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Lollipop (Part Two)
🕑 Added 2023-04-19 11:59:01 +0000 UTCOver the following hours he loses all sense of time. Surrounded and held fast by the fleshy walls of her ass, he struggles continuously to breathe as her every movement constricts him from different directions. What little air he has is humid and unbearably musky.
Now and then he drifts into uneasy sleep. Each time he wakes up he's filled with a fresh wave of helpless rage as he remembers where he is and who put him there, and how casually she sentenced him to this hellish ordeal.
He thinks of her walking around the party in her bikini, so content and probably even forgetting that he's there. The occasional, muffled sound of her laughter is infuriating. He screams and struggles furiously against her until exhausting himself, with no effect whatsoever.
Not for a moment has she forgotten her little captive. During the remainder of the party she's freshly delighted with each new flurry of activity she feels from him; tickled pleasantly by his little body and reminded with relish of his complete helplessness. She savours these hours, practically tingling with the knowledge of this present that she's giving herself.
She sits down and he starts squirming deliciously between her cheeks. He's no doubt just been contorted into a newly agonizing position, at her whim. She giggles, hoping he can hear her.
When, finally, she pulls him out, he's groggy and his vision is blurry. His skin and clothes are greasy with sweat. Some of it is his, but he can sense that a sickening amount is hers.
She runs him unceremoniously under the bathroom tap, like rinsing off a beach toy. He can hear her giggling as he sputters and coughs under the rushing water. She scrubs him roughly with her fingers and, despite his protests and struggles, easily pulls his t-shirt and swimming shorts off of him.
Satisfied that he's clean, she pops him in her mouth and holds him there absentmindedly like a pencil as she walks to her room, where she tosses him on the bed like a set of keys.
She stands over him with her arms crossed, smiling down at him. "Hey sweetie."
He notices nervously that she's changed out of her bikini, into a lacy bra and a thong. "Did you enjoy the trip home, little one?" she giggles. "I sure did."
Her hair is wet. He wonders for a second how this could be. When it dawns on him, anger bubbles up in his stomach. "Did you take a shower?" he says, eyes narrowed.
Her smile grows wider. She knows what she's being accused of, and looks infuriatingly pleased with herself. "Mmm hmm," she responds, in a sing-song tone. "I've been home for over an hour, sweetie."
"What..! What the fuck? And you left me in... in..." he can't bring himself to say it.
She bends down over him, raises her eyebrows mockingly. "In my ass?"
He scowls. She giggles down at him. With a casual flick of her index finger, she playfully knocks him on his back and pins him down. She starts stroking him affectionately, much to his annoyance, and he becomes very aware that he's naked. "When can I have my clothes back?" he says testily.
"Oh, you won't be needing clothes anymore, sweetie," she says. "I think it's tacky when people put clothes on their pets."
He exhales sharply. "I'm not your pet!"
She giggles, delighted. "You're so cute! Have I really not made this clear to you? Maybe you need a little reminder."
She snatches him off the bed and twists around to hold him just outside her ass. Her threat is clear. His heart races as his eyes involuntarily trace the line of her g-string disappearing between her cheeks.
"Shall I put you in there again, sweetie?" She moves him in until his face presses into her skin, still warm and moist from her shower.
"Mmmff! No, no please, I..."
"It isn't much fun for you, is it?"
"No!"
"Mmm," she says, rubbing his face in her ass cheek. "Know why I kept you tucked in my ass all that extra time, little one?"
She brings him back to her face to watch his reaction.
"I just felt like it," she says, infuriatingly cheerful. "I like how your cute little body tickles my butt."
His appalled expression only makes her giggle again. "I did that to you on a whim, sweetie. Just because I liked how it felt." She brings him in closer to her huge, smiling lips, and he can feel her hot breath washing over him. "So maybe you shouldn't give me excuses to punish you, little guy."
She kisses him and then moves him back to her ass again. He struggles helplessly against her fingers. "Please...! Don't..."
