Barely Legal Teen Ashleys Babysitting Goes Wrong (18 Year Old+) free porn video

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the sexy cheerleader to be laying naked on his bed watching one of his porn DVDs with her legs spread in mid air fingering herself and moaning. He wasted no time, as he went inside though one of the back entrances. He snuck into the room with his fake grandson and told him if he left though the backdoor quietly and went to wait for him in his car, he would give him extra money. He quickly agreed as he left the house. Perfect, he thought. Just me and 18 year old Ashley in the house alone, he smirked. He made his way quietly upstairs, standing next to the door Ashley had locked herself in. He could hear her moans through the door as she was growing hornier and closer to her orgasm. He wasted no time, taking off all his clothes and started stroking his abnormally huge 14 inch cock. With the surgeries he had, he was able to get an enormously big and thick cock, he loved it because since it was so abnormally huge, it drove all the girls wild when he fucked them, even if he forced them and they didn't want it, it made their bodies go wild because of how huge and thick it was. He started recording on his phone from outside. Poor little Ashley had no clue what was about to happen to her.

He had state of the art keyless entry doors, that were quiet if opened without a key. He scanned his finger and made his way in the room quietly, locking the door behind all in one swift motion. He kept recording as Ashley was more into the movie now, spreading her sexy legs as wide as she could, pointing and flexing her sexy teen toes, and arching and squirming her back as she was feeling amazing fingering herself and close to having an orgasm. "ohhh yeas.. Ohhh fuck.. Ohhhh my God.. Ughhh yes!, harder.., harder!.. Ughhh!" Ashley moaned. Mr. Freeman had the whole scenario recorded. Ashley had no clue as her back was turned to him and she was laying on the bed playing with herself. He wasted no time as he ran and jumped in between Ashley's legs, grabbing them forcefully and holding them open. "Hello Ashley!" he said. Ashley gasped, her heart racing a million times an hour as she didn't expect to see Richard, much less get caught. She tried to speak, caught off guard and so scared. "U-u-uh.. R-r-rich...wh-wh-wha..um-i-i-i-"

"shut up slut!" Mr. Freeman interrupted the vulnerable teen. "you see this?" he said showing her the video of her playing with herself. "unless you want your family, friends, and the whole school to see little 18 year old Ashley naked with her legs spread in mid air fingering herself to porno, you will shut up and not do anything stupid. Don't try to run or yell" he explained. "I've wanted you since I layed my eyes on you Ashley.. And your finally all mine" the old man said. Ashleys heart pounded out of hr chest as she couldn't believe who she thought was a sweet old man was now blackmailing her and had her legs held open forcefully. She tired to cover her tits and pussy with her hands as she tried to speak again but was so scared and shook no words came out. "n-n-n-no.. Pl-p-pl-plea... I-i-.. Do-do-don't.." she couldn't speak at all to save her life. Mr Freeman smiled as he moved his enormous nasty 91 year old cock right in front of Ashleys 18 year old pink tight virgin pussy. Ashley gasped her eyeballs becoming wide with terror. She was so shook by how fast everything had happened she hadn't seen the old man had a not-normal monster cock. There was no way she wanted that nasty old thing anywhere near her. This is not how she was expecting to lose her virginity, to a random nasty old man, much less to a humongous cock. There was no way that huge thing would fit inside her barely legal tight teen body! Poor little Ashley tried putting her small hands on the old man's chest as if to push him back but little Ashley was no size and strength for the old man. Mr. Freeman was 6'1", broad and a little fat. He had a lot of size on him and since he was pumped on a lot of drugs he had a lot of strength for his age. Ashley was no match for him. He shoved his nasty old cock inside of Ashleys tight teen virgin pussy. It wouldn't go in at first because of how huge his cock was and because she was a virgin, however slowly but surely as the old man kept forcing and jamming his cock against her pink pussy, it slowly pried open and her 18 year old virgin pussy was broken and forced by the old man's 91 year old cock. Blood came pouring out as the old man kept forcing more and more of his cock inside of the helpless teen. Ashley screamed and tears came pouring out of her eyes as her eyes bulged out in pain. Not only did her virginity being taken hurt but the sheer size of the old man's cock forcing its way into her tight teen body hurt so bad. Ashley couldn't belive what was happening. She just wanted to make extra money babysitting for a sweet old man and everything happened so fast. She had her virginity stolen from her and was now being forced by a nasty old man, tears of sadness started mixing with tears of pain as Mr. Freeman forced more and more of his huge cock inside of the helpless teen, picking up his pace and thrusting harder and faster. Only about five inches of the old man's cock were going inside of the teen for now because of how tight she was and how huge Mr. Freemans cock was, but he didn't care. For now, it felt amazing and he was in heaven, feeling even better knowing little Ashley was a virgin and that he was the first man to be inside of her. "ohhh Ashley.., Ashley yes!!, Ashley!, Ashley!, you feel so good Ashley!, how does it feel to have a 91 year old cock take your virginity!, Ashley!!" the old man moaned. Ashley couldn't believe what she has just heard. It was so hard to process anything with so much pain, but she didn't truly know the old man's age until now. 91!? How nasty, she thought as her stomach turned. A 91 year old man had really taken her just turned 18 year old virginity. She couldn't believe it. The pain started mixing with pleasure as her teen body started turning against her. She couldn't believe it, she didn't want it, not one bit especially not from this nasty old man! But her pussy couldn't help it, the feeling of the old man's huge cock rubbing up against her gspot over and over was starting to build up an orgasm in her. "Ughhh.. Ughhh!!, ughhhh!, ahhh!!, ahhh no!!, no!!!, no!!, aghhhh!!"

