How I Got My Cherry Popped free porn video

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I had decided that when I turned 16 I was going to have sex for the first time. Ray, my boyfriend of 6 months, was going to be the instrument of my deflowering. I know he had a very nice, hard cock because he got to fuck my mouth a few times. And I found that I loved to swallow his cum. He, of course loved when I sucked him off and since I swallowed his cum there was no mess. But like most males, he wanted and needed to slide his cock into my pussy and cum there. I needed him to do it too. His finger in my pussy felt real good. I let him finger me while his cock was in my mouth. He would have fucked me except the night that we were going to screw mom came home early. She found us with his cock in my mouth just after he had cum and I was cleaning his cock up. After chasing him out, mom & I sat down and talked. Mom wanted to know how long have I been giving him blow jobs and if we had fucked. I told her this was the third blow job and no we hadn’t fucked yet. But that I was going to if he had gotten hard again that night. “Don’t worry about that” she said. “He’s almost 18, he’ll get hard again if he had a chance to stick his cock into your pussy”. She then asked if I was on birth control or was he going to use a condom. I told her I wasn’t fertile and no we didn’t have any condoms. She told me folks who use the “rhythm method” are called parents and she was way too young to be a grandmother. She also told me that having him wear a condom on our first time wasn’t the greatest feeling. It was much better to have his bare cock in me. My mom suggested for my 16th birthday I would go on birth control pills. I, of course, was all for that. Ray was going to have to wait another 2 months or so for my pussy but going to get plenty of blow jobs. Mom agreed on the unlimited blow jobs. He could cum in my mouth as much as he could as long as he kept is cock out of my pussy until I had protection.

There was one little problem. Unknown to us, his father took a job in state 500 miles away from where we were living and he had to start very soon after accepting the job. They were lucky to find a house quickly so his family moved a couple of weeks before I was able to start on the pill. I almost let Ray take my cherry. He said he would pull out before he came but like mom said every man says that and then doesn’t. So Ray didn’t get my cherry and I didn’t get his.

I was disappointed that I still had my cherry on my 16th birthday but this problem was solved a couple of weeks later. Our 23 year old brother John was in the Navy and was able to come home for Christmas. His ship was supposed to be on it’s way overseas but they had some mechanical problems so he came home. We only lived a 2 hour drive from where the ship was getting fixed. He also brought two of his shipmates. They lived on the other side of the country and the 3 of them had to be ready to return to their ship at a moments notice. Another nice thing is that mom and her long time boyfriend went on a 3 week cruise. Mom left me, my 17 year old sister and our brother by ourselves. And the 2 of my brothers buddies.

My brothers buddies were very nice eye candy. Rich was about 6’ 2” and 200 lbs. He was also a year younger than my brother. Sam was 5’ 10”, 175 lbs and almost 19 years old. They both lifted weights and worked out like my brother did. Very buff and very horny.

Now about my sister. Like I said Linda was 17 and a couple months shy of her 18th birthday. 5’ 6”, 125 lbs. Her tits were 36 C cups. She had a boyfriend but their relationship was an on again, off again one. It was currently in the off mode and she was horny. I don’t think she had been laid in a couple of months. Me. 5’ 4”, 110 lbs and 34 B cups. Ray like them just fine. He sucked on them many times and I love it when he did that.

When my sister & I saw Rich and Sam, we were very much in lust for them. At first I thought we weren’t dressed nicely enough to meet a couple of men. We were both wearing dirty sweat pants and t-shirts. But it didn’t seem to matter. They were both checking us out as much as we were checking them out. After we talked for a while we all realized we were hungry. We ordered some pizzas from the local take-n-bake shop. John called his girlfriend and she agreed to pick them up on the way over here. Even though it was a couple of days before Christmas we decided to dress in clothing a bit more alluring to the boys. Besides the oven was set for “Love @425”. The house was going to get warmer that evening. And not just because of the heat from the oven!

Linda decided to put on a short dress that buttoned up the front. As she said it was very easy to take it off her. I put a short skirt that had wide straps that covered my tits and were buttoned in the front. I also put on a half t-shirt. Neither of us wore bras. She said me when they went to put their things in the spare bedroom and we went to change, “Dibs on Rich.” I said “Works for me. I think Sam is really cute and Rich looks nice too.” I really like the way Sam was checking me out. Sis also asked me if I had been taking my birth control pills regularly. I told her of course. She then said she wanted to use our bedroom when Rich fucked her so I would have to use the spare bedroom when Sam fucked me. I asked “Are you sure Rich wants to fuck you?”. She answered “Lets see. He is a man and has a cock. I am a woman and have a pussy. Oh yes he wants to fuck me and Sam wants you.” Just thinking about getting a man cock into my cherry pussy made my pussy all warm and wet.

Since we did a little more prep than putting on sexy clothes we did some make-up, combed our hair and put on a touch of perfume in the right spots it was while before we came out. By that time Jill, John’s girlfriend showed up with the pizzas. She also brought over some beer. I don’t drink more than one or I would be very looped. And I didn’t need liquid courage to let a man take me to bed. I was ready to let him take my cherry.

