My Cuckold Life With My Friends
by SluttyJan
Copyright© 2021 by SluttyJan
True Sex Story: My name is Jack, and now at thirty years old, my wife, Hannah, and I are living with our four-year-old daughter in Tulsa, Oklahoma. I was born and raised in the Tulsa suburbs, and met Hannah at The University of Oklahoma in Oklahoma City in our senior year. She grew up in OKC and I didn't know much about her when we met, other than being attracted to her bubbly, outgoing personality, as well as her good looks. And this story describes how my cuckold lifestyle began.
Caution: This True Sex Story contains strong sexual content, including Ma/Fa Consensual Drunk/Drugged Heterosexual True Story Cuckold Slut Wife Wife Watching Wimp Husband Group Sex Cream Pie Oral Sex .
With my degree in petroleum engineering and hers in finance, we both found good jobs back in Tulsa. We started living together right after graduation when we were engaged, and then got married a year later. Hannah missed the friends she grew up with in OKC, which is a little over one hundred miles and an hour and a half drive to Tulsa, but I was fortunate that several of my good friends from high school also came back to Tulsa to live after college.
Within a year or so my friends were married too; Mason with Ashley, Nathan with Kaylee, and Ryan with Faith, and we socialized a lot with them as couples, as well as the guys doing things and drinking together, while Hannah became close with the other wives. The other guys have pretty wives too, but they aren’t as hot as Hannah, and the guys couldn’t keep their eyes off her, as I’ll explain.
Hannah is petite at five feet and two inches tall, weighed about one hundred and twenty pounds after college, and with her brown hair and eyes, she looks a lot like the actress, Jennifer Love Hewitt. Hannah’s breasts are even bigger, round, firm, and wide-rooted 34DD’s, and she likes to show them off wearing tight t-shirts and yoga tops with no bra. Her ass is perfectly shaped and full too, which she shows off in her tight leggings and yoga pants, along with a bulging, fat-lipped camel toe.
I played baseball and football with my friends all the way through high school, and I had known them since the first grade. Mason was my closest friend, though, and we double-dated with our girlfriends a lot more than I did with Nathan and Ryan. Although we were all on an equal footing in academics and athletically, I started feeling embarrassed and lacking confidence around them in the showers starting in our junior year, after we all developed physically.
I have a circumcised dick that is about average thickness and a little over five inches long on hard, but it’s only about three inches long on soft. My friends all have thick, uncircumcised cocks that are longer on soft than my dick is on hard, and I began to envy the way they hung and swung between their legs, along with low-hanging, plum-sized balls.
It was hard not to stare at their swinging genitals in the showers, and I remember even wondering how big those things would be hard. I tried not to be so obvious, but sometimes they’d catch me looking, and then smile while glancing down at my much less substantial dick. We were close enough as friends that they teased me too, nothing too mean spirited, just things like offering to help me satisfy my girlfriends or saying that I must be a grower instead of a shower.
My friends mostly behaved themselves during the first couple of years we socialized together as married couples, but as the newness of marriage wore off and their wives weren’t taking as good care of their physical appearance after they had babies, the guys started making sexually suggestive comments to me about my wife.
Hannah and I didn’t decide to start a family until we were twenty-five, and even after she was pregnant the guys were still drooling over her. Their comments started out being complimentary, with them saying how nice her breasts or ass looked, and they slowly evolved to being suggestive, since I didn’t make a big deal about it.
Looking back now, I can see how in their minds it was like we were back in high school when they made comments about the girls I was dating, and I acquiesced to the comments about Hannah, just as I had done back then. I didn’t see any harm in their comments, and they made me feel good about myself, having the prettiest and sexiest wife, after all the kidding I took in high school.
My Introduction to the Concept of Cuckolding
I saw Mason more than the others, since we live within walking distance of each other in the same subdivision, and we sometimes helped each other with home projects, as well as being with the others when we played golf or went out drinking. The guys were making more specific comments about Hannah by then, sometimes on the verge of being offensive, and I’ll give you one example.
