Lost Virginity To An Older Man free porn video

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My name is Shakthi. I am female from Chennai, Tamil nadu. I am now 25 years old and I am going to narrate a true story of how I lost my virginity to a 52 year old man when I was 18.

About me, I am based in Chennai, working in an advertising firm. I am short and appear plump and have full boobs. 36E-31-36. I am just 5 feet tall and so my boobs appear hugely disproportionate for my body. I am interested in older men, bus or train sex and exhibitionism. This happened when I was in school, 12th std, and is mainly the reason why I like older men.

Those were the days when chat rooms were popular. I used to hang out in Yahoo India Chat Room. I started chatting with a man, Raghu uncle, who was 52 years old at that time. He was pleasant and friendly and used to give me advice on a wide range of issues. But we never chatted sexually at any point of time. He didn’t even try to flirt with me. He was my ‘agony aunt’. I used to tell him all my problems and he used to advice on ways to cope with the board exam stress. He was married and had an 22 year old son and a 19 year old daughter. He had his own glass export business.

So anyway, fast forward- one day he suggested that we meet. I was scared and refused point blank. But over the next few days he convinced me tactfully. He suggested that we meet in the evening after my school. He would bring his car near my school and we would go for a drive. Eventually, I agreed.

My school uniform was a white shirt and a knee length red and white checked skirt. My skirt was 2 inches well below my knee (not above). I wear my mid length hair in a ponytail.

D-Day arrived. I was nervously waiting for him. I hadn’t told any of my friends about him, as they would disapprove and I also felt sort of possessive about him. I told my parents that the school was going to have a lot of after school special classes and since I was in 12th std, they didn’t see anything suspicious. Raghu uncle had already given me the car number, make and colour so that I could get in without wasting time.

Soon enough I spotted the red car. It stopped near the bus stand. I had seen Raghu uncle’s picture, but he hadn’t seen mine. So he had no idea how I would look like. I got in the car and he drove off without even giving me a second glance. Driving around the city, we just had normal conversation. He stopped and got me lots of stuff to eat and told a lot of funny stories. I was enjoying his company to the hilt.

This continued for days. Soon he began to buy me expensive gifts- perfume, earrings, watch and such other stuff. This increased our proximity and I became more trusting, more open, more willing.

One day, he got some snacks and we drove to ECR (East Coast Road), a stretch of road that runs parallel to the sea all the way to Pondicherry from Chennai. It is a very nice stretch of road and is fairly secluded in certain sections, especially the lanes. We stopped in one of the by-lanes, off the road and began eating. I was full and filled with content and was at peace with the world. He began driving and asked me to lean against him. I was in a great mood and didn’t think otherwise and leaned against his shoulders as he continued driving in the same gear (it’s a fairly homogenous stretch with little traffic owing to the week day odd hour). He put his left hand around me and was talking. When I lifted my head to answer, he planted a soft lingering deep kiss on my cheek. I blushed. Then he asked me for a kiss and I pecked him hurriedly on his left cheek. We left it at that.

But after this, kissing on the cheek became fairly routine and I was beginning to enjoy his touch. Once, as we got down to stretch, he pulled me closer and hugged me planting kisses on my cheeks. I didn’t protest as he had just gotten me a beautiful pair of earrings.

Slowly, his touch wasn’t alien to me at all and at times I used to bunk whole days of school just to be with him. One such day, we were sitting in one of the by-lanes again (his car had tinted windows, which were allowed at that time). I was leaning on his chest and he making circles on my left arm. He lifted my face upto him and began kissing my cheek, slowly, deeply, sucking and licking included. I turned towards him and he put his left hand around my waist and began kissing downward towards my neck.

My neck and shoulder is one of my most erogenous zones and I felt shockwaves through my upper body for the first time. I lost all will to think coherently and submitted to him fully. He moved his right hand under my skirt and pushed my panty to the side and ran his fingers over my cunt. And now I felt shockwaves for the first time in my lower body. I allowed him to explore my cunt at will. He didn’t push his finger inside but keep rubbing it gently.

