That Escalated Quick - Part 2, Losing My Virginity free porn video

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Sammy bends down to unlock my collar. "Go upstairs and clean yourself up," she instructs me as she then moves behind me to unlock my hands and feet, "You might also want to use some mouthwash. Your breath stinks of cum." Just as I'm leaving, she adds one last thing. "Oh, but don't get changed. Just take you knickers off and come back downstairs. That's if you want this back," she says slyly holding up the key to my chastity cage. I don't know when she took that but I don't have a backup. Reluctantly, but like a good submissive girl, I comply. After cleaning my face, having a quick rinse with some mouthwash and touching up my make- up, I slip my knickers off, take a deep breath and head back downstairs. Now the five guys are standing (fully dressed) in a kind of police line- up. I felt so much more exposed in front of them this time without knickers under my short dress. "Now," Sammy begins, "you're going to pick a guy to have sex with." My jaw drops. This was not what I'd ever had guessed she had planned. "I can't do that," I say in a hushed tone as I step closer to her. "Yes you can. I know you don't find any of them attractive but that's the point," she tells me with a slightly sadistic smile. "You're going to choice someone to have sex with that you don't find attractive and you're going to do it for their pleasure." She pauses briefly to let that sink in before providing more horrifying details. "You'll go over and indicate which guy you want to fuck you by giving them a gentle, yet seductive kiss. And don't hold back. He will then sit on the sofa while you ride him." Mortified I look at the guys. I don't even remember in which order I blew them. I knew I wasn't getting that key back without doing this and, despite how much I hated those blowjobs at the time, I'm now incredible horny, and with that also incredibly submissive. I slowly take a few steps towards one guy. He's blonde with a kind and gentle looking face, relatively tall (couple of inches above me even with me in heels) and slightly toned arms. I can hardly believe what I'm about to do, but as I approach him, I close my eyes and reach up onto my tiptoes to meet his lips. I can feel him softly kissing back as his hands wrap around my satin covered waist pulling my body tight up against his. After a few seconds of passionate kissing he moves away and sits down on the sofa behind him. He starts to unbutton his jeans. I hesitate for a few seconds like a deer in headlights, just watching him. However, something kicks back in almost immediately after he'd finished getting his cock out. I step forward feeling as if I was on autopilot, not really sure whether I wanted to go through with this but not sure if I'd come too far to back out now. Sammy hands me a bottle of lube and gives me a nod of encouragement. I place a few squirts of lube into my hand and rub it over his cock. This felt so much more humiliating than the blowjobs. With the blowjobs, I was restrained and arguably taken advantage of. Here, I'm free to stop or walk away, and yet I'm willing running my hands over another man's penis. Finishing off with the lube, I lift one leg onto the sofa and, while lifting my dress and petticoats up, I place my knee down next to him, then the other leg. I'm now knelt with my arse hoovering only a couple of inches above the head of his penis. The anticipation is hell. I'd liked the idea of being penetrated anally but the fantasy had always been to be dominated by a woman with a strap-on. There's also a difference between fantasy and real life, and now I'm seconds away from a guy fucking me. This was not the plan, or at least not my plan. I feel him place his hands firmly on top of my hips and he slowly starts to push me down. As I feel the tip of his cock touch me under my skirt I instantly squirm to move away from it. He simply applies a little more pressure to my hips and I just submit. He shuffles a little underneath me to ensure he's lined up as his cock is now starting to push against my anus. A second or two later, with some help from the ever building pressure of his hands on my hips and the lube I applied to his cock, he slides in. The feeling was so unexpected. It was the first time I'd been penetrated with anything anally. It was a mixture of shock, humiliation, submissiveness, fantasy level arousal, and intense sexual pleasure. If I wasn't wearing a chastity cage I would have been as hard as he felt. Soon he was thrusting in and drawing most of the way out again. Each thrust seemed to go deeper and deeper. "AAWW, AAAWWWW, AAAAAWWWW," I started to moan. These weren't like the mid-blowjob moans that were muffled cries in the hope the guy would stop cumming in my mouth. No, these were moans of enjoyment. Uncontrollable moans that I couldn't stop, subdue or hide in anyway. Any on lookers could tell I was enjoying being fucked and that just intensified the humiliation. After a couple of minutes of this guy, whom I still haven't learnt the name of, fucking me as deep as he could go, he starts building his rhythm towards an obvious climax. Horny as hell and still moaning away, I cry, "DON'T STOP." This seems to just turn him on more as a couple of thrust latter he does just that, he stops with one long and very deep push into me. He holds me there as he cums. He's strong and I'm unable to move up and down but my intense level of horniness means I involuntarily squirm back and forth, rocking my arse on him. Not wanting it to stop and enjoying the feeling of his hard cock deep inside of me, I let out one final, "AAAAWWWWW......" Once he was done with me, he pulls out and I slump off to the side and lay, arse in the air, on the sofa. He gets up to go clean himself off as I'm left to regain my breath. Panting away and wanting more I glance around the room, almost forgetting there were others there. Seeing the on looking crowd, I push myself up onto all fours and arch my back. "Well. Who's next?" I ask in my most seductive voice. I can't believe I just said that but being chastised it seemed like a good idea at the time. "Do you think you could give a couple of hand jobs while being spit-roasted?" Sammy enquires. I lower my head to hide my involuntary smile before gently asking, "Where would you want me?" The guys all start striping while Sammy goes and gets her camera.