One Saturday Mason came over to help me with a landscaping project, soon after Hannah became pregnant. After working the morning and having lunch with Hannah, we were back out in the yard, and Mason said, “Damn, Jack, Hannah is looking good enough to eat today. That big camel toe of hers is like a hamburger bun sticking out there to be munched on, and her ass is so full and fine. And damn, buddy, her tits are amazing.”
I laughed, and rubbed it in a little, saying, “Yeah, I know, Mason, and I feast on her fat pussy and those big tits all the time. She is tasty, but why are you so interested in my wife? You’ve got Ashley at home, and she has nice tits and a fine ass too.”
Mason replied, “Yeah, but Ashley has let herself go since the baby was born, and she doesn’t have the gumption to take care of her appearance. But your Hannah works out regularly and always dresses so revealingly. She’s easygoing too and even seems receptive and flirty whenever Nathan, Ryan, or I tease with her. Let me know if you ever need help taking care of her in bed, that is, unless you had a growing spurt in your dick since high school or something.”
It was embarrassing for him to bring that up after all those years, and I probably exposed my feelings of inadequacy, by saying, “Oh sure, right, Mason, thanks for the offer. Hannah has always been satisfied with me in bed, but I used to wonder how you guys had all the luck in the cock department.”
He smiled and said, “It hasn’t been that long ago that you sure seemed interested in our meat in the showers, and you’ve just seen them on soft. I can’t speak for Nathan and Ryan, but I’ve got plenty hanging between my legs to satisfy Hannah, so just let me know if you’d like to watch her experience a big cock.”
I should have let it drop there, but I, for some reason I didn’t understand at the time, wanted to see how far he would go in his comments, and I asked, “Why the fuck would you ever think that I’d want to see you or anyone else fuck my wife? Come on, man, that’s some sick shit.”
Mason answered, “Yeah, on the surface it seems unthinkable, but I’m also aware that there are some men, especially those with small dicks like yours, who get aroused watching their wives fuck well-hung men. Those men are called cuckolds, and their perversions go further than that too.”
I had honestly never heard about cuckolds before, and I said, “I’ve never heard about that shit. But why do you seem to know so much about it?”
He responded, “A guy I work with brought it up one day at lunch, and I went online to find out what it was all about. I ended up on some porn sites and found out that cuckold stories and videos are one of the most popular porn genres. I can only assume from the volume of that shit available; it must be popular with a lot of men. Try it yourself, man. Just do an online search for ‘cuckold’, and you’ll find the definition and dozens of links to stories and videos. But be warned, that shit might give you some new and unexpected urges.”
I asked, “What do you mean that it might give me new urges?”
Mason replied, “Well, it might all depend on how you’re consciously, or even subconsciously inclined in the first place. Reading and seeing videos about big-cocked men fucking other men’s wives gave me a perspective to pursue my desire to fuck Hannah and other women, probably because I’m well-hung, and saw myself in their place. And I’m guessing that if a man with a small dick reads that shit, he might start realizing his desire to see his wife fucked by other men and satisfied sexually like he could never do.”
I was planning on checking out the cuckold stuff, but didn’t want Mason to know that, at least not yet. I ended that topic of conversation for the time being, saying, “That all sounds like sketchy shit to me, so you’ll need to start thinking about other men’s wives to fuck, and leave Hannah out of your fantasies. But you aren’t jerking off thinking about my wife, are you, Mason?”
He laughed and said, “No, Jack, I haven’t resorted to jerking off, at least not so far, but I have to admit that I sometimes fantasize that I’m fucking Hannah and sucking her big breasts when I’m fucking my wife.”
Hannah was out shopping when Mason and I finished working in my yard, and after taking a shower I did a search on ‘cuckold’, as he suggested, and I could hardly believe all the material on it. I ended up on several websites, first looking at videos, and then reading stories, and Mason was right about one thing. It was easy to see myself as the cuckold husband in the stories, and I couldn’t help thinking what it would be like to see my wife fucked by big cocks.
That initial exposure on Saturday enticed me to go online reading cuckold stories and watching videos over the next few weeks, when I had private moments, and I was becoming obsessed with seeing myself as the submissive cuckold husband, experiencing the jealousy and humiliation of the characters, almost like it were happening to me.
