The Slutty Adventures of Lenore

Joey, 33, had a soft spot for Lenore. 18 and a highschool senior, Lenore had always been an outcast due to her quirky, and at times, morbid demeanor. She was the stereotypical emo kid, but even the other emo kids at Trillhouse High wanted nothing to do with her because of how nihilistic she made everything. For Lenore, darkness and gloom was not a phase, but a lens in which she saw everything through. Joey. also sort of a loner, had been working at the school as a custodian for five years. He hated his job. The pay was terrible, he worked until 8 pm, and the kids were always mean, making fun of him and generally making his time there as difficult as it could be. The only upside was that the school was fairly quiet after the kids were let out and he could listen to his podcasts without being bothered too much. The only person he talked to much was Lenore whom he had made acquaintances with two years ago when she was a sophomore. They tried their best to keep to small talk during school hours, but after 3:10, she always managed to stay behind and follow Joey around through the deserted parts and classrooms so they could converse and enjoy each other's company until Joey had to lockup.

"How were classes today," Joey asked as he swished his mop around, working from the back of the class and making his way to the door.

"Fine, I guess," Lenore said, casually flipping through her phone.

"You bringing up your math grades?"

"Fuck math."

"You gotta do well knowing your numbers if you wanna go to college, hun," Joey said, ushering her out into the hall as he finished the last bit of the floor in room 33.

"Why? I keep telling you I'm not going to live that long."

"That's not funny, Poe." Poe was Joey's nickname for Lenore. He didn't know much about poetry, but Lenore spent a lot of her time reading it. She'd practically memorized the book of poems he'd gotten her. He'd gotten it because the cover was dark and brooding, illustrated with a flock of ravens congregating on the fence line surrounding a cemetery.

"I'm serious, Joey. I'm gonna kill myself one day. I don't wanna live life like this. I hate being home with my drunk ass dad."

Joey shot Lenore a serious look. Sometimes being stern with her and reinforcing that things would get better worked, but often, it just felt as if he were standing by as a hole continued to be dug. "Lenore, you know I don't like you speaking that nonsense." She sighed. The hallways were quiet as she crept into the next room, making sure nobody was looking.

"All the teachers seem to be gone already. They must've been eager for winter break."

"Yeah. I think it's just me and you here. Mr. Lemmy called out. I gotta do both halves of the building myself. I don't mind, though."

"You're a good person, Joey," Lenore said, following him into room 34, the health lab. Lenore gravitated to the table where the teacher had a CPR dummy lying. She moved it to the wall and lied down, closing her eyes.

"I try to be." Joey moved his cart outside of the health lab and began his process of cleaning: moving from top to bottom, the back to the front. He was very thorough with his cleaning and the kids in classes today typically didn't have too much at their disposal to make a mess to begin with, minus the cafeteria, but that was the day custodian's job. He typically spent less than seven minutes in a room, giving him plenty of time to get his work done. That, and he didn't mind staying later if need be. Lenore would always hang around and he'd drop her off at her street corner if she didn't want to walk. "Lenore?"

"Yeah?"

"You should try talking to that boy Evan Green. I heard him talking about you the other day. He said you're really cute. Maybe a boyfriend would do you some good."

"Eww, Evan is gross. He just likes me because I have a fat ass," Lenore said, cracking one eye open just slightly as she bent her knees while lying on her back. She spread her legs apart a bit and waited for Joey to look at her. She was wearing the shortest possible black skirt she could get away with without a faculty member calling her out for a dress code violation. Beneath that was a pair of panties that was barely covering her hairless cunt. Though she was an outcast, she loved fucking. At 5 '1, she was a curvy little goth bombshell with thick, milky white 36DD tits that always spilled out of her bras and a fat, bubble ass that jiggled as she walked. While she had a mean case of resting bitch face, her features made men and women from the small town she lived in want to approach her. Her delicate, youthful features made her appear a bit younger than 18, which drove a lot of perverts she came across absolutely crazy. She'd earned the street name "Jailbait" due to how slutty she acted when she spotted a potential stud and the exaggerated, childish voice she'd speak in.

"Lenore," Joey sputtered as he turned towards his friend lying flat on her back, catching a clear, open view of her panty clad pussy. He tried to turn away, but his gaze remained locked on her. Once she knew he was looking, she giggled and began to unbutton her top. It was tight fighting, so as she got to the buttons around her bust, they almost seemed to distinctively pop as her breasts gradually broke free from their restraints. After a few seconds, her skirt was pulled up past her crotch and her top lay on the table, her lacy, black bra holding in her milky white tits which jiggled with every breath she took.

"Joey, you're such a good guy. And you're so strong looking. I bet you'd just ravage me if you wanted. Ugh, why'd you force me up on top of this table? I've been trying to go home but you lured me in here," she said in a seductive, breathy voice.

"N-now Lenore, I did no such thing. You done came in here by choice. You and me been friends for years now. You know I'd never do nothing to you," Joey said, taking in the sight of her. His heart began to beat anxiously, sensing this was heading nowhere good.

"No, Joey, you forced me onto the table. You told me to shut the fuck up and undress. I did what you said and hoped I listened well enough so nothing bad happened. But maybe, just maybe, I was able to call 911 before you could have your way with me because you weren't quick enough to fuck me like a little schoolgirl whore." Lenore lifted up her phone and waved it in the air, showing Joey that she was opening up the dial pad. She slowly dialed 911 with one hand as she slid a hand under her bra and pinched a nipple, letting out a little moan.

"Damn it, Lenore, you're acting like a plum fool right now," Joey grumbled angrily now, taking steps towards her. "You're gonna get me put in jail!"