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Staying a virgin through high school was a serious challenge. Everyone knew that there were girls who *did* and girls who *didn’t*. The most important status-enhancing activity for the male population of the high school was to move girls from the second category into the first. I didn’t really date very much, but the guys I dated worked very hard at trying to convince me that I wanted to have sex with them. This was accomplished through both verbal and physical tactics. The...

3 years ago
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First Time Fuck Losing Virginity

Hi All!! I’m Vikas 27 from Mumbai. This is not just a story but what happened in my real life during my college days. My first sexual encounter that happened when I was in third year and with my hot and sexy girl friend of that time and her figure deliciously juicy 36-28-34, I still can’t forget those melons I use to suck. In the beginning she just allowed me to kiss her, slowly she become hornier and I was always horny, during one of the coll. festival we got a chance to spend more time in...

1 year 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...

First Time
3 years ago
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Losing my anal virginity

This is a true story of how I lost my anal virginity to a random stranger from Craigslist. Posted anonymously elsewhere.—————————————I cheated on an ex gf with some guy I found on Craigslist. I had always considered myself straight (despite the cross dressing and panty obsession), yet had been growing more curious as I got older.A few years ago (in my early 20s), I was flat sitting for friends while they were away, and I was on the Craigslist casual encounters section (more out of interest than...

3 years ago
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Losing My Virginity

My name is Lexy and I had just moved from a more rural area to the center of a very unpleasant Florida town. On top of not being fond of the town I lived in, I didn't know anyone in the area. A few months earlier while I was still at my old house I went to a gathering in the area of town where there are three or four bars on one block, it was called "Friday Night Live". While I was there I met a 6'2" goth boy named Chris. From what I could tell he was toned and had straight black hair that was...

First Time
3 years ago
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Losing my virginity

I grew up with this boy that lived next door to us (his name was mike) I was 16 & he was 15. He went to my high school, he played football & baseball. I have had a huge crush on him for the longest time! I could remember kissing him on the cheek when we were like nine or ten. As the years went on he started to hang out with other girls, yeah, I did get a little jealous! I started to go to his games, then he started to hang out with me more & more. My mind was racing with thoughts of...

2 years ago
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Losing My Virginity

Hey friends, I am Shani Singh and I am 6 feet tall and I have a fair skin with well built muscles. So today I am going to tell you how I lost my virginity and how was it a beautiful experience in my life. Let’s start, I was working in a call center, Mohali. Basically I am from Chandigarh and I have had 3 girlfriends total in my life.I have never had sex from the first two, oral only and my third girlfriend’s name was Ankita.She used to work on that call center and she was noticing me ,so I...