Discussing My Friend’s Comments with Hannah
In that state of mind, being sensitized to the idea of sharing my wife, I decided to test the waters with Hannah, by making her more aware of the comments my friends were making about her. She was already aware that my friends lusted after her, just from their actions and comments to her, but we had also teased about it over the years, and she liked the way they were so attracted to her.
I loved the way Hannah’s breasts got bigger, and even the growing bulge in her belly when she was about five months pregnant, and one night after fucking and me eating her out afterwards, as I usually did, I brought up my friends’ attraction to her, to see how she felt about it.
We were cuddling and I said, “We’ve talked a lot over the past few years about how my friends find you so attractive, honey, and they’ve started saying even more to me about you over the past year or so, especially since their wives gave birth and aren’t taking care of themselves. I try not to take offense, but Mason has even said how much he’d love to suck and fuck you, and he even admitted that he sometimes fantasizes about being with you when he’s fucking Ashley. Does that seem freaky, or what?”
It was hard to know how she would react to hearing that and I was a little surprised when she laughed and said, “That pretty funny, honey. Are they still saying stuff like that now that I’m pregnant?”
I answered in a way to let her know that Mason was being particularly raw in his comments, saying, “Yeah, they think your belly bump is cute, especially since your breasts are even bigger now, and Mason gets even more specific about himself.”
She asked, “How much more specific could he get?”
I realize now, in retrospect, that after seeing myself in the cuckold roles in those stories, I alluded to Mason being more specific, hoping she would ask about it. I wanted to mention his comments about his big cock so I could embarrass myself and feel inadequate and humiliated about it.
So, I replied, “He keeps talking about how much you’d love his big cock. And although I’ve never seen him on hard, I do know from seeing him in the showers in high school that his soft cock is bigger than mine on hard.”
Hannah halfway smiled, like she was worried about hurting my feelings, and said, “I already know a little about that. Ashley told me one night when we were drunk at a party, that Mason is well-hung, and it’s even a little uncomfortable for her at times. She didn’t describe it exactly, but it must be huge for her to talk about it that way. But don’t feel bad, honey, you’ve always satisfied me, and I love the way you eat me out both before and after we fuck.”
I wanted to know if she had any experiences with well-hung boys, and I couldn’t resist saying, “We have never discussed either of our sexual experiences before we started dating, honey. I can’t help wondering if you were ever with boys who were well-hung?”
She stared at me for a few moments, trying to decide how to respond, and then confirmed that she was aware of my perceived inadequacy, saying, “I can tell that you’re sensitive about this, honey, and I’m not so sure it’s a good idea to talk about it. But if you must know, I’ll tell you about a couple of them. I dated two well-hung boys not too long before we met, both with thick cocks, one being about eight inches long, and the other nine inches.”
Hannah paused and studied my face for a reaction, and continued, “I’m not going to lie about it; they were enjoyable to fuck and suck, but I’ve had other experiences with guys with big cocks like that who tend to be vain, like they were doing me a favor to fuck me or something. It’s been very enjoyable for me fucking you, especially since we enjoy oral sex so much, and I can feel your love when you touch me. That doesn’t necessarily mean that guys with big cocks can’t be good lovers, it’s just less likely in my experience.”
Then, at the risk of punishing myself by hearing something hurtful, I asked, “So, honey, are you saying that you don’t miss those bigger cocks that much, and that you wouldn’t fuck a guy like that, given the chance? For example, from what I saw in the showers in high school, all three of my friends are better hung than me, and with the way they flirt with you and how you flirt back, are you saying it would never happen?”
We had a good enough relationship that we could tease each other about sensitive things, and Hannah dramatically gripped her chin like she was thinking, for an uncomfortably long few seconds, before smiling and playfully answering, “Well, honey, your friends are nice to me, handsome, and don’t seem to be stuck up about their big cocks. I especially like Mason, since I know he’s your best friend. Given the chance, it might be hard to turn down those big cocks, except that I wouldn’t want to cheat on you.”
