Becoming a Cuckold
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The next morning I was both afraid and embarrassed to leave my room. I didn't know how I was going to face Melissa and I was worried about how things were going to change between us.
As I lay in bed worrying about these things, there was a knock at my bedroom door.
"I'm coming in," Melissa informed, not asked. There was an awkward moment between us, but she came over to my bed and sat on the edge.
"Listen, I'm sorry about last night. I was harsh and I shouldn't have been. It's just that I put so much work into trying to get you and Victoria together and when I realized that my time was wasted I got angry."
I was still embarrassed, but I felt the sincerity in her voice.
"You know that I'm new to all of this, I didn't know about Victoria's...'preference', it didn't occur to me at all. It's not something that I even thought to think about. I was so worried and focused on the little things..."
"Not ALL the 'little things'," she joked glancing down towards my penis.
I turned beet red.
"Aww, I'm sorry. It was just a little joke. Oops, sorry I didn't mean 'little' joke, I meant silly! It was just a silly joke!"
"It's not funny!" I said probably revealing my bruised ego.
"I'm trying to apologize here, don't get pissy with me! Listen, I'm sorry about last night. In my defense, I worked so hard to set things up with Victoria and I was so happy for you! My virgin friend from high school was going to get his first bit of pussy, and it was going to be with a model no less! And then you dropped your pants I knew that I'd been wasting my time. I was furious and my anger got the best of me. Anyway, I'm sorry and I hope we can still be friends?"
"Of course Melissa! I owe you so much and I want to thank you for everything that you did to help me, not just with Victoria but everything since we've been friends. Don't feel too bad about me not losing my virginity though, as I said last night it was just a first date - it's not like we were going to do it."
"Actually, you were."
"What?"
"I kinda mighta told Victoria that you were a virgin."
"WHAT? Who else knows?" I was in a bit of a panic.
"Calm down, just Victoria. I had to tell her so she took it easy on you and didn't 'spook' you being as aggressive as she normally is. She's never been a guy's first and thought that it was hot. She was totally going to fuck you after the concert. Her parents are at the cottage for the weekend, you probably would have been getting it all weekend long."
My heart sank thinking of the possibilities and missed the opportunity of a lifetime.
"Well, maybe it's not too late...if she thought it was hot then maybe she'd still be into it..." I was scrambling.
Melissa looked down towards where my groin area was under the sheets. "No Grey, it's not going to happen. Not now, not ever. Not with her," she said matter of factly.
The realization was crushing to me. I can't believe that I had a chance to have sex with one of the most beautiful women I'd ever seen in my life. Not only was that not going to happen, but now she also knew that I was a virgin. I was going to be embarrassed around her and have to worry about her telling our other friends too.
Melissa interrupted my thoughts.
"As much as I am sorry, you need to understand that wasn't trying to be mean to you Grey. I'm actually looking out for you. Isn't it better that what happened last night happened between us and not between you and Victoria? You would have been SO humiliated if you pulled that thing out for her. A normal girl would have been put off, but Victoria is used to huge black cocks. She was willing to go with you being a virgin, but a small penis too? No way. She assumed you must have had a big cock, we both did - why else would you go for a girl like that? However embarrassed you were with me, trust me - I saved you from much worse from her."
"I suppose so." I paused to reflect for a moment. "I thought that she was such a nice girl though, she seemed different from the others."
"She is a nice girl, don't judge her because she loves big cocks. Just because she's nice doesn't mean that she doesn't want to really feel it when she's getting fucked. Being a size Queen and nice aren't mutually exclusive, Victoria is both."
I was afraid to ask but couldn't prevent myself. "Is mine really that small?"
"Well, it's not tiny but umm...it isn't exactly big either."
"Average?" I asked hopefully.
"No, it's smaller than average. It's "cute". That's better than gross, right? Maybe one day you'll find a woman who doesn't mind little penises or something?"
"Why are you calling it my 'penis' now? When you were charting my orgasm control you always called it either my 'cock' or my 'dick', but since you saw it last night you've only referred to it as my penis. How come?"
"Huh, I didn't notice really. It's subconscious I guess. 'Cock' is something that I crave, I want 'cock'. I want to get fucked by a 'cock'. I want to suck a 'cock'. I associate 'cock' with something that I lust after. In my mind 'cocks' are big. 'Dick' I guess is average. You know, like sometimes if a guy is cool I'll suck his 'dick' or let him stick his 'dick' in me. Penis is something else, like non-sexual. There's nothing really desirable about a 'penis', it's just a thing. No woman has ever said, "I can't wait get rammed by that penis." Penises are just kinda there, definitely not for fucking."