Ashley moaned in pain and as her orgasm started building up. The other thing about the old man and his surgeries and being on drugs was that he would last as long as he wanted until he truly wanted to cum, no matter how hot or tight the girl was. He loved it. Plus he loved making girls bodies go crazy against their will because of his massive cock. He grabbed Ashley and forcefully layed her on her side with her back turned against him as he grabbed her leg and held it up in mid air as he rammed his cock inside the barely legal teen as he started fucking her sideways. He reached around and grabbed her teen tits with one hand while he held her leg up with the other, slamming his monster cock inside the helpless teen. Ashley couldn't take it, she was about to orgasm. She threw her eyes to the back of her head, clutching the bed sheets tight, squirming her back, and pointing and curling her toes as her little body exploded, having an out of this world level 7 orgasm. "Ughhh!!, ugh!!, ahhh!!, aghhh!!, no!, Ughhh fuck!!, uhhhhahhhh!!!" she yelled as she exploded her teen juices all over the old man's cock and her virgin blood. Mr. Freeman smiled, knowing the teen cheerleader was all his. Ashleys body trembled as she was panting like a dog trying to recover from the extraordinary orgasm while her beautiful face was filled with tears. Mr. Freeman wasted no time, grabbing Ashleys helpless body and forcing her on her back again as he grabbed her legs and stuck her pretty pink teen toes in his mouth, slobbering all over them, taking his time with both of her feet as he licked, sucked, kissed and sniffed every inch of her feet, soles, and toes. Ashley gasped as her stomach turned in disgust. The old man was really having his way with every inch of her body, from head to toe! She had no time to react as the old man forced his massive cock inside her tight teen pussy again. Mr. Freeman started fucking little Ashley while he sucked and slobbered on her toes. "ohh Ashley!!, Ashley!!, Ashley these toes!, they taste amazing!, Ashley yes!, all mine Ashley!, your all mine my little teen cheerleader slut!" he said as continued fucking Ashley harder and faster. Ashley couldn't believe it the feeling was coming again, much faster this time. Her body was building up an orgasm against her will. Her eyes shot to the back of her head again as she grabbed the bed sheets as tight as she could, arching and twisting her back in mid air off the bed, and pointing, flexing and curling her toes inside the old man's mouth as she exploded, having another level 7 orgasm. "Ughhh!!!, aghhh!!, aghhh fuck!!, fuck!, fuck!!!, Ughhh noooooooh my God!!!" she yelled as she exploded more of her teen juices on the old man's cock. Mr. Freeman was in ecstasy, not only fucking and taking the just turned 18 year Olds virginity, but being able to suck and taste her beautiful teen toes as well. Poor Ashley now had her pretty teen toes wet and covered all over in the 91 year old man's spit and saliva. Her body was trembling like crazy now as she was catching her breath, twitching at times as her body didn't know how to reach to the out of this world extraordinary orgasms. Mr. Freeman didn't care the state she was in, he wanted more and more of her. He grabbed her forcefully, bringing her teen ass up in mid air, forcing Ashley in doggy style position. Ashley was so out of it as the orgasms drained her little body and made her exhausted as her head slouched on the bed but Mr. Freeman held her up from her hips and ass as he wasted no time and rammed his cock once more inside of Ashley, fucking her doggy style this time. He grabbed her hair as he pulled it and used it as leverage to fucking Ashley harder and faster. This position allowed him to force more of his giant cock inside of Ashley, as now 7 inches of old cock were going inside of Ashleys tight teen body. Ashley was so out of it but she could feel another orgasm building up. She couldn't believe it. She had her virginity stolen by a nasty 91 year old man and he had made her cum twice now against her will and now he was doing it again. But before she could react she felt the sharpest pain ever. Mr. Freeman had now forced his huge cock inside of Ashleys tight virgin teen ass. Like he did with her perfect teen pussy he slowly but surely forced his cock until it went inside. Ashley yelled in pain as her eyes bulged out, snapping her out of her state of exhaustion and confusion. She couldn't believe it! Not only had the old man stole her virginity but he had taken her virginity from her asshole as well! Mr. Freeman moaned in ecstacy as picked up his pace, slamming Ashleys teen virgin ass. "ohhh Ashley!!, Ashley your ass feels so good!!, Ashley your all mine!!, my little teen slut!!, Ashley yes!!!" he moaned. Ashley felt the orgasm about to happen, she couldn't believe it, the nasty old man was forcing her body to orgasm even from fucking her in the ass! Her eyeballs turned white as she threw her eyes to the back of her head, biting the sheets as much as could, clutching and scratching the bed sheets, twisting and arching her back uncontrollably as her body exploded again.

