Bitchy Boss Gets a New Toy

It had been about 6 months since Katherine had claimed me in her office. Since that day, I had enjoyed lots of workplace perks. A new desk, new office adjacent to Katherine's of course, new title but most importantly a substantial increase in pay. Katherine was able to easily manipulate the board into approving it, citing my incredible dedication and loyalty to the company. Even if she did really just mean devotion to her.

It wasn't all good though. Katherine had become more frequent with calling on me after work. It started with just every couple weeks she would give me a 'performance review' she called it. In which she would slap me, berate me and otherwise discipline me before tearing my clothes off and claiming me. Making me fuck her until she was done with me. Most of the time I was allowed to finish as well, but not always.

Over the course of 6 months it had devolved into a nightly occurrence. We would work together all day, and then after-hours I would be called into her office to service her. All the while she would taunt me with the blackmail again if she felt my enthusiasm was waning. I wasn't allowed much time off, and if I did take a day off, she would make me satisfy her twice as much when I returned.

My professional attire did a good job of hiding the bruising she was giving me, but she was more than happy to flaunt and show the bruises I had given her, at least after work. Katherine needed it rough, nothing made her cum harder than me taking my rage out on her. It was an incredibly toxic relationship that we had, we both knew it. I was trapped and she loved having power over me though. I couldn't deny it was incredibly fun. It sickened me to think about for too long, but I had come to look forward to our sessions. Even though she would belittle me, strike me, beat me and anything else she wanted, I was given an opportunity to flip it on her each time and the more I took advantage of that, the harder I hit her, the harder I fucked her, the better I felt after.

That said, I knew I was about to take the brunt of her rage again shortly as I had to ask her for a week off. My daughter Stephanie was graduating from college and this meant that her and her mother, my ex-wife Julie, would be in town. I don't think under normal circumstances that Julie would have made the trip but since my promotion I was able to take care of Steph's student loans for her and Julie was a lot of things but she wasn't ungrateful.

Our relationship ended mostly amicably. It was a tale as old as time. A sexless marriage, that stuck around simply for the sake of their kid. Once Stephanie was off at college, there wasn't much for us to do besides loathe each other's company and seethe. It wasn't always like that, when we first started dating and even a few years into our marriage we acted as newlyweds do. Madly in love, buying each other gifts, fucking nearly constantly. Even persisted a while after Stephanie was born despite what everyone told us would happen.

For years after our divorce I wracked my brain trying to come up with something that could be done better to keep the family together but, we had simply grown apart from one another. Both of us were still very close with Stephanie, and were more than happy to be around each other so long as our daughter was there so I was looking forward to their visit because I desperately needed some family fun and relaxation after the last 6 months.

Of course, none of it would matter if Katherine refused to give me the time off. I took a few deep breaths as I looked around the office a bit, making sure everyone had already left. I ended up taking a couple more laps than I intended to steel myself before knocking on Katherine's office door.

"Come in." I heard Katherine say from the other side of the door.

My eyes must've widened when I walked through the door because Katherine couldn't help but smirk as she sat on her desk, legs spread and her bare, already wet pussy was on full display under her skirt. My erection was practically conditioned to respond at this point and I saw her eyes drift down to my crotch to check on it. She was pleased with herself and my reaction as I held up a hand to pause for just a moment.

"Before anything happens, I need to talk to you about the week of the 11

th

," I said meekly, staring at her wetness as I continued "I need the week off, my daughter graduated from college and she's coming into town with my ex-wife so we're going to do some family time to celebrate with her."

Katherine smile faded a bit before she spoke. "We have quarterly reviews that week, you were going to present the numbers weren't you?"

"I want to but, this is the only week they'll be in town," I said shrugging.

"Well that's alright," she unbuttoned her blouse and freed her breasts, wobbling them back and forth for effect "I'll present the numbers and you'll have to owe me." She reached her hand up towards me and I stepped forward, letting her grab my tie and pull me in close for a kiss "I'll take my payment before AND after," she smirked.

I opened my mouth to protest but she pressed a finger against my lips.