I think that Melissa's mind drifted a bit as she got caught up in her answer to my question and forgot that she was actually talking about me before she snapped back to the present.
"Oh but umm, like I said I'm sure that some girls don't mind penises. I've also heard that sex isn't all that important to some women, like a churchy girl or something?"
Her attempt to make me feel better fell flat.
"Or maybe you can get a penis pump, maybe they work?" After pausing for a minute she added "Notice how it's not called a cock pump or a dick pump? It's the penises that need the help!"
It was another blow to my ego, but I had to laugh.
---
Over the next few weeks, things more or less returned to normal between Melissa and I. The one most notable change was how much more open she was about talking about her sex life with me. She was never exactly shy about it, but now she was going into detail like she never had before. When we went out to the club we played a game she called 'Cock or Dick'. She'd point out a guy that she'd slept with and I had to guess if they had a cock or a dick. She didn't have sex with penises so that was never an option. Often playing the game would end up with her telling me all out her encounter with the guy and after I while I realized that was the true purpose of the game. It was an excuse for her to tell me about her wild fuck sessions with all these different guys. Other times when she brought a guy home it became a regular morning-after ritual for her to tell me all about what they'd done the night before - as if I hadn't been listening to them and beating off the whole time. I eventually asked her why she was suddenly more expressive about her sex life with me.
"Well, now that I know about your penis situation I figured that sex for you is probably just going to be masturbation - not real sex - so I'm trying to help you out, give you something to think about when you whack it."
She was pitying me, and the worst part was that it was I needed it. My favourite times to masturbate were either when I listened to her fucking a guy in the room next to me, or the following day after when she'd tell me all about it. I'd let her give me all the juicy details then wait for what I thought was a respectable amount of time after our talk and head to my room and jerk off. Apparently, I hadn't been as subtle as I thought that I was.
"You're blushing!"
She could see how embarrassed I was. Not only that, but her words about how sex for me was going to be masturbation hurt, because I had a deepening feeling that she was right. I was approaching 20 years old and was still a virgin. It hadn't happened for me yet, and that was before I had a complex about having a small penis. Finding out that the girls in our circle of friends expect a big cock made it all the worse for me. I hadn't even attempted to approach a woman in a club since Melissa opened my eyes to my little problem.
"Oh come on, don't be all shy about it. You masturbate instead of fuck and I try to help you out by giving you things to think about when you're doing it. That's a good thing isn't it? I mean the me helping you part, not the you not fucking part. That part is sad."
"Melissa! You're not helping!"
"I am, you're just too embarrassed to admit it. You're all embarrassed because you're uncomfortable, but you wouldn't be uncomfortable if you didn't always try to hide things. Tell you what, why don't you pull it out and give it a tug right now?"
"Melissa, I'm not going to masturbate for you."
"You did it before and I saw the load that you shot, you can't tell me that you don't want cum like that again! Trust me, it will be good. Pull it out and stroke it for me."
"No Melissa." I wanted to do it so badly. Just the thought of stroking it for her was getting me hard, but I also didn't want to risk more humiliation. I had to stare at the floor to avoid her charms.
"I can see your stiffy through your pants, stop acting like you don't want to. It will feel good, stop denying yourself. It's ok!"
Melissa really knew how to tempt me, she also knew I always ended up doing what she told me to. It was only a matter of time.
"Listen, we both know that you're going to give it a tug today, at least once right? What's more exciting, you alone in your room hiding under the covers trying to convince yourself that I don't know what you're doing or pulling it out right here in front of me? Look at me Grey"
I looked up at her. I knew I was doomed.
"I know how hard I can make you cum. I want to make you cum. Pull your penis out, now" she said firmly but reassuringly.
I gave in. I stood up and undid my pants, and reached my hand inside.
"No, I want to see it. Do it properly, pants off, underwear off."
I did what she said and stripped down, fully exposing myself.
"Good boy," she said with a smile. I stood facing Melissa as she sat on the couch in front of me "start" she said.
I began stroking my penis for her. Unlike last time, I fought the urge to look away from Melissa. It was embarrassing, but it also felt so good! I was thinking about the sex she had last night. I masturbated in my room while I listened to her getting fucked the night before, but now I was in the room with her and I imagined what it would be like to fuck her.
