Boarding School Encounter 05 Henrietta Buggered by the Headmistress
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Hello indian sex stories dot net readers,
I am Kevin, I am going to narrate a real incident happened to myself. It was 2 years back when I joined this mnc as an intern. I was fresher. On day one, head hr gave us induction training . Her name is Angela. 38-40 years old, unmarried. I must tell you this, she was looking very hot in her skirt and a maroon top. She has maintained her body quite well. She has 38-30-32. Fair as milk. Her ass and boobs were calling me to fuck them. She was the perfect cougar I have ever seen. I wanted to have sex with her right away but she was our head her. All this in my head I was staring at her boobs she must have noticed it. She gave me flirty smile, I was scared at first but then I smiled too.
A few days later Angela informed us that there is annual workshop coming Saturday and post workshop dinner will be served. It was my first ever workshop. I didn’t know there will be liquor. I had 3 pegs of scotch. Throughout the party I was watching Angela she was wearing a tight skirt and a shirt. She was damn sexy. Her clothes were revealing her sexy body. After the workshop, I was already 3 pegs down and reasonably high. Angela was calling everyone on the dance floor I took a chance and asked her if we could dance. I had taken few dance classes which helped dancing with her. We had fun and enjoyed a lot. Later we went for dinner.
After dinner I was headed home I was waiting for an auto but no one was ready to take me to Andheri station. I used to stay in kandivili. Luckily Angela came with her Skoda. She asked me to get in and laughed saying you won’t get an auto from here they won’t go station they only take “Lamba bhada”. Don’t worry I don’t bit I will drop you at Andheri. She was right so I said okay and get in the car.
Me: do you stay nearby
Angela: yes right next block
Me: you stay with parents?
Angela: I used to but my parents have gone to our native place they don’t like it here. Where do you stay.?
Me: kandivili. How much time it will take to reach station
She said should not take more than 10 minutes but you know this traffic. Cant really say. Why whats wrong?
Me: actually I need to pee.
Angela: how about you come my home then I will drop you at station
Me: okay
She opened the door and took me to the washroom . I had a pee and while I was searching for handwash I found a dildo. I was surprised I thought it could be the time to fuck Angela right in her own house. But wasn’t sure how to initiate the talk.
I came out of washroom and she asked me you need anything tea coffee water I said I am already 3 pegs down
Angela: scotch then?
Me: only if you join me
Angela: okay but only one peg
Me: okay
She didn’t drink in the party but here she was drinking with me and that dildo in the washroom was driving me nuts. She was 1 peg down and we were chatting casually I made another peg for us and asked her I want to dance again with you.
She played light music and we started dancing like anything we were high as fuck.
Her body was leaning on me I said in her ear you have the sexiest body in the world she said I know and you stare at my boobs
I said I don’t want to stare them anymore I want to make love with you
Angela: could you handle my hotness
Me: any doubt
Put her hands in my pant and grab my penis and said let find out…
Immediately we started kissing each other. I started kissing her on neck and ear everywhere. This continued for 10 minutes. Then I said prepare your womanhood to be pounded by manhood.
Angela: slow down man let s warm up you dick before its ready for pounding. She started removing my pant and took my 6.5” penisand started massaging it like anything . Then started sucking it she gave me nice blowjob for next 15 mins . I took her to bedroom and started her kissing againg and slowing removed her shirt . She was standing in her bra and skirt I unhooked her belt and removed her skirt and was shocked she wasnt wearing panty when I asked she said those make fewl unconfortable only wear them in periods. Her pussy was clean shaved . I immediately removed her bra with one hand and started fingring her with one hnd and squeezing her 38 boobs with another. Then I started kissing her one niple and pinch ing other she was moaning like anything.
Her pussy was already wet I could feel that. I said you gonna love this she said please go slow I said sure.
I put my dick head on her pussy it was tight than expected. With two hands I was holding her nipples and kissing her. I made her thought push in my mouth and I held it gently with my teeth. And before she knew anything I push my manhood into her. She tried shouting but could not. Without a second my whole penis was inside. She started shivering I was scared. She was having orgasm. She started shouting fuck me move your ass fucker. And I started fucking here and gently got pace. I was fucking her for 20 minutes then I ejaculated right in her pussy.
Then I pulled my dick and I could see the semen coming out.
We were lying on bed cuddling and fondling for an hour or so. Then I got erection again.
Me: you have a great ass , I am going to bang it
Angela: I never did something like this before.
Me: there is the first day of everything you are gonna enjoy this believe me. I made her bend it was like doggy style I grab her from the waist and like before in one thrust put half penis inside. I knew it is painful for first timers. She was crying like hell I landing kisses on her back and neck and put my one hand on her boobs squeezing and pinching her nipple. And with another hand, I was rubbing her clitoris. When she stoped crying I gave second thrust and my whole dick was inside then pulled my dick out and again started fucking her in between I slapped her ass globe it was red now. Then I ejaculated in her asshole. It was full of semen. Her both holes were leaking my semen.
I took her to the bathroom and we took bath together I washed her asshole with my finger and there was some blood in her asshole I said your ass is no longer virgin and it is mine now. Kissed her ass and slapped. She said anytime. We kissed for 5 minutes and put on cloths and left her home.
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Hi viewers.. This Raj it’s actually the first story of mine on ISS. But not the first experience of my life…. Let me describe myself first.. Me age of 28 … good height of 5’11” and my chotu size will be known and remembered to all you has seen it. As its my first story please do bear with me if any mistakes and please do reply and send me the feedback so as to motivate me to write more stories. Please send your feedback on Myself a young energetic and good physic guy from Hyderabad, I was...
Hi My name is Raj (name changed) from the South Indian city of Bangalore. Interested aunties and matured ladies can contact me on As I write this story which is 100% true, my memory dates back to 1990 when I was a 1st year Engineering student with raging hormones. I had a very strong sexual urge but did not know how to or where to release it. In those days, we did not have sites like Indian sex stories but our access to sexual literature was limited to books which were sold in some book stores...
Hi All of indian sex stories dot net, If you are a new reader of this story, I kindly suggest you to go through my first encounter ‘ Introduced to the world of sex’. After the end of my first encounter, days passed by with few quickes and bjs when ever I catch up with Preethi. I was jobless for almost a year, then decided to do my masters so moved to Bangalore in one of famous college. Until my first year never had any girlfriend, almost for one year everything went always with handshakes. The...
Hi readers, this is Atul once again with a brand new encounter, which has happened early December, 2011.It was Friday 2nd December, 2011 as usual I went to office. I always love Fridays since the next two days are holidays for me and when I reached office my boss called me in his cabin. I was not even settled on my seat, but once I got his message, immediately I went to his cabin. He told me that I am going to Pune within next 4 hours. He had made arrangement to book my Volvo ticket also. I...
My name is Zen and this is my real story of an erotic encounter with my friend’s mom. I saw her for the first time and fell in love with her. It was 4 years back when my other friends and I used to meet at night time for playing cards. We used to sit on a bench near four-way, discuss cricket, tease each other by their girlfriend’s name and many other things. One night, one of my friends introduced us to Harry. Harry was a few years younger to us. As there was no boy of his age in the locality....
Extra Marital AffairHello Everyone, This is Rohan, back again with the second part of my encounter with big Spanish women Latisha, a bit about me again, I am 27, 6’1″ tall and athletic. I suggest you read the previous part to enjoy the current story even more. Here is the link Well after our encounter in the kitchen and in the sofa, we both were exhausted and sweating, it may have been a short session of 20 mins, but it got us both very horny and we both came like never before, our face was wet with each other’s...