When I was 36, I had an executive assistant in my office named Sherry who constantly flirted. She was about my age and loved to tease, but always stopped. She was cute and sexy and while dressing professional was right on the sexy edge. Sometimes a loose button on her top and mostly short skirts.
After a year, we were coming up on summer and she asked if her daughter could work in the office answering phones, etc. I interviewed Lisa and she was extremely pretty and thin with a petite body and cute ass. She came to work and turned out quite well. Lisa was a big flirt like her mother and Sherry watched her like a hawk. She several times reminded me that Lisa was not 18.When school started again Lisa continued part time and everything was great.
At the end of October, she started informing me quietly that her birthday was coming up and that she would be “legal”. I laughed it off as a joke, but after a bit, her mother picked up on it and told me directly to stay away. An afterthought was she was jealous, which proved out.
On the Friday after Lisa’s birthday Sherry had a doctor appointment and Lisa would be covering. Lisa went home for lunch and returned after her mother left wearing a shorter skirt and half unbuttoned blouse. She had small tits, so no big deal. When we closed the office at 5, she came in with a glass of wine, which was not unusual, but a second glass for herself. She came around my desk and scooted up on the desk with her heels on my chair between my legs and spread her knees. Bare pussy! Not being stupid and ignoring my wine, I dove in tongue first. Well maybe stupid. O don’t believe this was her first time, but I was definitely the first older guy as she screamed and orgasmed multiple time and soak the desk top. While she was still breathing hard, I stood up and slid every inch of cock into her as she begged for it harder and yelled she was on birth control. Wow! As my balls were tightening up and shooting till I hurt, the office door flew open and her mother, Sherry was standing there.
The drama was undoubtedly severe amid screaming and Lisa squiring everywhere and quickly leaving.
After Sherry calmed down some, I made the lame excuse that since she wasn’t giving it up, her daughter was. Not a very good excuse, but in the end and I reached an agreement where I would not fuck Lisa any longer and she would make it up to me.
About five years later, I confessed to my wife about this adventure which led to more drama, but that is another adventure. She wanted revenge.
Source: reddit.com/r/gonewildstories/comments/ouy4c6/my_exec_asstf_daughterf