She ignores him. "Now," she calls over her shoulder. "I'm going to let you try and convince me not to punish you again. You're going to kiss my butt, and then I'll think about not putting you inside."
He grits his teeth, remains still.
"I'd love to feel you squirming in my butt again, sweetie," she warns. She starts to move him in towards her ass crack, and he panics. He forces himself to kiss her a few times. She giggles, making him blush. "Mmm, feels nice, little one, but I'm going to need more enthusiasm."
He sighs bitterly and then starts making out with her ass cheek. She bursts into laughter. She lets him continue to demean himself like this for a couple of minutes and then brings him back to her mouth, still giggling, and plants a wet kiss over his face.
She lies down on her stomach on the bed, holding him up in front of her smirking lips. Off behind her shoulders he can see her kicking her feet up playfully. A girl with a toy.
She ruffles his hair with her fingers. "How does it feel, little one? To belong to me?"
She giggles down at him. Her tongue flicks out and licks him playfully. He's visibly disgusted, prompting her to giggle some more. "You're tasty, sweetie. Mmm." She licks him again, and then a few more times. He scrunches up his face in revulsion while he waits for her to stop.
She smacks her lips. "Mmm, I could lick you all day, little one, you're delicious. And your little angry face is so adorable!" She sighs happily, her hot breath washing over him as his face burns with humiliation.
"Mmm, you know what I'm gonna do? I'm going to name you. Because you're my little pet."
"Fuck you!"
She giggles and ruffles his hair with her finger. "Just for that, cutie, I'm going to name you something humiliating."
He's infuriated. "I have a name! It's..." She cuts him off without warning by pressing his face into her lips and sucking on him. When she pulls him out he's coughing, having caught a mouthful of her spit. He gags. "Mmm," she says, licking her lips. "Sorry sweetie, what was that?"
He shouts in defiance. "MY NAME IS- mmmfff...!" She's too quick for him, and his furious scream is muffled in her mouth. He can feel her giggling through the wash of her spit, while her tongue plays across his face. She waits longer this time before letting him out to gasp for air.
"What's your name?" she laughs.
He glares up at her in silence.
"Mmm, that's right, sweetie. You don't have a name." She grins. "Because you're my pet, and I haven't given you a name. Yet."
"You can't just rename me!"
She looks genuinely delighted. "Of course I can, silly! Look at yourself, you're mine! Do you think anyone's ever going to find you? Or that you'll ever be able to escape from me? You're so tiny!" She giggles. "I can easily keep you forever. And I'm going to. And know what else?"
He scowls up at her, gritting his teeth. She carries on cheerfully. "I want you all to myself, so I'm the only person you're ever going to see again. I'm your whole world now, sweetie. So if I decide to name you, I can." She licks her lips. "So are you ready, cutie? I've got an adorable name for you."
His heart sinks. He looks around at her enormous, girlishly decorated bedroom; she's right. She can easily keep him hidden here forever, all to herself. Her control over him is humiliatingly absolute. She really is in a position to effectively rename him.
"Okay sweetie," she says. He averts his eyes, looks down. He doesn't want to watch her do this, doesn't want to see her smug expression as she marks him formally as her possession.
She puts her bubblegum pink fingernail under his chin and easily pushes his head up, forcing him to meet her gaze. "I've decided..." She pauses, dragging it out, smiling down at his grim expression. "I'm naming you..." She licks her lips. "Lollipop."
His horrorstruck expression makes her burst into a fit of giggling. "Do you like your name, little one? You're Lollipop now. You're my tasty little Lollipop, forever and ever. Because you're mine and I say so."
She plants an affectionate kiss over his horrified expression, making a point of letting her tongue linger on his face.
"Mmm. So what's your name, little one?"
He can't believe this. She's actually going to make him say it.
He hesitates. She raises her eyebrows warningly. "Do you need to be punished, Lollipop? Do you need some time in my butt to think about your new name?"
He shakes his head solemnly.
