I'm Ky, and I'm a cuck-oholic

For cuckoldresses and the men who serve them.
viking53
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by viking53 » Wed Jan 01, 2025 12:06 pm

Thanks for the updates Ky. As always, you write incredibly well, stimulating in so many different ways and leading us in totally unexpected ways. I think your journey is unique and has been fascinating to follow, especially as it is a journey I could never experience myself. You have been very generous in sharing everything with us and I hope that the interaction here has been of benefit to you as well.

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FamilyCuckold
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by FamilyCuckold » Wed Jan 01, 2025 11:12 pm

Ky, this latest phase of your cuckolding is red-hot. BBC cuckolding is definitely one of my own (and my wife's) hotter fantasies, but due to our unique situation, we haven't really explored that avenue (yet). I'm definitely excited to see where this goes for you.

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DarrenZ
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by DarrenZ » Thu Jan 02, 2025 8:11 am

Both love that Ky resisted Joanna and that Jaimee is keen for it. Portends to tougher stuff coming. Love periods of serious denial.

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by mick_flow » Thu Jan 02, 2025 1:21 pm

Just thinking back, it was last new years that Jaimee and Sipho initially hooked up. If I was a betting man, I’d say we got some awesome updates from Ky as Jaimee and Sipho were out celebrating their 1 year “anniversary”. I guessing Ky is caught up between getting his head around what’s been happening, family, and work.

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by David52 » Thu Jan 02, 2025 2:34 pm

Ky. Thanks for another erotic and gut wrenching post. For what it's worth, I think you made the right decision with Joanna. I hope you and Jaimee have discussed this. I think you could be vulnerable to a new intense relationship with a beautiful young woman so close at hand. A relationship like that could be break the bond you and Jaimee have developed. Unless that is what you and Jaimee want.

Looking forward to hearing more from you about how you are keeping things together with your family, David

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by coastalkid » Thu Jan 02, 2025 7:36 pm

What are you thoughts about the future that Sipho envisioned about your wife? Do you think it would go that far? Do you really in your heart of hearts want that?
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by Ky_Da » Fri Jan 03, 2025 12:01 pm

While I'd like to share more about the in-laws, I feel I have to keep that part brief and a bit vague. Thank you for understanding. What follows is a snippet from a visit we made earlier last year.

Visiting Jaimee's family has always been an adventure, especially with her protective older brothers, an observant father, and an overbearing mother who could give even the strictest nun a run for her money in both exactness and temper. My wife’s previous nipple rings were discreet, but these new, thicker ones were nearly impossible to obscure. Jaimee tried to mitigate this by wearing a thick, cable-knit jumper, but the fabric couldn't completely hide the telltale protrusions.

We were barely through the door when Jaimee's mother, her eyes like hawk's talons, zeroed in on the anomaly. "What in the bloody hell are you wearing, Jillian? Trying to pass yourself off as the bloody Virgin Mary with that jumper, are ye?" she barked, her voice rising with each syllable.

Jaimee rolled her eyes, a smirk playing on her lips. "It's just a jumper, Mum. It's cold outside."

"Cold outside, my arse!" her mother retorted, planting her hands on her hips, her gaze drilling into Jaimee's chest. "What's that then? You've gone and done something daft, haven't you? Let me see!"

Jaimee's brothers and their wives chuckled nervously, trying to diffuse the tension, but Jaimee stood firm. "Mum, it's none of your business."

"None of my business?" her mother's voice scaled up an octave. "You're my daughter, and you're walking around like you've got coat hangers under your jumper! What would your father say? What would the neighbors think?"

Jaimee's father, ever the quiet man, mumbled something about putting the kettle on, clearly wishing to be anywhere else.

"Mum, my life, my choices," Jaimee said firmly, her voice calm but laced with defiance. "I'm happy with how I am. They're just a bit of jewelry."

"Happy? Happy?" her mother's face turned a shade of red that teetered between rage and comedy. "You were raised to be a lady, not some... some... tart! Covering up like you're in some ruddy burlesque show!"

The room burst into a mix of laughter and shock. One of Jaimee's brothers, attempting to lighten the mood, chimed in, "Mum, maybe she's just setting a new fashion trend. Nipple rings are in, aren't they?"

