Claire Learns a Lesson

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Claire's employee turns the tables on his boss.
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Jane C
Jane C
3 Followers

You could feel the tension in the air whenever she emerged from her office. Claire was the "hatchet lady" at the firm. If there was something distasteful that needed doing, Claire was your woman. Like the rest of the cubicle dwelling peons I worked next to, my first instinct was to hide whenever I saw her. The last thing any of us wanted was to draw the attention of her cold unfeeling gaze.

Everyone tried to exist below the Claire's radar. Everyone, that is, except for me. I didn't have a choice as I lived with Claire. Not in a sexual way mind you. I mean that I lived downstairs in her house. You know, as a renter. When I first started with the firm I was grateful when she looked me up and asked whether I needed a place to live. Being a junior associate with Claire's firm meant one did not make very much money. So initially Claire's offer seemed perfect. I got a cheap furnished suite plus a free ride to and from work everyday.

However it didn't take long for me to find out what a mistake I had made. My relationship with Claire, no matter how innocent, petrified most of my co-workers. They didn't want anything to do with me. I couldn't blame them though. Claire was the single worst boss I have ever known. Not a day went by when she wouldn't single out some poor schmuck at random and cruelly fuck with their brain. Sometimes she would rip into people over trivial work related issues. Other times she would publicly humiliate her victims by bringing up personal shit she had no reason divulging. Yes, some did fight back. But they were invariably fired. Claire liked her charges meek and compliant.

I was a special case though. She mostly left me alone at work. Of course that only made my co-workers even more suspicious of me. What they didn't know was that Claire had turned me into an unpaid slave around her house. She would threaten to give me the worst possible assignment at work – a real ball buster. Then offer me a reprieve if I would do some menial chore for her. What choice did I have? Jobs in my field were scarce. Pretty soon I was cutting the grass, cleaning her pool and washing her car. I even took charge of taking her horrible little dog out for walks twice a day.

I don't see myself as someone who was particularly meek, but Claire had a way of bringing that out in a person. So while I hated being her pool boy, I didn't complain and was actually a little relieved she didn't ask me for any sexual favors. It was obvious there was no guy in her life and I was afraid she might attempt to dragoon me into that role. Not that Claire was bad looking. She was in her early 40's and in pretty good shape. She worked out every day. Not that you could tell. She always wore dumpy grey skirts and high collared matronly blouses that effectively obscured her figure. The one time I did glimpse her in shorts and a t-shirt coming home from the gym I couldn't help but be impressed. Sure, her face was as cold and plain as ever. But she was quite slim with high round breasts that filled out the cotton of her t-shirt quite nicely. And as a bonus she had the ass of a 20 year old. No, it wasn't the thought of her body that made me fear the possibility of sex with her. It was the knowledge that making love to a woman like this would only put me further under her control. And that was something I wanted to avoid at all costs.

After I had been living like this for about 7 months, Claire's teenage niece - Dana - came to spend a few weeks with her. Sweet girl, basically everything her Aunt wasn't. Claire had bought tickets for some pop concert in the city and had promised to take Dana. Claire then decided at the last moment that she didn't want to go. So by way of escape she volunteered my services as chaperone. Of course I wasn't informed of this until the last possible moment. To make things worse I had a date planned that very evening. Lets just say that I was choked enough at this request to briefly consider refusing Claire. However the look on Claire's face as I took some time considering her request quickly brought me to my senses. I would cancel my date and instead take Claire's niece to the concert. What choice did I have?

So there I was at a concert for a band I hated while the noise from 10,000 screaming teenaged girls drowned out their amateurish attempts at music. The concert couldn't have ended soon enough for me. In the pouring rain we made our way back to the car. I turned the key and nothing happened. The battery was dead. Lacking a cell phone, I had to get out and walk back to the concert arena (in the rain) in order to find a pay phone. I called AAA for a jump and then phoned Claire and left a message on her machine detailing what had happened.

