That time I had my female boss

This happened 11 years ago when I worked for a popular travel agent. I was 20 years old and had reluctantly agreed to a position after my parents had threatened me to “get a damn job or else you’re out of here”. Extreme I know, but at the time I was a bit of a lazy git!

I ended up work the in bureau de change and for about 6 months nothing really exciting happened. That was however until our manager left under dubious circumstances and they appointed a caretaker manager in the interim. She was 20 years my senior, a slim 40 year old that can only be described as average. I know, right, sexy or what. That being said she certainly wasn’t bad looking. Short red hair, reasonably sized breasts… tediously boring and by the book… or so it appeared.

She commuted from a neighbouring town and knew no one in the local area. She would admit that this temporary appointment was an inconvenience and she couldn’t wait to go back to her normal branch.

A couple of weeks past, nothing really of note happened until one Thursday evening in December. It was closing time, it was dark outside, bitterly cold. The last customer of the day had booked their holiday and was being let out the store. Sharon, the manager asked who was available to stay and help her lock up (you needed two to do this for security reasons). I reluctantly volunteered and
let out the other staff members. Sharon and I were left in the dimly lit store.

We made our way upstairs to swap over th security tapes. Our branch had 3 floors with the video system being right at th very top. On the second floor was a kitchen area, toilets and a staff room. We used this floor almost exclusively. The third flaw was only used for the security stuff. It consisted of one room which had a cabinet, a small old sofa and a table which had several old tapes on.

Sharon and I perched ourselves on the table and began to wait patiently for the vhs tape to rewind so we could archive it and insert a new one. The third floor was dark, partially lit by the Xmas lights hanging outside our store. Sharon casually asked if I had anything planned tonight. I told her no, nothing at all. “All on my lonesome I’m afraid”

“Not going to the pub with some mates?”

“No, not tonight.”

Sharon sighed quietly and I looked across. Our eyes met in the dark room and she looked at me for a moment.

“Sometimes I could do with a friend in this town” she said softly.

There was an awkward pause. I remember feeling an atmosphere all of a sudden. It had materialised out of nothing. I remember thinking how pretty she looked in the moonlight. Which was a strange feeling as I had never even really thought about her in that way before. It was like something has clicked in my mind.

I don’t know what came over me, but all of a sudden I felt myself leaning in and kissing her softly on her lips. It was almost instictive. I pulled away almost instantly and our eyes met once more. You could see the cogs turning in Sharon’s head. She was in deep thought. No doubt assessing the situation at a rapid pace. I started to feel awful, how cringey was this. What a stupid thing to do!

But then almost as quickly as I had kissed her, she responded, kissing me hard. In a matter of moments our hands were moving all over each others bodies. Our tongues glancing off one another as we kissed hard.

We stood up and she groped between my legs. I could see see her smile as she felt my stiff cock trying to escape from my trousers. By now we had moved backwards towards that filthy old sofa that occupied the middle of the large room. But we didn’t care. She pushed down onto sofa and straddled me. We continued to kiss for a bit, I could smell her warm breath as she breathe excitedly.

Sharon broke away and stared at me for a moment. You could see those cogs turning in her head again. She was clearly thinking hard. But whatever worries she had were quickly brushed to one side as she unzipped her skirt. It fanned out at the bottom, allowing her legs to open wide enough to fully straddle me.

I rested my hands on her hips and smiled. She smiled back and said “nobody can know about this. This has to stay between us. Ok?”

I nodded slowly. Not saying a word. Not wanting to ruin this strange but incredibly horny moment.

She unzipped my trousers and excitedly grabbed for my hard cock. She fed it through the boxers, exposing it in all its glory. Again she smiled warmly and looked up at me. She then moved her black knickers to one side and guided it inside her pussy.

It slid in effortlessly. She was absolutely soaking wet. It felt like it had been plunged into some exotic warm oil. Sharon began to ride my cock instantly. He breathing quickened once more. Excitedly she let out a satisfied groan. “Christ it’s been so long” she said quietly.

I was trying so hard to control my breathing. The feeling of her pussy was so intense. I could feel it tightening and loosening with each bounce. It wouldn’t be long until I couldn’t hold it in much longer. The situation was just too much.

I placed my hands on her thighs and held onto her tightly. Enjoying how she rhythmically fucked me. I could see Sharon was flushed now. Her cheeks red. Her eyes closed as she enjoyed the feeling of my 20 year old cock buried deep inside her pussy.

I couldn’t control myself any longer. As she opened her eyes and looked down at me I felt myself beginning to climax. My cock hardened as I shot my load deep inside her. I let out a big gasp as I let the wave of pleasure wash over me. Sharon was also moaning loudly now. No doubt feeling my cum being deposited inside her.

She continued to ride me, however her pace slowed significantly until she came to a stop. She looked down at me as she regained her breath. Again you could see her thinking. And as quickly as I had entered her she slid off. Zipping her dress back up and fiddling with her shirt. She composed herself quickly and made her way to the vhs recorder. Slipping in a new tape she turned to me and smiled “that was lovely but we need to lock up”.

I laughed and stood up. Adjusting myself we made our way downstairs and locked up.

On my walk home I kept replaying what had just transpired in my head over and over again. By the time I got home I went straight upstairs and locked the bathroom. I masturbated to thought of what we had just done and came again.

Pm me if you want to hear more

Source: reddit.com/r/eroticliterature/comments/a4timk/that_time_i_had_my_female_boss