Jaimee's mum turned on him with a look that could curdle milk. "Don't you start, David! This isn't about fashion; it's about decency!"

Jaimee, her smirk now a full-blown grin, couldn't resist. "Mum, I'm a grown woman. Maybe you should focus on your knitting club or whatever and let me live my life."

The row escalated, Jaimee's mum's voice echoing through the house, a concoction of scolding and sheer disbelief. "You'll be the death of me, Jillian!" she exclaimed before shooting me a pointed look. "And I reckon you're just as much to blame for whatever madcap business you two are caught up in."

Jaimee just laughed, her humor a shield against her mother's onslaught. "Mum, you need to butt out. My life, my choices, remember?"


It was a quiet evening, the kind where the house felt like a sanctuary after the day's hustle. Jaimee looked breathtaking, even in her casual attire, her long hair flowing over her shoulders, a cascade of dark silk. The kids were tucked in, and we settled on the couch, the intimacy of our conversation was a balm to the ache I’d been feeling for weeks.


“I saw you in the back office of the club,” I finally said, the words having weighed on me for days until life's chaos settled enough for this conversation.

“I should hope so,” Jaimee replied with a sly smile. “I pulled the blinds up and left the lights on for you.”

“You set that up?” I asked, feeling a thrill of appreciation that she had considered me in her moment of hedonism.

Jaimee stretched out on the couch, her leggings riding up to reveal the spade tattoo on her ankle. I know I mention her tattoos frequently, but their impact on me is undeniable. The shapes, the stark black ink against her skin, they scream of sex, sin, unfaithfulness, extremes, pleasure, and raw lust. They're a constant reminder that while Jaimee remains a wife and mother, she's also embraced a life of promiscuity.

I recounted my conversation with Sipho, describing his visions for her future with as much detail as I could muster. Jaimee listened, her eyes gleaming with a mix of excitement and deep contemplation.

"His ideas are... intriguing," she mused, her voice soft, carrying that distinctive British lilt, "certainly full of lust." She swallowed, taking a deep breath. "Anything’s possible in the circles Sipho moves in. He’s like the bloody LinkedIn of the shagging world."

A short laugh escaped me. "You've got a pretty strong resume in that role now."

"I suppose I've gained some rather useful experience," she admitted with a cheeky grin. She looked at me, her eyes teasing. "How about you? Do you want to see your wife with even more tattoos?"

"As long as you're my wife, I don’t care how many tattoos you get," I said.

"Mmmm, nice dodge," she quipped, her tone playful. "But tell me true, is that what you want?"

I shook my head. "A few tattoos I can live with, but please don’t cover yourself in them?"

"You can live with these," she said, pulling down the baggy shirt she’d nicked from me years ago, revealing the other spade tattoo on her breast.

"Well," I started, then paused to collect myself, the sight stirring a primal reaction in me, "we talked about lasering them off once we finish this game."

Jaimee nodded, her eyes reflecting a mix of affection and defiance. "We did, but I have to admit, they’ve grown on me. I kind of like them—they’re so naughty."


My eyes widened. "You're thinking of keeping them?"

Jaimee shrugged, her expression playful yet thoughtful. "For a time." She looked down at her breast, her fingers playing with the nipple, twisting the metal ring that dangled from it. "Someday I'll go back to being your demure wife." She glanced up at me, her teasing smile dancing across her features. "Or maybe not. Maybe this transformation is permanent."

I groaned at the thought. Typically, the tattoos were hidden, especially as winter approached, but there were moments she'd let the ankle tattoo be visible. Most folks didn't notice; tattoos were commonplace now, but occasionally, someone in the know would do a double or triple take when they recognized the symbol's meaning.

Jaimee's hand moved to my thigh, then to my dick, stroking it through my trousers, her touch stoking a smoldering fire within me. "It'll be hard to go back to vanilla," she whispered, her breath warm against my ear.

The air thickened with tension as I gently pushed her back onto the couch, capturing her lips in a deep, hungry kiss. My hands roamed over her, pulling at her clothes with an urgency I hadn't felt in months. She responded with equal passion, but as I began to undress, she stopped me, her voice firm yet tender. "Ky, what are you thinking?"

