Becoming a Cuckold
- 2 years ago
- 46
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My first week in chastity wasn’t as bad as I feared it might be. The mornings were the worst. Now that I was locked up, Melissa felt more comfortable allowing me to sleep in her bed. Under normal circumstances I usually woke up with morning wood, but sleeping snuggled up to Melissa every night spooning with her ass pressed up against me made it impossible to not get excited. Waking up in discomfort became a regular thing, but I was somewhat lucky that I had a bad habit of sleeping in. My mornings were usually a bit of a mad rush to get ready for work so I didn’t have to concentrate on my aching balls for too long.
Melissa was also pretty good about letting me masturbate. She definitely liked to tease me and kept me guessing about whether or not she’d let me out, but she let me masturbate twice in the first five days that I was locked up. The combination of being locked up, not knowing if she’d let me out and her teasing made my orgasms incredible. As much as I didn’t want to be locked up, I couldn’t deny that some part of me was enjoying it. Melissa became way more overtly sexual around the house too. Her lounge clothes used to be track pants and a baggy t-shirt, now they’d become panties and a form-fitting shirt – always making sure that my chastity key that she wore on a necklace around her neck was in full view.
We’d completely avoided talking about anything emotional in the wake of me telling her that I loved her, but in that week it really did feel like we were growing closer together. We spent more time together, were more affectionate with each other and it really felt like we were a proper couple.
Then Friday night rolled around and my delusions were put in place.
“Tomorrow night is going to be a big test for you.”
I was confused by what she meant. “What do you mean?”
“I have a hot date. His name is Tayshaun. It’s not really a date, I’m just going to fuck him.”
My heart sank as she spoke. There was no way that I could hide what I was feeling and the disappointment must have been all over my face. Melissa had to notice, but kept going like she was ripping a Band-Aid off.
“Remember Kassandra from the sex shop? Well, I’ve kept in touch with her because she seemed to know so much about this lifestyle. I was hoping to learn a few things from her and she ended up setting me up with this guy. He came by my work today during my lunch hour – I’d seen his picture before and he looked good, but he is so sexy in real life! – anyway, we had coffee and chatted for a bit and he asked me to go over to his place tomorrow night and I said yes.”
I was still trying to let it all sink in.
“Grey, you know what I need…don’t try to make me feel guilty because you can’t give it to me.”
“So…what does this mean then?”
“Nothing has to change. During the week we can do what we do and have our thing, but on the weekends I need the freedom to do my own thing. You’ll be my Monday to Friday boyfriend, and when I need sex I’ll hook-up with other guys on the weekend.”
She made it sound so simple.
“And I’ll be locked up, while you’re out with this Tayshaun guy?”
“Yeah, of course! If you’re good I’ll let you out Sunday night.”
“This isn’t fair at all Melissa. I don’t want to wear this thing, but I do it to make you happy. I haven’t masturbated in two days and now you want me to wait two more days before I get let out – and you’re going to be out running around with some other guy?”
“I’m not going to be running around with him, I’m going to be fucking him.”
“I know, but why do I have to be locked up? If you’re going to have your fun, why can’t I at least have mine too?”
“Because this is what I want from you. I’m trying to find a place for you in my sex life, and this is it.”
“How is me being locked up while you’re fucking some other guy playing a role in your sex life?”
“Grey…the fact that you’re locked up is the hottest and sexiest thing ever. Sure, Tayshaun is going to be fucking me, but I’ll be thinking of you. No matter how big his cock is, no matter how good he fucks me, nothing will make my pussy more wet than knowing that your little penis is all locked up while Tayshaun has his way with me. Your frustration will be like the lubricant for his cock, and if he’s as big as Kassandra says he is I’m going to need lots of lubricant!”
Melissa could see my disappointment and even heartbreak, but she also sensed my excitement and decided to twist the knife a little. She drew herself close to me and looked me directly in the eyes.
“I can’t wait to see Tayshaun and his giant cock. I can’t wait to have that big black cock buried deep inside my pussy. He’s going to stretch me out and give me the fucking that I’m so desperate for.”
She was staring into my eyes, trying to gauge my reaction.
“Kassandra told me that Tayshaun is the best. He’s what they call a ‘Bull’, he’s a big-dicked stud who goes around fucking white women who are with guys like you, half-men with little penises who can’t please their wives and girlfriends.”
She instinctively moved her hand down to my crotch to see if I was getting hard – I was – but all she could feel was my chastity cage and she smiled.
“And tomorrow night when I’m being a little slut for Tayshaun and he has me bent over giving it to me good and hard I want to know that just as his cock is exactly where it’s meant to be, that your little penis is exactly where it’s meant to be too.”
My penis was throbbing, trying to get hard but the chastity device was preventing me from becoming erect. Melissa could see my discomfort and loved it. She pulled my key up from around her neck and dangled it in front of my face.
“And if you’re good and supportive and not a pouty little bitch, I’ll give you a very special reward Sunday night. Very special.”
She said it so deviously that my mind couldn’t help but race with ideas of what she meant. It definitely got me out of feeling sorry for myself and excited about what I might be in for. It was going to be a rough couple of days, but it sounded like Melissa was going to reward my frustration. She could see the change in my attitude, smiled knowing that she’d won me over and gave me a kiss.
“Don’t fuck it up!”
The day of Melissa’s date with Tayshaun started out like any other. It was the weekend so we both slept in, and I wanted to show Melissa that I was okay with what was going to happen that night – even though I really wasn’t - so I brought her breakfast in bed. She appreciated my effort. Once we were up and out of bed, I did my best to not think about what was going to happen later that night. I tried to focus on being supportive like she’d asked me to be and thought about the reward that she promised rather than her date. Slightly before supper time, I was cleaning up the house while Melissa was on the phone in the living room. I couldn’t tell who she was talking to, but I was a little nervous about who it might have been with. Kassandra had set this date up and I didn’t really care if she knew because she didn’t have any connection to any of my friends or the people I hung out with. I was really hoping that Melissa wasn’t telling anyone else about it.
“Who was that?” I innocently asked once she got off the phone.
Melissa instantly knew what I was worried about. “Calm down, it was only Kassandra”
“Oh…what did she have to say?” I was relieved.
