Teen
2007-01-29
Chapter 1
Caitlin sat alone on the bleachers watching a pick-up baseball game during the lunch break at school. She watched a group of other girls sitting a few rows below her laughing and giggling as they watched the guys playing. She sighed and crumpled up the brown paper bag that had contained her lunch. It had been almost two weeks since she had moved to town and she still hadn’t been able to make any friends at school. She was still referred to as the ‘new kid’ and it seemed no one wanted to be the one to invite her to join their group.
She stood up and made her way down the steps, staying well clear of the other girls. Her gaze strayed onto the field, where a tall, dark-haired boy who she knew as Dave from her home room was in a batter’s stance at home plate waiting for a pitch from a blonde haired boy who she didn’t know. As she watched, Dave swung at a fast ball, the bat making a loud crack as it contacted the ball. A series of cheers rose up from the other players and from the girls in the bleachers as the ball curved gracefully and dropped well over the fence.
Caitlin smiled to herself as she watched Dave round the bases in a slow lope. She had felt an immediate attraction to him from the moment their eyes had briefly met on her first day. He was a good athlete, but considered himself too cool to play on any of the school teams. He had a reputation as a bit of a bad boy, and she had the impression that’s the way he wanted it. Not that he would ever be interested in someone like her, anyway. He was seeing Marcie, one of the girls sitting on the bleachers. She was blonde, beautiful, and a cheerleader.
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The were the perfect couple, it seemed.
Caitlin stepped from the bleachers and wandered around to the back of them where she tossed her garbage into a bin, then turned to walk back toward her class. She was fifteen and was in the ninth grade. There was nothing particularly special about her appearance. She stood about five-foot six, had straight, shoulder-length brown hair that defied any attempts at styling, and was attractive, even pretty, but not what you would call beautiful. She hadn’t been part of the ‘A’ crowd at her former school, but she’d had plenty of friends and certainly wasn’t the outcast she now found herself as. Her body had began to mature just after her thirteenth birthday and she had since lost most of the awkward adolescence look and was developing a very well proportioned body. Her hips curved sensually to her slender waist and her firm breasts were roughly the size of softballs. They sat high on her chest and she could still go braless without them sagging, although her mother warned her about doing that. She was conscious of the stares she was now receiving from boys and men and found it a little unnerving. To reduce the amount of lusty stares, she usually wore unflattering clothes that hid her developing body.
As she sat in the final class of the day waiting for the bell to ring, she gazed out the window at the low hills that rose from the forest behind the school. She had always enjoyed hiking in the woods and decided to do a little exploring after school. She spotted a rocky hill that looked like it would provide a nice view of her new town and made up her mind to scale it.
The bell rang, startling her from her thoughts and she quickly gathered her books from her desk and joined the crowd funneling through the door to freedom.
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She stepped outside a few minutes later amid a throng of laughing and chattering teenagers and focused her eyes on the rocky crag she had spotted from the classroom window. Shouldering her backpack and ignoring the yells and cries of her classmates as they celebrated their liberation from the chalk dust prison, she made her way across the empty football field toward the trees. It was a beautiful day and she lifted her face skyward, letting the sun warm her as she breathed deeply the pine scented air.
She found a path leading into the woods and followed it up a slight incline. The sun filtered through the pine boughs leaving a spotted pattern on the dry needles underfoot. Her feet made no sound on the soft needles and she was aware of the variety of different sounds; birds calling, chipmunks chattering a warning, and the heavy beating of a grouse as she startled it from its’ resting area. She loved being here, alone with nature, where she could just be herself and let the stress of trying to fit into a new school fade away.
She walked for about twenty minutes up a steadily increasing hill until she came to a rock face that she figured must be the base of the outcropping she was looking for. The path led off to the right, then split, with one path leading around the side of the rock and another more well-used path that seemed to lead away from it. She took the less traveled path and was soon ducking around branches and stepping over rocks that must have tumbled down the steep cliff at some point. After a few minutes of this, she came to another split and sat down on a large flat-topped rock to catch her breath and decide which way to go next. Neither path looked like it was used more than the other, but the one on the right seemed to stick to the base of the hill, so she decided to take it. She was just about to set off when she heard someone cry out from the direction of the other path. She paused, straining her ears, trying to filter out all the other sounds. Then she heard it again.
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More intense this time. It sounded like a woman’s cries. And it sounded like she was in pain!
She started out cautiously along the path, listening to the cries. They seemed to get a little louder as she moved along and she considered yelling out, but decided that someone might be there inflicting the pain and it might be better to sneak up and survey what was happening before barging into a potentially dangerous situation blind. The sounds were becoming louder and she could now hear a more muted grunting sound mixed with the cries. She could hear movement just on the other side of a large boulder and cautiously peered around it, being careful not to make any noise.
The sight that greeted her was not what she was expecting. There, on a blanket in a grassy clearing, two people were having sex! She had never had sex or seen it done, but she knew what she was witnessing. A pretty blonde girl of maybe eighteen or nineteen, probably from the community college a few blocks from her school, was lying on her back. She was naked from the waist down and had her legs wrapped around the bare torso of a dark-haired guy of about the same age who was lying between her legs and humping her frantically. Their cries and moans were almost animalistic as they moved against each other. Caitlin could only watch in stunned silence, unable to pull her eyes from them.
Suddenly, the man disentangled himself from the girl’s leg-lock and got to his knees. Caitlin stifled a gasp as she saw his hard, wet cock protruding from his pubic area. Before she could get a real good look, the guy pulled the girl to a sitting position and pulled her t-shirt over her head.
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Her large, perky tits spilled out and he pushed her head to his groin. Caitlin’s eyes grew large as she watched the girl take his cock into her mouth and begin bobbing her head back and forth on it, slurping noisily. The guy threw his head back and closed his eyes. His teeth were clenched together and his hand remained on her head, seeming to push it back and forth.
After a moment, he pulled his cock from her mouth and lay down on his back on the blanket. The girl grinned and straddled his legs. She poised her pussy, which Caitlin could see was completely hairless, over his long shaft and slowly impaled herself on it. Caitlin couldn’t believe she was doing that! It must hurt like hell! But the expression on the blonde’s face told a different story. She appeared to be enjoying herself thoroughly, her look of total ecstacy evident even to the virgin voyeur.