"That's it," she said with a smile, licking her lips slowly and seductively.
"You're thinking about last night aren't you, the fucking that Richie gave me?"
"Yes," I admitted.
"You played with yourself last night too, didn't you?"
"Yes," I repeated still stroking.
"I know you heard us fucking, but before that could you hear me sucking Richie's cock? Did I slurp it loud enough for you to hear?"
"Yes, I heard everything"
Melissa smiled at me "Good, because I was trying to be loud for your benefit. I knew you'd be tugging away on your little guy - just like you are now. When did you cum Grey? Did you cum when I was sucking on Richie's cock or did you make it until he fucked me?"
I was honest. "I came listening to you give him head."
She looked proud of herself. "Was it a big load?"
"Yes"
"You'd like a blow job, wouldn't you?"
"Yes," I said again, my knees buckling at the thought of it.
"Look at my lips Grey, imagine if you had a real cock and my pouty lips were wrapped around it, sucking it and slurping on it like a greedy slut."
I didn't like her making fun of my penis, but I was too excited to try to stop any part of what was happening.
"Imagine me down on my knees in front of you, desperate for your cock, my eyes looking up at you begging. 'Can I suck your cock?' 'Please, I need it in my mouth.' 'Pleeeease let me suck your cock, I'll do anything if you just let me suck your cock please?' 'I'm so hungry, please feed it to me'"
My penis was throbbing. Melissa's words to me now echoed what I'd heard her say to Richie last night. She smiled watching me stroke, enjoying the effect she was having on me.
"When Richie left here this morning, my lipstick was smeared all over his cock. He had one more load to give me so I sucked him off again before he left. He doesn't have to imagine anything Grey, he knows. Don't you wish that you had a big cock like Richie's? Then you wouldn't have to imagine it, you'd know too. If your penis was as big as his cock I'd suck it right now."
That was it for me and like last time I shot a giant load all over the place. Arches of cum shot from my penis as my knees gave out and I nearly fell over. This orgasm was better than the last one I had in front of her, and I hoped that the next one would come a lot sooner.
"Wow! Nice load! Hurry though, clean it up!"
After cleaning things up, Melissa called me back into the living room.
"That was a good orgasm, wasn't it?"
"Honestly, the best I've ever had"
"Awesome! I'm glad you said that because I wanted to propose something to you."
"What's that?" I asked.
"I think it would be best if you only masturbated when you do it for me. No other time, ever. Not matter what."
It came across as more of a demand than a proposal.
"From now on, I don't want to see your bedroom door closed and no more long showers. It's for your own good. Masturbation is sex for you virgin boy, and I don't want you to ruin it by doing it too much. We'll make it special for you this way. This means no more stroking it when I'm not around, and no more stroking it when I'm getting fucked either - you wait for the next day and do it for me."
I didn't want to tell her how much I didn't want to give that up, but these orgasms that I was having with her were the best I'd ever had and I wanted more like this.
"Think about it, from here on out our sex lives will be linked. Every time a man fucks me, you'll get to put on a little stroke-show for me the next day. Whenever I have real sex, you get to have your version of sex the next day. That's kinda hot, isn't it? I don't know of any other virgins who are that lucky. Mind you, I don't actually know any other virgins haha!"
As usual, Melissa had a point. As much as I liked to masturbate, I probably did it too much on my own and it was always better when Melissa was involved. I'd really miss stroking to the sound of her getting fucked, but if it meant doing it in front of her and cumming like I just did it might be worth trying. Besides, she had sex often enough where I'd still get to cum quite a bit - and maybe I could talk her in to some bonus sessions or something.
"Ok," I agreed, not really feeling like I had much of a choice. That was the nature of Melissa's control over me.
"No cheating," she said. "If I see a little load shoot out of your penis I'll know what you'be been up to without me and I won't be happy."
And from that day forward there was a new rule in our house. I was only allowed to masturbate if Melissa watched. She definitely made it worth my while. The intensity of the orgasms that I had performing for Melissa were way more powerful than when I was on my own. Melissa had fun with it too. She kept trying new ways to excite me and made mental notes of anything that she did or said that made me shoot a bigger load than usual. This is how I discovered a fetish that I didn't know that I had, and one that would change the nature of our relationship once again.
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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...