High School Sweetheart free porn video

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High School Sweetheart By Popov My name is Kitty. Well, it was Kevin until my sophomore year in high school. I was a member of the school's swim team and, a pretty good swimmer. I made it to our region's championship that year. As competitive swimmers I, and the rest of my team-mates, had to shave our bodies. No one ever looked forward to this ritual, but it was necessary to get that extra edge on the competition. This was a problem in the spring because most kids wore t-shirts and shorts to school and we would have to wear pants. To avoid any unwanted attention from those guys who felt their sport was more masculine, football players, for example. They had a reputation at our school for harassing the smaller members of the swim team after they shaved down and I was definitely one of the smallest. I was skinny, but athletic with long blonde hair, which cascaded onto my shoulders, surfer-like. My eyes were blue and I had slight features. It would have been pretty tough to distinguish me from a 16 year-old girl if not for my style of dress. It was my general appearance that eventually led to my predicament. The day after the regional meet, I was back in school attending all my classes, initially without problem. I wore jeans to hide my shaven legs, until the gym class that is. There was simply no way to hide my legs in that class and I would just have to take it like a man. At least my shorts were cut long and baggy. When I got to my locker and took out my gym shorts and shirt I felt sure no one would notice. My hopes were dashed immediately as I removed my clothes. Just as I was about to step into my shorts I heard someone cry out, "Well, well. Looks like somebody's in the wrong locker room. Are you lost little girl?" It was Garrett Thomas, the fullback for the football team and school-jerk. His remark drew roars of laughter. "Oh wait," he continued, "that's not a girl, it's just a sissy faggot who likes to show off his nice legs, isn't that right?" I pulled my shorts up pretending not to listen. I didn't want to antagonize him. Garrett was a very strong guy and had plenty of jock friends around to help him out anyway. He started to walk towards me. "Say it." he said. "What? Get away from me. I don't want any trouble." He grabbed my right arm and twisted it behind my back. Pushing my face into the locker he shouted. "Say it!" "Say what?" "Tell us you're a sissy faggot who likes to show off his legs." "Ahhh, all right, all right! I'm a sissy faggot who likes to show off his legs." "I fucking knew it," he said as he let go of my arm. It felt like it had been ripped from the socket. I fell to the ground rubbing my shoulder as I watched Garrett walk away and get his high fives from his friends. During class, as we played basketball, the guys whistled at me and made cat noises. It would have been a lot easier if there had been another swimmer in my class but I was the only one and I was the butt of all their torments. After class, while in the locker room changing, I inadvertently dropped my T-shirt and bent down to pick it up just as Garrett walked by. My ass pushed up against him and some one yelled out, "Garrett's humping the sissy!" Garrett became red in the face and punched the kid in the stomach, dropping him. He sat on his chest and beat him within an inch of his life. When the gym coach pushed his way through the crowd Garrett jumped off his victim and stood there like he was just one of the bystanders. As they helped the boy to the nurse, I knew Garrett wasn't going to be in any trouble. There was no way that kid was going to risk an even worse beating and, even if he did 'narc' on him, Garrett was the fullback of our football team and would never be allowed to get into trouble. When our coach was gone Garrett walked over to me and whispered in my ear, "You'll get yours too, fucking sissy." Since gym was my last class for the day I walked home after I had finished dressing. About three blocks from my house I was grabbed from behind and thrown into the bushes. I looked up to see Garrett. "Please Garrett, I didn't mean for that to happen. You know I didn't rub against you on purpose," I pleaded. "Shut up, sissy. Unless you want your ass kicked like I did to Mike, then you better do exactly as I say. Get up. Come with me." We walked in silence past my house and two more blocks to the east and entered what I can only assume was Garrett's house. We walked upstairs and entered an extremely girly room. I had seen pictures of Garrett's sister around school. She was five years older than us and had been an extremely popular and beautiful cheerleader. I think she was still off at college. Garrett took a brown paper grocery bag and placed in on the bed. He began to fill it with various articles of clothing and handed it to me. "If you don't wear these clothes to