Middle School Mischief at DorsetChapter 5 Laying Little Leena
- 3 years ago
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By : Hotguyroby
Hi ISS Readers, this is Roby from south India and I am 28 years old and working in Bangalore now. I am a good looking, well built and moderately handsome guy with a pleasing personality. I have been a reader of this great site. I started reading this site like 5 years ago and I was very much interested in the great sex stories over here. I have masturbated many times by reading the amazing stories over here.
They all were really good. Later on, I left the site and I started to read this recently after almost 5 years. This time, I thought why should I tell you guys my own encounters with the females I have come across in my life. Each and every human being has got some weaknesses. Just like you guys, mine was sex and relationship with females.
I was born in a normal family in Kerala and I was very good in academics and I was a really good guy who never made any disrespect to the family. I used to watch porn movies and read such books during my college days. In my village, having sexual relations with girls was always a tough thing. Still, I managed to have some touching, kissing and pressing of all females around my place and especially in buses, however,
Nothing more than that was never ever happened in my life during my college days. I used to masturbate everyday by thinking the fucking hot females of my classes, tuition centers, encounters in buses, my sexy neighbors and school teachers etc. The funny thing is that I have made sex in my wild fantasies with all most all sexy females I met in my life till the age of 22.
God will always give chances for sex for you at some point of time in your life. I always tried to make relations, but, nothing worked out. Finally my chance has come when I was 22, last year in my college. I went for a marriage function of my cousin and I got my first real opportunity. The heroine was an elderly married lady who was my distant relative named Leena. I met her couple of times whenever I went their home. She was really sexy and hot.
She had a sexy body with nice ass and big boobs (a shape like 36-28-38) and very nice lips which always asks to kiss. But, as she was married and very friendly, I never thought anything bad about her. I always had a special interest for women who are big in size with big butts and large breasts. I always masturbate in nights thinking about them when I get in touch with someone like that.
I reached the marriage place one day in advance with my family. As I was a good boy and who studies well, everyone had good respect towards me. This place was a remote area and you have to catch boats to reach there. I was in the station when Leena came with her sister in law and her 2 kids. She wanted to come out of the boat and requested my help, I touched her hand took her out of the boat.
I didn’t have any feeling as I never thought anything bad about her till that night. In the night, we were together and doing many things like, cutting the vegetables and arranging the chairs and helping others to distribute food etc. She was married like 3 years ago and she didn’t have kids and this time, her husband didn’t accompany her. We were together and one old man came and asked if I am her husband, then she said not he is my relative and her husband will come only tomorrow.
Then she said, she is not having kids, because her husband has got some problem and I really felt bad for her. Then in night, we were about to sleep and the bride’s home didn’t have much facility. There were only 2 rooms and we had to adjust there. My parents were busy in the food preparation for tomorrow and which was like 100-200 meters away from bride’s home. We went to the inside room and I thought to sleep on one corner on floor.
She said, Roby, please come and sleep near to me. I thought if somebody sees, they will think bad about me. So I refused and lay on the other corner. The other 2 kids of her sister in law were also there as their mother had to help in making food for tomorrow’s marriage function. Leena was on the other corner with the kids. So, the 2 kids were In between us. We switched off the light and partially closed the door and started sleeping.
After sometime an Old man came to sleep in our room and I was half asleep as I came there after a long journey from my hostel which was like 200 KMs away from this place. After sometime, I got up and I saw Leena was sleeping near to me as the old man went to sleep on the other corner of the room. But, one of the kids was in between us. After seeing this, I was unable to sleep. I just put my right hand above this kid to cover him.
I just noticed that my hand is touching on very soft part and I realized that it was her boobs. I couldn’t control myself. I thought about squeezing it, but I didn’t have the courage and I was far inexperienced. But I couldn’t sleep as my fingers were slightly touching her boobs. If I do something wrong, my reputation will be tarnished if she tells my parents about my bad behavior, then I will have to suicide.