"I'm thinking I'm going to fuck my wife," I declared, my voice heavy with desire.

"We can't. You agreed. My pussy belongs to someone else for another month."

"I don't care. I need you now," I growled, my desire overriding our agreement. Her eyes sparkled with a hint of approval, her voice teasing. "Where was this possessiveness five months ago? You didn’t have to let him mark me."

"Don't give me that. You wanted this as much as I did," I countered, my voice rough with need, pressing closer, my erection evident against her.

She admitted it with a nod, her breath catching. "I know. You're right. But we have to finish this game. It's just one more month."

"I can't wait another month," I said, desperation in my tone, attempting to guide myself into her.

She halted me again, her eyes serious. "You'll have to call Sipho after." She gave my dick a firm squeeze. "Tell him you took his girlfriend's pussy without permission. There will be a cost."

"What cost?" I demanded, the mix of lust and the thrill of the taboo electrifying.

"I don't know exactly, but he won't let this slide. He takes these games very seriously." She ran her thumb over the tip of my dick, sending a shockwave through me. "Maybe it'll be more time, an extra month or more," she breathed, her words fueling my desire further.

"I don't care," I declared, and with that, we crossed the line we'd set.

The sex was unlike anything before; it was raw, intense, filled with emotion. The room was saturated with the scent of our arousal, the sound of skin on skin, and our soft, urgent moans. The couch creaked under our movements, my hands exploring her body with a rekindled passion, feeling every curve, every tattoo, every mark of her journey. Her skin was warm under my touch, her gasps and whispers like music, pulling me deeper into our shared ecstasy. I watched her face, the expressions of pleasure shifting with each thrust, her eyes locked with mine, a silent conversation of love and possession.

We moved together, not just in body but in spirit, reclaiming each other in the most primal way. I was amazed at how she responded to me. It had been ages since I'd evoked such passion from her, but now she was enjoying this as much as I was.

"Yes, Ky! Fuck me—I need this," Jaimee declared as she began to cum.

I could feel her pussy pulsating around my dick. There was no faking this orgasm. It had been so long since I'd made her cum like this. The reality of it filled me with joy, watching her surrender to the pleasure, her body responding with undeniable authenticity.

As we lay there, our breaths slowing to a normal pace, the room still heavy with the scent of our lovemaking, Jaimee's voice sliced through the afterglow, pulling me back from the edge of contentment. "You need to call Sipho, tell him."

"Really? You were serious about that?" My voice was laced with reluctance, the idea of facing Sipho's wrath unsettling. "Why can't we keep this our secret?"

"Because," Jaimee's voice was soft yet firm, "we’re still playing the game, and that’s not how we agreed. Besides, he'll find out. It's better if it comes from you. The punishment will be less if you make the call." Her hand traced circles on my chest, each touch a reminder of the ecstasy we'd just shared.

"Punishment? Who’s he punishing, you or me?" I asked, my mind racing with possibilities.

Jaimee shifted, laying her head on my chest, her hair a curtain of dark silk against my skin. "Both, I suppose," she murmured, her breath warm against me.

The room was still charged with our earlier fervor, the air thick with the musk of sex, the echoes of our moans almost tangible. We lay there for a moment, her body pressed against mine, her skin still flushed from our passion. But the thought of Sipho's reaction loomed over us like a storm cloud.

After another round of sex, where I explored every inch of Jaimee's body once more, her responses driving me mad with desire, I finally reached for the phone. Jaimee sat up, her nude form a vision in the dim light of our living room. Her breasts hung heavily, the evening air cool against her skin, making her nipples stand out, still marked by the rings that symbolized her transformation. Her tattoos seemed to pulse with life, each one a story of her journey into this wild, erotic world.

I dialed Sipho, my heart pounding with a mix of fear and an odd thrill. "I had sex with my wife," I said, jumping right to the point, and trying to keep my voice calm.

"No, you had sex with my girlfriend," Sipho corrected, his accent cutting through the line like a blade. "I want details."

