Losing My Virginity To My Mother's Best Friend - Part 1 free porn video

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Growing up in the 1960s and early 1970s was an awakening for a young teen like myself, from the music, the war in Viet Nam, and the sexual revolution, “times were a changing.” We were a normal family in the suburbs before my parents divorced when I was twelve years old. It wasn’t long before my mother had met and then remarried to my stepdad who just happened to be much better off than we had been. So, of course, there was an allure for her. Let me explain a little about my mom, Mary Beth and her best friend, Abby Johansson.

When I was growing up, I remember my mom and my dad going to street parties with the neighbors, both of them usually dressed conservatively, he in slacks, loafers and a dress shirt, the 50’s styles, and my mom in a dress, usually showing off her shape, but long enough to cover her knees in a billowing way, and she almost always wore heels and hose.

If she was in anything else, she mostly dressed like and looked like Mary Tyler Moore when she was Dick Van Dyke’s wife, Laura Petrie, on the Dick Van Dyke Show wearing Capri pants, black slipper shoes or Penny Loafers, and a loose fitting top. It wasn’t until I had the opportunity to see the movie “The Graduate” before I noticed that Katharine Ross and my mom were almost doppelgangers, something my high school friends always made sure to remind me of a few years later.

Back to Mary Beth, after divorcing my dad and after marrying my stepdad, my mom changed her wardrobe and became quite the quintessential “Harper Valley PTA” mom. She wore miniskirts to show off her awesome legs and tight ass, higher heels and leather knee-high high-heel Go-Go boots, tight tops that always showed her perky and full 36C breasts, her hair long and brown, down her back to her waist.

At the lake and the beach, she wore a yellow bikini, tight, barely covering her nipples, let alone her breasts, and a little piece of cloth that always left one’s imagination to run wild, including my sixteen-year-old body. She shaved her mons Venus smooth every day, something I would learn along the way, and quite a pair of lips visible by how tight the bikini bottoms hugged her luscious hips. Her white bikini was even more revealing, especially when it got wet.

As I hit my mid-teens with the momentum and force of an atom bomb, my mother became one of my most vivid infatuations; her, Ann-Margret, Natalie Wood, and my mom’s best friend, Mrs. Abby Johansson. Mom and Mrs. Johansson were the ultimate best friends while I was growing up and are still so today. They met when they were in high school and became best friends. My mother had me when she had just turned nineteen years old. Mrs. Johansson didn’t have her first daughter until three years later and followed up by her second daughter two years after the first.

My stepdad purchased the house in the same neighborhood as the Johansson’s when I was in Junior High School at my mom’s insistence. Nice schools, quaint small village appeal, and privacy. Our houses were a part of a twenty-five home development that surrounded a ten-acre lake. Having grown up knowing Mrs. Johansson, her husband, Bob, and two daughters, I saw them nearly every day, winter, spring, summer, and fall. They were always a happy couple, the girls always as bubbly.

The first time I had seen Mrs. Johansson as something more than my mom’s best friend, she was sitting on a towel, next to my mom, in her dark blue bikini at the lake. Her red tresses, her freckles, her body, oh my, a teen’s hormones were instantly engaged. I looked as close as I dared to see if she showed any stray pubic hairs in that bikini and she was as smooth as my mom and her lips seemed to be more pronounced with the tight material trying to hide in her folds.

I had to jump into the cold lake water instantly, to hide my growing cock, which began to make a tent of my swim shorts. Needless to say, I will let you imagine what I did twice in my room later that afternoon thinking of her laying there on the towel, legs spread, and her massive breasts barely covered by the bikini top.

During the summer, my school friends and baseball and football teammates always asked if they could come over to swim. They were normally treated to quite a show from both my mom and Mrs. Johansson. The other neighbor moms were not as young as mom and Mrs. Johansson and they were not wearing bikinis although there were a couple that looked good in a one piece at the lake.

My mother, stepdad, and the Johansson’s would go out at least twice a month on Saturday nights. Sometimes to parties and sometimes out to a bar or to see a show. I was often asked if I would look in on the Johansson’s daughters to make sure they were staying out of trouble. They were usually pretty good, and often we would play a few board games before they would head into the family room to camp out on the floor and watch one of the old Boris Karloff movies on UHF before falling asleep. Yes, if you were wondering, this is pre-cable or satellite.

As a sophomore in the fall of 1971, I played varsity football, so my Friday’s were normally tied to everything football. I couldn’t drive yet, but I had a lot of junior and senior teammates that would offer to pick me up or drop me off at home. I was invited to quite a few after game parties with the upper-class teammates, cheerleaders, band people, and pep squad members.

Being the youngest of the group, even at sixteen, I was kind of out of place, I didn’t drive yet, girlfriends were something other guys had, and I often felt like I was in the way. But, as I became welcomed to the group, I began to feel more comfortable. I met a junior cheerleader that asked me if I wanted to kiss her. That as my first contact with an older woman, so to speak.

This particular Saturday evening, the girls had camped out on the floor, with blankets and pillows, and fell asleep watching an old Abbott and Costello movie, “Abbott and Costello Meet Frankenstein” when the house phone rang. I glanced at the wall clock and it was nine-thirty. I answered the phone, “The Johansson residence.”

