My Life With Older Women - Cover

My Life With Older Women

by Eli the Bearded

Copyright© 2025 by Eli the Bearded

Erotica Sex Story: A young man found himself unable to fantasize about younger women, preferring married women much older than himself.

Caution: This Erotica Sex Story contains strong sexual content, including Mult   Consensual   Exhibitionism   Massage   Masturbation   Oral Sex   Petting   Voyeurism   Size   Small Breasts   .

In this and future postings, I will attempt to describe my sexual experiences and escapades right from my teenage years. My taste has always been and will be towards older, mature women, preferably married. If you have had a similar experience you would like to share, please do post.

My family was a very well-to-do one, and over the course of years, my father had expanded our original family business in textiles to several other peripheral fields. I am from India, and when I was about 9, my parents relocated to London in order for my father to better control his rapidly growing international business. With the idea that my education would be better served back in India, my parents left me alone back at our family house in New Delhi.

To act as my guardian was Thangam aunty. Her husband worked as a personal assistant(or PA as is commonly referred to in India) for my father. He was forced to relocate to London when my father shifted offices there. He and Thangam aunty had two young children aged 6 and 5, respectively. The arrangement was that Thangam aunty and her children would move into our house. There was a separate outhouse by the main building meant for guests. She and her children were to stay there. Her post was more like a housekeeper. Her job was to basically make sure the household ran smoothly, look after kitchen duties, and make sure I was well taken care of. For legal purposes, she was also appointed my local guardian.

The arrangement worked out smoothly. Firstly, at the risk of sounding boastful and immodest, I have to state that my scholastic achievements were always excellent. I was never very studious or hardworking, but I have always secretly prided myself on being “extraordinarily” intelligent. I almost always placed among the top three students in my class. There was therefore really not much effort on anyone’s part to ensure that my education was getting along okay. Secondly, Thangam aunty and her family were easy to get along with. The two households were separately maintained, and we barely interfered with each other. My schedule was to leave for school in the morning and come back by around 3:00 p.m. Thangam aunty’s kids used to go to a different school and would have already returned an hour before then. Therefore, when I used to return, she would be waiting to make sure that I ate a proper meal and got some rest. My evenings were either spent playing with some friends over from school who lived nearby or more often than not, being invited to dinner by friends of my parents.

With a reasonably hectic social life, I managed to get over the initial depression of being apart from my parents and soon got into a regular routine of sorts. A few years passed by like this. I would visit London about every four months or so. My parents would drop back in at about the same frequency. A similar arrangement worked for Thangam aunty and her family.

It was when I got past my 17th birthday that I first became sexually “aware”. I had gotten an old edition of “Time” magazine, and there was a page full of photographs showing Jimmy Carter kissing various women, something about his kissing techniques. I am pretty sure this was my first ever erection. It lasted for a while and felt rather strange and uncomfortable. I was a little frightened as to whether or not this was some medical problem or not. However, this is not something you can go and ask someone that easily about. I therefore kept quiet about it, and by late evening that day, I was back to normal.

A few weeks after that, I borrowed the book “The Godfather” from my school library. This was my first exposure to any kind of information on sex. The book had some torrid sex scenes described in it. I read and reread again and again, the pages with the sex scenes in them. I also understood that what was happening to my penis was an erection and that it was quite normal for it to happen. For the first few weeks after this, my mind was solely occupied with trying to get and read similar novels. I read some Ken Follet books and a whole bunch of Nick Carter ones too. To put no fine a point on it, my knowledge of theory as far as sex was concerned was getting to be quite good, although the practical aspect was basically nil.

It was only almost a month after all this that I started observing the women I met and saw on a daily basis. I started observing the female teachers in my school more closely. I would look at them all, even the ugly ones, and wonder what their bodies were like, how their nipples were, and what the inside of their thighs would look like. My eventual seduction of some of the more desirable ones will be told in future episodes.