Such thoughts were going through my mind even though my hand was touching on her big watermelon which was soft like a plum cake. However, I couldn’t control myself and I didn’t want to waste an opportunity and really wanted to press on it. Big boobs were always my fascination. Whenever, I get a chance to touch with a female’s ass or boobs, a current passes through my body.
Now, an 11KV current is going through my body and I want to press those big boobs. Finally after sometime, I thought about taking a chance. I gathered the courage and gently touched her boobs. In order for her to not doubt me, I did this very carefully while taking my hand from that kid’s body. But she understood that I intentionally touched her boobs. Suddenly she changed her position and turned to the other side.
I thought I lost my name and reputation. I was simply cursing the moment I did that and I also turned to the other side of the wall. My sexual desire vanished in few seconds. Different thoughts were going on my mind and then I heard she was telling ‘Roby, please close that door’. Then I understood, she is interested and it’s the green signal to go to next level. I jumped like a hungry animal that hasn’t got anything to eat in the last 10 days and closed the door in a moment.
I came back and again put my arm above the boy’s body and touched her boobs without any hesitation. It was the first time I was touching the breasts of a female with her permission; I was simply fascinated about that moment. My coke of 7 inches simply erected like a big pole and I started to squeeze her boob like anything. Then I put my fingers on her lips and she was sucking my fingers.
I made her horny by touching her lips and by moving my fingers on her face. Then, I slowly put my hand inside her suits, she was wearing bra but hooks were open. I slowly touched her big boobs and pressed it like anything for a while and she was getting really hot and horny. I squeezed it like anything and her nipples became so hard due to the passion. She put her hand inside my shirt and roamed around my chest.
I was simply fascinated by this and came into a wild stage and really wanted to fuck her and sexual desire just came to me like anything. I couldn’t control myself anymore; I slowly undressed her and touched her vagina through her suit which was not shaven. I searched for the mouth of her vagina which was already wet. I have seen a lot of porn movies, so I had some idea about fingering a pussy.
I slowly put my fingers inside her wet pussy and started to finger fuck her like anything. She was in heavens and really enjoying it and she touched my dick inside my lungy and started to play with it. My cock became so hard and it was erected like a big pole and really wanted to go inside her wet pussy. I put my fingers deep inside her pussy and she became so wild and horny and started to moan slowly.
I was really enjoying her soft and hot pussy which I really wanted in my mouth. While doing this, we almost came close and the kid between us was in front of us and sleeping. I finger fucked her like anything for 10 minutes and she was in an extecy and she had her orgasm which was flowing in my hand and she simply smiled. She was playing with my cock and one of my hands were in her big breasts while the other inside her vagina.
As we were so close and she turned towards me and my erected dick was almost at the same position of her vagina now. She took it and simply put it in her vagina. Now my dick is in heavens and we were not using any protection. Who the hell wants a protection when it is the first experience and an opportunity gifted by God? My dick entered into the soft heaven and 1/3rd of it was already inside her wet vagina.
I started to pump it slowly. I really wanted to get on top of her and fuck her so hard, but I was unable to do that because the door’s lock was an old one and any one can enter the room at any time if they give a strong push. Moreover, the old man was sleeping on the other corner. I was slowly fucking her and she started to moan.
I kissed on her rosy lips so deeply and took it fully inside my mouth so that no sound will come out of her mouth. I almost entered my dick fully inside her wet pussy and smooch her like anything while my one hand was on her big watermelon. It was a real encounter which I was really enjoying.
Our slow stroking had changed to bit fast and we both were in heavens. I started to stroke her bit hard by holding on her beautiful ass with my right hand to get the thrust for my strokes. My guy was totally inside her and a great fuck was going on and I was about to have my semen to flow into her vagina. She was in heavens and biting my face and body and enjoying the moment like anything.
Then I saw in the darkness that the old uncle who was sleeping on the other corner simply got up and standing. I pushed her away from my body in that moment. The old uncle told us ‘this kid is kicking me and I am unable to sleep’. Suddenly we arranged our cloths and acted nothing was happening here even though my pole pierced out through my lungy into air. Thank God, as it was darkness, so he didn’t see it.