It was Mrs. Johansson checking in on how the girls and I were doing. I could hear loud music in the background and some voices, but I couldn’t quite make out what was being said. She told me that they would be later than expected and asked if that was ok. I told her girls were asleep and there was no problem. She also mentioned that my mom and stepdad were with them as well and made sure I had my key to our house if needed. I assured her all was ok and there was no problem, I had nothing going on Sunday until noon.

I was watching another old classic movie when I heard the garage door opening, announcing the return of Mr. and Mrs. Johansson. I glanced up at the clock and it was almost one in the morning. I walked up the stairs to the door just as the Johansson’s walked in. They were both smiling and lovey-dovey, her swatting his hands away from her ass as she walked ahead of him.

Her hair was tousled and a couple of extra buttons were undone on her form-fitting white blouse exposing her firm breasts in a flimsy white-laced bra. She had on a short skirt and gray pumps to match her skirt. He was dressed in a white button down shirt, blue blazer, dark blue pants, and black loafers.

Mr. Johansson smiled, reached out and shook my hand thanking me for watching the girls. He then excused himself and made his way back toward their bedroom and closed the door. Mrs. Johansson reached into her purse and pulled a few bills to hand to me and thanked me for staying so late. I waived off the money and told her she could catch me next time. She smiled.

********

Forward to the spring of 1973, my sophomore year in high school. I was now seventeen years old and had my own car, a red 1967 Camaro four-speed hardtop coupe. Although I could drive, I didn’t have a steady girlfriend and really only had a few experiences of heavy petting on dates. This particular Saturday evening, the Johansson’s along with my mom and stepdad were going out again, like usual. I was asked to peek in on the girls and see if there was anything needed and to make sure they were ok. I was now more like their big brother and I watched over them like one.

That evening, I’d called to check on the girls when Brenda, the oldest, asked me if I wanted to join her and Tammy, the youngest, in a game of Monopoly. I had plans to go to a party with friends, but I couldn’t turn down some time with the girls when they asked. I told her I would love to but may only be there until they were tired. They were happy to know I would be on my way over.

I pulled into the driveway, around the corner and only ten houses away and at the end of the street that formed the northwest corner of the lake. The girls had the front door opened and they were standing there waiting on me to come in. Over the past almost two years, they had really grown into two very cute young ladies. You could see their mother in both of them. I teased Brenda, “You know, pretty soon you’ll be standing here waiting on a boy to take you on a date.”

Brenda blushed, “Uncle Tony, I’ll be waiting for you to take me out. Now that you are here, can we order a pizza? Mom and dad left us money but we wanted to wait to see if you wanted some with us.”

“Sure Brenda, I’d love to have some with you and Tammy.” The girls were dressed in shorts and t-shirts, even though it was still a very cool spring evening. Brenda was now thirteen and Tammy was eleven years old.

Brenda called in the pizza order and we set up the Monopoly game while we waited for the pizza to be delivered. We ate. Pizza gone, devoured by the three of us, and the Monopoly game now owned by Tammy the Tycoon, we were ready to call it quits. Time for me to head out to the party and the girls to get ready to change and head downstairs to the family room to watch television before falling asleep on the pillows like usual.

I cleared the table as the girls went to change when the phone rang. I answered, “Johansson residence, can I help you?”

I was greeted by Mrs. Johansson’s cheerful voice. “Tony, is that you? Are you still there with the girls? I thought you had a party to go to.”

I heard voices in the background and some music. I couldn’t quite tell what I was hearing but it sure sounded like moaning, in an erotic sort of way, and I could tell Mrs. Johansson muffled the phone and then came back on the line, “I’m glad I caught you, please make sure the girls are ok before you go out on your party date. Your parents are with us and we’ll be late, as usual.”

I could still hear the moaning in the background, muffled, but I could still hear it. I heard Mrs. Johansson murmur under her breath, “Oh, my!” and then, “Yes!” I had no idea where they were, but it sounded like they were definitely not alone.

“Mrs. Johansson, is everything ok?” I asked.

“Yes, Tony, all is quite well, as a matter of fact.”

“Ok then. I’ll make sure the girls are ok before I leave. Who knows, if the party is lame, I just may stay here for another round of Monopoly. Tammy kicked our butts tonight.”

Mrs. Johansson responded, appearing slightly out of breath, “Well, that girl has a good business sense about her. She will be a good landlord someday.” I heard another low, “Hmmm,” from her as she completed her sentence.

At that point, Mrs. Johansson thanked me and I heard the phone click as she hung up. I looked at the phone for a moment and then dialed the number to my friend’s house where the party was being held. The phone was answered on the sixth ring. “Hello?”

“Ah, hello, Mrs. Martin, this is Tony. Are Mark and the group still there?” I asked.

“Tony, glad to hear you, they all just jumped in their cars and said they were heading to Diane’s house, I think. You just missed them.”

“Thank you, Ma’am. Glad I called first.”

“You are quite welcome.” I heard the receiver click indicating Mrs. Martin had hung up. I did the same.

I looked at my watch and then the clock on the wall. It was only nine o’clock and I had missed the party’s start and the fact that it moved wasn’t encouraging. The girls had changed into their nightgowns and robes, and stood before me. “We can play another game if you like?”

“Sure, what do we have?”

