Taking A Virgin's Cherry free porn video

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She wasn't your typical virgin since so many girls lose their pussy cherries sometime between 14 and 20 years old. But, Jessica was quite different from many young women and when Tom came in contact with her, she was in her early 20s and she was still very much a virgin.

Jessica had been saving her virginity for her wedding night. She'd been engaged to a guy who she thought would be her lover for the rest of her life. Then, when she found out that Ted, her fiancé, had been banging one of their mutual female friends, Jessica had quickly broken off the engagement and used some choice words to tell Ted what she thought of the way he'd treated her and cheated on her.

Ted's fuckup was Tom's gain because he'd met Jessica shortly before the summer during which her betrothal to Ted had occurred. Being Jessica's only serious male contact in the town where she was living, Tom found himself the almost immediate beneficiary of Jessica's newly "single" status. And he soon found out that wasn't the only thing he was to become the beneficiary of. With her hoped-for marriage to Ted dashed to the rocks of infidelity, Jessica determined to spite Ted and lose her virginity with the first horny hot man that gave her the slightest attention at all. That lucky guy would be Tom.

Jessica was a beauty and she had such innate beauty and sensuality that she certainly never realized what a sexy and very attractive woman she was. She didn't seem to focus on her natural beauty and her very sexy voluptuous body in any way. But any man who saw Jessica couldn't help but notice what a gorgeous and thoroughly hot woman she was. Jessica never realized those things about herself until Tom showed her the first time. And that first time was quite an eye-opening experience for her.

One thing Tom had noticed immediately about Jessica was that she was a big girl. No, she wasn't fat and she wasn't overly tall, but she was every bit of 6'7" or 8" and she had a big-boned body with an startlingly well-developed womanly figure. Jessica's breasts were at least D-cup in size and she'd always had rather markedly large breasts from puberty and yet Jessica had never allowed her early physical development to override any other parts of her figure or her own personality. Even though early on she'd had to learn how to buy the kinds of well-fitting bras that held her sexy tits nicely, Jessica just put that in the back of her mind as one aspect of her own physical being that her future husband would find attractive and give her his personal attentions. Now that Jessica had been disappointed in her engagement, she was slightly beginning to think of herself in somewhat more sexual and sensual ways, but still nowhere near as sexual as Tom thought of her whenever he saw her. Jessica took his breath away every single time he laid eyes on her, and he couldn't help but find himself fantasizing about her sexually frequently.

Tom had met Jessica in a public location but they'd immediately struck up a conversation and when he'd found out that she was new to the area and that she'd just recently broken up her engagement to her fiancé, Tom decided to strike while the opportunity to take advantage of Jessica's new availability was still prime. Tom was actually amazed at how quickly he was able to talk Jessica in going back to his place with him. He figured he'd have to make a date and all that but little did he realize that he was talking to a woman "on the brink" and she just wanted a man to show her that she was attractive and that she meant something to some man. Tom was more than happy to give Jessica just what she wanted. He got her over to his place quickly and then as they went inside the door, he moved over to Jessica and took her into his arms. Tom wasn't quite sure what sexual experience, if any, Jessica had and as soon as he wrapped his arms around this sexy young brunette, he began to realize that she was not only a virgin in the sexual sense but she was totally uninitiated in every sense of being with a man. As Tom moved to kiss Jessica, he could tell that she'd really never been kissed much at all before and he found that a huge turn-on, knowing that Jessica's sexual initiation and education were pretty much all left up to him. Tom closed his arms firmly around Jessica's mature womanly body and he allowed his left palm to slide down and cup the roundedness of Jessica's ass through her clothes while he pulled her closely against the hardness of his erection pushing out against her pussy mound.

It didn't take long at all before Tom and Jessica were both getting each other undressed. Tom was so horny to fuck Jessica that he could hardly wait and Jessica was fighting against the desire to preserve her virginity and the conflicting desire to actually have a man make love to her for the very first time. She wasn't really sure at that very moment that she'd go through letting Tom fuck her, but Jessica was certainly giving it very serious consideration as she realized they were probably about to pass a point of no return. And she also knew that once she did lose her virginity, there was no recovering that status either.

Tom quickly had Jessica's blouse unfastened and he quickly moved to get her skirt off her sexy body as well while she began undoing and removing his shirt and pants. Jessica found that she was rapidly becoming very horny and the closer she and this new man in her life got to actually consummating a relationship as lovers for the first time, the more Jessica found that she wanted just that to happen.

Tom quickly got himself totally undressed so when the moment came to mount Jessica and get his cock inside her, he wouldn't have to stop and take any more time doing something like pulling his briefs off or anything that might give her a moment's pause to change her mind. Tom knew Jessica was a virgin and he'd deflowered enough virgins to know that the moment of truth could sometimes backfire and when a guy was hot and horny, he could suddenly find his dick waving in the wind when he'd been planning to bury it inside the woman of his attentions. Tom didn't intend to force Jessica to fuck him, but he also didn't intend to give her even a single opportunity of backing out of their fuck together.

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College chicks at CoedCherry have the hottest bodies, perkiest tits, tightest assess, and they are kinky as fuck. Everyone knows that the best sex in the world is with a freshly 18 or 19-year-old teen slut. Especially if they’re inexperienced. You know that pussy is going to be so damn tight. But teen porn is always hard to find without getting put on some sort of list. No, you don’t want that creepy, questionable age shit, right? I hope not. Shits illegal. You want quality, legal teen porn...

