(36F, 31 at time) First time cheating with Boss (45M)

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My first time typing this out and telling it so if it’s messy I apologize.

I had been working as a receptionist for about 6 months at a dental office when this happened. I also had just gotten engaged 3 months prior.

I loved my job and enjoyed going everyday. My coworkers where a lot of fun and I had a great boss. He was fun, not overbearing like other dentist I had worked with and a major flirt. Which fun because I’m pretty big flirt too. After a few months of working there we exchanged numbers and texted back and forth. Eventually our texting went from simple chit chat to more sexual in nature. But even then I never really expected anything to happen, he was married and I was newly engaged and it was just fun flirting in my mind.

Fast forward to right around my birthday, he asked if I wanted to go out for it. A little bit of me wondered it was probably a bad idea but I didn’t listen to part and said sure after he named off a fancy place to eat. I ended up telling my fiancé that I was going out with a few people from work for my bday and it was why I was dressing up. I went out wearing a leopard print dress and matching black underwear.

I end meeting him at the restaurant. It was very nice, the food was great and we spent a lot of time after eating having a few drinks at the bar and chatting. As we wound down from the evening and left he offered to give me a ride to my car since I parked a little further away. I told him no I’m fine but he insisted because it was dark and he didn’t want me to walk to car alone, so I got in.

We end up parked right next to my car and chat for a little while longer. I told him goodnight and I had great time and that’s when he made his move. He just leaned over and kissed me and slid his hand up my dress and started massaging my clit over the thong. I was immediately turned on but knew I shouldn’t be. After making out for a little bit and him massaging between my legs I backed off and told him I shouldn’t. He looked me directly in my eyes as he moved my thong to the side and put two fingers in me, feeling my wetness, he said “no you shouldn’t.” We started making out again.

As we were making out I undid his pants and reached down them and was very happy with what a grabbed. It was thick and it was large. The second it was I put my mouth on it. He moaned as my head went up and down. It was such a turn on to hear him moan and tell me how good it felt. He told me if I kept it up he was gonna cum. So I sat up and took my panties off and straddled him.

I remember when it first went in how good it felt. I knew it was wrong, it was bad but it felt so amazing to have his cock in me. It didn’t take long for me to cum as I rode him. I was so turned on by was what was happening I would cum again and again on his cock. I took my dress off over my head not even caring that I was naked in a parking and anyone could see. He sucked and played with my tits as I kept cumming on his cock. He finally said he was going to cum and I told him to cum for me. I felt a little warmth begin to enter me and I sat all the down on his cock so he could fill me up. It was so hot to feel him cum inside me. As wrong as it was it was one of the best fucks I’d ever have. I told him that after and he said we need do it again which I agree too (which we did, again and again and again).

I got home and was relived to see my fiancé was still out with his friend and quickly took a shower and got into bed. I masturbated thinking about what I had just done and came again before gonna bed.

Hope you guys like it. Sorry if it’s all rambling and messy lol.

NSFW: yes

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