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I really didn't like Kay. She was so nakedly careerist, it was clear she would trample over anyone to make her way to the top, and it was just as clear it was working. She had started with the team just over a year ago, with next to no qualifications or experience relevant our business function but what she did have was confidence and attitude. She would volunteer for every new project or responsibility she could, determined to push herself into the limelight and make sure the management team understood how valuable she was.
Before you think this is just some unreconstructed man who thinks men are being unfairly squeezed out at work by women, I hate this kind of grasping desperate attention to win the favour of management and achieve promotion distasteful in men as well as women. But what really riled me in this situation. Was that I was utterly and completely switched by this woman. Not because she was the most beautiful member of the team (she wasn't in my view), not because she had a red hair (I had always been a sucker for a red haired girl), but because I was besotted with her round soft bum and small firm tits that she knew how to draw attention to just the perfect amount for a workplace.
I would quietly seethe at her efforts in meetings to agree with management, to volunteer of things, or even to announce on world affairs from a political perspective sharply at odds with mine. And then she would catch my eye and smile at me, all the while I would have been thinking about how wonderful it would be to have her nipples between my lips and her breasts cupped in my hand, before I would take her on the meeting room table. Meeting daydreams like this are probably one important reason why I haven't advanced at work like is could have.
As well as ever-determined to succeed she might have been, Kay was also gregarious. She was the one suggesting the team should have lunch together in the break room on a Friday, or go out for drinks on a colleague's birthday. She would keep the conversation going, showing interest in people's lives and bring a playful energy to any social situation. I knew I was wrong for despising Kay but something in me told me that she was going to be trouble and I should keep a wide berth for my own good. It was on one such occasion however that my troubles began.
We had taken a team lunch break on the last Friday of the month and the discussion quickly turned to people's plans for the weekend. Most of the team had talked about their plans for a meal out, meeting up with friends or taking their children to one event or another. I had mentioned how my wife had decided the lounge needed to be redecorated and I had been promising for ages, but now my time had run out! Kay however was true to form when she said she would be spending the weekend studying for her part-time MBA she was doing in her own time, but wished that she had someone like me to boss around and do jobs that needed doing on her house. The team laughed at her audacity and probably at my admission of being hen-pecked at home. But I was just being honest. But I felt I needed to rescue the situation a little so I challenged Kay. A fateful decision.
"So Kay, what do you do when you're not driving your career forward? Do you ever just let your hair down and have fun?" I was being a little catty but masked with a light playful tone.
"I take weak men like you and I make them kiss my ass!" Kay replied with passion, followed by a laugh that the team found infectious. They had taken to Kay's attitude and bravado, and decided they liked watching their cynical colleague taken down a peg.
Feeling on the spot, every one's eyes on me, waiting for my next line, I overstretched. "Ha I would kiss your ass right here and now but I know you don't have the balls for that." I laughed hoping the rest of the team would laugh with me. But instead there was an awkward silence. I had been too defensive and too suggestive, too aggressive. I had lost any sympathy the team may have had and my cheeks began to blush. Kay went for the kill though.
"Ok mister. Let's see who has the balls! Follow me now." She stood up and waited for me to do likewise. The team hollered with the challenge accepted and I quietly gulped to myself, before standing up, not quite believing this would really happen but knowing it would only end with me being humiliated in front of the whole team. Kay had already won but she was driving home her advantage.
"Into the disabled toilet now and lets see who has the balls." And with that Kay turned and headed straight for toilet in the lift lobby. I followed reluctantly behind but was shepherded on my way by the laughs and goading of my colleagues ringing in my ears.
Fuck, was she really going to make me kiss her ass! Or just take this to its logical conclusion and humiliate as being all mouth and trousers in front of the team. As I stepped inside the toilet she closed and locked the door behind me, and I knew both options were still on the table.
"Ok look. I don't like middle aged men like you who think they can take me down in front of the team. I have been dealing with men like you all my working life. So here is how this is going to go. You have a choice. You get on your knees and you kiss my ass until I am completely satisfied you know who is in charge here, or you go back out there and tell everyone you chickened out and that you truly have no balls."
