The First Cherry I Broke free porn video

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Her name was Allie and she came to our school early in junior year. She was a year younger than the rest of us as she skipped a grade early on in her life. Allie was an athlete and had the body to prove it. She was as tall as me....6'...and had long legs, an incredibly tight ass and small boobs that were impossibly perky. She was the perfect specimen of teen beauty. Even if her tits were bigger, it wouldn't have made her more attractive because the rest of her was so perfect.

We began dating almost immediately. I was a popular jock and she made friends fast with the group. We went to basketball games and parties and the typical things teens do....which included making out and me trying to fuck her. As she rebuffed each attempt I made, it got more and more frustrating. Finally, she confided that she was a virgin and had been afraid to give her cherry to a guy as she and her family moved a lot...her dad was some corporate exec and got transferred often. This was her 4th high school in 3 years and she didn't want to give it up to a guy and be told they're moving the next day.

At a party one night, we had some beers and found a room to ourselves. She may have been a virgin, but she did give some good head. She rationalized it by telling herself as long as a guy rubs her clit and gets her off, she could return the favor. She told me she also liked the taste of cum and how it felt when a cock erupted in her mouth. We got on the bed and I slid my hand down her unzipped jeans. Her clit sprang to attention under my finger as I rubbed her love button hard. She ground her hips hard against me and threw her head back. Her cunt was steamy-hot and I rubbed even harder.

She grabbed my hand and pressed me into her harder as she came. She panted and groaned and bit my shoulder as she finished. By this time, my cock was ready to rip out of my jeans. I stood up and undid the zipper and pulled them down to my knees. She must have been really turned on because she never sucked my cock so well before. Normally, she had one speed with her hand and didn't use her tongue enough, but that night she was like a porn starlet.

I got really weak in the knees and grabbed the back of her head for balance. She took this as a sign to suck and stroke harder and she responded like a pro. I was making these gutteral grunts and sounds while she sucked away on me. I wasn't sure how long I was going to last...usually it took her a while to bring me off....but it quickly became apparent this was going to be much faster. She looked up at me and said "You like it like this?" As she got the words out of her mouth, my cock erupted. The first squirt landed right on her chin. She quickly put my cock back in her mouth and sucked me dry. After I was empty, she wiped the cum off her chin and licked it off her hand. I figured we were done for the night and pulled my pants up.

She then surprised me by what she said. "I want you to be my first. Tonight. I'm ready and can't wait anymore. My pussy aches and I want to feel sex. Nobody is home at my house...we could go there. I don't want my first time to be at a party on a strange bed. Ok?" I almost asked her to repeat what she said, but didn't want her to change her mind. I nodded, grabbed her hand and we left the party. We drove to her house and got out of the car. I pulled a couple rubbers out of my glove box, but she surprised me again.

"You don't need those if you don't want. I've been on the pill since I was 14. My periods get all screwed up if I don't regulate them. Is that ok?"

Fuck yeah it was!! I had never fucked without a rubber before and eagerly looked forward to feeling what pussy actually felt like. We scrambled inside and went right to her bedroom. She got an old towel from the linen closet to spread under us in case she bled. We stripped each other quickly and I got my first look at her naked....she was perfect. Her bush was naturally sparse and her pussy lips were already swelling up a bit. I had seen her tits before, but the whole package was breathtaking. I guess I was staring too long because she asked if there was something wrong.

"No, Allie....you are incredible. I just can't believe I'm the lucky guy who gets to be your first." I said. She had never seen me naked either and took me in for a minute. I was rock hard again, obviously, and ready to pop her right there, but didn't want to frighten her. I told her to lay down and spread her legs.

"Are you going to lick my pussy? I hope you want to because I want you too before I get messy down there. I was afraid to ask." I lowered my face down to her perfect virgin pussy and just stared at it for a second. Her light brown pubes were soft as a feather and framed those lips perfectly. Her lips were fully engorged and her pussy was wide open for me. I was afraid to finger her too deeply since she still was cherry, so I just used my tongue. As I licked her hard and fast....I didn't know much about going slow at first back then....she ground her pussy into my face. I nibbled and sucked on her clit until she was moaning and trembling. I knew she was close to coming and was curious what would happen if I put a finger in her tight butthole.