“She was just getting me excited, letting me know what to expect and I what I’m getting myself into tonight.”
Before I could pry for more info, the phone rang again. Melissa’s face lit up when she answered.
“Oh! Hi!”
I immediately knew who it was.
“Yeah, of course we’re still on for tonight. I really, really can’t wait to see you.”
They spoke for a minute or two then he said something that caused Melissa to suddenly get nervous. She kept darting her eyes towards me then looking away, the whole time agreeing with whatever he was saying. She pulled the phone away from her ear, muted it with her hand and stretched out for me to take the phone.
“Don’t fuck this up!” she whispered as she handed me the phone.
“Hello?” I asked not sure what to expect.
“Yo, this is Grey?”
“Yes”
“Cool man, I’m Tayshaun. I’m going to be taking care of your girl tonight.”
I instantly felt humiliated. I must have zoned out for a second.
“You paying attention?”
“Yeah, sorry.”
“Good. I know that you’re new to this so I want to go over a few ground rules.”
“Okay…”
You're going to drop your girl off at my house at 9 o’clock tonight. You bring her to my door, then fuck off. I don’t want to see your ass for the rest of the night after that. It’s my time with your girl.”
“Okay…”
“And when we see each other or when I call – any time we talk, you call me ‘Sir’ – is that clear?”
“Yes.”
“Mother fucker what did I just say?”
“Sorry, yes Sir.”
Melissa’s eyes lit up when I called him ‘Sir’. I could tell that she didn’t know why Tayshaun wanted to talk to me, she was figuring it out at the same time I was….only I was dreading it and she was loving it.
“Now pay close attention, I’m not going to repeat myself.”
“Okay...” I caught myself before he could correct me, “Okay Sir.”
“Good. Melissa is a fine ass looking bitch, but I want her looking sharp tonight, you hear me? I’m putting you in charge of that. I want you to bathe her, pamper her, help her get dressed, help get her ready for me…do whatever it is you need to do to have her showing up at my door looking mint. I want high heels, stockings, garter belts – the whole bit.”
“Yes Sir.”
“I’m going to make sure she wants a second date, but whether she gets it or not will depend on how you present her to me tonight. I know that you’re wearing one of those little cock cages. If tonight is anything less than perfect, I’m gonna keep your key and if you want it back you can come over here and try to convince me why I should give it to you after presenting me with something less than perfection.”
“I understand Sir”
“Good, now put Melissa back on the phone.”
I’d never been more humiliated in my life. I was really struggling with what just happened and was shocked by the contrast in Melissa’s reaction. She was absolutely glowing. She was smiling, her eyes were lit up, her complexion was flush – it seemed like one of the lowest points in my life was one of the highest in hers.
I stood there feeling numb and dumb waiting for her phone call to end.
“OMG! That was the hottest thing ever. Hands down the hottest thing that any man has ever done, ever!” To say that she was ecstatic would be an understatement.
I didn’t know how to react. I almost wanted to cry, but that wouldn’t help my cause any. I was also trying to be "good and supportive" like Melissa told me to be in order to get my reward but I was having a hard time faking it.
“Grey, I know that you’re ego is bruised but don’t ruin this moment for me! Tayshaun just pulled the ultimate alpha move, it was amazing! I’m SO much more excited about tonight now! No man does what he just did unless he knows he can deliver!”
Not surprisingly, I was having a hard time seeing things her way.
“Listen, go to your room, gather yourself for a bit, get your head back into this and in a half hour I’m going to start getting ready for my date – and you’re going to do exactly what Tayshaun told you to do.”
I couldn’t think straight and just resigned myself to the situation that I was in and made my way to my bedroom.
I spent the next half hour thinking, really thinking about everything that happened and where I could see things going. I didn’t wake up thinking that today was going to be a day of serious soul searching, but it was. I knew whatever decision that I made in that room was going to determine at least the next few years of my life, maybe even my whole life. I could chose this moment to put an end to all of this, put my foot down, take this stupid chastity device off, be a man and live with whatever the consequences were. If I did, maybe instead of pitying me, Melissa might actually respect me. It probably still wouldn’t be enough for her, and our relationship would be over but I’d have my dignity and our friendship which was always tilted in her favour might be reborn based on a new found sense of equality. Or I could lose everything…my friends, my lifestyle, my girlfriend – everything that mattered to me. Given where I could imagine things going, I wasn’t sure if I was afraid of losing those things anymore because I was feeling trapped and wasn’t sure if I wanted what I had.
I spent every minute of my time alone thinking of every option from every possible angle. I was going to stand up for myself and put an end to all of this, and whatever happened would happen. I was prepared to live with the consequences. As I stood up to go confront Melissa, there was a knock at my door. Melissa leaned in to my room and knocked to get my attention. She’d stripped down to her bra and panties and had her bath robe draped over her arm. Something about the way she looked in that moment dissolved all of my courage and willpower. She had me. I was hers and I knew it. There was no getting out of this, because deep down I didn’t want out. I wanted to be an alpha like Tayshaun, but I knew that I wasn’t. This was who I was, this is what Melissa and I were going to be. I loved her and I wanted whatever part of her that she was willing to share with me more than I wanted the whole of anyone else in the world.
“You ready?” she asked innocently, completely unaware of everything that I’d just put myself through.
“Ready as I’ll ever be,” it was the most honest answer that I’d ever given her.
I walked her to our bathroom, took her bath robe and hung it up. She was stunningly beautiful, and just being in her presence made me happy.
“Take your clothes off. If I’m going to be naked, it’s for damn sure that you’re going to be naked too.”
I did as she said and took my clothes off.
I was a little overcome with the flood of emotions that I’d experienced and took Melissa into my arms. I needed her to know that I was okay with what she was doing.
“This hasn’t been easy for me Melissa, but I love you and I want you to be happy and I want to support you in anything you do that makes you happy.”
For once I was surprising Melissa, and I could see her struggle with her own reaction. “I love you too, Grey.”
Her words hung in the air and I held her even more closely. It was the first time a girl had ever told me that she loved me, and more importantly I actually felt it. We’d kissed before, but there was a special passion in how I kissed her in that moment. For the first time ever, I felt genuinely connected to her…and I knew she felt it too. I can’t remember how long we held each other, but for as long as I live I’ll never forget how good it felt to hold her and be held by her. Our first truly tender moment together was shared in a bathroom while I was getting her ready for another man to have sex with her. This was going to be a different kind of relationship for sure!