After several rounds of Rummy, the late night movie was on and I wasn’t as tired as the girls. They curled up in front of the television, like usual, and were asleep quickly.

Since I wasn’t quite ready to fall asleep on the couch, I got up and went upstairs to the kitchen to get a Coke and some ice. I found the glass, got some ice from the ice trays in the freezer, yes, ice trays, and looked for the Coke bottles. I walked past the den and to the butler’s pantry where they kept their alcohol and extra bottles of soda.

I took the liberty to pour myself some rum into the glass first before I found the Coke. Heck, I ‘d missed the party and there was supposed to be beer and wine, why not. Walking back toward the kitchen to get the bottle opener from the counter where I’d left it, I noticed that I had missed that the desk lamp was still on at Mr. Johansson’s desk. I walked into the den and went to turn off the light when I noticed a magazine, upside down, on the desk near his calendar.

I picked up the magazine and my eyes went wide. I had hit the jackpot, a men’s magazine complete with women in various states of undress, even totally nude. Now, I had seen Playboy since I was sixteen. But this was really a jackpot discovery. I was in heaven.

I opened to the first page to see a beautiful leggy blonde with her blouse unbuttoned, sitting on the side of the desk in a seductive pose, showing off the tops of her gartered hose giving the photographer a peek of skin and an angle to want to make you look to see if you could find her pussy. I knew I needed something and I decided the rum would do it. So I took a long sip of the rum over ice, less the Coke, from my glass and sat down.

Yes, as you can guess, my cock began to grow immediately. The rum made me warm. I sat there and studied each and every picture, pose, nipple, dimple, pussy, lips and so forth. I was totally entranced. I finished my rum and decided I had needed more seeing that what I already had was quite good. I walked back into the butler’s pantry and added a little more rum this time around and decided I would investigate the Johansson’s bedroom to see what was in the closets. I knew she always dressed to the tens and wanted to see what else she may include in her wardrobe.

I walked into their bedroom and flipped on the light switch. I was greeted by their huge master bedroom with an on-suite and two huge walk-in closets. The bedroom set was a king size bed, four-poster canopy, cherry, complete with four different dressers and a main with a huge mirror and satin covered chair. I moved to the master closets to peek in.

Mrs. Johansson had quite a wardrobe, similar to my mother’s. I saw two exquisite evening gowns in their dry cleaner plastic covers, and more than one hundred pairs of shoes of all styles, from flats, sandals and pumps to stiletto heels and tennis shoes. Mr. Johansson’s closet was suits and three different tuxedos, shoes, ties, dress shirts, casual slacks and other attire.

I walked back to the dressers and was curious to see what may be in them. I peeked into what I first thought was Mrs. Johansson’s dresser. I was correct and hit the lingerie treasure trove opening the first drawer. Silk and satin panties, bras, hose, garter belts, and even pantyhose back then. I know I became flush from the thrill of looking at the clothes that were always so close to Mrs. Johansson’s body. Now I was flushed and my cock was in need of repositioning in my jeans. I browsed her lingerie with thoughts of what she looked like clad in the same lingerie.

I closed the drawers and walked into the on-suite to use the toilet. I had to pee. Looking over, I saw Mr. and Mrs. Johansson’s laundry hamper. I finished my business, flushed, closed the lid, and washed my hands. I turned back to the hamper and opened it. There, on top, was a pair of Mrs. Johansson’s white tennis socks with pink pom-poms on the heels, her white short tennis skirt, matching tennis top, and a pair of white satin panties and the bottoms to her tennis outfit.

I don’t know if it was the alcohol from the rum, my hormones racing, the magazine with all of the pictures, or a combination of all at that time, that made me pick up her panties and inspect the gusset. Yes, they had been worn and the gusset was still slightly damp. She must have been playing tennis before getting ready to head out on their night out.

I raised the panties to my nose and inhaled the sweet smell of her womanhood. I looked closer and noticed the slight discoloration of the gusset material. It looked like seminal fluid, like I’d seen on my mother’s own panties, and like the discharges I’d had from my wet dreams on my own underwear. My mind raced and I drew my own conclusion. Mrs. Johansson had been fucked before she had bathed or showered prior to her date night.

I took the panties and my glass sitting on the sink back to the den and sat myself down in Mr. Johansson’s chair to re-inspect the magazine. My cock was throbbing and I knew I needed a release right there. I unbuckled my belt, unbuttoned my jeans, sliding them down to give myself access to my cock. Realizing I needed more freedom, I stood up and dropped my jeans, then slid my underwear down, my cock bouncing straight up, throbbing and in need of a release.

I began to stroke my cock with the panties in front of me and next to the magazine. I was looking at a picture of a gorgeous brunette, legs spread wide, clad in only a pair of black stiletto heels, bent over a desk, pussy lips spread wide open and you could see her wetness. He breasts solid with nipples that were hard as the large pink pencil erasers. I would glance at the picture and stroke myself. My eyes were slightly open off and on imagining the woman in the picture was Mrs. Johansson or my mother as the object of my immediate desire.

It wasn’t long before I felt my balls tighten and I knew I was going to blow a huge load of cum as I stroked away. As I felt myself begin to climax, I aimed my release at Mrs. Johansson’s panties, not wanting to hit the desk or Mr. Johansson’s magazine. Just in case, I grabbed her panties just as my body began to tremble and covered my cock with her panties just as I released a huge load.

