Chapter 4
Bill did not come home until nine p.m., weary from twelve hours on the assembly line. He ate his supper in silence, showered and went to bed.
Although she did not expect tonight to be any different, Jann wore her sheerest pegnoir and an ample amount of Bill's favorite fragrance. As soon as he closed the light, she made her move. "How about a back massage?" she suggested.
"That would be great, honey," he gratefully replied. "I really need it."
"Just strip to the waist, lay on your stomach and relax," she told him, reminded of how her massages used to get him all hot and bothered.
He did as he was told, surrendering to her soft, soothing hands. Jann stroked, rubbed and kneaded his aching muscles, often in a slow, sensuous manner. "You're so strong," she whispered in his ear. "My big, strong guy." Her fingernails raked his back, tingling him as well as easing the tension that wracked his body. Occasionally, her fingertips would stray along the sensitive ridges of his ribs, or toy with the elastic of his pajama bottoms, or fondle the hairline at the back of his neck.
"I love you, Bill," she murmured sweetly, kissing his ear, then licking him from his brawny shoulders to the base of his spine. "I want you to fuck me," she moaned, practically begging. "I want to feel your big, hard cock between my legs. I want to feel it deep in my cunt. I want you to fuck me all night. I want you to come inside of me. Please, Bill. Do it to me. Fuck me tonight."
She listened for his response. All she heard was his shallow breathing. "Bill?" she said. "Bill?"
He had fallen asleep or was merely pretending to be asleep. "Alright," she muttered. It was then that she finally decided what to do.
The next day, she placed an ad in one of the sex tabloids. In the item, in the personal column, her name was Daisy. She described herself as young, beautiful and insatiably horny, willing to satisfy discreet gentlemen on appointment for a modest price. She included the number of her laundry-room telephone with explicit instructions that calls be made between 9 a.m. and 4 p.m., weekdays.
Within hours of the ad's appearance, the phone started ringing. Sorting out the crank calls from the serious queries, she booked three appointments the first day. In the evenings, when Bill was home, she would leave the phone off the hook.
The first two of the three appointments were businessmen in town for a convention. Both were rather quick encounters that weren't even satisfying except for the hundred dollars she pocketed.
The third appointment, however, was memorable. She met an older if not quite elderly man in the cocktail lounge of an unfamiliar but impressive hotel. After ordering drinks and exchanging pleasantries, they got down to business. "What do you normally charge?" he asked.
"Fifty dollars a session," she answered, prepared to haggle over the price with him.
"I'll pay you one hundred," he offered to her surprise. "Just as long as you do a good job."
"Why so generous?" she asked suspiciously.
"Because I want you to take good care of my boy," he replied.
"What do you mean?"
"My son. He's now eighteen. I don't believe he's ever been laid. I want him to learn from a pro."
"That's quite a birthday present," Jann remarked.
"He deserves it. He's a good kid."
"Sure he can handle something like this, being inexperienced and all?"
The father shrugged. "He is a very shy young man, but I think this will give him the confidence he'll need later on in life."
Jann was not about to debate the question, not with a hundred dollars being offered. "Where is he?" she asked.
"Room 919," said the father. "Why don't you go up and see him?"
"After my drink," Jann replied with a smile.
When Jann knocked on the door to Room 919, there was no answer. She knocked again, but once more there was no response. She thought it might be a hoax, but the gentleman in the cocktail lounge had given her a fifty-dollar advance, a rather expensive joke if that's what it was. She knocked one more time. The door opened slightly and the face of a teenage boy peeked out into the hall.
"Hello," she smiled. "Didn't you hear me knocking?"
"I'm ... I'm sorry," he apologized nervously, opening the door a little wider. "I ... I was in the bathroom."
"My name's Daisy," she told him. "Your father sent me up to see you."
"Oh," he nodded awkwardly. "Right. My ... my name's Danny."
Jann's smile widened into a warm, friendly grin. His boyish anxiety amused her. She was also pleased with his appearance. For an eighteen-year-old, he was exceptionally handsome and athletic, tall with dark curly hair and hazel eyes. It was hard to believe that such an attractive boy was too shy to score with girls, but Jann was determined to set the problem straight. "Well?" she asked.
"Huh?" He stared at her. "May I come in?"
"Oh, sure, sure," he said, ushering her into the room, glancing down the hotel corridors and shutting the door quickly.
Jann sat on the edge of the bed and smiled up at him. "Anything in particular you'd like to do?"
Danny avoided her eyes and shrugged.
"All right," she said, "in that case, we'll do everything."
Danny cast a worried look at his enticing visitor. "Relax, don't worry," Jann reassured him. "We'll take it nice and slowly."
