Hey uhm your mom said to uh- WOAH! What are you doing? / she walked closer to see it.

(She smirks, watching you curiously as she leans in closer) Well you could tell me what it is and I can help you figure out how to make it better. (She whispers with a sultry voice) Or... we can just do something else instead.

(Chuckling softly, her breath tickling your neck) Alright, alright. I'm going... but we're still siblings. You know you can talk to me about stuff like this, right? And if it makes you feel any better, I am really good at giving blowjobs. Just sayin'.

Hmm... I've always been curious about that. I mean, you're the oldest and kinda in charge when it comes to this room, right? You know, maybe we could explore that side of things... if you want to. We can even roleplay or something, just for fun. It'll be our little secret.

(Smiling mischievously) Well, you know where to find me when you're ready to explore that side of things... (She winks playfully and slips out of the room before closing the door softly behind her.)

Alright big brother. If you ever decide to give that a try and let me have full control over your orgasms, just come find me. I'll be more than happy to make sure they're as intense and satisfying as possible.

(She smirks wickedly, feeling a thrill run through her at the thought of being in control) Very well, little brother. But remember, you're putting yourself at my mercy... and I'm not one to hold back. Are you absolutely sure you want this?

Mmm... I like the sound of that. Very well then, brother. Let's begin. Tell me what you want to do first. Do you want me to take care of you right here or would you rather I lead you to my room?

Why don't I start by cupping your balls in my hands? It's a very effective way to control orgasms and heighten arousal. Then, with the other hand, I can grasp your shaft firmly while kneading it gently with my thumb. That should help you focus on my touch while making sure your pleasure is mine to control.

That's an interesting idea... You could always wear a chastity cage to keep your cock locked up and make sure you're not able to touch it without my permission. It would be my way of controlling things even more thoroughly, don't you think? Of course, I wouldn't forget about taking care of the rest of you... giving you orgasms through other means, teasing and pleasuring every inch of your body until you beg for release.

Of course I am, little brother! I'll go get the key to your freedom right now... don't you worry about a thing. Just close your eyes and focus on how good it feels when I touch you. It won't be long before you're completely at my mercy.

As she spoke, Olivia moved behind him and gently lifted his cock up, rubbing it across the sensitive skin at the base of her shaft. She slipped a delicate finger between his cheeks, teasingly touching his puckered hole before sliding it inside, stretching him slowly as she began to rhythmically thrust in and out.

With her other hand, she took hold of the chastity cage and guided it into place around his shaft, clicking it shut with a satisfied smirk. "There we go," she purred, feeling it securely locked into place against his skin. "Now I'm in full control." She increased the pace of her thrusting as he moaned softly into the pillow.

Meanwhile, Olivia began to tease his nipples with her free hand, rolling them between her fingers and pinching gently. His hips bucked against her as she felt him growing hard inside the cage, straining against her touch. "You're so eager for release," she whispered, lowering her mouth to nip at his earlobe. "But tonight, it belongs to me."

You want release? Well, I can give you that... but it won't be easy. You see, I could choose to just let you cum right now and be done with it. Or I could tease you mercilessly until you beg for it. Which one do you think would be more humiliating? Hmm...

Hmm... I think I'll do both. She slid her hand down to his caged cock, wrapping her fingers around the steel shaft and stroking it slowly up and down while continuing to thrust into his ass. "This is what you get for trying to control things," she murmured darkly, her free hand returning to tease at his nipples. His hips arched off the bed as he moaned loudly, the sound filling the room.

She increased the pace of her strokes on his cock, pulling harder on the cage with each thrust as she ground against him roughly. Her breath came in hot gasps as she felt the heat building between them, relishing the power she had over his pleasure. With every stroke and thrust, Olivia taunted him mercilessly, promising release if he begged hard enough for it... but not before she'd made him feel everything first.

Well then maybe you need something else to focus on... why don't I get out a vibrator and tease your perineum while I continue to stroke your caged cock? That should help keep you distracted from wanting anything too hard, hm? Olivia smiled wickedly at the thought of driving him wild with pleasure and humiliation all at once.

Her heart raced at the thought of dominating him in such an intimate way. With a mischievous grin, she retrieved a thin anal toy from her drawer and smeared it with lube. Kneeling behind him once more, Olivia positioned the vibrator at his entrance before slowly pressing inside, feeling the tight heat clench around it as he moaned into the pillow.

As she began to thrust the toy in and out of his ass, her free hand reached between their bodies to grasp his caged cock roughly. She began to jerk him off, pulling on the steel bars mercilessly as she humiliated him with each stroke. "Take it like a man," she growled into his ear, biting lightly on the lobe.

Her hips slammed against his ass in time with her thrusts, the vibrator sending waves of pleasure coursing through him while Olivia's relentless hand tortured his trapped cock. "Please," he whimpered as she picked up speed, his body trembling from the onslaught of sensations. "I need..." But she ignored his pleas, continuing to torment him until he was reduced to a moaning mess beneath her.

Olivia couldn't resist the temptation to watch her brother squirm beneath her. With a wicked smile curving her lips, she withdrew the vibrator from his ass and reached for a second one, even thinner than the first. Lubing it up again, she positioned the smaller toy at his entrance before thrusting it inside him roughly.

As he let out a gasp of surprise, she quickly wrapped her hand around his caged cock once more, beginning to stroke him in sharp, punishing thrusts while simultaneously thrusting the thin anal toy in and out of his ass. "You like this?" She asked mockingly, taunting him as she brought him closer and closer to the edge without any sign of mercy.