The feeling of her satin panties on my cock as I released and knowing that they were on her before and that she had been fucked prior, sent me over the edge. My cum drenched the gusset and mixed with the other seminal fluids already on her panties. Oh shit! I couldn’t believe how much cum I had released.

It was a few minutes before I sat back down into the desk chair and was able to grab my breath. My cock was still standing at attention. I looked around and gathered my wits. I gathered my composure and pulled up my underwear and my jeans. I looked around to make sure I didn’t spew any stray cum on the desk or the magazine.

Satisfied that I had not left a mess, I closed the magazine, turned it over as I had found it, positioned the chair back into the same spot under the desk, making sure the rollers were in the same carpet holes and moved to the doorway of the den. One last look and I made my way back to the on-suite to deposit Mrs. Johansson’s cum filled panties. I made sure to cover them with her tennis skirt. Hopefully, nobody would notice.

I turned out the lights, made my way back to the kitchen and opened the bottle of Coke. Topped off, I made my way back downstairs to find the girls still asleep on the floor in front of the television. I glanced at the wall clock to notice it was somehow now nearly twelve-thirty in the morning. At one-fifteen, I heard the Johansson’s pull into the garage. Mr. Johansson was quite inebriated and Mrs. Johansson, though not drunk, was laughing with Mr. Johansson as she guided him through the doorway and into the kitchen. I heard the garage door going back down as the door closed.

Mrs. Johansson saw me immediately and smiled, “I saw your car was still here when we pulled up. I’m glad. Can you be a dear and help me guide him to the bedroom, please Tony?”

I smiled and gave her a hand. He only needed some stability and we were able to make sure he made it to the bedroom easily. I walked back out to the kitchen to find my Letterman’s jacket.

“Your parents are home now too.” Mrs. Johansson walked back into the kitchen, smiling and looking radiant, even after a night out of dancing and drinking and whatever else they did. “Didn’t you go to the party?” She asked.

“I called them before leaving and the party had already moved on. Besides, the girls wanted to play a game of Rummy. Who can resist Brenda and Tammy when they ask, right?” I smiled.

“’I’m so sorry to hear that. I really am. We’ll have to make that up to you. I’m sure you had a lovely cheerleader waiting for you there, that Simmons girl maybe?”

“No, ma’am, she’s dating a college guy. Besides, she’s out of my league.” I responded.

She looked at me with a grin and then paused a moment before asking me, “Did the girls give you any problems this evening?”

“No, ma’am, they were wonderful as always.”

She reached into her purse as she stood at the kitchen table. She kicked off her heels and stood there in her stocking feet, peeling off several bills. She looked at me and smiled, handing me the bills and thanking me for watching the girls while they were out. For them, it was a safety factor. They both felt that they really didn’t need a sitter for the girls, but was glad I was there to make sure everything was ok.

Mrs. Johansson looked at me and tilted her head, “You know, I’ve known you since you were born. I can’t believe you are growing up so fast. Time flies. Be careful Tony. It goes real slow while you are in school and at home, but flies by after you become an adult.”

I smiled back at her and responded, “I’m reminded of that every day. See you later.”

She walked back up to me and pulled me close giving me a hug. I could smell her expensive perfume, Chanel No. 5, in her hair as well as the smell of alcohol and smoke on her. She was wonderful to hug. She pulled back from me and smiled, “I really am sorry you didn’t get any tonight.”

I just smiled back and stepped toward the door as I let her go. “See you later.”

I was off to my car. Opening the door, I could see her in the doorway as she prepared to close the door. It was as quick a trip back as it was going to the Johansson house, in reverse order, just up the street and around the corner. In a few minutes, I pulled into the driveway behind two strange cars I hadn’t seen before. I pulled back to the end of the driveway to allow for the other two cars to have enough room to back out if needed.

I walked into the garage; both cars were there, my stepdad’s and my mom’s. I opened the kitchen door to find the lights dimmed throughout the upper floor of our expansive ranch. Our house was very well made, no squeaky floors. This was one of my mother’s pet peeves. As usual, I slipped off my shoes at the door and slowly made my way back to my room in my stocking feet and noticed all of the doors were open and no lights were on with the exception to the main bathroom across from my bedroom. I wondered where everyone was.

I turned around and made my way back to the kitchen and noticed that the downstairs lower level door was open. We had a completely finished lower level with a laundry room, office, extra bedroom, a full bath, and a huge family room with a fireplace, color television, pool table and two pullout sofas. The lower level patio doors led out to the walkway and a footbridge to the lake.

I slowly padded down the stairs and into the hallway when I stopped in my tracks. I was still in the shadows of the hallway but I could see my mother, spread out on blankets in the middle of the floor, wearing only a black garter belt and coffee hose, her legs wrapped around some guy who was slowlyTo continue reading this story you must be a member. Join for FREE here.

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Hello, girls and ladies. This is my first sex story on ISS. The story I am going to narrate here is true, and it happened in real life to me on my Goa vacation. I am Vihan (changed). I am 22 years old from Pune, pursuing B.Tech from a reputed organization. This incident happened to me 3 months back. I was vacationing in Goa as the semester holidays were going on. I was invited by my aunt for this trip. It was my aunt Ritu (46), uncle (48), my cousin Suraj (19), and me. Talking about her, she is...

