I [F] slept with my boss

I once had a part time job in a construction firm, working as an office assistant. I did a few hours on a Saturday and Sunday. My dad got me the job, as his friend “Matt” owned the company.

It was an easy job and Matt never gave me too much work to do, plus, I got paid almost two full days for about one actual day of work. I always had more money than my friends so I was happy.

One Saturday, Matt announced to the team that he’d just landed a huge new contract. He told us all that we’d need to put in extra hours and effort, but that we’d be rewarded come Christmas time. As a preemptive thank you, he said we could all go home after lunch that day and we didn’t need to come in on Sunday.

He ordered everyone take out for lunch and even bought a few bottles of bubbly. When it was done and people were leaving the office, I went to go and see Matt. I was thrilled to have the rest of the weekend to myself, but was worried about not getting paid as much that week.

He unfortunately confirmed my fears and told me I’d only be getting paid the half day I’d done. He clearly saw I wasn’t happy about losing out on money, so in his merry state he said I could come in on Sunday to help him sort out some things in the office. We had a brief chat about the new contract, then I left.

Later that evening, I got a text from Matt. He apologised for flirting with me at the office and said it must have been the champagne. I sat there very confused…what flirting? I hadn’t sensed even a hint of flirting from him. Nonetheless, I replied saying not to worry and that I didn’t mind.

The next day, I got to work at 9am as usual and began responding to work emails. I could hear Matt moving around in his office, but I just left him to it. After a few hours of working, it was nearing time for me to go home and i still hadn’t seen him. I just assumed he felt awkward about the day before and was hiding away.

Just before my shift finished, Matt emerged from his office and asked me to come in and chat. I caught him up on what work I’d done and he filled me in on a few bits and bobs. I was about to leave when he asked if I’d like a glass of champagne, as he still had an unopened bottle. I really wanted to just go home and enjoy my day but I was a little too shy to turn him down.

We sat and talked about work over a glass of bubbly, which then turned into 3 glasses. I thought it would have been awkward, chatting to my middle aged manager over some booze, but it was actually quite fun. He was joking around and giving me some office gossip, and we just started talking about anything and everything.

Then he brought up the flirting from the day before. Once again, he apologised profusely. I told him I must have missed the signs he was flirting but that it was okay anyway. He got up and came to my side of his office desk, champagne bottle in hand. He sat on the desk and poured the last little bit into my glass.

He said that if I didn’t mind the flirting, he might just have to carry on. I smiled and told him that was alright by me…he wasn’t bad looking, after all. He stayed sat on his desk, very close to me, as he carried on chatting. Eventually, I finished my glass and put it on the table next to him.

He noticed and said that I could go now, if I wanted. I hesitated slightly, as it was a little abrupt. In my seconds of hesitation, he said I could stay instead if I liked. Then he unzipped his trousers and pulled out his semi-hard dick. Completely shocked, I looked from his cock to his face.

“So, do you wanna stay?” He asked.

I was a deer in headlights and had no words. But I was loosened up from the champagne and his dick practically in my face was getting me horny. I didn’t reply. Instead, I took hold of his cock and guided it straight into my mouth.

He let out a loud moan and put his hand on the back of my head, as I sucked him. I was so excited, I’d never done anything nearly as naughty as this. After a little while, he beckoned me to stop. He picked me up and lay me back on his desk, then pulled my work trousers and panties off.

I lay there looking up at him as he guided his thick cock into my pussy. He fucked me like there was no tomorrow. It was a rough, hard, long fuck. We changed position a few times until he was sat in his chair and I was riding him. The chair was creaking so loudly that I thought we were going to fuck it to pieces.

Before long, he quickly grabbed my waist and lifted me off him. I assumed position on my knees below him and he let out a thunderous roar as he shot heavy loads all over my face and chest. After he finished, I slowly sucked his dick until he started to go soft.

When it was all said and done, we both got dressed and tidied up the office. It was a state, there was stationary and equipment everywhere. Before I left, he made me promise not to tell his wife or my dad. I agreed and never broke my word. We had sex a few more times over the next couple of months but I left the company not long after, as I was going to university.

I’ve run into Matt on a few occasions in recent times and he usually gives me a wicked smile, which I always return.

Anyway, I hope you enjoyed reading this as much as I enjoyed reliving it.

Source: reddit.com/r/gonewildstories/comments/u0g6t0/i_f_slept_with_my_boss