By the time we waited for the tow truck, we were about 2 hours late getting home. I wasn't worried about Claire's reaction at this point. It was hardly my fault that her alternator wasn't working properly and drained the battery. And I did leave Claire a message. I came upstairs with Dana to make sure everything was fine. I didn't see Claire at first. But when I did I knew something was terribly wrong. The moment Claire saw Dana she lit into her:

"You arrogant little brat. You think you can come into my house and just come and go as you please. You're a disgrace Dana. I know that and so does the rest of your family. Have you ever considered that you are the reason your father divorced my sister. He wasn't leaving his wife, he was getting away from you. Well, have you? You can't be trusted and I don't know if I even want you staying here any more."

I couldn't believe what I just heard. What the hell was this about? Dana didn't do anything wrong. Claire was bullying Dana the way she bullied people at work – the problem was that Dana wasn't at work. She was just an innocent 14 year old girl who had come home from a concert. Everything Claire had said was meant to hurt Dana. The extent of Claire's cruelty knew no bounds.

Dana burst into tears and ran upstairs to her bedroom. Incredibly I felt myself getting angry. Uncharacteristically, I spoke up:

"What was that for Claire? It wasn't her fault that the battery died."

Claire looked over at me disdainfully and replied:

"I suggest you crawl back into your hole little man. This is none of your business. Unless, of course, you want reassignment to the Johnson portfolio first thing Monday morning.

This was my cue to shut up and leave it alone. But I didn't feel like shutting up. Everything just boiled over for me at that point. I was tired of living here, I was weary of working for this bitch, I was lonely at work, I was pissed off that I missed my date, I hated having to go to the stupid concert and now I felt guilty because of how Claire had just treated Dana. I was angry. In fact I was really fucking angry. Before I could stop myself I heard these words coming out of my mouth:

"You bitch! You ignorant harpy! Why the hell would you yell at Dana of all people. She didn't do anything wrong. You must sit around all day figuring out ways to make everyone around you feel like a piece of shit. You act like a spoiled child who can't stand anyone having fun around you. Somebody somewhere needs to teach you a lesson – the kind of lesson you won't forget for a long time."

Claire's gaze narrowed menacingly. She had never heard me speak up to her before and obviously she didn't like it at all:

"Teach me a lesson?" she asked sarcastically. "You think I need a lesson? That would require a man and I don't see any men around here. Do you?"

With that she shoved me hard in my chest and I fell back on my ass into the sofa. Surprised, I looked back up at her as she stood over me with her hands on her hips. She wore a cruel smirk as she looked down on me.

If was pissed before, I furious now. Without thinking I reached up, grabbed her wrist and pulled her down on to me. This caught her completely by surprise. She landed face down on my lap with a muffled grunt.

Instantly she fought to get back up, but I had a pretty good hold on her and I wasn't letting her go anywhere. I didn't have a plan in mind or anything, I was just reacting. All I know is that I wanted to thrash out at her. She stopped struggling for a second and looked back at me over her shoulder:

"So, what are you going to do? Spank me? Is that the lesson I so desperately need? You go right ahead and give it a try. Not only will you lose your job, I'll make sure your stint in the unemployment line is a long one."

In any normal state I would have back down instantly at this threat. But angry as I was, Claire's attempts at intimidation only served to infuriate me further.

She was lying across my lap with her ass directly below my chin. My left hand was pressing down firmly into the small of back, pinning her into place. My right hand had an iron grip on the calf of her left leg. I let go of her calf and Claire, thinking she had me beat, made movements to get up. I pushed ass back down, grabbed the hem of her skirt and quickly pulled it up to her waist.

There in front of me, in all it glory, was Claire's ass enveloped by a pair of sheer white silk panties. Obviously this turn of events had taken Claire completely by surprise. With a quaver in her voice that wasn't there before, Claire said to me:

"I would think twice before….."