Incest
2 years ago
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Losing my Anal Virginity to a guy from Grindr in his RV

For a little information about me, I was a 18 year old 6’2 athlete with a nice bubble butt that guys seem to love so much. At the time I was at a boarding school and would just go on Grindr and chat and trade pics with other guys. I would talk to a lot of guys in my area but the only problem was that I was in a such unpopulated area that there weren’t many guys very close to me and I was not able to travel since I didn’t have a car. There was this one guy who had such a nice big white cock...

3 years ago
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Losing Virginity To My Girlfriend

Hi to all ISS readers I am Jay (name changed). This is my first story on this site. Please forgive me for my mistakes, this is a true story of me, i hope you’ll like it. This is about the time when I lost my virginity to my girlfriend Ami (name changed). I was 18yr old and my girlfriend was 19 year old when this happened (a year ago in 2010). I am an engineering student in Pune and she is also in engineering but in different college. We both met through a common friend (he was my roommate in...

2 years ago
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Losing My Virginity

Losing My VirginityI am a shy college guy. I stand 5'7" tall, weigh about 210lbs, chubby, dark haired, dark eyed and with a cock that I am ashamed of. Flaccid it is only 2" long and erect it is 5.5". If I am in public or in a cold place, my cock is almost non existent. As a 21yo economic student, I was also a virgin. When I think about it, the size of my cock is the reason I have never had sex. I have to make do with masturbation after viewing porn online. But all that changed a week ago.A week...

3 years ago
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Losing Virginity With Bua 8211 Part 2

Hello ISS readers, thank you for supporting me and asking me to post further seeing her belly I again got turned on I tried to make my chance and again put my leg on her and hands on her boobs I can feel her pussy on my knees I got to know that she did not wear panty today. Then I tried to check if bra is there or not then I found even that is not present. I understood that today why she asked me about my virginity. I made my mind and moved forward I pressed her left boob and started searching...

Incest
3 years ago
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Losing virginity to to a strange foreigner a beautiful strange foreigner

Just to note - this is the actual account of me losing my virginity. (it's not made up) Also this is the first story I've written so apologies if you don't enjoy it. When I was 16 I went on a school exchange trip to France where you stay at another family's house. My exchange partner had a 20 year old sister, Margaux, who was super hot - worthy, no doubt, of being a model. She walked around in her thick cotton dressing gown a lot, and the combination of its softness and her smooth skin really...

First Time
1 year ago
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Losing Virginity Together With My Virgin Girlfriend

Hi, I am Rick. (name changed for obvious reasons) This story is my first encounter with the sexual intercourse. The girl in the picture was my north Indian girlfriend with short height, whitish complexion, with 32-30-32 figure stats. Her name was Riya (name changed) we were in the same college but a different branch. I met her through my roommate. She was tiny but hot as hell in the bed. In the past, I had done everything with my ex-GFs, but no sex. Riya was a virgin too. Things got into dating...

2 years ago
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Losing Virginity With My Mature Girlfriend

The story is about me (Viraj), I was 23 and I had a fling with a girl name mary she was in her early 30’s. I was still a virgin at the age of 23 (not a joke) I worked at an MNC and been kinda ‘playing’ with mary, she’s in her early 30’s, very light skin for an Indian girl, about 5’6 tall, 160 lbs, she has a boyfriend that also work at pizza shop, mary and I never had sex, however she let me played with her tits from under her dress and touch her pussy from time to time while we’re alone in some...

2 years ago
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Losing Virginity To My Best Friend In Mumbai 8211 Part 1

Hello guys! I am one of those lust-filled guys named Pratz. I live in Mumbai and this is my encounter with a dearest and best friend of mine. Hold your devices comfortably and get ready for a mindblowing sexperience. A bit about me, I have completed my B.E. from Mumbai University and my friend was in the last year of B.E when this happened. So about her, her name is Krutika and her stats are just an instant boner! Her figure is 36D-30-34. Trust me, one can see those boobs giggling up and down...

2 years ago
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Losing Virginity With Bua

Hi ISS readers this is my first story here. My name is Anshu and i am 21 years old. This story is about how I have lost my virginity and how my bua (fathers cousin sister) played important role in helping me loosing my virginity. Her name is hema and she was 23 years old when this happened and i was 19yeras old. I went to my village in summer vacations. It was a remote area without any good facilities there was no power supply people used solar plates for power. I was having so much fun at my...

Incest
3 years ago
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Losing My Virginity In Two Parts Part 1

I lost my virginity in two parts. Okay, maybe that’s technically impossible. I officially lost my virginity after a prom, probably like many other girls that night. It wasn’t great, but it wasn’t horrible either. The guy just turned out to be a jerk. The second time a few months later was with the guy I wish had been my first. Looking back now, I like to think of him as my first lover. I don’t know why I’ve been thinking about losing my virginity. Maybe it’s because I’ve written recently about...