I didn’t want her to have any doubts about the night ahead that she had waiting for her, so I broke the moment.
“Okay, let’s get you ready – we don’t want to be late for Sir”
She was clearly pleased that I’d accepted things as they were and was giving her the support that she wanted. I drew her a bath as she stood by waiting.
“Your bath awaits Miss”
I turned to leave the bathroom and she touched my shoulder.
“Where are you going?”
“Umm…I thought that I’d wait for you to have your bath, and when you were done I’d help you get dressed or whatever?”
“Tayshaun told you to bathe me. You’re going to bathe me.”
It suddenly occurred to me that I was going to see Melissa naked for the first time. She turned her back to me, lifted her hair up and exposed her bra clasp to me.
“Take it off,” she instructed.
I know it’s a trope – the nervous virgin fumbling to undo a girl’s bra, but it was my first time doing that and I really did have a hard time with it. Melissa was patient with me, but I could tell that she was trying hard to cover up the fact that she was giggling. The fact that my penis was raging to get hard but locked in place by the chastity device didn’t help my concentration any. Eventually, I got it. Her bra strap popped open and with her back still too me I slid the straps down each of her arms and carefully hung her bra from a clothes hook.
Melissa raised her arms above her head and turned around, spinning like a ballerina in slow motion. The anticipation was driving me crazy! As she turned and her breasts came into full view I was astonished! Melissa had the most perfect breasts that I’d ever seen, and judging from the grin on her face she was quite proud of them as well.
“You like?”
“Oh my God, yes! They’re perfect, you’re perfect!”
“You want to touch them?”
Did I ever! In amazement, I began to reach out staring and her boobs…and then out of nowhere, WHACK! Melissa’s hand came down and swatted my hand away, shocking me out of the daze that I was in.
“Those are for Tayshaun tonight, not you.”
I should have known better.
“Now, down on your knees.”
I was already feeling weak in my knees so it was no effort to comply.
“Look up at me.”
I did.
“You know what comes next right?”
“Yes”
“Tell me”
“I need to take your panties off.”
“That’s right, you do. This is a big moment for you, isn’t it?”
“Yes.”
Melissa moved her foot between my legs and gave my balls a tap. “How’s your little guy doing? Is he going to be okay?”
My balls were aching and my penis was trying to push the boundaries of the chastity device. The mixture of pain, frustration and excitement was almost too much to bear.
“I’ll be okay.” There was no way that I was going to pass on seeing Melissa naked, no matter how much it hurt me.
“Okay, then. Grab them here and here,” she said pointing to the band of her panties that hugged her hips, “…and pull them down slowly. These are expensive, so be gentle and don’t stretch them.”
I truly felt like I was hypnotized. I pulled Melissa’s panties down, slowly revealing her beautiful pussy. Subconsciously, I think I did it even slower than she expected me to because I wanted to savour every second of that moment…I wanted the image of each instant burned into my memory forever. The final image of her silky panties being pulled away from her sweet pussy and becoming fully exposed to me for the first time is something that I will never forget. As I lowered them down her legs, I was torn. I couldn’t take my eyes off seeing Melissa standing before me naked for the first time, but my fetish for her panties kept pulling my eyes down to them. As she stepped out of them, first one foot then then other, I acted on instinct and raised her panties up to my nose and smelled them. Having her panties in my hand, having her scent in my nose and being on my knees eye level with her pussy was overwhelming for me.
Melissa snapped me back to reality, “Perv!” she said with a laugh and a smile.
I’d been in such a trance that I didn’t noticed that she’d moved her foot back to my balls and was giving me a series of gentle taps.
“Look,” she said pointing down at her foot.
A small puddle of pre-cum had dripped out of my penis and onto her foot.
“Know what Kassandra calls that?”
“No, what?”
“Chastity tears. It’s what happens to little dicks when they’re locked up. They get excited, but can’t get hard and cum like real men, so they get all sad and cry.”
Whatever tenderness that Melissa had just recently shared with me, her more stern side was starting to surface. I think in the same way that I had to accept who I was, Melissa was also realizing that she couldn’t help but be who she was.
“Lick it up.”
I wasn’t with her on this one.
“Melissa…I…”
“Lick it up,” she said more forcefully, emphasising each word.
I was still hesitating. I began to stand up, thinking that I could grab a towel or something and she pushed me back down to my knees.
“I’m not stepping into that bath with your penis drizzle all over my foot. Lick it up.”
It was yet another of those moments where I struggle to describe what led me to do what I did, but not wanting to ruin the positive turn that the day had taken and how I was feeling about Melissa and the prospects of our relationship, I gave in.
I bent down further, almost as if I was bowing down to her and licked my pre-cum off her foot. I was relieved to find out that it didn’t really taste like anything, or maybe there wasn’t enough there for me to notice a taste. When I finally looked up at her, she looked quite pleased with herself.
“Good. Stay on your knees but sit up. I want you to take a good look at my pussy.”
She didn’t have to ask twice.
“It looks good doesn’t it?”
“Beautiful Melissa” My penis was throbbing and my mouth was watering.
“You want to touch it don’t you?”
I wasn’t going to fall for that again. Realizing that I’d caught on, Melissa laughed.
“Good pet, see you can be trained! Come closer, I won’t slap you – I want you to have a good look at it.”
I still wasn’t sure if Melissa was going to slap me or not, but it was well worth the risk. I leaned in to get a closer look, constantly shifting my eyes back and forth between her pussy and her hands. I wasn’t sure how close she wanted me to get, so I kept inching my way forward waiting for her to stop me. I got within four or five inches.
“Stop! Take a deep breath Grey, get a good whiff of my pussy.”
I did.
“How does that smell? Does it smell like my panties that you love so much?”
“Even better!”
“You know this pussy isn’t for you, right? Only real men get to fuck this pussy.”
“I know, Melissa.”
“Who’s going to fuck this pussy tonight?”
“Tayshaun is, Sir is.”
“That’s right. Tonight he’s going to fuck this sweet little pussy. It’s all his. He gets it, not you.”
