the couch.”
I looked to Emma, and she just nodded at me and smiled.
I stood and walked out of my own bedroom, leaving my girlfriend in there with Trent, locking the door and closing it behind me as I left.
I had to admit that being sent away was potentially even harder to deal with than watching it happen right in front of me.
I sat numbly on the couch. I put something on Netflix, but was too distracted to pay any attention to what it even was. My erection never faded as I sat there, wondering what the two of them were up to. I didn’t pull it out to stroke it because I didn’t want Trent to walk out and catch me doing it. I know it seems odd that I would somehow draw the line there after all that I had witnessed that night, but so it was.
The door didn’t open until about 40 minutes later. Trent came out by himself, all dressed up and seemingly ready to leave.
“You okay?” He asked me, a look of concern on his face. “She said she wanted it intense. It got more intense than I had really planned it to.”
I shrugged.
“I don’t know,” I answered. “I’m still trying to sort all of this out. I don’t really even know why this turns me on.”
“I don’t think I can help you there,” he said, “but I really do hope you figure it all out.”
“Me too.”
And then he was gone and I was wandering back into my bedroom. Emma was sprawled out on the bed, her legs wide open, her pussy gaping. She appeared to be asleep. There was cum all over her tits and belly, the condom discarded next to her. The room decidedly reeked of sex.
I would have liked to let her sleep there for a while, but I didn’t want to risk her still being at the house when my parents got home. She was not dressed in a way that I figured my parents would appreciate.
I awoke her with a kiss.
“Damn that was good, Isaac,” she said to me with a smile.
“Yea, it was,” I agreed.
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Beauty and the Nerd
A rose with a thorn, or a cactus with a flower?
The school slut gets involved with the top-scoring nerd. (Main story completed)
- Tags
- Slow Burn, Teasing, Femdom, Voyeurism, Slut, Cuckold, Cuckolding, promiscuous woman, Swinging, Humiliation
Updated on May 2, 2025
by white_horse
Created on Dec 31, 2021
by Vox121
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