1 year ago
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My Amma8217s Blouse 8211 Part 3 Losing Virginity

“Amma!” I shouted loudly as I stood at the door with my friend Arjun. What I saw happening in the house was very shocking. At that very moment Raja, the tailoring tutor was sitting on the bed’s edge. Leaning back with his legs spread and Amma was on her knees positioned between his legs. She was doing something that was giving a sense of relief and pleasure to Raja. It was pissing me off, so I interrupted. “Cramps,” she said as she massaged his thighs a couple of times before stepping back....

Incest
4 years ago
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My First Sex 8211 Mumbai Girl Losing Her Virginity

Hi, my dear girls and boys, myself Nikita from Mumbai, 26 years of age, unmarried. My family consists of dad, mom, me and my younger brother Nikhil, who is two years younger than me. I have been a fan of this blog for quite some time and it’s been really great. So I thought to finally pen down my experiences as well. I hope you guys will be with me throughout. So, why not begin with the time I lost my virginity. This might be a little long for some people but if you guys are the “full details”...

2 years ago
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Adventures While Losing The Virginity

Hi guys, I am Siddharth (name changed) and this is my first attempt at writing my story. Let me know how you like it. Indian Sex Stories has given me a lot of wonderful moments with myself. I enjoyed the the most. I want to share one of my stories so that people can enjoy the same way I did.   This is a real story of how I lost my virginity. I am 5ft 9” in height and have a slim athletic build. I am smart looking and according to my friends intelligent and a genius. My girlfriend at that time...

4 years ago
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Worth Losing The Virginity

I’m a 24-year-old guy with a good physique, crispy hair, and a huge dick. As I’m very young, I’ve always craved for Indian sex since I had puberty. Though masturbation was an option, the pleasure that sex gives cannot be expressed in words. I was a pornography fan and used to watch porn on a regular basis. I had seen many categories of porn in HD and was not able to wait to experience sex. This incidence happened on the day when my parents weren’t home and I was all alone. I went to my office...

4 years ago
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The Lucky Day Of Losing My Virginity

Well. Hello and welcome you all to the story where I lost my virginity to the girl I loved the most. I live in Pune and thank you all to read this story. And would love to read your appreciation regarding the same. I was 18 years old. The story is of 2011.It happened with Simran. She was my junior in school. I was in 12th standard. We had been dating for 2 years now. We have had our moments but didn’t get the chance to explore ourselves fully. One fine day I was all alone at my place because my...

4 years ago
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Losing my virginity

Hi readers ! Being inspired by the submissions here I decided to narrate my first experience of intimacy. The story dates back to when I was in standard 10th and after the examinations I had been on vacation where my parents used to work. Then I was barely 15 and was having no experience of sex or idea about the woman’s body. Weeks in to the vacation I happened to meet a lady by name Manju. She was 25 years of age and was working in a government office. Though she was only 25 she always wore...

2 years ago
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Sorcha And Megan Join Our Staff And Lose Their Virginity

I’d met Sorcha and Megan seven months before the events of this story took place. They were introduced to me as two Irish runaways, by a client that I was seeing on the south coast. I met them on what was a scorching day for England, with temperatures hitting thirty centigrade. With our meeting and business completed, the girls took me to a local naturist beach and, inevitably, we ended having sex. Seven months later, as I stood on the platform, waiting for their train to arrive, the weather...

Office Sex
3 years ago
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The Horny Naked Journey To Lose Virginity

Hi friends, am Rajesh here once again, I’m the author of certain stories here, to say about myself, I am 26 yrs old, 5 10 height and athletic body, I am a Bi and would like to be treated like a girl. I have a big ass to enjoy. The story I am explaining is a fantasy I would like to lives as I was chatting in one of the sex chatting sites, I came across a guy called Sudhir and we exchanged our details and came to know that we stay in the same city as usual and he starting chatting sex. Sudhir:...

Gay Male
4 years ago
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Helped My ISS Fan To Lose Her Virginity

Frankly speaking, this is my fourth sexstory and I write only real stories.This is the story where I will tell you how helped my iss fan to loose her virginity. Feedbacks should be submitted on ””. Hi friends …. It’s me, Kannan. As promised I’m back with my new story, titled “Helped my iss fan to lose her virginity”. Firstly I would thank all my readers for their overwhelming love, response and precious comments which encouraged me to write my new story. And I would apologize for the delay....

Incest

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