school tomorrow I'm going to beat you worse than I did Mike." "But I can't wear..." I started and, was interrupted by his fist smashing into my stomach. "Just fucking do it, bitch." The next morning I weighed my options. One day of minor humiliation was better than spending my life in a wheelchair and eating everything through a straw. I got dressed using the things in the bag. I pulled on a pair of pink cotton thong panties and, had to push my somewhat small dick back between my legs to make it fit right. Next were a pair of cut off jean shorts, which just barely covered my ass; a plain white undershirt, the only masculine item in the bag; and a pair of white athletic shoes with a pink stripe around them. I looked at myself in the mirror before I left for school; there was no mistaking it. I looked like a 16 year-old girl with a flat chest. It was horrible. At school, everyone snickered and pointed at me. Even friends avoided me. When gym period arrived I went to face my torture. As I walked in Garrett grabbed me and yelled for everyone to look at the sissy. He pointed out how I was wearing little short shorts to show off my legs for all the guys. Everyone laughed their heads off. I walked to my locker burning with humiliation. I was about to change into my gym clothes when Garrett whispered, "Take off your shorts only and then hop up on the bench and dance." I looked at him and my fear showed. He continued, "Dance like a stripper or I'll beat the shit out of you right now." Taking my shirt and tying a little knot in it at the front so that it fit snugly above my navel he backed away and I slid my shorts down. I could feel tears begin to well up in my eyes. As I stood up on the changing bench guys began to gasp when the saw that I was wearing panties. "Kevin's wearing panties!" Garrett shouted. "Hey Kevin why don't you show off those great legs and amazing ass of yours with a little dance?" I moved my hips a little but I was too distraught to actually dance like a real stripper. Garrett got the crowd to boo me, then he walked over and pulled me off the bench. "Pete, Steve, come here. Let's show our little sissy what happens when she doesn't dance nice." Pete and Steve smiled and grabbed my arms. "Turn him around," Garrett ordered. They turned me so that my back faced the crowd. Garrett put pressure on my head and the guys forced me to bend over. I jumped when I felt Garrett's hand on my ass rubbing it before slapping it five times to the cheers of the rest of the boys. He stepped aside and let the next boy go. Seven boys spanked me 30 times bringing tears to my eyes before the coach yelled for everyone to get outside. As they spanked me I could see that Pete and Steve were getting large bulges in their gym shorts while they held me. I'm not sure what was worse, that or the fact that a group of high school boys had spanked me. I dried my eyes, changed my clothes and went outside with the others. While we were playing basketball I noticed that Garrett wasn't around. I knew that in order for him to miss another opportunity to embarrass me, he must be up to something. Just then I saw him exit the girl's locker room hiding something under his shirt. Class ended and we returned to the locker room. To my surprise, Garrett didn't do anything to humiliate me any further. I noticed that most everyone had left except for nine guys and myself. I figured that maybe Garrett had had enough. No such luck. I saw that the nine guys were Pete and Steve and the seven others who had spanked me. They walked toward me. Dressed only in my shoes, panties and shorts I scrambled to put on my shirt but Steve grabbed it and threw it away. Garrett appeared in front of me holding out a training bra. "Put it on slut." Not wanting to anger him any I slowly put the bra on. He handed me a tube of lipstick. I just stared at him and he nodded his head. I wasn't sure how to put on lipstick, but had seen it done on TV and in movies, so I painted the curve of my lips and smacked them a little. I looked at them for approval. Their devious smiles told me that the soft pink lipstick had been applied correctly. "Take off your shorts bitch." When I hesitated Pete smacked my face. Quickly, I slid the tight jean shorts off and stood there in my thong, bra and white running shoes. Garrett punched me in the stomach and I dropped to my knees. With my face at belt height, I saw that all the guys had huge bulges in their crotches. Garrett was the first to unzip and the others quickly followed. He reached into his pants and pulled out a dick that dwarfed my little member. It jutted from his groin pointing at my nose. One by one, they all removed their hard dicks and stood around me in a half circle with their dicks pointing at me. "Go ahead, Kitty" Garrett said. "What... what do you want from me?" "Kitty, you are our new slut. It's your job to get us off while we're at school, and maybe even after