"Ah ah ah, remember your mouth is only good for one thing. Now kneel," she commanded, and I obeyed. I sank to my knees in front of her, tilting my head back and stuck my tongue out, as I had been taught to do.

As much as I wanted to argue, as much as I hated this power over me that she had, this was usually a good sign. In the past when she started things off by having me kneel so I could eat her out she would hump my tongue until she came and then let me claim whichever hole of hers I wanted. I usually chose her ass because it was my favorite part of her, and it was something that Julie never wanted to do.

It didn't take Katherine any time to plant herself on her throne, grinding her clit into my tongue, grabbing a fistful of hair on the back of my head and fucking my face roughly. Katherine had a tendency to get carried away and had often slammed her pelvis into my face hard enough to bloody my nose. 'A small price to pay for the privilege of servicing me' she had said when it first happened.

These things had become routine for me, to the point where it didn't even really register for me anymore. I couldn't help but moan as my dick strained against my pants while Katherine fucked my face. She tasted incredible, she was gorgeous, and she wanted me so badly, so often. The beatings I took were almost worth it to feel desired in this way.

Katherine must've known that I was lost in thought while she humped my face, because she reached down and scolded me, placing my hands on her bare ass and encouraged me to take control. Something I was glad to do as I lifted her back onto her desk and forced my eager tongue deeper inside her, writhing it around inside her, hitting all the spots I was familiar with that made her wiggle.

I had gotten pretty good at pleasing her, so much so that Katherine came much faster than normal this time around, soaking my face with her cum as she rubbed her tits, convulsed and squirted all over me.

"Your turn," she smiled at me, panting, still cooling down from her orgasm "but I must insist that you use my ass today, my pussy is feeling a little sore from all the work you've been doing."

I didn't respond, I just flipped her over so she was leaning forward over her desk as I went to her drawer to find the lube.

"Oh I'm out of lube so, you'll have to use your tongue to open up my back door today." she smirked.

It was obviously a planned thing to get me to eat her ass, but I didn't care. I had become very familiar with her holes over the past 6 months so I knelt down behind her again, circling her asshole with the tip of my tongue to tease her a bit.

It was clearly effective as her moans got louder, she even reached back to spread her cheeks with both hands and give me easier access. Her pussy was soaking my beard as I continued to play with her asshole. After a bit she grew impatient, taking a hand off of her ass to force my mouth deeper into her ass. I plunged my tongue deeper into her hole, making sure to get it as wet as possible in preparation for my cock.

Katherine never instructed me not to, so I had already gotten my cock out and began stroking it while I was tongue-fucking her puckered hole. I could feel my pre-cum leaking over my knuckles as I was getting more and more into it.

She was still holding my face between her cheeks but I could hear her moaning and feel her legs trembling next to me. She was enjoying herself more than I thought as she was very near another orgasm.

"N-no wait... I... I don't want to cum yet." she said releasing my head.

I released the grip I had on my own member and grabbed her hips, holding my tongue in her ass as I continued, trying to force her to cum.

"W-wait... not yet." she moaned, still pushing her ass back onto my tongue.

I wasn't going to stop until she came, partially as payback to her, partially because I wanted to feel her ass clench on my tongue.

It didn't take long for me to be rewarded as Katherine groaned, soaking my beard and chest with her cum, still trying to grind against my tongue even as I stood up behind her.

"Give... give me a sec, I just came... I'm so tight, so sensitive." Katherine moaned.

I undid my belt, wrapping it around her neck like a leash as she had grown to like, taking care to not position it in a harmful way. I pulled it tight as I rubbed the head of my cock against her asshole, pressing firmly against the resistance of her ass, holding it there until she nodded at me to proceed.

I forced myself forward, stretching her ass around my shaft as I hilted myself in her in one thrust. Katherine's soft aroused moaning turned into some enthusiastic screams as she pushed back on my cock, fucking it fast.

"That's right! Gape my slutty little hole." she screamed, if anyone were in the office they would certainly be able to hear her.

I was a bit taken aback at her newfound ferocity. She had never screamed like this before, she always fucked me back, asked for what she wanted, gave me what I wanted, but her enthusiasm was never this high.