Before she could get the sentence out, I lifted my hand up high and brought it down with a resounding slap on her right cheek. Claire squealed in pain and started wriggling furiously to get out from under my grasp. Clearly this was a lesson she didn't want taught. Before she could get away, I brought my hand down hard again – this time on her left buttock. Twice more I spanked her. She continued to fight after each blow, struggling to get away from her well-deserved punishment.

I couldn't help but admire my handiwork. Her ass was now a shade of bright pink. I also noticed for the first time that I had a massive hard on. I was still supremely pissed off, but now Claire's wriggling was serving only to draw attention to how turned on I was becoming.

With this respite Claire took the opportunity to speak to me. Still defiant, she said:

"Are you finished? I would like to get up now."

I guess I was finished, it wasn't as I could keep holding her here forever. I knew I was done for. So with that in mind I decided I had nothing to lose. So before letting her back up I decided to cop a feel. I reached down and grabbed one of her buttocks and squeezed it gently. I rubbed my hand over that glorious ass of hers. I could feel the warmth emanating from the angry red inflammations that lay below her panties.

I was just about to withdraw my hand and let her up, when I felt something with the tip of my finger. My hand was roaming over the lower part of her ass and I was sure I felt something wet. I brought my hand a little lower and sure enough, her panties were clearly damp. Excitedly I took my right hand and forced her thighs apart. I brought my hand right up to her pussy. Not only was she wet, she was soaking wet. Claire was very much turned on. Her warm slippery moistness confirmed what I could only hope.

"You love this," I cried triumphantly.

She looked over her shoulder at me and I could see that her face had turned bright red with my discovery. Claire was profoundly ashamed by this revelation. There wasn't anything she could say. I could see the resignation in her eyes.

I reached down, grabbed Claire's panties and forced them down as hard as I could. They ripped almost in half, so I yanked them violently away and threw them to the floor. I forcefully spread her thighs again so I had an unobstructed view of her mound peeking out from under her ass. I could make out the glistening droplets of moisture that sat tantalizingly upon the lips of her pussy. Hesitating no longer, I brought my hand up and my fingers parted those exquisite lips.

A loud long moan escaped from Claire. If I still had any reservations, the intense pleasure contained in that sound removed any lingering doubts. Claire wanted this and she wanted it as badly as me. With the palm of my hand pressed hard up against the underside of her ass, my fingers freely explored Claire welcoming pussy. Paying close attention to her inner lips, I began to rub her insistently. At first I avoided all contact with her clitoris. Claire reached down and pulled her skirt further up, ensuring I had all the access I needed. She began to push herself down on my hand, squirming frantically against my blood engorged cock.

When I finally reached up and pushed two fingers down hard on her clit, the ensuing reaction from Claire almost scared me. She began to pant rhythmically, while urging me frantically to continue:

"Yes! Yes! Rub me. Rub my pussy. Rub me harder. Don't stop, keep rubbing …." she shrieked.

I pressed down hard as I dared on her protruding clit. I could feel the tension building up in her as she approached release. When her orgasm did come, it came hard and fast. Claire screamed out exultantly. She stiffened momentarily and then began to thrash as her body was racked by what seemed like waves of electricity. I must say that I was shocked at the utter violence of her reaction. But I was also powerfully turned on by it.

I reached under her and in one movement I flipped her over. I could see by the look in her eyes that she was shocked by what had just happened. She started to say something, but decided against saying anything as I grabbed the front of her shirt and pulled as hard as I could. As buttons went flying, my hand snaked inside the remnants of her silk blouse. I grabbed her bra and pushed it up to her neck. Freed, her breasts tumbled out invitingly. I bent over and took one in my mouth to suck while my free hand made its way back down under skirt and again began rubbing her now tender pussy.

Claire responded instantly and spread her legs wide for me. That's when I finally realized that I was in need of some attention as well. So I pushed her off my lap. She landed with a thud on the floor at my feet. At first she looked back at me stunned, perplexed why I would do such a thing given the circumstances. I met her gaze and announced in my most serious voice:

"Unbuckle my pants and start sucking you bitch."