Meanwhile, he had removed two upper buttons from my shirt and began kissing and licking the top of my cleavage. He continued this for 15 minutes but stopped slowly. He kissed me on the cheek and took me back home. On the way back, I held on to him like a teddy bear. He was making me come to him by introducing my body to carnal pleasures that I have never felt before.

I had a disturbed night. We didn’t meet again until a week later. This time, I didn’t even wait for him to reach the outskirts of the city and simply began kissing him all over his face. He kept pushing me back. Hurt at the rejection, I began sulking. But he pulled me closer and inserted his left hand into my panty once again. However, he couldn’t do much as we were within the city limits and that meant he had to change the gears frequently.

When we reached ECR, he parked the car in one of the by-lanes. By this time I had unbuttoned my shirt fully and removed my panty as I didn’t want him to leave unfinished like last time.

He opened his shirt (he was not wearing any vest) and turned towards me and pulled me to him. He pushed my bra up and pulled me in a tight hug crushing my boobs against his chest. The body touch made me moan. Even as we were in this embrace he began massaging my waist like a dough and kissing my neck. I was losing my senses and began moaning loudly “Aaaahhhhhhhh!”

After sometime we broke apart and he asked me to climb over to the back seat. He came there too and made to lie in an inclined sort of way with my back towards the left hand side back door. He spread my legs, putting my right leg over the seat and the left on the floor. He looked me in the eye and without breaking eye contact, he inserted his finger into my cunt hole. I moaned louder. He began moving his finger in and out and wiggling it left and right inside, all the while looking at me in the eye. I was biting my lower lip and moaning “Oooohhhh Aaaaahhhhhh aaahhhh!”

He then bent down and ran his tongue over my cunt. I just burst out with a huge moan. I wanted to build a temple for this guy then and there; such was the pleasure of having my cunt licked! His rough tongue moved over my pussy and he was lapping like a dog. Then he tilted his head to one side, stretched my pussy hole and placed his lips there and began sucking. This was even better than the licking and I began thrashing around. My nails began clawing the car seat. As he was sucking, he inserted his tongue into the hole and moved it from one side to another. I was in the throes of pleasure. He sensed from my back arching and tense stiff posture that I was about to reach an orgasm and increased the pace and even began biting gently. Although I didn’t squirt any juice, I knew I had reached my orgasm after some 15-20 minutes. I screamed “Raghu uncleeeeee!” and he unplugged himself from my cunt.

He opened his pant zip and his cock was already stiff and oozing wet. I don’t know how big it was cause I suck at measurements. But it was thick. He pulled back his foreskin and began rubbing the tip of his cock on my pussy lips, teasing me.

“Raghu uncle, please make me all yours” I moaned. He gave one savage push but even the tip didn’t enter my hole. I hollered at the top of my voice, “Uncle uncleeeee”. He kept rocking to and fro until a little more slipped in. This went on for nearly 10 minutes until I realised his cock was completely buried in me. I didn’t have a hymen (I don’t know if I was born without one or it had torn at some point of time during my active and rowdy c***dhood), and so I didn’t bleed. But nonetheless, the pain of having a cylindrical object buried in my cunt was very much there.

Raghu uncle did not make any movements for some time. Then he leaned forward, lying over me and began rocking to and fro. I was biting my lips and had closed my eyes. After some time he straightened up and catching hold of the back of my right thigh, began to pull out completely and push back savagely. “Unc…unc….uncleeeeeeeee” I kept moaning in between thrusts. He kept at this for 15 minutes, stopping for a few seconds in between. The initial pain had gone away and I enjoyed his deep thrusts. In between, he would keep the cock inside and rattle it around left to right. I started moaning “Faster, faster, faster… please more faster..deeper. Please uncle, just keep fucking me like this for the rest of my life.”

Soon, he came into me. I felt hot liquid inside me and it felt wonderful. He slumped down. Although I had reached orgasm during oral sex, I have subsequently failed to reach an orgasm during actual penetration (over several sessions, this has been the case, and I have no idea why). He got up, zipped his pants and got down from the car. I sat up straight and pulled back my bra and hooked it and buttoned my shirt. I scrambled to the front seat and retrieved my panty.

