- Free Sample
However, life is still difficult for the nymphomaniac on the college campus in Miami. Wherever Annie went, there was always a horde of pretty young sorority girls with big breasts and curvy firm butts to serve as competition. The ones who usually go home with the guys, not Annie.
“Why can’t I still find a boyfriend?” she wonders aloud, staring into the bathroom mirror one morning.
Ever since the most recent park adventure, Annie’s sex life consists of masturbation and occasionally sucking off a homeless guy. The urge to start ‘the game’ all over is a constant temptation for Annie. She would lie awake at night in bed, thinking of every reason she should or shouldn’t. The game is a perverted attempt to have sex by dressing as a prepubescent girl and attracting the deviants to use her for sex. The only reason Annie can do this is that physically she does look like a little girl. Not every young woman could do this, nor is it suggested they do.
However, Annie knows she can dress to appear older now as she gets closer to twenty, which means the game has a shelf life. Like all humans, Annie can’t withhold the ravages of time. But if the nineteen-year-old dresses in her little girl costume, she can still fool these men. It’s odd to her that dressed in grownup clothes, she looks so plain and unappealing, but when she puts on her little Annie costume, she’s gorgeous, and men hover around her in droves.
Then Annie remembers the humiliation she felt when all her friends discovered her secret sordid sex life back at Franklin College and the rapes she experienced in the park when that creep left her there naked. Having anonymous sex with guys in public is something most people could overlook. But dressing in a little girl costume to entice them makes her just as complicit as the men. Attracting the kind of men who would be into that and then succumbing to their most perverse actions is what makes the game tempting.
Annie liked that those men thought she was a prepubescent girl (even though she’s nearly twenty). She’s always been on the plain side, looks-wise. With green eyes, no actual figure, and long red hair, she’s now dyed blonde. Her biggest disappointment, in Annie’s mind, is her shortness and her barely A-cup breasts. Her breasts look more like the kind girls get just before puberty. In high school, the popular girls always teased her for looking like she belonged in elementary school. As a result, she still looks like a prepubescent girl even at nineteen.
However, the urge to explore the perverted underbelly of Miami is strong. Annie admits to herself that she’s a nymphomaniac. That all that sex she had with the most perverted and dirty men she’s ever met was the best in her life.
*****
One night, unable to sleep, she makes a big decision. Annie decides to start playing the game again. The next day she set out to a nearby secondhand clothing shop and bought herself some elementary school uniforms and several outfits for a ten-year-old.
It doesn’t take long for one pervert to notice what he considers the new little girl around the apartments. Old Mr. Jackson from two-eleven started to take a keen interest in Annie when he first spotted her dressed in a neat school uniform, her hair in pigtails with ribbons.
Ever since that day he first saw ‘little Annie,’ he waits for her to pass by his door, which he always leaves ajar.
*****
Annie caught the bus home from the mall one day carrying some bags of groceries. It had been a slow day at the mall, and while a few men followed her, none had the nerve to act on it. She was looking forward to a nice hot bath. There was only one more thing left to do. Run the gauntlet of old man Jackson. It’s not that she minded he had the hots for her, but Annie would like to keep things uncomplicated where she lives.
She takes a deep breath as she enters the apartment building. Annie is almost sure that pervy old Mr. Jackson would’ve seen her get off the bus, but she reasons that if she’s quick, she might just make it to her apartment (two-two-five) before he can corner her. She makes good progress only to stumble and drop a bag of groceries.
“Oh, damn,” she said, as some tin cans clatter the tiled floor noisily.
The blonde girl stares with trepidation at the door to Mr. Jackson’s apartment. The door is always ajar, and this time it opens, and an eighty-something man with white hair and wrinkly skin steps into the hallway.
“Ah, Annie,” he said brightly, openly devouring her with his eyes like always. “I thought it was you. Is everything OK?”
“Oh, hi, Mr. Jackson. Yes, everything’s fine. I’ve just dropped a few things, which is all. These plastic bags they give you these days are awful.”
“Oh dear, I’d love to help, but it’s my back, you see. It’s a little stiff today.”
‘Probably not the only thing that’s stiff,’ Annie thought. She smiles. “It’s OK, Mr. Jackson, I can get them.”
There’s only one thing for it. Annie bends seductively to tease the old man, retrieves the items that spilled from her shopping bag, and begins slowly backing back out, giving Jackson the perfect view of her bubble butt. Suddenly, she feels two hands on her hips.
“Oh, I’m sorry, Annie, I was a little close to you there,” Jackson said hotly.
“I’m fine, Mr. Jackson.”
Annie gets to her feet. ‘Did he squeeze my ass then,’ she wonders? ‘Did he squeeze my butt? The dirty old man.’
