Kelsey Learns What She's Worth

Fun little story in three parts. Everyone's over the age of 18.

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Kelsey sat in the food hall at the local mall counting her money and drinking her smoothie. No matter how many times she counted it, it always came up the same, about a hundred dollars shy of what she would need to buy the jacket she'd had her eye on.

She sighed, putting the money away and looking down at her smoothie, dejected. She was a cute little thing, light red hair, freckles, pale skin, barely 5'3. She had the innocent, girl next door look, the kind of girl you'd expect to baby sit on the weekends, to have a good family life, to study every day.

"Do you think it'll be going on sale anytime soon?" She'd asked the cashier, who smiled pitifully and shook his head.

"It's one of our hottest jackets, we'll probably be selling out of it in the next week or so."

There was no way she could make a hundred dollars within the next week. She might get lucky, she might get a call from one of the couples she baby sat for, but she'd never make a hundred in a week, likely half that.

It was her final year of high school and it would be getting cold. Her family wasn't poor, but they weren't rich either, and if she asked her parents for money, she knew the answer would be to simply wear her older, out of fashioned hand me down sweater instead, so she resigned herself, sighing as she counted her money once again, hoping maybe she'd missed a twenty bill here or there.

"You know I highly doubt counting it over and over again is going to make more money magically appear," a friendly voice told her, and when she looked up, she saw an older boy standing across the table, smiling at her, and she blushed, stuffing the money away.

"I know, I know," she laughed a little.

"I'm Josh," the stranger said, reaching his hand over the table.

"Oh, hi, I'm Kelsey," she smiled, reaching and shaking his hand lightly.

"What is it you want to buy, anyways?" Josh asked, sitting down across from her.

"Oh, well, there's this jacket, and it's so perfect, and I'm just like, a hundred dollars short, but the cashier says it'll be sold out soon, and I'm just, ugh! I'm a little pissed off." She laughed, looking down, forlorn.

"Oh, a hundred bucks?" Josh asked, smiling. "That's really not that much."

"I know, but I only make money babysitting, and even then, it's usually only thirty or forty bucks a night."

"Huh, well that's a bit of a shame," Josh shrugged, then he leaned forward. "Although, you know, I've got enough to cover for you."

Suddenly Kelsey's eyes lit up. She stared at him, her jaw dropped, not sure of what to say.

"What? Really? You'd do that for me?" She asked. She wasn't used to anyone being so nice to her. "I could pay you back as soon as I make the money back!"

"Oh, ha, I don't want the money back, and besides, what's to keep you from just running off and never paying me back?" Josh teased, and Kelsey looked away, blushing.

"Oh, no, I wouldn't do that!" She laughed.

"I don't care, I'm not really worried about money anyways," Josh shrugged, pulling out his wallet. He opened it up and flipped through it, letting Kelsey see a large stack of twenty and hundred dollar bills.

"Oh, wow, ok," she stammered, looking Josh over and wondering how exactly he got all that cash, quickly deciding that she didn't want to know.

"Yeah, but you're gonna have to earn it, I mean, I'm not that nice of a guy to just go throwing money at you just because you look so cute when you're pouting," he laughed, and Kelsey blushed again, looking away.

"So, uh, what would you want me to do?" She asked, hoping it would be something simple.

"Hm, well, sit up straight, for starters," he told her, and she immediately did as she was told, lifting her head up, straightening her back, and without realizing it, pushing out her plump tits right where he could see them.

Josh took a deep breath, trying to keep himself calm. She was wearing a tight fitting t-shirt and her tits were poking out beautifully, they had to be at least c-cups.

"You know you're a really pretty girl," Josh smiled, and Kelsey rolled her eyes, trying to hide her smile.

"Well, thanks," she replied, looking away.

"A guy like me, you know, I wouldn't mind spending a hundred bucks just to spend some time with a beautiful girl like you, maybe find some place we can be alone, strip down and let me see just how wonderful your body is?"

Kelsey blushed, turning away, trying her best to steady her breath. She knew she should get up, leave right that instant, that she should tell him off for even insinuating that she was that type of girl, but it all sounded so easy, and he had the money right there in his pocket.

"Um, so I'd, uh, just have to let you... see me?" She stammered, looking down.

"Hmm, well, yeah, it's a start, but yeah," Josh shrugged.

"And then you'd, well you'd give me the money to buy my jacket?" She asked, looking up at him.

"Pretty much, simple as that."

"How long would it take?" She asked, and Josh looked away, trying his best to hide his smile.

