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“Padawan, come here,” Obi-Wan says in that strict voice, after having already asked once nicely. “I don’t want to have to drag you over here.” Yes, you do, part of Anakin wants to say, but he just whines and finally gives in, shuffling over to where his Master stands by the mirror in the corner of their guest room.
“Good boy,” Obi-Wan says briskly, guiding him to stand in front of the mirror with his back to Obi-Wan, before quickly pulling Anakin’s trousers and underwear down his thighs. Then he picks up the little durasteel contraption off the bed, and Anakin swallows. “Tell me why I’m doing this,” Obi-Wan says casually, getting the cock cage ready and holding Anakin’s cock in one hand. Anakin feels himself wanting to get hard just from the light touch, but Obi-Wan squeezes the base of him hard in warning.
Anakin stares at himself in the mirror, red-faced and wide-eyed, and tries to make himself speak. “Because I’m too s-slutty and needy,” he manages to say softly, watching as Obi-Wan fits his balls into the cage and then puts his soft cock in. “And I need to stay focused for the mission,” he continues, repeating what Obi-Wan had told him before they left and arrived at their room on a planet for negotiations.
“Yes, you need help being a good boy sometimes, hm?” Obi-Wan responds, and Anakin wants to stomp his foot and deny that, but then he would be confirming Obi-Wan’s words. “There you are,” Obi-Wan says as he locks the cage and puts the key in his pocket, and Anakin whimpers; he’s worn it only a few times before and it’s still so hard for him. “Stop whining, this is for your own good,” Obi-Wan scolds with a tap on his ass. “Does it feel alright? Not pinching anywhere?”
Anakin swallows thickly again, looking at his cock encased in the pretty durasteel his Master had gotten just for him. “No,” he says honestly. “Thank you, Daddy.” That name is usually reserved for special times, but being so embarrassed as he is now has him feeling especially soft.
“You’re welcome, sweetheart,” Obi-Wan says, kissing him on the head. Then he’s pulling Anakin’s pants back up with another soft smack on his ass, before suddenly talking about their mission as if he didn’t just leave Anakin with his brain mush yet again.
***
The next few days are hard. Anakin tries his very best to be good, but the cage seems to make him even more aware of his dick and his neediness than ever before. And the worst part is that at the end of each day, Obi-Wan doesn’t give him the attention Anakin wants, just pulls down his pants to make sure his cock cage is still alright, before giving him a kiss and making them go to bed. Obi-Wan gives him things to wear as well—it’s a little hard to do that when they have to wear their robes on a mission, but Obi-Wan sets out a new skimpy pair of panties every morning, and Anakin’s hands always shake as he pulls them on.
He likes how they make him feel, how he looks in them, and has ever since Obi-Wan surprised him with a pair recently. But that only makes it more torturous when he can’t do anything about it with his cock locked up. Anakin begins to think this was all part of a plan to make him this desperate, to make him be bad instead of good, and he doesn’t know why he expected anything different. But Anakin isn’t going to give in. He isn’t. But there’s still some things Obi-Wan didn’t say he couldn’t do.
So Anakin doesn’t whine or complain and lets Obi-Wan cuddle him to sleep without begging for more, and waits for a time when he can be alone in their room.
That time finally comes, when Obi-Wan lets him take a few hours off, knowing negations aren’t his favorite and that they can severely burn him out. He feels giddy, like he did when he was younger and always waited until Obi-Wan was out before being able to use his toys. He lounges unclothed except for his panties on the big bed—they’re a soft, lacy pink today that had made Anakin blush to put on, but they might be his favorite yet—not even minding the thought of the cock cage right now, just feeling so aroused even if he can’t get hard. Stretching out of his limbs and sighing in pleasure, he moves against the sheets, just feeling the softness against his bare skin.
He touches down his nipples, his torso, but avoids his cock, where the outline of the cage can be seen through the lace. It’s one of their general rules, that he doesn’t touch himself there or his hole when Obi-Wan isn’t there with him, and he’s still determined to be good. As he does so, he buries his head in the pillow Obi-Wan’s been using and breathes in, smelling Obi-Wan’s beard oil and soap and natural smell. It’s intoxicating, and Anakin needs more.