On the drive back, he talked to me about hand jobs and fellatio. Over the next few sessions, I became good at giving blowjobs but I can’t perform a decent handjob. We continued our car sessions till I finished 12th (we had to stop before my exams). During my 12th std holidays, I had a great time. I would say I was having sleepovers and would leave with him to some nearby city. We would romp in a hotel for a couple of days.

While driving on the highways, he would make me unbutton my shirt completely and pull it to my waist. Occasionally drivers in the vehicles coming from the opposite side may notice this. It felt great. We would also stop to ask for directions when I was in this state from some lone man. Men usually just leered but a couple of times, they have stuck their hand in the car and fondled my breasts.

After 12th, I got admission in a college out of Chennai and we stopped our fuck sessions. We tried to meet up during my semester holidays, but things never fell in place. Later I heard that his wife found out about his cheating ways with one of his employees and this created a huge problem in his family. So he never tried to meet me after that. Now I have completely lost in touch with my beloved Raghu uncle.

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Lost My Virginity To My Favorite Teacher

Hey Friends. I’m Arun. I’m 19 years old. I’m here to share my first Her name is Maya Iyer. She is 33 years old. She is super fair and looks so beautiful and charming. She has a regular body type with plumy cylindrical arms and no visible belly fat. She is the mother of a 7-year-old girl. Maya was my physics teacher from 6th grade till 10th grade. To my surprise, Maya was deputed as my physics teacher for my junior college year again. She always used to be in a saree during classes. I attempted...

1 year ago
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Lost Virginity To Unknown Lady

Hello all ISS readers, This is first and only story so there might be a chance that I could not write in nicely, but I will try my best to express and explain what happened as this is an incident of my life not a story. My name is Virat. Doing job in one of IT company located in Gandhinagar, Gujarat. I had a girlfriend during my college days. We have kissed each other many times but I was still a virgin till this incident happen. I was using wechat in that days. Never get appropriate result...

3 years ago
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Lost Virginity To A Gujju Bhabhi

Hello people. I am a 21 year old guy from Mumbai and I recently lost my virginity to a 30 year old Gujju bhabhi with awesome stats. It started when I had sent a message to a couple on facebook that whether they can help me lose my virginity. I waited for a couple of days and then I received a reply from a couple based in Bhayander, Mumbai that they’ll entertain me. I was on cloud nine that day. Her husband was very willing to let me fuck his wife. We chatted on Whatsapp and confirmed the...

1 year ago
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Lost my virginity to Megha

Hi all, this is ajay from bangalore. I am 25 year old, 5.6 feet height working in a mnc in bangalore. I am staying with my parents. I am a regular reader of iss site. Here i am penning down my first real experience which i had with a lady who is elder to me. Her name is megha. Please post your comments and suggestions to Please note names are changed for keeping privacy. At that time i am 24 year old. We had a friend of my father who used to visit our house. We were good family friends and we...

3 years ago
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Lost Virginity To Stranger Bhabhi

Hi all. Its my first story so am sharing my very first sexual encounter. Although before this I had groped a few girls and had few kisses but this was my first penetrating sex. Around 15yrs back I was travelling from kerala to orrissa by train. It was hell of a journey as it would take approx 48hrs, starting at 6am in morning from alleppy and reaching orrissa after 2nights. And to catch this train I had a overnight journey from a different city. So I already was tired when I got in train. Mine...

3 years ago
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Lost Virginity With A Virgin Friend 8211 Part 3

As I told you early, my name is Joe (23) and 5.8″ height. Working in a MNC . The queen of the sex story is Kavi (22). Her states are 36-28-30 well figured mature girl and 5.5″ height. Okay lets enter in to the action. After I picked her in the railway station we moved to my flat in my bike, while we moving towards she were so silent and didn’t spoke a single word. Then we came to our flat, after entering inside she was crying a lot by hugging me, I consoled her and told her to stop crying and...

