Cherry Picker
by The Carnal Quill
Copyright© 1999 by The Carnal Quill
Tad's hands were shaking as he handed a wad of dollar bills to Cherry.
"That's nineteen, and, uh, I got the rest right here..." He mumbled as he began to fish around in his right pocket for the last dollar, which was made up of many coins that jingled heavily as he tried to scoop them out.
Cherry quickly counted the wad of money, and when she saw the trouble the nervous little boy was going to for his last dollar, she reached out and touched his wriggling wrist.
"That's OK," Cherry said gently, surmising that the money had been hard- earned, probably saved up just for losing his virginity to her. "I'm gonna give you a dollar-off special today."
"Uh... thanks," he mumbled shyly, looking down at her hand lingering on his wrist, his hand still in his pocket. Now that the payment was made, he hadn't the slightest idea what to do with the teenaged prostitute.
The two were standing inside the door of the run-down motel room that the girl shared with her mother. She was known among the boys at his junior high as the "cherry picker" because she only did boys once, for $20, and only if she thought they were virgins. Several of his friends had lost their cherries to her, and had dared him to do the same. It had taken the twelve-year-old over a month to save up the money, mainly because he was so shy with girls that he dreaded the day when he finally did have it all. Only the constant encouragement of his friends, and their vivid descriptions of their experiences, had kept him at it. They had accompanied him to the motel and watched from across the street as he had come inside.
Cherry was pleased with her latest client. He looked extremely small and vulnerable, just the way she liked them. She knew that she would be in complete control of this timid boy. She had been servicing junior high virgins since shortly after she was date-raped by a sixteen-year-old a few months ago. She had hated the helplessness she had felt during the experience, but loved the sex. Now she had found a way to have sex with complete control of the situation, and make good money at it, too.
Cherry smiled at the nervous boy and began to rub her hand up and down his arm in a slow, sensual caress. The boy shuddered and gulped audibly, staring at his toes.
"You ever felt a girl's titty, Boy?" Cherry always called her clients 'Boy'.
The tawny-haired head in front of her shook in response, and Cherry pulled at his wrist so that the hand emerged from his pocket and went inside her bathrobe to her bare titty. She always greeted her clients in nothing but a bathrobe. It simplified things greatly. Likewise, boys wanting to do business with her had to dress in wide, baggy shorts and no underwear. When they met her in the nearby park, they had to sit somewhere nearby and position themselves in a way that clearly displayed their boyhood to her. If she met their eye and nodded, the deal was on and they were to discretely follow her home. The site of this boy's plump, rosy nutsack was still vivid in her mind's eye.
The boy gave a loud sigh as he felt her smooth, pliant breast against his fingers. He forgot his shyness and brought his head up to stare hungrily at the flesh beneath his hand. Cherry was pleased to see a nice little tent instantly appear in the boy's shorts. She wanted to grab it, but restrained herself so that she could enjoy the anticipation, and the swelling in her loins that came with it.
She guided his hand and taught him how to palm her swelling nipple while squeezing her breast with his fingers. When he got the hang of it, she pulled at the other side of the robe, inviting him to do the same with her other breast. She watched his brown eyes light up with excited lust as he began to knead her breasts with both hands. She flung her head back and closed her eyes, relishing the sensations this innocent little boy was giving to her.
His hot breath against her sternum brought her finally back to the situation. He had unconsciously brought his face to within a few inches of her chest, his pink tongue licking hungrily at his wet, rosy little lips. She wondered how long it would take for his lust to win out over his timidness and take a tit into his mouth, but was filled with too much of her own desire to wait and find out.
She grabbed the back of his head and pulled his wet mouth to her right nipple. "Lick me, Boy, suck me good!" She panted, her head again falling back and swinging from side to side as the boy eagerly lapped at her tit with his whole tongue. She shuddered and shook as he wetted her entire globe with his bountiful saliva.
"Aaah, aaah, aaah," he bleated as he licked away, making her nipple throb with its desire to be sucked long and hard.
"Uhhh! Geez, Boy, lick my fuckin' titty. God, that feels good!" She panted as she rubbed the back of his head, crushing his face against her. His hot breath puffed more and more quickly, drying his saliva almost as fast as he administered it.
She felt his tented shorts butt against her robe, crushing it against her drooling cunt. Her hands began to move downward, over his bony shoulders and across his sharply jutting shoulder blades. Now he began to suck her nipple with savage, pubescent hunger. He took the whole thing into his mouth, then slurped on it loudly as it pulled out of his tightly pressed lips until the erect nipple scraped between his gently nibbling front teeth. Pleasure arced through her slender body and sent her hips into wild gyrations that brought her into ever-increasing contact with his jutting hard-on.
"Yeah, oh yeaaaaah! Suck that titty, Boy! Make me cum all over myself!" She cried out as he slurped noisily away, lost in the new sensations. Her cunt was juicing profusely, now, dampening the sparse hairs at the entrance and smearing her thighs.
She groaned loudly as her hand reached his small, firm buttocks and squeezed them harshly, pulling his hips toward her inflamed loins. She managed to part her robe and let the tented material scrape against her inflamed clitty. The boy's hips began to jerk spasmodically as he felt his swollen glans rubbing against the wet, throbbing button through the cloth. His mouth darted over to the other tit and began to devour it. He couldn't keep his mouth fastened on the nipple for long, however. He kept having to release it during his high- pitched grunts of pleasure that were coming ever faster as his hips began to gyrate wildly against her wet crotch.
To read this story you need a
Registration + Premier Membership
If you have an account, then please Log In
or Register (Why register?)