"AGHHH!!!, AGHHH!!!, IT HURTS!!, FUCK!!, AGHHHHHHHHH!!!" poor little helpless Ashley yelled as she had a third intense orgasm. Mr. Freeman felt like he was about to finish also. He wasted no time, knowing the three level 7 orgasms would leave Ashley unconscious soon. He turned her back to her back as he moved to her head, pulling her hair causing her to open her mouth and yell. He jammed his huge old cock inside her pretty teen mouth as he grabbed her hair and head and started sliding his cock in and out of her soft teen lips. Ashley was so out of it she didn't know how to process anything, she just knew that the old man literally had his way with every inch of her body, her virgin pussy, virgin ass, her teen toes, and now her mouth. She felt so disgusted, not only knowing that a 91 year old cock had been inside of her 18 year old body, but inside her mouth as well. Mr. Freeman picked up the pace, feeling Ashleys warm soft lips slide up and down his cock. He couldn't take it anymore. "Ashley!!, Ashley yes!!, fuck Ashley!!, you feel so good!!, Ashley YES!!!!" he said as he exploded, shooting wads of thick old cum inside Ashleys mouth, as he quickly took his cock out knowing Ashley was turning unconscious and would throw up, continuing to unload his cum on her beautiful face and hair, making his way onto her tits and tight waist, as he continued pumping load after load onto her legs, pretty teen toes, feet, and soles, then jamming his cock into her pussy to pump load after load inside of the helpless barely legal teens pussy, and finally sticking his cock inside the teens tight asshole, unloading the last of his cum inside of Ashleys tight asshole. That's the other thing with Mr. Freeman and his surgeries and drugs he was on, that he would cum bucket loads of cum. He loved it because he loved unloading and covering every inch possible of the girls body he was fucking and taking advantage of. Ashley was unconscious at this point. Her body caving in to the three intense orgasms, unaware the nasty old man had just unloaded his old cum all over her helpless teen body. He took some pictures as he laughed. "Make sure you come dressed with a mini skirt, no panties underneath, and stripper high heels tomorrow for daddy okay? Your my little teen cheerleader slut and you do as I say!" he said laughing as he left the room.

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Karen nervesly approached the door and rang the bell. This was not her first babysitting job but she was worried someone may find out why she wanted this one. Her thoughts drifted to yesterday during lunch when she heard Christina telling the girls she was never babysitting for Jacob Wilson again. “That little fucker tried rubbing his balls on my face while we were watching a movie.” That thought made he feel a little tingly all over and she felt her nipples harden as she did when Christina...

Babysitting Kizzy

My name is John, a typical “English” name for a typical “English” guy. At the age of 15 my family, mother father and two sisters were tragically killed in a motor accident whilst I was on a Rugby tour in the U.K. My nearest relative was my father’s cousin Herbert, or Herb as he liked to be called. Herb was married to Josie, they had not been fortunate to have children of their own and so willingly accepted me into their family in America. It was obviously a shock and upheaval and as such I...

