Owned By His Boss - Part 2

Click here to read the first part of the story.

"So, what happened?" Ed asked the moment Todd walked into the bar just a few hours after his encounter with Mary, his boss.

"With what?" Todd replied.

Ed smacked him on the shoulder. "With what, man? Really? What happened with Mary the milf? Do you still have a job? Did she wanna take your dick for a ride? Are we celebrating or drowning your sorrows tonight?"

Todd was hoping he'd somehow be able to avoid talking about what Mary had wanted with him, but that was a silly notion, so he'd come up with what he thought was a fairly reasonable explanation. "Honestly, it's kind of neither. I still have a job, so that's awesome, but it's not like I got promoted or anything. She just wanted to tell me that I was doing a good job, that management had noticed, and that if I kept it up I'd be rewarded."

"Rewarded? What does that mean?" Ed asked.

"She wasn't specific," Todd said as the bartender came over. "Two beers, please. Domestic." He turned back to his friend and added, "I'm not management material, so I think she just probably just meant a small raise. I mean, it's not like warehouse work ever gets glamorous or ever actually pays all that well."

Ed clapped him on the back. "You're right about that, man." The bartender delivered two frothy beers and Ed picked his up, raised the glass, and said, "It's absolutely worth celebrating you still having a job, though."

Todd was drinking to try and drown out the growing sense of panic he felt at being 'owned,' as Mary had put it. She'd been quite clear that he'd do what she wanted or he'd get fired, and Todd knew that she was right about the company going out of their way to defend management over the hourly employees. Even if he managed to convince the company that Mary had fired him for unjust reasons, the publicity over such a thing would ensure that no one would ever hire him again. He was stuck in a no-win situation.

There was the voice in the back of Todd's head, though. The voice that told him that he'd gotten to have an orgasm and that Mary had, in her own way, provided him with that orgasm. The voice told him that he'd probably get to have more orgasms, too, and that his boss was an exceptionally hot, obviously open-minded woman that was going to use him as a plaything and that it didn't necessarily have to be a bad thing.

Todd wasn't ready to listen to that voice, though. He was, however, ready to down several beers and let Ed play wingman for him. So that's what he did. He drank, he flirted, he danced with a few girls, and one of them invited Todd back to her place.

Todd accepted the invitation and they did a little fooling around in the Uber. The girl - Cindy was her name - kissed like few women Todd had ever experienced. She did truly wondrous things with her tongue, and that particular talent proved to be useful for more than kissing when she went down on him on her couch. The blowjob was the perfect antidote to the stress Todd felt, as the intense pleasure completely wiped his mind of any thoughts of his boss and her threats.

Then Cindy wanted Todd to fuck her. She took him to her bedroom, tossed him a condom, and got naked. He stripped and put the condom on as quickly as he could. He crawled between her legs, slipped his cock into her pussy, and in that moment he heard Mary's voice in his head. He heard her laughing at the notion of Todd being able to satisfy her with his cock. He heard her calling it small. He heard her assaulting his confidence and he couldn't help but wonder if Cindy was thinking the same thing.

"What's the matter?" she asked.

Todd realized he was inside her but he wasn't moving as he let his boss's cruel comments dominate his thoughts. "Sorry," he said. "I got distracted."

"You're in my pussy and you got distracted? By what?" Cindy asked.

Todd was just drunk enough - and feeling insecure enough - to be honest. "By something a...well, by something another woman said. About my...my cock."

Cindy looked a little frustrated, but she asked, "What did she say?"

"She said I wasn't big enough to satisfy her. She actually laughed at the idea of me being able to satisfy her. She said that she'd barely be able to feel me if I was inside her," Todd explained.

Surprise took the place of the frustration Cindy had showed just a few moments earlier. "Damn, that's a straight up bitch you were dealing with there. I mean, what did you do to her to piss her off?"

It was the strangest conversation Todd had ever had while inside a woman, and yet he couldn't help but continue on. "Nothing. She's my boss, actually. Things got really weird with her at work and she's into some weird stuff and it seems like I'm all caught up in her bullshit now."

Cindy didn't say a word and Todd felt like an idiot. There was no reason to involve the cute girl he was inside of in the stressful shit unfolding in his life. The whole point of going home with her was to relieve some of that stress.

Then she kissed him. She pulled his lips to hers and did that incredible thing with her tongue again. "I'd really like it if you would fuck me," she said. "Your dick isn't the biggest I've ever had, but it's not like it's tiny, or anything. So if you wouldn't mind, how about you put it to work."

It was not exactly a ringing endorsement of his cock, but Todd was more than happy to put aside his stresses and fuck the lovely young woman he'd gone home with. They kissed as he did his best to deliver what he hoped was a good fucking. Cindy moaned into his mouth and offered her tongue in a manner that lured Todd into a state of bliss as his mind emptied of any thoughts of Mary.

