Losing My Virginity In Two Parts (Part 1) free porn video

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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 my first facial, then my first experiments with candle wax. Whatever it was, I spent some time reminiscing about the good and thinking about what wrong with the bad.

 The first was Justin. 

“Do you want to go to the prom?” He asked casually a month before prom in a text message.

“Of course,” I typed back. I heard through the rumor mill that he was looking for a prom date after his girlfriend dumped him. I didn't think he would ask me. He was a senior, drove a Mustang and one of the cool kids that spent more time worrying about what to do that weekend, then homework.

 My parents tried to change my mind. I was just sixteen. He was older, a senior and didn't have the best reputation, but my parents weren't going to stop me if I really wanted to go with him. However, they ordered me home by midnight.

In the month before the prom, we went on a few dates. A couple extremely hot dates that ended up in the back seat of his car.

“I'm not ready yet.” I said as he smothered me with his kisses, with his hands and with his body in the back seat.

“You're a virgin?”

“Yeah,” I said softly as I nodded my head. How did he know? My face turning bright red.

“Is there anyway you'd want to change that tonight?”

“Not tonight.”

“Okay.” He said okay, but his frown said otherwise. “What about after prom?”

“I have to be home by midnight that night.”

“If you want to, I can get us a hotel room. Some of the guys were talking about getting a room for a party, but I'd rather just spend some time alone with you.

“My parents would kill me if I'm not home by midnight.”

“We'd have time after the prom is over and I'd make sure to get you home by midnight.”

“Let me think about it.”

As he drove me home in his Mustang that night, I was sure that we wouldn't be having sex prom night. I wasn't waiting for marriage, but I always pictured losing it with someone special. Someone that I cared about deeply. Someone that I had been seeing for a long time. However, things changed.

I went dress shopping with my friend Becky. Then lingerie shopping. She wasn't a virgin and was very much planning to sleep with her boyfriend after prom. She helped me pick out a tan and black lace bra that would work with my dress and a matching thong.

The nylon fabric was soft, the lace sexier than anything I had in my underwear drawer. What was the big deal. It was just sex. He was hot, an amazing kisser when his hands weren't groping all over me. Plus, he seemed to care about me. He said he imagined this lasting longer than just prom.

I put on that lingerie that afternoon before prom thinking there was a good chance that he would be taking it off. He didn't end up taking it off for me, but it didn't end up staying on either.

When the prom ended, he made a beeline for his father's BMW. I struggled to keep up in my heels, but we were one of the first cars out of the parking lot.

We were the first to check into the hotel too. As we registered, the hotel clerk watched me. He eyed the low v-neck of my dress. He starred at my cleavage flowing out of the dress. I felt his lust. I felt like he knew what I was going to do upstairs in the hotel room.

The elevator ride up, I couldn't believe that I was going to do it. I was going to lose my virginity to him. In this hotel. Very soon.

My heart pounded. My hands jittery as I followed him into the room. Not as nice as I fantasized. Just a plain, generic hotel room with a tan and green color scheme. The TV wasn't a flat screen, but at least the bed looked clean. It would do.

I imagined him serving wine, or lighting candles. Instead he offered me his flask, then sat on the edge of the bed.

“So,” I said. “We're here.”

“Yes, we are,” he smiled. “We don't have much time.”

I expected him to push me against the door, take me over with his lips. Or maybe pull me on to the bed and let our lusts take over. At least, give me some sort of instruction. I knew he wasn't a virgin.

He just sat there. This was real. This wasn't a fantasy.

“Why don't you take off your dress,” he said finally.

“Okay.” I breathed in sharply. I was nervous about this part, almost as much as the actual sex. I had never been completely naked in front of a guy before.

I slipped off my heels first and he starred at me, which made it even worse.

“Help me with my zipper?” I turned around and he stood up behind me. His hands ran up my arms, then found the zipper on my back. He pulled it down and I held the shoulders so it didn't fall down right away.

I turned around and looked into his eyes. His eyes were busy studying my body, eager to see the dress fall. I debated grabbing my handbag and running out the room. Part of me really thought about it. Wait for the right guy. It wasn't him. However, the other part of me wanted to get it over with. See what it was all about. Wanted him to be my first. That side won.

Here goes nothing. I slid it off my shoulders and it fell to my feet. I stood in front of him wearing not much. His eyes explored me, examined my curves. I'm nowhere near skinny like his ex-girlfriend. But we did have something else in common. His eyes focused in on my over developed chest.

I reached back and unhooked my bra. It fell to the floor. His grin grew.

The only sound besides my nervous breathing was the air duct. Awkwardly, I pushed down my thong. I stood back up in front of him completely naked except my beaded necklace. I'd never felt so naked.