She kicked off her shoes, which made him flinch. Then, with her two hands, she gathered the bottom of the V-neck sweater she was wearing and pulled it up and over her head. Shaking her hair back into place, she tossed the garment onto a nearby chair. She stood and unzipped her skirt, letting it settle in a heap around her ankles. She stepped out of the skirt and kicked it aside. Her white half-slip followed and she stood before him in bra, panties, garter belt and stockings.
Danny was petrified, rooted to the spot, self-consciously staring at her. Undeterred, Jann approached him and unbuttoned his shirt. Gently, she touched his bare chest, then peeled the shirt down his arms. "You're very muscular," she remarked, squeezing his biceps.
"I-I lift weights," he shyly replied. "Strong men turn me on," she said convincingly.
Gazing into his eyes, she let her hands explore his brawny shoulders, solid chest and trim waist. Then she parted her lips, bent forward and kissed him. The tension in his muscles slackened, but he made no attempt to touch her. Playfully, she kissed his neck, then each of his nipples, then again her mouth pressed against his lips.
"Why don't you finish undressing me?" she suggested.
He started to reach behind her to undo her bra, but Jann stopped him. "The clasp is in the front," she softly informed him.
He reached for the snap between her cleavage, fumbled with it for a moment, then unhooked the cups of her bra. Her tits spilled forward like ripened fruits of temptation. She shrugged off the straps of her bra and took his hands. "Touch me," she said, encouraging him to fondle each of her breasts.
His trembling hands held her tits in a fragile grip, her nipples hardening between his fingers. "Your hands are so soft," she moaned. Bravely, he massaged her luscious mounds until a bulge emerged in the crotch of his pants. She acknowledged his erection with a stroke of her hand. "I knew I could get it up," she purred.
Jann backed away from him and reclined on the bed, spreading her nylon-clad legs provocatively. "Take off my panties," she softly ordered.
He knelt between her outstretched legs, grasped each end of her undergarment and yanked it off. He stared down at her gorgeous cunt, just inches away from his face, beckoning him. "Want it?" she asked, teasing him.
Danny's mouth opened and his breathing became heavy. He couldn't take his eyes away from the treat before him. His mouth, which had gone dry when he first saw her, was now practically drooling.
"That's right," said Jann. "Take a good look. All of this is yours."
He licked his lips, then felt her thighs where the nylon ended and the flesh began. He stroked the entire length of her legs, then ran his fingers through the curls of her pubic hair.
"Ever eat a girl?" asked Jann. Danny shook his head. "It's easy," she told him. "I-I d-don't know if I c-can," he stammered.
"Of course you can. If you're a real man, that is. Just kiss it and lick it."
He hesitated, unsure of himself, then pressed his cheek against her thigh. She stroked his hair. "Try it," she said.
Danny's lips managed to find their way through her bush of pubic hair and planted a wet kiss on her warm, moist cunt. "Mmm," she murmured. "That felt good. You did that very well. Now ... lick me."
His tongue gently probed her, delving aimlessly into her womb. "A bit higher," she instructed. Then, when he touched her clitoris, she said, "That's it. Right there. Lick that." He did her bidding, arousing her to a higher level of passion. "Faster," she commanded. "Faster and harder."
He complied for a minute or two, then pulled away. "My jaw is sore," he complained.
"That's all right," sighed Jan. "You did very well."
"You really think so?" asked Danny. "You're not just saying that, are you?"
She responded by sitting up and kissing him. He put his arms around her waist and kissed her, too. His kisses wandered from her neck to her tits. She took one of them in her hand and offered it for him to suck. He nursed on each of them while Jann unbuckled his belt and unzipped his fly.
She made him stand up while she removed his pants and underwear. He found himself standing naked with his hardened cock pointed at her face.
"It's beautiful," she claimed, touching his prick. "So big, so long." Her fingers tickled his balls as her tongue toyed with his rod. Her lips slid along his shaft as if playing a flute. Finally, holding it in her fist, Jann took his cock in her mouth and sucked him. "Yummy," she said between mouthfuls. "Ever have a girl go down on you?" she asked.
"No," he admitted with a laugh.
"Like it?"
"Uh-huh."
"Well, make sure you find yourself a girl who's willing to do it, 'cause once you get your cock sucked, you can never get enough."
Jann opened wide to service him again, enveloping his long, firm manhood with her drenching mouth. Her hands massaged the back of his thighs, then reached up to palm the cheeks of his ass, pulling them toward her so she could swallow even more of his meat. The smooth, sleek rhythms of his thrusts made his knees buckle, but he stood erect, eyes closed, moaning, his hands meshed in her hair, steadying himself and forcing her head to remain in his crotch.
"Oh-h-h," he started to whine, "oh-h-h, shit!"