"Oh, yes!" she sighed. "I love having your cock inside my pussy!" She began to move up and down on it, sighing and moaning each time it was buried inside her. Caitlin continued to watch, fascinated by what she was seeing. After a few minutes, both of their cries became more urgent and their movements more intense.
"Oh, shit!" the guy cried out, "I’m gonna cum!"
"Me, too!" the girl answered breathlessly. "Oh, god, don’t stop!" She leaned over him, her arms on either side of his head as she began rocking faster.
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With a quick upward thrust, the guy groaned and held his cock inside her, his eyes squeezed tightly shut and an almost pain-like grimace on his face. A second later, the girl squealed and raised her face upward, her body rigid and jerky. She had the same expression on her face. They stayed like that for a few seconds, then both began to jerk and grunt. The girl threw her head back, her long hair flying around her head and cried out again.
"Oh, shit, Jimmy!" She closed her eyes and grit her teeth for another few seconds, then collapsed to his chest, panting heavily. Caitlin quietly slipped further back into the bushes, deciding that she better get far away before they got up and noticed her watching.
She made her way back to the rock she had rested on and sat down, her thoughts racing as she replayed the erotic scene in her mind. Her mother had told her that sex was a wonderful thing between two people who loved each other, as ‘the talk’ went. But she never imagined that it could be so passionate! So consuming! So animalistic! Although she had never experienced an orgasm, she recognized them for what they were and was amazed at the sheer intensity! She glanced down between her own legs and was surprised to see a damp spot forming on her jeans. She knew enough to know what that meant, too. She was getting turned on by what she’d seen! She glanced around to make sure they weren’t coming her way, then quickly disappeared down the path toward home, the climb completely forgotten.
Chapter 2
She arrived home about a half hour later, sweating from her hasty retreat from the forest. She tossed her backpack on the floor by the back door and went into the kitchen. She was still excited about what she had witnessed and almost bypassed the answering machine with the flashing light that indicated there was a message.
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She pressed the button and went to the sink for a glass of water.
The message was from her mother, Catherine. She was going to be working late again, and said not to worry about making her dinner as she would eat at the office.
Caitlin drank the water in one long gulp, then wiped her mouth with the back of her hand. Her mother often worked late. She was a lawyer at a small practice in town. Before Caitlin’s father had died in a car accident nine years earlier, her mother had been a stay-at-home mom. After the accident, the only work she could find was low-paying jobs that barely covered their needs. Determined to give her only daughter the very best, she took out a student loan and went to law school. She graduated four years later, passed the bar, and went to work in the public defender’s office. Every day she was exposed to the seedy criminal element of the city and she knew she had to get Caitlin out of there and move somewhere safer. It took some time, but she eventually landed the job here in Jonesboro. It was a small city of maybe fifty thousand with most of the amenities they had grown accustomed to in the big city, but much less crime. They bought a small bungalow and moved out of their cramped fifth floor apartment.
Caitlin sighed and erased the message.
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It seemed that her mother had to work late nights, and even weekends, every day since they’d moved here. When she brought it up, her mother explained that she needed to work long hours for a while. The firm had just taken on a big corporate client and she was hired to take over some of their other client’s needs. She promised that once she got caught up they would be able to spend more time together.
Caitlin looked through the refrigerator, but decided that she really wasn’t hungry. The image of the couple making love was still running non-stop through her head. Maybe a nice, relaxing bath would help. She started the water then went into her room and began undressing, watching herself in the full length mirror as she did. She released her bra and ran her hands over her firm tits. Her nipples grew hard almost immediately. She looked closely at her naked breasts. The pale skin was soft and smooth, and they were almost perfectly round. Her hands cupped her tits and she wondered if they would get much larger. She didn’t particularly enjoy the lusty stares she knew large breasts would invite and hoped they didn’t grow any more.
She removed her jeans and slipped her white cotton panties off, then examined the stain in the crotch from where her pussy had leaked.
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Better get those washed those before her mother came home and noticed. Before she put her robe on, she took another long look at her naked body in the mirror. She thought she looked ok, not sexy like the blonde in the woods, but pretty good. Her hips curved nicely and she knew she had a nice ass. She ran her fingers through the thickening bush around her pussy and remembered how the woman in the woods was completely bald down there. She thought about it for a moment while her fingers rubbed her lips. Although it had only started to grow in a couple of years ago, it might be nice not to have all that hair down there. It would certainly be more sanitary. She grinned to herself. Why not? If she didn’t like it, it would grow back. She picked up a pair of scissors from her desk and walked out naked, her robe forgotten on her bed.
Yesterday’s newspaper was on a table in the hall and she picked it up on her way to the bathroom. She turned off the water and checked the temperature. Perfect. Spreading out the newspaper on the floor, she stood over it and began to carefully snip the dark, curly hair from her pussy.
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It took a little time; she didn’t want to accidently cut herself, but she eventually had it trimmed down to the stubble. It already felt different, even a little naughty, but she decided she liked it.
She knocked the short curly hairs from the paper into the toilet and flushed them away. Then she slipped into the tepid water and leaned her head back, relaxing in the soothing warmth. After a few minutes, she found her razor and slowly scraped the remaining stubble from her mons and the area around her increasingly swollen lips. When she finished, she rubbed her fingers across the newly shaved skin and was surprised at how soft and smooth it felt. Her fingers touched on her clit and she inhaled deeply, once again leaning back and closing her eyes. She began a slow, circular caress of her erect clit while her other hand went to her tits, remembering the erotic scene she had just witnessed. As she squeezed her hard nipples, she slipped a finger into her vagina a little bit and smiled at the warm tingling sensations she was creating. She resumed her circular fingering of her clit, increasing the speed a little more. She felt herself almost floating in the warm water as she masturbated for the first time, slowly arousing the first inklings of an orgasm. God, it felt so good!
Suddenly, she heard the sound of the back door closing and pulled her fingers from her aroused pussy and sat straight up in the bathtub, the water splashing perilously close to the edge.