2 years ago
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Lost Virginity In Dream

Hi, this is san with my first real life story. It really happened to me when I was just 14 years. I was living with my mom and grandma (mom’s mom). I don’t remember my father as he left the world when I was just a child. I was the only boy in the house so I got more than love and affection from my mom and grandma. My mom and grandma are the lovely things I ever had. This story is not about my mom and grandma. I first watched a porn movie when I was 12 years old. That movie changed my life....

2 years ago
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Lost Virginity To A Chennai Online girl

Hi, friends, myself Shiva from Chennai, working in an MNC, aged 25, height 5.6 ft. I’m a normal south Indian guy. This sex story is all about how I lost my virginity to online chat friend. Friends this is real incident happened to me last year. Angel of this sex story is Kavi aged 22, stats 32-28-34. Let us get into the sex story friends. One day looking for time pass, I got into that site and met her. Initially, we started to chat formally by introducing ourselves and then exchanged phone...

3 years ago
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Lost My Virginity Twice in the Same Summer

To understand this story I first must explain my high school years. I was a guy who excelled in sports and was well-liked and known throughout my high school as well as in the community. My biggest downfall was that I was very shy. I could function within a group of friends who were just hanging out or watching sports, but when it came to talking with a female or giving them a compliment I just froze and would become quiet. This really hurt my social life and it was a source of great...

1 year ago
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MELSEXY OLDERMAN

MEL IS 66 YEARS OLD AND IS IN MY MUSICAL ORCHESTRA. HE IS HANDSOME WITH A GREAT PERSONALITY. HE IS MARRIED BUT HIS WIFE IS AILING ,SO I DONT THINK HE GETS MUCH ACTION!HE IS A HORN PLAYER AN I IN THE PERCUSSION SECTION.MEL AN I JOKE A WELOT AN HE SOMETIMES JOKINGLY SAYS I HAVE A NICE ASS! HE HAS BECOME MY FANTASY DURING MY MASTURBATION SESSIONS!WE HAD A PERFORMANCE IN SIMCOE AN WE HAD TO GET CHANGED AFTER PRACTICE INTO OUR UNIFORMS.THE MEMBERS WERE PROVIDED CLASSROOMS TO CHANGE INTO.WHEN I GOT...

2 years ago
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subwayalley fantasyyounger womanolderman

The man behind me slipped his hand up my skirt and I froze. Crowded subways were full of perverts. they were a dime a dozen. This man was older, maybe in his forties at least, and huge. tall and broad like a football player, his thick fingers felt longer than they should as he rubbed my panty-covered crotch. I was wearing a denim micro mini, so it wasn't hard for him to reach. His fingers pressed and rubbed, gently then firmly, tracing the line of my labia. he kept at it til I was wet, panties...

3 years ago
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Cartoon Henchman

Welcome, welcome… May I be the first one to welcome you into the exciting and rather dangerous life of organized villainy. Now, you might have your worries about being a henchman, but allow me to be the first to waiver your fears. You, the unfortunate hapless soul that you are, have been chosen to take up the noble profession and time-honored tradition of becoming a henchman. Now whether you joined up due to the fact that you needed money, are desperate, or simply just looking for a path in...

2 years ago
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Lost My Virginity To My Virgin Cousin 8211 Part 1

Hi am yoga…this is my 1st story here.about my first sex experience with my cousin mouni. I am from Vellore studying professional course in a reputed college in Chennai. This happened when I was in my college 3rd year. My cousin was 18yrs that time and just finished her school waiting to join college. About her description, she’s short, with nice assets. I dunno her assets as I didn’t have time to check them. This happened suddenly and so quickly that I didn’t expect it. We were good friends...

2 years ago
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Karumbu Thopil Manaivi

Vanakam. Enathu peayar Vijai. Vayathu 28. Naan Tamilnaduvil oru garamathil vaazhnthu varugiren. Enathu veetil appa amma matrum thangai irukiraargal athanaal avaluku thirumanam seithu vittu thaan enaku thirumanam seiya aarambipaargal. Enaku 28 vayathu aagi iruntha pothilum ennal kaama aasaiyai kattupadutha mudinthathu. Aanal athu vegu naatkal needika villai enathu veedu oru gramathil irunthathaal niraiya thopugal irukum. Pasumaiyaagavum kaatru maasu adaiyaamal iyarkaiyaaga irukum pinbu enathu...