“Why don't you have a lay down here?” He stood up and pulled the cover back.

I still debated running out of the room, but instead I climbed on to the bed. It felt like any other hotel bed. The sheets a little rough from being washed hundreds of times. This was the bed where I was going to lose my virginity.

I rolled on to my back and watched him rush through taking off his tux. Under a minute, he had all his clothes on the floor next to mine. I assumed I was supposed to be turned on by his naked body – the first male I had ever seen, his cock erect.

I had seen cocks before. I wasn't completely innocent. I had given a few handjobs and a blowjob, but there cock didn't compare to his. Thick and long. I had been fingered before, but I had no idea how he would fit into me.

He climbed on to the bed and I opened my legs for him. Would it feel amazing? How much would it hurt? Should I have waited? What if somehow my parents found out? What if he told the other guys at school. Would I be different afterward?

He climbed on top of me, his warm body weighing down on me. His hands fumbled with my tits. His hard cock pressed against my waist. He kissed me. My doubts and worries faded away.

It was happening. His cock pressed against my lips. We awkwardly moved around for the right position.

For one last second, I was still a virgin. Then he pushed himself into me.

I wish I could say it was amazing. I wish I could say it turned me into the sex addict that I am now. I can't say either of those.

His cock pushed painfully into me. I could feel his cock invading into me. It hurt, later I'd figure out because I wasn't turned on. I wasn't wet.

“You're so tight.” He spoke, completely unoriginal.

Painfully, his cock filled me. He was slow, but I wouldn't call it gentle. It hurt like someone tearing me apart from the inside, but we were having sex.

He wrapped his arms around me as he slowly started slide his cock around inside of me. I couldn't believe a boy was inside of me. I was having sex.

“Does it feel good?” He asked.

“Yeah,” I lied. It didn't exactly feel amazing that's for sure, but I was one of those girls who had sex.

At one point, it did start to feel a little enjoyable. Not great, but pleasurable. Enough where I started thinking this might be something I want to try again. However, my lack of wetness soon replaced those thoughts with a sore feeling I couldn't bear. I couldn't wait for him to finish.

Of course, I didn't have to wait too long. He lasted probably two or three minutes, maybe five. He came, his cum flooding inside of me. I felt a growing wetness inside of me, but that was about it. I probably should've made him wear a condom. I wasn't on the pill yet and who knows where his cock had been. But I didn't think of that until after he came.

He rolled off of me. Like the lack of foreplay in the beginning, he didn't cuddle or anything along those lines.

I knew by the time we climbed out of bed, that I wished my first time had been with someone else. I didn't regret it, but I felt used. I felt like I was just a tight pussy with a pair of big tits to him. With his cum deposited inside of me, he took me home – an hour before my curfew.

His text messages slowed over the weekend, then stopped by Monday. He avoided me in school and when we finally ran into each two days later, he didn't have to say a word. He just wanted to fuck me. I learned my lesson, but it did open me up to the world of sex. Three months later when I had sex the second time, I was ready, willing and maybe even craving it.

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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...

2 years ago
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Losing My Virginity to My Mothers Best Friend Part 3

I stopped and turned around to see Mrs. Johansson standing in the middle of the hallway looking right at me. I responded, “Sure.”“So, are you finally dating anyone yet?”“Not really. But, I may be going out on a group date with Becky Harrison this evening. I won’t know until later though. Why?”“Just curious. If you can spare a few minutes, come back into the kitchen and chat with me as I finish up my cup of coffee before I head out.”“No problem. I have time.”I followed her back to the kitchen,...

Taboo
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...

1 year 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 Next Door Neighbour Aunty 8211 Part 1

HI friends. As the description suggests that this is story is about me losing my virginity to a next door auntie, who is 35 years old and has a lovely figure; 40 B boobs, 32 inches waist and a huge 40 inch ass. I am now 36 yrs of age with 21 inches broad shoulders, 45 inch hairy chest and 7.5 inches long and 3 inches thick cock. It all started when I used to be very young and about 12 when I started to grow more muscular as I always used to be very active in sports and had broad shoulders. This...

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
1 year 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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Losing Virginity To My Girlfriend8217s Flatmate

Hey, guys, this is Aakash from Bangalore. I have been reading stories on Indian Sex Stories dot net for some time now and have finally decided to share my experiences in this sex story. Just to introduce myself, I am Aakash living in Bangalore. I am 23 years old and have an athletic body and a good height of 6 feet. As for my cock, it’s 8 inches long and 4 inches wide and has the stamina to go for hours. This sex story happened back when I was in my college 3rd year in Noida. I had a...

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...