“Oh, tell your sister that I signed some packages for her. I left them outside your door.”
“Thanks, Mr. Jackson, that’s very kind of you,” Annie said, blushing, quickly gathering her things and hurrying down the hallway.
‘It’s weird how people think me not dressed in little girl clothes is a different person,’ Annie thought. But it’s not just the clothes. She also wears special contact lenses that make her appear as if she has blue eyes, not green. Add to that the little girl persona she adopts—it’s a total transformation. Even looking at pictures of her as her usual self and as little Annie, the two look more like sisters than the same person. So, Annie understands why Mr. Jackson would make that mistake. Also, parcel deliveries have N. A. Young on the address.
*****
Annie runs her bath and steps into the water. She always preferred a bath to a shower. The girl slips a little deeper, feeling the water take her weight, and gives a happy sigh. ‘If old Mr. Jackson could see me now,’ she thought and giggled. ‘He would think all of his birthdays had come at once.’
After her bath, Annie runs a hand over her bare pussy, feeling the barest hint of stubble. ‘Not having it,’ she thought as she reached for the depilatory cream. Annie hates the thought of hair between her legs and takes great pains to ensure it remains silky smooth. Besides, if she’s going to trick men into believing she’s a ten-year-old, then stubble would reveal her lie.
She rubs the cream into the fat folds of her sex and along the deep slit to her anus, taking care to reach every surface. She had to admit that it turns her on massively when she does this, and a finger often strays to her hard-little clit, while a hand massages her nipples, pulling and rubbing them. ‘God, I’m a dirty bitch,’ she thought.
Still, she knows she can’t allow old Mr. Jackson to get his way with her. Even Annie needs a break from it now and then. She decides to take her chances tonight and go out cruising for some action.
*****
It was about one AM, and Annie was wandering around the streets of Miami. The dim lights barely illuminate the alleyways. The moon is a bright crescent that gives strangers’ faces eerie glows. Few people were out. Maybe because it’s late, or because it’s a weeknight. The all-night cafes, bars, and restaurants seem empty. On one street, a majorly tattooed man made out with a woman, most likely a hooker. On another street, a tall black man flashed his big cock at her and then ran off. Annie rolled her eyes and smirked, and moved on. The college coed dressed as a little girl strolls off into a dark alley. Everything is normal until she hears a voice.
“Hello, sweetie. It’s a bit late for a girl like you to be out and about.”
Annie stops cold. She slowly turns around and faces an older man with thin, graying hair and icy blueish/gray eyes. He has on raggedy clothing with a tattoo striped across his wrinkly forehead.
“Um,” she begins.
He chuckles, grinning at the blonde girl in pigtails wearing a pink dress. He asks, “Nervous?”
Annie doesn’t respond. The man places his hand against the cold, muddy alley wall, leaning against it.
“Don’t be. I’m a nice guy, I promise. I won’t hurt you.”
Annie nods her head slowly. The man comes up to her, but she moves back.
“Gorgeous, don’t be afraid.”
Annie stares at him, her expression shy and coy.
“What’s your name, girl?”
She got up some courage and said, “Annie.”
He smiles happily, his yellow teeth glowing. “Ah, Annie. Beautiful name. Mine is Sam.”
The girl musters a small smile. “Thank you, Sam.”
He grins. “You’re welcome.”
She gazes at him. “Are you, um…”
“Homeless? Yep. Horny? Yep. Perverted? Totally.”
Annie giggles.
“Do you find me funny? Am I a joke to you?” Sam barks.
Annie shakes her head vigorously. “N-No, sir.”
“Don’t you think it’s dangerous for a little girl like you to be here at this time of night?” he asks, leering at her. “There’s a lot of horny men on the prowl looking for an easy fuck.”
“I see. But I’m just a little girl. You wouldn’t hurt me, would you?”
He suddenly wraps his strong arms around her waist, gently pressing his body against hers. “Who gives a fuck. I’m gonna do so many bad things to you, sweetie. You shouldn’t be down here this time of night. So, everything you get is your fault.”
Annie tries to pull away. “Stop, Mister. Please. I’m only ten,” she lies.
His grip only tightens. “I’m sixty-seven, and you’re even younger than I thought. What a nice piece of ass I have to fuck.”
This man is going to take advantage of her body, and she has no say. His lips mashed against hers, his tobacco/alcohol breath traveled into her nose. Sam’s tongue finds its way into her mouth, swirling around. He pushes Annie up against the wall, pulling his lips off her mouth.
“You ever experienced anal?” Sam asks hotly.
She has but thought it would be more fun to pretend she’s a sweet innocent girl. “What’s anal?”
He laughs softly. “What an innocent, little princess you are. Anal is having a man’s hard cock enter your tight bum hole.”
