Me and the Lonely Boss Lady

I feel that many couples living apart in different cities... are cheated on... The men probably also have affairs, they just don't expose each other.

I met her at a training session; she's a business owner. Her boss often talks to sales channels about collaborations. Because we all bought the same system, I attended several free training sessions. A few times, because fewer people attended, we started chatting. I'm in charge of marketing, so I told her about some activities and channels. I helped her plan an event. Initially, because she also had an employee, everyone was quite serious, and she's also a bit forgetful, so she didn't know how to use many things. I had notes and used them frequently, and I had categorized and organized the event plan myself because I've been doing this for many years. Her husband's company was just starting out, so helping out wasn't a big deal. Later, we got to know each other better. The boss seemed to have a bad habit: she would scold me whenever something went wrong at the company. Sometimes it was due to issues with cooperation and channels, or even if it was the boss's own problem. I guess it was the frenzy of starting a second business because she was constantly burning through cash. She told me all that. The company also had unstable staff, and her child was going through a rebellious phase. We ate together a few times at meals and coffee shops, always after training sessions. She never showed any inappropriate behavior. She's actually a nice person. She's almost 40, but she maintains her skin very well and hasn't gained weight. Her legs are especially youthful. Her breasts are average, but she has a very mature and feminine charm. I have a bit of a fetish for well-maintained mature women, so when I started helping her, my intention was to pick her up. How should I put it? I feel like it's relatively easy to pick up women. I would start by chatting, then find an opportunity to change the subject, brushing towards sex, then joking to test her boundaries, and then find an opportunity to meet her and have sex when the atmosphere was right. That's usually how I did it. Sometimes we even talked about vibrators, but she still didn't dare to buy one. If we could get to that point, that was pretty much it.

One evening, we were chatting about which restaurant we wanted to eat at. She mentioned she had no one to go with, so we arranged to meet up. At that time, I was living alone. After we ate, she made an excuse to come to my place. Actually, she was prepared; she turned on the TV for a while and we actually sat there for a bit. Then, after a bit of build-up, we started kissing and taking off my clothes. I remember she didn't resist much. She wasn't very vocal, and she wasn't very wet. I had to wipe her saliva before I could penetrate her. After that, we always used Durex lubricant during sex, otherwise it was difficult to penetrate. Her vagina was quite exquisite; after a while, you could clearly feel the suction. Men like that enjoy it, but I was worried she would ejaculate too quickly. Later, during doggy style, she moaned louder. She only let loose after she was satisfied, shouting whatever her brother or father told her to. I think the pleasure of mature women lies in the age difference, in making her enjoy the feeling of having sex with you, in letting her forget everything else, and in not putting any pressure or burden on her. After two encounters, I was basically satisfied. We'd lie there chatting about family, the past, and our children. Our sex life became less frequent. She didn't mind talking about her husband's penis size. Overall, they had sex less often. Aside from talking about our children, which I didn't have much to say, we could chat about everything else. At that time, the age gap was probably 15 years. When I graduated and started working, I really liked dating older women. We didn't have sex very often with this one, but it was on and off for a long period. At the beginning, there was always a passionate phase, and we'd have sex many times. She kept track of the number of times we had sex each time. Once, she told me the number of times I ejaculated, which was basically the number of times her husband would ejaculate in the next five years. Later, the passionate phase probably passed, and we didn't meet up much anymore. But occasionally, when I was short of women, I'd flirt a bit to see if there was an opportunity. Sometimes, when I was horny, I'd really want to go through my contacts and see all the women I could sleep with. My memories of some women are a bit hazy, but I still have a general impression of them.

[The End]

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Me and the Lonely Boss Lady

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