Wild Week chapter 9 (family fun, Billy and Madeline)

CHAPTER 9 : Friday

Billy rushed home after baseball practice. He had started to protest last night at dinner when Mom had told him to come straight home this morning, until she told him why. She had promised Mrs. James that he would come over and help her move some furniture. Billy had readily agreed, eager to be near her after the scene he had witnessed the other night.

He didn’t even take time to change clothes after practice, going straight to her door after tossing his baseball gear up towards his own house. He had already knocked on the door when a nervous thought suddenly struck him. What if she had seen him watching her? He was on the verge of turning away and running back home when the door opened and there she stood.

All of his apprehension dissipated as he stared at her. She was wearing a white halter top, tied between her firm little titties, very short cut-off jean shorts, her long legs bare all the way down to her sandals, and a white headband held her thick black hair back away from her beautiful smiling face. What an incredible babe, Billy thought, staring at the smooth white flesh around her exposed bellybutton.

He suddenly realized she had said something to him. What had she said? He didn’t know. “Uh, hello, Mrs. James,” he said, shifting his feet awkwardly. “Mom said you needed some help.” He blushed, trying to keep his eyes off of her body.

“Yes, thank you, Billy,” Madeline answered. “It’s very kind of you to offer. Please, come in. And please call me Maddie.” She held the screen door open for him, purposefully brushing up against him as he edged past her. In the kitchen she remarked, “It sure is hot today. Would you like a glass of lemonade? I just made a fresh pitcher.”

“Uh, yeah, sure,” Billy answered, taking a seat at the table as she motioned for him to sit. He watched her ass wiggle in her tight shorts as she crossed to the counter and filled a glass with ice. Carrying the glass and a full pitcher back to the table, she sat opposite him and poured the lemonade. Smiling, she passed him the glass, making sure their hands touched.

Billy quickly gulped down half the contents before noticing that she hadn’t poured herself any. She was just sitting, watching him with a smile on her lips. “Uh…thanks,” he muttered, feeling awkward under her gaze. “It’s really good.”

“You’re welcome, Billy,” she answered brightly. She watched him finish his drink in silence, his eyes nervously flitting around the room, every so often darting back to see if she was still looking at him before shying away again. When he had drained the glass, she said, “That was quick! You must have been thirsty. Would you like some more?”

“No, thank you,” Billy answered politely. As she continued to watch him, he fidgeted for a few moments before saying, “So, what did you want me to move?”

“Follow me,” she answered, getting up from the table. Billy got up and followed her into the front of the house, staring at her ass sashaying back and forth and fantasizing about grabbing hold of it. His heart gave a lurch when she turned up the staircase and said, “It’s the bedroom. I’ve been meaning to change around the furniture, but I needed somebody with some muscle to help me out.” Pride swelled up in him at her assumption of his strength.

Maddie made sure to swish her ass from side to side as she climbed the stairs in the lead. Her pussy was simmering. Oh yes, keep looking Billy. She was going to seduce him. Was he still a virgin? His nervousness seemed to indicate he was. She hoped so, the idea od seucing a young virgin man was incrediblt arousing.

Billy trembled with excitement as they stepped into the bedroom. Just inside the door was the rocker where he had watched her pleasure herself with her vibrator. His eyes darted up to the windows, his bedroom window just across the way. It looked very small from here. Now he was sure she hadn’t seen him watching her. He pulled his attention back into the room. Ah, there was the elusive bed! It was a big, old-fashion brass bed with high corner posts and a large headboard, with a smaller grillwork footboard.

Madeline touched his arm softly with her fingertips. “Are you sure you’re up to this, Billy?” she asked, a concerned look on her face. “Your mother told me that you were hurt the other day.”

Billy’s face reddened as he was reminded of what had happened between him and Mom. “N-no,” he stammered. “Uh….I mean yeah, I’m okay. It was just a scratch.”

Madeline smiled inwardly at his blush. “Would you like for me to take a look at it?” she asked, trying to look as innocent as possible. “I am a nurse you know.”

“I know,” Billy answered, shuffling his feet, refusing to meet her gaze, “but it’s fine. Really.”

“Well, okay,” Madeline said. “Why don’t we get started then.” She turned to the room and put a finger thoughtfully to her lips. “Let’s see…I want the bed over here,” she indicated the wall next to the door, directly across from the windows. “Then the chest-o’-drawers over there….”

Billy no longer heard what she was saying. All he could think of was that her bed was going to be directly in his line of sight from his bedroom. He realized she had stopped talking and was looking at him questioningly. He had no idea what she had just asked him. “Huh?” he asked dumbly.

