Nicky and his sister [pegging] [chastity] [ffm]

In a world where all males are required to be locked in chastity at all times, Nicky’s mother torments him inside of his tiny cage, while his sister and her girlfriend help him, blow off some steam.

Nicky looked desperately around his room. Searching for any flaw with his room, his bed was made, shelves were cleaned, floor swept. Everything seemed to be in perfect order. He breathed a sigh of relief when he thought that Nicky looked desperately around his room. Searching for any flaw with his room, his bed was made, shelves were cleaned, floor swept. Everything seemed to be in perfect order. He breathed a sigh of relief when he thought that today might be the day that his mother finally let him out of his cock cage again. It had been such a long time since that shiny key had been anywhere near his cramped cock and sore balls. He sat on the edge of the bed, naked his caged cock on full display waiting for his mother’s inspection.

“So you think you’ve cleaned this room good enough?” His mother stated as she walked into the room. Nicky jumps at the sound of her voice, his eyes drawn up her pale body, up to her necklace. There lay his chastity key issued by the government to all mothers with sons. Nicky watched the key as it makes its way inspecting every inch of his room. She looks underneath his bed and gives a small laugh as she pulls out a small tissue wad.”

I told you to clean this room, Nicky,” She says with a stern look. “Not sweep things under the bed. Maybe another week in that cage will teach you for trying to get away with being lazy.” With that, she walked out of the room without so much as a goodbye. Nicky lay on his back exhausted and depressed at the thought of another week in the cramped cage.

“Oh, come on Nicky. Don’t look so down, a week isn’t that long in the cage when you think about it.” A soft voice whispers into his ear. Nicky turns to see his sister Kiley in a small white crop top and panties laying next to him.

“Yea kid, it’ll go by faster than you know,” Sara whispers in his other ear. Nicky was surrounded by his sister and her girlfriend. The two had been dating for a long time now, Sara wearing a match crop top and panties to her girlfriend’s.

“Anyway, you have a wonderful sister and her girlfriend to help you pass the time,” Kiley says as she reaches for one of his sore balls.

“Exactly, and we know all sorts of ways to make the time fly by, and look at that you’re already leaking and we barely touched you,” Sara replies grabbing his other sore ball.

Nicky moaned and squirmed as the two gently play with his balls. Pulling and squeezing them, the two girls giggle as he starts to leak out of the tight pink cage. Sara slowly reaches up stroking his nipples. She gently pinches one as Kiley starts to kiss his neck. She rolls onto his caged dick. Slowly grinding her wet pussy against his cage. Moaning as the wetness went through her panties and Nicky could see her pussy through the silky wet panties.

“Hey Nicky,” Kiley whispers into his ear, her cool breath making him shudder. “we know a way for you to cum, even if mean old mom won’t let you out of that tight little cage. Wanna try it?” Nicky slowly nods, his cock tired of being trapped for so long. He never felt another woman’s touch other than his sister and her girlfriend, so if anyone could make him cum it would be them. The two girls look at each other in excitement, clearly having planned this before coming in the door.

Kiley’s pushed herself against Nicky her pussy visibly wet through her panties. As she slowly leaned, she put her head on his shoulder and slowly stroked his cage. Kiley then shifted and placed her pussy onto Nicky’s cage. Pushing her Panties out of the way and rubbing her clit on the smooth metal. She pushed her pussy into the cage slowly moving her hips and getting the cage dripping wet. Meanwhile, Sara jumped off and out of the room, Nicky’s eyes falling on her tight ass on the way out. Kiley sucked on his neck as she started to moan from the stimulation to her clit. She rubbed against him faster bucking her hips into his cage as she did. Moaning louder she orgasmed on the shiny metal, her pussy making the cage nice and wet. She rolls off of him and cleans the wetness with her nearby panties. Kiley then squeezed his cage as the two waited for Sara to return. Nicky gripped the bed, moaned, and bucked his hips into her hand. He ignored the pain caused by the cage, the pleasure overtaking his mind. He shuddered as Kiley stuck her finger through the hole of the cage and ran circles around his head. Pre cum lubed his head as she stroked as much as she could. A small knock on the door and Sara walked into the room holding a bottle of a clear substance

“Your mom is gone. Hopefully, we’ll have time to finish up.” Sara says as she closes the door. She kneels at the foot of Nicky’s bed.