"Caitlin?" she heard her mother call out.
"In here, Mom!" she answered, reaching for her towel. She was out of the tub and drying herself off when her mother tapped on the door.
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She wrapped the towel around her and opened it. Her mother smiled at her. She was an attractive brunette and at thirty-six, and she still had it. Her long hair was tied up into a tight bun and wore a flattering, but conservative skirt and jacket.
"Hey there! How was your day?" she asked, brushing a strand of hair from Caitlin’s face.
Caitlin shrugged. "Ok, I guess. " The look on her face told her mother that she was still having trouble fitting in.
She smiled again and hugged her. "I know it’s tough starting at a new school, but you’ll make friends. Just give it a little time. "
Caitlin squeezed her. "I know, Mom. Don’t worry about me, I’ll be fine," she said, pulling away and forcing a smile.
Her mother sighed and looked in at the draining tub.
"That looks like a good idea," she said, and rinsed the tub before reinserting the plug and running her own water. They chatted for a few more minutes, then Caitlin retreated to her room where she put on her pajamas and took out her homework. She found it hard to concentrate on it, but forced herself to. She had always been a good student and worked hard to keep her grades up. She finished her homework about an hour later and went out to the family room where her mother was watching TV. They watched a movie on the Hallmark channel and when it was over, Caitlin said goodnight and went to bed.
She lay there for a long time, unable to go to sleep. Her hand slid inside her pajamas and down over her freshly shaved pussy. She started moving her fingers over the tender skin as she had done in the bathtub before her mother interrupted her masturbation. She was almost to the point where she had brought herself to earlier when she heard soft footsteps in the hall and a light tap on her door.
‘Shit!’ she thought to herself as she yanked her hand from her highly aroused pussy. The door opened, letting light from the hallway spill into her room. Her mother peeked around the slightly open door.
"Just wanted to say goodnight, honey. I have to leave early tomorrow so I probably won’t see you until tomorrow night.
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"
"Ok, Mom," Caitlin replied. "Will you be home for supper?"
Catherine nodded. "I think so. If I can go in early, I should be able to wrap up my work by five and be home in plenty of time. " She gave her a small smile. "I know I haven’t been around much, but it’s only for a little while longer. "
Caitlin nodded. "I know, Mom. It’s ok. "
Catherine shook her head. "No, honey, it’s not ok. I’d rather be spending more time with you and I promise I will make it up to you. " She smiled. "But thank you for understanding. Good night, dear.
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"
"Night. "
She left the door open and went into her room. Caitlin lay there and thought about resuming her fingering, then decided the moment had been spoiled and rolled over. She fell asleep thinking about sex and wondering what her first time would be like.
Chapter 3
The next day was like any other; she went to class and was ignored by just about everyone. But she began to take an interest in how the other girls were dressing. Most wore jeans, some skin tight but most were flattering without going too far. She noticed a few low rider jeans and short, navel-baring t-shirts. The school did have a dress code, but it was rarely enforced. A few girls wore mini-skirts, but they weren’t real short, barely qualifying as a mini-skirt. This was one part of the dress code that was enforced.
Caitlin compared her drab and unremarkable ensemble to the others. Maybe if she dressed a little more fashionably people would start to notice her. She decided that she’d have to put up with a few lusty looks in order to fit in and made up her mind to go shopping after school. She wouldn’t have to dress like a slut, but some tighter jeans and tops wouldn’t hurt.
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She had a credit card that her mother had given her and she called her at lunch time to ask if she could use it. Catherine agreed but made her promise not to overdo it, pleased that Caitlin was finally starting to take notice of her appearance.
After school, Caitlin walked the few blocks over to the mall, where the crowd bore a strong resemblance to the schoolyard, with most of the same kids hanging around there before going home. She picked out a few pairs of jeans, one pair being a sexy pair of low riders. Just in case, she told herself. A couple of tops with a lower neckline than she usually wore and one cut-off that would show off her flat stomach completed her purchases.
She was walking through the mall when she paused in front of the Victoria’s Secret store. Maybe some sexy lingerie would be a nice little secret she could indulge in. She went into the store, looking around carefully to make sure no one saw her. Most of the kids had already left for home and she didn’t see anyone she recognized. Twenty minutes later, she left the store with a sexy black lace bra and a matching thong in a small bag. She hoped her mother didn’t check her receipts too closely.
She arrived home around five but her mother wasn’t yet there. She checked the answering machine and saw no new messages. If her mother was going to be really late, she would have called.
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She went into her room and unpacked her shopping bags, holding each piece of clothing up to examine it. She decided to try on the sexiest clothes before her mother got home. She quickly undressed, including her bra and panties, then slid the skimpy thong on. It rode deep into her butt crack and had just enough material to cover her pussy, and the thin spaghetti straps rode high on her thighs. Taking out the matching strapless bra, she put it on and adjusted her tits inside the lacy cups. It fit well, barely covering her now erect nipples. Her low-rider jeans went on next, but she found that she had to pull the spaghetti straps of her thong down so that they wouldn’t show. She selected the cutoff t-shirt and turned to look at herself in the mirror. The transformation was amazing. She now looked older, and much sexier. Her body curved lusciously, filling out the jeans and top very nicely. If she could do something with her hair and applied a little makeup, she would have easily passed for several years older.
She posed in front of the mirror for a few minutes, then removed the t-shirt and jeans. Knowing her mother would want to see what she had bought, she pulled on a pair of jeans and one of her less revealing t-shirts. She left the thong on, liking the feel of the tight denim against her bare ass.
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She would have to get a few more of them.
The back door closed as she was checking out herself and she heard her mother call her.
"I’m in my room," she called back. After a moment, Catherine looked in and gave a low whistle of approval.
"Oh, my!" she exclaimed, her eyes taking in her daughter’s new clothes. "You look good, honey!" She sighed and looked sadly at Caitlin. "My baby’s all grown up!" she said, pouting a little.
Caitlin rolled her eyes, but went over to hug her. "Oh, Mom!" They hugged for a second or two, then Caitlin showed her the other items she had bought. Catherine raised an eyebrow at the cutoff t-shirt and the low rider jeans, but Caitlin explained that was what everyone was wearing and she grudgingly acquiesced.