At least until Cindy wrapped her legs around him and rested her feet on his ass. Then Mary popped into Todd's head once more. He thought of cumming on her feet. He thought of how she'd made him clean his mess. It didn't dampen his arousal, though. Instead, it did the opposite. He was hit with a stunning surge of lust and he couldn't help but cum. He buried his cock in Cindy and filled her bedroom with grunts and groans and just a hint of regret, for she hadn't cum.

"Shit, I'm sorry," he said soon after climaxing. "That was too fast."

"Yes, it was," Cindy replied without a hint of remorse. "I'm pretty sure that wasn't even a minute, and even if you had a nice big dick, a minute wouldn't be long enough."

"I'm sorry," he said.

"Maybe your boss knew what she was talking about," Cindy shot back. "Maybe she knew you were a fucking minute man."

Todd pulled out and sat back on his knees. "I said I was sorry."

Cindy stared at him for a few seconds before asking, "You said your boss was into some weird shit. What did you mean by that?"

"Oh, you don't need to hear that stuff," he said. There was no way Todd wanted to tell her about what he'd done with Mary.

Cindy didn't seem interested in taking no for answer. She sat up, grabbed his balls, and pulled down just hard enough to let Todd know she expected him to do as she desired. "I want to hear it, Todd. So tell me. What kind of weird shit did your boss make you do?"

Todd hesitated and Cindy tugged on his balls hard enough that he panicked at the idea she might do actual harm. "She made me suck on her toes while she told me that I was going to do as she instructed. She made me suck on all of them as she told me that my dick was too small to have a chance of satisfying her. Then she made me promise I would do as I was told, that I would do whatever she wanted me to."

Cindy released his balls from her grasp and said, "There's something you're not telling me."

Todd didn't want to confess to having eaten his cum off of Mary's feet, and he wasn't going to. Then Cindy reached for his balls again. Before she could grab them Todd confessed. "She made me cum on her feet, and then she made me clean them. She made me clean my cum off her feet. That's it. She made me clean my cum off her feet and then told me that she owned me from now on, that she'd fire me if I didn't do whatever she wanted."

Cindy wrapped her fingers around the base of Todd's cock and pulled the condom off. She smiled and slowly laid back in her bed with the condom dangling in her hand. "And you just did what she told you?" she asked.

"What choice did I have?" Todd replied.

"I'm pretty sure most men would have walked out, Todd, even if meant losing their job. I'm also pretty sure that most men wouldn't have been rock hard while sucking on their boss's toes and being told their dicks were too small to fuck anyone to an orgasm," Cindy said.

Todd didn't have a reply to that particular argument, mostly because she was almost certainly right. For some reason, Todd had been willing to accept - and on a certain level, to embrace - the abuse from Mary.

Cindy's face lit up like she'd just had a bright idea and she got on her knees in front of Todd, held up the condom he'd just filled with his cum, and dipped her fingers in it while she stared into his eyes. "What if I wanted you to suck your cum from my fingers, Todd?" she asked before pulling them from the condom. "Would you do that for me?"

He shook his head.

Cindy didn't seem to believe him as she reached up and rubbed her cum-covered fingers over his lips. Todd leaned back, but he could only go so far and she was clearly determined, so his lips ended up soaked in semen. "Lick your lips clean, Todd," she demanded. "Do it. Lick your fucking lips clean. Do it right now. Clean your cum from your lips. You owe me that. I sucked your dick and I let you fuck me and you came before I was even close to an orgasm. The least you can do is make up for being so fucking pathetic by licking your lips clean."

Todd did it. He licked his lips clean. Cindy's face lit up as he did and she dipped her fingers in the condom once more. She pulled them out, held them in front of his mouth, and said, "Open up. Right now."

Todd opened his mouth. He wasn't sure why. He knew what was going to happen. He knew it was going to be disgusting, and he did it anyway. Cindy shoved her fingers in his mouth and Todd sucked them clean. She pushed them as deep as they could go and the look on her face made it seem like she was having the time of her life.

"You know, I'm not sure your boss is into weird shit, Todd," Cindy said as she pulled her fingers from his mouth and laid back in her bed. "I think maybe she just recognized that one of her employees is a fucked up submissive, that she could manipulate you into doing whatever the fuck she wants."

"I...I don't...I'm not sure..."

"And you know what, Todd? It's kind of fun to play with a guy that's willing to do whatever the fuck a woman wants. I've played with a few before. I once had a month long relationship with a foot freak. He'd do anything for the chance to give me a foot rub. And I mean anything. So I played with him until I got bored. It didn't take that long to get to that point, but that boy did all kinds of wild stuff for me. I'd call him over to eat my ass after a long, sweaty workout. I'd make him suck my dildos after I fucked my pussy with them. I even pissed in his mouth once. He never complained, because every time he did something nasty for me I let him have fun with my feet, and he fucking loved my feet," Cindy explained.