“N-No…” Annie’s eyes widened with faux shock. Tears spring to her eyes. The girl’s good at this act.
Sam’s arms pull Annie into a firm hug. “It’s OK, my love. Daddy’s gonna fuck you real nice.”
“Please, let me go,” Annie begs, barely holding back her laughter. “I won’t tell anyone, I promise.
“Shush, child.”
Sam pulls her dress up and tears her brand-new Hello Kitty panties. “Hey, those were new.” She frowns.
“Shut up, you selfish bitch.”
He spreads her bald pussy lips, pinches her clit, and probes a grubby, tobacco-stained finger into her slit, then her vagina. His finger pumps in and out of her cunt. He keeps adding fingers, making Annie moan louder with each finger.
“Be quiet, you little whore.” Soon enough, her juices started spilling out onto his fingers. He finished Annie off with a quick, soft lick. “God, girl. You’re tight as fuck. Have you ever had a cock up there?”
“No, I’m a virgin, sir,” Annie lies.
“Makes sense. You need my cock to mess that cunt up.” The girl bites her lip nervously as Sam pulls his cock out of his pants. “Seven inches of solid old man cock. I bet ya didn’t think old Sam could get it up anymore.”
“Um…”
“Don’t sweat it, girl. Old Sam has enough cock for ya. You ever seen a cock before?”
Annie nods. “On the internet,” she said.
She wants to touch it, though she doesn’t because he wouldn’t expect that.
Sam smirks. “Ya like it, don’t ya?” Annie’s hand now reaches out to touch it. Sam’s smirk grows. “Virgin slut,” he mutters.
She softly rubs the head of his cock as it slowly reaches its full size. Seven whole inches.
“Fucking suck it, you idiot.”
“When was the last time you washed it?”
Sam laughs. “I dunno. Maybe six months ago. This cock has six months of piss, fucks, and jerk-offs, and sweat on it, waiting for you to taste it. So come on, suck my filth off it, little girl.”
Annie gets on her knees, the sidewalk rough and rocky. Her mouth wraps around the tip of his manhood. She sucks gently. Sam groans, gripping her pigtails, his cock moving in and out of her tiny mouth. Annie sucks the best she can. Her tongue licks down the side of his cock, tasting six months of Sam’s filth.
Sam forces all seven inches into her mouth. She gags slightly, and he withdraws his cock, only to have it slam back into her mouth again. The reek off his balls seems worse than that of his cock. Annie sucks him softly as he moves her hands to his balls. She rubs them gently, sucking deeper. It’s about ten minutes of sucking his cock and fondling his dirty balls before his semen pours into her mouth. Annie swallows as much as she can of the bitter, tangy sperm.
Sam gives Annie a loving, satisfied look. “You’re a natural-born cocksucker, Annie.”
She smiles up at him. ‘It’s hardly the first cock I’ve sucked, you old moron,’ she thought. Then she said, “OK, can I go now?”
“No,” he said sharply. “I’ve left a load of cum in one hole, and I have two to go.”
He grabs her body, her back against his chest, and pushes Annie over. He grabs her ass and slips his member into her wet pussy-slit. Annie gasps, moaning loudly, then Sam’s hand covers her mouth.
He growls and says, “Quiet, bitch. Shut the fuck up. Old Sam doesn’t need the cops down here spoiling his fun.”
The homeless old man’s long cock pounds her tight cunt into oblivion. Annie moans louder than hell into his smelly hand. His right-hand spanks her butt. Sam’s cock feels like heaven. He suddenly removes it and forces it into her tight asshole, making her squeal into his hand even louder. After minutes of deep pounding her shit hole, he places it back in her cunt. Annie almost orgasms right away. He alternates from hole to hole over the next ten to fifteen minutes. When she eventually has an orgasm, she is so weak.
Soon it gets to the point where the old man can’t take it anymore. This little girl’s ass is so tight, and he’s so horny, and that oomph sound Annie makes are the most erotic noises he’s ever heard. He feels ready to climax, so the man speeds a little and pushes in deeper. After a few more deep thrusts, he arches back, involuntarily shoving his whole cock into her asshole, and explodes
“Ah … God … Fuck…” Sam moans as he ejaculates in Annie’s bowels.
The man falls on top of Annie, pushing her to the ground. When he recovers from his intense climax, he pushes off her, and Annie feels his cock slide out of her burning asshole.
“Oh, great, will ya look at that,” he said harshly. Annie turns her head to see him staring at his cock, which appears covered in her shit. “You need to clean it off.” The old man gazes at her and grins. “Get over here and suck it all clean, you dirty little slut.”
“Gross,” Annie said with a sneer.