“Flip over Nicky, let Sara do her thing as you rest your face in my tits,” Kiley commands as Sara pours the clear liquid onto her hands. Nicky does as he is told, slowly climbing on top of his sister, and sticking his shaved ass in the air. All males were not to have body hair according to the government’s laws. Nicky always dreaded his mother’s waxing sessions, she was always so careful to not miss a single hair.

Nicky felt his ass being covered in a slippery liquid, Sara’s hands gently massaging his ass. He moaned into Kiley’s boobs as she stroked his hair.

“That’s it, good boy, just relax,” Kiley said. “Just let your sister take care of everything.”

He gave into her, letting his body relax and his caged cock dangle in front of Sara’s face. He slowly felt her finers move around his asshole until she slowly inserted her middle finger.

“Ah!” Nicky cried out as he squirmed on the finger. Kiley grabbed his head as he tried to get up.

“No, no, just stay here, it’s ok she knows what she’s doing,” Kiley says as she wraps her legs around him. She keeps his head between her breasts his warm breath against her tits. Sara slowly started to push deeper in with her finger searching for something. Nicky lay confused, his cock twitching with every small movement from Sara’s finger. He noticed that his cock was slowly leaking pre cum but the pleasure didn’t hit him until Sara’s finger was almost all the way in. He moaned loudly as she pressed her finger against his prostate. His legs shook and more pre cum fell out of the cage. Slowly she went in and out of his ass, gently pulling him along. Nicky grabbed onto his sister as his ass was fucked by Sara’s finger. Kiley gently rocked him pulling him up and down onto her girlfriend’s long finger. Nicky felt himself get as hard as he could with the cage on. The tight cage causing painful pleasure to rocket through his body.

“Should I put in another?” Asked a smiling Sara as Nicky’s hips took over and fucked himself on the finger.

“I think you should,” Kiley replied before Nicky could object. Sara pulled out her finger only to insert both. Nicky moaned louder as he felt her fingers rubbing on his prostate. Nicky could no longer feel the pain from his ass, only the pleasure as his dick was tossed about inside the cage. He could feel the cum from his balls slowly try to make its way towards his dick. It was different than the few times his mother let him touch himself, but he couldn’t care less. He pushed his hips back onto the fingers, as Sara held them still to let him fuck himself on them.

He moaned louder feeling his orgasm coming. He pushed his hips hard only to find the fingers missing. He looked up from Kiley’s chest and see her smiling down at him.

“You didn’t think this was going to be easy did you?” She said as she kissed his head.

“Nope, you have to admit something to us before we let you cum.” Sara replied.

“I’ll do whatever you want just please let me cum!” Nicky moaned.

“Alright,” Kiley said running her fingers along his spine. “You have to say

“Thank you big sis and Sara for taking my ass and my anal virginity since no one else would fuck me.” That’s all honey.”

“What?!” Nicky panted as his ass became sore, and his dick strained against the cage. “I Can’t say that!”

“I guess you didn’t want that orgasm then,” Kiley said as she started to get up. “If you change your mind just let us know.”

“Wa- wait wait.” Nicky stammered. “Thank you- big big sis and Sara for….. … …”

“Come on Nicky you have to say it for us to stay,” Sara called.

“Thank you for taking my ass and- and my anal virginity,” Nicky closed his eyes as he spoke. “Since no one else would fuck me.”

“That’s more like it!” Sara exclaimed.

They went back into position Nicky’s ass sticking up in the air holding on to Kiley waiting for a finger to be reinserted into his tight little ass. He looked up at Kiley as he wanted to see that her eyes were focused on Sara behind him. She gave her a slight nod to Sara. Before Nicky could turn around and see what was about to happen, he felt something wet and warm enter his ass.

“OH ugh I- I- OH.” He moaned as he felt Sara’s long tongue dig deeper into his ass.

He felt her go in circles around the ring of his ass, his legs shook and the pre cum flowed out of his locked cock. His arms shook trying to hold himself up as Sara’s expert tongue curled in on his ass. He could feel the warm slippery tongue fuck him senseless.

