Hi. This is my first time trying to write about my experiences and fantasies. Sorry for my poor language and request you to ignore the mistakes. This is a multi part story about my experience with a dark bbw woman.
This is about an incident which happened a few weeks ago. To introduce myself I am Sam, a normal guy in my mid thirties who works for my family and has lost all the fun in life. When it comes to women, my taste is a bit weird. I like aged women that too dark, with heavy boobs and ass. My friends used to tease me about my taste but that's how I am. I often fantasize about maids and jerk thinking about them.
This story is about how i fucked an old dark plus sized women in my area whom i was stalking for months without knowing that she is a hooker.
For the past few months, I started going for morning walks as per doctor advice. One such day when I found a woman sitting in front of a house along with another girl. The woman would be around 50, dark and fat. She was wearing a black blouse and red saree. Blouse was so tight and I could see that she was not wearing any bra. She had not covered her back with a saree and her back was visible clearly. She had a round face with nose pierced. Her neck was dark and sweaty and was wearing a big gold chain. I could also see her blouse wet under armpits. Because of the humid weather she was sweating a lot. Her sweaty dark fat body turned me on. I just kept staring at her as I walked past her.
From that day, daily I used to go for a walk at the same time and sometimes if she was not there I used to wait for her to come. One such day when I went out for a walk she was sitting in the place where I met her first. But when I approached her, she stood up and started walking. I followed her. She had a huge ass. I was just looking at her as she was walking in front of me. I lost myself in her ass movement. I understood that her home was nearby and I followed her till her house. Luckily it was exactly nearby a coffee shop where I used to have coffee and smoke sometimes.
I started going to the coffee shop regularly now and I used to sit outside smoking and keep looking for her. Her house was on the ground floor and She often used to sit outside in a chair and would be speaking to someone on the phone or real.
I intentionally walk slowly when I cross her house trying to catch a glimpse of her. Initially for a few days she did not notice me, but slowly she started understanding that I am stalking her. Many times she found me staring at her body, but she used to continue doing her activities. She was living with her daughter and her daughter is 25 years old,tall,dark and has a strong physique. Sometimes she also would be doing morning walks.
I was continuing this for a few months. I got close to the coffee shop owner and he also found out that I was looking at that MILF for a while and stalking her. As we got more friendly, one day he asked me whether I am lusting for that lady's daughter. I was shocked and was taken aback. I just said no and came back home.
I was a little tense and in the evening again went to the shop. No one was there in the shop except for the owner. I asked why he asked me that in the morning. He said that he was watching me everyday looking at her while smoking and he knew about it. But he didn't know that I was not looking at her daughter but her mother.
I was trying to hide my embarrassment and he said why are you wasting time then. Go ahead and bang her. I was confused and was looking at him puzzled. He said she is a hooker and her mom only pimps her. I was completely taken aback. He started talking about the ladies.
The old lady whom I was stalking is Valsamma. She is from the coastal side and settled here long back. She used to manage the fish stall in the morning and do escort service at night. Her husband used to pimp her. She has two daughters and a son.
Her Eldest daughter is married now she has moved out. She also used to do escort service and now after marriage she has moved out of town. Her second daughter is now with her and doing escort service. Her son is a local rogue and half the time he used to be drunk. Her husband is no more now. Apart from her daughter, she also pimps some of the local ladies in that area.
I was cursing myself that I had wasted time stalking a hooker rather than banging her on the first day I saw her. I asked the guy how can I speak to her and bang her. He said he can arrange it but he needs to be taken care of.
I gave him some tips and he was ready to help me out. But he didn't know that I wanted the mom, not her daughter. I told him I don't need the young girl. He was confused and asked me, "Who do you want then?"
I told him I want her mom. He started laughing loudly and said you are a strange person. She is now old, fat ugly and filthy and you want to bang her? said nothing can beat the experience. He said now she is not doing escort service and just pimp other ladies. I asked him to speak to her and make her accept.
I said I will pay him more if he manages to do so. He said he will try his best but it's tough. I was very happy that i am going to bang her but at the same time i was cursing myself that i have wasted so much time stalking behind a hooker. Now I just can't wait to bang her now.
Since my family was with me, I won't be able to bring her home. My friend has a bungalow on the outskirts of the city and we used to party a lot with women there. Now he is out of town. But the caretaker of the bungalow knew about us. We used to have fun there with many women. I just rang up my friend and told him that I will be using his bungalow for a couple of days.
I finally fixed the date and told my family that I am going out of town on official work. I informed the coffee shop owner about my plans and asked him to arrange for her for three days.
He spoke with her but she didn't agree. she said she stopped doing escort service and offered her daughter instead. He tried convincing her but she didn't agree.
I told the coffee shop owner to offer her more and convince her somehow. He called me on my mobile and handed it to her. I was nervous and shivering when she spoke on mobile. She was offering her daughter and certain other women. I said No and I said I only want her.
She was laughing and said it would cost you more then. Why do you want to waste more money on bbw who is old and ugly. But I kept insisting that I want her only. I offered her more than what she was expecting. She was surprised and finally accepted the offer.
I asked her to carry some tight blouses and dark sarees with her for which she obliged.
Finally the day arrived. The coffee shop owner asked me to wait near a supermarket which is around a mile away from his shop. He asked me to come by 1 pm. I couldn't wait and reached there by 12.30 itself.
I was nervous and restless. I started smoking continuously and couldn't wait for her to come. I parked my car in the parking lot and was waiting on the opposite side of the road. They didn't turn up till 1:30 PM. I was getting restless. Finally at around 1:40 the coffee shop owner called me and asked where I was. I told him where I was standing and asked him to make her sit in my car which is in the parking lot.
I asked him not to show me as the customer and rather act as a stranger. I kept the car door open and I was continuously monitoring them. She was in a black blouse and red saree and was carrying a small bag. She got down from his bike and the coffee shop owner made her sit in my car. He then came towards me and was smiling at me. I tipped him as I promised. He was very happy and left from there.
Now I slowly started moving towards my car and I opened the door and entered. She was sweating heavily and her blouse was wet. She was waving her saree to get some air. As I entered and said hi to her, She was surprised to see me and gave a naughty smile.
I took my napkin and tried to wipe her sweat. She asked me to switch on the AC and move the car before anyone sees. I started driving and talking to her.
Val : So you are they guy who wanted me desperately