There, I had really thrown down the gauntlet. Given what had just happened, I was forcing Claire to make a decision about how to act. This was her last chance to put up a fight. If she acquiesced now there was no going back. She seemed to consider my demand for a second. And for a moment I thought she was going to walk away. But in the end she demurely lowered her eyes, got up on her knees in front of me and went to work on my pants.

I don't know if I have ever felt as much pleasure as the pleasure I felt when Claire finally released my very stiff cock from the jeans I was wearing. I really needed to be free. She pulled my pants off and went to grab me. But I stopped her and told her to first stand up and remove everything she was wearing.

Following my demands perfectly, she got up and quickly went to work on her skirt. Her pussy was a beautiful framed V that nestled enticingly between her long legs. And once she got the rest of her blouse and bra off, I could see just how majestic those breasts were. I had her turn around so I could once again drink in the wonders of her ass. I was powerfully turned on by how red her cheeks were and by my role in making them that way.

With this accomplished she knelt down between my legs and tentatively reached out for my cock. I gave the go-ahead and she put me into her mouth. It was instantly obvious to me that Claire knew exactly what she was doing. At some point in her life, Claire had turned herself into an expert cocksucker. With no hint of teeth, she took all of me into her mouth. She deep-throated me with ease. With her ample tits resting on my thighs, she worked me over in a way I had never experienced before. Before long I grabbed either side of her head and was urging her to go faster. Claire needed no encouragement though and enthusiastically kept bobbing up and down until I finally exploded into her mouth.

The release I felt was equally explosive and Claire made sure she sucked me dry. Drained, I sat back in a kind of sex-induced stupor. What brought me back to reality was Claire. She had gotten up and was attempting to lay face down across my lap again. Puzzled, I asked her what was going on:

"That was a horrible blow job I gave you. I know I can do much better. I think I need some suitable punishment to motivate me properly," she replied.

What could I say? I should have been shocked, but given what had just transpired I took it all in stride. If she needed punishment, then that was exactly what she was going to get.

I began to spank her now bare bottom. Five then Ten then Fifteen strokes. Claire screamed out in both pain and delight with every smack. My cock came back to life in record time as I began to finger her between strokes.

Finally it was I who could no longer take it. I got out from under her and pushed her so she was bent over the sofa. I got on my knees behind her and put the head of my very erect cock up to the opening of her pussy. She looked back at me and quietly asked whether I had a condom.

"Would it make a difference if I didn't?" I pointedly asked.

Claire thought for a second then shook her head no. We both knew that I was going to fuck her no matter what.

I forced myself deep inside her. She screamed in response and pushed her flaming red ass back at me. I grabbed her by the hips and began pounding as hard as I possibly could. I'm not exactly sure, but by the sounds she was making I know Claire had plenty of orgasms herself. It didn't really matter to me though.. I just found the whole thing enormously electrifying. To fuck this woman I hated while I looked down on what I had done to her ass was the most thrilling thing I had ever done sexually.

When I finally came in her, I knew there would be many repeat performances. And so did she for that matter. As far as work goes, I became a kind of a power behind the throne. I got my pick of assignments and I decided who I would work with. This didn't go unnoticed by my coworkers, but I made it up to everyone by ensuring Claire wasn't allowed to act like the bitch she had been in the past. Oh, she would occasionally lapse and old behaviors would return. But this only provided fodder for new training sessions. If Claire ever needed punishing, I was always there to ensure she received exactly what she required.

Jane C
Jane C
3 Followers
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4 Comments
JulianWinslowJulianWinslowover 9 years ago
spanking that leads to sex

a nice combination of spanking and hot sex

Reiner43Reiner43almost 13 years ago
Nice hot stuff!

Great fantasy story!

stargazer_bardstargazer_bardalmost 13 years ago

Fabulous story! More! More!

AnonymousAnonymousover 18 years ago
Very Well Done

Loved the story Jane. You really made the characters come to life. I glad you took the time to establish the story before delving into some very hot sex.

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