I licked my index finger and slid it in slowly. She gasped and rotated her hips and seemed to like it. I was only in to the middle knuckle and started making the "come here" motion with it. That did it....she immediately began to scream and buck her hips and her cunt went into serious spasms. She was having an orgasm that was 10X as hard as any my fingers had ever given her. She wasn't prepared for the intensity and began to cry as she released. I licked her until she pushed my head away.

"Oh GOD, that was amazing. You need to stop for a second so I can catch my breath!!"

I held her in may arms until she calmed down a bit. We began to kiss softly and touch lightly. I was still hard as a rock and she grasped my cock with her hand and stroked me a bit. I knew if she kept at that, I was going to lose my load too quickly, so I got the towel and shoved it under her ass. I was ready to deflower this beauty.

"Are you ready? I am." I told her. She responded by opening her legs wide for me. I knelt between those perfect thighs and readied myself. She looked at me with total trust in her eyes.

"Promise me you'll go slow. I love you." I told her I loved her too and I meant it. I was no virgin and felt something new inside me. Now she was going to feel something new inside her.

We were both shaking a bit as I got my cock close to her pussy....that dripping, virgin pussy. A big glob of pre-cum oozed out of my cock, which I rubbed onto her wetness. She was grinding her hips and I could feel the heat off her pussy radiate onto my dick. I couldn't wait anymore and entered her.

She arched her back in surprise and locked eyes with me. She was expecting pain right away, but didn't feel anything but my cock head in her opening. I hadn't hit her hymen yet but eased myself up against it. She figured out that this was the moment she had been waiting for. I saw her grit her teeth and steel herself for the pain. I could feel the blood pulsing in my cock as I made the final push and tore thru her virginity.

She let out a yelp and shut her eyes tight. I slowly went balls-deep into her and she responded by squeezing my cock with her cunt muscles. I withdrew and re-entered her, going slowly to ease her into it. She opened her eyes, which were wet with tears of pain this time. I asked her if she wanted me to stop, but she said no, keep going. I gently fucked that tight little hole and glanced down between her legs. There was quite a bit of blood oozing from her, but the towel was doing it's job.

I began to suck and lick her tight little breasts that were tipped with hard little pebbles for nipples. She began whimpering and moaning a bit. I increased the speed of my thrusts, but was still going very slowly. I wasn't sure. but I thought I felt her pussy begin to tremble a bit as I slid in and out of her. I knew I was feeling her pussy grab my cock with every thrust inward.

I didn't realize it, but she had grabbed my ass by this time and was pushing me into her. Her nails were digging into me and it hurt. I laughed and told her not to be so rough with me and she laughed back. I knew she was getting into it because by this time there was no question that her little cunt was trembling with a future orgasm. She began to move her hips and arch her back and started to pant hard, her breaths coming short and quick now. Even at that age, I knew what that meant....she was getting close to coming. I kept the same rhythm going and started to kiss and suck her nips again.

She started squeezing me with her thighs and her ass started bucking as her first cock-inside-her orgasm ripped thru her. Her eyes opened wide, but I saw nothing but whites. Her mouth dropped open in a soundless scream and her cunt felt like a vise-grip on me. Her scream started in earnest as she nearly ruptured my eardrums. At that moment, I would have been happy to die immediately after I came. Allie's eyes rolled back into the front and she locked eyes with me again. I could tell she was shocked again by her orgasm's ferocity and intensity. She fell limp after it was over, trembling and shaking and quaking. She was covered in a fine sheen of sweat that I wanted to bathe in. She smelled incredible, even with the blood between her legs. The smell of fresh sex, sweat and musk from between our legs was the stuff of legends.

I was close to my own orgasm and began to thrust again. Allie was really charged up after losing her cherry and having an incredibly powerful orgasm. I was going to go nice and slow the rest of the way until I came, but she surprised me again.

"Fuck me hard. Pound me. I'm ready!!" she exclaimed. I gave her a hard kiss and threw her legs over my shoulders. She let out a surprised "WHOOP" and readied herself. I slammed into her as hard as I could and could tell she was still a bit tender, but could also tell she wanted me to fuck her hard until I came inside her. She reached under me and started stroking my balls that felt like they were about to burst. I was up on my toes for leverage, just hammering away on her, feeling her use her newfound pussy muscles on me. She had figured that out really quick and was using it to her pleasurable advantage.