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2 years ago
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Part 8 Popping Cherrys

I was in love with dick sucking from the first time I did it. I had been dying to do it for a while, I loved the way mom looked doing it, and had fantasized about doing it myself many times. I was in heaven for the rest of the day, after I sucked Juan. It didn't last long, but I loved the experience. I loved how slutty I felt having a second boyfriend. I loved how he thought I was stupid and tried tricking me into sucking him, and I played along. I loved how he groped at me, without asking...

2 years ago
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Part 8 Popping Cherrys

Introduction: I feel what its like to have sex Thank you for your comments, they motivate to keep writing. I recommend you read my prior stories to get a good understanding of what is going on in this story. This story picks up right after my last one. Hope you enjoy, and comment. I was in love with dick sucking from the first time I did it. I had been dying to do it for a while, I loved the way mom looked doing it, and had fantasized about doing it myself many times. I was in heaven for the...

4 years ago
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Futas Wild Passion 01 Futa Pops Her Little Sisters Cherry

Chapter One: Futa Pops Her Little Sister's Cherry By mypenname3000 Copyright 2019 Note: Thanks to FallenAngelX00 for beta reading this! One in a hundred million odds. Those words echoed over and over through my head as I slouched into my bedroom. I was nineteen, and my life was ruined. One in a hundred million odds of being afflicted with the big, dumb, stupid condition. I couldn't believe it. I closed the door behind me then leaned against it, rattling the latch. My left arm was sore...

4 years ago
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Pop my Cherry

DISCLAIMER: All individuals in this story are adults. If you are not an adult, you should go play with Legos or something until you can read stories like this. --"Pop My Cherry"--- by alphaspiritNY "I want you to pop my cherry!" It's loud in the club, and the girl has to shout in your face. Her speech is slurred, her thin, white shirt drenched with sweat and alcohol. She's got glitter and face paint all over her, tie-dyed bangles and bracelets jangling silently in the raucous cacophony. "What?"...

1 year ago
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Giving up my anal cherry

Before meeting my husband Victor, I lived during some months with another guy, Daniel; with whom I shared a flat in Buenos Aires.Daniel and I had very good sex; we fucked every night with a mix of love, passion, lust, anger and v******e.The only matter for me, was that Daniel did not dare to fuck me in the ass. He said I could be hurt by his dick; so he did not want to sodomize me at all.I begged him and insisted, because I was curious…One evening, we invited Daniel’s sister, Julia and her...

4 years ago
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Popping Stephanies Cherry

Popping Stephanie's Cherry It happened when I got a text from Stephanie that Vanessa her mom my ex girlfriend had to go pick up her brother as he got in trouble in school and she was running late. I replied "to late I am almost at their house". "She is going to be there awhile it will be just you and me then" Stephanie replies. "Okay I don't mind waiting plus we have never talked before it would be fun to get to know you since your mom and I are bf and gf "I replied. "Yeah I guess it would be...

2 years ago
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My Oral Cherry

It early Saturday afternoon and I was going to the school pool for a training session with the school swim team. We were in training for a competition against another school from another city. We had never beaten them before and were really trying hard this time.I got there early as I wanted to laze around in the pool before we got in to it.When I got there the door was open but nobody seemed to be around. I got changed and lay in the sun.I had been there for maybe 10 minutes when the swimming...

3 years ago
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Her new toy takes my anal cherry

Ready for some more wild shit? Hey guys, I'm sure you have seen those make your own dildo kits. You know the kind, where you make a mold of your own dick, and use it to make a vibrator so your significant other can fuck themselves with it when you're not around. Well, I'm here to tell you be careful, if you get one of those, the decision might come back to bite you in the ass. Or worse. Here is my second chapter…As we get out of the shower she guides me on the edge of the bed and has me sit...

3 years ago
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Nancy awards her cherry

Hello all ISS readers! I am back again with a hot sizzling story. As you knows me I’m Abhishek Singh 18 male living in Delhi near mother dairy of Pandav Nagar. I will hope that u will enjoy the story. Mail me any comments, queries or anything on or She never understood herself in that regard. She knew she would eventually loose her virginity and twice she thought she had found the right guy to do it. Each time Nancy backed out realizing at the last minute that it was the wrong guy. Both times...

Lesbian
2 years ago
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Dads MindControlled Daughters Chapter 3 Popping the Daughters Cherry

Chapter Three: Popping the Daughter's Cherry A Belt Buckle Mind-Control Story By mypenname3000 Copyright 2021 Notes: Thanks to WRC264 for beta reading this! After an hour of searching the internet, I could not find any match on the belt buckle my daughters had bought me. There were plenty that said “Best Dad,” but none were in quite the same style. Had quite the same shape to the panel. “We bought it at Target, Daddy,” Janelle had texted me along with a picture of her breasts in the...

3 years ago
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No More Cherry

Characters: Rosie – 16 years old, junior in high school – 6'-2" tall, 138 pounds – member of school volleyball team. Michael – 17 years old, senior in high school – 6'-2" tall, 185 pounds, football team captain and tight end. Taylor – 15 years old, junior in high school – 5'-5", 130 pounds, avid Scout and camper. Has been going steady with Rosie for the past four months. Skinny Rosie unexpectedly falls for hunky, football team captain, Michael. Things escalate. Will Rosie, who is...

2 years ago
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Kaylies Lost InnocenceChapter 2 Losing Her Cherry

Now that she was a legal 18 year old and had managed to suck her brother's friend Alex's cock several times, Kaylie felt she was starting to move into a more mature outlook on life and was no longer clueless. The only thing that really continued to bother her was the technical aspect of still being a "cherry" girl with her hymen intact. She talked to her girlfriend Angie about using her mouth on Alex and the fact that she found out that she actually liked it. Angie was shocked because...

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