Kay's eyes did not leave mine for a second. She barely blinked. She was deadly serious and she had made that abundantly clear.
"And lets not pretend you haven't been lusting after my ass anyway" Kay added, just to rub extra humiliation into my wounds. My face, feigning shock at the allegation, was transparent and gave me away completely.
"Kay please I think this just escalated really quickly for no reason. Can't we just laugh this off? Look I'll get on my knees and kiss your bum now. Then lets just get back to work shall we.?"
"Oh you can get on your knees alright but kissing my bum does not mean kissing it over my skirt. I mean really kissing my bum. Like you mean it. Like you know that you have been defeated."
Did she mean she was going to let me kiss her on her actual bum, my lips to her cheeks? Oh my god. This was a dream come true, and she thought this was going to be a punishment, a symbol of my defeat? What was she thinking? Did she not know what men are truly like?
"Ha ha yes please!" And at that I dropped to my knees and tried a humorous puckering of my lips in an attempt to lighten the situation and make this feel less of a humiliation.
"Oh no. If you are going to see my bum you are going to be naked. That's a non-negotiable. But on the plus side you get to kiss and look at the bum you have been fantasising about all these months."
I hesitated but I have always been one ready to throw myself head-first into a challenge, usually drinking games at parties, or making silly bets with colleagues that might end with forfeits. And I would be seeing and kissing her bum. So I think we all know what I did next. I started to remove my tie, followed by my shirt and trousers. Kay just watched, her arms folded like a stern headmistress looking over me.
"And those" she said curtly, pointy at my boxers. I was a little nervous now because I knew there was a bit of a semi going on inside these boxer shorts and that would be the most embarrassing part of my predicament. It would show to Kay how correct she was about me lusting after her ass.
But her standing above me in silence and motionless told me that there was to be no negotiation. And this just made the situation inside my shorts even worse. I love a harsh stern headmistress, I'm not going to lie. By the time I managed to pluck up the courage to remove my shorts my cock was almost fully erect and was pointing towards her.
"Good boy." And with that she turned away from me and began to lower her knee length skirt and panties in together in one motion until the waistbands were tucked neatly underneath her bum cheeks.
My dick responded immediately, even faster than my thoughts could to the sight before me. This bum was everything I had imagined it might be and more. So smooth, ever so slightly plump, perfectly round like a peach, and the slightest hint of a wobble. Clearly Kay put time in on this ass at the gym, but not so much that it detracted from its natural feminine form.
"OK people, he's going in for his first kiss of my ass!" Kay said in a loud voice so the ears of those stood open the other side of the door could hear. They laughed and cheered their approval, reminding me of their presence and how I had needed up in the situation due to their enjoyment of me being taken down by Kay.
Kay pushed out her bum just a little, to make it obvious she was ready for the first kiss. I wasted no time planting a big puckered kiss on Kay's bum cheek. I pressed deep into the soft pillow, until my nose touched her cheek also, when I could enjoy the scent of a floral soap lingering on her skin.
"That was one cheek. Now the other." Again in a loud voice so colleagues outside could hear, once again met by cheers.
I did as I was told. I was all too happy to. Again, it was a firm and lingering kiss. I really didn't want my lips to leave her cheek. But Kay decided enough was enough and she straightened up and turned round.
"I'm glad to announce he does have some balls after all." Kay said as she pulled up her skirt and panties to their rightful position, with colleagues cheering once again.
"See, that wasn't so bad was it? Remember next time though that if you piss me off again I will break you in a way you will never recover from." Kay had almost spat those words at me in a harsh whisper..
"Ok im sorry I was just playing around." I tried as an apology.
"You were trying to bring me down a peg or two with your colleagues but you feel threatened by me. I know your type. But its ok, you are lucky and you submitted to me and kissed my ass. We both know where we stand now."