He could do nothing but squirm as his sister’s girlfriend fucked him like a girl with her tongue. He tried to spread himself wide her but her tongue came just short of his prostate and he moaned desperately for his prostate to get the attention that it needed so badly.

“Please use your- your fingers” He begged.

“Oh! So you like us fucking your ass,” Sara said as she pulled her tongue out of his ass.

“Give the poor kid what he wants, Sara,” Kiley said as she stroked his head.

“Please please give it to me…” Nicky begged as he tried to push himself up.

Nicky collapsed back onto his sister as Sara’s fingers worked their way through his ass. He moaned as she played with his prostate, the cum from his sore balls coming closer. He rode the fingers once again becoming a moaning mess. He loved the feeling of being fucked in the ass, her fingers stretching out his virgin asshole. He grabbed onto Kiley as he felt cum slowly trickle out of his cage. The sensation of the prostate message making him lose all control of her fingers. His face rested between Kiley’s breasts as she stroked his head. He was in a puddle of his own cum.

The two girls giggled at the shaking Nicky as he tried to roll and stand up. His legs too shakey to stand he is forced to sit back down. Sara climbs on the bed and scoops up as much cum as she could. Pouring some of it into Kiley’s hand the two slowly poured it into their mouths and swallowed the thick cum.

“mmmmm Nicky, your cum is always so tasty.” Kiley moaned as she licked the drops off of her lips.

“Yea kid, the longer your mom makes you stay in that cage the yummier your cum gets,” Sara replied.

“What? What are you… you talking about?” Nicky panted trying to find something to cover the cum stain. “You guys haven’t ever tasted my cum before.”

“Oh of course we have silly,” Kiley said.

“Yea, remember that time you came from Kiley touching you?” Sara nodded.

Nicky did remember. He was in the living room with his cage off. He was suffering from his mother’s waxing session when his sister and her girlfriend walked into the room.

“Hey mom,” Kiley said. “I was wondering if it was ok if I and Sara touched Nicky’s penis.”

Their mother didn’t take her eyes off of her work. “Why would you want to do that? Just a dick nothing special.” She said.

“Well we’ve seen it yea, but we want to know what it feels like,” Sara said in agreement with her girlfriend.

Nicky’s mother sighed, spreading his legs and stepping back for the girls to touch him.

“Don’t do anything funny, he hasn’t cummed in a while.” Their mom said shaking her head. The two girls giggled with joy. They kneeled down and placed one of each of their hands onto his cock. The moment Nicky’s dick felt the warm skin of a woman, it exploded onto their hands. Warm sticky cum covered their hands. After that, the two girls ran off to clean themselves up while Nicky’s mother started to yell at him.

“Yea I remember, mom trapped me in this cage for over 3 months after that. The first month with spikes too, my dick still has marks on the side of it from those.” Nicky sighed as he remember the pain.

“Well, while mom was yelling at you and putting the cage on. Me and Sara went to my room and licked up your yummy cum. It was so good.” Kiley stated her eyes glazed over as she remembered the experience.

“Yea kid! It was great.” Sara echoed.

Nicky blushed bright red at the revelation. He looked down at his feet hoping to wish himself away from the situation. The two girls then left him on his bed to think about what had happened to him. He had never had anything put in his ass before. He had only been that close to Sara and Kiley a couple of times before and never for that long. His ass was sore from Sara’s fingers, he could barely stand without his legs shaking. He laid down on his bed slowly drifting to sleep.

As he slept he dreamt of being free from the cage. Being able to get as hard as he wants whenever he wanted, he imagined his sister climbing on top of him and sticking his dick inside of her while Sara fucked his ass with her fingers. He moaned and moaned as Kiley rode his dick and just as he was about to cum inside of her, he heard a loud voice from outside of his door.

“Nicky! Get in here!” His mother called from the living room. Nicky quickly tried to rush into the living room, standing before his mother naked in his metal cage.

He only had a moment to cover his dick before his mother would notice the leaking from the cage caused by the dream. He stood with his head down and his hands covering his shame next to his sister.

