This was back when I was barely starting my first job out of high school at a restaurant. I was 19 years old at the time and had been working for this place for almost 6 months when it happen. I remember that day my boss husband had gone home early because he wasn’t feeling too well. Therefore I had to close alone with her and give her a ride home after. Little did I know she had already plans on seducing me. That day after I was closing the register she started massaging my back telling me she was thankful for my hard work and really appreciated me taking her home after work. I told her it was no big deal I liked working and was just thankful for having a job. She offered me a beer and told me to sit in a booth next to her. So I did. (Before I go any further let me describe her. She was about 5’2, b cup boobs, nice round ass, brunette, she wasn’t exactly skinny but wasn’t bad looking either. And I’m sure she could be categorized as a milf. Hard working and I think that’s what I really liked about her the most. The fact she had her own business and worked hard). When I was finished with my beer she asked me to get another and get one for her. I went to the fridge and she followed me. The fridge was located towards the back of the restaurant. When I was walking back she went up to me and went straight for my crotch. I was shocked because I didn’t expect that from her. She told me she had always stared and my bulge and my outline and wanted to see what I had down there. I told her what she was doing and that she was married. She then told me she wanted to have some fun and that she had not gotten sex from her husband in over a year. I was just standing shocked at what was going on. She then proceeded to bending down unbuckled my belt and started to pull my pants down. I didn’t really do anything at that moment because I was to turned so turned on. I was hooking up with basically milf who also happened to be my boss. That was like a teenagers dream. When my pants and boxer came down she noticed and even complimented me on the size. I’m not that big but I’m also not that small. If anything I was bit above average. She then slowly started to lick around with the tip of her tongue. I remember how good it felt the warmth of her mouth. She then grabbed me took me to the back where to storage was with my dick in her hand guiding me. She continued to sucking and using her hands at the same time. At that moment her husband called. She decided to answer the phone and just continued going. She put him on speaker and he asked her if she had a ride home or if she wanted him to come back to pick her up. I was trying so hard to keep quiet. She told him she was finishing up some stuff in the kitchen and was eating while I closed the registers and the front of the restaurant. Even though I had been done for about 30 minutes. She told him I was going to give her a ride home and that maybe in 15 minutes she was going to be home. After she hung up not even a minutes passed that I just blew a huge load in her mouth. At first I thought she would be mad because I never warned her. But it was quite the opposite. She just swallowed the whole thing. She had a huge happy face right after and thanked me for staying quit while she was on the phone. She said she thank you for feeding her. She cleaned up and then I drove her home. She was talking to me and telling me she enjoyed giving blowjobs and wanted to show me how good she was and if I enjoyed it. She wasn’t wrong at all. It was one of the best blowjobs I had ever had. I told her I was crazy the fact that she kept going while on the phone. That night I went home still surprised at how my night had turned out. And was curious to how the next day was going to be. From this day on it just kept getting crazier and crazier.
Source: reddit.com/r/eroticliterature/comments/pd07bl/how_i_hooked_up_with_my_boss_when_i_was_younger