I’d never been more jealous in my life, but it was hard to focus on my jealousy when my penis was trying to burst its way out of chastity and my balls aching to cum.
She used her fingers to spread her pussy open, and used her other hand to point just above her opening.
“I want you to kiss me right here. Just a short little peck. No lingering, no tongue. Just give me one quick little kiss, right here.”
I leaned in and gave her the kiss she wanted, where she wanted it.
“Know what you just did?”
I shook my head, “No.”
“You just kissed your girlfriend’s pussy goodbye because tonight it belongs to a real man, someone who knows how to fuck it. Now help me into the bath.”
I helped her into the bath, and for the next half hour or so I helped to wash her. She let me soap her up and wash her up with a washcloth, everywhere except for her breasts. They weren’t mine to touch tonight.
“Next time, and there will be a next time, I want you to prepare the bath for me before I get in. I want scented candles, bath oils, and soft music playing. I want everything ready and waiting for me so I can just come in, disrobe and slip into the bath. Is that clear?”
“Of course, Melissa”
When she was done, I drained her bath, used the shower head to give her a final rinse down and held her hand as she stepped out of the bath into the robe that I had waiting for her. I walked her to her bedroom, knowing what came next.
“I’m going to start on my hair and makeup. Go through my closet and pick out something that you think Tayshaun will like. Remember, we’re not going out on the town, I’m going to his house to get fucked so a little slutty would be nice.”
I knew nothing about fashion at all so I was at a bit of a disadvantage, but I had seen Melissa wear most of her clothes at one point or another and I knew what looked good on her. Tayshaun wanted her to be wearing stockings and a garter-belt, so that meant that she had to be wearing a skirt. I knew just the one. Melissa had a deep red, almost burgundy leather miniskirt that showed off her legs and made her ass look great. I also knew that she had a similar coloured pair of heels that she often wore with it, so I picked them out too. The next part was more difficult because I wasn’t quite sure what she’d wear with that skirt. I picked out a few different tops, and then worked it down to a short list of three. It was easy for me to pick out my favourite bra and panty set that she had, both black with a subtle dark grey pattern on it. The design was a little classy, but the cut was porn-star all the way! I was at a loss when it came to the garter-belt, I had no idea how they worked but she had several of them. I picked out a plain black one and figured that would be okay, but I wasn’t sure. Same thing with her stockings, I went with thigh-high plain black with a lace cuff around the top that I thought the garter-belt could clip on to. I thought that I had everything covered.
Melissa was still doing her hair and makeup, but she seemed to be nearly finished. She looked over at the outfit that I’d picked out and approved with a smile. “If you’re done there for now, can you make me something to eat? I barely ate earlier and I’m going to need lots of energy tonight!”
With her hair and makeup now done, we sat and ate while she was still naked under her bathrobe and I was still completely naked. She was gorgeous. We had a remarkably normal conversation. We spoke about the week ahead, some errands that needed to be run, groceries that needed to be picked up and worked out our schedules together. It was like being a regular couple…except for what was to happen later that night.
After we finished eating, she stood up, reached out her hand to me and led me to her bedroom. It was time to help her get dressed. I realized that it was nearly eight o’clock now and we had to be at Tayshaun’s house by nine and he lived about twenty minutes away. I hoped that the outfit that I’d picked out worked because there wasn’t much time left for any corrections.
Melissa approved of everything that I’d picked out, but I still hadn’t made a final decision on which of the three tops that I’d picked out worked best. She was quick to eliminate one, “That doesn’t match at all!” but left the decision on which of the other two up to me. I decided on a sheer black top that was mostly see-through, but had thicker material around the chest to cover her breasts. It fit the “a little slutty” vibe that she mentioned and I knew it looked good under a low-cut denim jacket that was a favourite of hers. It cut off above her waist line leaving her midriff exposed, which was perfect for the outfit that I’d picked out.
Happy with the choice that I’d made, Melissa disrobed and stood naked before me. She stood there like the most beautiful mannequin in the world waiting to be dressed. I reached to put her panties on first, but she quickly corrected me.
“Normally you put the panties on first, but Tayshaun wants me wearing garters and stockings when he fucks me, so we’ll put the panties on over the garters so he can quickly take them off.”
I needed her help figuring out the garter-belt, how it fit and how to connect it to her stockings which I also put on. “Pay attention to how this works, it’s going to be your job to do this from now on whenever I go on a date.”
Next I slid her panties on, it felt like a minor tragedy to cover up her pussy that I’d only just started getting used to seeing. I felt the same way covering up her breasts with her bra, but found connecting the clasp a little easier than removing it when I undressed her before.
Her skirt was a tight fit, but looked phenomenal and the top that I’d picked out seemed like a perfect match. Her jacket completed the look.
“Just one more thing,” she said. “I don’t want your key getting in my way when I’m getting fucked. Can you look in my jewellery box and find my ankle bracelet? The thicker gold one.”
I found what she wanted, and she transferred my chastity key from her necklace, connected it to the ankle bracelet and handed it back to me. “Down” she said pointing towards the floor for me to kneel and attach the bracelet to her ankle. “Perfect.”
“We’re cutting it short on time here Melissa, we’d better get going.”
“Look at you all eager to please!”
The drive over was a bit frantic. We weren’t exactly late, but we were cutting it close. We arrived with a few minutes to spare, but Tayshaun lived in a condo complex and we still needed to be buzzed in by security and make our way up to his apartment. Looking at my watch, I knocked on his door at 8:59 – one minute to spare!
A few seconds later, Tayshaun opened the door. He was huge. I’m 6’1 and he towered over me. He had to be 6’8 or 6’9, maybe even taller and was built like a NBA power-forward with a frame of solid muscle.
Melissa gave him a big hug. She looked so tiny compared to him. He hugged her back but broke it off and took a step back.
“Let’s have a good look at you and see if cucky-boy did a good job.”
Tayshaun looked her up and down from head to toe, and spun her around to get a look from all sides. When her back was to him, he spanked her ass, “Mmm…I can’t wait to get me some of that ass.” He seemed like a jerk to me, but Melissa appeared to like it.
Tayshaun looked at me for the first time, looking down at me in more ways than one. “So, what’s your sorry ass got to say?”
