A fair few months have passed since my last story and admittedly, while there has been the occasional fling, my relationship with both my boss and my pupil’s mother (if you’re new around here, feel free to take a look at my older stories, I’ve had some wild experiences while living abroad), there has been little adventurous or exciting enough to write about until recently.
Last week was our Christmas party. Early I know, but we are well aware that the closer it gets to the holidays, the busier everyone gets so we get everyone together at the earliest possible occasion. We have the party at school on the weekend in a communal area outside as the temperature is around 24°C so it is perfect. We all bring a dish each, alcohol and we usually prepare several litres of homemade Irish cream on top of all the beer, wine and spirits that people bring which goes down a treat. Basically, it gets messy.
Of course, as it gets later into the evening, the music gets turned up louder, people start dancing, singing, the music gets louder, people fall over, and inhibitions ultimately get lowered. The usual things you expect at a Xmas do. My eyes couldn’t help but get drawn towards my boss who is a disaster when it comes to holding her liquor.
For those who are new around these parts, my boss, Kate, would be best described as unorthodixaclly hot. She isn’t the most attractive woman in the world, she’s fine, but it’s more so the way she carries herself with her confidence and outgoing nature. Nevertheless, she’s curvy, dark haired and light skinned, and fairly short at around 155cm.
Kate caught me watching her from across the court as she danced drunkenly amidst our colleagues. Knowing that I would never be the one to initiate contact, she approached me, a slight stagger on her step. She grabbed my hand and pulled me up in demand that I danced with her and I did so awkwardly for a few minutes, not particularly shyly at this point as I’m getting to the point where I’m drunk – eyes have gone fairly but not terribly blurred and the words have just started to slur. Honestly, I’m just a terrible dancer. Kate realised this and laughed it off and then drags me into the nearest building which happens to contain her office. I’m unsure if our colleagues noticed at this point as everyone is fucked, but neither of us really cared.
We went into her office, her leading the way, and has happened on occasions prior, the door got locked and the blinds shut. Kate turned to me and asked ‘do you wanna lick my ass first?”, and in that moment I had a sudden change of heart. The consumption of alcohol had given me a heightened sense of confidence to be more forthright and, well, dominant I guess we could describe it.
‘No, I want you to lick mine’. I could tell that despite the drunkenness, she was taken aback and momentarily speechless. It’s important to note here that we’d never done this, spoken of this, nor had I even insinuated I wished for this to happen during the times we’d hooked up before. All I got back was a ‘well I don’t think I..’, and so I cut her off quickly in my new sense of superiority and told her ‘If you don’t lick my ass, I’m gonna straight out there and tell all out colleagues what we’ve done in the past’. There was again, another moment of silence, I guess she was trying to figure out in that moment if I was bluffing or not, and I, myself, was somewhat shocked by my own blackmailing of my boss to rim me. It was just a in the moment thing. Judge me as much as you like.
Before I go into detail of what occured next, I guess it would be somewhat useful to have a description of me. I’m tall at around 188cm, athletic/muscular build, white, I have short, brown hair and I would describe myself as good looking if that’s not too vane. I certainly do well with women.
After that brief moment of silence, there were no further words exchanged, and just a sign of admittance from my boss as she began to kneel down. I instructed her to take her to and bra off and she did when she was fully on her knees. I placed my right foot up on her desk, grasped the back of her head with my right hand and guided her between my legs so that her face was directly behind my ass. I could tell there was a reluctance in engaging in the act. Even when she placed her hands on my ass cheeks, there was no essence of eagerness in her wanting to place her face into my ass. I moved my hand back around and grasped the back of her head once more and begun, slowly, pushing her face into my ass. I had no idea if she had done this before.
The process was slow, there was pressure from her head against my hand but she slowly moved closer. Once her lips were basically there, she began kissing my cheeks in what I deemed at the time to be an obvious attempt to delay the inevitable, but perhaps upon reflection it was also a way to get herself hyped up and excited to do it. Who knows, only her I guess. I began to bend forward slowly to part my ass crack naturally and reveal my well shaven butthole in the hope that she would perhaps feel more at ease knowing I was well kept down there. After too much of the pecks around the exterior, I told her to stick out her tongue and she obliged but still, there was no active participation from her end and so in a sudden movement I pushed my ass back to her face while pulling her head forwards with my hand.
That was it. Her tongue was on my asshole. From then on she engaged a bit more with the act, I believe in the knowledge that it was fresh, clean, and probably actually tasted somewhat good. For the first couple of minutes, she hesitantly licked around it with the occasional flicker against my asshole, and I was reluctant to keep forcing her head right into my buttcheeks as I wanted her to get into it herself. After those two minutes or so passed, I could feel her tongue get more adventurous and her cheeks pressed up against mine.
As she gained confidence, she mixed up her range. She would occasionally run her tongue right from my taint all the way up to the top of my ass creek, and then run her face back down using her own saliva as a sort of lubricant to reach the bottom easily again before repeating the action. Her tongue during this was fat so it’d spread across as much area of my asshole and crack as possible. As she did this, I watched her body through in between my legs as her large tits jiggled up and down with the repetitive motion. At other times, particularly later on when she trusted the process a little more, she would point her tongue out and dig deep into my ass and flicker the edge of her tongue up and down. It’s hard to say how far in it was but I’d hazard a guess of 3/4cm into my sphincter. It was clear that she had paid attention to what I would normally do to get and she was a natural at replicating the motions.
After a while, my right leg was beginning to tire from the stretching as it was propped up on her desk, so I brought it down and told her to sit on her ass and put her head on her office chair. I propped the chair up against the corner of the room so it wouldn’t move anywhere. She complied and I straddled over her, like in a squat position, and sat on her face. The saliva was basically everywhere at this point, my ass was soaked as was her face so I could grind and bounce on her face as much as I desired without the concern that it might hurt her. I rubbed ass all over her face, her tongue running across my balls, my taint, my asshole, and occasionally feeling her nose stick up there too. Meanwhile I grabbed her right hand and indicated that she toss me off while doing so. Again, she complied and after a few minutes of riding her face, I cummed all over tits which were between my legs.
We were accustomed to having toiletries in the office and so I reached for the bottom drawer of the filing cabinet and threw her some kitchen towels to clean herself off with and grabbed some of my own. As she cleaned off, I got dressed up and headed back off for the party, promising her that I’d return the deed later that night once people had fucked off home.
Source: reddit.com/r/gonewildstories/comments/zf0l7f/i_m_coerced_my_boss_f_into_giving_me_a_rimjob
Damn, you had her in the palm of your hand