“Come on, do it.” She gets to her knees and crawls toward him. “God, they broke the mold when they made you, little girl,” he said, impressed by her stamina. “Come on, lick it clean. Make it nice and shiny for me.”
She grabs his dirty cock and starts licking the shit, semen, and blood off it. The taste is awful, but the girl endures it. It doesn’t take long for her to make it clean.
“And my balls too,” he orders. Annie licks his sweaty balls as well. “Clean my ass too.”
Annie obediently licks his asshole for about five minutes.
When she finishes, he pushes her to the ground. “I promised you three loads, and you’re gonna get it,” he said.
Sam grabs each of Annie’s ankles and yanks them far apart, ignoring her renewed groans of pain. He pulls upward. The girl’s pitiful groaning only makes the old homeless man more excited. She begins to struggle again as she feels him pry her legs even wider apart and fit the hot hard head of his cock into her vaginal opening. He uses his fingers to roughly open her pussy lips and vagina wide enough so that he can jack his cockhead into her.
The stinky old man ignores her struggles until his cockhead wedged firmly inside of her clenching, stretched opening. Then he grabs her wrists, pinning them above her head. Slowly he begins to fall forward onto Annie, allowing his weight to force his cock inside her cunt, pushing deeper and deeper into the girl with his hard seven-inch erection. He kisses Annie hard on the mouth as he shoves his cock inside her tight teen cunt. The girl moans into the old man’s mouth as he begins to make hard, slight jerking movements with his hips, trying to force more of his cock inside the girl’s cunt.
While he fucks Annie, the smell is awful, coming off his dirty skin and clothes. Then he begins to drill into Annie, fiercely grinning as he fucks her hard.
The girl can’t deny the pleasure and starts to feel an orgasm build in her belly. Old Sam moans with pleasure as her tight cunt squeezes his invading cock while he works it deeper into her moist little cunt. Sam hears her moaning like a little slut. He grins, takes a firmer grip on her quivering hips, and, with a loud moan of pleasure, he lunges forward, driving fully home into her cunt.
“Ahhhhhhhhhhhhhhhhhhh,” Annie moans as she orgasms.
Sam fucks Annie hard and fast. It surprises her a man his age has this much sexual stamina. The homeless man has already ejaculated twice tonight, and he’s heading for the third time. He buries his head in her neck, biting Annie hard, his groans getting louder, his breathing heavier. Old Sam lets out a roar as his cock suddenly spews spurt after spurt of semen deep into the girl’s belly, his entire cock bulges in her tight cunt with each hard pulsation. Groaning in pleasure, he yanks hard on her tiny hips and grinds her soft young cunt hard onto his cock as he injects Annie with ropes of his jizz. Sam moans as he jerks her hips up and down, rubbing her cuntal opening against the base of his cock while he continues to jizz in Annie.
The girl orgasms again, and her petite body shakes and convulses under the stinky old man as he puts the third load into her. Eventually, as their bodies return to normal and old Sam’s cock goes soft insider her vagina, he pulls it out of her and sits back on the ground, breathing heavily. The man stared at the jizz dribbling from Annie’s bald pussy lips and smiled, feeling proud of his accomplishment.
“Alright, young Annie,” he croaks. “Time you went home now before I get me a second wind and do it all over again.”
Annie sits up. “Do you want me to suck your cock clean?”
Sam laughs. “I turned you into a right slut,” he mocks. “But Nah. I wanna smell your pussy on me for as long as possible. Don’t bother telling anyone about this as I’ll be long gone before anyone comes here looking for me.”
She gets to her feet and steps into the alley. “OK, bye, Sam.”
“Bye, you little slut,” he said coldly. “Run home and tell your mommy how old Sam filled all your holes with his cock and then his cum.”
Annie smiles and shakes her head and walks away. As much as she enjoyed playing the game with Sam, she really would like to get away from homeless men. They fuck OK, but they smell terrible, not to mention the possibilities for crabs and sexually transmitted diseases. The incident in the park a few months ago left her with crabs and chlamydia. Thankfully, she’s all better now, and she hopes old Sam doesn’t send her back to that particular hell.
‘I guess it’s true what they say,’ Annie thought, walking away. ‘If you lay down with dogs, you’re bound to get fleas.’
Read this story in our Members Area.
*This eBook contains adults-only taboo erotica. All human characters in this story involved in any sexual behavior or acts are over eighteen. Any similarities to real people or real-life situations are purely coincidental and unintended. This eBook is 100% fiction, none of this ever happened in real life. The taboo themes of this story are fine for sexual fantasy, but only a fool would do them in real life. Do not try this at home. This disclaimer voids GW Enterprises Publishing Company against any claim that our stories have been a motivation for criminal activity. You are responsible for your actions. Thank you for reading this free sample.