school. The point is you are now expected to be as feminine as possible when you're around us, and since at least one of us is in every class on your schedule, that means all the time. You are now required to dress like a slut, courtesy of my sister's old wardrobe, act like a slut and, of course, fuck like a slut." With that Garrett thrust his hips forward and pushed his dick up against my lips. He pinched my nose shut and slid his dick in my mouth as I gasped for air. Two others took my hands and placed them on their dicks. They began to move my hands up and down for me and let go when they figured I had the idea. Garrett kept thrusting his dick into my mouth, running the head back and forth over my tongue. It was the most disgusting thing I had experienced. When I thought it couldn't get any worse, I felt my panties being pulled down as one of them positioned himself behind me. He pushed his dick against my ass. After some struggling he got his way and entered my anus. He butt-fucked me hard forcing me to rock back and forth on his dick while conversely rocking on Garrett's dick in my mouth. The two cocks in my hand exploded on either side of my face. I could feel splashes of hot jizz hitting my cheeks and eyes. As soon as those two dicks were drained and removed from my hand they were replaced by two more. Garrett started to groan and grabbed the back of my head. He pulled me forward and shot his huge load down my throat. I was sucking a guy's dick and swallowing. Even some of the biggest sluts at our school wouldn't swallow. Garrett pulled his dick out of my mouth and I yelped from the beating my ass was getting. I was about to plead for them to stop when my mouth was filled with not one, but two dicks. They were pretty big cocks and, felt like they were ripping my mouth open. With alternating thrusts they each slid over my tongue. This continued, for about an hour, one dick replacing another, until everyone had come two or three times each. My ass was red from being pounded, my hands, shoulders, and face were covered in cum, and I had a stomach full of jizz. As they all high-fived each other and got dressed, I reached for my panties and put them back on. Leaning against a locker and I sobbed helplessly. That weekend Garrett came over and brought me a suitcase full of clothes. He told me to only wear clothes out of the suitcase. The only panties in the suitcase were all thong style. He said they all liked to be able to see my ass. The skirts didn't come more than an inch past my butt, and some were even shorter. Shorts were similarly revealing and the tops were as girly as they came. As far as shoes went he only allowed high heels at least three inches tall. He gave me a bottle of pills and said that they would help me start to develop breasts. Also in the suitcase were a make-up kit and a few issues of Cosmo and other feminine magazines. I asked him what I was supposed to tell my parents. He just smiled saying, "Tell them the truth, that you were born to suck cock." The next morning my parents had suspiciously won a two-month trip to Europe. I found it less than a coincidence that Garrett's dad worked for a travel agency that gave away trips now and then as a promotion. It's been a year and a half since the day I shaved my legs. I don't have to do that anymore. The boys bought me some cream that made all my hair fall out in the shower. When my parents got back from the trip I was completely feminized. It's kind of hard to retain your masculinity when you constantly have a dick in your mouth. They said they were disgusted with me and threw me out of the house. I live with Garrett now, in his sister's old room. The school never said anything to me when I began dressing as a girl. I suppose they didn't want to get sued for discrimination or something. Except for the boys, and the staff at our school, no one knows who I used to be. Roger, one of the boys, took me to get my name changed. I was then re-enrolled at school. Six months after taking the pills, I had grown a small pair of tits. The guys all pooled some money and got me breast implants. Now I have a very jiggly pair of D-cups. I don't want you to get the wrong idea about this though. I don't enjoy being Kitty. I never will, it's just that after a while, I became numb to it. I don't think about what I'm doing, I just let it happen. When I sit under Garrett's desk in biology class sucking his big cock, I don't think about what I'm doing. I think about what life will be like when I finally graduate, go away to college, get these breast implants removed and, go back to living as a man. When we have assemblies at school and I'm being passed from one lap to another, being repeatedly fucked in the ass until the assembly is over, I don't think about how nine guys are taking turns nutting in my ass. I think about how some day this will all be over and I won't ever have to blow anyone again.