“Well, umm..Sir…I hope that you like what you see? I think that I did everything that you asked and she’s exactly what you were expecting?” It was humiliating.
He looked Melissa up and down once again, and turning his attention to her said, “Man, you’re a fine ass woman. Get your ass inside.” He stepped aside letting Melissa into his apartment, again slapping her ass as she walked by. Melissa jumped and let out a playful yelp.
“You did alright cucky-boy. It’s time for you get out of here because it’s time for me to get down with your girl.”
I started to say “Thank you Sir” but he turned and closed the door leaving me alone out in the hall way before I could get it out.
I heard some laughing coming from down the hall. There were two girls, around my age waiting for the elevator, staring at me and laughing. I don’t know how long they’d been there, but clearly long enough. The elevator came and they held the door for me, “You going down?” one of them said.
I replied, “I’ll get the next one, thanks” and both laughed and giggled.
“Suit yourself cucky-boy.” I still wasn’t really sure what that meant, but I was beginning to get the idea.
I figured the worst of it was over with. I’d head home and wait for Melissa to call me to come pick her up, I figured they’d be a few hours so.
As it turned out, Melissa didn’t call until around noon the following day, and that’s when the next phase of our new relationship began.
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Do you enjoy watching your significant other get fucked by other men? Or do you enjoy fucking wives and attached females while their partner looks on in the background? Preferably if he’s crying a little and rubbing himself down with his own shit in anguish?Hey, I’m just reciting what you searched for last night! I see what you do over here on Fetish Porn Sites! So don’t act surprised! Instead, get your cuckold fix by visiting Scrolller.com/Cuckold instead!It is here that you will find all...
Cuckold Porn SitesAloha, a simple Hawaiian word that means hello, and goodbye. Aloha, as in "aloha spirit" that stands for the perfect alignment of body and mind. Alohatube.com/top/cuckold, a simple yet staggeringly amazing website that will push you into this aloha spirit state simply by treating you with all sorts of porn that exists in this world! Nothing about this website is small, mediocre, or shitty. Let me present you the alohatube.com/top/cuckold page on alohatube.com that boasts a crazy number of...
Cuckold Porn Sitesor CUCKOLD: A LINGUISTIC ASYMMETRY, by Holly Rennick plus CUCKOLD: IF THE MILKMAN DELIVERS AT 9:30, WHY MAKE YOUR BED TWICE? by Cindi Barton AUTHORS' NOTES This literary contribution may seem a bit like ping-pong if our co-authorship is new to you. Actually, this is our fourth publication. Visit Holly's ASSTR website for "Notebook", "Top Tips" and "Oneida" to get a sense of our literary partnership. We offer our insights not as a final analysis, but merely as a point of embarkation...
After high school I went to college at the Rochester Institute of Technology and earned a bachelor's degree in computing and information services. At the beginning of my junior year there, I met a girl named Alyssa who is my age. She was working on her degree in psychophysiology. I was immediately attracted to that beautiful girl, who just happens to look a little like the actress Scarlett Johansson. And for some inexplicable and happy reason, she was attracted to me as well.Alyssa is five feet...
Eporner comes with a healthy dose of cuckold porn for your horny, porn-wanting eyeballs. A library with over ten thousand videos all dealing with cuckold to some degree. It's certainly enough to keep you entertained for quite a while until you beat your meat into submission. Or finger your pussy until those sweet convulsions consume you. Cuckold comes in a few flavors. It always involves the wife being unfaithful to her husband who probably can't satisfy her anymore. In other situations, he's...
Cuckold Porn SitesYou've probably heard of "cuckold" before. But do you really know what it means? A cuckold can be created in two ways and both of those ways involve someone in the relationship cheating. The first way can be a guy's wife going out and fucking some other guy because at least he gives her dick, you know? The second can be a guy making a move on another dude's wife and fucking her. Some of these situations can be quite obvious and in the face of the person who's being cheated on.The wife doesn't...
Cuckold Porn SitesIt all began over twenty years ago when I met Lizabeth, the girl who became my wife.I had no idea what Mother Nature's plan was for me in those early years. I did realize that I was different than the other boys and felt that I never could quite fit in.During all of my school years I was a shy, naive boy who never participated in any school activities; never went to any of the school dances and never dated any of the girls even though I so much wanted them.I would only look and watch them from...
Some porn sites host their own fetish porn, such as cuckold. Others are the high and mighties. They're the ones who collect all kinds of cuckold porn and display it all neatly for your horny souls. iXXX is that site that has gone all over the internet and created this massive library of cuckold porn ready for people to come and enjoy. While what they've done as a whole is pretty interesting and doesn't leave much room for getting bored, there doesn't seem to be a lot special about iXXX.Their...
Cuckold Porn SitesWith the porn industry always offering new pornographic content, you know that you will never get bored. No matter what you might be searching for, there is always a website that will fulfill your naughtiest desires. As for those who are specifically into something that is considered a fetish or a kink, finding the right type of a website might be a challenge.However, that is why I am here. I shall tell you all you need to know about different fetish porn websites, and the suggestions are all...
Cuckold Porn SitesThe online world is filled with all sorts of porn movies, including many popular fetishes. So if you are searching for something specific, I am sure that you will be able to find it. However, the process of searching for your favorite porn sites can be quite tedious, because a lot of porn sites are really not worth your time. That is why Fetish Porn Sites is all you really need.I am here to talk about a site that is filled with cuckold pornos. iWank.tv is a free porn aggregator that has...
Cuckold Porn SitesLiving with a cheating spouse.After the first year of marriage, my wife began an affair with her manager. He was the first of many men over the years. Some of them I knew about and I may have even encouraged them but most were done behind my back, in secret. Because she has these secrets, not a day goes by that it doesn't play on my mind. One day in my angst, I typed the word 'infidelity' into Google and discovered Literotica.There are so many stories here about unfaithful spouses and I...
Living with a cheating spouse.After the first year of marriage, my wife began an affair with her manager. He was the first of many men over the years. Some of them I knew about and I may have even encouraged them but most were done behind my back, in secret. Because she has these secrets, not a day goes by that it doesn't play on my mind. One day in my angst, I typed the word 'infidelity' into Google and discovered Literotica.There are so many stories here about unfaithful spouses and I...