"Oh-oh god I'm..." she couldn't finish the sentence. She didn't need to. I could feel her ass squeezing my cock, almost too firmly as my thrusts were being met with so much resistance I had to force my way back inside her each time. The constrictions of her ass eventually lined up with my thrusts as her ass milked my cock deep inside her, hastening both of our orgasms.

It wasn't but a couple of thrusts later where I buried myself as deep as I could inside her, and felt my cock pulse with each stream of cum it released into her ass. Between her wetness, and my sweat dripping I hardly noticed the size of the load I just pumped into her. It had overflowed her ass and come out around my cock that was still holding her back door open.

I pulled out of her as a small torrent of cum chased my cock out, resulting in a stream of my load running out of her and onto the floor between her legs. Katherine couldn't help but coo and sigh as I went and sat on the couch in her office.

After Katherine took some time to clean up, she joined me on the couch patting her thigh. I was a bit confused but leaned over to rest my head in her lap. We sat quietly like this for a moment as she ran her fingers through my hair and traced her nails across my jawline, before she finally broke the silence.

"You can have the time off" she said softly "I just, want to make that clear. Time with family is important and I want you to have that opportunity."

I stared at her in near disbelief. She was being... tender with me? Kind? Motherly even. I hadn't ever seen this side of her before.

"A-are you sure?" I stuttered out in my shocked state.

"Of course, so long as you come back." she smiled at me

"Y-yeah. Got nowhere else to go anyways, besides I was able to pay of my daughters student loan thanks to the raise you gave me." I shrugged, leaning into her hand on my head a bit.

This night was different from all the others ones before. We talked. We even laughed together. She would lean down and kiss me, biting my lip softly as though we were teenagers making out in a car. She appeared to all the world like a cordial, even kind person. After all the abuse, all the nights of rage I had, and all the hatred I felt towards her, I was relieved.

We talked about my relationship with my ex-wife and my daughter, she even took pains to comfort me about divorce, talking about her own divorce as well from years ago. I don't even remember what time it was when I eventually started getting ready to leave the office but I know it was the next day. I didn't go home though. She invited me over to her place and I agreed. We continued the conversation until 4 or 5 in the morning, fully aware we had work the next day, instead of sleep, choosing to make love, until the sun came up.

This was different though. It was actually making love. Tender, slow and loving. Both of us trying to please the other instead of ourselves. Nobody seemed to notice or care that I came into the office wearing the same clothes the next day which I was grateful for.

Over the course of the next month, we only had rough, hard aggressive sex a handful of times and each time it was at my place or hers, no longer in the office. My week off was approaching rapidly and I was glad that I was going to be able to be relaxed and happy with work for a change when my daughter saw me. She always worried about it. She'd say things like 'don't work too hard dad' or 'you can always find another job' when I would be around her and dealing with work things or just flat exhausted.

Katherine stayed the night before my first day off. Even giving me a tender kiss before making her way to the door, blowing me another kiss and leaving.

I was glad to have a low pressure week ahead of me as I grabbed my phone, making sure that Julie and Steph had my address correct. They didn't respond but they must've had it as they arrived more than an hour ahead of schedule. I grinned from ear to ear as I opened the door.

"Daddy!" Steph yelled, taking a hug from me before I could even offer one, squeezing me tight.

"There's my little engineer." I said, my voice strained from the squeeze I was being given.

It had been a while since I had seen her but she looked so much like her mother it was kind of freaky.

"Hey dear." Julie said as she leaned in, gently pecking my cheek. It was probably a show for Steph's sake but I didn't mind it.

I gave her a hug and a peck too, just so she wouldn't feel rebuffed in any way. I was able to spend most of the day cleaning and showed them to their rooms. I was letting Steph sleep in my room as it was the biggest and had the biggest bed, Julie could have the guest and I would take the basement couch. It wasn't glamorous but I wanted my guests to be more comfortable.

I gave them some time to settle in and unpack as I began making dinner for the three of us.