I knew my time was short and told her I was going to come inside her if that was what she wanted. She assured me she did and I cleared my mind and focused on how good her incredibly tight cunt felt. I was absorbed in my own feelings when I felt her start to shake all over again. As I went into my last few strokes inside her, she grabbed my ass again and screamed, "OH MY GOD I'M GOING TO FUCKING COME AGAIN!!!!" and let loose with a gush of cum that splashed all over the both of us. It was like someone turned on a fountain or something. I couldn't hold back anymore and let loose inside her, scalding her insides with my white-hot sperm.

She squeezed me hard with her thighs, cunt and hands, trying to drain every drop out of me. She succeeded. We both collapsed and didn't move for what seemed like forever. I know that I was drained. After a bit, I got up and grabbed the bloody towel and cleaned her with it. We staggered to the shower and took a nice hot shower and got back into bed. For the rest of the night, we explored each other. I licked her cunt forever it seemed and introduced her to a rim job, which she loved. I fucked her doggy-style and let her get on top. We even did it standing up, with her bent over and her hands and feet on the floor. I lost count of her orgasms and know I came at least 6 times. Her insides must have been white for weeks.

We were glued to each other for the next two years, fucking like rabbits and doing everything we could think of. She got into anal and loved having me pound her little butthole. She could come just as easy with my dick up her ass as she could with it in her pussy. We ended the relationship when we went away to different colleges. There was just no way we could stay together on different coasts, but we'd get together from time to time and fuck for old times sake.

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The Futas MindControlling Panties Chapter 12 Futas MindControlled Cherry Girlfriend

Chapter Twelve: Futa's Mind-Controlled Cherry Girlfriend By mypenname3000 Copyright 2020 Note: Thanks to Alex for beta reading this! Chloe Quick I trembled as Stacey approached. My best friend had a nervous look on her face as she came up to me and Kendall, one of my mind-controlled lovers. I had my hand shoved into the pocket of my skirt gripping my wet panties. My nipples throbbed and ached against my babydoll t-shirt. My pussy clenched and my futa-dick throbbed in my panties. It was...

3 years ago
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The Cherry PopperChapter 10

Friday night Sue sat in an easy chair in the living room and watched her brother Dave as he, Cindy, and Janet enjoyed a three way. "Fuck me, Dave, fuck me," Cindy shouted as she bounced up and down on Dave's cock. At the same time Janet screamed in pleasure as she sat on Dave's face so he could eat her blonde cunt. Sue watched them and groaned in frustration as she tried to satisfy herself with her hand. Now that she was so close to losing her cherry the young girl felt more frustrated...

2 years ago
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Lesbian Mind Control Incest Chapter 2 Nubile Daughters Cherry

A Story of the Institute of Apotheosis Research Chapter Two: Nubile Daughter's Cherry By mypenname3000 Copyright 2017 Note: Thanks to Ron for beta reading this! My youngest daughter, only eighteen, stared at me, her drunk thoughts struggling to comprehend what I had just told her as I sat naked on the couch in our living room. My eldest daughter, nineteen, hid her head in shame between my thighs. Her face was covered in my pussy juices while her best friend, Lily, still licked at her...

2 years ago
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CherryChapter 14 Easter holidays sleepovers at Piperrsquos

Piper and I agreed, then got her parents and Ben to agree, to me going to Piper’s for a few days before Easter, then her coming to stay with Ben and me for a few days after Easter. We were both looking forward to it as I wanted to see what Isaac was going to make us do (Piper’s parents would be at work); and Piper eagerly wanted to see some of the things that I had told her that I got up to. I really hoped that the weather would be just a little warmer so that I could get her ‘out and about’...

4 years ago
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CherryChapter 24

We got back home the day before school started again. I’d had so much fun over the school holidays and I wasn’t looking forward to going back. Also, I was so knackered that after checking that I had something to wear for school, I went to bed. The next morning Ben woke me in the best possible way and that sort of set me up ready to face what I was expecting to be a crap day starting year 10. The weather wasn’t too bad as I walked down the lane to the main road to catch the bus to school. I...

