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Fulfilling The Boss’s Demands — Part 10

Kristin and her boss get more intimate.

Jordan Lubov in Agency Magazine · 2026-05-16 10:51 · 267 claps · 6.2 min read paywalled
#fiction #erotica #erotic-romance #erotic-fiction #serial-fiction
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Wiki topics: LIT · Literature & Writing 💑 · Relationships ✍️ · Writing & Creative

Image by by Alexander’s Images

Image by by Alexander’s Images

Fulfilling The Boss’s Demands — Part 10

Kristin and her boss get more intimate.

To catch up on what happened in the previous chapter, check out this story:

[embed]Fulfilling The Boss’s Demands — Part 9 Things get rough between Kristin and Master Dillinger.medium.com

A wave of humiliation washed over her as Kristin cleaned up after the hard fucking outside, after her run. She was quite certain that no one would’ve seen it happen, but what if they did? What if there were windows that faced that part of the garden and someone watched the whole thing unfold? Her face burned imagining that, and yet at the same time, there was a brand new tingle of arousal blooming at her center. How was she already horny again after just being pounded mercilessly?!

She tucked herself into bed after a long, hot shower and fell asleep rather quickly with her need somewhat satiated. The ringing of her phone roused Kristin the next morning, slowly penetrating her consciousness. Once she awoke enough to react, she lifted the receiver to her ear.

“Hello?” The question in her tone was genuine surprise at being called. The voice on the other side caused her to finally wake up more substantially.

“Ms. Prionti, I’d like you to join me in my private suite this morning, after you get yourself some breakfast and whatnot,” Master Dillinger launched right into his invitation without any preamble. He sounded rather casual, despite addressing her so formally.

“Yes, sir. I’ll be there,” Kristin croaked, her voice scratchy. She cleared her throat, waiting to hear if there’d be anything else.

As if reading her thoughts, he replied with a “That’s all. See you then.”

He hung up and she sat up in bed. He wanted to see her in his private suite. She knew where it was, but had not been invited to enter before. So far, all of their encounters had been in Dillinger’s office, with the exception of last night out in the garden. This seemed like an escalation, a new sort of intimacy between them that Kristin hadn’t expected.

Certainly, she had some lusty feelings for this man. She had enjoyed their physical relationship and found him attractive, but hadn’t considered there being something more serious between them. Was there potential for a romantic relationship here? She was probably reading too much into all of this, she finally decided, pulling herself out of bed.

He hadn’t been at breakfast when she went down and assembled a plate for herself. Her nerves decreased her appetite substantially and she picked at the fruit while she finished off her coffee. Imagining the different scenarios of what would happen in the Master’s suite completely consumed her, and she was anxious to get on with it. After the fucking he had given her the night before, she had her hopes set on more.

She knocked on the door and waited to hear a command to enter. Instead, Master Dillinger came to the door and opened it himself, inviting her in. Finding herself in a small and cozy-looking living room, she followed Dillinger to the sofa, where he patted the seat for her to join him.

She’d gotten used to his more casual look at this point — khakis and a tucked-in polo seemed to be his off-time go-to. But the small talk that he engaged her in felt weird, especially after last night when their encounter was accompanied by a barrage of dirty talk.

Kristin wasn’t alone in sensing the awkwardness between them. After a brief silence, he placed a hand on her knee, rubbing a path up and down her thigh.

“Relax. I didn’t want this to be weird,” he told her. She nodded in reply, attempting to loosen up. “I like you,” he confessed. “But as much as I’ve been enjoying your commitment to all my filthy demands, I also wanted to remind you that it’s a choice. Your choice, not a work duty that you’re obligated to.”

“Yeah, I get that,” she coupled her reply with a shy smile. It felt comforting to hear him reiterate this to her.

His hand came up to stroke her cheek and she couldn’t help but lean into his touch. There was a tenderness about it, even when he brought a thumb up to her lips, brushing it over them. Moving his hand down to her throat, he got a gentle hold on her before leaning in to kiss her.