We sat around in our downstairs family room for about an hour or so eating pizza, drinking beer and getting to know each other. Then John and Jill decided to go to her apartment for more privacy. Hard to say when we would see them again. Soon I was sitting on the davenport with Sam getting to know him better. He had been in the Navy for about 6 months and had just got out of his school. His job was to help navigate the ship. He was telling me how, even though they had GPS, how to use a sextant to find their location. While he was telling me these things I realized Linda and Rich were not with us and awfully quiet. I got up and went up to our living room. I peeked into the room from the stairs and saw that Rich had most of Linda’s dress unbuttoned. She was also opening his pants up to get to his cock. So I went back to Sam and slid into his arms. I told him “I don’t think we will have to worry about them.” We then started to make out. It turned out that Sam was a virgin too. He didn’t have too many dates in high school and never fondled a girls tits. We soon fixed that. After a few minutes of kissing I took one of his hands and placed it on my right tit. Right under the half t-shirt on to my bare tit. It didn’t take him long to figure out how to caress my tit. I then reached down and unbuttoned the straps that held my skirt up. Then I lifted my t-shirt to let him have full access to my tits. He started sucking on them one at a time. That’s when I started playing with his very hard cock while it was still in his pants. After a couple of minutes I unbuttoned his pants and pulled his zipper down. When I did that he pulled my half t-shirt off. By that time my skirt had ridden up so far you could see my panties. I had put some very lacy ones that you could see my pussy hair. As I stroked his cock inside his briefs I felt his pre-cum start to soak them. So I pulled his briefs down along with his pants. His very nice and very hard cock popped out. He was a little bit longer and a little bit thicker than Ray. I found out since as soon as I could I took his cock into my mouth. His pre-cum tasted just like Ray’s which I enjoy very much. Sam didn’t say anything as I sucked his cock except “Oh yes that feels real good!” As most women know just before a man cums he swells a little bit more. I hadn’t been sucking Sam for very long and I felt that swell. I let Sam know by keeping on sucking him I wanted him to cum into my mouth. And boy did he cum. I remembered back when Ray first started cumming into my mouth how much sperm he shot into my mouth. Sam shot more. I had a hard time swallowing it all. Some dribbled out the corners of my mouth. After he stopped shooting his cum and I cleaned his cock off, I reached up and pushed the dribbled cum back into my mouth with my fingers. After I finished sucking Sam’s cock I realized I was in my favorite cock sucking position. Sam was sitting on the couch, I was on my knees with my butt in the air. Ray liked it that was since he could finger fuck me. Sam was doing the same thing. He had pushed the crotch of my panties to the side and had inserted his middle finger into my pussy. He had found my clitoris and was stoking it. It didn’t take me long to cum either. And even though he had just spewed a large amount of cum into my mouth he pulled me to him and we started to French kiss again. It was so good and I knew he would feel so much better when his cock was in the place where his finger was. We cuddled for a while before I suggested we go upstairs. At the bottom of the stairs we could here bed springs squeak. The sound was coming from Linda’s and my bedroom. I told Sam “I guess we will just have to use the bedroom where your stuff is”. He readily agreed. I kind of giggled then when I realized how we looked. Sam was holding his pants up with his cock half hard hanging out. I had a very short skirt on but bare from the waist up. He asked why I giggled and I told him. He then took me into his arms and we started to kiss again. I was stroking his cock getting him hard again. He lifted my skirt and pulled my panties down. When they were on the floor he started to finger fuck me again. Earlier I had told him I was a virgin and now I said “We better get into that bedroom before you take my cherry here on the stairs.” Sam is a strong man. He then picked me up and carried me up the stairs. As we went by my bedroom we could her Linda say to Rich “Oh yes Rich fuck me harder!” I knew that soon I would be saying that to Sam.

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The decision On the drive back to the cottage from our public holiday trip to the city, Ben asked me what I wanted to do about my money. I asked him to keep it for me, saying that if I took it home my family would only steal it from me and spend it on booze and drugs. The conversation then changed to when I was going to go back home. Ben asked, “Have you heard from your mother or father Cherry? Maybe a letter that arrived when I was at work?” “Not a thing, I would have told you; have...

2 years ago
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The Cherry PopperChapter 6

Cindy was walking toward the cafeteria for lunch when she heard someone call her name. When she turned around she saw Lizz Chang hurrying toward her. "So, you're finally talking to me again," she said, giving the oriental girl a welcoming smile as she caught up and pushed her long black hair out of her face. "Yeah," Lizz said with an embarrassed half smile. "I guess I should apologize for ignoring you over the past year. But you've always been such a prude I was sure you'd be...

2 years ago
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CherryChapter 13

The business meetings These stopped for a couple of weeks at Christmas but were soon back on. I’m earning a fortune from them, and having a lot of fun as well. The men keep asking me to get another girl to come along but Piper keeps saying that she can’t persuade her mum to let her come into town on another night. Allison’s shop I got Ben to order those extra words to dangle over my pussy but Allison won’t change her mind about me wearing the other words. I guess that I can see her...

2 years ago
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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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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...

3 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...

4 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...

3 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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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...

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
4 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...

2 years 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...

3 years ago
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How I got my man cherry popped

Here's a story my buddy sent me about him, I have no idea when it took place but HAD to share it!! My sex life with my live in girlfriend was the tops. She was such a good fuck that I never minded when she shaved my cock and balls. I only mildly objected when she started giving me enemas. This was followed with her putting her finger in my ass when we fucked. Next she begged me to let her use a small dildo on my ass (the size gradually increased till I could take a fairly good size). I began to...

2 years 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
3 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...

3 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....

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