Cuckold Chastity Fantasies

In this story, I find myself immersed in a tumultuous world, shrouded under the shadow of a green hat. This sparks profound reflections on love, betrayal, and personal growth. Embarking on a journey to uncover genuine desires, I am compelled to reevaluate my values and confront pivotal twists of fate. At the intersection of morality and desire, I confront the challenge of seeking happiness. This narrative delves deep into my inner self, revealing how I bravely face the power of hidden truths within the intricate web of human relationships. Cuckolding and the Beginnings of Chastity
The usual scenario unfolds with you comfortably seated on my face, locking eyes as I relish the sensation of pleasuring you while meeting your gaze. When satisfaction peaks, you transition to donning a 7″ strap-on dildo, engaging in passionate intimacy until contentment sets in.

Afterward, the cage is unlocked, presenting two options: either I fervently masturbate, striving to capture as much release in my mouth before you reconsider, and then dutifully licking the residue off the dildo; or you take charge of my pleasure, oscillating between slow and rapid strokes, leading to climax or denial. Last week marked a period of abstinence – 13 days without release had left me on the verge of explosion.

However, a shift occurred this time. You reversed the usual routine, positioning yourself on my face and introducing a new element – fingers probing my rear. The first, swiftly followed by another.

A Tumultuous Crossroads in Chastity and Desire
“I’ve been contemplating,” you express, “that while this is enjoyable, it doesn’t bring me the same satisfaction as it does for you. Our intimate moments now center around chastity cage, and though that was your desire more than mine, it’s fine. But, I need more penetrative intimacy than what you’re offering, and I’m considering seeking it elsewhere,” you say as the third finger slips in.

The fourth finger follows, and it feels like you’re attempting to push the knuckles through. “I’ll change; we can abandon the chastity aspect,” I respond.

“But that would make me feel selfish. I want you to revel in your fantasy. Give it some thought,” you suggest, gently pushing further until your wrist disappears from view, then pulling back. “It might be fun,” you add, withdrawing your hand.

Later, our discussions continue. “I keep myself in chastity as you desire, so why shouldn’t I pursue what I want if you can’t have what you desire? Not to replace you, but to complement what you provide me,” you explain.

These conversations persist periodically, and by day 27, I give in. “Fine, go seek pleasure elsewhere!” I practically shout.

“No,” you assert, “You need to be more on board than that; you need to desire this to happen.”

By day 33 of being locked in chastity cage with no relief, I had practically begged you. A week later (day 40), you had a date.

Sharing a night of chastity
To demonstrate my willingness, I had to select what I believed to be the sexiest underwear and dress combination to wear. Then, off you went. I was left yearning for your swift return, not only to have you back but also for the chance to experience release.

With that, you removed your visibly wet panties, a blend of his and hers, tossing them on the floor in front of me. You then unlocked my cage, saying, “I want you to feel included, so you will climax on my panties while licking this dirty, second-hand pussy,” pointing at your freshly shaved and freshly used genitalia. It didn’t take long for my essence to join that of your lover. After putting the chastity cage back on, you picked up the soiled panties and thrust them into my mouth.

After a couple of similar nights, one of which included your lover’s essence in a glass for me to “participate” in, I found myself tied to a slightly reclined chair with a vibrator in my rear, and my cage off.

You looked stunning in a black silky chemise and matching French knickers. You assured me that I would thoroughly enjoy the night, then slipped a blindfold over me. Placing your mouth around my erect member, which needed no invitation.

Arrival of a new lover
After a minute or two, there’s a knock at the door. You pause, switch on my vibrator, and go to answer it. Clearly, it’s your new lover. I can’t hear the exact words, but there are giggles and laughter, interspersed with moments of kissing silence. I feel you come back over to me. Despite the circumstances, my arousal remains evident.

You sit on top of me, facing me, hugging me, and whispering about how much I’m going to enjoy this – that I actually get to climax inside you. Starting to move slowly, rubbing your breasts against me, tweaking my nipples. It feels incredibly good; as I enter your intimate space, the presence of the other person in the room becomes almost forgotten.