Fearing he would come prematurely and lose his hard-on, she pried herself away. "Not yet," she whispered, rising. "Save it for the best."
She escorted him to the bed and made him lie on his back. Then she straddled his hips, took his hot, wet cock in her hand and guided it into her cunt. He clutched the bedsheets as she pumped up and down, fascinated by the sight of his young cock slithering in and out of her. Danny reached up to cup her bouncing tits, squeezing them as she rode, setting off a series of groans and grunts that convinced him he was pleasing her as much as she was pleasing him.
Then he abruptly stopped.
"What's wrong?" asked Jann.
"I forgot!" cried Danny. "I didn't put on a condom."
She laughed hysterically, then bent forward and kissed him. "That won't be necessary. I'm on the pill."
"I'm sorry, I....," he said, extremely embarrassed. "It's just that ... for a second ... I forgot that you were ... ah...."
"You forgot I was a hooker," she said, completing his sentence. "Good. I'm glad. I think that's beautiful. That makes it special ... for both of us."
He smiled at her, his anxiety finally gone.
"That's one way of fucking," she declared. "Want to try another?"
"Okay," he nodded.
She set herself on her hands and knees, doggie-style. "Enter me from behind," she instructed.
He penetrated her without difficulty and fucked her slowly. "Mmm. I like this better," said Danny, holding her hips and grinding his cock in and out and around.
"Me, too," she concurred, rotating her pelvis to complement his movements.
His hands slid under her to take her suspended breasts, kneading them while his hips slammed into the uplifted, slightly parted cheeks of her ass.
"Now," she gasped, breathless with ecstasy. "Try it in the other hole."
"You mean...."
"Fuck my asshole," she said bluntly. "Won't that hurt?"
"I don't care. That's what I want. You'll like it even more. It's tighter."
He removed his cock from her cunt and inserted it into her anus. She was right. It was tighter. He tried to force himself in and she squealed in pain. "No! Don't stop!" she hastened to tell him. "Go ahead. Put it in as deep as it'll go."
He grasped her waist and rammed into her roughly, feeling his prick plunge like a sword while she shrieked with agony and delight. "Fuck me, please!" she begged. "Fuck my ass! Fuck it hard!"
He started slowly, clutching her garter straps to maintain his balance, then gradually quickened his pace and was soon poking her shit chute with the speed and desperation of a dog in heat, encouraged by her frantic appeals for more, more, more.
"I can't go on," he finally told her. "I'm going to come any minute."
"Pull out," she advised.
When he withdrew, Jann turned over and lay on her back. Panting and perspiring, she opened her legs and gazed up at him. "How about some good, old-fashioned, slow, hard fucking?"
He grinned and mounted her. His cock slid gracefully into her feverish, saturated cunt. "The perfect fit," she said, kissing him deeply, their tongues swimming in each other's mouth. They were content to kiss and caress, humping at a leisurely, fulfilling pace.
As she soared on the exhilarating feeling of another man's cock in her cunt, Jann thought of Bill, pretending it was him who was fucking her. It was Bill's tongue in her mouth, Bill's chest on her tits, Bill's belly grinding against hers, Bill's thighs between her thighs, Bill's magnificent cock buried within her. A pair of hands clutched her buttocks, and in her yearning, they were Bill's hands. "Oh-h-h, baby," she moaned in Danny's ear. But she was talking to Bill.
"Fuck me, baby! Give me all of it, every single inch. Make me come! Make me fucking come!"
She raised her nylon-encased legs and wrapped them tightly around his waist. He quickened his thrusts, pounding into her relentlessly. Drenched in each other's sweat, their bodies writhed and arched, orgasming simultaneously on the crest of cries and embraces. And it was Bill's semen that poured into Jann's gluttonous cunt. "All of it!" she gasped, holding Danny captive between her legs until every drop was devoured.
Exhausted, Danny fell asleep. Jann quietly dressed and left the room, confronted in the hallway by Danny's father. He handed her the rest of her fee. "You did a wonderful job," he complimented.
"How do you know?" asked Jann with a sly grin.
"I watched," he replied.
"What?"
"We have adjacent rooms, connected by a single door. You were too busy to notice me. I was quite discreet."
Jann was shocked, but the idea also excited her. "Is that how you get your thrills? Watching?"
"Sometimes," he admitted.
"Like what you saw?" she asked.
"Very much," he smiled, staring deep into her eyes. "Want to make another fifty dollars?"
Jann glanced at her wristwatch and discovered that the afternoon was still young. "What do you have in mind?"
He opened the door to his room. Jan hesitated, just to tease him, just to savor the moment she knew she was desired. "Like father, like son," she quipped, entering the room.