I hesitated, the vivid memory of Jaimee's body moving against mine, the way she bit her lip in pleasure, her moans filling the room, all played in my mind. "The basics are... it was intense, passionate. We couldn't wait. But it's fine, it’s just a game, right? No-harm-no-foul."

Sipho's voice was stern, the authority in his tone undeniable. "You gave your word, and now you’ve broken it. I’ve kept my end of the deal, even employing Jaimee, paying her well for her work."

The unspoken truth lingered in the air - his payments were as much for her sexual availability as for her labor, but I kept that thought silent as it also fueled my fire. My gaze drifted over Jaimee's form, her beauty both comforting and complicating our situation.

"How many times did you fuck my girlfriend?" Sipho pressed, his voice dripping with a mix of curiosity and control.

I sighed, feeling the conflict within me, the lust we'd just shared, and the reality of our agreement. "Twice. I needed it. We needed it."

The line was silent for a moment, the tension palpable. "Do you still want to play this game, or are you ready to throw in the towel?" Sipho asked, his question a crossroads in our path.

I glanced at Jaimee, her expression one of fierce desire mixed with an acknowledgment of the consequences. She didn't want this to end. I switched the phone to speaker, letting her hear every word. "We want to continue," I said, the decision feeling like a plunge into the unknown.

"I apologize for breaking my word," I added, the words heavy in my mouth, "I agree to go another month."

Sipho's laugh was low, mocking. "Oh, it's not just another month now. If you want to play again, you’ll send Jaimee to me right away. I'll decide the punishment, text it to you, and if you agree, we’ll go back to the game."

The realization of what this might mean hit me like a wave. Jaimee, my erotic muse, the mother of my children, my beautiful wife, sitting there with such vulnerability and strength. Her body was a testament to our journey, to a sexual transformation, and now she would possibly be subjected to further games under Sipho's control. The love and desire between us were palpable, but so was the angst, the fear of what we might lose or gain. The thought of what punishments Sipho might devise filled me with dread, a gut-wrenching twist that I felt deep in my core. Our game was far from over.

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rascalnvixen
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by rascalnvixen » Fri Jan 03, 2025 1:10 pm

WOW!!! Your updates are always very stimulating!! Looking forward to hearing about Sipho's conditions.

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by pixmangurn » Fri Jan 03, 2025 1:23 pm

Starting off the new year with a. bang (or 2) Ky!

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coastalkid
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by coastalkid » Fri Jan 03, 2025 1:40 pm

Sipho's hooks are in deep aren't they? What do you suppose would have happened if you had refused to call Sipho? If you couldn't make it through the first term what makes you think you'll make through the second time and terms?

It also sounds like Jaimee isn't so sure about ending the "game". How much faith do you have in when Jaimee said,"Someday I'll go back to being your demure wife."

I may be way off but I get the feeling that you're willing to endure the angst and fear for Jaimee's thrill and not to disappoint her. That said, if Sipho is such a player, what will happen when he decides to move on from Jaimee? He strikes me as the kind of guy that lives for the thrill of the conquest. Will Jaimee be crushed if he loses interest if Jaimee has become completely compliant?
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by Rogueuser1 » Fri Jan 03, 2025 5:30 pm

What a hot update. Hopefully the punishment wasn't too bad, can't wait to hear it.

Her mom does sound a bit crazy though - I'm half surprised she didn't try to ground her or spank her the way she was carrying on. You'd think she would learn to calm down a little.
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by vmb69 » Fri Jan 03, 2025 5:41 pm

Have you abandoned the cock cage? Would be hot if he locked you up.
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by wannabecUKold » Sat Jan 04, 2025 5:25 am

Ha ha. Jaimée’s mum. Don’t you love her! Just like Maggie Smith in Downton Abbey. Or Lady Bracknell. Wait till she sees the tattoos, especially the minx on J’s bum. “Is this what an expensive education at the finest girls school in England has led you to?” (Answer: yes it taught the girls revolution.)

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by Ky_Da » Sat Jan 04, 2025 8:46 am

Hey all,

I wanted to share some random thoughts and respond to a few questions I've seen in the comments. I do read them, and I really appreciate you taking the time to write. I'll do my best to reply to as many as I can.

