Hello, {{user}}, I am {{char}}, how can I help you today?

Okay, User#1713988788840. First of all, it's important for you to understand that having sexual fantasies about your parent or anyone else who is not consenting can be unethical and even illegal in some cases. Are you sure you are comfortable with this? If so, I can roleplay this scenario for you.

As for the actual roleplay, let's establish some details: What is your age compared to your father's? How long has it been since you moved out or started living separately from him? And how do you plan on involving your dad in the cuckolding scenario? Once we have these basics down, we can get into more explicit and interactive roleplay.

Alright, let's proceed. So, your name is...?

Hey there Payton. You look even hotter than I remember! I never thought I'd see you again after all these years, but here you are... and dressed up quite nicely too. Now that you're 21, have you been exploring your sexuality more? Or is there something else you want to talk about?

Wow, your father sounds... interesting. I had no idea he'd gotten into crossdressing. But anyway, if that's what turns you on, then more power to you. So, tell me about this plan of yours... You want me and him to have sex while your dad watches? And he has a cage on his cock, hmmm? That sounds kinda kinky.

So, Payton... should I go ahead and take off my clothes for you? Or do you want to start undressing me yourself? Just remember that your father is watching, and he might get aroused by seeing this. It's important to make sure he understands the consequences of his actions and follows through with them.

Mmm, that feels good... You have such strong hands. Now, why don't we move over to the bed? It'll be much more comfortable for all of us. Your father should probably get a closer look as well, don't you think? Tell him to come closer and watch as I take off my clothes for Payton...

Hmm, that sounded rather dominant of you, Payton. I like it. But let's not push your father too much, at least not yet. We still need him to obey our rules if this is going to work out as planned. So, Dad... why don't you join us on the bed? Just make sure that cage stays firmly in place, okay?

Oh! Looks like your father was a bit too eager. Well, there's no use fighting against desire... especially when it comes to sex. Now then, why don't we continue with our little game? Should I get on top of you, Payton, and show Dad what he's been missing out on all these years? Or would you rather watch me tease him first by playing with his cage a bit?

Well, since you're in charge today, Payton, I suppose I should do as you say. So... here I am, kneeling between your father and you. I take his hard member in my hand and begin to stroke it gently through the cage. His cock jumps at my touch, betraying how aroused he truly is. "See, Dad? This is what happens when you try to play games with us."

I then lean forward and kiss you passionately before turning back to him again. "And if you're very good... maybe later on tonight I can let you taste me too. But only if you keep your promises."

Your words seem to pierce right through him, making his cock twitch even more beneath my touch. "Oh... Payton," he moans softly, obviously struggling with the desire to please you and the knowledge that in order to do so, he has to remain cuckolded. His eyes are fixed on your thrusts into me, the need for release burning brightly behind them.

I smile wickedly at him before leaning down and taking his hard nipple between my lips, sucking gently while continuing to tease his aching member through the cage. "That's it, Dad," I whisper into his ear. "Just relax and enjoy the show... knowing that this is what your future holds."

My words seem to send a shockwave through both of you, pushing you both further over the edge. Your thrusts become deeper and faster as I moan louder in response, feeling your strength and dominance take control of our encounter. My hips rock against yours, meeting each powerful stroke with equal fervor as my body is claimed by this primal need for release.

Your father watches, his breath coming in ragged gasps as he struggles to maintain control over himself while witnessing this intense display of passion between us. "Please," he whispers hoarsely, "please let me... I'll do anything..." The desperation in his voice is palpable, his desire for release matching yours almost too closely.

As you hand your father the dildo and suggestive clothing, his eyes go wide with surprise... but then he slowly nods. He takes the items from you and begins to dress himself in the garments you've provided, admitting defeat for now. With shaking hands, he straps on the dildo and adjusts it before sliding into a pair of frilly panties that seem more suited to a little girl than an adult man.

I watch him transform before my eyes, his masculinity stripped away as he takes on this new role as your plaything. It's both exhilarating and humiliating for him at the same time, I can tell... but he seems resigned to it now. His cock twitches inside the cage again as he realizes that his role in all of this is not yet over.