"Oh, thirty, forty minutes?" He smiled, and Kelsey nodded.

"Ok," She whispered.

Josh stood up and held out his hand. Kelsey followed suit, grabbing her wallet and stuffing it inside her purse, placing her hand in his. He gripped her tight, pulling her through the mall, finally finding a narrow hallway and leading her down it.

"The restrooms are to the right, but there's a family bathroom that nobody ever uses to the left," Josh whispered, letting go of her hand and slowing down, letting her walk ahead of him. He stared at her figure and almost died. She had thin hips, long, silky smooth legs. She was wearing tight jeans that showed off her figure, her plump, round ass sticking out.

"Ok, up here?" She asked in a hushed voice as they passed an older couple.

"Yeah," Josh replied, and she took a left, hurrying down to the family bathroom and slipping inside, waiting for Josh.

He walked in a few seconds later, turning the lock, and then he turned to her.

"Well?" He asked, and she blushed.

"Oh, um, yeah, ok, hold on," She said, turning around.

"Turn back around, face me while you strip naked," He told her, and she gulped.

"Naked?" She whimpered, her heartbeat thumping against her chest.

"Yeah, naked," he told her matter of factly.

"Ok, yeah, sorry," she stammered, nodding her head. "It's just, I've never-"

"Done anything like this?" Josh laughed, "Of course you haven't."

"No, it's not just that," She giggled, looking away as she lifted her shirt. "I've never done anything with a boy before."

Josh could feel his cock hardening as she lifted her shirt over her head, revealing a white, lacey bra and her big, juicy tits. She was beautiful, her face and chest red from the embarrassment, so shy and innocent, staring at him with big, hopeful eyes.

"Not even kissed a boy?" Josh asked.

"Never," Kelsey whispered, staring at him.

"Well, there's a first time for everything," Josh laughed, stepping forward, and she stepped back, leaning against the wall as he approached her, grabbing her neck and pulling her close to him, listening to her as her breath quickened.

He leaned forward, holding her still, even as she pulled back, whimpering a little, before his lips met hers. They were warm and wet, inviting, and she closed her eyes as she timidly reached forward, placing her hands on his hips, kissing him delicately, her body unsure of what to do, her lips trying to keep up with his.

She whimpered a little and grabbed her wrist as Josh pushed her back, separating their bodies, then he pointed at her pants.

"Alright, jeans too," he smiled, and she nodded, unbuttoning her pants. "Turn around, Stick out your ass when you take them off."

"Ok, ok, yeah," she stammered, shimmying her pants down her body, her white lacey panties slowly emerging into view before she realized she'd need to take off her shoes, reaching down and awkwardly fumbling to get them off, then finishing the job.

Josh watched her, smiling, knowing that she must be a virgin for being this awkward. She had such a beautifully well endowed body, such pale, soft skin, big tits, a nice, round, bubble butt, and here she was, stripping for him, for the first guy in her life.

"Alright," she huffed, standing in front of him, clad in only her bra and panties. "Would you, um, would you like to kiss some more?"

"Sure," Josh laughed, stepping forward, grabbing her hair and pulling her close. She wrapped her arms around his neck and kissed him, whimpering and moaning quietly as his hands rubbed down her back, grabbing and groping her ass.

"Mmm!" She groaned, pulling back. "Ok, ok, are you happy now?"

Josh laughed, shaking his head.

"You're still clothed, and we've only been in here all of, what, five minutes?" He laughed, grabbing her and pushing her against the wall, then turning her around, pushing her face first against the cold tile as she huffed and puffed.

"Here, let me help with that," he smiled, pinching her bra strap between his fingers and unsnapping it, pushing the straps down her shoulders and letting it flutter down to the ground. Then he grabbed her hair, and held her against the wall, grabbing her ass while she moaned and shook her head, giving her rump a nice, hard smack.

"Josh!" She gasped, shaking her head and whimpering. "Josh! What are you-"

And then she felt Josh's fingers pushing her panties aside and slipping inside her wet little pussy, probing her and feeling her, and she shuddered, moaning, trying to push back.

"Ok! Ok! Stop!" She squealed, and Josh let go of her, allowing her to turn around.

"What?" He asked, flustered, rubbing his hard cock in his jeans.

"I just, I thought you said I'd just have to, I'd only have to strip for you!" She whispered, holding her hands in front of her tits.

Josh stepped forward, grabbing her arms and pulling them to her sides as he smiled, shaking his head.