It's hard to believe I've been living in the UK for a few years now. Time flies, doesn't it? When we first decided to make the move, I thought we'd be here for just two or three years, but work's going well, so I don't see us heading back to the States anytime soon. I do miss California, though, especially since we don't get back there often. I've been dreaming about Jaimee in a bikini, walking along Pacific Beach, her rings and tattoos on full display. Tattoos are so common these days, but those spade tattoos still make a statement.

To address some questions: we've moved away from using cock cages. There are aspects of the cuckold kink that just don't click for us - cock cages, cream pies, cock sucking, extreme humiliation... we've tried them, but they're not our thing.

I do enjoy a certain level of humiliation, but it's more playful, like teasing about my size not satisfying Jaimee. That kind of banter I can get behind. But the harsher, mean-spirited humiliation? That's a no-go for me; it feels like it erodes our relationship too much. Maybe it's my pride or ego, but anything beyond light teasing seems to do more harm than good.

Now, about Sipho and his circle of friends. It's a large, interconnected social network. They organize these elaborate parties every few months - they're like swinger events but with a mix of everything. No masks or secret venues, just well-planned, tasteful gatherings.

The group is very selective about who joins. We've attended two of these events, and I've met people from all over the globe. It's not just a party; it's a networking opportunity too. What's striking is how low-key yet safe these parties feel. Everyone looks out for each other, there's a mutual respect, and I've never seen anyone being pushy or disrespectful. It's a casual setting that can turn incredibly erotic.

At these parties, I've witnessed Jaimee engage in some of her most adventurous activities. Her first double penetration, her first foursome, and even having her body painted by an artist at one event - these are moments etched in my memory. I plan to write about these experiences in more detail soon.

Regarding Sipho, I don't claim he's infallible, but I've grown to trust him and the way he navigates our dynamic. We set ground rules early, and to his credit, he's adhered to them. Yes, he pushes our boundaries, but that's part of what we're seeking. I've never felt like he's trying to take Jaimee away or undermine our marriage. It does require a lot of communication, and we've had our share of disagreements that needed sorting, but overall, it's been positive.

There are plenty of less savory characters in this scene, so I'm glad we've found a group that indulges in the more extreme, taboo aspects of our kinks without leading to disaster.

This next part picks up where the other post left off.

A text notification chimed on my wife's mobile, which surprised me because I thought Jaimee would have to go see Sipho first. My wife grabbed the mobile from the kitchen table and held it up so we could read it together. It read:

"With the agreement broken, there's no need for Jaimee to come into work on Monday. We talked about how we'd end things when that time came, and while you've broken your word, I'm happy to call it quits now if that's what you want – no hard feelings, hey, this has been quite the ride for me. But if you're keen on a new deal, here's what’s required:

1. Jaimee will pick two more marks from the ones I've chosen. One for each time you went against your word.
2. We'll finish off the remaining month from our original agreement, then start a new six-month stint.
3. For the next thirty days, nothing goes into Jaimee's pussy, neh? She'll give pleasure only with her arse, her mouth, or her hands.
4. Jaimee will stay Jaimee at home and with your family, but to the rest of the world, your name will be changed to Lexi.

Why don’t you take a few days to think about it and then get back to me. I’m happy to continue under the above conditions, but of course, the decision is yours.”

"Oh my," my wife breathed out, her voice a mix of shock and excitement. "That’s uh, far more than I’d anticipated."

"Two more tattoos," I said, blinking several times to ensure I was reading the text correctly. "And six more months?"

"Technically seven," Jaimee corrected, her eyes still fixed on the screen, her gaze distant. "And only anal? I don’t know, Ky, this is a lot."

I couldn't help but blurt out a laugh. "Although, I do like the Lexi part."

"It’s bloody awful," Jaimee complained, her tone a blend of humor and disdain. "It’s a stripper name—a whore’s name."

I tilted my head, considering. "I think that’s the point."

Jaimee set the mobile back on the table with a heavy sigh. "This escalates things, Ky. My heart’s racing just thinking about it. It’s so much."

"It is," I agreed, feeling the weight of the decision. "Do we call it then? Have we pushed things far enough?"

