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Hi all, I have been an ISS reader for the last 9-10 years. Previously, I used to read Humandigest. But, once they stopped publishing stories, I found ISS which is really helpful for single guys like me.
I have been always fantasizing about the stories I read here. After reading stories here, a thought came to me. Why not start writing my own experience in life? So, here it is. This is a 100% true sex story of mine.
Let’s begin. This started 3–4 years back when I was new to Bangalore. Being from a middle-class family, I never had any fun with colleagues or girls of my age.
I used to be horny most of the time looking hot and sexy girls and ladies in Bangalore. I used to secretly watch the hips, navel, and cleavages of ladies in my neighborhood. I was always attracted to middle-aged ladies. I knew there were many ladies out there who are sex-starving but I was not sure how to approach them.
During this time, an idea struck me. I created a new Facebook account with no real pics of mine. I started sending requests to Indians abroad and north Indians.
Luckily, I found a few ladies who really wanted to have sex. They used to do video chats and started sending their nude pics. Gradually, I got a pro in approaching ladies online (a few ladies blocked me too!) Out of 100, you can get a minimum of 5 ladies and this is a fact.
Later on, I started sending requests to random ladies in Bangalore. there was one such lady with big boobs and I started calling her “big boobs”. She used to yell at me but never blocked me. I thought there was a chance of getting laid with her. Let’s call her Sheela.
She was 36 years back then and I was 25. The chatting started and I got to know that she was single staying with her mom. Sheela was a rich lady from a Tamil family and the fact is that she was a virgin just like me! She was working in one of the offices in Bangalore which used to host some public events.
As days passed, our chatting increased. Gradually, we started doing sex chats. She used to show her big boobs, pussy, yummy belly and deep navel on video calls.
We both wanted to meet in real and have sex. But we both were scared as it was the first time for both of us. We didn’t have any places to have fun. She was not okay in coming to a lodge.
Our chats kept going on and finally, one day, I was very horny and decided to go to her office. She had a maid and one office boy there. The rest will be guests and only during events.
Unluckily, when I went there, some event was going on and there were many young ladies and men in her office.
I was scared and didn’t know what to say. She being 11 years elder to me couldn’t say we were a couple and to be frank, I never proposed her or wanted to marry her because of the age difference. Our only reason for chatting and meeting was to have SEX!
Anyway, my sexy facebook MILF introduced me to her friends as her cousin one who came from Tamil Nadu.
After seeing the crowd there, I thought my dream of having sex was shattered and I was very scared. Sheela usually goes home by 6.30 pm and it was 7 pm and still, they all were in the office. Slowly, all started leaving by 7.10 pm.
The minute everyone left, she went and latched the main door. I was still scared as there were securities outside. Any noise from inside, we would be heard.
The actual sex begins now. We both were horny as well. Let me describe the milf’s figure. Sheela was not very slim and fit. She was plump 36-32-38 (got to know from her). She had a huge ass.
She locked her room and was standing there. I slowly proceeded and held her hand and started hugging her. My dick was fully erect and slowly started pressing her huge soft boobs. I felt like I was in heaven.
We started kissing each other. I gave her a long smooch and started sucking her lips, cheeks, neck, and forehead. Guys, I am crazy about armpits. I started smelling the hot milf’s armpits next. It was so erotic with the smell of perfume mixed with her sweat.
By then, I had started leaking precum. Slowly, I removed the facebook milf’s salwar and kameez. Sheela was in a maroon bra and matching pantie. I was mesmerized looking at her figure. I was nude at the top, slowly started removing her bra and pantie. Even her pantie had wet patches because of our oral play.
I started sucking her right boob and pressing and pinching her left boob. Slowly, I went up and started licking her clean shaved armpits.
Then I took 2 steps backward and looked at her body from the top to the bottom. I was stunned looking at her deep huge navel. Her plump navel was her main attraction. I just loved licking that navel and smooth belly.
I was wearing jeans and she was trying to remove my jeans. As she was unable to remove it, I removed my jeans and slowly pulled down my jockey. The moment I slid my jockey, my rock hard dick sprang out like a lion freed from its cage.
Sheela was shy to look at my dick. I cleaned my precum using my underwear and went near her. Slowly, her hand came to my dick and she started pulling my dick to and fro. I was burning in sexual heat and could not hold any longer.
I asked her to stop and then went down to see her treasure. The sexy milf was clean down there. I slowly started pulling her pussy lips using my finger to take a deeper look.
Then I inserted my one finger into her pussy and after some time, I put my second finger. Then I tried to insert my third finger. It was very difficult. I actually wanted to lick her pussy like I had watched in porn. But I was taken back by the pungent smell of Sheela’s pussy. Somehow, I managed to kiss her pussy.
The moment I stood up, Sheela started pulling my dick. She was so excited and was trying to enter my dick in her pussy. I was scared because I didn’t want to make her pregnant.
During our chats, she had informed me to get condoms and she never gonna use pills because she thinks it won’t safe. I stopped her and went to take a condom from my backpack.
I then wore the condom on my dick and tried fucking the hot milf in standing position. As we both were new, we were finding it difficult as my dick kept sliding out of her pussy.
Finally and after several tries, I entered Sheela’s pussy. The feeling was strange. I didn’t imagine sex was this good and enjoyable.
I kept banging Sheela for some time and couldn’t hold longer as it was my first time. Meanwhile, she had her second orgasm and then I exploded in her pussy.
I took my dick out and removed the condom. It was so pleasurable, cannot be expressed in words.
During our sex games, she received 2 calls from her mother as she usually reaches home early.
We fucked one more time and by 8.15 pm, we winded up. She dropped me at the bus stop. I took a Volvo bus to my place and was imagining our sexual episodes.
***
This is the end of my first story and the beginning of my sex life.
Readers, I understand this was a long story. As it was my true story, I wanted everything to be true and wanted to mention each and every point. I will publish my second story after seeing the reaction from you guys.
Right now I am at Trivandrum. Any ladies, girls from Bangalore or Trivandrum can contact me on
Everything will be kept private.
Thank you.
Pansy
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