"Just be careful, baby, ok?" she said pleadingly. "There are a lot of creeps out there who could try . . . "
Caitlin rolled her eyes again.
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"I know, Mom! I’m not stupid!" she said, collecting up the clothes from her bed.
"I know, I know," Catherine replied. "But I worry. Mother’s prerogative, ok?" She had already talked to her about the dangers of unprotected sex and didn’t see any point in going over it again. Caitlin looked in the mirror and fussed with her straight hair.
"I wish I could do something with this! I should have stopped at the hairdresser. " Catherine gathered up her hair and pulled it back, revealing more of her pretty face.
"Maybe I can help," she said. She pulled it back over her ears and held it there with a couple of clips, then brushed her bangs over her forehead. When she finished, she stepped back so Caitlin could see herself in the mirror. "There, how’s that?"
Caitlin nodded and smiled. "That’s better! Thanks, Mom!"
"You can get it styled tomorrow if you like, but that should do for now. " She started toward the door. "Do you feel like Chinese? I don’t feel like cooking tonight. "
Caitlin nodded, still studying herself in the mirror.
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Hopefully, tomorrow would be a better day at school.
Chapter 4
The next day, Caitlin dressed in the same clothes she had modeled for her mother, including the sexy bra and thong. She applied just enough makeup to make her look older without looking overdone and left the house feeling very confident about her appearance. Gone was the meek little high school freshman. She could have easily passed for eighteen.
As she approached the school and began encountering other students, the looks she was getting began to gnaw away at her newfound confidence. She was definitely drawing stares, especially from the boys, and it was beginning to make her a little uncomfortable. She walked quickly through the crowd and went inside before most of the others did, hugging her books tightly to her chest, eyes lowered. She heard a few low whistles and mumbling from a couple of groups of boys, and the girls watched her with a look of mild curiosity mixed with a measure of contempt. This wasn’t the kind of attention she was hoping for.
Dave was standing next to the fence by the street waiting for Marcie. She was late, as usual, and he was seriously considering saying to hell with the prissy little bitch. They had gone out on a date the night before and although they’d had sex several times since they had started dating, she was turning down his advances with increasing frequency. She had refused him sex again last night and wouldn’t even give him a blow-job in compensation!
When he saw Caitlin walk by, he did a double-take, wondering where he had seen this cute girl before. Something about her was familiar, but for a moment he couldn’t place her.
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Then he recognized her as the dumpy new girl who was in some of his classes, only now she looked hot! He remembered how she usually dressed and realized that was probably why he hadn’t paid much attention to her until now. The change was astounding and he couldn’t believe that he had overlooked her. He was about to go inside and see if Caitlin - yes, he was sure that was her name - looked as good up close, when Marcie appeared and ran over to him, all smiles. They kissed quickly and she gripped his hand and began babbling about going to the mall after school, or something as they made their way inside. He wasn’t really listening, his mind made up. Before school was out today, he was ending it with her.
At lunch, Caitlin was again sitting by herself on the bleachers watching another game of pick-up baseball. This time, Dave was nowhere to be seen on the field and she noticed that Marcie wasn’t with her friends in the first few rows. She looked around casually, wondering where they were, figuring they were probably off making out somewhere. Maybe even having sex! Her mind had definitely shifted gears after watching the couple fucking in the woods. All of her thoughts suddenly seemed to have a sexual connotation. A pang of jealousy arose in her stomach. Even though she’d never even spoken two words to Dave, just the thought of him and Marcie . . .
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Her thoughts were interrupted when she spotted them behind the dugout, apparently having a very animated conversation. Marcie appeared upset and moved toward him, but he held up both hands and stepped back. She took another tentative step, but Dave said something, shook his head, then turned and left her standing there. She watched him walk away, then lowered her face to her hands and began to cry.
Caitlin couldn’t believe it! She knew she had just witnessed Marcie getting dumped on her stuck-up little ass, but still felt a pang of sympathy for her. Dave wandered out onto the field and joined in on the game as if nothing had happened, but Marcie slid to a seated position against the wall of the dugout, her face still buried in her hands.
Caitlin’s mind swirled. She fantasized for a moment that when Dave had seen her in her new clothes and makeup, he dumped Marcie so that he could ask her out. Then she came back to reality. That was a ridiculous fantasy. He didn’t even know she existed and a tight pair of jeans would garner her no more than a passing glance from him.
She stood and climbed down the bleachers and went back to class just as the bell rang to end the lunch break. It was another warm fall day and she was looking forward to having her hair done after school. She was aware of the looks from the boys as she made her way back inside, but they didn’t bother her as much as they had that morning. ‘Maybe I’ll wear the low-riders tomorrow!’ she thought to herself with a smile, imagining their dropped jaws
Chapter 5
The sun was still shining when school ended, although a few clouds dotted the sky.
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Caitlin came down the steps and started walking along the sidewalk toward the mall. As she passed the community college, she spotted a familiar head of long blonde hair and paused. It was the girl from the woods! She stood next to a thick oak and watched as Jimmy - as the blonde girl had cried out - came across the lawn toward her. They kissed briefly and spoke for a few moments, then started walking arm in arm toward the woods. Caitlin swallowed hard and felt her pussy seep into her thong. They were going into the woods!
Forgetting about her hair, she did an about face and walked as fast as she dared back to the school, then broke into a run across the ballfield and onto the path she had taken before. She forced herself to slow down and tried to move quietly as she neared the place she had watched them before, her mind racing at the hopes of a repeat performance. Ducking her head, she snuck up behind the boulder and cautiously peered over it.
Jimmy and the girl were already there, locked in a passionate embrace on the blanket they had spread out on the grass. As Caitlin watched, the girl moved back, then grasped the hem of her t-shirt and pulled it over her head, tossing her long hair back to free it from the tangled garment. Jimmy grinned and let his eyes move over her breasts as she reached behind her back and unfastened her bra. With a flourish, she pulled her bra free and tossed it casually to the grass. Jimmy’s eyes locked on her naked breasts and he moved in, his hands squeezing them before he lowered his face to them and began suckling her hard nipples. The girl inhaled sharply and leaned her head back, her eyes closed in blissful contentment as his warm mouth teased her sensitive flesh.
