She truly was the bossy bitch from hell in her grey pinstriped pencil skirt and those black shiny heels that you heard clicking in the corridor.
‘Imagine that tight skirt lifted up, turning her skinny ass red and all’ had said Tom smirking that fateful day. He was such a perv. Always trying to distract me from my spreadsheets. It was amazing I ever met a deadline when he was on with me.
‘Oh I’d give her a good taste of her own medicine’ I replied giggling nervously. ‘Go over the knee just perfectly.’ The truth, of course was I wouldn’t. I couldn’t. I didn’t have it in me. I was just another boy caught up in office chatter, wanting to impress Tom. To make him think I was one of the lads too.
It was that fatal sentence though. When I said out-loud ‘the stuck up bitch, how has she been promoted over me she’s only 27?’
Maybe I would have got away with that if I hadn’t added.
‘Bet she’s got filthy slutty knickers the stuck up cow’ I said squirming a little as I imagined what our new boss was wearing under that tight fitting pencil skirt.
‘REALLY?’ She said.
Her posh London accent behind me knocking me sick. No idea how long she was stood there, what she had heard. I wanted the ground to swallow me up. I had never felt so embarrassed and red faced in my entire life. I didn’t know whether to deny it, apologise, make excuses. Or just run off. I felt humiliated.
Tom had already warned me about her. Saying not to get any more trouble. ‘You know she has it out for you’ was his actual words only the day before.
I look at Tom for support, to get me out of this. He smirked at me as he said very loudly ‘What was that? You think she has filthy slutty knickers?’ You could see the evil look in his face as he knew the impact that would have on my future in the company. He knew it would be the beginning of the end for me. He probably knew it made me squirm in humiliation too.
Her face was expressionless. Hard. She wasn’t going to be intimidated by two men.
‘If anyone is going over someone’s knee then Dan it’s you going over Tom’s’.
And with that she walked into her office closing the door loudly. Both of us put in our place. We never did say anything degrading about her in the office ever again. I never lasted past the next performance review meeting. The ridiculous high targets might achieved.
Oh. My confession? I probably still orgasm more imagining Tom spanking me than anything else.
Source: reddit.com/r/gonewildstories/comments/yv6zch/i_still_squirm_when_i_hear_the_words_pencil_skirt