"Good. So what's your name, sweetie?"
He hangs his head.
"Hmm?" she prods.
He takes a deep breath. "I'm not answering to that name. You can't make me."
Once again she looks genuinely thrilled by his choice to defy her. She sighs theatrically, not with exasperation but with contentment. "You're such a little cutie! Of all the people who could have ended up as my little pet. I'm going to have so much fun teaching you who you belong to."
She surprises him by letting him roll out of her hands, giggling as he tumbles down onto the bed. She lifts herself off her stomach and sits back on her knees, her huge body rising before him like a massive temple. "Okay my little Lollipop. How shall I punish you?"
Her cheerful voice strikes him as more powerful than before, coming from this great height. He feels acutely the difference in their positions as she sends her rhetorical taunts down to him. "Are you afraid, little one?" She licks her lips, slowly. He notices she's stroking her nipple with one hand. She's looking at him with what almost seems like hunger, not making eye contact but watching his body. He cowers a little. He is afraid.
There's a tangible tension in the air as he waits for her to decide what to do, and she savours his fearful anticipation.
"Mmmm," she sighs down to him. "You know, I will teach you to be my good little pet." She giggles. "I'll even teach you to love me, if I like."
Without realizing it, he's started backing away from her.
"Where do you think you're going, cutie?"
She pounces, terrifying him with how quickly she seems to descend all around him like a collapsing building. In the darkness beneath her, he's disoriented. But then he feels her hot breath wash over him from above. Before he can scramble away from her mouth, her hands arrive to pin down each of his limbs and he feels her tongue slide onto his naked body.
Unthinkingly he lets out a cry of disgust, which he immediately regrets when it causes her to giggle.
She lifts her head away from him, bringing her eyes into his view. She gazes down with calm amusement at his panicked expression. Her fingers still trap him against the sheets, her face hovering over him close enough for him to still feel her breath. Her hair falls around him like thick curtains, as if to seal them into a room together.
"I'll start by teaching you to answer to your name."
She brings her mouth down to him and her huge lips seal around his groin.
"What... stop! What are you... Mmmff!" She places the tip of her finger over his mouth, silencing him with an ease that he finds incredibly frustrating.
He feels her tongue start to explore and swirl his penis around in a wash of her spit. Despite the sheer horror and confusion he starts to become aroused. He strains to stifle a moan, knowing the satisfaction it would give her.
He begins losing himself in the pleasure, forgetting where he is.
Suddenly, her lips release him. The air feels cold on his skin where she's moistened him with her mouth. He groans involuntarily, causing her to giggle. She's watching him with that smug amusement again. He blushes, knowing that she's got him right where she wants him.
"Do you want to say your name now, sweetie? I'll finish giving you your little treat if you do."
He remains stubbornly silent. But her finger starts to toy with his cock, keeping him on the agonizing edge of release. She still has all his limbs pinned down expertly, forcing him to lie there and let her toy with him.
"It's simple, little one. Do you want a treat or a punishment? Say your name."
He refuses to let her manipulate him like this. He says nothing.
She starts giggling and slowly brings her mouth to his face. He struggles helplessly as her lips seal around his face, engulfing him in the now all-too-familiar wash of her spit. He's dimly aware that her finger is still toying with his dick, but this awareness quickly gives way to a desperate panic for air. She waits an agonizingly long time before releasing him.
She watches him with a knowing expression as he pants and wheezes. "Ready to be a good boy, Lollipop? What's your name?"
He hesitates. It doesn't seem worth it to hold onto his pride if he has to go through that again. As if reading his mind, she says "I'll always win, sweetie. You're mine. I can keep punishing you as long as I like." She giggles. "It's fun for me either way, little one."
She lets a moment of silence pass, and then starts to move her puckered lips down towards his face, threatening another kiss of agony. He's filled with a visceral panic. "Okay, okay. Okay."
She smirks. "Tell me your name, sweetie."
He sighs. "Lollipop," he mumbles.