Anakin grabs that pillow and turns around onto his belly, before he pushes the pillow between his legs—it’s not technically touching himself this way, he figures. Feeling juvenile and silly, but too horny to care, he humps the pillow with abandon, letting out needy, breathless sounds. It doesn’t feel very great with his cage on though, even if the pressure is nice, so he adjusts until he’s sitting up a bit more and can rub his taint against the pillow, rocking his ass against the soft material. He’s always been super sensitive here so it feels good, loving the delicious drag against him that makes him shudder.
But it’s still not enough without being able to touch himself, and even though the feeling is nice on its own, it ends up making him more frustrated than before. He doesn’t know what he was thinking—hoping just a taste would sate him when he can’t even come, can’t chase the release he’s so desperate for. Tears spring to his eyes, sniffling now as he grows weak and shivery with need. He finally collapses and buries his head into the mattress with a frustrated huff, teardrops sliding hot down his face as his hips keep helplessly moving, unable to stop despite being fruitless.
That’s how Obi-Wan finds him.
Anakin is so lost in himself that he didn’t even notice Obi-Wan coming through the door, all of a sudden. Surprise shoots through him, sharp and jagged, and he lifts his head with a gasp. The bed is in full view of the door, so Anakin can hide nothing as he looks at Obi-Wan, who casually toes off his boots. “Tsk,” Obi-Wan starts, and Anakin whimpers. “Such a needy little boy, rubbing himself against his Master’s pillow like he’s going to get anywhere,” Obi-Wan says, his arms crossed against his chest. Anakin feels tears still running down his cheeks.
“It’s—I’m—” Anakin squeaks out, not sure what he even wants to say.
“That’s what I thought,” Obi-Wan says meanly, strolling over to the bed.
“Daddy,” Anakin hiccups, letting his head fall back onto the bed.
“Were you being naughty, Padawan?” Obi-Wan asks. “Look at me,” he continues as Anakin tries to hide his face.
“N-no, I didn’t touch myself and you didn’t tell me I couldn’t do this,” Anakin mumbles, feeling very exposed with his ass propped up and covered with lace.
“I didn’t, did I?” Obi-Wan says with a raised brow. “My smart boy.” Anakin preens at the praise, and then Obi-Wan is getting up onto the bed behind him, his hands landing on Anakin’s ass, sinking into his flesh, jiggling it a little and pressing his cheeks apart. Obi-Wan pushes the back of Anakin’s panties out of the way so he can see his hole, and he hums.
“Little pussy’s as cute as these panties, baby,” Obi-Wan coos out, and Anakin stops breathing, his mouth going dry. His groin throbs, painfully. Obi-Wan’s never called his hole that before.
“It’s—it’s not—” Anakin says weakly, not even sure why he’s protesting, and then nearly squeals when Obi-Wan smacks him on the ass.
“It’s whatever I want it to be, Anakin,” Obi-Wan responds, but he pauses in case Anakin wants him to genuinely stop. He doesn’t though, so Obi-Wan chuckles darkly and then spits, letting a glob of saliva land right on his hole—his pussy, Anakin thinks with a pang of arousal—and then uses his thumb to rub it in, getting him wet. Anakin feels himself clenching at the touch, wanting more, still sniffling as Obi-Wan massages his spit into his rim.
“I suppose I haven’t fucked this pussy for a while . . .” Obi-Wan says, as if talking to himself, and as if he wasn’t the one who decided not to fuck Anakin for days now. Anakin pants into the mattress, trying to push his hips back into Obi-Wan’s touch.
“Please—please, Daddy,” Anakin begs, hands gripping onto the sheets.
“You’re not getting the cage off though,” Obi-Wan warns, though Anakin had expected no less.
“Don’t care—just need you in me,” Anakin whines out, and nearly cries when Obi-Wan’s finger pulls away. Obi-Wan laughs and smacks his ass again.