I climax within a few minutes, while your lover continues for a bit longer. I can feel his vigorous thrusts and deep penetration at the moment of orgasm. Soon after, he withdraws.

You hover above me, your intimate area just centimeters from my face, letting my own climax ooze onto my face and into my mouth.

Shared Passion
You instruct me to demonstrate to your lover the exceptional oral skills that made it impossible for you to let me go. Eagerly, I lap at your command, occasionally nibbling and sucking, and you seem satisfied by the performance. Without delay, you turn around, presenting your backside. A moment too late, I realize this is someone else’s essence, but my conflicting thoughts are overruled as my arousal intensifies – my cock growing firm once again.

“See how you love eating cum,” you remark. “One place left.” With that, I am presented with your lover’s erect member, pressing against my lips. I open my mouth, perhaps to voice a protest, and he thrusts it in deep. Firmly gripping my head, he maintains control, thrusting into my mouth until he regains hardness.

He withdraws, leading you to the bed. He passionately engages in intimate acts with you, demonstrating his prowess as a lover far superior to what I could ever be. I hear your moans as he releases his essence into you. My cock remains rock hard.

Taboo Chastity Night
You grant me the privilege of cleaning your intimate area again while stroking my hardened cock. However, without release, you promptly lock it back in the cage. After 28 days, you decide it’s time for me to experience climax once more. Restrained in the usual position with legs over my shoulders, my rear and balls exposed, you initiate by fingering my arse and stroking my throbbing cock.

A doorbell interrupts our moment, and you answer it. A man’s voice echoes in the hallway. When you return, your lover accompanies you. Tied up and exposed, I see him for the first time, utterly humiliated. You drop your robe, revealing your divine body, and engage in passionate acts with your lover, sensually rubbing his visibly erect penis through his jeans.

Turning to him, you say, “As I mentioned, this is how he satisfies his desires. Typically, he enjoys me wearing a strap-on and penetrating him as he pleasures himself into his own mouth. However, in the spirit of transparency and inclusivity, I thought it would be amusing for him to experience a real man’s cock.”

Bdsm and the Thrill of Cuckoldry
Your lover seemed to like the idea. You turn to me and say, “That would be nice, wouldn’t it?” I stammer something about not being discussed… You say, while stroking my cock, “Don’t embarrass me. Now ask, no beg, my lover to fuck you.” I shake my head. Your lover is amused at the situation. You add, “If you want to cum, this is what you are going to have to do.” I was so horny. It had been so long since my last erection, let alone orgasm. Against my better judgment, I nod in agreement. You say, “You’re going to have to do better than that; you’ve got to say, ‘Please sir, I beg of you, put your big cock in my tight arse and fuck me hard until you cum.'” I mumble it back. You say, “Louder, like you mean it, and look at my lover when you beg.” Lying on my back, legs tied over my shoulders, I look at your lover, the man I am incredibly jealous of, and beg him to fuck my arse. He doesn’t take his clothes off. Just unzips. While smiling at me, you guide his cock into my arse. Then look at your lover and say, “Fuck him hard.” He doesn’t need asking twice. You masturbate me as he pounds away, making me grunt with every thrust. It’s not long until I cum, mostly in my mouth, some over my face and chest. Your lover says he’s about to cum. You direct him to take his cock out of my arse and put it in my mouth. You instruct me to swallow it all. He pumps my face a couple of times then comes straight down my throat. “Thank him,” you say. “Thank you, sir,” I say.

Confinement and Surrender
I am left in position, cum dripping out of my mouth and drying on my face, as you take your lover to the bed, and I watch as you first suck him back to life before mounting and riding him to orgasm.

After he has gone, and I am licking your pussy clean, you put me back in the chastity cage. You say, “My lover enjoyed this evening, and just to ensure that I don’t have penetrative sex with you, we have decided it would be best if he had your key.”

I was dumbstruck, but with my mouth full of your pussy, there was nothing I could say even if I had wanted to.

So, for the next couple of months, I had to beg your lover’s permission to cum. Often, he said no. I had to go 43 days once without an erection, 55 without an orgasm. It basically came down to if I could beg him to fuck me, and if he was in the mood, then I also got lucky. But why would he be in the mood to fuck me when he could pleasure you in various ways?