Caitlin watched all of this in rapt fascination from her hiding place only a few yards away.
She unconsciously moved a hand to her own breasts and was surprised to find her own nipples alert and very sensitive. She realized she had been holding her breath and slowly let it out. Meanwhile, the blonde girl had dropped to her knees and was unfastening Jimmy’s pants. Caitlin was once again amazed at the sight of Jimmy’s erect cock when the girl pulled it from his jeans and began to stroke it, looking up at him and smiling. She felt a warm wetness between her legs as she became aroused by the scene unfolding before her. The blonde was now kissing Jimmy’s cock and whispering something to him that Caitlin couldn’t quite make out from where she sat. The next thing she knew, the blonde was sucking his cock and Jimmy was sighing in obvious pleasure. She kept this up for several minutes until Jimmy pushed her away and began stroking his cock, aiming it at her face. The girl looked up at him and opened her mouth, occasionally giving his large purple tip a quick lick. Jimmy closed his eyes and groaned just as a stream of thick, white goo shot from his cock and splattered all over the girl’s face. She seemed to like it and Caitlin watched in stunned silence as he continued to shoot more of it onto her face and into her open mouth. When he finished, she took his noticeably less stiff shaft into her mouth and sucked on it. Then she picked up a towel from her bag and wiped her face before standing up and kissing him.
By now, Caitlin was becoming very aroused. For some reason that she couldn’t explain, watching Jimmy shoot his cum all over the girls face made her even hornier.
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She had slid her hand under her t-shirt and was now rubbing her engorged nipples over the silky fabric of her lacy bra. She had never felt like this before and was loving it! Her other hand dropped between her legs, where she could feel the heat from her excited pussy over her damp jeans. She lightly caressed her virgin slit and nearly cried out as her fingers touched the highly sensitive area. Even through her jeans, the sensation was very intense.
She continued to watch as Jimmy unbuttoned the girl’s jeans and she began to wriggle out of them. Once they were removed, she lay back on the blanket with her knees up. Jimmy kicked off his own jeans and dropped to his knees at her feet, his hard cock bobbing in front of him. Caitlin watched as he reached up and grasped the girl’s panties. She lifted herself up so that he could pull them over her small, well-toned ass, then raised her feet in the air so he could take them the rest of the way off. He absently tossed them aside, then grinned at her.
"You’ve been a very naughty girl, Cheryl," he said, wagging a finger at her. "I’m going to have to give you a good licking!"
Cheryl, as her name appeared to be, only giggled and spread her legs. Jimmy lowered his head between them. Caitlin’s jaw dropped. He was .
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. . licking her! Down there! She once more touched her aroused pussy over her jeans and stifled a gasp at how sensitive she was. She couldn’t imagine how good it must feel to have someone licking her there!
Cheryl’s moans seemed to confirm her suspicions. She was rolling her head from side to side, her cries becoming louder the longer Jimmy kept licking. Caitlin couldn’t stop herself from unfastening her own jeans and slipping her hand down to her soaked panties. She began rubbing her erect clit as she had while in the bathtub, but with Jimmy and Cheryl’s hot sex scene playing out in front of her she felt the tingling begin almost at once.
When Cheryl’s cries became more urgent and her body began to quiver, Caitlin was nearly as worked up. The tingle in her belly had grown into a fire that threatened to consume her. She craved release, her finger working vigorously over her inflamed pussy. When Cheryl finally cried out as she came, Caitlin was only a few seconds behind her. She pulled her hand from her tit and held it tight to her lips as she experienced her first orgasm. It engulfed her, the scene in front of her fading as she became lost in the intense and erotic sensations. She held her hand over her spasming pussy, trying to calm the waves of orgasmic energy that began there and seemed to course through her young body, filling her mind with feelings of pleasure that she never even knew existed before today.
When she finally came back to reality, she glanced up and saw that Cheryl was now on all fours while Jimmy moved up behind her on his knees.
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Cheryl let out a sigh of pleasure, her face confirming her approval at the insertion of Jimmy’s renewed cock. Caitlin continued to rub her tender pussy as Jimmy began pumping faster in and out of Cheryl’s cunt, her svelte body rocking in response to his thrusts. She was beginning to feel the resurgence of the warm tingle in her womb when a faint noise behind her made her freeze.
Chapter 6
Dave had been waiting for Caitlin to come out of the school and when the crowd thinned out, he realized that he must have missed her. He started walking toward the mall, wondering why he hadn’t noticed her earlier. She wasn’t exactly drop-dead gorgeous, like Marcie, but that body! He should have at least noticed that! He thought back, trying to remember her. The picture that came to mind was a vague memory of a somewhat attractive girl, but dressed in very loose and unflattering clothes. Her hair was a little different, too. That would explain it. Dave wasn’t exactly what you would call deep when it came to the opposite sex. They were constantly throwing themselves at him and if something about a girl didn’t grab his immediate attention, he basically didn’t see her. And today, Caitlin’s sexy body had definitely grabbed his attention.
He started toward the football field, taking a route to the mall that would bring him through the campus of the community college. There were always some cute girls hanging around there! He was just coming around the corner of the school when he saw Caitlin running across the deserted field toward the woods. He quickened his pace, hoping to catch her before she reached the trees, but she had too much of a head start and was already in the woods before he reached the field.
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He decided to follow her anyway, hoping that she might stop somewhere. A smile formed on his face. What better place to introduce himself to her than in the quiet, secluded woods?
He followed her up the trail, hoping to be able to track her footprints in the loose pine needles that covered the forest floor. He could definitely see where someone had recently disturbed the needles and hoped that it was only her footprints. He came to the first split in the trail and studied both paths intently. He would have thought that she would have stuck to the main trail, being new to the area, but there was no sign of anyone going that way. He peered into a patch of half-dried mud on the lesser used path that eventually led up to the top of the outcropping and saw part of a fresh sneaker print on the far side. Looking another few feet, he could see where the pine needles were kicked up at a bend in the trail. With a smile, he took that path. She couldn’t be much further ahead of him.