I laughed and said, “Wow, honey, at least now I know what you’re capable of, if I was willing to let it happen. Now I can tease them back a little when they talk about wanting to suck your pussy and tits and fuck you.”
Hannah and I continued to tease about my friend’s big cocks over the next few months of her pregnancy, and I knew that she wouldn’t have continued to talk about it if she didn’t have a genuine interest. And that provided me with fantasy whacking material as she got within a month of full-term, and we stopped having intercourse. That was also about the time that Mason and I had another conversation about cuckolds.
Talking with Mason Again
We were in Mason’s garage working on his lawnmower, about one week before Hannah gave birth to our daughter, and he asked, “Did you ever get a chance to look up that cuckold stuff I told you about, Jack?”
I answered, “Yes, I did. I wasn’t sure that I believed you when you told me about it, but I’m glad you did. It’s providing me with a lot of whacking material now that I’ve been cut off with Hannah so close to giving birth.”
Mason said, “That’s great, old buddy. How do you visualize yourself reading and looking at that stuff? Did you learn anything about your, uh, your inclinations?”
He was not so tactfully trying to find out how I saw myself in those stories, and I knew it would pique his interest when I responded, “Given the size of my dick, it was hard to see myself as anyone other than the cuckold husbands, and I could never have imagined that I would have found that smut so enjoyable to read.”
He slapped me on the back and callously said, “That’s great, Jack, and it opens up some possibilities, with me seeing myself in one role and you the other. When can we discuss me getting my big cock into Hannah’s sweet pussy?”
I replied, “Whoa, big boy, nobody said anything about me agreeing for you to fuck my wife. And besides, she’ll be giving birth in a few days, and will be out of commission for several months afterwards. But I’m curious after reading those stories and from the way you’re always bragging about being well-hung. I know from seeing you in high school that you have a good-sized cock on soft. But how do you think you compare on hard with the men we’ve read about and seen in those videos?”
He started rubbing his crotch and was obviously happy that I was curious about it, when he answered, “Damn, Jack, I’m glad you’re showing a little interest. And fuck, man, if you were sympatico with the cuckold husband characters, does that mean you see yourself as performing all the cuckold duties, like cleaning her pussy afterwards with your mouth and sucking cock?”
I answered, “Whoa again, Mason. Other than maybe glancing at your guys’ cocks in the showers in high school, I’ve never had any attraction to men or their genitals. I was simply curious how you measured up, because of all your bragging, that’s all.”
Mason acted like he was pushing down his athletic shorts, as he said, “Fuck, man, I can show you if you want.”
I was hoping he would do that, and acted disinterested, saying, “Hey, man, it’s a free country and we’re in the privacy of your garage. I can’t stop you if you want to air out your meat.”
He pushed down his shorts and sat back on the stool, and I was impressed with his cock. It looked bigger than in high school, thick like a summer sausage and over six inches long on soft, with bulging veins all over the shaft. His cock head was peeking out of the foreskin, and his plum-sized balls were hanging lower than his cock over the edge of the stool seat.
Mason gripped his cock and shook it at me, as he said, “You can stroke it for me if you want to, so you can see it on hard.”
I put my hands up, palms facing him, indicating that I didn’t want to do that, and he began stroking it. In only a few seconds his cock was fully hard, and his fingers just barely touched around the shaft. I didn’t have anything to measure it with, but it appeared to be over nine inches long, and there was already precum oozing out of the head.
He smiled as I stared at cock, which almost looked like a third leg, and I praised it, while also asking a question that I already knew the answer to, saying, “Holy shit, Mason, that thing’s a fucking monster. Can Ashley even handle that in her pussy?”
He replied, “She’s usually okay with it, if I’m careful not to bottom out, but it is a little painful for her sometimes. Just imagine how much Hannah would enjoy this in her pussy, and how much you’d enjoy watching.”
I said, “I guess I’ll never accuse you of exaggerating. Your cock is bigger than most of the ones in those videos.”