Babysitting The Twins 1 Revised

To people who are about to read this story: YES, THIS IS A YOUNG STORY, THAT MEANS UNDERAGE, NOT ADULT. SO IF YOU DON'T LIKE THESE KINDS OF STORIES JUST STAY AWAY. I DON'T NEED TO SEE THE STUPID COMENTS, BECAUSE YOU DON'T LIKE THESE KIND OF STORIES. . I do like feedback; I'm not a professional writer so I'm sorry if it's not perfect. I did read through it a few times and I hope I got out most of the dumb mistakes. I'm very sorry if I didn't. Babysitting The Twins I’m...

Babysitting Kizzy

Introduction: Young Minx Let me introduce myself, sorry for the guys who just want a quick wank but as this is true here is the prelude to what turned out to be a great adolescence after a devastating start. My name is John, a typical English name for a typical English guy. At the age of 15 my family, mother father and two sisters were tragically killed in a motor accident whilst I was on a Rugby tour in the U.K. My nearest relative was my fathers cousin Herbert, or Herb as he liked to be...

Laura aka The Little Nympho Chapter 11 Babysitting Katie Resubmitted and cut into 3 parts

Introduction: This is such a long chapter that I have cut it into 3 Parts. And I do apologize for the length.. However it is a critical part of this story and is necessary to maintain the stories continuity.. In this episode, Laura begins her new job babysitting for the Bells.. She meets Mr.Bs beautiful wife Lana and their very precocious daughter Katie.. She then makes a few mildly disturbing discoveries about her new employers.. And when her job gets unexpectedly extended for another day, it...

Babysitting Sis Part Two

Introduction: The affair escalates… Babysitting Sis Part Two It was late at night and he couldnt sleep. He and his thirteen year old sister had had sex together in the family pool earlier that evening while he was supposed to be babysitting her, and now he couldnt stop thinking about it. He had a raging hard on as the scene played through his mind again and again, one hand stroking the rock hard cock as he pictured what had happened. All he knew at that moment was that he wanted his sisters...

Babysitting the Twins

Introduction: A little something I thought up… Ive been babysitting for my neighbors since I was about twelve or thirteen, so thatd make it a five year business for me. I just turned eighteen earlier this month, and Ill be heading off to college later this summer. Ive never really had to get a job, just because my neighbors go out so much that it keeps me paid steadily! Naturally I do have favorite families to look after and others that I do not like so much. My favorite in particular is the...

Babysitting Candy

Introduction: This story is a work of fiction and contains descriptions of Babysitting Candy When Jessica turned fourteen, her mothers best friend and neighbor asked if she would like to earn a little money babysitting her daughter when she wet out. Jessica was thrilled at the idea of earning her own spending money. Besides she thought her mothers friend Tina was very sophisticated and looked upon her as the kind of woman she wanted to be when she grew up. Jessicas family lived on the edge of...

Laura aka The Little Nympho Chapter 11 Part 3 Babysitting Katie

Introduction: Laura, a.k.a. The little Nympho.. Chapter 11.. Part 3..(Babysitting Katie) Laura, a.k.a. The little Nympho Chapter 11 ( babysitting Katie) Part 3 I went down stairs to find Keith on the couch in the living room and plopped down beside him. He rapped an arm around me and said. Nice dump, whos is it? My home room teacher, Mr. B. I take it that it was his daughter watching the live porn show in the kitchen? Ya, dont worry though, shes cool. And she has got the hottie hots for...

Adventures in babysitting 3

Introduction: He didnt want to do anything, but fuck Adventures in babysitting #3 When my boy friend found out I was on the pill he couldnt keep his hands off me. He didnt want to do anything, but fuck. Dont get me wrong, I love sex, but once he gets in my pussy he cums. Sometimes it feels like five minutes. I never have orgasm. When he wore a rubber it took him longer. Plus now I could never get him to eat my pussy. So, I dumped his sorry ass. That same day, Mr. & Mrs. Smith picked me up at...

It Started With Babysitting

I was employed in an office in town as a part time receptionist. I am also studying at University for a Business Management Degree, as is my best friend Samantha. At a party, we were talking and one of other girls mentioned how much money she made as a baby sitter. It also gave her the opportunity to study while she did the sittings. I asked was there much work around as I would not mind doing some to get a bit of extra money. “More work than I can handle, would you like me to refer some of...