"I did not submit to you" I replied, now trying to regain some dignity by putting my clothes back on and standing up from my knees. "All I did was kiss a cute ass."
"Oh you submitted - and you will do it again whenever I tell to you too."
"Ha ha I don't think so Kay. You've had your fun, your little victory but this is never happening again."
"Oh you fool. Where's your phone?"
"On my desk, why?"
"You had better go check it and find out."
I was worried now but I couldn't work out exactly why. When I left the toilet, and pushed through the cheers of colleagues. "Go ass-kisser!" was the typical phrase that they used and would use many times after when they wanted to poke fun at me. I ignored these comments then though and raced over to my desk, picked up my phone and raced straight to a cubicle in the men's toilet. Checking my messages on WhatsApp I noticed there was a message from Kay. I clicked and I immediately realised I was in trouble.
The message was a picture of me on my knees, naked, dick at right angles to my body, and my lips clearly kissing a naked ass cheek.
An "Explain this to your wife" text message quickly followed. With a laughing emoji.
Fuck she had taken a photo of me and now she was threatening me. Or was the blackmail? Fuck. She was right. I really am in trouble now. I was breaking into a cold sweat and finding it hard to breath such was my panic. If she sent this picture to my wife there was no way I could justify it.
"Nothing to say" was the next message that dropped into my WhatsApp, adding to my discomfort.
"What do you want? What do you think this will achieve?" Was all I could muster by way of response, in both hope and desperation.
"Your submission, your acceptance that I now own you. Or you don't have a marriage. But I still think I might end up owning you that way too to be honest."
Kay wasn't messing around. She was clearly enjoying this, revelling in the power she had over me, but she was also very serious.
"Please Kay. Can't we just move on. I'm sorry I spoke to you in that way. I shouldn't have disrespected you. It will never happen again. I'm sorry."
"I am glad you have finally apologised properly. That will help you but it won't save you. It is too late for that."
"Why too late?"
"Because I wasn't joking about needing help around the house. I'm a busy woman with a career ahead of me. You're a no-mark husband who hates ambitious women and kisses women's bums in the toilet. You seem like the perfect person to help me."
"I can't. I told you I have work to do at home."
"That's your problem, not mine. Think of something. After work, meet me in the car park and you can follow me home in yours car. You can make a start on my kitchen straight away. It needs a thorough clean."
I could sense the futility of protesting further by WhatsApp but I resolved to not take this laying down when I met her in the car park after work.
I messaged my wife to explain that I had to work late this evening. It wasn't unheard of so the lie should hold. The first of many I would tell to me wife in the coming weeks and months.
The afternoon thereafter seemed to drag. Probably because I was unable to get any meaningful work done as my mind was focused on only one thing, one person. Colleagues continued to tease me for kissing her ass. Above the clothes she was wearing they assumed and I wasn't about to correct them! But they knew now how I tried to stand up to the office golden girl and failed in a humiliating heap. If they only knew the full truth though. I hoped and prayed they never did.
I was a swirl of emotions. I feared my wife finding out. Our marriage wasn't great but I knew she would take me to the cleaners if she ever found out. So fear was very high on my register of emotions. But was it the highest? Because all afternoon there was a nagging pull, a tightness in my groin that I hadn't experienced for a long time. It was a longing, a desire. Of course there was, I convinced myself, because I was able to kiss and amazing ass and who wouldn't love that? But deep down I feared it was more than just a hot ass. Deep down I think I knew being controlled in this way was turning me on. It was this that was making my dick leak all after afternoon, not the idea of having kissed a beautiful ass that lunchtime, no matter how beautiful it was.
And when I heard my phone ping at about 4:45pm and saw a notification pop up that there was a message from Kay, my fear that I was somehow loving being treated in this way was proven true. It read:
"Im bored. Before you go to the car park to meet me I want you to go to the disabled toilet again and strip. Open the door when I knock."
My dick leaped into action, tenting in my trousers. How was I supposed to walk through the office to the toilet like this? I found my jacket though, and decided I would log off now and pretend I was nipping home early, holding my jacket in front of me as I walked to hide my full erection.