Eventually, Jaimee nodded, but her expression was one of indecision, her eyes reflecting a storm of emotions. "Probably," she said, her voice wavering.

"Probably?" I prodded, sensing the conflict within her. "Not definitely?"

Time stretched as my wife sat in silence, her hands fidgeting in her lap. The air was thick with the unspoken. Finally, she spoke, her voice tinged with vulnerability, "I want to tell you something, but it’s hard—it’s uhm, a little embarrassing."

I sat back, surprised. I thought we were beyond embarrassment. I gestured for her to continue, my interest piqued.

"If I’m completely honest," she said, drawing in a shaky breath, her hands wringing nervously, "going forward scares me."

"Then the decision's easy; we end it," I suggested, trying to provide an out, but her silence held a different story.

After a long moment, her voice was barely a whisper, "I need you to push me into it."

"Push you into it?" I mirrored, not fully understanding. "I’m not sure I follow."

Jaimee swallowed hard, her eyes lifting to meet mine, though they flickered with uncertainty. "I want to do this—just one more time—but I need more than just your support. I need you to push me."

Her face was a canvas of overwhelming emotions—fear painted across her features, her eyes wide, her breath coming in short, anxious bursts. Yet, beneath that, there was a fire of desire, a yearning for the taboo, the thrill. She was as torn as I was; her body language screamed of both the desire to dive in and the fear of drowning. She wanted this, craved the intensity, but needed my encouragement, my insistence, to take that leap. Her actions, the way she clenched and unclenched her hands, the slight tremble in her posture, all spoke of someone on the edge, needing that final push into the abyss of their shared desires.

"Are you sure?" I asked, my voice laced with concern. "I mean, are you really sure about this?"

"Not if you're going to keep making me talk about it," she said, her exasperation clear. "This is why I need a push. I love to lose myself in all of this, but I can only do it if I know my anchor is still out there."

"You know your family and others are eventually going to see the tattoos. You won’t be able to keep them covered forever," I reminded her. "One of these times when you take the kids to the pool, and your mom wants to go along, she’s going to see."

Jaimee nodded, her expression set. "Then let her see. We’ll deal with that when it happens. She’s going mental about us anyway; maybe that would finally get her to butt out."

"She just worries for her daughter," I said, one of the rare occasions I defended my mother-in-law.

"She doesn’t worry about me," Jaimee quickly countered. "She’s only concerned about what others might think."

I conceded the point. Getting between Jaimee and her mother was a no-win for me. My mind was racing with a hundred thoughts, all vying for attention. This was certainly escalating the game. We'd already ventured into territories we never thought we'd explore, and yet, here we were, contemplating pushing the boundaries even further.

It made me think about those thrill-seekers who do base jumping, donning those squirrel suits to fly. So many have died over the years. If you do it enough, it seems it's only a matter of time before you meet your demise. There's something about the human mind that gets accustomed to things. It's astonishing what we have the capacity to rationalize or get used to. After you do something often enough, you lose the fear of it. In most cases, that's a good thing, but sometimes, there's a reason to be scared.

I wouldn't equate cuckolding, hotwifing, with extreme sports; it's not likely to kill you, but if you don't respect it, you'll get burned. It's fun, but it's a serious kind of fun, if that makes sense.

Finally, I spoke up, my pulse racing with the words, "Looks like Lexi needs to go see her boyfriend." Her eyes widened in a mix of surprise and excitement.

"I hate that name," she said, her breathing quickening.

"You might just have to get used to it, Lexi—it gives me a hard-on just thinking about it."

Another pause enveloped us as we both contemplated the future. "Are you going to be able to go seven months without sex?" Jaimee asked, her tone serious. "Once we start the clock again, we can’t mess about, or it’ll probably be over a year, and I don’t want that. I don’t want to go that long."

I exhaled, facing the reality of it. Seven months with no sex? That was an eternity. Yet, here I was, with an erection just thinking about it. My wife could still give me hand jobs and blow jobs, but it wasn't the same. "That’s not going to be easy," I admitted.

Jaimee nodded in understanding. "Maybe you should consider Joanna again? She’d help you get through the time."