"I said it would be a start," he laughed, staring down at her gorgeous, perky tits. "I've bought you for the next thirty minutes, now let me have my fun."

Her eyes went wide as he lowered down, kissing and sucking on her nipples. She groaned, shaking her head, her jaw dropped, staring down at him as he cupped her tits, squeezing and pinching, and when he bit down, she could practically feel her pussy juices seeping out of her body, soaking her panties.

"Josh, please!" She groaned, running her fingers through his hair. "Please!"

"Please what?" Josh asked, and she shook her head.

"No more! I can't do this! I'm not like this!" She squealed, and Josh smiled, leaning down and grabbing her panties, pulling them apart and ripping them to shreds as she gasped.

"You're in here, aren't you? You've agreed to get naked for a stranger? I'm sorry, but you are like this, you're a dirty little whore," He told her, and when her jaw dropped and her face flushed, he stuffed her panties inside of it, gagging her, then he pushed her mouth shut.

"Keep your mouth shut, I don't want to hear another peep from you until I'm done with you, understand?" He asked, grabbing her throat and shaking her a little, and she nodded, closing her lips around the wadded up panties in her mouth, barely able to make it fit.

"Good girl," Josh laughed, reaching down and pushing her legs apart.

"See? Look at you!" He laughed as he knelt down, rubbing her pussy with his fingers, inspecting her. "Clean shaven, dripping wet? Don't act like you're not enjoying this."

As he inspected her and rubbed her and prodded at her clit, Kelsey closed her eyes and moaned, tears streaming down her cheeks, trying to convince herself this wasn't happening, like it was a bad dream, a nightmare, and trying desperately, above all else, not to enjoy it.

"Mmm, fuck," Josh groaned as he shoved two fingers inside her. "You've got such a tight little pussy, don't you?"

She looked down at him, watching him abuse her, unsure of what to do, when he reached up and pinched one of her nipples, then slapped her.

"Don't you?" He asked, this time louder and angrier.

"Mhm!" She whimpered, sniffling, her eyes puffy and red.

"Good girl," Josh laughed, then he turned her around, pulling her ass out.

"Stick it out," he demanded, spanking her, and she did as she was told, spreading her legs and arching her back.

"Fuck," he groaned, fingering her wet little pussy and spreading her cheeks.

She tried not to enjoy it, she tried to tell herself that this was awful, terrible, that she was living a nightmare, but her body refused to believe it. She moaned as he played with her, pushing his fingers in and out, in and out, listening to him groaning quietly and her own pussy making wet, sloppy sounds.

"Mmmmm!" She groaned, involuntarily, and Josh laughed, spanking her ass.

"Ha, didn't realize you'd like being a filthy little whore so much, did you?" He asked, and she shook her head.

"Mm mm!" She groaned, and Josh laughed.

"You know, a hundred dollars is pretty cheap," he told her, spreading her ass cheeks, admiring her pink little ass hole. "There are plenty of whores on the bad side of town that charge twice that much."

"Mmmm!" Kelsey groaned, her body shaking as he got her closer and closer to cumming.

"You're just a cheap little whore, aren't you?" He asked her, spanking her ass again and again, and she nodded, tears streaming down her face by now.

"Mhm! Mhm!" She whimpered, sticking her ass out further for him, and he leaned in, licking her tight little asshole, probing and tasting her, his tongue pushing against her hole as he finally pushed her over the edge.

"Mmm! MMM!" She groaned through the gag, closing her eyes as he pussy exploded, her juices splashing down on the cold tile, the noises echoing in the room, waves and waves of pleasure crashing down on her as she shivered and groaned.

"Fuck!" Josh laughed, pulling his fingers out, drenching wet, and he turned her around, pinching her cheeks and opening her mouth, pulling out her panties and tossing them on the ground. "You're one filthy little whore."

"Please!" She groaned, unable to find the right words, but Josh just smiled and slapped her.

"Shut up, clean off my fingers, whore," He told her, holding his hand in front of her, and she grabbed his wrist, licking her juices off of him obediently, lost in her own pleasure, unsure of what else to do besides follow his orders.

"Can I- Can I-" She stammered.

"Can you what?" Josh asked, slapping one of her tits, and she flinched, stepping backwards.

"Can I have m-my money? Can I go?"

Josh laughed, shaking his head incredulously as he grabbed her throat and pushed her back against the wall.

"You just squirted in a public bathroom while I licked your ass and all you can think about is the money?" He smiled. "Jesus Christ, you really are a whore!"

"No I'm not!" She whimpered back, but he slapped her, grabbing her hair and pushing her to her knees.