As did as Kay demanded without hesitation. I stripped and knelt not he floor as before. Assuming this was how she would want me. I was right. But as I waited I determined to explain to Kay that I was willing to meet whenever she wished for me to kiss her bum, but that was as far as things could go. Certainly no visiting her at home to do cleaning cores for her. That was a humiliation too far and it would not be happening.
As Kay knocked I took a deep breath and opened the door, bracing myself to have the courage to stand (kneel?) up to her.
"Good boy. I think I will enjoy you being my new bitch." Kay smiled at me and stroked the top of my head in a way she knew would be taken as deeply condescending and humiliating.
I shook my head away from her hand and told Kay straight what my terms were. Ass kissing yes, anything else no. Take it or leave it.
Kay laughed. I don't think you are in any position to set the terms here. You are mine now. Get used to it. I have your wife's number from the office party at Christmas - she wanted my recipe for the quiche I made. How fortunate was that?" Kay giggled, menacingly.
"You wouldn't. Why would you destroy me when you wouldn't get what you wanted anyway? That doesn't make sense."
"If you think you are the only person I could get to do this you are stupider than I thought. You don't think there aren't other men in the office, anywhere in this business for that matter, who I could get to kiss my ass at the drop of a hat? I don't care if its you or someone else. You just happen to be the one left standing when the music stopped."
"But Kay, this won't work. I'm married. My wife will find out and it will all be over. Why do you want to punish me like this? Please Kay?"
"I'm not punishing you, although by rights I should. But to punish you I would have to care, what you said to me in the office would have to matter. You don't. You irritate me so I will enjoy making you suffer, and I needed to establish to the rest of those idiots out there that I am not to be messed with."
"But Kay please. I beg you." I was running out of ideas now and begging seems like my only chance.
"Oh fuck you can stop that right away you pathetic piece of shit. There is nothing I hate more than begging. Make yourself useful and I might consider your needs but not until then." At which point, like before she turned to face away from me and peeled down her skirt and panties. But this time all the way to the floor. This time she meant business.
"This time I don't want kisses. I want cleaning. I have been sat on my bum most of the day and its hot and sweaty. I want you to freshen it up please. Get your face in there!" She grabbed the back of my head and pulled me into her, wriggling her bum against me so the valley between her cheeks was located directly on the line of my nose and mouth. Once 'slotted' in place so to speak she ground against my face, slipping up and down, and going me instructions to lick her clean as she move up and down so I could clean her whole crack. She was indeed sweaty and hot. I could feel the heat on my face, I could taste the salty sweat. I could taste also the slightly bitter and earthy taste of her bumble too, the thought of licking here making me almost gag at first, but quickly those thoughts were replaced by lust as I became used to the smell and taste and conscious of how kinky this moment really was.
As I licked my dick dripped. It made me feel like a horny teenager as I felt the premium drip from my head. How desperate was I? But when I noticed that Kay was also enjoying this encounter and was rubbing her pussy as she ground her ass into my face, I worried less about my shame. Emboldened that Kay was feeling turned on by this situation I started to stroke. I wanted to cum to the taste of Kay's ass on my tongue! I had never had such kinky sex in my life before.
But Kay had different ideas. She slapped my hand hard as soon as she realised what I was doing, slapping it off my dick and telling me in no uncertain terms this was for her pleasure not mine. So I was left frustrated and horny as Kay reached her climax, something she did quietly except for the nose of my spluttering for air as she backed her ass into my face, pinning my head against the walls as she ground against me. Fuck I wanted more of this kind of sex in my life I thought then, but with the chance to cum myself of course. I imagined cumming inside her ass, summing over her breasts, maybe even inside her pussy? As Kay's climax receded she pulled up her clothes and told me to get dressed and to follow her home. I wasn't arguing any more. I wanted more of this. Kay could lead me to hell and back and I would follow in the hope of tasting her ass once more.
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