He said, “I shoot big loads too, which Hannah would enjoy filling her pussy. And shit, man, since I’ve got my meat out and hard for you, I might as well pump out a load to show you. I’ll just be thinking of sucking Hannah’s big tits and burying my cock in her fat-lipped pussy.”
Mason had some hand lotion on his bench, and he squirted some into his hand, before resuming stroking his cock. I watched in awe and listened to the squishy sounds as he stroked his cock for only about three minutes, before he held a paper towel under and in front of his cock and closed his eyes momentarily, and his cock jerked and spasmed in his hand.
I counted nine thick streams of thick, white cum shooting into the paper towel, and the aroma of his semen flooded my senses. It was just as I had fantasized about seeing and smelling other men’s cum in the stories and videos, and I had to cover my lap with my hands so he wouldn’t see that I got a boner watching him.
When he was recovering and wiping off the end of his cock, I said, “My goodness, Mason, you produce an obscene amount of cum, and a woman would be flooded with it. I’ve never talked with men about their cocks before, and I’m a little bit ashamed to tell you how much I’m impressed with your cock, balls, and ejaculation.”
He smiled at my praise, and said, “Just say the word, old buddy, and I’ll do my best to convince Hannah to fuck me and flood her married pussy with my load. From the look on your face watching me just now, I’ve got no doubt that if you watched me fuck your wife, you wouldn’t be able to resist eating her out and maybe even cleaning my cock for me, just like in the stories you said you’ve enjoyed so much, where you see yourself in the cuckold husbands’ roles. It was fun having you watch me jerk off too, just thinking that you might one day be sucking my cock for me.”
I teased him, saying, “Hannah and I have talked about her sexual experiences with boys she dated before we met. She told me she’s had plenty of bigger cocks and enjoyed sucking and fucking them, but guys with huge cocks don’t necessarily make the best lovers. I just don’t see how either of us could get into a mindset that would make us want to share her, especially with her being friends with Ashley and the other wives.”
Mason smiled and said, “Damn, old buddy, I’m happy that she enjoys big cocks. I guess we’ll have to see if any opportunities arise that can’t be passed up.”
Giving Birth and Considering being Cuckolded
The next couple of weeks were hectic and stressful as Hannah gave birth to our daughter, and we adapted to the new responsibilities of raising her. Our friends’ wives stopped by to offer support and help her faze into breastfeeding our daughter, and even the men came with them sometimes. They were fascinated with Hannah’s lactating breasts, that had blossomed to full and round 34F-cups.
My friends teased me even more then, about wanting to suck her breasts and I teased them back, telling them how much I enjoyed suckling her and drinking her sweet milk after the baby had her fill. And by the end of her second month postpartum, when we were beginning to socialize as a group again, they even teased her, out of earshot of their wives, about wanting to suckle her.
I found out that my friends were even talking with their wives about Hannah’s huge, lactating breasts, when one night when she was over three and a half months postpartum, after we went put our daughter down for the night, Hannah said, “Your horny, fucking friends can’t resist teasing me about wanting to suckle me, and I know they’re teasing you about it too. And it’s interesting that those guys are even talking with their wives about my tits, because they’ve been telling me about it. So, me giving birth hasn’t toned down their horniness any.”
Hannah’s checkup with her OB/GYN was coming up in another week, and I was looking forward to her getting clearance to have intercourse again. I had been suckling her and eating her out for a month already, and even though she sometimes felt up to sucking me off, I was rubbing my dick raw jerking off while reading the cuckold stories and watching videos.
Her checkup went well, and even though we began fucking again, we had to use the rhythm method since Hannah didn’t want the birth control pills to interfere with her lactation or cause her to gain weight. She had been working out again since the middle of her third month postpartum, and was looking as good as ever, except with those larger, lactating breasts, and a little bit fuller ass.
I had been reading those cuckold stories and watching the videos for over a year at that point, and I had become comfortable with my submissive, cuckold husband tendencies, at least mentally, and I couldn’t stop thinking about the day Mason showed me his big cock and copious ejaculation. I sometimes thought about letting Hannah know that I might like to see her with other, well-hung men, probably starting with Mason.
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