3 years ago
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Losing My Virginity During Lockdown 8211 Part 2

Hi guys. I am Raj here again with the continuation of the first part, Losing Virginity During Lockdown. In the first part, I told you about how I met Anjali on a dating site. We had sex chats, video chats, and then finally met. I made her cum like hell by eating her pussy. Anjali: I can’t believe you were sucking a pussy for the first time. You are an expert at this, babe. She lifts her head to kiss me while I hugged her naked body. She rolls on top of me, still in my arms, looks into my eyes...

2 years ago
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losing the virginity

I have to change all the names as the story involves a few celebrities. I am Rakhi ( name changed - dont jump to conclusions, not Rakhi Sawant definitely ) and lost my virginity to a Hindi TV actor. We all reside in a suburb of Delhi. And the experience that im going to share was really hot and sexy.I was 18 years, very petite build, about 5 inches 4 feet, weight 48 kgs, have long black hair and shiny green eyes. Imran ( name changed to hide identity ) was in TV serials and was quiet a handsome...

4 years ago
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Losing Virginity In A Threesome

Hi viewers based on the overwhelming and lovely replies thought of writing the next part where I lost my virginity in a Threesome arranged by my lovely Jannu. After that wonderful experience we had several fun inside her cabin she was one such sweet boss anybody could dream of. When we were alone she never let me sit on my seat. I was always on her table on below it either drinking or sucking. One day while I was doing my afternoon post lunch session of clearing my sex godess’s milk tank she...

2 years ago
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Losing My Virginity Turned Into A Nightmare

Intro -I Recently lost my virginity to my close friends GF Abbie. Shes 32, hes 38 and im 28, they've been together for like 15 years, have 2 daughters and iv know my friend for 10 of them so its quite a big deal.What happened -For the 2nd time ever, he was working away for his job, for about 3 weeks he'd been telling me Abbie's brakes on her car needed doing and i said i'd do it for them (im a mechanic) ages ago. He kept forgetting to get me round to do it and they ended up wearing completely...

1 year ago
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Losing Virginity To Breastfeeding Aunty Upstairs

Dear friends, this is the story of how I lost my virginity with my neighbour Maya aunty during my final year of studies. Ok, so let me introduce myself. I am Manjunath from Hassan in Karnataka and am 21 years old doing my final year engineering. We bought a flat in Bangalore recently and my father was getting some interiors works done. As we had college holidays, he wanted me to stay in this new flat for a week to supervise the finishing works. There was a temporary folding cot and bed there...

2 years ago
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Losing Virginity To Tuition Madam

This is the story of the most existing sexual part of my life and how I lost my virginity. To give you all a little background on me then… I come from a very traditional family and like all other boys that age I was excited on women and used to masturbate a lot. Some of us close friends used to have a competition at times to see how is the best to come at the last with one guy timing us on a porn movie. However I have never seen a girl naked or thought it would happen in near future. I was 5.5...

1 year ago
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Losing my virginity to Mary

I masterbated a lot during my youth and I still do, there’s nothing better than a good private wank.I stayed at my mates house whilst his parents were away and he told me to stay in his parents room. I used to love looking at women’s underwear as I’ve previously mentioned in another story so whilst I was in their room I decided I’d have a wank and snoop around to see what underwear my friends Mum ‘Mary’ had. I discovered some huge knickers and bras, Mary was a big woman, her breast size was...

2 years ago
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Losing My Virginity

I was chatting to someone the other day sharing experiences of losing our virginities. It was obvious, after a little while though, that we were talking about two different things. He was describing the first time he fucked someone whereas I, as a gay bottom, was describing the first time I had anal sex!In describing my experiences, I skipped the very first time it happened to me. Yes, I was curious and allowed it to happen, but it was not with someone I wanted it to happen with. It was more an...

Gay Male
1 year ago
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Losing My Virginity With Neighbor Natasha

Hi guys, let me introduce myself. I am Abilash 5″11 height , normal body. I am telling you about how i lost my virginity to girl named Natasha who is our neighbor. Before going to story you guys can give me feedback by emailing me to Now lets go Okay where to start….. This was about four years back when i was 20.I was a normal guy who likes girls… I always wanted a girlfriend.But couldn’t get. Not because i look bad(i look average actually) Even girls seems to like me. But i was afraid to...

2 years ago
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Losing Virginity Turns To Group Actions

Hi to ISS readers this is Shakshi. This is real story about how losing my virginity turned to a group sex act. Let me describe about myself. My height is 5’6. And my figure is 36-28-32. I was in 2nd year of engineering when this incident happened. My boyfriend was regularly forcing to have sex with me but I was a virgin and feared to have sex with him. So every time I was rejecting to have sex. Once he convinced me to have sex with him. It was the time of vacation after exams. His parents were...

3 years ago
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Losing My Virginity To My Colleague

This story is about losing my virginity and I’m Raghu 24 living in Chennai and my girl of my dreams Ankita ( name changed).It all happened one day when she joined my office. I was a manager and she joined under me. She had the assets of a bombshell.The women of crazy for sex (she wanted to keep her virginity till she got married). She was like 2 years younger to me and I started to talk to her and we became good friends. Mostly we work late till midnight ,so I used to drop her at her pg and...

4 years ago
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Losing My Virginity To My BrotherInLaw

Hi all readers, I am Artika and I am 27 years old, slim,fair and have a nice structure of 34c-28-36. I want to share you some of the events that made me fall for my brother in law (my elder sister’s husband [jiju]) and loose my virginity to him. My sister was married when I was in my final year of my college. The next year my nephew was born and I also completed my degree. Since I took a break after college days, I went and stayed with my elder sister to help her with the baby who was 6 months...