He reached the next split with the flat rock where Caitlin had first heard Cheryl’s cries on her first hike. Once more, he stopped and studied the ground. Then his ears picked up a sound; sort of a faint moan. He strained to hear more and for a few seconds heard nothing, then it came again, this time almost a gasp. It came from the path on the left and he began to move down it, knowing that she was very close, now.
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He began to play out in his head how he would react when he came upon her. Should he act surprised, like he was just out for a hike in the woods? Or should he tell her the truth, that he wanted to meet her and followed her? He decided that the first scenario might be the wise choice. She might think he was some kind of stalker if he said he was following her. Yes, that was definitely the way to go.
He was still working out what to say to her when he rounded a corner and saw her kneeling behind a boulder, her hands moving in front of her like she was scratching an itch. His eyes widened as he followed her gaze and saw Jimmy with his head between Cheryl’s legs. He suddenly realized what Caitlin was doing. She was scratching an itch, all right! He stopped himself from crying out in surprise and slipped quietly back into the cover of some low-hanging branches.
She didn’t appear to have seen him, which was understandable considering what she was doing. He found himself getting hard watching this cute little thing get herself off while a couple performed oral sex just a few yards away.
As he alternated between watching the couple on the blanket and Caitlin, Dave reached down and began to rub his stiffening cock over his jeans. When Caitlin began to finger her little cunt faster, he knew she was very close to cumming and quietly unzipped his jeans, taking his thick, hard cock out. He watched her, no longer interested in the hot sex show being performed by the others. When the orgasm hit her, he smiled, watching her body tremble and jerk with pleasure. She was so fucking hot! He had never watched a girl get herself off before and it was really turning him on!
Her tremors subsided and his attention once again shifted to the couple in the clearing, who were now going at it doggie-style.
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He decided it was time to reveal his presence to Caitlin, while she was still in a state of arousal. He slipped his still hard cock back into his jeans with some difficulty, then looked around. Spying a small twig just a couple of feet away, he took a step, snapping it under his foot. He watched as Caitlin’s body stiffened, then slowly turned to him.
Chapter 7
Caitlin swallowed hard and pulled her hand from her jeans, hoping that it was just an animal or a falling branch that had made the sound. She slowly swivelled her head around and nearly gasped in shocked surprise when she saw Dave standing not ten feet behind her. She felt her face getting hot as her eyes met his and she suddenly remembered that her pants were still open. Her fingers fumbled clumsily with the zipper and button. They were much tighter than the jeans she normally wore and trying to get them refastened without making too much noise proved to be somewhat difficult. And there was no possible way to hide what she was doing from Dave. She managed to get them fastened and slowly crept backwards toward where he was standing, hoping that Jimmy and Cheryl were too involved in their increasingly fervent sex to notice any noise she might make.
She slowly got to her feet and backed up to where Dave stood, still watching Jimmy and Cheryl. So far, they hadn’t seemed to notice either of them. Dave grinned at her, but she placed a finger to her lips, the scent of her juices strong on it, and continued to back away until she was out of sight around a bend in the trail. She turned and began to walk swiftly back down the trail, breaking into a jog, then a dead run when she felt she was far enough from the clearing so Jimmy and Cheryl wouldn’t hear her rushed retreat.
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She had just passed the boulder at the first junction when she heard footfalls behind her. "Hey! Caitlin! Hold up!" It was Dave, but there was no way she was stopping after what he’d just seen. She ran as fast as she could down the twisting path, but she could sense he was quickly closing the distance between them. "Hey, wait up! I just want to talk to you!" He was close, very close, and a moment later she felt a firm hand on her arm.
"Leave me alone!" she cried and tried to squirm away from his grip. But he held on, slowing her to a walk before turning her around to face him. "Let me go!" she exclaimed, her eyes burning with shame and anger. He looked down at the out of breath girl and smiled. He was barely breathing hard himself.
"Hey, c’mon! I just want to talk!" he said, releasing his grip on her shoulder. "Why did you run away?"
Caitlin glared up at him, not sure if she was mad at him for watching her or mad at herself. After all, he wasn’t doing anything that she wasn’t doing. He looked down into her angry face, but only smiled. It was a look he had practiced often and knew the effect it had on girls. Caitlin was no exception and she found her anger begin to dissolve under his dark eyes and crooked smile.
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She lowered her head and took in a deep breath.
"How . . . how long were you standing there?" she asked in a small voice, although she was certain he had seen more than enough.
Dave put a finger under her chin and raised her eyes to his. "Long enough," he replied softly. She studied his face and those hypnotizing eyes for any signs of malice, but could detect none. "Don’t worry about it. I won’t tell anyone. "
She didn’t know if she could trust him, but it wasn’t as if she had a choice. She managed a feeble smile. "Thanks. "
He smiled warmly, then cast a backward glance toward the clearing. "That was quite a show.
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Can’t blame someone for getting a little . . . um, excited while watching it. "
Caitlin nodded, hoping he wouldn’t ask her how she came to be there. She wasn’t a very good liar and didn’t want to admit her previous voyeuristic episode. She felt his warm hand touch hers, then slip into it. She looked up at him, his warm, dark eyes fixed on hers and the heart-stopping smile on his handsome face seemed to dissolve away any remains of her anger. His hand caressed hers gently and she felt her heart skip a beat at his tender touch. She knew she should pull her hand away and just go home, but she couldn’t bring herself to do it. It was like those eyes held her in a hypnotic trance, one she wasn’t entirely certain she wanted to break. He brought her hand to his lips and kissed it. It was the one she had been fingering herself with and he inhaled the scent of her deeply.
"You smell delicious," he breathed before kissing her fingers once again. Caitlin watched as his kisses became more tender, until he was licking, then sucking the remains of her juices from her fingers.
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"Mmmm . . . and you taste even better!"
She swallowed hard, unsure what to make of his advances, but still unable to move. His mouth was warm, and the sensual way he was suckling her fingers was arousing the same feelings she had felt while watching Jimmy and Cheryl. He moved closer, pulling her small body to his; his face only inches from hers. She looked up and met his eyes, feeling herself giving in to his seduction. He moved closer and she could now feel his breath on her face. She closed her eyes and sensed him moving even closer until his warm lips touched hers. She didn’t resist and he pressed them tighter, parting them slightly. Caitlin found herself responding, opening her lips just enough so that he could slip his tongue between them.