2 years ago
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Losing the cherry at Cherryville Lake Pt 2

(All characters are make-believe. Continuation to Part 1 of Cherryville)On the other side of Lake Cherryville is where the Girl Scouts are making camp. There are approximately 20 girls ranging from 12-15. The most popular girls are Brandy, Amy, and Stacy. Brandy is the leader. She’s 14 blonde hair and blue eyes. Amy is 14 as well with green eyes and curly red hair. The youngest of the 3 is Stacy. She has grey eyes with brunette hair. The 3 girls always setting trends and all the other Girl...

3 years ago
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Losing the cherry at Cherryville Lake

(Fictional story. None of the characters are real.) It was summer time and the Boy Scouts from Cherryville where packing up to go on a camping trip at the lake for a week. The scouts where from the ages of 12-14. They were all excited about going because they heard the rumors about the Girl Scouts from their town where going as well and setting up camp on the opposite side of the lake. As the boys are loading the vehicles up the camp counselors are discussing the plans for the week and which...

2 years ago
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The Jared Chronicles Jared and the Cherry Project Part 6

Jared has completed his work on the project, been rewarded by each of the girls in turn and given the most spectacular release of his sexual career. But now it's just him and the woman who lured him there - Vanessa. The redhead had thrown on her shirt and it clung about her courtesy of a single button beneath her breasts. She had brushed out her hair into voluminous waves and was holding the moulding tube. “Good job,” she said, peering down it. “I got exactly what I need. It’s gonna make...

Straight Sex
1 year ago
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Cherry Picker

Tad's hands were shaking as he handed a wad of dollar bills to Cherry. "That's nineteen, and, uh, I got the rest right here..." He mumbled as he began to fish around in his right pocket for the last dollar, which was made up of many coins that jingled heavily as he tried to scoop them out. Cherry quickly counted the wad of money, and when she saw the trouble the nervous little boy was going to for his last dollar, she reached out and touched his wriggling wrist. "That's OK," Cherry...

2 years ago
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Virgin Cherry Adventure In Las Vegas

Hello ISS readers.. I’m Cherry. M26. Hyderabad. Tall and handsome. This write up is real which has happened to me 3 years back. It’s gonna be a bit long write up but please do read till the end to know what happened in Vegas and to my Cherry.. Mail your Comments to In 2013 January, I was 23.. By then Had done all sort of naughty things when I was teen, as in, squeezing hot girls boobs in city buses, trains, crowded places.. Especially in Bangalore shopping malls, in scary house, special...

4 years ago
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Anastasias Cherry

Anastasia's Cherry Gets Popped By Anastasia Messier I didn't have to wait long to find out what was going on in the minds of these devious women. I was pushed to the bed face down and Audrey grabbed my left hand as Melissa grabbed my right. Wrist restraints were quickly put on my wrists and I found out I was in no position to go anywhere. My wrists were strapped one to the footboard and one to the headboard. Renee told me, "Get on your knees...

3 years ago
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CherryChapter 23

The next morning I woke up lying on my side with my back to Ben and his cock sliding in and out of my pussy. “I love it when you wake me like that Ben.” I said. “Ben wakes you like that as well does he? Tanya loves it too.” Ryan replied. “Oh sorry Ryan, I forgot that it was you that fucked me last night.” “That’s okay Cherry; Ben’s probably waking Tanya like that as well. If we stay quiet I may get the chance to wake Piper this way as well.” We slowly fucked until I’d cum then instead of...

4 years ago
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First Cherry I Broke In College Part 8211 1

This is about the first time I broke a girl’s cherry. My first college girlfriend was a year older than me and I wasn’t a virgin when she took my virginity her name was Deepa and she was a year older than the rest of us as she skipped a year college early on in her life. She was as tall as me 5.9 had long legs, an incredibly tight ass and small boobs that were impossibly perky. She was the perfect specimen of teen beauty. Even if her tits were bigger, it wouldn’t have made her more attractive...

1 year ago
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Madame Morgan Michele Parts 1 3 A Cherry Girl Story

Madame Morgan: Michele Prologue When Mike and Danyelle finally reach the motel Danyelle asks, "So which one's ours?" "Wow you're really horny! Usually I have take a girl out to dinner to get her in bed," said Mike. "Oh well I was hoping we'd go afterwords you know work up an appetite first," said Danyelle as Mike opened the door and walked in the room not even waiting for Danyelle. When Danyelle walked in she saw something that immediately drew his attention. Danyelle...