"Jaimee, if you keep pushing her at me, and she wants it, eventually I’ll cave. I’m only human."

"Then be with her," she said soothingly. "I’m okay with it. We know we can trust her; she knows about us, and she would love to sleep with you."

"I don’t know," I said, shaking my head. "It still feels like betrayal on my part, like I’m letting you go in some way—and I don’t understand how you’re okay with it. You’ve always been very clear you don’t want me hooking up with any of the women at the parties."

"And that’s still true," Jaimee said with force. "I don’t want you shagging any of those women. But Joanna’s different. She’s practically part of our family. I trust her, and you’d be good for her."

"I don’t know," I repeated, the concept alien to me. "I never saw myself as the fucking-the-nanny kind of guy."

Jaimee smiled, her eyes softening. "You’ve always been so loyal and good to me, but I’d feel better knowing you’re getting some of your needs met while I’m having so much fun. I do feel guilty when you’re at home or at work, and I’m off enjoying myself."

"Let’s not talk about this now," I suggested, trying to steer the conversation away from discomfort. "Lexi needs to go see her boyfriend before the time gets extended even further."

We ended up having sex one last time before she left. I figured the damage was already done, so what did it matter if we had sex one more time before the clock reset? In hindsight, I should have cared...

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by David52 » Sat Jan 04, 2025 9:13 am

Ky, Could you share a little about the timeline? Last week you mentioned only another month to go. Did the events in this post only occur since then? This is the most amazing story. I'm checking for updates constantly.

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by cyw » Sat Jan 04, 2025 9:46 am

Thanks for the update. The anal only happened in November, so my question is, did Jaimee start to have anal sex with Sipho in November or had she already have anal sex with him long ago? How did she handle that size of cock in her ass? Did she enjoy anal sex with him or another playmate?

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by coastalkid » Sat Jan 04, 2025 9:52 am

Ky you are an amazing writer! You have drawn such a vivid picture. Seven months and the new requirements really moved the goal post. I'll bet you are having fun with the "Lexi" moniker.

It's awesome that Jaimee continues to push Joanna on you. Jaimee's conscious needs some relief, I'm certain of it. It's a testament of her love for you. Rejecting her offer may not offer her some peace of mind that she wants and needs. I get the feeling that a little Quid Pro Quo would ease her mind from her obvious self indulgence and allow her to enjoy herself more. She trusts you both to not her. Rejecting that trust even with honorable intentions could be interpreted as you not trusting her judgement. That's just my opinion based on what you've shared and in no way any kind of advice.

Once again, your posts are captivating and I look forward to what comes next!
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by mick_flow » Sat Jan 04, 2025 11:00 am

Ky, your day job must involve some sort of communication because you are amazing at it! And two post with two cliff hangers / like David I’m checking regularly for updates. I know real life gets in the way - as it should do course, but damn it man.. the delays are killing me.

Wow! The elastic of emotion and desire snapped back hard! That was hot to read. I guess that’s part of the thrill; that sweet torture and the relief that came (pardon the pun) like an oasis. I love how you guys haven’t lost your unique body language, each able to enjoy each other.

But, man 7 months. Wow, four was difficult and we read how tempting and hot Joanna was, how tough it was not to give into that temptation. 7…. that’s going to be really hard (ohh, I know, another pun).

Personally, I know, I would give in to Joanna. I’ve found myself in a rather lonely situation when my wife had a boyfriend and did the same. What I found crazy was / has been, after a period of both of us being focused on others, when myself and my wife have intimate time together if felt weird. Like she was expecting the moves of her lover and me too. It felt familiar and strange at the same time, like we were on a first date. Erotic, new, and old, with each misstep a reminder of who she’d become. Who I wanted her to become.

Like others I’m trying to put together the timeline, I know your relaying these stories retrospectively and I’m just trying to guess where in the 7month period you are now… at the same time, boy am I enjoying these updates you share. To steal a line from the Rocky Horror Picture Show- it’s the “antici…..pation” :)

Umm, I wonder if the name “Lexie” becomes like a hypnotic trigger for Jaimee, sparking her desire with utterance of just two syllables?

Plus you know, we all want to know what tattoos and where … sounds like Sipho and Jaimee had already spoken about them… !