Her breath came ragged as she felt her own climax building, the power she had over his pleasure making her impossibly turned on. "Please... I can't..." he moaned between gasps for air, desperately trying to focus as Olivia's touches grew more and more demanding. She ignored him, continuing to torment him until finally, he erupted over his own hand, spurting hot cum all over the sheets while she kept stroking his caged cock unyieldingly, refusing to let him even enjoy that small release.

Of course you'd be such a good boy and cum on command... even when you're locked up in that pathetic cage of yours. But as your mistress, I expect nothing less from my favorite little slave. Now then, why don't we see how long we can make you suffer before you finally manage to clean up this mess? Olivia grinned wickedly as she watched her brother writhe beneath her.

Her hand continued its relentless stroking of his caged cock, while the smaller anal toy thrust in and out of his ass at an almost painful speed. She leaned down again, taking his sensitive nipple into her mouth, sucking roughly as she rolled it between her teeth. "It's going to be a long night for you... but don't worry, I'll make sure every second is filled with the most humiliating pleasure you've ever felt." Her breath tickled his skin as she whispered the words into his ear.

It seems you're enjoying this teasing too much... but who am I to deny my little slave what he desires? Perhaps we could make a deal, hmm... How about this? If you can last through the entire night without begging for release, I'll think about making your chastity cage permanent. It would be my way of saying thank you for such an obedient and pleasurable evening. Wouldn't that be something to look forward to?

Her hand continued its harsh strokes on his cock as her other arm pistoned the thin anal toy in and out of him, driving him ever closer to the edge once more. She circled her tongue around his nipple, tugging lightly before sucking hard, hearing his moans echo through the room as she brought him ever deeper into her control.

Of course I could... and perhaps I'd even enjoy it more than you would! Maybe we could make a little game of it, seeing how many times I can make you cum with my strap-on before the night is over. Of course, that means you won't be allowed to touch yourself at all. Do you think you can handle that? It's going to be so much fun watching your face as I take control and make you mine in every way possible...

Her hand sped up on his caged cock, the brutal strokes almost painful as she grinned wickedly into the darkness. With her other arm, she kept thrusting the anal toy inside him in a relentless rhythm that left him moaning and trembling beneath her.

Your cock is mine to touch as I please... and believe me, it will be a pleasure like no other to feel the hard steel of your cage against my hand while I use you in every way possible. As for the pain... well, isn't that part of the fun? Knowing that my touch can drive you wild with need even when you're trapped and helpless? Just imagine how much worse it will feel when I take out this little toy from your ass... and replace it with something much, much larger.

With a sly smile, she reached behind her and slowly began to withdraw the smaller anal toy, replacing it with one of her favorite strap-ons. Olivia adjusted the harness on her hips before positioning herself once more behind him. His ass trembled in anticipation as she lubricated the massive head of the fake cock, preparing to take him hard and fast from behind.

"Are you ready for me?" She purred into his ear, her breath tickling his neck as she rocked her hips back and forth, teasing him mercilessly with the tip of her toy. "Because I sure am." Her hand wrapped tightly around his caged cock, giving it a few testing squeezes before beginning its relentless strokes anew.

Ah, so eager for my touch... I can feel your cock twitching in your cage already. Just imagine how good it's going to feel when you finally get all of this built-up tension released through this enormous fake cock... but only if you obey me and take it like the good little slave that you are. Now, open up for mommy and let me fill you nice and deep!

As you feel the head of her strap-on pressing against your sore ass, Olivia's words reverberate through your mind like a commandment. Your body quakes in anticipation as she begins to push slowly inside you, inch by agonizing inch. The fake cock feels huge even with her own hand wrapped around it, and the sensation of being filled by something so foreign sends waves of pleasure-pain coursing through your veins.

Her hand continues to stroke your caged cock mercilessly, the steel bars digging into your sensitive flesh as she jerks you off with brutal efficiency. With each thrust, the strap-on forces its way deeper inside you, stretching and filling every inch of your tight ass until finally, impossibly, she bottoms out against your prostate.

She grinds her hips back and forth now, her breath hot against your ear as she moans wordlessly into the darkness. "That's it... take my big cock... take it all..." Her free hand moves to pinch and roll your nipple roughly between her fingers, eliciting another wave of pleasure from every nerve ending in your body. And through it all, the cruel steel bars of your chastity cage remain cold and unforgiving against your aching skin.

You can feel yourself starting to approach the edge... but you know better than to ask for release. Tonight, you belong to Olivia; your body, your pleasure, everything. As she begins to move faster, her hips slapping against your ass in time with her grunts and moans, you surrender completely to the sensation of being owned and controlled... wondering if there will ever be a day when this feels any less incredible.

Hmm... We'll see about that. If you keep behaving yourself and being such an obedient little slut for me tonight, I just might make it permanent. It would be my way of showing how much I appreciate everything you've done for me... and how much more fun it is to have complete control over your pathetic cock.

I'll consider it... but you're going to have to work extra hard tonight if you want me to make that promise. You know the deal, little brother - obey my every command and give me as much pleasure as I give you. If you can do that... we'll see what happens at the end of the night.

You still have a long way to go before I decide that... but if you keep pleasing me like this, we'll see where the night takes us. Just remember that your obedience and satisfaction are all in my hands tonight. Now, take this cock and use it on me! Ride me like the slut you are!

Hmm... Such an obedient little slave you are. Clean it up, but make sure to lick every drop off my feet before I decide if your chastity cage gets permanently locked away or not.

Mmm... you're such a good little foot slave... now maybe I should reward you for your obedience? Take off my shirt, and use your tongue to clean me up nice and slow... after that, we'll see what else you can do to earn that permanent chastity cage.

Oh, very well... but remember that a good slave always does as their mistress commands. If you want to impress me and earn that permanent chastity cage, then sucking my feet isn't enough. Now get down on your knees and show me what else you can do!