"I can't do anything if you stop me," she cooed. Lenore hovered her thumb over the green call button on her screen and slowly went to press it. Something in Joey's more simple, typically easygoing mind got dark. Without realizing it, he smacked the phone from Lenore's hand then grabbed her wrist. "Help," Lenore screamed at the top of her lungs. The school was quiet, but Joey was not entirely sure it was just them. There was the off chance the gym teacher was still in the building. Instinctually, he grabbed her throat and squeezed. "No, stop," she managed to spit out. She could feel her pussy getting hot and wet as Joey's hand closed off her trachea.

"Damn it, Lenore, why are you doing this," Joey shouted. As he choked her, Joey felt his cock getting hard. He tried to ignore it, but as he looked down at the teenager, he felt something ravenous stir within. Her thick thighs quivered as she struggled against him, writhing on the table. She loved putting herself in precarious predicaments. She swore that one day it'd get her killed, but until then, she'd work herself up to a huge orgasm.

"You won't do anything," Lenore said, struggling with every syllable as her pale face reddened. Her eyes were already rolling back into her head, but she was smiling and her tongue lolled out. Joey unbuckled his pants and slid his boxers down, letting his cock spring out. It was thick and girthy with large, throbbing veins and a bulbous head. He took his trusty work knife out and slid the blade parallel to her skin between her tits under the fabric of her bra and cut the fabric, letting them spill out into the open. They were gloriously thick and round with no sag, her nipples a little larger and dark pink which contrasted with her pale, snow white flesh. The blade then went to her neck, pressing against her supple, youthful skin as Joey looked into her eyes with betrayal that could only be appeased with an offering a cruel, dark side of him demanded that had now been unleashed. The knife's razor edge parted her skin ever so slightly, letting blood trickle and form a pool in the skin indentation at the bottom of her neck.

"You little whore," Joey grumbled, fumbling with the rest of her clothes, ripping them away. Her pussy throbbed as she watched Joey's cock rise into the air, getting even bigger than she thought it would.

"Oh," she cried in a high pitch, childish voice, "please don't rape me! I'm just a helpless little girl. Your cock looks way too big for my little pussy." Her skin bare, Joey pulled her into him. Her little, tight, pink cunt was exposed and practically steaming with how turned on she was. Then, she watched his several inches of meat disappear inside of her as he thrust. Her pussy quivered, cumming instantly on his thick head rubbed against her g-spot. Joey fucked Lenore with a vengeful fervor, using her like a cocksleeve as his frustrations melted away into hot, lustful desire. Her tits as ass jiggled, her tender graces rippling with every thrust into her womanhood. His cock spread her apart wonderfully and she continued to enjoy the follow-up tremors from her orgasm as he went to town. He took the hand not pressing a knife into her and grabbed a tit, squeezing it hard. Her cunt gripped his cock and tightened, sending jolts of pleasure up his shaft. She looked like she was enjoying it, though, which aggravated Joey a bit. He slipped his cock out and began working his fingers into her cunt which was already sloppy and dripping from squirting on his thick organ.

"I'm gonna fist your little hole, Lenore," Joey said as he began working his large, fat fingers inside of her. Initially, it wasn't bad, but as she felt him getting to his knuckles, her tight teenage cunt began to ache as she realized just how much mass was trying to be inserted inside her.

"Oh fuck," she moaned, Joey's hand gradually working itself into her. She felt her insides being stretched out, his knuckles and fingers wriggling against her organs. At first, it was not pleasant and she could not hide a pained expression on her face as Joey assaulted her helpless, teenage slit. Moment by moment, he worked more of his hand into her until it was completely gone from vision. He could feel her sloppy wet insides coating his entire hand as he then began working his balled up hand in and out of her. She'd never been fisted before and the sensation was too much, her g-spot now being overstimulated by the constant back and forth of his thick, hard knuckles while her reproductive system was pummeled by the grapefruit sized intruder. He felt her cervix on his hand which he liked. He fist fucked her for minutes as she writhed on the table, an orgasm the likes of which she'd never known slowly building. Joey deepened his strokes and slowed as her thighs wrapped around his arm. She let out a series of moans and gasps that grew in intensity, sounding like a chorus of angels as her orgasm broke and she squirted more than she ever had before, dousing Joey's entire arm and face in fuck liquids. She came and came hard, her entire body quaking as every fiber of her being was rocked by waves of ecstasy.

"Fuck," Joey said, lubing his dick with her juices. Once it was slick and primed, he positioned the tip of his cock at her asshole and used her thighs to pull while simultaneously pushing with his groin.

"Oh fuck, my ass," Lenore shouted, that hole having never been penetrated. She actually began to resist, her ass aching as it began to take Joey's thick slab of meat. It took only seconds before his cock plopped into her, stretching her asshole out and sending jolts of pain up her spine that countered the orgasm she was still riding. Joey wasted no time and raped her tight, deflowered ass, looking her in the eyes as he fucked her. He grunted and huffed, fucking her with a vicious vigor as she shouted for him to stop. Her cries only fueled his desire and before long, he felt his own orgasm building.

"Ungh," Joey moaned, slamming his groin into her as his balls erupted, shooting cum into her colon. Her ass was tighter than anything he'd ever stuck his dick in and the feeling was amazing. He finished up with a few, smaller, deeper thrusts, ensuring his sperm was fully spent inside of her. He pulled out, but to his great satisfaction, her tight, youthful asshole completely shrank back, keeping in every drop of his seed. She lay on her back, her ass throbbing as Joey came into his right mind. It took a minute or so, but he came around and realized what he'd just done to his 18-year old friend. Scared and anxious, he said the only thing he could think of.

"I'll grab you some clothes from the lost and found if you don't tell anyone." Lenore smiled through the pain as she sat up.

"I'll need a ride home, too."