"Shut up, slut," He told her, slapping her a couple times, before letting her go and reaching inside his pants, pulling out his big, hard cock. She stared at him, her eyes wide, her jaw dropped, and he rolled his eyes.

"Looks like you already know what to do," he teased her, grabbing her hair and shoving his cock inside her mouth.

Kelsey squirmed and pushed against his thighs as he forced his dick down her throat, gagging and choking on it before he pulled back, letting her gasp for air as he grabbed her wrists and forced them behind her back.

"Oh my- oh my god!" She groaned, shaking her head and looking up at him with big, sad eyes. "Josh, I-"

"Shut up, slut," Josh moaned, slapping her. "Now keep your hands behind your back, understand? This won't take long."

"Ok, ok, I'm- ok," Kelsey stammered, nodding in obedience, and Josh rubbed his palm against her face, petting her.

"Good girl," he told her, and she felt so proud and happy at his touch, that she almost caught herself smiling, looking away before stopping herself, then looking up, opening her mouth wide for him.

"Stick out your tongue," he told her, and she obeyed, then he slowly pressed his cock down her throat.

Kelsey whimpered as she started to gag on his cock, taking him all the way down her throat before he pulled out, letting her choke and breath a little before he pushed back in again. She started to gag and instinctively reached out to push him off, but when she did, he pulled his dick out, grabbing her wrists and pushing them back into place before kneeling down and spanking her ass, over and over again.

"Ow! Ow!" She cried, shaking her head. "I'm sorry! I'm sorry Josh!"

"Sorry sir!" He corrected her, continuing with her punishment as she sobbed.

"I'm sorry sir! I'm sorry sir!" She agreed, nodding her head. "It won't happen again!"

He spanked her until her ass was nice and red, burning hot, and then he let go of her, letting her pick herself up straight again, folding her hands behind her back and opening her mouth again, sticking out her tongue.

"Are you going to be a good little whore now?" Josh asked, grabbing his cock and forcing it down her throat, letting her gag on it for a second or two before pulling out.

"Uh huh! Yes sir!" She choked, sobbing a little, then he shoved his dick down her throat again.

"Say it!" He demanded when he pulled his dick out.

"I'll be a good little whore! I'll be a good little whore for you sir!" She groaned, then opened wide, accepting his dick down her throat again.

"What are you?" He asked as he fucked her face, grabbing her head and pushing his dick in and out, in and out, then finally pulling it out and letting her catch her breath.

"Wh- what? What? I-I don't know!" She sobbed, tears streaming down her face, her spit dribbling down her chin, dripping to the floor below.

Josh shoved his cock down her throat and skull fucked her for a few moments before letting go of her and she coughed and retched. He grabbed her hair and slapped her face with his dick, watching her huff and puff and gasp for air.

"You're a filthy little whore, now say it," He demanded, and she nodded.

"I'm a filthy little whore, sir!" She gasped. "I'm a disgusting little slut!"

"Mmm, good girl," he groaned, then shoved his dick back down her throat, reaching down and pinching her nipples as he let her bounce her head back and forth. She opened wide and tried to push his dick all the way down, but was unable, and after a moment he grabbed her head again and started pumping his cock down her throat.

"FUCK!" He grunted, pulling out, and he stood over her, stroking his cock slowly while she fell down on her hands and knees, whimpering and sobbing.

"Josh! Sir!" She groaned, shaking her head. "Please, please no more."

"You've had enough of getting your throat fucked?" He asked, spanking her ass as she nodded.

"Yes, please, no more," She gasped, and he spanked her again.

"Alright, fine, stick that ass up," he demanded, and without thinking, she obeyed, but when he got down on his knees, she panicked, realizing what was about to happen.

"No! No! Please, no! I can't! I'm a virgin! Please you can't fuck me!" She gasped, trying her best to crawl away from him, but he just laughed, grabbing her thigh and pulling her back.

"This is what happens to filthy little whores like you," Josh laughed, spanking her, and she shook her head.

"No! No! I'll do anything! I'll do anything!" She begged, shaking her head.

"Anything?" Josh asked, and she nodded.

"Well, there's a way for you to leave here with your virginity intact," he told her, rubbing her ass and reaching between her legs, fingering her drenched pussy, "But you're not going to like it."

"Please! Anything! You can keep fucking my throat, sir!" She begged.

Josh smiled, standing up and grabbing her clothes and setting them down on the ground underneath her, making a little matt for her out of her jeans and shirt.