“Now listen you two, I am going on an important business trip for the next couple of months.” Their mother said. Nicky’s heart sank., he hated business trips, it always meant that his key would be taken along and he wouldn’t get even the chance to get hard for months on end.

“And Nicky about your key,” His mother’s voice making him jump. “Your sister has proven that she can be responsible in the past and me and her just had a long talk about disciplining males and I think it’s about time that she gets to practice on her brother.”

Nicky’s heart beat faster, his sister? With the key? With that, it might be possible that he could be unlocked during the trip…

“That doesn’t mean that you will get to cum all the time or even at all while I’m gone, your sister is being trusted with those responsibilities.” His mother continued. Then she handed the key to Kiley and stood in the doorway with her bag.

“Kiley, do not let him out unless he is absolutely perfect. Do you understand?” His mother stated as she opened the door to leave.

“Of course, mom, don’t worry about a thing. I will have him wrapped around my little finger.” Kiley said as their mother closed the door and left.

As soon as the door was closed, Kiley turned to Nicky with a predatory fire in her eyes. She gently pushed him onto the couch. Climbing on top of him and grabbing his nipples. She kissed his neck and rubbed her panties onto his cage.

“You know,” She said as she held up his key. “I could put this little guy in right now and fuck your brains out.” Nicky moaned at the thought of being inside of her.

She slipped her panties off and rubbed her clit onto his cool metal cage. He could feel her warmth from her body, but not on his dick. The cage prevented any levels of pleasure from reaching his poor locked dick. She kept rubbing her pussy on his cage moaning as she held onto him. She grabbed Nicky’s hand and put it under her shirt and onto her chest. He felt himself trying to get hard as his hands touched her chest.

He whimpered as he touched her boobs, gently squeezing them. He hadn’t gotten to touch her body this much in a long time. He started leaking out of the cage, Kiley grinding herself onto him faster as he touched her chest. She moaned as she came onto his metal cage.

Her wetness getting all over his cage, while Nicky’s pre cum leaked onto the couch. Kiley gave a satisfied sigh as she stepped off of her brother.

“Oh, don’t look so sad. Sara is bringing something that’ll make you feel really good.” Kiley said when she met Nicky’s sad gaze.

“What? What could she be getting?” Nicky asked as his eyes met his sister’s bare ass.

“Why don’t you ask her yourself, she’s just outside now,” Kiley said over her shoulder as she approached the door. She opened the door and there stood Sara, holding a bright red bag and a huge grin.

“You ready kid?” Sara asked as she stepped in.

“I haven’t told him yet. Don’t spoil it!” Kiley exclaimed as she stood and reached for the bag, holding onto the contents and turning back to face Nicky.

“Get on your knees Nicky,” She ordered. “And then close your eyes.” Nicky’s legs were shaking so hard that kneeling was not an issue for him. He took a deep breath and look at his sister in the eyes as she nodded back. He looked down at his locked leaking cock and slowly closed his eyes. He holds his breath as he can hear the two girls messing with the bag, and then with a box. He could hear Sara’s clothes hit the floor and the sound of some kind of strap tightening. Before he could open his eyes he heard his sister speak.

“Open your mouth Nicky, and we’ll make you feel real good.” She whispered. Nicky did as he was told and opened his mouth while keeping his eyes shut. He felt something cool and rubbery enter his mouth. He could feel it getting slippery with his saliva and he could smell his sister’s pussy near his face. He opened his eyes to see that he was sucking on a flesh colored full sized dildo.

Before he could take the cock out of his mouth Kiley gently held his head against the dick. She had the strap on that was currently in his mouth, and he could see out of the corner of his eye Sara putting a strap on of her own. He looked up to see his smiling sister looking down at him as he sucked the dildo.