For me, I have come to crown this fetish as the weirdest of all fetishes. I have come across the shittest of shit here on the Pornosphere, from machine fucking, tickling, pissing, bondage, submission and all sorts of sexual antics, but when it comes to cuckold, well, I don't have words to describe this shit. Some men are into interracial porn. To my amusement, these perverts want to watch their women worship and be stretched by big monstrous cocks from black maniacs. The weirdest shit is that...
Cuckold Porn SitesIs this a joke, hombre? Do you fucking have a real girlfriend? Oh shit! I just remembered. You settled for the ugly BBW bitch on the Tinder dating app. Or could you be talking about your gay stud, faggot? Whatever shit it is, you just want a warm hole to nut in. Dumbass, I have seen it all in the pornosphere, but even if fetishes can get weird and kinky, cuckold is cringy. How lusty babes enjoy doing all shit with strangers as their boyfriends and husbands watch still amuses me.And how does a...
Cuckold Porn SitesI'm Suzy, and I've been married to my husband David for 15 years. I'm currently 35, 5'10, 140lbs, have shoulder length brown hair, brown eyes, and measures 38-28-38". David is 38, 5'11", 175lbs, has blonde hair, blue eyes and has a 7" cock. Five years ago we started spicing up our sex life by visiting sex sites online, visiting adult video stores and renting their movies. We also agreed to try what each other wanted at least once.The first time that we involved someone else, was at a adult...
Being a lover of porn for years now, not because I make money by reviewing porn but also because I'm a chronic wanker, and thus I am profound when it comes to pornsites and the shit they provide. What do you mean, Porndude? The thing is, I have come across my fair share of fucked up, low-effort sites that not even a 50-year-old virgin can fap you. Do you get what I'm saying motherfuckers? I am talking about sites that can lead you to hell rather than climax – spam and ad-filled sites that can...
Cuckold Porn SitesThe journey from simple male chastity to cuckold chastity is an interesting one. It isn’t necessarily a natural progression to being a chastity cuck – the man who seeks to be placed in chastity isn’t by any means always fantasizing about his wife cuckolding him. However it’s often a slower journey from being kept in chastity…to adding the extra dimension of cuckolding into the mix. Being cuckolded by your woman, dovetails nicely with being denied sex by her. In fact most would argue that it...
For most guys, having to watch their wife or girlfriend fuck another dude is a nightmare. My readers would feel that pain particularly deep. For you fucks, to get a girlfriend would be the culmination of a life's effort. It will take every ounce of strength and ingenuity you have in your bones. You only have the perseverance to accomplish it once, so you have to make it count.Your version of making it count probably doesn't include watching your bitch get her brains fucked out by a black dude...
Premium Cuckold Porn SitesPosted April 13. 2020By sissybabysusie aka babydicksissyCHAPTER ONE: It all started from a phone call from my wife Susie,"WHERE THE HELL ARE YOU?,.....YOU SHOULD HAVE BEEN HOME AN HOUR AGO..YOU NEED TO GET HERE DAMN QUICK..NOW JOHNATHAN ..WE NEED A SERIOUS TO TALK ! ".What the hell is all this about I thought.Susie could be quite assertive if she had to be .Susie was typically reserved ,quite sweet, kind to others,always helpful .Her stunning looks have no doubt helped her promotion working...
If you can't give your whore girlfriend the satisfaction she deserves because you have a tiny cock, chances are she will try to find it elsewhere. There are a few reasons your girl would bring a handsome stranger home to ride and arch for them in front of you. Either you moron fucking cheated on her with your busty neighbour, who she is always jealous about, or you are a sissy partner, and you never make her tremble to your perversions, and she wants you to at least learn something new and pick...
Premium Cuckold Porn SitesAnother FantasyThis is just a fantasy and I am definitely not such a sub in real lifeOn many days I sit at my computer and watch porn without my wife’s knowledge. I really do like watching cuckold videos and have built up a large collection on my hard drive. Then it happened. My computer crashed with the Blue Screen of Death (a well-known Windows fault). I could not get it to work so I had to take it into the repair shop. It took a while for the shop to fix it and they were able to back up all...
Being CUCKOLD and having the desire to see or know that your wife has sex with other men, in this type of relationship the husband usually puts his wife in charge of married life and becomes submissive to her.THE DIFFICULTIES OF BECOMING A CUCKOLD.One of the biggest difficulties in becoming a horn is convincing your wife to understand that you simply want to take a horn.Usually the horns start to fantasize about this during sex, then after a while the wife begins to dislike the idea, thinking...
Wife cuckolds husband.I'm an always horney man, constantly thinking of sex in some form. I wonder about the type of sex every woman, I see, enjoys. That prudish old bitch everyone knows, whose ass is so tight you could stick a lump of coal in it and get a diamond out. I even imagine her with a penis in her mouth or a tongue in her pussy. That hot little thing everyone is slobbering over. Is she a hot piece of ass? Or, is she a bland fuck that leaves you wanting and needing more?Sex is always on...
This story happened about a year after my wife Kathy and I got married. She had been an innocent college freshman when we met, I was a senior who hadn't had much luck with women throughout my undergrad, but managed to find enough courage to approach her in the psychology class we both took. She was even shyer than I was, but eventually after a few months of pursuing her I got her out on a date. A few months later and we finally had sex for the first time. It was the first time for us both,...
My name is Grady, and my best friend, Harley, and I were participating in The Battle of Blountville (Tennessee) Civil War reenactment in September 2018, at a time when we were both forty-five years old, when something occurred that changed our personal relationship forever, in an intimate way. I’ll give you a little background before I get to the significant parts of the story.BackgroundWe live in Johnson City, which is only about thirty miles from the Blountville battlefield, both working as...
CuckoldBecoming a CuckoldI watched my wife in the throes of passion with another man as I stood naked beside the hotel bed, flogging my hard cock.We weren't swingers. We had never even discussed it, outside of the occasional joke about me wanting to see her with another woman. Even that was always met with a disapproving look and the words, "Not gonna happen."At 42, Carrie was still beautiful. She had a pretty, round face with soft brown eyes and a gorgeous, warm smile. She wore her light brown hair...