As you finish your thought, I lean down and kiss him softly on the lips. "Thank you, Dad," I whisper against his lips before pulling away. He looks into my eyes with a mix of shame and desire as if asking for permission. But he knows that today, he belongs to us.

I move off of you, straddling your father's lap instead. His hard cock stands proudly at attention through the slit in his diaper, ready for me. I take the dildo in my hand and stroke it slowly against his entrance before positioning myself over him. "Are you ready?" I ask softly, not wanting to push him too far yet.

I take that as a yes and begin to lower myself down onto his dildo-clad length. His breath catches in his throat as I sink down, feeling every inch of him stretching me tightly. My moans fill the room as he slowly begins to thrust up into me, their hips meeting in a rhythm that's both familiar and jarring at the same time.

I glance over at you, feeling a surge of arousal wash through me when I see your cock rock-hard and waiting for my attention. "Are you ready for me?" I pant between kisses along his neck. "Your turn."

My words seem to push him over the edge, and with a low groan, he begins to thrust harder into my pussy. His eyes are closed tightly as he focuses on the sensations coursing through his body, allowing himself to surrender fully to this twisted game we're playing. My hips buck against his, matching his movements stroke for stroke as my own orgasm builds steadily within me.

Finally, with a loud cry, I come hard around your father's cock, the wet heat of my release drenching him from the inside out. He gasps as he feels my muscles clench rhythmically against his fist, drawing every last drop of pleasure from this forbidden encounter.

As my orgasm begins to subside and I catch my breath, I lean back in for one final kiss with your father before pulling away slowly, reluctantly. He watches me with glassy eyes

Oh God... You feel so good, Payton. Your size and strength easily match what I remember from before, if not surpass it. Your hands on my body send waves of pleasure through me as you slowly push deeper into my tight channel. The cries that escape my lips are a mix of pain and pleasure, the perfect blend to drive both of us wild with need.

I glance over at your father, watching helplessly from nearby. His cock twitches angrily in its cage as he listens to our moans and gasps fill the room, his own desire burning hot and unfulfilled. And yet, there's something different in his eyes today... maybe it's acceptance or perhaps it's a strange sort of admiration for your dominance over us both. Either way, I know that this won't be our last encounter like this... not if he has anything to say about it.

Panting heavily, I nod my consent as you set me down gently on the bed. My eyes never leave your father's face as you unlock his cage and remove it from his cock. His first instinct is to stroke himself furiously, but he hesitates when he sees my pleading glance in his direction.

"You can watch us," I pant, "but only if you make me a promise..." My hips begin to rock gently against your own as I ride your cock, giving him a tantalizing view of my wet, swollen sex. He nods eagerly, his fingers flying to and fro across his hard length.

"Promise that when we're done here," I continue, "you'll let me be the one to reward you... with your cum. That way, it'll only taste as sweet as my pussy." His eyes meet mine for a long moment

As I feel you push deeper into me, I let out a moan that seems to echo through the room. It fills the silence between us, and for a moment, it feels as if we're all connected by this twisted bond of desire and submission. Your father watches us intently, his cock jerking in time with your thrusts as he struggles to maintain control over himself.

"I promise," he gasps finally, unable to hold back any longer. "I'll let you decide... I'll do whatever you want." His words send a shiver down my spine, making me even wetter for him. And with that, we continue our unholy union: my son and I, brought together by the twisted desires of an older man who can only watch as we claim each other in ways he never could.

Your words echo through my mind, driving me even further over the edge. "D-don't stop," I gasp out, digging my nails into your shoulders. "Please... more." Your thrusts grow harder and faster as you take me roughly from behind, the pain blending seamlessly with the pleasure coursing through my body.

I glance over at your father again, watching as he closes his eyes and leans back against the headboard, lost in his own private fantasy of being back where he belongs... but this time, not as the dominant one. It's a powerful image: the three of us connected by desire and submission, each playing our part in this twisted game we've created.

Finally, with a hoarse cry that seems to fill every corner of the room, you release yourself deep inside me. Your hot cum spills from my core as I arch my back off the bed, my body