“You look so fuckin cute Nicky.” She whispered as her hips pushed into his mouth with every word. She grabbed his head and slowly pushed deeper into his mouth. She rubbed her clit against the strap on moaning as it pushed against his mouth. She loved the feeling of seeing her brother on his knees for her. After a long slow thrust into his mouth, she slowly started to pull away. Bringing his head with her as she knelt down on the ground. Nicky had to crawl to keep sucking on the dildo, he was now on his hands and knees his ass sticking in the air and his dick leaking pre-cum onto the floor. She kept gently thrusting into his mouth, making the dildo go in just a little bit more and more until it started to hit his throat. At this point, Kiley saw Nicky’s limit as he started to gag on the dildo. She pulled the dildo out of his mouth and let him breathe for a moment. As he did he looked up at her with glassy eyes, dazed by the dildo in his mouth. He then heard a bottle opening behind him. He looked behind him and saw Sara on her knees as well pouring generous amounts of lube onto her hands. Once on her hands, she stroked her dildo like it was her own cock. Nicky watched the display as Sara’s hips bucked the dildo into her hands. She moaned as she gripped her dildo harder, giving her clit something to rub on. Nicky whimpered as he watched her fuck her hand, his dick straining against the cage. As he watch her jerk off the dildo, he whimpered as he wished that was his dick in her hands. He wanted so badly to finally be free of the cage now that his mother was gone, but the chances of that were looking more and more unlikely.

“Don’t look so sad Nicky,” Kiley cooed as Sara moaned. “If you’re really really good, then maybe we’ll let you out of the cage to tease you for a bit.” Nicky moaned at the thought of being free, longing for it his dick almost came just from the thought of her touching him.

“Sara, I think it’s time we give Nicky our full attention,” Kiley said as Sara moaned louder into her hands. ]

“Al- alright.” She said back as she stopped touching her dildo. Kiley brought Nicky’s face to her strap on and gently guided his mouth back to sucking on the fake dick. He did as best he could, the embarrassment of the situation being overtaken by just how horny he really was. He was no longer thinking about anything but the dildo in his mouth and the aching in his poor little dick. While he sucked Kiley’s dildo, he felt Sara’s slippery hands, place themselves on either side of his ass, gently spreading him open. He moaned as he felt his ass being exposed to the cool air, keeping his eyes closed as he felt Sara’s dildo at his entrance. She slowly pushed in her dildo and let Nicky slowly push himself onto it. Kiley pushed forward a bit making Nicky lean back more and more onto Sara’s dildo, then Sara pushed forward forcing him onto Kiley’s strap on. The two girls had the helpless boy trapped between them, gently rocking him from strap on to strap on. Meanwhile, Nicky was in a place of a slightly painful bliss. The dildo in his as rubbed on his prostate every single time he leaned onto it, while he was slowly getting more used to the dildo in his mouth. He moaned into Kiley’s dildo as Sara started to increase her speed. She started to moan as the harness rubbed on her clit in time with her thrusts. Nicky’s arms slipped as he felt her increase her speed, only being caught by the dildo in his mouth forcing him to get back on his hands.

“Go ahead Nicky,” Kiley said as his legs shook. “Grab my ass and hold onto me.” Nicky did as he was told, quickly grabbing his sister’s ass and holding onto it. She moaned at his tight grasp, speeding up her thrusts to be in time with Sara’s thrusts. The two girls pushed the shaking mess of Nicky between them as their clits rubbed against the harness of the strap ons. Nicky was now in heaven. He could feel Sara’s strap on pushing on his prostate and he was starting to get used to the feeling of having his mouth filled. His dick was equal parts pain and pleasure, he could feel his prostate being massaged, sending waves of pleasure across his body. At the same time, his dick was pushed as far as it could inside of the tiny cage. He could feel his head sticking out of the tiny pee hole, dripping tons of pre cum all over the carpet. Sara moved her hips in circles and that nearly sent him over the edge, his ass being stretched in every direction he couldn’t take much more. He felt the cum in his balls slowly make its way towards his dick.

“I- mAAA gunnnn aahhhh!!” Nicky exclaimed into Kiley’s strap on in his mouth.

“What’s that honey?” Kiley asked as she slowly pulled it from his mouth.

“Immm Going! I’m GOING to cum!” He moaned as Sara pounded his ass. Sara quickly scooped her hand under his cage and trusted as fast as she could. “Go ahead darling cum for us,” Kiley said as she pressed his head against her body. Nicky explored Sara’s waiting hand, cumming more than he had ever before. More than the few times their mom had let him out more than when they fingered his ass. The most cum shot out of Nicky’s caged little dick. He moaned and screamed with pleasure as he made the dildo enter his ass as much as it would go. When he finally stopped shaking and his dick stopped twitching inside of the cage, he collapsed onto the floor, covered in his own pre cum from it.