She smiled. “I said would you move the rocking chair out into the hall so we can start with the bed?” He nodded and picked up the heavy wooden rocker, once again picturing her sitting in it with her legs drawn up and spread wide, plunging the big vibrator in and out of her cunt. When he returned, he helped her to pull the bed out and slide the head around adjacent to the door. “Now then,” she said to him, “I think if we take all the drawers out and set them on the bed, we’ll have a much easier time moving the dresser and chest-o’-drawers.”

In less than thirty minutes, they had everything arranged the way that she wanted it. Billy was putting the drawers back in while Madeline gathered up some loose items and carried them into the bathroom. Billy watched her ass disappear, then looked down and noticed that her underwear drawer was next. The black lace bra and panties he had seen her in the other night were lying right on top. He glanced up nervously at the bathroom door, then reached in to touch the delicate fabric with his trembling fingers.

Little did he know that Madeline had been watching carefully, timing it so that she would be out of the room when he got to this drawer. His dick, which had been half hard all along, started to really throb as he fingered the lace and silk underthings, remembering how she had looked in them, and out of them.

Hearing a sound from the bathroom, he quickly jerked his hand out of the drawer and picked it up. He was carrying it across to the dresser when she stepped into the room. “Here Billy,” she said. “Would you put this in the drawer of the nightstand for me, please.” She tossed a dog-eared romance novel onto the bed. “I like to read it when I’m taking a bath, or when I have trouble sleeping.” Billy’s cock lurched again thinking of her naked in a bubble bath. He picked up the book as she returned to the bathroom.

Opening the drawer, he nearly gasped in shock. Lying in the drawer was Madeline’s big cock vibrator. It looked huge. It had rigid veins on the shaft, and a big, smooth head. He touched it, feeling the cool rubber. This is what she fucks herself with, he thought dazedly. His face flushed hotly and now he had serious wood in his pants.

Madeline gave Billy a few moments to get a good look in her treasure drawer. She shuddered with excited anticipation, her entire body tingling. She had been following the choreography of her fantasy since Billy had arrived, and now the moment of fruition was at hand. She took a deep breath to still her nerves, then called out, “Billy?”

Billy jumped at the sound of her voice, stuffing the paperback into the drawer and slamming it shut. He retreated quickly and was standing at the foot of the bed when Madeline reappeared in the bathroom doorway. He stood behind the brass footboard to try to hide the telltale bulge in his jeans.

Madeline leaned into the doorway, striking a Lauren Bacall pose, holding onto the jamb, face resting seductively against the wood. “Billy, do you know why I wanted to move my bed over there?” she asked. A baffled expression crossed the flustered boy’s face and he shrugged, shaking his head. “It’s so you can watch me,” she said in a sultry voice. “In my bed when I play with myself,” she added at his uncomprehending expression. She watched the realization come over his face as she came on into the room. “You do like to watch me, don’t you? Do you stroke off that big cock while you watch me? ” she asked, walking slowly toward him.

Billy looked like a deer caught in the headlights, eyes wide, and sweat beaded on his brow. His eyes darted around the room. He looked like he was about to bolt for the door. “It’s okay,” she said soothingly. “I like it that you watch me.” He looked up, surprise evident on his face, his eyes finally meeting hers. She nodded, smiling. “You can watch me any time you like.” She came to a stop less than an arm’s length away from him. “Now,” she said brightly, “How can I repay you for helping me?”

Billy shifted uncomfortably, too nervous to even think of asking for what he really wanted, what he thought in the back of his mind that she just might be offering. “Uh…You don’t have to pay me, Mrs. James,” he answered.

“Maddie,” she corrected him scoldingly.

“Maddie,” he repeated, smiling sheepishly. “Really, it’s okay.”

“Well, okay,” she said regretfully. Brightening, as if she just came up with the idea, she said, “I should at least look at that scratch for you. After all, we wouldn’t want it to get infected, would we? Now, where is it, exactly?”

Billy’s heart skipped a beat, remembering what had happened when Mom had worked on it, and once again became aware of his hard-on trying to bust through his zipper. Gone was his initial fear, replaced now with hopeful excitement. He wordlessly pointed to his inseam below his bulging crotch.

Madeline smiled happily at him. “Let’s have a look,” she said, going down on her knees in front of him. She unbuttoned his jeans and unzipped his fly, her fingers lightly brushing his hard cock through the tight denim. She caught her breath as she pulled his jeans down to his ankles and his tented white underwear came into view. She held herself back from diving straight for his man-sized cock, instead making a pretense of examining the scabbed over scratch on his hairy inner thigh. “Hmm, looks okay here,” she said, trying to keep her voice from quavering with her barely contained excitement. She looked up at him. “Do you mind if I pull these down so I can see the whole thing?” she asked, reaching for his shorts.