She got up and went to the other corner and started to sleep there while the old man came in her position. I was really angry because I was coming to the climax. I couldn’t resist myself, I waited for her to come back and sleep with me again, but she didn’t come. I even thought about going to the other side and complete the fuck. But, the fucking bloody old man is awake. Finally I went out and masturbated twice and came back.
From that moment, I couldn’t see her as the same old elderly lady. Then I slept after jerking out again. On the next day, I was so ashamed to look at her face, but she was behaving like nothing happened in between us and didn’t even mention anything about it. I couldn’t control myself, I was with her and touching on her body even when she was with her husband. In the evening we had to go from there.
We went in the same bus and her husband left early. Inside the bus, I was simply putting my fingers inside her vagina through her suit and touching here and there. It was my final year and she asked when I will be coming home after exams. I said after 1 month. She said, please come home after that and we will complete the rest. I promised her and she went to her place. It was my first experience which I really enjoyed and I couldn’t wait for 1 month now. But I had to. I went back to my college.
However, when I came back I went to her place and fucked her so hard. I will explain that story later as it’s already a big explanation now. I hope you people have enjoyed my wonderful first experience. I had fucked lot of girls after that and it was my starting point which turned to be a good start for me when I look back now. Wait for the remaining part of this story while please send your valuable comments and feedback about this at
Expecting to hear from you all about the comments and feedback very soon. While any beautiful females anywhere in India, who wishes to chit chat via mobile and talk sex and also to chat via yahoo or Google or MSN or Skype messengers are most welcome to contact me via this email. I am glad to come out and satisfy you like anything and give you a blow job anywhere you are. I wish you all a great sexual life. Good bye for now, Roby.
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Hi readers, This is my first story on Indian sex stories and I have been an avid reader since times immemorial. I never thought that I would experience something in my life that was kinky enough to be shared. Brief Introduction about myself : I am a 23 year old guy, currently residing in Delhi. I am from a prestigious engineering college in India and have always been career oriented, and due to this I could never meet such hot and sexy ladies before. I am 6’1″ tall, athletic body, and I...
For as long as I can remember my favourite sexual activity has been solo or mutual masturbation. It started at school with the thrill of "fiddling" with a class mate under the desk during lessons and progressed from there. As a gay man in my twenties I was somewhat promiscuous and, although I indulged in the usual sucking and fucking, I much preferred to wrap my fist round a stiff cock and slowly bring my partner to a shattering climax. I got (and still get) a particular kick giving...
My first encounter was with my first girlfriend (she is still in my memories) our affair lasted very short. Once before our break up I went to meet her to her place (her city of residence). There she had big bungalow and they lived in joint family. We had long talks and she asked me to see her at night. We were in her house in her separate room. To describe her she is 5’4”, wheatish, long hair (one of my likings, especially they are waving around the cute buts), 36- 28-38. She was in her...
Hi iss readers. Nice to read all the stories; I am writing another incident happened recently. I am Raghava, 35yr old now and good looking. I live in Hyderabad now and frequent traveler to Bangalore. This was happened few days back when one of my sister’s friends came to Hyderabad. My sister called me up and told that her friend is looking for a job and need some help. I asked to give my number and call me to meet. Next day, I was busy in the office and got a call from an unknown number...
I've got a neighbor bitch that has set me up with a key to go in her house and feed her cats and fish while she's gone. I also water her fucking plants outside. And on occasion one of her bitch friends will stop by during my duties at that house. But nothing has ever come from it, in that the bitches just turn and leave when I say that my neighbor bitch is gone on a trip.I have though gotten a lot of fantasy masturbation sessions when I freak about one of those friends of her's coming inside...
I've got a neighbor bitch that has set me up with a key to go in her house and feed her cats and fish while she's gone. I also water her fucking plants outside. And on occasion one of her bitch friends will stop by during my duties at that house. But nothing has ever come from it, in that the bitches just turn and leave when I say that my neighbor bitch is gone on a trip.I have though gotten a lot of fantasy masturbation sessions when I freak about one of those friends of her's coming inside...