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Michael? Where did you go? Ashley taunted from behind a nearby tree. I snuck up behind her quickly and quietly, scooped her up and hugged her tight. She screamed and then giggled. I kissed my sisters’ forehead and said, (gotcha.) No fair it was my turn she squeaked. Can we have pizza, Ashley asked? As we walked back to the house from Sanctuary, our little fort in the woods, the cool November air kissed my cheeks even through the trees. Birds scarcely sang in the distance, most having...

3 years ago
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High School Lovers3

Family and friends Michael? Where did you go? Ashley taunted from behind a nearby tree. I snuck up behind her quietly and quickly, scooped her up and hugged her tight. She screamed and then giggled. I kissed my sisters forehead and said, (gotcha.) No fair it was my turn she squeaked. Can we have pizza, Ashley asked? As we walked back to the house from Sanctuary, our little fort in the woods. A little about us, my sister and I are from (Mass-a-two-shits, yes I said that right, the state is...

1 year ago
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High School French Teacher

(This story is part fact, and part fiction. I won't tell you what is what, you'll have to figure it out on your own…Sorry, I guess it's a little long, but I hope you enjoy it.)I was a highly under-sexed, but extremely horny high school student. This was back in the big-hair days of the ‘80s. I still think some of the best porn came from those days. Beating the cum out of my cock watching a young Ginger Lynn, Nina Hartley, Taija Rae, Barbara Dare (a secret crush of mine back on the day) Christy...

2 years ago
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HIGH SCHOOL REUNION TAKE SEVEN THE BEST FRIENDS

It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE SEVEN Kirsty Sheraton was thirty-three years old, and had graduated from...

3 years ago
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High school days 2

"Well, that was what we agreed to Mom. I would share a sexy adventure of me and my friends and you would return the favor."I tried hard to maintain my composure, to keep from acting surprised that Mom would volunteer re-stating our previous "agreement". She could have easily dismissed that weak arrangement since neither of us really made a point about the rules of our sexy story exchange. Mom looked at me intently, as if trying to see if I would break-down and release her from this flimsy...

3 years ago
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My High School Sweetheart

In my 20's I met a girl online that lived about an hour away. She was a sweet little high schooler and we naturally got along well. We talked about sex a lot, and the first time we met I rented a room at the cheapest motel in town. This turned her on by itself.This dark haired, dark eyed little bombshell didn't waste any time when she parked in front of the door to the room. She got out of her car, came up and started making out with me on the spot. She led me by the hand into the cheap...

2 years ago
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High School PimpChapter 1

"Horsey" had started his business at an unusually early age! Not many boys become independent businessmen before they leave middle school. Of course, Horsey had a great mentor in his oldest brother, who was one of the most successful pimps in their housing complex. Horsey's brother ran a stable with women of all ages, starting with his mother who was 39 and their youngest sister who was 17. That brother had taught Horsey all he needed to know to keep his whores in line and how to extract...

1 year ago
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HIGH SCHOOL REUNION TAKE ONE THE FORMER STUDENT

It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE ONE Nashiko Giancona had graduated from the high school five years ago, and...

1 year ago
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HIGH SCHOOL REUNION TAKE SIX THE OLDER TEACHER

It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE SIX Catherine Rankine had a preoccupied air as she exchanged small talk...

4 years ago
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High School Hypnotist

Story Summary - Brad Taylor enjoys his work as a high school guidance counselor and hypnotist. Note – This is a work of fiction, make-believe and sexual fantasy. It is not based on real people or actual events. You must be 18 or over to read these stories. The author does not condone any sexual activity among persons under 18 in real life. It is OK to have fantasies, but turning a fantasy into reality can destroy lives. Don't be a dick with other people's lives! Yeah, I have it pretty...

1 year ago
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High School Girls

High School Girls A Rings of the Oni Story by Jaana "Three teenage boys find their simple lives completely overturned, and their friendship put to the test, when an unexpected find grants them both nightmare and gift beyond price." *** WARNING: The following story contains graphic depictions of sex, female transformation and female arousal. You have been warned! *** "Accept the things to which fate binds you, and love the people with whom fate brings you together,...

2 years ago
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High School Again Ugh Ch 06

Author’s note: If you haven’t read the previous chapters then I suggest you don’t bother continuing until you do, especially if all you’re interested in is the sex scenes. There is one, but in order to keep the reader enmeshed in a story of this length most of this chapter is character and plot development. I think you’ll be lost and disappointed without the background the previous chapters supply. For those of you who have read the previous chapters and are willing to continue to read the...

2 years ago
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High School Girls

High School Girls A Rings of the Oni Storyby Jaana"Three teenage boys find their simple lives completely overturned, andtheir friendship put to the test, when an unexpected find grants themboth nightmare and gift beyond price."*** WARNING: The following story contains graphic depictions of sex,female transformation and female arousal. You have been warned! ***"Accept the things to which fate binds you, and love the people withwhom fate brings you together, but do so with all your heart." -...

4 years ago
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Lets Try Something New Sweetheart

"Alright, sweetheart, I need to leave for work now. I don't wanna be late today," said Trisha, putting on her clothes. "I am gonna see you in the evening then." "Please don't leave me like this. Please come back to bed, we still have so much to do," I almost begged her. I knew she wouldn’t stay. She really had to leave. "You are gonna be home all day right? Please clean the house today. You never do anything. Don't just stay lying on the bed whole day, move that ass of yours, and clean the...

BDSM
1 year ago
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HIGH SCHOOL REUNION TAKE THREE THE PRINCIPAL

It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE THREE Moira McIver, the Principal of the school, had been standing near the...

