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Language:
English
Series:
Part 8 of Party Penny
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Published:
2026-06-27
Completed:
2026-06-30
Words:
3,241
Chapters:
2/2
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1
Kudos:
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Dylan's Party

Summary:

Dylan gets a party that's actually for him, arranged by the others, after Cassia makes a decision that means he's only going to be able to enjoy himself for so much longer.

Author’s Note: This is a side story of the party penny series that takes place between Chapters 7 and 8. Only the numbered chapters are actually required to understand what's happening in the rest of the story – if the premise of this chapter does not appeal to you, you can feel free to skip it!

Chapter Text

Dylan was sitting on his bed. He knew the news was going to come down. Cassia was making the decision about whether or not to keep his balls. There were no assignments today.

              Then suddenly a knock at his cell door. Pia was there, not Cassia. She stood, awkwardly, and she was visibly, sternly, holding in her emotions.

              “Dylan. I’m sorry. My mother…” She kept talking, but Dylan didn’t hear her. Even if he was ever free, he’d never be able to…he’d never actually be whole.

              Then suddenly he was wrapped in a hug. “I’m so sorry. You deserve so much better. If there’s…anything you want from me. The cameras are off.”

              Dylan looked at her. He couldn’t actually fuck her. If he did, the signs would still be there, and there was no way that he wouldn’t be punished for fucking Pia. Instead, he let her rock him. “Why?”

              “You don’t want to hear her explanation.”

              “Better money than puberty blockers. Less expensive.”

              Pia nodded.

              “Fuck.”

              “Yeah. Do you want me to arrange a party for you, before…?”

              “When you say a party..?”

              “After closing, there’s no…there’s no bookings tomorrow. Or…Penny’s getting back from a booking, and she’ll be able to join. Let everyone come in here. I’ll assign them. Your party. Do what you want. I’ll close and come in to ‘manage.’”

              Dylan paused, and looked down at himself. “Do you have to be there?”

              Pia looked at him. “Someone on staff has to be if you’re out of your cells. I don’t have to be in the room.”

              Dylan nodded. “I…I get it. I don’t know that I want to spend my last day with balls raping my friends.”

              “Their idea. They want to give you a chance to actually get to be on top for once. And…” She said, very quietly, “They’re all holding out hope of being free and getting their shot later.  Have fun, Dylan. You deserve it. And I’m sorry I couldn’t stop my mother.”

              Dylan stared at her. “Me too.”

 

              ***

              After closing, things went quiet. Security clocked off and locked everything down. Pia stayed late. Dylan could hear some of the others hanging out in a common space that was usually used for training purposes, and then Pia abruptly walked into the cell block, and abruptly opened his cell door and told him to follow her.

              He did so, and she opened the door into the room that was usually used for training how to manage at a party – there was a bed, there were a few tables, a few chairs, a couple couches. It was set up more or less to allow the stable to screw each other for training purposes, or to have particularly trusted clients get ‘tours’ where they got to be part of training.

              But tonight, it was just the young, working properties of Cassia’s Cuties – the ones available for sex work, anyway – and Pia. Who stood awkwardly at the door as he took in the room. A few balloons drifted lazily along the ceiling. Bobby scooped him up on his shoulders and paraded him around, and Hazel, Penny, and even Ashley kissed him when he was set down. Pia looked on, and said, “I’ll go lock up. IF you need me for anything, you guys know where the intercom is. Or…most of you do.”

              Dylan actually didn’t, but Hazel, Penny, and Bobby all signaled that they did.

              Dylan sat down on one of the chairs, and everyone lined up in front of him.  Penny spoke. “So, tonight, Dylan. You’re on top. Do you want us to talk to you like our friend and just give you what you want, or do you want us to go the whole nine yards and call you master tonight?”

              Dylan flushed at the question. He’d never actually had a chance to think about it. “Uh.. How about we try it both ways, and then find out what I like?” If I only get it tonight, might as well enjoy it. The collar itched on his neck, and he couldn’t quite forget it was there.