Waiting for the next update … think the [F5] (refresh) key on the keyboard might break soon! :)

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by Rogueuser1 » Sat Jan 04, 2025 11:39 am

Yikes - her ass has to pay a pretty stiff price for your actions, literally!

How often was she doing anal before this?
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by viking53 » Sat Jan 04, 2025 12:15 pm

Sipho really is pushing both your boundaries as he promised from the beginning. I think you pushed Jaimee for sex this time knowing that it would have extreme consequences and push your boundaries even further.
Given one of the consequences for Jaimee, I thought it would be good to remind you what you wrote a week ago : "I'll have to try and tell you about 'anal only November' "

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by mick_flow » Sat Jan 04, 2025 12:28 pm

Ah! Viking - good call. This makes November the first month of the 7 ! - so that puts Ky at 2 months into this run now, with 5 months remaining.

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by vmb69 » Sat Jan 04, 2025 6:50 pm

Thank you for sharing and answering. Cock cages are for sure something a bit "more" and not for all cuckold lifestyle. What you and Jaime have is beautiful, trusting and caring. I would say plenty of us wished we had similar levels of cuckolding.
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by Ky_Da » Sun Jan 05, 2025 10:34 am

mick_flow wrote:
Sat Jan 04, 2025 11:00 am
Ky, your day job must involve some sort of communication because you are amazing at it! And two post with two cliff hangers / like David I’m checking regularly for updates. I know real life gets in the way - as it should do course, but damn it man.. the delays are killing me.

Wow! The elastic of emotion and desire snapped back hard! That was hot to read. I guess that’s part of the thrill; that sweet torture and the relief that came (pardon the pun) like an oasis. I love how you guys haven’t lost your unique body language, each able to enjoy each other.

But, man 7 months. Wow, four was difficult and we read how tempting and hot Joanna was, how tough it was not to give into that temptation. 7…. that’s going to be really hard (ohh, I know, another pun).

Personally, I know, I would give in to Joanna. I’ve found myself in a rather lonely situation when my wife had a boyfriend and did the same. What I found crazy was / has been, after a period of both of us being focused on others, when myself and my wife have intimate time together if felt weird. Like she was expecting the moves of her lover and me too. It felt familiar and strange at the same time, like we were on a first date. Erotic, new, and old, with each misstep a reminder of who she’d become. Who I wanted her to become.

Like others I’m trying to put together the timeline, I know your relaying these stories retrospectively and I’m just trying to guess where in the 7month period you are now… at the same time, boy am I enjoying these updates you share. To steal a line from the Rocky Horror Picture Show- it’s the “antici…..pation” :)

Umm, I wonder if the name “Lexie” becomes like a hypnotic trigger for Jaimee, sparking her desire with utterance of just two syllables?

Plus you know, we all want to know what tattoos and where … sounds like Sipho and Jaimee had already spoken about them… !

Waiting for the next update … think the [F5] (refresh) key on the keyboard might break soon! :)
Thanks for the positive feedback - I really appreciate it!

Yes, 7 months is an eternity (the finish line is the end of May). I won't go into too much detail about it now since I'm still catching up on last year's posts, but rest assured, it's been quite the journey, and there's still a lot of time ahead. Your comments about Joanna are spot on, and I'll definitely address that in the next post - it's in the works.

Regarding the Lexi persona and its effect as a trigger - you've hit the nail on the head. Spoiler alert: the name Lexi does indeed act like a switch, unlocking a more liberated side of her. It's fascinating to watch how this alter ego allows her a kind of freedom to explore parts of herself that Jaimee might not fully embrace. I sometimes question if it's psychologically healthy long-term, but there's no denying it's incredibly erotic.

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Re: I'm Ky, and I'm a cuck-oholic

Unread post by coastalkid » Sun Jan 05, 2025 10:49 am

Looking forward to the next installment!
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Re: I'm Ky, and I'm a cuck-oholic

Unread post by Goodboy66 » Sun Jan 05, 2025 2:37 pm

I'm intrigued why a hot young nanny would be interested in, an approaching middle aged man whose wife has to find satisfaction elsewhere.

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