She felt a warmth in her stomach as he pushed his tongue further into her mouth, then wrapped his arms around her waist, pulling her slender body tight to his. She began returning his kiss with surprising passion, placing her arms around his neck. Although she had never really kissed a boy before, well, not like this, anyway, she seemed to know what to do instinctively, driving her tongue deep into his throat. Her hands moved over his body, finally releasing the pent-up passion that had been building up since she had first watched Jimmy and Cheryl.
She felt his hands stroking up and down her back, then move down to her firm buttocks inside her tight jeans. He gave them a squeeze and she moaned her approval into his mouth. She forced her body tighter to his, her firm breasts crushed against him. She could feel her hard nipples poking into the hard muscles of his chest, and kissed him even harder.
After several minutes of wild, passionate kissing, they pulled apart, breathless. They stared at each other for a long moment, their chests heaving and eyes wild with passion and lust. Dave grabbed her hand.
"Come on, I know a spot. " Before Caitlin could respond, he was leading her back down the trail. They reached the boulder where the trail split off to where he had caught her masturbating, and went the other way. Caitlin allowed him to take her down the trail. She knew what he had in mind and she knew it probably wasn’t the smart thing to do, but she so was so fucking horny after watching Jimmy and Cheryl, and Dave was the only guy she had been interested in since moving here. She probably wanted this as much as he did! She was wondering just how far she would be willing to go.
He led her into a little clearing just off the main path. He held back some branches so she could enter, then stepped aside and allowed them to fall back into place, completely obscuring them.
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Caitlin glanced around. It was a small clearing, no bigger than ten by ten feet, but instead of a pine needle floor, there was a patch of grass under a maple tree. The brush was thick enough that anyone walking along the trail wouldn’t be able to see them.
He walked over to her and she threw herself into his arms, kissing him deeply. There was no longer any pretense of why they were here and his hands quickly went to the twin globes of her firm ass and began to knead them. She felt his fingers sliding lower, moving down the crack of her ass and slipping between her legs to touch her excited twat. She sighed and parted her legs, giving him the go ahead to explore further. As his fingers rubbed along the tight denim over her excited pussy, she felt a rush of sensations like she never had before. It was so much better than touching herself, even over her jeans!
Unable to control her unleashed passion, she pushed him away and lifted her t-shirt over her head, revealing to him her sexy black bra. Dave licked his lips and pulled off his own t-shirt as Caitlin fumbled with the clasp of her bra, eager to let him see and touch her firm tits. When she finally got it undone, she hesitated only a second before allowing it to drop from her quivering breasts. Dave inhaled a sharp breath and moved in, his hands cupping them; his fingers kneading the supple flesh.
Caitlin gasped as his hands closed over the sensitive skin of her breasts. His hands brushed over her erect nipples, sending little jolts of electricity throughout her over-stimulated body. They kissed passionately, then Dave began kissing her neck.
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She tilted her head back, exposing her slender neck to his hungry mouth. She held his head and moaned as he moved lower until he was teasing her hard nipples, then sucking on them. Caitlin had never felt anything like this and sighed, pressing his head tighter to her supple tits. Dave attacked first one, then the other with wild abandon, causing her pussy to leak constantly into her already soaked panties and increasingly damp jeans.
While his mouth worked on her tits, his hands dropped to the waistband of her jeans. Before she realized what he had done, her jeans were open and unzipped. But she was well past the point of being coy about what they were about to do. He began to push them over her curved hips while still suckling her tits. She helped by wriggling her hips until he had them down to her thighs. At that point, she needed to help him and stood back to pull them off one leg at a time. His eyes took in her slender, curvaceous form clad only in the sexy black thong and felt his already aching hard dick swell even more inside the tight confines of his jeans.
As if reading his mind, Caitlin’s hands went to the button of his pants and she somehow managed to get them open. She pushed them down and he stepped out of them, his cock leaving a prominent bulge in his boxers. She noted the wet spot near the tip, then looked up at him. He smiled at her, then placed her hands on the waistband of his shorts.
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Caitlin began to lower them, then dropped to her knees onto her jeans to finish the job. She watched transfixed as his hard cock was slowly revealed, until the entire seven inches was freed from his shorts. She slowly lowered them the rest of the way down, her eyes locked on the thick meat before her.
Dave kicked them off and stood completely naked before her, his cock protruding proudly from his groin. She looked up at him and he nodded to it. Caitlin looked back down at the long phallus, the strong musky aroma of his sex causing her pussy to leak even more. She reached up and touched it, the hardness surprising her. Dave sighed as she wrapped her hand tentatively around it, then ran it over the head, equally surprised by the velvety softness of it.
"Come on," Dave moaned. "Suck it!" Caitlin looked up at him, a look of trepidation in her eyes. He looked down and noted her hesitation. "You’ve . . . done this before, haven’t you?" She lowered her eyes and slowly shook her head, her hand still gripping his hard shaft.
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He seemed genuinely surprised. "Really?! From the way you were acting, I just assumed . . . " He stopped talking and pulled her to her feet. "It’s ok, you don’t have to if you don’t want to. " He gave her that warm, disarming smile again and she found herself smiling back. He kissed her, long and hard, their naked flesh pressed tightly together.
When they pulled apart, he grinned at her. "Does that mean I can’t go down on you?" She paused, unsure for a moment what he meant. Then it came to her and she shook her head.
"No, of course not," she whispered. He smiled, kissed her agin, then hooked his thumbs in the spaghetti straps of her thong, working them down over her hips before freeing the thin g-string from her crack and letting them drop to her ankles. Caitlin stepped out of the skimpy thong, standing nude in front of a guy in the middle of the woods.
He dropped to his knees and began to lightly rub his finger over the inflamed lips of her excited pussy.