2 years ago
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My brother busted my cherry

This is for all you men and women out there that like some taboo stories.Chapter 1Cathy Jones, walking home from school, felt a secret tingle in her pussy. She had done something at lunch time she shouldn't have done, and now she was busily trying to hide the knowledge of it from herself." Another day, another night of study," she muttered to herself. Lost in her thoughts, she wasn't aware of the heads she turned.She was only sixteen years old, but she was a traffic-stopper. Her youthful hips...

2 years ago
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The Neighborhood MILF Cherry

There is a woman that isn’t exactly part of our neighborhood, but deserves mention with all of my other sex-starved friends. Cherry is a house sitter and dog walker for an elderly couple down the street. She’s only around for a few months in the winter when the Mitchells are making their home in the warm weather of Scottsdale, Arizona.The Russian beauty with the unmistakable silky black bangs and slender body is quite a hit with many guys on the block, especially with her sexy broken accent....

1 year ago
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Cherry picking

“Here,“ mum said placing the two weathered wicker baskets – probably hand woven by my nan around the Second World War - into my hand. There had to be some sort of sentiment behind them, as she still insisted on using them even though they were coming apart around the rim. “You need to fill at least these two if you want both cherry jam and a cake tomorrow,” she said. “And take that –“ she lowered her voice to a whisper, “useless boyfriend of yours with you.”My boyfriend, Will was in my room,...

Teen
2 years ago
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Doctors Incestuous Family Chapter 1 Brother Takes My Cherry

(An Incestuous Harem Story) Chapter One: Brother Takes My Cherry By mypenname3000 Copyright 2017 Note: Thanks to wrc264 for beta reading this! James Wilson I heaved a sigh of relieve when Ms. Samuels's class ended. I wasn't a fan of history, even with the delight at looking at the busty Ms. Samuels, her breasts almost falling out of her low-cut top and bouncing as she moved around. She dressed like such a wanton woman, like she wanted every nineteen-year-old boy in her class...

1 year ago
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Take My Cherry

“If you want, you can take my cherry!” I’m not sure how it came that I heard it at all, with the music blaring much too loud through the worn-down speakers and the crowd around me shouting and jumping. Someone had bumped into me, as if I hadn’t been miffed enough after Kirsty and Jo-Anne had somehow up and vanished from the party. I had swiped the spilled Tequila Sunrise from the front of my red tank top as good as I could and cursed the gods. This should have been our big end-of-year party,...

Lesbian
2 years ago
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Cherry Slave Girls

It was about six months ago that our life changed, shortly after Papa had been killed tragically in the terrible accident at t Chapter 1 ? Sir Michael Winston?s Offer It was about six months ago that our life changed drastically, shortly after Papa had been killed tragically in the terrible accident at the textile plant that was owned by Sir Michael Winston. Our mother had departed from us 17 years ago after the birth of my younger twin sister Jamie. So we are now legally orphans. My...

1 year ago
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Winning A Genie Harem Chapter 8 Submissive Genies Cherry Love

Chapter Eight: Submissive Genie's Cherry Love By mypenname3000 Copyright 2020 Note: Thanks to Alex for beta reading this! Characters Main Characters Corey Derrickson: College senior, friend of Kyle Unmei, given the chance to marry one of four genie, each from a different tribe, if he can find them at St. Maria Theodora Catholic College! Aleah Buckley: Corey's first sex slave. College senior. He claimed her after Kyle suggested she'd be a good candidate for starting Corey's...

3 years ago
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DeannaChapter 4 Cherry Picking

On the way back to the house she moved over really close to me and put her arms around my arm but didn't say a word. It was uncannily silent during our trip back, but that was ok. She was nervous, as any young lady would be when she knows she's only going to be a virgin for another hour or so. She was in her own thoughts and I wouldn't even attempt to venture a guess at what they might be. I just let her be silent and made sure I was there to be held. We pulled into the garage and let...

3 years ago
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CherryChapter 3 I Meet my Uncle Ben

This last summer, my dad thought that it would be a good idea for me to go and spend the summer with his brother. Now I hadn’t seen the guy or his family since I was about 4 years old and couldn’t even remember what he looked like. Mum said that he was married and had a daughter just a little bit older than me and that it would be good for me to make friends with someone my age. So, very early one Saturday morning my dad took me to the bus station with me wearing only my school uniform and...

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