I only looked forward to being at work when he was working with me

I never liked to train new people at my work. They slowed me down and I hated repeating the same thing time and time again, so my boss never bothered to even ask me to do it. He knew that I would act like a bitch with the new hire and it wasn’t a thing that could help us, so he just gave up, until things changed.

There was an opening at our office in another city and they needed to train the person that would be in my position there. Usually, they would’ve done anything to avoid this, but this time there was no other choice, I needed to do it. I argued with my boss, but it was useless. He was adamant that I should just suck it up and make it, so that was what I did in the end. But I didn’t plan to make the life of this new hire easier.

When he arrived the next day I made sure to look him all over and grade him. Jack looked like a nice guy, he always smiled and I could tell that he was excited about the new job. It was bad that I wasn’t just as excited. The moment I introduced myself he shook my hand and started talking non-stop which I hated. I told him to only ask questions when necessary, but he didn’t seem to listen. I was acting harshly toward him, but no matter what I did he kept coming back even more excited than before.

Jack didn’t seem to notice when I was making fun of him and it was annoying at first, but soon it started looking adorable to me. Maybe he wasn’t all that bad after all? The fact that I had to teach him was still annoying me, but I tried to get my emotions under control. I just hoped that he would learn fast and leave me alone.

On one of the days when he was around, I was especially annoyed. I had a horrible date the night before and the work wasn’t going as I planned, so Jack’s attitude was making it even worse. I asked him to be less annoying, but there wasn’t much he could do about it. He was still telling jokes and giving me compliments and when I asked him why he kept it up he told me that he did all of this to get me into a better mood. I laughed, telling him, that the only thing that would help me with that would’ve been if he would go down on.

This Was When I Overstepped Our Friendship

I realized my mistake right away. I didn’t want to get in trouble with HR or be fired for something stupid I said, but Jack didn’t seem like the type to do something about it. Instead of making it a big deal, he laughed and said that he would love to do it if it would make my day better. I looked at him with different eyes at that moment and realized, maybe for the first time, how attractive he really was. I looked him over one more time, before asking him to do it.

It was still playing out as a joke for both of us, but when Jack readily sat in the chair and looked at me, expecting something, I decided to play along. I knew I wouldn’t be the one to back out, I was stronger than that. So I went to sit at the table and spread my legs, looking at him with a challenge. When he leaned closer I knew that it was serious. It was dangerous and so wrong, but I couldn’t stop now.

He Pulled My Panties To The Side (it’s a feeling I’ll never forget)

I watched Jack, as he got under my skirt and pushed my panties to the side. I was shaking a little, feeling his fingers move over my pussy for the very first time and I felt excited. My annoying student was becoming more attractive every second now and I wanted to have more time with him. He dipped his head between my legs and started kissing my inner thighs, making me moan lightly. I tried to keep quiet so no one would hear us and prayed that no one would decide to come and check on us.

Soon it felt even better. His tongue was all over my wet folds, on my clit, pushing inside me. I was moaning his name and grabbing his hair, while I was getting close to my orgasm. When he finished me off looked down at me and smiled, seeing that I was smiling back.

“I’m happy that you’re in a better mood now,” he said, moving away and letting me stand up again. “Let’s get back to work now”

That was how it all started. I couldn’t believe that I started to find someone like him attractive, but it was the truth. Jack was still sweet and sometimes too much of a talk, but now that I knew how good he could make me feel I was a little kinder with him. At the end of the day we were rewarding each other with something – he would lick my pussy or I would suck his cock. We both loved our little arrangement, but he and I both knew that it was about to end soon and he was going to move to another city.

I wanted more from him than just a quick fling

On the last day of Jack being at my office, I knew that I wanted more. I wanted to finally know what his dick inside me would feel, so I made sure to let him know about my desires. He was just as excited as I was and we agreed to stay in the office when everyone would come home and finally enjoy each other. As soon as the last of the workers left, I locked the door to my office and went into his arms.

Jack was kissing me and undressing me, while I just wanted him inside me. I just knew that his cock was going to make me feel good and I was ready to do anything to make it happen. I unzipped his pants and stroked his cock while his mouth was on my nipple, sucking it and making me moan. I got on the table as usual, after pulling my skirt up and dropping my panties on the floor. He looked at my pussy hungrily as soon as I spread my legs.

He licked me, making my legs shake and my mind went to other places, but soon his tongue was replaced with the tip of his cock. He moved it over my slit, making me whimper and ask him to fuck me. When I finally felt him inside it was better than anything I could imagine. He felt so good in my tight wet pussy I couldn’t believe that we didn’t do it sooner. He was moving deep inside me, making me moan every time.

I looked at him, as I felt his thrusts, not believing that I allowed this annoying man to turn me into something like this, to make me moan on his cock as he fucked me in my office, but it was happening and I loved it. He was even deeper inside me now and my pussy was getting tighter around him until I felt my climax hit me hard.

Jack was still moving inside me until I felt his cum filling me and making the experience complete.

He left the next day and sometimes, looking at my desk, I still miss him and the things we did there. It does suck that these things have to come to an end. No one in my real life can know about this that’s why I’m submitting it anonymously.

I’m not sure if these will add to the story, but I added them anyway, these are some of the pics we took from in the office, I have quite a few more (I get bored and I like the thrill), so I felt they add a little, I also put some more in the story above.

Update: I have released a follow-up from this story, I got a random text from Jack and we started hanging out, outside of work. Turns out he is even more fun/kinky than I first thought. I have already posted about our fun in the members area, I’ll probably keep the rest of my stories on there for now.

If you liked this story and want more user-submitted true erotic stories, videos and pictures then sign up to the Bitchtopia private members area where people share everything. Only a tiny amount of stories make it onto the public site as most people prefer to share their stories in a smaller, not public setting, so if that sounds fun, be sure to sign up. – Love, Jess ❤️