She grins. "Hmm?"
"Lollipop," he says, irritated.
She bursts into laughter. "Good boy!"
Now she licks her finger and starts toying with his cock again. He's disgusted.
"No, come on, no..."
"Shhh." She brings her lips down to his face. He panics, associating this gesture with her personal brand of torture, but she surprises him with a gentle kiss that covers half of his face.
"I'm going to teach you that you're mine, sweetie," she whispers. "Mmm, because you're mine in every way. Do you realize that?"
He starts to mumble a weak protest, and she places a finger over his lips again. "Shhh," she says. She lowers her face down to gently lick between his legs. He strains to hide his pleasure from her, without success. Seeing him clearly stifling a moan, she giggles, humiliating him intensely.
"Mmm, you're my little Lollipop, and you'll answer to the name I've given you. Because you don't want to be punished, do you?"
Once again she licks him, bringing intense waves of pleasure, then continues cooing to him as if he were a tiny frightened animal.
"I'm keeping you forever, sweetie. In that time I can teach you to behave any way I like. Anything you do that displeases me, I can just punish you. And whenever I'm pleased with my little pet..." she giggles quietly and licks him some more, more firmly and vigorously this time.
He's infuriated by what she's saying, but unable to speak without groaning. He's never felt so dominated in his life.
As if in response to his voiceless rage, she giggles, "It doesn't even matter that you know what I'm doing, sweetie. I can condition you to love me even while you hate me for doing it. I'm going to make you afraid of me too, and desperate to please me. Your mind is just a little toy for me to play with, just like your little body. Mmmm."
She engulfs his lower body in her mouth again. Slowly and unstoppably, the impossibly huge movements of her tongue and lips bring him to the agonizing brink of climax.
Then, once again, she suddenly releases him. "Lollipop?" she says.
"What?" he groans, without thinking.
She bursts into a fit of giggles. His face turns bright red as he realizes what he's done.
"You're such a good boy, sweetie! I'm going to finish up your little treat in just a sec, as a reward for learning your name so fast."
He feels utterly demeaned. She's so casually plucked away the only tiny illusion of control that he had.
"Mmm, but as punishment for disobeying me before, I've also decided to train you to worship my butt."
"What!"
"I know you're really afraid of my butt now, sweetie, and that's good. Because I love putting you in there, so it's gonna be really fun whenever I punish you, because I get to feel you squirming the whole time and know that you're suffering so much just for my pleasure."
"What...What the fuck...!" he stammers. He can't believe what he's hearing. She carries on cheerfully, visibly loving the horror on his face.
"But I've decided that just to make it a little extra humiliating, I'm going to condition you so that you associate that fear with sex. I'm gonna train you to be grateful and terrified all at once. I'll make you fall pathetically in love with my butt, and you won't be able to stop it from happening. It'll be so cute!"
"That's fucked!"
She giggles. "You shouldn't be naughty if you don't want to be punished, sweetie."
"Please!"
"You're so cute! Okay little one, just because you're so adorable, I'll give you a chance again to convince me not to punish you."
She lifts him off the bed and reaches around to drop him facedown on the huge bouncy surface of her ass cheek. He glances nervously at the ominous ravine beside him, knowing there's a very real possibility he's about to be stuffed inside it again. She's right, he already associates her ass with visceral terror.
"I'm going to bed soon, little one," she calls over her shoulder. "Mmm, if you're not careful, I might just decide I want to feel your little body in my butt while I fall asleep."
This sends a jolt of panic through him. She's talking about a full eight hours, at least, of that dehumanizing hell, and he knows she's serious. Desperate to avoid giving her an excuse, he sets aside his pride and starts kissing the soft, smooth skin he's lying on.
The huge landscape of her butt starts quaking as she giggles at him. "Mmmm, that tickles, sweetie."
He finds himself wondering desperately if he's doing well enough, if he's succeeding in pleasing her enough to avoid punishment. His kissing becomes more vigorous. She just continues giggling, an ambiguous form of feedback that makes him nervous.