This might have been the most sensual kiss she’d ever experienced in her life. It started slow and built into something deeper, more frenzied. His tongue pressed into her mouth and she could hardly breathe with how invested she was in the act. His other hand encircled her waist and pulled her closer to him, her tits pressing up against his chest. Arousal flared at her center, sparks dancing around them while he held her close and swept his tongue over hers. This was nothing like the makeout sessions of her high school days.

“Listen to me carefully,” he began, his hand cupping her face and his lips only inches away. “You’re gonna go into my bedroom, strip out of your clothes, and position yourself on hands and knees in the middle of my bed, facing away from the door. You will stay still and wait for me, like a good girl, understood?”

“Yes, sir,” she was quick to reply.

As soon as his hands released her, Kristin was following through on his orders, her whole body buzzing with a determination to please. As she shed her clothes and got into the position, she imagined him kneeling behind her for another rough, feral fucking like she got the night before outside. She was surprised when, after waiting a few minutes, the bed dipped and he slid in underneath her on his back instead.

His face lined up with her pussy and he grasped her hips to pull her down towards his face. Kristin had never been in this position before, with her pussy over the man’s face, while she was on all fours. He licked a path over her seam and her thighs trembled at the feathery-soft touch.

“Just as I thought,” he reported in a smug tone from beneath her. “Your pussy’s already dripping for me. And it’s delicious.”

His announcement made her center clench and he was already pulling her in against his face for more. He licked and sucked on her folds, pulling loud moans out of her. His grip on her thighs was growing firmer and she realized that she’d been straining against his hold, trying to pull away. The sensations were too much. It was getting too difficult to control her pleasure and she was sure to come right on his face any second now.

“I need to come!” The words burst out from her mouth like a desperate plea, eliciting a chuckle from Master Dillinger.

“Oh, you need to, do you?” He smirked, replacing his mouth with his fingers, pushing them inside her channel. “That’s not how you ask for permission, little girl,” he chided her, thrusting his fingers deeper and harder.

“Please, sir, can I come? Ple-ase!” She drew out the last word in her desperation. The way his fingers hooked inside her only made the orgasm more imminent.

“Since you asked so nicely, Miss Prionti, I will allow it. But not until my mouth is back on your sweet cunt, understood?”

“Yes, sir!” She cried out, her entire body shaking with the effort of holding back.

Luckily, she didn’t have to wait much longer after that. His lips returned to her clit, sucking it in and sending her over the edge. Clenching and spasming around his fingers, she succumbed to the overwhelming pleasure. It rolled over her in waves, drawing more moans and cries out of her.

It seemed to reignite itself again and again until Kristin suddenly yelped, feeling Dillinger sucking hard on the inside of her thigh. Startled, she pulled out of his grip only to hear him chuckling.

“Just a little something to remind you who owns this pussy,” he announced, rubbing his hand soothingly over the place that he’d marked.

“Thank you, sir,” she croaked out, uncertain what her next move should be.

She waited for directions, to be told that she was allowed to get out of her position on all fours, though she came to realize that she was no longer pushing herself up on her arms. At some point, her upper body dropped to the mattress with her face resting against the cool sheets, while her ass stayed up in the air.

Master Dillinger sat up by her side, stroking her upturned rear and smoothing a hand up her back. She enjoyed his touch while she caught her breath, coming down from the intense height. His hands made their way up her body and he followed them, coming to sit up against the headboard.

“Come ‘ere, my pet,” he drew her closer with a light grip on her hair. Pulling her head into his lap, he stroked her head as if she really was his cat, but it felt comforting, and she relaxed, curling up beside him.

Thank you for reading! I hope you enjoyed this story. If you missed the first chapters of this story, check them out here:

[embed]List: Fulfilling The Boss's Demands | Curated by Jordan Lubov | Medium Fulfilling The Boss's Demands · 9 stories on Mediummedium.com


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2026-06-12 18:14:10