Hello, guys. This is my first story in Indian Sex Stories. I am from Chennai currently working as a software engineer.Please feel free to comment and mail me at for any kind of relationship. I do massage services too on the weekend. Your Privacy is safe with me. Coming to my sex story, She was working in my college as a professor. She was 29 and married. Her stats were 32-28-34 which I came to know later. I was enjoying my college life in the first so I got an arrear where I was assigned a...
Summer was almost ending and I was around 20 y.o. It was my 2nd to the last day at the beach resort where I spent two weeks. I woked up late that morning after a night of hot sexual encounter with another guest. I took a quick shower and wore my speedos... I was planning to head to the pool and spend some time in the Jacuzzis there. When I stepped out of my room, I heard noise of moaning and some dirty talks of pleasure... I realized that the cottage in front of mine is rented. The guests have...
BisexualHi all, Its Raghu, actually I am from Tamilnadu, Chennai.This is my first story so forgive me if any flaw in story flow. Although it’s not a story an incident that took my life from dream to reality. Let me start with myself, I’m it an employee, aged 22 and I’m living in Bangalore. This incident happened 2 weeks back. When there was heavy rainfall in Bangalore. On that day, as usual, I was returning to my home from office 7 pm on the eve.On the way I say that sexy bombshell going in scooty...
Shubhleen ne ek number dial kiya. 2 minute ring bajane ke baad kisi ne phone uthaya. Shubhleen boli,”Hello! Kya aap Lesbian Girls se bol rahe hai?” “Ji haa. Kya aap koi Lesbian book karna chahte hai?” “Ji haa. Mujhe ek lesbian apne liye book karni hai.” “Aapka naam maam?” “Shubhleen Roy.” “Aapki age maam?” “22.” “Ok. Hum aapko apni saari lesbians ki photos aur per night price send kar rahe hai. Please apna e-mail ID bataye.” Usne apna e-mail ID bataya. “Thanks mam. Aap 5 minute me apna spam...
LesbianHi! Mera naam Vimal hai main Indore ka rehne wala hu. Meri umar 25 saal ki hai ye kahani mere ek gay encounter ki hai jo kuch din pehle hua and as it goes I’m also a fan of ISS and anyone who wants to contact me please mujhe batana kaisi lagi meri story mera email address hai I was already introduced to world of gay sex and I was in love with it. Ye kuch raat pehle ki baat hai ek company met se wapas aate samay ki hai party me as usual I got a bit drunk. Party ke baad around 2 baje main apni...
Gay MaleI walk in to the room. It is empty, and you’re nowhere to be found. I see a piece of paper on the bed. Next to it is a red satin piece of cloth. On the sheet it simply says “you know what to do.” My heart starts to pound faster as I imagine what you would want me to do. I want to please you. Remembering how you like to see me from our last encounter, I take off my shirt and skirt. I wear the colors you expressed are your favorite colors. I take the sash and tie it around my eyes, making sure...
I was loading my trunk at the local mall when a young lady walked past me to her car parked next to mine, a large Minivan with dark tinted windows. She was fairly young and under normal circumstances I would have ignored her, but she had the most muscular legs I'd seen in a while. I remember thinking “she's too young”, but those legs were just out of this world, definitely too muscular for someone so young. Despite my better judgment, I took a peek while she opened the lift gate of the van. ...
Hello everyone, I am Nisha, a regular working class girl working in Panvel. I live at thane and commute every day to Panvel and back for work by local. I am a beautiful looking girl with vital stats of 32-26-34. In my profession, it is required that I should wear saree for most of the days. It is irritating as traveling after wearing a saree is hectic plus you have to endure all the lustful eyes around you at the train station. So I travel through ladies compartment each time. This incident...
Part 8: Or, “The review of different types of orgasms.”I realize that the phone doesn’t vibrate anymore. It didn’t have that much battery power left anyway. All right. That’s that then. No more games, time to fuck.I remove the phone from her vagina, and shove it in her mouth. “Taste your juices, bitch!” I half-shout, as my mouth descents on her cunt, and two of my fingers find her asshole. In minutes, I feel an anal orgasm coming on, so… I stop.I reach to undo the wire that’s still between her...