2 years ago
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Losing My Virginity And Becoming A Whore

Hey I am Ria, I am reading ISS from past few years and this has gave me courage to narrate my sex experience. Let me first tell me something about me. I am Ria from Ludhiana, Punjab. My stats are 34-28-32, height 5”7’ and I am of fair complexion. It is my first story so please excuse me for any mistakes. It happened 5 years ago when I was 18 year old and was living with my family in New Delhi. I always wanted to have a glamorous life and to become a model. I started to take participation in...

1 year ago
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Losing My Virginity

Losing your virginity is a moment in life that no one forgets. At sixteen, I had been going through puberty later than most, certainly later than a lot of my peers.I attended an all-boys school in south-east London, and in the first three or four years, I’d been self-conscious about getting changed for PE lessons because of my lack of pubic hair and small genitals, but by the age of sixteen, I had developed into a proper teenager who was growing a great body; however, I had no confidence where...

First Time
2 years ago
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My First Experience With My Best Friend To Lose Virginity

Hi all.I am Rahul from Ahmedabad.I am a regular reader of ISS since many long years and enjoyed many of the stories shared here.Few of them that felt to be true experiences that were shared and few imagined.My sexual urges were on since very young age where with few friends in school we used to masturbate as well as buy those magazines to see the porn images of girls, lesbians, couples and used to shag seeing them. This is the incident happened with one of my friends in my college days.I am...

3 years ago
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Losing Virginity To Chachi In The Car

This story is of a college boy Rohan who got to lose his virginity to his chachi. This story is based on true events and all the names are changed for obvious reasons. It was Rohan’s summer semester break. He was either working on his minor project or running an errand for his mom. He was the only child to his parents so he had all the privacy he needed. During summer, his cousin Riya would come to his place as it was well-furnished and they enjoyed their vacations together. This summer Riya...

Incest
1 year ago
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Losing my virginity

Let me tell all ISS readers that this story is told by my girl friend Rosie. I thought I should write how I lost my virginity. Loosing virginity is a big thing, no doubt. At the same time, I think, in our society too much stress is put on a girl being virgin till she gets married and the same is not expected of men. Okay, my story starts like this: After my sex lessons at my uncle and aunt, I started playing with my pussy during nights and put fingers inside and smell it. I was dying to have a...

2 years ago
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Lost Virginity At Mumbai With My Best Friend Priya

Hello dear ISS readers. Myself Rahul (name changed), 23 years old pursuing my PG. I am 5 ft 9 inches tall with a 6 inches tool. I am from Mangalore and this is my first story. So please forgive me for my mistakes. I like to thank ISS for giving me an opportunity to post my story. I have been reading ISS stories for the past 3 years and got an opportunity to tell you one of my real life incidents which happened to me during my student life. This is the real incident which happened to me last...

3 years ago
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My Girlfriends Mother Took My Virginity

I'd been dating Candice for some time but we'd never gone any further than just a little fooling around. She just kept saying she wasn't ready and, as we were both virgins, I never pressured her.One evening, I popped around to see Candice but I was surprised when her mother answered the door. Susan was everything the term MILF described. She was a hot mature woman who'd kept her figure - large breasts and a great ass - in shape. She wore a white blouse, tight jeans that showed off that sweet...

MILF
3 years ago
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Loosing Virginity Because Of My Best Friend

Hi Smita this is Ria married 26 years old with a daughter. Actually I lost my virginity because of my best friend Deepa and that too to her lover and her name is Deepa and we were like twins and our family too knew each other. We were friends right from LKG and still we are great friends. I’m just telling you part of my life which started because of Deepa. Sex was nothing new for me but we were well aversed with sex. This happened when were almost 18 years old. I and Deepa shared each and...

2 years ago
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Losing My Virginity With My Maid

My personal maiden sexual encounter with a married lady I met online! Out to all those who had fantasies of fucking married beauties in their teenage! Hi friends and this is Gunjan here and yes my name sounds girlish but I was not asked my opinion when they gave me this and neither do. I have a problem with it fair and have athletic build and I’m 19 years old and currently in an engineering college in the NCR pursuing my B.tech. I had been fantasizing about women since class 6,specifically...

2 years ago
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Losing My Virginity To Sexy Neighbor

Hi, my name is Sakshi and like most young girls in India, I work in an IT company. This is my real sex story. Thankfully, I work in an international MNC and have a very good pay which allowed me to relocate from my hometown, the wonderful city of Bangalore. I am 23 years old and this was my first taste of freedom! I enjoyed Bangalore because no one bothered anyone here and no one knew me. I was hoping to get into some adventures here on my own. I was a virgin and I was hoping that I would have...

1 year ago
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Losing Virginity During Lockdown 8211 Part 1

Hi, this is Raj. 27. Software engineer. Well built body. I am a regular reader of Indian sex stories. But this is my first time writing one and it’s about losing virginity. It was the boring lockdown days. I was working from home, watching a lot of porn, and masturbating all day. I was still a virgin back then. But then miracles happen. After a few days, I got bored with porn and wanted something more. I even tried video sex with the Delhi sex chat (provided by this site). After a few more...