1 year ago
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Losing Virginity To The Hardcore

Hi, I am Stephen 27 from chennai, I am a regular reader of ISS. Am not good in grammar, please forgive me for my mistakes. It’s a true story of mine, which will take you to the imagination. I like to share my experience of losing virginity to my GF. Guys hold your dicks, girls hands on boobs. Any feedback please post to this mail id Our relationship starts by love at first sight. She expressed her love and I accept her proposal in two days. Her name is Anitha, about her appearance she is...

3 years ago
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Losing Virginity To Neighbour

Hi all! My name is Rahul from Bangalore. I started reading stories in ISS from past few months. It had been great pleasure in reading stories and masturbating. But I was fed up by masturbating and hence decided to have real sex with my girlfriend but I was disappointed with her lack of interest in sex, she was loving me so much but when ever sex related talks comes she was telling that its after marriage. I was unable to control my feelings so I decided to have sex with my neighbour. Her name...

2 years ago
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Losing VirginityWeek 3

Monday May 31st was Memorial Day. Aaron picked Liz up from her place and they went back to his. They spent the day playing with his dogs and just watching movies. He cooked her dinner and they practiced their signing. Liz just seemed to love being in Aaron's arms. Aaron loved having her there. Aaron lived forty-five minutes away from Liz depending on the route taken. Liz had on a button up shirt on. Driving back to her house that night she unbuttoned her shirt and dropped her bra down. The...

3 years ago
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Losing My Virginity To Dipti Aunty

Hello everyone. This is Dhruv. I am here with a story that happened a few years ago and one that I still think about all the time. It’s a long one about losing my virginity. But I wouldn’t be doing it justice unless I included all the details. So sit back and enjoy it. To get it out of the way, I’m 5’9, pretty skinny, and have a medium complexion. I have a standard 6-inch tool that’s quite thick. I’m 24 now. This event took place back when I had completed 18 in the summer of 2014. I had just...

3 years ago
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Losing My Virginity With My Ever Surprising Aunt

Hello ISS readers! Hope you are all doing good. Did you guys read my first story about my aunt? If not, please read “My ever surprising aunt”, and come back and read this. I had narrated the events of how I and my aunt started off with a new mode of relationship. This story narrates about losing my virginity to her. In short, my previous story, in the 12th vacation, I went to Mumbai where my aunt was living with her husband (who was very older to her) and her 2 kids. When I returned back,...

Incest
2 years ago
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Losing My Footjob Virginity True Stroy

I have had a foot fetish for as long as I can remember. In fact, I can even remember around the time my foot fetish started, but that’s a story I’ll get into another time (if I build up enough courage to do so). I’m currently in my late 20s but funny enough, my fetish for feet was pretty strong as a k** and as I grew, so did my arousal for feet. I would find myself staring at them and at times would get caught looking. Like most people with fetishes I was somewhat shy about it and didn’t...

3 years ago
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Losing Virginity To A Beautiful And Sexy Call Girl

Hi to all ISS readers, this is Sachu back with another experience and thank you all for your response to my last story. For those who don’t know me, I am Sachu 22-year-old guy from Kerala and now live in Bangalore with an average body of 175 cm with a 5.5-inch tool. All reader scan contact me through This is a true story of mine happened 7 months back with a call girl and lost my virginity to her. I watch porn and I always dream about sex and I want to have sex with a girl. This incident was...

4 years ago
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Losing Virginity To My Classmate Abhishek

ನಮಸ್ಕಾರ and hi to all ISS readers this is my first story ever in Indian sex stories please pardon me for any mistakes in the story and mail me my name is Shreya. I’m living and studying in Bangalore of karnataka.I’m 21 yrs of age . My body structure is 28 26 28 .My boobs are round shaped and 32d boobs .My pussy is pinky…. I think this is enough for my introduction.If you want more introduction mail me i’ll display at bottom of the story This happened 7 days ago so my pussy is in fresh...

3 years ago
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Losing My Virginity To My CloseFriend

Hey everyone! This is my first ever story over here, although I’ve been a regular visitor over here for about 2 years. Coming to the story, this happened just last week. Hope you all like it..! Telling about me, I’m Bipin from Mumbai, 19 years old. I always have been seducing girls over chats and having sex chats and role plays but I was a virgin till now. And now about my friend her name is Avani, 18 years old. We became friends some one year ago. We both live in the same society. We started...

3 years ago
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Losing Virginity To My Cousin

I m Arjun from Hyderabad I was having a cousin her name was Anu she was the daughter of my Aunty. in February 2009 when I was in 12th and she was in b-tech 1st year her mother and father were in Kuwait. one day I was at home and suddenly Anu and her mom came at my home and told my mother that they wanted Anu to live with our family. I was very happy at that time because I just wanted this chance as to describe anu, she was a very fair color and her boobs were just brilliant after 2-3 days, it...

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