              Penny paused, then said. “Hm. Got it. How about we start by letting you be the master for once, and then later, once you’ve had a chance to recharge, you can have another go at us, just as friends?”

              Dylan nodded. He almost couldn’t believe this was happening.

              Then penny hopped onto his lap and kissed him above and below the collar. “Dylan. Master.” He reacted, hard, to both, and to her breath in his ear, the gorgeous older girl coming onto him. “Do you want me to take the lead? Take my clothes off?”

              Dylan managed to nod. “Yes. Penny. Please.”

              She grabbed his collar. “hey. Forget this tonight. Tonight, you’re in charge. Come on. Live a bit. Actually, you know what?” She climbed off him.

              She wiggled out of her top, and then dropped her skirt. He stared at her – the tanned, tall blonde had always had a gorgeous figure, and while he’d seen her naked before, had seen everyone here naked before, it was easy to forget when they weren’t naked for each other. Hazel stripped as well, her toned calves and abs contrasting with Penny’s supple curves.

              “Bobby, could you call Pia back in here, actually? I need help with something. Tell her to bring Dylan’s key.”

              Dylan froze. There was no way Pia would actually…

              Bobby spoke into the intercom, and Pia actually showed up a few minutes later, and by that point, Dylan was straining against his shorts just from looking at Penny and Hazel lounging on the couches in nothing but their collars.

              “What’s up?” Pia was casual in tone.

              “I was just wondering if I could get Dylan’s collar unlocked for the evening. Obviously put it back on once we’re done here, but….”

              Pia paused. “Yeah. I can take it off for him. One special night.”

              Pia walked over to Dylan, and then fiddled with the lock, and he felt the pressure on his neck vanish. When he looked, pia was holding it. “Here we go. It goes back on when the party ends. Which means I have to stay til the party ends, but…I don’t mind.”

              Dylan sat back, and Penny and Hazel walked up.   Then they knelt down in front of him and began licking his cock, and dylan just froze. Then he relaxed, letting himself enjoy it. He’d only get this kind of thing for one night – this was his last night as a whole man. He might as well get the full enjoyment out of it. Penny took one of his balls in her mouth and sucked on it as Hazel started running her lips up and down his cock, and then Penny let go as Dylan gasped and Hazel started sucking harder.

              Penny kissed his neck as the tomboy started deepthroating on him. “Come on, master. You have to wonder what it’s like to be the one who has someone gulping your cum for a change…” She whispered in his ear, then flicked his earlobe with her tongue. “Unless…you want me to be the one gulping it down, rather than her? We can swap places, I wouldn’t mind.”

              He could feel himself building as hazel kept working on him. Holy shit, was this what it was like to get head? Fuck, no wonder clients liked it so much…

              He did whisper for penny to take a turn, and she gently nudged Hazel out of the way, sucking until he could barely hold it in, before hazel took one of his nuts in her mouth, and he found himself choking up. They were doing this for him, on the last…

              He came. Penny’s eyes opened, green and beautiful, in surprise as he suddenly blasted what felt like a gallon. She didn’t stop, just swallowed, and then suddenly hazel had it in her mouth and Penny was cleaning up what had spilled, and hazel was swallowing.

              Bobby was pounding him on the back and both of the girls grinned at him. “How…was it okay?”

              “Not bad. Definitely had worse, master.”

              Dylan tried not to laugh, but he also flushed at the address. “why’d you guys jockey for it?”

              Hazel rolled her eyes. “Dy-Master. You’re doing through a lot, and you’re a good kid. We’ both want you to actually have a good night, and neither of us actually mind sex, it’s the clients that suck. Getting someone off we actually like is kinda…nice.”

              Dylan looked down. “So…what do we do while I wait to uh…be ready to go again?”

              Pia cleared her throat. “There are a number of games available. Board games, mostly. I think we mostly use them for the younger merch, the ones still in training, but they are. Here. If you want them.”

              Ashely looked at Pia, and then said, quietly. “I’ll go get them, if you show me where they are.”

              Pia looked at Ashley, and smiled. “Alright. Let’s…go get some.”