Billy only shook his head. The thought of her seeing his boner didn’t embarrass him. Indeed, after what had happened when his mother and his sister had seen it, he was eager for his beautiful neighbor to see it, hoping for a similar outcome. He thought she was coming on to him, but he lacked the confidence and experience to make any moves himself, so he stayed silent and prayed to himself that she would go for it.

Madeline pulled his underwear down slowly, exposing first his curly black pubes, then the thick shaft of his stiff cock. Finally the bloated purple head popped free of the elastic waistband and it bobbed up and down, coming to rest pointing straight out at her. She gasped lightly at the sight. Gayla hadn’t been exaggerating about the maturity of her 18 year old son’s cock. It was as big as any she had ever had in her life, dwarfing Eddie’s stubby unit and only slightly smaller than her vibrator, which she had considered huge when she had begun using it.

She took his cock in one hand, pushing it up to his belly, feeling the hot shaft pulse and throb in her firm grip. With the fingertips of her other hand, she gently slid his heavy balls over to the side, leaning in to examine the scratch closely. She nearly swooned as she breathed in the heady musk of his unwashed sweaty groin. She had always been turned on by sweaty men, and Billy had come directly from playing ball in the hot sun to laboring in her house where she had intentionally kept the air conditioner turned off for just this purpose.

Regaining control of her senses, she said, “yes, that seems to be healing nicely. There’s nothing I can do for it.” She let his balls go and brought his cock back down to level, but didn’t turn it loose, keeping her hand wrapped around it. “But maybe I should take care of this while I’m down here,” she said, giving the turgid rod a squeeze. “What do you think?” she asked, looking up at him questioningly.

Billy nodded his head eagerly. His mouth was too dry for him to speak. He watched as she turned her gaze back to his aching bone. She pushed her hand down to the base of the shaft, pulling the skin back tightly, making his dickhead swell up even bigger. Her pink tongue came out to wet her full lips, then she bent forward, her eyes closed and kissed the purple knob tenderly a few times before opening her mouth and taking it inside. Billy groaned loudly, arching his back and grabbing for the brass bedframe behind him to steady himself.

Madeline had been fantasizing about this moment since Gayla had first confessed what had happened between her and her young son. As she took his big cock into her mouth, she pictured Gayla down on her knees in this same position, sucking her own son’s cock. The thought turned her on intensely. She sank down on the shaft until her lips met her fist wrapped around the base, a little over half of it in her mouth, as deep as she could take it without gagging. Sucking hard, she drew back until only the head was still in. She looked up to Billy’s face, watching his reaction as she licked the swollen head, exploring every contour with the pointed tip of her tongue.

Billy’s head was swimming. He looked down into Maddie’s deep blue eyes as she tickled his dickhead with her hot tongue, her crimson lips stretched around his cock. He couldn’t help moaning as she began moving her mouth up and down on his throbbing dick with her fist stroking along the shaft in front of her face. He wanted to reach out and grab hold of her raven hair, but didn’t know whether he should or not. He didn’t want to risk doing anything that might make her stop, so he kept his hands locked to the rail behind him. As the pleasurable feelings she was giving him grew more intense, his hips started moving involuntarily.

Madeline grabbed his firm young ass with her free hand, holding him steady as she felt his orgasm fast approaching. She stopped bobbing her head, locking her lips behind the ridge of his rubbery cockhead and tonguing the slit in the end, her hand still stroking furiously up and down the shaft. Billy moaned loudly, rising up on his tiptoes as he came. He grunted pver and over as his dick pulsed, shooting gouts of thick spunk into Maddie’s eagerly succking mouth. She continued stroking him, catching all of his hot cum in her mouth.

Billy collapsed back against the rail as Maddie released him, looking up at him with a bright smile. He saw her throat muscles working, as she swallowed more than once, letting the creamy goodness slide down her throat.

“Mmmmm, such a tasty virgin load,” Maddie cooed, “Are you still a virin Billy?”

Billy flushed, and managed to stammer, ”Y-yes-yes.”

Maddie felt her lust flare up, going to take a virgin, and let his cock burst deep inside her. She pulled her headband off and shook out her hair. “Now, I was hoping you might want to fuck me now.”

Billy’s mouth dropped open in shock. “Y-yeah, but I already…I mean I can’t…” he stammered a reply. Of course he wanted to, even though never in his wildest dreams had he thought he’d be hearing her ask. But all the guys said once you squirted, it was all over.

“Oh, I see,” Madeline said, nodding in realization. She slowly untied the knot of the halter from between her breasts. “Don’t you think you could try to get it back up, for me? Please?” she pouted seductively as her pert little breasts came free.