This is a story about Stephanie, a new hot wife. I first introduced her in the first story I wrote, “Cards With Friends.” Stephanie is married to Jason, who is now a happy cuckold husband. This is now the ninth story with her. At the end of another story I wrote about these two, called “Threesome for a Hotwife,” Stephanie now wears a gold anklet on one of her legs that has a little, spade shaped charm on it, the capital letter “Q” in the center, to indicate that she is now a “queen of spades,”...
It was a usual Tuesday night for us, my wife was finishing up dinner, and I had just gotten home from work. I was sitting at the kitchen table using my laptop, chatting with her here and there. At one point, she turned around; looked at me with a smile and said: ?drooling over chastity devices again?? There was a sudden pinch in my stomach. I couldn’t believe she had found what I had been looking at! I went into autopilot, making a weak attempt to protect my manhood. All I could do was respond...
I have always been able to go down on my wife after cumming in her but I admit that for many it can be difficult to do having to eat your own cum from your partner immediately after you orgasm. It's something I learned to do when I was with my first female sex partner at the tender age of 15, she was much older and it made up for my premature ejaculation I experienced in my early years of sexual activity. I would cum so fast it left my partner hot and bothered so at her urging and near...
April 7th, 2015I thought I would take this moment to talk about how great it is to discover my calling in life...that of being a cuckold. Even though this lifestyle has caused my wife to divorce me, the sexual intensity and addictive joys that being a cuckold have provided help me to not only understand why my wife of 12 years would divorce me, but when I think of how she chose her "Owner's" big cock over our relationship it usually turns me on and I'll soon be stroking my little dick until I...
A text ‘Hey’ came into my inbox from someone named Salman. He claimed to be a huge fan of the stories I wrote on ISS and wanted to know if they were real. I explained that some stories like were inspired by real-life events. Some details were added or removed to make them better. Listening to this, he was on cloud nine. At the time, I didn’t know why he was so excited, but later I learned he was a cuckold. He explained to me in great that for the past 4 years, their sex life has been dying...
Katie and I tried to get back to normal after her weekend with Tom, but we weren't doing very well. Every time we made love together all I could see in my head was her being fucked by him, or worse, her being gangbanged by his poker buddies. Katie tried to be understanding and supportive. She did everything she could do but I would only last for about 10 seconds before cumming so hard that it hurt. No matter what we did to prolong things, as soon as I thought about her weekend, I'd blow. We...
My wife and I made plans to go to Atlantic City this past summer for a much needed getaway. She made reservations for us stay at one of the hotel casinos for the weekend. We arrived just before noon on Friday settling in our room after the long drive to freshen up and grab a bite to eat. She mentioned to me she had purchased a very sexy new one piece swimsuit the day before we left. She could not wait for me to see her wearing it. Knowing my wife her new swimsuit had to be the kind that shows...
This is a story about Samantha, a young white woman in her late 20’s, and her new husband Eric. Samantha has jet black hair that goes roughly half way down her back, blazing green eyes, and a very petite figure (think 32-22-32). Eric is a white man also in his late 20’s and has light brown hair and blue eyes, and is pretty athletic. Samantha also has a twin, Annabella, who looks just like her except Annabella’s eyes are blue. This is their ninth story. Other stories featuring them include...
“I have two men with me, my partner John and Julian, my twenty-five year old bi-sex toy boy. My man took great delight in telling Fiona, “Sarah is of French descent, bilingual, fluent in both French and English and as I recently discovered with a little prompting from me, bi-sexual, though she didn’t need a great deal of prompting. She often reminds me, I am to please and be pleased sexually. And I love having sex with an audience.” As the conversation progressed it became more racy. “What...
“I have two men with me, my partner John and Julian, my twenty-five year old bi-sex toy boys. My man took great delight in telling Fiona, “Sarah is of French descent, bilingual, fluent in both French and English and as I recently discovered with a little prompting from me, bi-sexual, though she didn’t need a great deal of prompting. She often reminds me, I am to please and be pleased sexually. And I love having sex with an audience.” As the conversation progressed it became more racy. “What...
Reddit Cuckold, aka r/Cuckold! Other than being the second most popular insult on online image boards, cuck is also the official word for a member of one of the weirdest fetishes I’ve ever seen in my entire life. Now, I review porn for a living, so I see a lot of wacky stuff. And since the third world porn industry is constantly trying to produce weirder, filthier smut, I’ve got my work cut out for me. But I don’t think any genre of porn is going to outdo my surprise when I first discovered the...
Reddit NSFW ListQuick background info for those who haven't read any of my other stories.I'm submissive by nature. My submissive side was always a secret until I started to experiment with my then girlfriend now wife, Sue, which led her to becoming the dominant person in our day to day lives and later led her to cuckolding me.Now that the background info is out of the way, we can start with the story.Also keep in mind I try to add as much detail as I can as well as dialogue so my stories tend to have a slow...
Young Cuckold Just a little background before I begin my story. My ex-wife and I got married young. I impregnated her when she and I were only 19, we married shortly after we turned 20. We had little experience with sex,which partly explained her pregnancy. She had only one lover before me and she was my first. Our parents insisted on the wedding,so it happened. Six months after our hasty wedding, Mary gave birth to our first c***d, a beautiful deep brown eyed boy. I fell into a...
Home By Author By Title By Date Most Popular Forum FAQ Dark Cavern Submit Your StoriesMore Stories By This Author | Printable VersionAfter returning from a party, I lay naked on the bed next to Jenny, my beautiful bride of six months. As I looked at her, with her flaming red, shoulder length hair and milky-white curvy body, I felt like the luckiest man in the world. The last six months had been the happiest time in my life for me, Jenny and I had seemed to get on so well. Sure, she was the...
It was the start of my junior spring break as we began the substantial drive down to beaches of the gulf coast. ?The road trip which had been completed many times before was a necessary evil, and the calm before the storm. ?Unlike my previous breaks, it did not present the same possibility of insanity due to the majority of participants being couples. ?It hadn't always started that way, but one couple turned to two, two turned to three. ?The one relief would be the most recent development,...
