I had graduated college and there were few jobs available as unemployment was over 12%. I had to do something to pay the bills and make some spending money so I went to work for an insurance agency a few towns over from the one I grew up in. The principals for this story were Bill (Owner, about age 40), Sue (Bill's wife, 35-40, who ran the office) and Donna (Office secretary, Married Mother of two about age 30).
I thought that this would be temporary but over the next three months I found that I was not only getting good at this job but was contributing to Bill's bottom line. Bill asked me into his office and told me he had high hopes for my long-term potential. He offered to teach me the whole operation along with giving me an office and a raise. I accepted with the condition that I would like to eventually become a partner if things worked out. He agreed.
Over the next six months bill would meet with me on Wednesday afternoon to learn the sales part of the office. I would meet with Sue every Thursday morning at ten to learn the office management. I quickly learned I like the sales but not office management. While Sue seemed to be good at her job, she was not friendly (Staff referred to her as the Ice Queen) and our hour-long meetings were more of a lecture than a learning experience.
While there were a number of older women in the office the only one who I was really friendly with was Donna. She was a jokester and we really got along well to the point of her trying to set me up with her younger sister. Once a month I would take her out for a bite to eat right after work and fill her in on what Sue was planning for the office. She picked the last Thursday of the month as that was her husband Kevin's poker night and her mom would watch the kids.
Nine months into my employment everything changed. I had ended the affair with Debbie and was openly looking for a replacement.
Thursday morning sharply at ten I was in Sues office. I sat down and turned on my tape recorder as she always wanted me to record the sessions so she would not have to tell me twice. She began her weekly lecture but I kept watching her rub her neck. "Anything wrong?" I inquired.
She stopped the lecture and let me know that she had a kink in her neck from sleeping on it wrong. I offered to massage it and she declined. Another five minutes of her rubbing her neck I said "I took a class in college and I know I can get that kink out."
She thought about it and finally said "Okay, I can talk while you massage."
I went to work on her neck and while the knot was fairly hard it did not take too long to have the muscle ease up and the kink was gone. By this time Sue had stopped talking and was enjoying the massage. As I stood behind her, I noticed that, while her breasts were on the smaller side, the nipples were standing out straight. She was really getting into the massage.
I extended the massage lower and there was no reaction. I did it again with my fingertips barely touching her breasts. She stirred a little but made no attempt to stop me. I whispered into her ear, "Looks like you have something else that wants the massage. Doesn't Bill take care of that for you?"
She had her eyes closed and admitted that with Bill working so much he was not as attentive as he should be. I moved my hands back to her breasts and squeezed her nipples. I had not realized how aroused she was. She not only did not stop me but her head tilted back and a little moan escaped her lips. I reached in and removed those small breasts from her blouse and kept the massage going.
Now I was getting aroused so I spun the chair around and took her right breast into my mouth while continuing to play with her left breast and nipple. Her hand went right to the back of my head forcing my mouth harder on her breast. I gently bit her nipple and I thought this would send her into orbit as she attacked my belt buckle. This was all I needed to move my right hand to her pantyhose, stick my index finger right through it and straight into the promised land. As my second finger entered her, she finished undoing my belt and forcefully removed my engorged member from my pants.
She stared at me with lust filled eyes while we simultaneously pleasured each other with our hands. I was not sure how long I would last at this time so I picked her up out of the chair and bent her over her desk. To my surprise, she reached back to guide my member in. For the first time in a while she actually spoke. "Stick that cock in me now. Fuck me hard and fuck me fast."
I slid easily into her sopping wet pussy and started pumping hard and fast as she requested. She kept her voice low but huskily grunted "Oh God yes. I need this. Fuck me. Fuck me harder. Fill me up with your cum." Listening to the Ice Queen, my boss's wife, curse like that sent me to the edge. "I think I am going to cum soon," I said. "Don't," she commanded. "Sit back in my chair."
I sat back in her chair and she straddled me and quickly guided my cock back up inside her. She started to ride me hard while I reached around her and played with her tits and clit. This brought her to new heights as she went faster and faster. "I am going to cum and you are going to cum with me," she ordered.
Less than a minute later I could feel her muscles clamping down on me as I filled up her pussy with my hot cum. As I shot my load into her, I lightly spanked her ass and she responded by grinding her ass into me milking the last bit of cum out of me. We rested a minute before she told me to get my pants back on, go to the restroom to clean up, the meeting was over. The Ice Queen was back.
The rest of the day went fairly quickly as Sue barely left her office and I got some work done with a smile on my face. Thirty minutes before closing Donna popped into my office to make sure we were still getting a bite to eat to discuss my meeting with Sue as we usually do. I couldn't figure out why but she had an impish smile on her face when she asked me.
Five o'clock rolled around and Donna hopped into my car for the two-mile drive to the pizza place. She had a big grin on her face the whole time and since she was the office practical joker, I thought she was planning something,
We made our way to the back of the restaurant where we picked out the booth in the corner. Finally, I broke the silence "What is up with you? You are obviously hiding something you are dying to tell me."
She laughed and said "I was walking by Sues office this morning during your meeting and I heard unusual sounds for a business meeting. If I didn't know better, I would swear that they were the sounds of someone having sex." Before I could respond she said to order a wine while she went to the ladies' room and then I could tell her all the juicy details.