1 year ago
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Losing Virginity To Virgin Girl

Hi, Girls.. lets have my name as x_love, age of 22 from Chennai. 5feet 5″ height with a dick of 7″. This is my first story and my first experience. Please do mail me for your reviews. My ID is I am an fan ISS from past 4 years. I used to travel to my office in local bus in Chennai. Always its used to rush in morning and evening. During the travel accidentally used to hit on the bums of the girls and aunties on the bus and the story is about one of the girls. I boarded the bus and i saw a...

3 years ago
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losing my virginity

true story about losing my virginity - for the second time.I was pleasantly surprised when I met Brian. It was rare to blindly meet and find that they didn't lie about themselves over the phone. He was a tall, dirty blond with a lean frame and nice toned arms coming from his fitted white t-shirt. He had been totally upfront about who he was - and total party boy. I'm always attracted to confident guys and he had this in abundance. He was very sure of himself – a total turn on for me. There's...

4 years ago
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Losing my virginityto my best friends brother

I'm Eva, I'm 20 but back when this story happened, I was just 16. I had long, dark almost black hair down to my waist, and matching brown eyes. At this age, I'm still a virgin. I arrived at my friend Melissa's house at 8pm as we'd arranged, but she was late getting home from her boyfriend's house. Her brother, David let me in though. I'd always got on well with David and as I walked up the stairs in front of him, I could feel him checking me out. I glanced backwards to confirm this, and sure...

First Time
3 years ago
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Losing Virginity To Aunty in Upstairs

We bought a flat in Bangalore recently and my father was getting some interiors works done. As we had college holidays, he wanted me to stay in this new flat for a week to supervise the finishing works. There was a temporary folding cot and bed there and good restaurants/mess etc nearby, so my parents considered to be a good experience for me to live independently. They never knew it also helped me in losing my virginity.I am 6 feet tall, but quite thin and also extremely shy by nature. Coming...

1 year ago
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Losing my virginity to Alex and Donner

The following story is fiction; mature audiences only: This is the story of me losing my virginity…. Chapter 1 On the second week of the summer before sophomore year there was a party for my friends birthday/ graduation. The party was fun, we swam and laughed and danced and talked, I didn’t want it to end. I was the youngest one there, but everybody made me feel like I fit in. I hung out with two graduated seniors, Donner and Alex. Donner has a darker complexion, black hair that is the perfect...

First Time
2 years ago
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Losing my virginity in Blue Bay

N. was my first boyfriend…the first man with whom I got infatuated. True, he never took advantage of me…and true, he never promised me anything in the longer terms – I guess, my future plans were just castles I built in thin air. If anything, N. had been completely honest with me…and I really appreciated that. Even though, there would not be a future for us, he was the one I wanted my first time to be with. There was no point to get away from each other before we really had to. Let’s make hay...

2 years ago
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Friends And Mothers 8211 A Village Swap 8211 Part 2

Hello readers, In the previous episode of this story I had written how I managed to rope in my friend’s help to reach his mother’s bedroom and put my cock into her pussy, as he was secretly watching my actions on top his mother. As she spread her thighs I pushed my dick deep into her pussy which was silky smooth and warm and also sufficiently moist to slip my cock comfortably into her cunt. I knew my friend was watching the drama of his mother’s hole getting drilled and I started fucking her in...

1 year ago
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Losing My Virginity to My Mothers Best Friend Part 2

Sunday morning was a late wake-up. I slept in until ten in the morning and didn’t want to get out of bed. I would have stayed in bed if it weren’t for my bladder telling me that I really needed to go to the bathroom. I sat up, my cock hard with morning wood but knowing I really had to go. I grabbed my football shorts and slipped them on before making my way to the bathroom.I almost ran into my mom as I opened my bedroom door and entered the hall. She was clad in her thick long white terry cloth...

Taboo
3 years ago
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Losing My Virginity With My Boyfriend At My House

Hi, I am new here and this is my first sex story. My name is Riya, I am 19 and have figure 32-26-32. This story is about how I lost my virginity at my own house with my boyfriend karthik who is 20. We had a relationship of 6 months and we were very close to each other. We used to have sex talks late night talks and we want to have it but were not getting perfect place for it. Suddenly my family have to go somewhere and due to some reasons I was not able to go with them. So my family went up in...

1 year ago
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Losing Her Virginity

Losing Her VirginityIt was a beautiful Summer day. Sun shone brightly. Birds twittered joyfully. I was a young girl and beyond bored.We had just moved to the area so I hadn’t had a chance to make any friends yet. On top of that my parents were extremely religious and practically kept me under lock and key. Especially when they weren’t home, I was forbidden to go anywhere.So on this unbearably boring day stuck at home all alone I found myself exploring our new back yard… a small half acre in the...

1 year ago
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Losing My Virginity At Tuition

Hi to all Indian sex stories readers, this is Varun back with another experience and I thank you all your response for my last sex story. For those who don’t know me I am Varun 24 years old guy from Chennai with average body 6 feet height with a 6 inch tool. All readers can contact me through This is one of reader’s experiences fucking her girl friend for first time in tuition. I will be narrating the story on behalf of my reader. Hi all my name is Naresh (Name changed). This is my experience...

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