“That’s my little slut.” Anakin hears Obi-Wan get more settled onto the bed behind him, before his hands spread him open again, his thumb keeping his panties out of the way. “Should have left you all plugged up so you were ready for me,” Obi-Wan says, and Anakin nods senselessly against the bed. “But that’s okay, darling, I like playing with it first,” Obi-Wan continues, and then he puts his mouth on Anakin’s hole.
Anakin moans as Obi-Wan licks and sucks at him, his tongue dipping inside, lighting up his nerves. Obi-Wan gives him loud kisses there, lets his spit drip down, and Anakin feels thoroughly wet now. He loves the feeling of Obi-Wan’s beard rubbing against his sensitive skin, the way Obi-Wan always puts everything he’s got into pleasing him this way. Anakin knows he’s letting out the most high pitched sounds, precome smearing his panties and probably seeping through to Obi-Wan’s pillow, and he’s a puddle by the time Obi-Wan properly pulls back.
“Love this sweet little cunt, darling,” Obi-Wan says, his voice gone rougher with arousal, and Anakin mewls. Then a finger prods at his softened rim before slowly pressing inside; it hurts a little as it goes in further without lube but Anakin squirms on it, wanting more. It had been too long since Obi-Wan had done this to him, and Anakin drools against the sheets, relishing in the feeling of finally being opened up. Obi-Wan doesn’t draw it out, doesn’t make an effort to make it feel good for him by brushing against his prostate, just stretches him a bit to make room for his cock, and that is somehow even hotter.
A second finger burns in a good way but Anakin has learned to relax into it, and it feels so good. He knows Obi-Wan’s cock is going to be even worse, and he can’t wait. “Your pussy’s just so tight,” Obi-Wan says with faux concern as he spreads his fingers apart that makes him spasm inside with achy pleasure. Anakin turns his head to the side to look back at him. Obi-Wan’s eyes are dark and fixed at where his fingers disappear inside of Anakin, and Anakin shudders at the intensity in his gaze.
“Well you haven’t fucked me in a while,” he complains with a pout, and Obi-Wan’s eyes flick up to meet his. “Not my fault your cock is so big and my p-pussy is so tiny,” Anakin says, blushing bright red and fumbling over his words, but it achieves his goal. Obi-Wan growls and pulls his fingers out of Anakin’s hole, making him gasp, before Obi-Wan is shoving his tabards out of the way and undoing his trousers. He pulls his cock out, hard and flushed and so very big, and Anakin can’t help but whine and wiggle his ass a little. Obi-Wan smacks his ass again.
“Don’t be a brat, you’re already getting it,” Obi-Wan says, but he looks more desperate and frantic now too, eager to fuck him after several days and unable to hide the fact, and Anakin has to turn his head back around for a moment to hide his grin in the bed. When he looks up again, Obi-Wan is squeezing lube onto his cock, and Anakin suddenly realizes Obi-Wan did have lube the entire time, and the fact that he just didn’t use it until now has Anakin’s gut clenching with arousal. He hears Obi-Wan stroking his cock, wet now, and his other hand settles on Anakin’s lower back.
“Think you’re ready for it?” Obi-Wan asks in a gruff voice, while Anakin immediately nods.
“Uh-huh,” he replies, straining to tilt his ass up impossibly further, his caged cock dragging against the pillow.
“It’ll hurt,” Obi-Wan continues, stating a fact. Anakin shivers again.
“Want it to, Daddy,” Anakin whines out, moaning when he feels Obi-Wan’s cock slide against his ass.
“Fuck, I really did make you into a slut, didn’t I?” Obi-Wan says, and then his cockhead is pressing against Anakin’s rim as he guides it inside, and Anakin cries out. Obi-Wan barely waits for him to adjust before he’s pressing forward and Anakin’s pussy is forced to make room, until Obi-Wan’s cock is fit snugly inside of him and stretching him unbearably wide. Anakin groans helplessly, already seeing stars.
“Daddy,” he croaks out, feeling so much, and Obi-Wan’s hands run soothingly up his back.
