It all happened by chance. I was a fairly average guy, who was not very adventurous. However, I was always quite aware of the fact that I was good looking, and with age, I was maturing like old wine – I was also more confident. Post 35, I have been constantly attracting attention but never did anything about it. The last couple of years, I decided to come out of my shell and try something new.
So, like many people, my first choice was to look for action with escorts or by playing a sugar daddy. I did that for some time, before I met someone very interesting. I will call her Sudha. I met her through an escort-listing and she came across as a very high-end lady, who was doing this primarily as her way of meeting her sexual desires. When we first met, it was unlike any other meeting. It was like I was meeting another similar minded person.
The second time I met Sudha was after the lockdown and the first thing she said was she was turned on even before engaging in the act. While we were taking a break, she said slyly: “why don’t you try to give your time to some ladies that I know from my society and work? You can charge them for your company and I will set it up for you. You can pay me a small commission.” I was at first a bit surprised, but as she explained more it seemed like something that could be tried. I would be charging for my company and my massaging skills - after that if something happened, that would be behind closed doors between two consenting adults. Of course, I was very flattered that I could get paid for doing what I love.
As they say the first experiences are always unique. So, let me tell you a little about the first one. Her name was Jyoti (of course I have changed the real name). She was about 45, with short-hair, and slightly plump body. Sudha’s instruction was that she is definitely lonely and wanted someone to be with. So, I should go and start with a proper regular massage, and then depending on the situation I could “explore” more.
Since Jyoti was a friend of Sudha, it was decided that I would go to her home when she is alone. Cut to the chase – I reached and started the massage. She was lying and had covered her breasts and crotch with two towels and was also wearing her panties. First, I did the back and didn’t attempt to try anything funny. Then I asked her to turn around. The towel on her breast had slipped a little so that the tips of her nipples were on display. I was a little excited and nervous also. I tried to turn my hand over and ran the back of my nails up the inside of her thigh. I suddenly felt a jerk and saw that the top towel had moved off exposing one breast. She did not attempt to cover it.
Things looked promising but I still wasn’t certain. I stopped with my hand again just a few inches from her panties pressing against the edge of the towel and into her flesh. I heard the low, almost inaudible gasp, I saw her head roll further and I felt her thigh muscle tighten. She was aroused for sure. That was enough for me to remove the towel completely and put my hands under her panties and pull them down. I moved my fingers searching through the satin covered folds of her pussy for that bud (clitoris) that has only one purpose, sexual satisfaction. I must have found it for suddenly her whole body jerked and she arched her back a little. I reached out with my left hand and grasped a handful of her sizeable breast. I plunged three fingers right up her cunt & finger fucked her to a surprisingly strong orgasm.
Later as I was leaving her home, Jyoti said that there may be other friends who are in her age group, some of them in fifties, who wanted some fun. Would I want to be introduced. “Of course’, I said.
And thus, started my journey. There are times when the ladies demand more than an erotic massage, and I more than happy to let them have my body for their satisfaction and to make them feel less lonely. Sometimes, we only do a normal massage and talk and have tea or coffee. But I don’t obviously want to make this my profession. So, this is a hobby, and thanks to my first friends Sudha and Jyoti, today I have a small group of “friends” now who take part with me in my hobby.