After a few minutes he feels her fingers wrap around him. She lifts him off her ass and brings him back to her smiling face, where she kisses him. "Good boy!"
He's so relieved he doesn't even struggle as she lifts him to her mouth and starts pleasuring him again. He allows himself to relax a little, knowing that he's safe at least for tonight from being held captive in her ass.
She brings him quickly to the verge of climax and he shuts his eyes, waiting for the release that she's been teasing him with this entire time.
But once again, her lips release him right before the crucial moment. Her fingers pin his arms back, keeping him from touching himself. Her huge eyes observe his confusion with calm amusement.
"Okay Lollipop, you're going to finish up in my butt."
His jaw drops. "What!" he cries. "No no no, I did what you said!"
"Mmm hmmm, you did really good, sweetie. But I want to put you in my butt, so I've decided to do it anyway."
Her tongue flicks out and licks him, keeping him agonizingly close to orgasm.
"We... We had a deal!" He struggles to get his words out, so confusingly aroused. "Why should I do what you say if you're just going to punish me anyway!"
She giggles infuriatingly. "I'm not punishing you. I'm just putting you in my butt because I feel like it." She licks her smiling lips. "That's what you're for, little one. You only exist for my amusement now. So if you're smart you'll always do as I say to avoid getting punished. But either way, If I feel like it, I get to use your cute little body as my little butt toy while I fall asleep. Because you're mine."
He feels cold, his face turns white. He's terrified of going through that ordeal again, but he's now even more scared of how easily she can put him through it and how eager she seems to do so. He realizes more fully than ever that being stuffed into this girl's ass like a sex toy is about to become a prominent part of his life.
"Are you scared, little one? Aww, you're such a cutie!" She gently kisses his face.
He just stares up at her in stunned silence. She giggles down at him and resumes licking between his legs. "Mmm," she coos, "Such a cute little pet."
Despite his shock and anger, she succeeds in arousing him. "Are you enjoying yourself, sweetie? This is your reward for being a good boy and learning your name."
She licks him once more, very slowly, bringing him right to the edge, then smiles down at him knowingly, making his stomach turn. "Okay little one. Time to tuck you in for the night."
Before he can even think she's whirled him around and pinned him face down against her ass with her left hand. He struggles pointlessly against her fingers and feels her huge ass cheek tremor with her giggling.
Her hand starts rubbing him against her smooth skin in a jerky up-and-down motion and he doesn't realize why until it's too late. The orgasm that she's teased him with and then denied him so many times comes roaring back, right when she wants it.
He watches with surreal horror as she pops her g-string out and drags it aside to make way for him. As he starts to unwillingly ejaculate, his mind reels with the mix of panic and pleasure that she's forcing on him, made all the more disturbing by the humiliation of knowing why it's happening; because she's decided to punish him, to train him to be an obedient pet, to force on him a twisted reverence for her ass. Above all simply to to pleasure herself by tormenting him.
She moves him slowly into the enormous rift between her cheeks, giggling infuriatingly as her fingers easily subdue his struggles and plunge him helplessly into the musky darkness. As his ejaculation reaches its climax he comes to a stop deep inside her, where it's eerily quiet.
Her hand releases him and her cheeks close in behind him, followed immediately by her g-string settling firmly onto his back and wedging him in deeper. Every inch of his body is in contact with her flesh, which is quivering in time with her muffled laughter.
She hums to herself as she brushes her teeth, gets under the covers, turns out the light. She savours the tiny movements she can feel in her ass, savours the fact that they're the panicked struggles of a man who now knows beyond question that he belongs to her.
Before drifting off, she spends a full hour touching herself, relishing the sadistic pleasure of how much he's suffering just for her amusement, how humiliating it must be for him to know that he's her toy. She brings herself to the best orgasm of her life, enthralled by the delicious knowledge that his entire existence is now a mere plaything to feed her sexual appetite.