2 years ago
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Lost Virginity For A Virgin Girl

I am teacher and working in a reputed school.. I had an superb experience of sex encounter with a young sexy virgin girl from my neighbor city.. As I am kannadiga I would like to tell something in my own mother tongue and other things in English.. K come to the story Naan teacheragi kelsa madthidene nanna friend ravi cyber center nadisthiddane Naan free iddaga avna centerge hogi time pass madthidde.allige bahala Jana young girls and boys come for applying for different recruitments. some times...

2 years ago
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Lost Virginity With Virgin

Hi too one and all iss readers, I am Raju from Bangalore, it my first experience to share my real story it changes my life, coming to story I am 25 years old. I am working in MNC with good salary a leading happy life with my neighbor girl. My neighbor girl is staying with her grandmother, her parents staying some place for business for pose her sister she also sexy girl, about my darling she doing graduate in reputed women’s college about her she is good looking girl with sexy assets, I never...

3 years ago
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Lost Virginity To Next Door Sexy Akka

Hi, readers, I am Jay, I am from Bangalore. I am going to tell you a story that happened a few years ago. First, let me tell you about myself I am Jay, height 5.5 ft and an average body built. Now coming to the story. I had finished my pre-university. I was done with my college admission and was waiting for my college to start. One of my neighbors had lost her husband a few years ago, and now in the husband’s house, they were not ready to take care of her. So, they kicked her out of the house....

3 years ago
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Lost Virginity To Unsatisfied Aunty

Hey ISS readers, I am Varun I have been reading ISS stories since a long time but this is my first story and its a true incident about how I lost my virginity about me I am 18, 6 ft with a bit chubby but athletic body and with a tool of 6-7 actually I never measured it but I was told it was enough to satisfy a lady any girl or aunt near Lucknow or Kanpur who wants to have the sex of there life can contact me so now ill come to my incident It happened 2 years ago when I was studying in 12th...

4 years ago
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Lost my Virginity

This is the story about how I realized my bisexuality and my first gay experience.I started to question my sexuality late in high school. I never did anything about it until my freshman year of college. I went to a very small school in New England, and I’m talking small: less than 1,000 students living on campus. So needless to say news traveled fast, as well did rumors. All of that plus the fact I spent my first semester living with two obvious homophobes made even the thought of trying...

1 year ago
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Lost My Virginity To Maid Rani

Hi Friends, I am Ramesh 30 M from Chennai. I back again with one more story of my child hood by the way thanks for the wonderful feedback from many people especially aunties for my previous story Hot sex with mature Sreelekha. http://indiansexstories2.net/stories/Couple/hot_sex_with_mature_sreelekha__120329.html This was my first experience where I lost my virginity at the age of 14. We had a maid at home. She was an average looking woman and was in her mid 30’s (later came to know she was 40)...

3 years ago
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Losing my virginity to an older man

This is a true story about me. At the time i was still in high school the summer between sophomore and junior year. and a virgin, i was only interested in girls but watching so much porn had begun to make me curious about everything. I was on one of my favorite porn sites and decided to make a profile, so I did with one picture that didn't show my face just my body. I was 5'10" and thin with a little muscle tone with blonde hair and blue eyes. And one day i commented on a video of a man...

3 years ago
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How Iost my lovely akshata to my friend raman

So, here is the story about my girlfriend Akshata, whom I lost to my friend Raman in truth and dare game.Akshata is fully beauty queen, have tall, slim body with 34C boob size, and fair body from toe to head, and pretty face features, she' loves to flaunt her hair and sexy waist in saree, have buttery smooth hands and she always keeps her nails colored and matched with her outfit. she has round juicy and erotic lips, amazing shape of her back, and little bumpy ass.and me and akshata are bf-gf...

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