One day, you have tied me to a chair next to a table, still caged. You are wearing just panties and nothing else. My cock is straining at the cage. You tease me a bit, licking around the cage and sucking my trapped cock, desperately trying to get erect through the steel chastity cage.

Release your Chastity
The doorbell rings. When you return, there are two men – your lover and his friend. Your lover wastes no time tying you down to the table, arms stretched out, tiptoes barely touching the floor. He playfully spanks your arse, eliciting delightful yelps that send shivers through me. Pulling aside your pants, he thrusts his dick into your eager pussy. Simultaneously, his friend drops his trousers, seizes your head, and forcefully shoves his hardening cock down your throat.

I watch as they pound away. After a couple of minutes, they swap positions – your lover in your mouth, his friend in your pussy, occasionally slapping your arse as he intensifies his thrusts. Soon, he climaxes, bucking his hips into you. A few moments later, your lover also reaches his peak, releasing his essence into your mouth.

They untie you, and you walk over, sit on my lap, and kiss me deeply, transferring your lover’s cum into my mouth. Then you whisper, “It’s your turn.” You lead me from the seat to the table, bending me over just as you were. My cock is still struggling to escape its chastity cage. As soon as I’m tied, they begin. Similar to with you, your lover penetrates me from behind, while his friend pleasures my mouth. This time, however, they take turns climaxing in my mouth.


Cuckold Chastity Final Chapter
You watch this and stroke yourself through your soaked panties. Then they leave. You take off your panties and put them in my mouth. Then you put on your knickers and put them in my mouth. As I sucked, you gradually shoved more and more into my mouth, making me gag. You encourage me to suck more until you open your mouth and shove the entire dildo down my throat.