"Since when do you know how to cook?" I could hear Julie's voice ring out from behind me.

"Well... " I pause unsure of how to phrase the answer

"I know I know, since I left." she patted me on the back "sorry I wasn't trying to be mean, I just... I still have a weird image of you in my head I guess."

"You're telling me?" I chuckled back at her "We're having a soy sauce glazed salmon, Israeli couscous and mini chocolate cakes for dessert." I smiled at Julie "It's what Steph had on her first night of college with us, after orientation."

"Feeling a little sentimental are we?" Julie laughed, mocking herself as much as me "How you've changed..."

"Well I don't know about that." I shrugged "I still work a lot."

"I know," Julie responded rubbing my shoulder "but your daughter and I appreciate it, really. I don't know how you got a raise like that but... it means the world to us."

"Of course. Least I can do." I pause "Work actually paid off for once."

Julie didn't say anything, just, sat looking at me for some time. She looked like she had something on her mind but as she opened her mouth to speak Steph came down and tossed a balled up piece of fabric on the counter.

"Oooooooooh," Steph cooed "Dad you stud, found a ladies' thong in your room care to explain?"

Julie stared at the ball of fabric quietly for a moment before turning her gaze to me expectantly. A look I was all too familiar with when she wanted an answer to a question.

"Well I..." but before I can even finish the thought Steph chimes back in

"Relax..." She slaps her mother's shoulder "Mom was just talking about how she was hoping you had moved on to a new relationship. Looks like you have."

The look on Julie's face was not relief though, it was a mix of trying to hide her surprise and maybe a little somber as well. Julie quickly wiped it off of her face though as she joined in on the ribbing with our daughter.

"So..." Julie said picking up the thong between her pointer and thumb "Should we invite her over for dinner?"

I nearly spat out the wine I was nervously sipping.

"Oh um..." I paused trying to figure out how to avoid it.

"No stalling. Just call her and get her butt over here!" Julie jabbed

It took many, many minutes for me to summon up the courage to call Katherine. But eventually I did. Fortunately she didn't answer but I was goaded into leaving a message.

"She probably in the shower or something." I say shrugging desperately looking to continue the night.

I was able to successfully steer the dialogue away from me and my romantic partner and towards Steph and her degree and the job she had lined up. I could feel my eyes getting heavy though, the combination of the food and the wine was really making it hard to stay awake.

"Oh!" Steph exclaimed looking at her phone "Donna Miller is in town, would you two mind if I popped over to her place to hang for a game night?"

"Not at all." Julie and I said in unison.

"Have you two seen each other since high-school?" Julie asked continuing where I didn't.

"No but I'd love to!" Steph said already standing and collecting her things "um... I'll be back after game night?" Steph continued, asking.

"Of course hon." I wave my hand towards the door "tell her folks we say 'Hi' too okay? Your mother and I will entertain ourselves."

Steph was out the door before I even finished the sentence. I heard their rental car start and pull out of the driveway. It wasn't but a minute later there was a knock on the door.

"I'll get it." Julie said popping out of her seat "probably forgot to get a key from us." she laughed.

The very next sound I heard made my blood run a bit cold as it wasn't the excitement of my daughter's voice from the other side of the door, but the low timbre of Katherine's voice.

"Oh!" Katherine said "you must be Julie." she smiled extending a free hand "I'm Katherine."

I hopped out of my seat to go greet her as she was already past the threshold of the door and removing her shoes.

"You made it...?" I said, with the phrase sounding more like a question.

"Yeah, sorry I didn't call or text back. I just figured I'd grab a bottle of wine and show up. If you'll have me?" Katherine asked, but it wasn't a serious question. Her tone conveyed that it was really a command.

"Of course!" I shook my head, trying to clear it "um This is my ex-wife Julie, and you just missed our daughter, she went to a friends house for the night."

"Oh well that's a shame, I would've loved to meet her." Katherine said extending the bottle of wine to me as I scurried off to get an opener.

I return as quickly as I can with three glasses, passing them out as I look for a seat in the living room, in the middle of their conversation. Really only aware of their collective laughter as I sit.