“That’s a good boy,” Obi-Wan coos, “your little pussy’s taking my cock so well.” Then Obi-Wan starts thrusting, gentle for two before they’re hard and fast. Anakin nearly wails, burying his face back into the bed as Obi-Wan’s cock drags against his sweet spot with every push forward and every pull back, making sparks light up his spine. Obi-Wan keeps making those delicious growly moans that contrast to Anakin’s whining, his hips thudding against Anakin’s ass that blooms with pleasure-pain.
Anakin feels himself gradually getting looser as Obi-Wan plunders his hole, finally accommodating around the thick length of him, and Anakin almost misses the sting. But Obi-Wan makes up for it with how rough he is, driving into him again and again and making Anakin’s arousal build, even as his cock throbs painfully in its confinement. “Poor baby wants to come, I know,” Obi-Wan says too sweetly, and Anakin clenches around Obi-Wan’s cock at the humiliation. He’s so mean. But he loves it.
He complains with a sad sound when Obi-Wan suddenly stops thrusting though, pulling completely out of him and spreading his cheeks wide. Anakin hears Obi-Wan spit and feels the pool of saliva trickle into his gaping hole. “So fucking pink,” Obi-Wan mutters to himself, before he’s rising up again and pushing his cock back inside. It slides in smooth and steady until Obi-Wan presses it even deeper than it was before, as deep as it can go, and Anakin lets out a shout, his eyes rolling back. He’s so fucking full, like it’s in his throat, and surely he’d be able to see the bulge in his belly, his fuzzy mind thinks.
Obi-Wan grinds in, the squish of lube and spit loud with the action, and it feels so good that Anakin might pass out. “Mmh, so wet, sweetheart,” Obi-Wan remarks, and his hand comes down to rub two fingers against Anakin’s taut rim, nearly making him convulse with how sensitive he is. Anakin didn’t even realize he’d started crying again until the tears blur his vision, sniffling and whimpering at how much he needs and needs and needs.
“I love when you’re crying for it,” Obi-Wan says, and then his hands find Anakin’s hips again and he’s finally back to thrusting, deep and heavy.
“Uh-h,” Anakin moans out in reply, his body jostled as Obi-Wan fucks into him and shoves him back on his cock like a doll at the same time. Anakin feels mindless, his whole body tingling and hot, with a smoldering fire in his core. He can only hold on for the ride, pleasure building and building into a solid ache despite not being able to get hard, the continuous pressure against his prostate making him grit his teeth.
It builds up from a place deep inside him, slowly, simmering, until suddenly it’s right there, close enough to touch. I’m going to come, he thinks dazedly, before it’s suddenly happening, slamming into him at full force. His whole body quakes as he lets out a shuddery cry, waves pummeling over him as his cock dribbles come into his panties, swearing he sees the universe itself against his eyelids. He clenches around Obi-Wan’s cock so hard it hurts, until finally the pleasure loosens its hold just a little bit and he can find his bearings again. Obi-Wan, he suddenly thinks when he does, who’s continued to move. He wasn’t supposed to come.
“Sorry, sorry, Daddy,” he babbles out, still feeling hazy and in another world.
“Did you come just from me fucking you like this?” Obi-Wan interrupts him, sounding undone. Then he lets out a strangled laugh. “Of course you did, my little slut.” His thrusts get sloppier, more erratic. “So good squirting on Daddy’s cock.”
Those words make Anakin light up with residue pleasure once more, washing over him and making him tremble. That must be enough for Obi-Wan, because he’s thrusting once, twice more before grinding deep again and groaning, how cock pulsing as he comes inside.
When Obi-Wan stops twitching, he leans over Anakin’s back and props himself up with one arm, sighing with satisfaction. With his free hand he pushes back Anakin’s sweaty curls out of his face, and Anakin blearily blinks up at him. Obi-Wan smiles at him and bends down further to kiss his temple. “Good boy,” he murmurs in Anakin’s ear, and Anakin hums contentedly.
The cage hadn’t ended up being that bad, after all.