Group Sex

BABYSITTING BENEFITS

Babysitting BenefitsbyVelius Ironhorn©Here's a true story. Or is it? Names have been changed for the sake of propriety, but it's pretty damn close to true events. Unless it's not, then names haven't been changed. Alas, I've already gone off on a tangent. Don't let the title throw you, the actual participants are of legal age.So, let me start off on a downer. My mom passed away last year. Just one moment in a long line of stressful events for my family. Without getting too much into it, my...

Babysitting

BabysittingShe didn't know why he was babysitting her, she was old enough now not to need a babysitter when her parents went away, besides he was almost the same age as she was! ?She followed her mother around a little dejectly as she showed him the place, as well as the phone numbers to the various local take away places. ?She knew this boy too, he was one of the bad boys at school always getting in trouble and known to be quite mean. ?Finally her parents leave, giving her a hug as they leave...

GETTING FUCKED WHILE BABYSITTING

“Sure, Mrs. P, when do you need me to come over?” I asked with a sigh. “Oh, thank you so much, Molly….any time on Friday before 4 pm would be fine. Frank and I are flying to Wisconsin for his 25th high school reunion. We should be home by late Sunday evening. We’ll feel better knowing that you’re here with Kurt while we’re away.” “No problem, Mrs. P. I’ll see you then.” I arrived on Friday afternoon, and waved to the Palmers as they headed for the airport. Kurt and I were familiar with each...

Ashleys First Threesome

My name is Ashley, I’m 20 years old. I’m 5’5” tall, weigh 130 lbs, with dark wavy hair, dark eyes, and an above average sex drive. I was in a two-month dry spell when I visited my good friend Kelly and her fiancé Steve. Kelly and I were having drinks and chatting in the kitchen while Steve watched TV in the other room. During the conversation, I mentioned to Kelly that it had been two months since I had sex, and that I was really craving it. I don’t know whether it was the drinks, or...

Ashleys Halloween Prep

I was just hanging out at my friend Julies' house when out of the blue she asked me what kind of plans I had for Halloween. I told her I didn't have any plans, and then added why do you ask? "Well" she said, "I was thinking we could enter that big Halloween costume contest at the Clarion Hotel." I said, "Hmm that sounds fun, what are you thinking about dressing up as?" "Well," she said, "I was thinking we could go as hookers." "Hookers, we?" I said. "What do you mean we?"...

Babysitting Fun

Introduction: Julie missed the party to babysit, but didnt miss the fun… Graduation was just around the corner. I couldnt wait. Id spent the last two years planning on where I was going to college and couldnt wait to get away from under my parents thumb. It was Friday and I was planning on meeting up with some friends at a party. It was a come in uniform party and I was just putting on my little catholic school girl uniform when my mother came into my room. I forgot to tell you. I told Mrs....

Babysitting fun1

“I forgot to tell you. I told Mrs. Winters you’d babysit for her tonight. She has to spend the evening with her sister and needs you to watch the baby.” I pulled up my white socks and just looked at her. I love my mother but she does this to me every time. “I was planning on going to a party, Mother. Not babysit.” “Well, so now, you’ll babysit. You said you wanted extra money for summer and college. Here ya go. Besides, you can go to other parties. I know there’s probably another one...

From Babysitting To Oh Baby

Jake couldn’t believe that he was finally going to see his old friend Sarah after so many years. About four years ago, Jake had babysat his neighbor Sarah after school and whenever her parents were gone for the night or weekend. Although Jake had only been thirteen at the time and Sarah was eleven, most of the parents in their small town regarded Jake as being far more mature and trustworthy for someone his age, and Sarah’s parents never worried about leaving her with him. Over time, the two...

Seduction

Ashleys Surprise Part One

I kissed Ashley on the cheek and headed out the door on my way to the office. She grabbed my crotch and said, “Oh no you don’t, mister, you give me a proper kiss.” “Sorry, sweetie,” I said as I turned to pull her into me. I put one hand on her ass and the other on the back of her head as I kissed her deeply. I squeezed her ass and felt her let out a soft moan into my mouth as we kissed. I pulled my face away from hers just enough to stare into her beautiful blue eyes. I swear she had the...

The Ashleys

*This is a little spin off story of my Krista stories. You may or may not have to read them to fully understand everything in this story. Your call.* Ashley sat on her bed staring at the wall she had plastered with pictures of Justin Timberlake, Brad Pitt and some sexy male model in a Calvin Klein underwear ad. Just a little over a week ago she had started to date the guy of her dreams, Todd. She finally landed him at her sweet 16th. But ever since then she’s had this feeling that something...

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