3 years ago
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High School Flasher Club

High School Flasher Club I wanted to start a photography club in my high school but no one wanted to join. I was always considered a nerd and photography just wasn’t cool. Their loss. I got my sister to help me out. Natalie was a year younger than I was but she was certainly no nerd. In fact Natalie was part of the cool group. She was very pretty, well built, and quite popular too. At fifteen and in the ninth grade Natalie was always good to me. I was sixteen, in the tenth...

3 years ago
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High School Class Reunion

The last time I had seen Rose was at our ten-year high school class reunion. In high school, Rose had been the one girl I wanted to date, but she barely even knew I existed. At the ten-year reunion, I confided that I had always had an immense crush on her and that if I had to do things all over again, I would have said as much.To my surprise, Rose told me she had a crush on me as well, but that she had been too shy to approach me. Both of us had gone out separate ways, married and started...

Cheating
2 years ago
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HIGH SCHOOL DAYS

High School Daysbynikkis©When I look back at those days I realize that the height of my most memorable high school sexual experiences started in one week. It was the week that would change the relationship between me, Mom, Karen, my girl friend, Brad my best friend and his girl friend Sasha, forever. I was an 18 year old high school senior cross country runner at the time. Mom also ran she actually got me started in the sport. Mom had been running for years just to stay fit and it showed. Her...

3 years ago
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High School PimpChapter 5

Bill paid a visit to the next man up the ladder in the loan sharking ring. Somewhat reluctantly, this man supplied the names and locations for four more of the men who actually made the customer contacts. This guy reported directly to Archie, so Bill learned that the loan sharking ring was not very thick and could be easily broken. There was nothing more for Bill to learn from him, so Bill sent him to the hospital with the usual complement of broken joints. By the middle of the following...

3 years ago
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High School Stud

It was 1980 and I was a senior in high school. There was a guy in my grade and we had gone to school together all four years. We both did sports and we both played football and basketball all four years.During our freshman and sophomore years we were also required to take physical education. Fortunately for me we both had the same PE classes all four semesters and back then everybody showered after practice as well as Phys Ed.  I don't know why the school seem to have stopped this unless they...

Gay Male
1 year ago
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High School Teacher Scandal

"Damn! You my sweet bitch, ain't you? You sure know how to lick some good pussy, girl."Megan raised her head from between Kathy's black thighs. She didn't make eye contact, just starred off into space, detached. A stray black pube was glued to her cheek and the musty stench of Kathy's muff filled her nostrils and mouth.Kathy stroked her blonde hair as she stared into her ice blue eyes. "You still missin' them football players, snowflake? Ha! Damn! They must've fucked you good. Why don't you...

1 year ago
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High School Undercover

Your career is stagnant and dull. Your name is John Doe and you are an investigative journalist. You are young, having just turned 23, and your pieces have earned you a few awards. But as of late, you haven't gotten any good subjects to write about. You've been relegated to beat coverage to pass the time, mostly because your editor isn't willing to pony up the bucks required to undertake a good investigative report in these trying economic times. Though the gig has been boring the last year or...

2 years ago
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High School Fall Festival for Terry Webb

To all those who follow my posts you already know I am very adventurous sexually. I often meet people directly from websites who respond to my postings or I often repeat similar adventures that work for us such as being a truck stop whore or being a bar slut or a beach cum bucket. All of these continue to work for me. But instead of posting adventures that are nearly the same as previous adventures, I try to keep it fresh by sharing new extremes I've tried. So yes I remain very active sexually...

2 years ago
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High School Cocksucker Outted another story

When I was 16 I slept over at Kyles a lot. Mostly I slept over because he'd fall asleep while we were playing video games and watching tv. It was up to me whether I stayed and slept or went home. Kyle is black about 6'2 and has a strong build. He has a white Mother (Molly) and a black father (Wayne). He has a sister named Jazyln who just entered high school. She has her mothers facial structure and a tight little body with breasts that seem to spring over night to about a large B cup. She was...

3 years ago
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HIGH SCHOOL REUNION TAKE TWO THE ANTAGONISTS

It is the annual alumni reunion event at the Lauderton High School, which they hold in the large gymnasium in the main school building. The events in these stories take place at various times during the evening, and to different characters; they are not chapters of the same story, but a series of separate takes. We are the invisible camera, panning around the scene and then zooming in for a close-up ... TAKE TWO Hayley Statten was restless and bored, wondering why she had come to...

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