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Caitlin gasped and moaned, the sensation even more stimulating than she had imagined. He worked a finger between her moist lips and began to move it slowly back and forth, eliciting small cries of delight from her. He moved his lips closer and kissed the bare flesh of her mons, then moved down over her clit. Caitlin nearly jumped when his soft lips passed over the sensitive little sex organ, then moaned as he began to methodically lick the entire length of her virgin slit. She closed her eyes, becoming lost in the wonderful feeling of his talented tongue on her young pussy. She had tried to imagine how it must have felt after watching Jimmy and Cheryl, but this was far better than anything she could have conceived of!
She spread her legs wider, allowing him to press his warm tongue further into her untouched slit. It felt wonderful and she knew this was the start of a new chapter in her life that she was going to enjoy. Dave seemed to know what he was doing and was soon alternating from the tender pink flesh of her cunt to her erect little clit and she wasn’t long in feeling the stirrings of another orgasm. She began rocking her hips, trying to force his tongue deeper, as her orgasm grew.
"Oh, shit, yes!" she gasped through clenched teeth. She closed her eyes and placed one hand on Dave’s head while the other went to her tits, squeezing and pinching each of her nipples. She felt herself reaching the point of release and let out a long groan as she climaxed, her body jerking as she released a flood of her sweet juices into Dave’s waiting mouth. He lapped them up eagerly, grinning up at her when he finished.
Caitlin felt somewhat satisfied, but she wasn’t done yet. She was so wrapped up in her lustful feelings that she decided to return the favor.
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She pulled Dave to his feet, the immediately dropped to her knees and took his thick meat into her hands. Remembering what Cheryl had done to Jimmy, she began to stroke it, then slowly moved her mouth to the engorged purple tip. The aroma was strong, and enticing. She inhaled a deep breath, then opened her mouth and let it slip over her lips and tongue to the back of her throat. Dave groaned and closed his eyes as her warm mouth enveloped his aching rod, wondering how long he was going to be able to last.
Caitlin found that instead of being disgusted by the thick penis in her mouth, it turned her on even more. From Dave’s reaction, he was certainly enjoying it and if it felt as good as what he had done to her, she could understand why! She began to move back and forth on it, mimicking what she’d seen Cheryl doing.
"Yeah!" Dave sighed. "That’s good, but you have to suck on it, and use your tongue!" Caitlin immediately sucked so hard that her cheeks dimpled inward, while moving her tongue back and forth over the underside of it. He cried out. "Oh, shit, yeah! That’s it! Holy fuck!" He moaned and sucked in a breath through his clenched teeth. She caught on fast and he knew it wouldn’t be long until he’d be feeding her a mouthful of hot jism.
A moment later, he knew he wasn’t going last much longer. She had been sucking hard on his cock the whole time, not even pausing for a break. No man could withstand that kind of pleasure for long!
"Ahh .
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. . Caitlin, I’m gonna cum!" he gasped. She raised her eyes to his, then released his cock, stroking him with her hands, made slick from the mixture of pre-cum and saliva. She licked her lips and looked up at him, her expression one of disappointment.
"Aww, I was just starting to have fun!" she lamented, pouting prettily.
He grinned, then gasped as she continued to stroke him. "You don’t have to stop," he managed to say. "Some girls like it when guys cum in their mouth!"
Caitlin looked up at him, remembering how Cheryl had caught some of Jimmy’s spunk in her mouth. Was she ready for that? She didn’t know, but from the look on Dave’s face, she didn’t have much time to make up her mind. At the last second, she decided to go for it and sucked his pulsating meat to the back of her mouth just in time for him to explode, filling her mouth with his warm seed. She choked, some of it running down her throat, then pulled off just as the second shot hit her across the face. He grabbed his spurting cock and jerked the last few shots onto her face and tits.
Caitlin was more surprised than disgusted when he filled her mouth. She managed to choke some of the thick, salty goo down, but most of it dribbled from her open mouth over her chin.
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She closed her eyes as the second shot hit her in the face, then felt him splatter the remaining cum onto her tits. She looked up at him, rivulets of cum running down her face and tits. Her chin was completely coated with what had run from her mouth.
Dave grinned down at her cum-covered face. "Are you ok?" he asked, wiping a thick gob from her eyelid. She nodded and smiled, her teeth coated with his seed, leaving strings of it hanging from her top to her bottom teeth. She closed her mouth and swallowed, then got to her feet. She was a mess. Not only her face, but her tits and stomach were covered with gobs of it. He shook his head. ‘We need to get you cleaned up, baby. You can’t go home looking like that!" She raised a hand to her face, then looked down at her nude body.
"Yeah, I guess so," she replied, looking back up at him. "You didn’t happen to bring a towel, did you?"
Dave chuckled and shook his head, then he remembered some paper napkins he had in his jacket pocket; leftovers from his trip to Wendy’s at lunch. "Come on," he said, gathering up their clothes.
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"I have a few napkins and there’s a small stream just a little way down the trail. "
Caitlin stood staring as he began to walk toward the path, still naked. "You . . . want to go . . . like this?!" She spread her arms.
He smiled and nodded, holing the branches aside for her. "Sure, it’s only a minute from here. No one will see us. " Caitlin hesitated, then began to gather up her own discarded clothes. She couldn’t very well get dressed until she washed some of the sticky mess off anyway. She stepped through the trees and looked up and down the path.
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No one was there. "Go left," Dave said as he followed her out. They quickly walked down the path to where a small stream gurgled past it. Dave stood watch and began to get dressed while Caitlin washed the cum from her face and chest. She dried off as best she could with the napkins Dave provided, then began to get dressed.
Now that their sexual urges had been sated, an uncomfortable silence settled over them as they began the walk back toward the school. Dave looked over at her a couple of times, then said, "So, uh, . . . can I see you again sometime?"
Caitlin glanced at him. "What about Marcie?"
Dave sighed. "That’s over. I broke up with her. "
Caitlin nodded. Of course, she knew that, but she wanted to hear him say it.
The truth was, she was excited about the prospect of seeing him again and exploring her newfound sexuality with him. Maybe next time, she would learn to fuck. She would have to look into the possibility of birth control.
"In that case, sure," she replied, glancing at him with a wary smile.
He smiled and gripped her hand as they walked from the shade of the trees into the bright afternoon sunshine of the football field.
.