When I was about 4 months from my 18th birthday, I masturbated for the first time. I really couldn’t help it then. I had been fantasising for a few months on different women but had never really come anywhere close to masturbating or ejaculating. It was in late September that year and I had just returned from school. It was raining that day, not too heavily though. Thangam aunty was not at home when I returned. One of her kids, the elder one, had fallen down and had a minor scrape on his knee and she had forgotten that it was time for her to get back to the house in time to get my lunch ready. Her younger daughter must have seen me enter the house, for within a few minutes of my return, I could see Thangam aunty walking from the outhouse towards the main door. She was getting drenched and her sari and blouse were starting to cling to her body. This was the first time I noticed her as a woman. She was about 33 years old at this time, about fifteen years older than me. She was dark-complexioned and quite attractive to look at. As I watched her walk towards the house, I noticed how slim she was and how smooth her skin was. She was hairless on her hands and I guessed that she was rather hairless on her legs too, unlike most other Indian women. It was also the first time I observed her breasts. She was rather flat on that score and had small breasts that I was soon to know on a more intimate basis.

As she entered the house, she apologised for being late. I didn’t really say anything in reply. My mind was still awhirl with conflicting emotions as I sought to grapple with my newfound sexual interest in this woman who had been living with me for the past 3 years. I watched her back as she went towards the kitchen to get my lunch ready. I felt that all I could do was to stare and explore every inch of her figure with my eyes. Throughout the meal, I was pretty blatant in staring at her. I couldn’t take my eyes off her exposed navel between her blouse and her petticoat. It took me all to control myself from grabbing her towards me and burying my tongue into her navel. She must have sensed that something had changed, for her manner suddenly became a bit confused and her statements became a bit illegible. My appetite was almost non-existent. All I could think of was the raging hard-on between my pants. I gulped down my lunch as fast as I could and then, excusing myself that I needed to get some sleep, I rushed upstairs to my bedroom. My cock was steel-hard and I was not sure what to do. I opened my pants and for a while just stared at how big my cock had become. This was the biggest I had ever seen it go to. I could vaguely hear sounds from downstairs indicating that Thangam aunty was cleaning up the dishes from my lunch. I went towards the window knowing that she would be out walking back towards her rooms in a short while. As she walked back, I stared at her profile drinking as much of it as I could in that short time. Her chocolatey brown body with droplets of water on it was enough to drive me crazy. I watched her disappear into the outhouse. I came back to my bed and lay down flat on my stomach, my erection against the bed, my mind full of Thangam’s aunty lovely body. I am not sure how it happened, but within a few minutes, I found my body writhing a little and my penis kind of vibrating on its own. I felt myself ejaculate, and till that time it was probably the most pleasurable sensation I had ever had in my life.

I soon fell asleep, and when I woke up, I realised that I had barely enough time to make it to dinner at the house of one of my mother’s friends. I took a quick shower and had the driver drop me off at their house. Savitri was the name of my mother’s friend. She must have been around 38 years old then. After having ejaculated, fantasising on Thangam aunty, it was easy for me to quell any pangs of conscience and think about Savitri aunty too. She and my mother were friends from childhood. She had been married for about 16 years now and still had no children. She had a light brown complexion, medium build, and medium height. That evening, she looked really lovely, dressed in a sleeveless white blouse and a white cotton sari. Through the party, I kept trying to keep her within my range of vision, while at the same time trying to cover my hard-on. All kinds of fantasies started floating through my head, of Savitri aunty, of Thangam aunty, of the two of them together ... I was a bit disappointed when the driver came to pick me up to take me back to my house. When I returned, I headed straight back to bed, and it was back to spanking the monkey again.

Over the next couple of months, I was basically a masturbating maniac. I would play with my cock at least 3 to 4 times a day. My fantasies would involve the two ladies I have already mentioned, plus some of my school teachers, friends’ mothers, etc. I realised that all my fantasies involved women much older than myself, who were respectably married with kids. It was extremely difficult, if not impossible, for me to fantasise on younger women or teenage girls in my age group, however pretty they looked.

 
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