Then you start to fuck me gently and then gradually increase the intensity until you are fucking me harder than the men. Once you’ve had enough, you stop. You untie me, undo my chastity cage, take off your dirty panties and stuff them in my mouth. Then we fuck, you on top, riding my cock. It’s almost like old times, except I’m licking stranger’s cum off your dirty panties.In this story, I find myself immersed in a tumultuous world, shrouded under the shadow of a green hat. This sparks profound reflections on love, betrayal, and personal growth. Embarking on a journey to uncover genuine desires, I am compelled to reevaluate my values and confront pivotal twists of fate. At the intersection of morality and desire, I confront the challenge of seeking happiness. This narrative delves deep into my inner self, revealing how I bravely face the power of hidden truths within the intricate web of human relationships.
bdsmCuckolding and the Beginnings of ChastityThe usual scenario unfolds with you comfortably seated on my face, locking eyes as I relish the sensation of pleasuring you while meeting your gaze. When satisfaction peaks, you transition to donning a 7″ strap-on dildo, engaging in passionate intimacy until contentment sets in.
Afterward, the cage is unlocked, presenting two options: either I fervently masturbate, striving to capture as much release in my mouth before you reconsider, and then dutifully licking the residue off the dildo; or you take charge of my pleasure, oscillating between slow and rapid strokes, leading to climax or denial. Last week marked a period of abstinence – 13 days without release had left me on the verge of explosion.
However, a shift occurred this time. You reversed the usual routine, positioning yourself on my face and introducing a new element – fingers probing my rear. The first, swiftly followed by another.
chastity teaseA Tumultuous Crossroads in Chastity and Desire“I’ve been contemplating,” you express, “that while this is enjoyable, it doesn’t bring me the same satisfaction as it does for you. Our intimate moments now center around chastity cage, and though that was your desire more than mine, it’s fine. But, I need more penetrative intimacy than what you’re offering, and I’m considering seeking it elsewhere,” you say as the third finger slips in.
The fourth finger follows, and it feels like you’re attempting to push the knuckles through. “I’ll change; we can abandon the chastity aspect,” I respond.
“But that would make me feel selfish. I want you to revel in your fantasy. Give it some thought,” you suggest, gently pushing further until your wrist disappears from view, then pulling back. “It might be fun,” you add, withdrawing your hand.
Later, our discussions continue. “I keep myself in chastity as you desire, so why shouldn’t I pursue what I want if you can’t have what you desire? Not to replace you, but to complement what you provide me,” you explain.
These conversations persist periodically, and by day 27, I give in. “Fine, go seek pleasure elsewhere!” I practically shout.
“No,” you assert, “You need to be more on board than that; you need to desire this to happen.”
By day 33 of being locked in chastity cage with no relief, I had practically begged you. A week later (day 40), you had a date.
Sharing a night of chastityTo demonstrate my willingness, I had to select what I believed to be the sexiest underwear and dress combination to wear. Then, off you went. I was left yearning for your swift return, not only to have you back but also for the chance to experience release.
With that, you removed your visibly wet panties, a blend of his and hers, tossing them on the floor in front of me. You then unlocked my cage, saying, “I want you to feel included, so you will climax on my panties while licking this dirty, second-hand pussy,” pointing at your freshly shaved and freshly used genitalia. It didn’t take long for my essence to join that of your lover. After putting the chastity cage back on, you picked up the soiled panties and thrust them into my mouth.
After a couple of similar nights, one of which included your lover’s essence in a glass for me to “participate” in, I found myself tied to a slightly reclined chair with a vibrator in my rear, and my cage off.
You looked stunning in a black silky chemise and matching French knickers. You assured me that I would thoroughly enjoy the night, then slipped a blindfold over me. Placing your mouth around my erect member, which needed no invitation.
chastity humiliationArrival of a new loverAfter a minute or two, there’s a knock at the door. You pause, switch on my vibrator, and go to answer it. Clearly, it’s your new lover. I can’t hear the exact words, but there are giggles and laughter, interspersed with moments of kissing silence. I feel you come back over to me. Despite the circumstances, my arousal remains evident.
You sit on top of me, facing me, hugging me, and whispering about how much I’m going to enjoy this – that I actually get to climax inside you. Starting to move slowly, rubbing your breasts against me, tweaking my nipples. It feels incredibly good; as I enter your intimate space, the presence of the other person in the room becomes almost forgotten.
I climax within a few minutes, while your lover continues for a bit longer. I can feel his vigorous thrusts and deep penetration at the moment of orgasm. Soon after, he withdraws.
You hover above me, your intimate area just centimeters from my face, letting my own climax ooze onto my face and into my mouth.
Shared PassionYou instruct me to demonstrate to your lover the exceptional oral skills that made it impossible for you to let me go. Eagerly, I lap at your command, occasionally nibbling and sucking, and you seem satisfied by the performance. Without delay, you turn around, presenting your backside. A moment too late, I realize this is someone else’s essence, but my conflicting thoughts are overruled as my arousal intensifies – my cock growing firm once again.
“See how you love eating cum,” you remark. “One place left.” With that, I am presented with your lover’s erect member, pressing against my lips. I open my mouth, perhaps to voice a protest, and he thrusts it in deep. Firmly gripping my head, he maintains control, thrusting into my mouth until he regains hardness.