Todd wasn't sure what to say, so he didn't say a word as he sat on his knees on Cindy's bed and watched as she reached between her legs and played with her pussy.

"But you're not a freak like that," Cindy said. "You don't have a thing you're obsessed with, like the foot guy. You're just willing to do as you're told if it seems to excite a woman."

"I don't know if that's true," Todd argued, though he could hear the lack of conviction in his voice.

Cindy grabbed the cum-filled end of the condom with one hand and the open end with the other and gently tipped it over her breast. Todd watched his cum slowly move down the latex tube until some of it had dripped out onto her nipple. Cindy then moved the condom over her other breast and did the same thing, gently coating it with Todd's cum.

"Come and suck your cum off my tits, Todd," Cindy instructed.

Todd stared at her breasts as the cum slowly coated her areola. He moved a little closer and Cindy set the used condom on the nightstand and smiled at him.

"That's it," she said. "Keep coming, Todd. Just a little bit closer now. That's it. Now kiss my stomach."

Todd dropped his head down and kissed her smooth, lovely stomach. Cindy arched her back just a little and moaned, luring him closer to her breasts as he kissed his way up her body.

"I'll bet this feels good," she said. "I'll bet you don't even know why, but it feels fucking good to think about cleaning your cum off my perfect, perky tits."

Todd kissed one of her breasts, putting his lips remarkably close to her cum-soaked nipple. He felt driven to clean it. There was something about Cindy that made him want to do as she desired. So he did. He parted his lips and he took her stiff nipple in his mouth. He flicked his tongue back and forth over it and she responded with a beautiful moan and ran her fingers through his hair. Todd looked up to see her eyes were closed and her lips were parted as the sound of pleasure escaped her lungs.

"That's it," she said. "Suck your cum off my tit, baby. Suck it off my nipple. Fuck, clean up your cum."

Todd got into it. He licked and sucked and he felt the same arousal he'd experienced the day before as he sucked on Mary's toes. Maybe Cindy was right. Maybe he was just a freak.

He moved to her other breast and sucked it clean. He reached up to play with her tits as he licked his cum from her nipple. She moaned for him and he felt a deep desire to make her cum. He wanted to satisfy her, to give this girl the kind of orgasm she'd given him.

"Can I go down on you?" he asked.

Cindy opened her eyes, looked at him, and smiled as she pushed on the top of his head. Todd slid between her legs, dropped to his stomach, and went to work on her pussy. He licked and sucked gently on her clit. He reached up to play with her tits and watched as she closed her eyes once more and moaned. He felt her legs tremble a little as he pleasured her clit and he knew he was on the verge of giving her an orgasm.

Right before she came, Cindy wrapped her legs around Todd's head, trapping him between her thighs. She grabbed two handfuls of his hair and pulled hard enough that he felt searing pain. Then she had a loud orgasm. She screamed in a way he'd never heard a woman scream before and her thighs closed around his head so tightly he thought she might cut off his air supply.

She relented, though, and looked down at him with a beautiful, hazy smile on her face. "You're a freak, Todd," she said. "Just fucking embrace it. You just saw how much fun you can have when you just fucking embrace it. So do it. Let your boss do whatever the fuck she wants with you. It's pretty obvious you like it."

"I...I still don't know about that," he said. "I mean, I liked what we just did here, but I don't know, it feels different. My boss threatened me."

"And I threatened to crush your balls," Cindy shot back. "It doesn't matter much to me either way, though, so I'm not going to try to convince you."

Todd kissed her thighs softly and asked, "Can I get you anything? A drink or something?"

Cindy laughed. "Honestly, this was fun, but it's time for you to go."

"Oh, uh, okay," Todd said as he backed out of the bed. He'd never had a girl kick him out after sex and he wasn't quite prepared for it. He tried his best to recover from the surprise, though, and got dressed as quickly as he could.

Cindy walked him to the door, gave him a kiss, and turned him down when Todd asked for her number. Just like that he was outside her apartment and in need of a ride home. He ordered an Uber and waited on the curb as he engaged in something of an existential internal debate about whether or not Cindy was right. Was he a freak? Should he just surrender to whatever the fuck Mary wanted to do with him? Was there any chance he'd enjoy that, or was he better off just applying for every open job he could find and getting the hell away from his boss?

Todd didn't come up with a definitive answer, which made him wonder if he really was a freak like Cindy said. He fell asleep pondering that notion and woke up with the same thought on his mind. Then he got dressed, went to work, and rolled the dice on whether or not he was going to end his day indulging the decidedly dirty fantasies of a cruel-seeming woman.