Sara kept the cum in her hand standing and licking a bit off of the top. As Kiley stood next to her Sara offered the cum to her girlfriend, Kiley shook her head. She pointed at Nicky on the floor.

“Oh, Nickyyy…” She says in a sing-song voice. “We have a deal for you.” She walks over and sits with her strap on in Nicky’s face, Sara slowly walking and standing above the two. Nicky, whose face was pressed against the floor, panted and looked up at the two girls.

“If you lick up all your yummy cum…” Kiley started to say as Sara’s hand lowered so he could see all his cum on her hand. “Then me and Sara will touch your little dick.”

Nicky looked at all of his cum on her hand. His heart beat as fast as it could at the thought of being unlocked for the first time in months. The prostate orgasms felt amazing but he needed more. He slowly nodded and opened his mouth slightly as he pushed himself to his knees.

“I’ll- I’ll do it.” He said.

“No, no, no. You have to beg us to let you do it.” Sara said smiling as she started to unhook Kiley’s strap on.

“Yea, beg us to let you eat your own cum, Nicky.” Kiley echoed as she did the same to Sara’s strap on the two girls dildos falling to the floor at their feet.

“Please let…” Nicky started, his face turning flush red. “Please let me eat my own cum Kiley and Sara.” He was able to whisper the beg out.

“That’s it, kid,” Sara said as she looked down on him. “Now open up for your cum.” Nicky looked up and opened his mouth as Sara poured it into his mouth. The cum ran over his tongue still warm and salty as it slowly went down his throat. The two girls excitedly watched the cum rain into his mouth as he swallowed every drop that came off of Sara’s hands. After there was little more than drips on her hand, Sara lowered it for him to lick it off, and without having to be told he instantly started licking away at her hand to collect what little cum was left.

“That’s a good boy, so good for us,” Kiley said as her brother finished his cum. He looked up begging at the two to fulfill their side of the deal.

“Alright alright, we’ll unlock you now. Get on the couch.” Sara ordered. Nicky did as he was told yet again, spreading his legs on the couch the two naked girls wrapped their legs around his, keeping them spread wide and making his dick and cage vulnerable. Kiley slowly put the key in the tiny cage and opened it taking the cover and rings off to let Nicky’s cock grow to its full size.

Nicky moaned at the chance to be hard again, feeling blood rush to the tip of his dick fully extending it. The two girls placed their hands around his throbbing cock and slowly stroked him as they rubbed their wet pussies on his smooth shaved thighs. They kissed his neck as they slowly worked his cock, letting the pre cum drip onto their hands. Sara grabbed his balls, and he whimpered from how sore they were from the past two orgasms. Kiley started to squeeze his shaft, forcing a large amount pre cum to pool at his head. She then ran circles with the pre cum on his head letting it lube her fingers and stroke him ever so softly. Nicky breathed harder and harder as he felt himself approaching yet another orgasm. As Kiley saw him getting close she jumped off of him and ran into the kitchen. Nicky didn’t care however because Sara was still rubbing her pussy against him as she gripped his dick in her hands. She stroked him until she would feel an orgasm coming at which point stop and give him a second to let it pass. Nicky then saw his sister reenter the room with a small clear piece of ice in her hand. Before he could protest, Sara kissed him hard on the lips, making out with him and holding his legs open while Kiley placed the ice on his hard dick. The ice slowly but painfully made his dick slowly shrink. Nicky whimpered and almost cried as he felt the cold metal ring wrap around his balls and his dick fitting back into the cage. Sara stopped kissing him to give him enough time to see the lock go on with a finalizing *CLICK*.

“But, but you said I’d get to be out of the cage…” Nicky started to say.

“Yes we did, and we said we would touch you. We have done both.” Kiley said with a smile. “You didn’t actually think that meant you get to cum yet, it’s like mom said you have to be very very good to get that but don’t worry you still have plenty of time before she comes home to prove that you can be good.”

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Source: reddit.com/r/Erotica/comments/xwetrs/nicky_and_his_sister_pegging_chastity_ffm