This experience dates back to my college days in Mumbai (then called Bombay) in 1982. That was when we had just passed out of school and I was eager to explore the bad world. Even earlier though, we boys had the usual teenage pastimes of stalking females and grading them as per their bust sizes (peanuts, grape, lemon, apple, orange, mango and melons), drawing graffiti in toilets that depicted ourselves with women of our choices, (mostly film actresses and our class teachers), etc.
Rupa was our classmate though I had never once spoken to her earlier. Those days we were still in our teens and carried the Christian school ideas to avoid mixing with the girls, into college. However, no one could stop me from ogling at girls and masturbate in their fantasy. Rupa was one of my long-term fantasy girl for masturbation that lasted almost a decade after college and when we went our separate ways.
To describe Rupa, she was a typical Maharashtrian girl, from the upper middle-class area of Matunga, in Mumbai. She was amply endowed, (amply is an understatement) with boobs that I had guessed went into the 40s with definitely a D cup or more. We boys used to drool over her boobs, and we played games guessing her statistics. My guess was 40D-32-40 and all this at the age of 15. But once I saw her with her mother and I understood that it was in her genes.
Well, she gave me my first major sexual arousal of the spontaneous cum release kind and that was when I sat behind her in class one day. The class was one of the stepped kind, more like an auditorium. She had worn a tight T-shirt through which her bra was clearly visible as an outline when she leaned forward to make notes of the lecture. The hook was at the back and I had an erection just by wondering if she could accommodate herself in the space between her seat and the desk in front of her. Her hair was short and that left the back open for all sorts of fantasies.
Some of her classmates from school were friends of mine in the class, and they would take liberties with her. When she would relax on the bench, they would hold her bra’s horizontal strap and when she would lean on to the desk, it would tighten against her breasts. And then they would release it and the strap would hit hard on her back. She would turn back and rebuke them naughtily, but never seriously objected to her friends’ activities. My friends would say that she was one horny girl even in school and a few of them bragged that they had slept with her and she was not a virgin. All this was a culture shock for me, but since they came from an “elite” background, I thought it might have been possibly true.
She was a javelin thrower, I learned and I was myself an athlete in school. I too had enrolled myself for the college sprint team. We were to take a daily practice in the grounds opposite our college. We were told by the coach, who happened to be a decent Parsi gentleman, to come over the grounds early at 5.00 am for practice. I stayed about a good 40 minutes journey by a train while Rupa I was told, stayed at a walking distance from the college.
We were told to bring or come in white shorts and T-shirts, while the girls were asked to wear the pinafore and T-shirts for the practice. Pinafore was a kind of shorts more like a skirt, for girls.
The first day was an eventful day for all the boys who had gathered for the practice. Rupa had come in her white T-shirt that barely held back her huge bosom. The T-shirt, in fact, highlighted her size to a great extent, giving all of us a greater size in our shorts to deal with.
On the first day, all of us were asked to show our talents, and Rupa took up the javelin. We all waited with expectations as she took her start and started striding rapidly to the throw line. And what we saw was mind boggling. Her breasts shook and heaved as she ran up the strip. Wobbling and thumping all along. It was obvious that the coach noticed our undue interest in Rupa’s run-up but had no option. This became a regular feature. We would abandon our practice and stand and watch Rupa’s heavy breasts wobbling to her exertion. After a couple of throws and as the sun began to rise, it would become more humid and we would usually end up sweating a lot.
We actually waited for sunrise for that is when we could see Rupa’s hidden assets in their glory as the sweat caused her T-shirt to stick to her body and her bra and sometimes her nipples were clearly visible through them.
This went on for more than a year. And we had a jolly good time, getting back to the washroom to shag and freshen up before the classes.
My closest intimacy was during the annual class picnic that went to a beach near Malad in the western suburbs of Mumbai.
We had all decided that we would be going for a swim and we had equipped ourselves with shorts and other swim gear. The girls, however, were of the conservative types (this was the early 80s) and all of them were in their Punjabi suits or salwar –kameez.
So was Rupa. Some of the guys who had already begun befriending the girls dragged their companions into the water and soon most of the girls were drenched from head to toe. We were treated to a visual delight as it was for the first time for most of us to ogle at so many wet bodies at close quarters.
We were all waiting for Rupa to get into the water. She had stayed out so far. One of the guys from our group walked over and had a talk with her to convince her to get in along with us. She hesitated, looked in our direction and then we saw her nodding her head. Our friend winked at us and we all rushed into the water splashing all around us. Rupa was holding our friend’s hand and he slowly led her to the area of water away from the rest of the crowd, where the water was at least chest deep.
We all joined them and soon we were splashing water at each other. Rupa was obviously enjoying herself, oblivious to what she was to undergo soon.
We soon moved into a position where we held hands and encircled her. She was in the middle up to her neck and she was bobbing up and down with the tide. We moved in for the kill, slowly not wanting to create a panic. We were five of us. One of us, let us call him A, dived into the water and we saw Rupa going under. Obviously, A had pulled her legs and dragged her in. B moved in next and went for her hands. C and I went under and held her by her waist. E went down and was the first to molest her. He cupped her face in his palms and gave a brief but deep kiss on her lips. Rupa was shocked and we could see that she was trying to push us away. But she was alone against 5 of us. We took turns at fondling her, squeezing her breasts and buttocks. We felt her cunt and rubbed her for a few seconds. After the initial resistance, we realized that she had stopped fighting back and was actually co-operating with us. In fact, her boldness shocked us initially. We took the liberty of releasing our hold on her, as she began to flirt with us in the water. A had his erection squeezed. He couldn’t hold on and stripped under the water and shagged.
I for one considered myself the luckiest of the whole lot. Rupa unzipped her top, she unhooked her bra and pushed up the cups. She waddled towards me and grabbed my face and pushed me under. The next thing I knew was that my face was pressed against her massive tits and I was struggling for breath. I came up for air, as Rupa released her grip. I dove again after a lungful of air and this time, I took her long erect nipples into my mouth and sucked on them for as long as I could hold my breath. Squeezing and pumping her globes all the time. She was moaning. C dived under and I saw him going for where her cunt might have been. I saw him rubbing his nose at her triangle. We took breaks to come up for air.
We spent about 15 minutes in the water. Rupa then gave a hand job to each one of us. The water around was splattered with our own cum. All this time Rupa remained dressed to the extent that we never got to touch her bare pussy and arse. We came out of the water and dried ourselves. No one spoke a word about it to the others.
Rupa continued to entertain us whenever possible. And I was later told by C, that Rupa had been to bed with him, limiting herself only to a blowjob and letting him lick her cunt and suck her breasts. When we found ourselves alone on a couple of occasions, Rupa allowed me to suckle her breasts and kiss her pussy over the dress, and she masturbated me and allowed me to cum on her palms.
A year later we passed out of the college Class XII and we went our ways to pursue our professional career. The last I heard about two decades ago, that she was a doctor in the US.
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