Dear Wimp, So you are Mary’s husband, the loser, the wimp, the shrimp-dick that I’ve heard about. Well, I’ve got good news and bad news for you, wimp. The good news is that until last week, Mary had been faithful to you. Faithful for five years of marriage. That’s almost a miracle. That such a drop dead, knock-down gorgeous babe like Mary could have remained faithful to a wimp like you for five minutes is hard to believe. It just shows how religious she really is....
BETA BOY CUCKOLD by Throne I couldn't believe it. My wife, Tarla, had been bringing me along gradually for the past year. First she had gotten me to confess my cuckold fantasies. Over two months she went from flirting with guys to petting and then letting them take her to bed. Sometimes I had to be where she went to get picked up -- usually some downtown club -- and see her leave with someone. Other times I was told to stay home and she would send me photos as the night...
Cuckolds are meant to serve couples.Knowing a woman should be pleased by a real man is the sexiest truth you've faced and accepted. The funniest part is that you are grateful for being used by us. By me. While I get serviced and pleased by a real man. You'll never get to fuck me. Instead you will get to fund dates, purchase used condoms, and be of domestic service to us both. How pathetically grateful you will be to receive photos of us having a great time or to smell and taste the vile latex...
This is a story about Samantha, a young white woman in her late 20’s, and her new husband Eric. Samantha has jet black hair that goes roughly half way down her back, blazing green eyes, and a very petite figure (think 32-22-32). Eric is a white man also in his late 20’s and has light brown hair and blue eyes, and is pretty athletic. Samantha also has a twin, Annabella, who looks just like her except Annabella’s eyes are blue. This is their eighth story. Other stories featuring them include...
BABY BONNET CUCKOLD by Throne When I got home from work on Friday my wife Mara was on the phone, so I didn't bother her. Instead, I went to the master bathroom, got undressed, tossed everything into the hamper, and took a hot shower. Then, carrying my shoes, I headed for our bedroom with a large soft towel wrapped around me. All I wanted was to put on some pajamas and a robe, so I could relax all evening and get a start to my two-week vacation. Mara had been playing some domination...
As the age of top-notch free porn tubes comes to an end, porn sites are finding new ways to monetize their sites. However, some of these techniques aren't new at all. They are the same old techniques used when porn first started taking over the internet. AKA the moment it was created and modified for commercial and private use.Most men are familiar with the subscription model of paid premium porn sites. It works well, is simple, and gives masturbators efficient access to the porn they need to...
Premium Cuckold Porn SitesI am a panty wearing, cock-sucking cuckold and I love every minute of it. I used to be all macho and thought I was God’s gift to women. But, fortunately for me, my wife showed me the error of my ways. When I was at College I did what most red-blooded young men do – I partied hard and I fucked every available woman I could. And there was quite a few. I played basketball so I moved with the ‘in’ crowd. We were on the highest rung in the hierarchy of the school. Our parties were wilder and our...
CuckoldI met my wife at work. She was ten years younger than me and it was her first job out of college. She was very pretty and had a sexy petite body. She worked out and it showed, her arms and legs though thin were defined and she had a great round firm ass. Her tits weren’t big but looked bigger on her small frame. She was very outgoing and friendly and we hit it off. I was the opposite, shy, especially with women. I only had a few long term girlfriends and when I wasn’t dating I usually wasn’t...
A BRIDEZILLA AND HER SISSY CUCKOLD by Throne Magenta was an unrepentant bitch, a mean wife who thrilled to robbing her husband of his manhood and mistreating him with wanton cruelty. She loved to taunt Gardner about how she had turned him into a sissy and cheated on him with impunity. Around the house he was known as Gardenia and had to stay in the role that fit that name, which was that of a wimpy pansy. Today he was dressed as she usually had him, in a belly shirt and...
BULLIED SISSY CUCKOLD by Throne Larry Little had been married to Trish for two years when everything changed. He came home from his dull job one Friday, to find her acting perkier than usual. The hopeful husband told himself her mood might mean she wanted sex. His wife was so good looking, with her trim figure and full bust, sweet face and long blond hair. He really wished they would have relations more than the once-a-week routine they had fallen into. But he was short and slim,...
Karin is respected at work and at home. She runs a tight ship at both places. She tells me when I can fuck her and how to do it. She mixes it up, but is always the boss. Sometimes she’s respectful, sometimes she’s tough. She’s always on top and always makes sure we both get off. On the rare instances when she sucks my dick, she bends at the waist and mechanically beats and sucks me to get me hard. I have never cum in her mouth. Once a year she grants me a wish on my birthday. My birthday...
Are you looking for a place that you can go where you can download all kinds of goddamn cuck content? And I’m not talking about any of that fucking lame teaser content, either. I am more referring to the fact that you can take a look at all kinds of goddamn cuck content that your ass can fucking handle. The full-length shit is what you want, and let me tell you something mother fucker: it’s a fucking magical thing to see whenever you are looking at an abundance of cuck content that you can...
Cuckold Porn SitesHey everyone This is the first time I am submitting one of my real encounters as a submissive cuckold slave. I have read great stories on this fantastic site and I felt it was time to quit being lazy and tell readers about the seedy side of Indian cuckolds. The events narrated below tell the story of how I was cuckolded, humiliated and dominated by a real Indian housewife with a huge and hung bull. Well, I’m a 30 year old guy. Decently built and working in a good company at a managerial...
This is a story about Samantha, a young white woman in her late 20’s, and her new husband Eric. Samantha has jet black hair that goes roughly half way down her back, blazing green eyes, and a very petite figure (think 32-22-32). Eric is a white man also in his late 20’s and has light brown hair and blue eyes, and is pretty athletic. Samantha also has a twin, Annabella, who looks just like her except Annabella’s eyes are blue. This is their seventh story. Other stories featuring them include...
Introduction: Kristi is shocked by her lesbian wifes strange behavior after the Best Buy Incident. The Devils Pact by mypenname3000 edited by Master Ken Copyright 2014 The Devils Pact, Tales from the Best Buy Incident: The Lesbian Cuckold Note: This takes place in the week that followed the Best Buy Incident, following Kristi, whose wife, Ashley, was one of the victims of the Incident. Thursday, June 6th, 2013 Kristi Shelley Tacoma, WA Hey, Kristi, Adam said, peering over the top of his...