He withdraws, leading you to the bed. He passionately engages in intimate acts with you, demonstrating his prowess as a lover far superior to what I could ever be. I hear your moans as he releases his essence into you. My cock remains rock hard.
chastity couplesTaboo Chastity NightYou grant me the privilege of cleaning your intimate area again while stroking my hardened cock. However, without release, you promptly lock it back in the cage. After 28 days, you decide it’s time for me to experience climax once more. Restrained in the usual position with legs over my shoulders, my rear and balls exposed, you initiate by fingering my arse and stroking my throbbing cock.
A doorbell interrupts our moment, and you answer it. A man’s voice echoes in the hallway. When you return, your lover accompanies you. Tied up and exposed, I see him for the first time, utterly humiliated. You drop your robe, revealing your divine body, and engage in passionate acts with your lover, sensually rubbing his visibly erect penis through his jeans.
Turning to him, you say, “As I mentioned, this is how he satisfies his desires. Typically, he enjoys me wearing a strap-on and penetrating him as he pleasures himself into his own mouth. However, in the spirit of transparency and inclusivity, I thought it would be amusing for him to experience a real man’s cock.”
Bdsm and the Thrill of CuckoldryYour lover seemed to like the idea. You turn to me and say, “That would be nice, wouldn’t it?” I stammer something about not being discussed… You say, while stroking my cock, “Don’t embarrass me. Now ask, no beg, my lover to fuck you.” I shake my head. Your lover is amused at the situation. You add, “If you want to cum, this is what you are going to have to do.” I was so horny. It had been so long since my last erection, let alone orgasm. Against my better judgment, I nod in agreement. You say, “You’re going to have to do better than that; you’ve got to say, ‘Please sir, I beg of you, put your big cock in my tight arse and fuck me hard until you cum.'” I mumble it back. You say, “Louder, like you mean it, and look at my lover when you beg.” Lying on my back, legs tied over my shoulders, I look at your lover, the man I am incredibly jealous of, and beg him to fuck my arse. He doesn’t take his clothes off. Just unzips. While smiling at me, you guide his cock into my arse. Then look at your lover and say, “Fuck him hard.” He doesn’t need asking twice. You masturbate me as he pounds away, making me grunt with every thrust. It’s not long until I cum, mostly in my mouth, some over my face and chest. Your lover says he’s about to cum. You direct him to take his cock out of my arse and put it in my mouth. You instruct me to swallow it all. He pumps my face a couple of times then comes straight down my throat. “Thank him,” you say. “Thank you, sir,” I say.
BDSMConfinement and SurrenderI am left in position, cum dripping out of my mouth and drying on my face, as you take your lover to the bed, and I watch as you first suck him back to life before mounting and riding him to orgasm.
After he has gone, and I am licking your pussy clean, you put me back in the chastity cage. You say, “My lover enjoyed this evening, and just to ensure that I don’t have penetrative sex with you, we have decided it would be best if he had your key.”
I was dumbstruck, but with my mouth full of your pussy, there was nothing I could say even if I had wanted to.
So, for the next couple of months, I had to beg your lover’s permission to cum. Often, he said no. I had to go 43 days once without an erection, 55 without an orgasm. It basically came down to if I could beg him to fuck me, and if he was in the mood, then I also got lucky. But why would he be in the mood to fuck me when he could pleasure you in various ways?
One day, you have tied me to a chair next to a table, still caged. You are wearing just panties and nothing else. My cock is straining at the cage. You tease me a bit, licking around the cage and sucking my trapped cock, desperately trying to get erect through the steel chastity cage.
chastity cuckoldRelease your ChastityThe doorbell rings. When you return, there are two men – your lover and his friend. Your lover wastes no time tying you down to the table, arms stretched out, tiptoes barely touching the floor. He playfully spanks your arse, eliciting delightful yelps that send shivers through me. Pulling aside your pants, he thrusts his dick into your eager pussy. Simultaneously, his friend drops his trousers, seizes your head, and forcefully shoves his hardening cock down your throat.
I watch as they pound away. After a couple of minutes, they swap positions – your lover in your mouth, his friend in your pussy, occasionally slapping your arse as he intensifies his thrusts. Soon, he climaxes, bucking his hips into you. A few moments later, your lover also reaches his peak, releasing his essence into your mouth.
They untie you, and you walk over, sit on my lap, and kiss me deeply, transferring your lover’s cum into my mouth. Then you whisper, “It’s your turn.” You lead me from the seat to the table, bending me over just as you were. My cock is still struggling to escape its chastity cage. As soon as I’m tied, they begin. Similar to with you, your lover penetrates me from behind, while his friend pleasures my mouth. This time, however, they take turns climaxing in my mouth.
chastity couples
Cuckold Chastity Final ChapterYou watch this and stroke yourself through your soaked panties. Then they leave. You take off your panties and put them in my mouth. Then you put on your knickers and put them in my mouth. As I sucked, you gradually shoved more and more into my mouth, making me gag. You encourage me to suck more until you open your mouth and shove the entire dildo down my throat.
Then you start to fuck me gently and then gradually increase the intensity until you are fucking me harder than the men. Once you’ve had enough, you stop. You untie me, undo my chastity cage, take off your dirty panties and stuff them in my mouth. Then we fuck, you on top, riding my cock. It’s almost like old times, except I’m licking stranger’s cum off your dirty panties.