Stunned, Billy’s eyes were glued to her hard-nippled titties as she dropped her top and walked slowly toward him. Coming up next to him, she lifted his T-shirt and pulled it over his head. She took his right hand and put it on her softly pliant tit, then pressed her body up against his and kissed him hotly. Billy’s heart was thundering in his ears as her pointed tongue forced its way into his mouth, her stiff nipple seeming to burn into his palm. Her lips were wet and so soft, sliding over his, and her mouth tasted like fresh minty mouthwash. He ran his left hand up and down her bare back. As great as her sucking his dick had felt, the feel of her soft naked flesh pressed to his and her tongue intertwining with his in his first true kiss overwhelmed him with passion.

Madeline slid her hand into his shorts and grasped his rock-hard cock. Breaking the kiss, she breathed hotly into his ear, “You see? It’s got a lot of love in it yet.” She nibbled and sucked his earlobe and neck, throwing her head back and sighing in ecstasy as he reciprocated. Twining her fingers in his hair, she pulled his head down to her chest, where he passionately attacked her tingling breasts, licking and sucking hungrily at her aching nipples. She unbuttoned her cut-offs, pushing them down over her hips to fall to the floor, kicking off her sandals and stepping out of the shorts.

Billy was lost in her titties. Her nipples were thick and hard, standing out like hot little rubber thumbs. He would have been content to go on sucking them forever, but his attention was immediately drawn elsewhere when he felt her take his hand again, this time shoving it between her legs. With his mind reeling, he ran his trembling index finger along the slick wet seam of her cunt, feeling more than hearing her moan deeply as it found its way to her yearning hole, sliding into the hot sheath up to the knuckle. He was mildly surprised at how far back toward her bottom it was. He had assumed it was in front, when actually it was underneath.

He pictured Mom’s hairy pink lips in his head, thinking how badly he had wanted to touch her, and now here he was with his finger inside Maddie’s burning hot pussy. It was then that he realized he hadn’t felt any hair. Curious, he released her nipple from his sucking mouth and backed away a bit, looking down. He gasped in shock! She was completely hairless all the way down! What the hell had happened? It sure had hair on it the night-before-last when he had watched her play with herself with her vibrator. He had never even heard of a woman shaving down there.

Fascinated, he fucked his finger in and out, watching it gleam wetly as it emerged from the exposed slit. Maddie moaned again and braced her hands on his shoulders, lifting her leg high into the air and resting her foot atop the rail of the bed. Billy stared wide-eyed at her open cunt before she once again pulled him close and kissed him deeply. Continuing to finger-fuck her, Billy returned her passionate kiss, his left hand finding her firm little naked ass cheek, kneading and squeezing it.

Madeline broke away from his eager mouth, breathing heavily. She fiercely grabbed two handfuls of his hair and once again pushed him down, hissing as he tried to latch onto her nipple, all the way down until he was kneeling in front of her. Steadying herself with his head, she pulled his face into her crotch. “Lick it!” she commanded. She was so hot, she couldn’t stand it. Never before in her life had she been the one in control during sex, always being the submissive one. Now she was the one making all the moves. He obeyed her every demand. Her head was rushing with lust and power. “Lick my hot pussy, Billy, BABY!” She screamed the last word as his hot tongue made contact with her throbbing clit.

Billy lapped at her cunt wildly. It didn’t taste gross, like he expected, kind of tangy sweet, and the smell drove him crazy hot. He looked up along her body at her face. Her eyes were closed and her mouth was open, gasping in ragged breaths. Her tits jiggled as she shivered and began bouncing lightly on her single leg, grinding her hairless pussy into his face. She was pulling his hair so hard his scalp was beginning to go numb, but seeing her reaction, he ignored it and redoubled his efforts.

“Oh, Billy. Oh, Billy.” she murmured. “Don’t stop, Billy. Don’t stop! I’m gonna cum! Ohh! Right there, Baby! On my clit! I’m cumming!!! I’m cumming RIGHT NOWWW!!!” She pulled his face violently into her spasming pussy as her orgasm wracked her body. She lost her balance and fell, ending up sitting across his folded legs, catching him around the neck with both arms. She kissed him fiercely, tasting her own juices which were smeared over his mouth and chin. She held on tightly, frenching him deeply as her orgasm slowly subsided.

“Whew!” she said after catching her breath, wiping the sweat from her brow. “Thank you, Billy.”

Billy grinned happily at her. He was very pleased with himself having pleased her. But he was also painfully aware of his raging hard-on, trapped in an uncomfortable position down between his legs. “What about…Can we still…?”

“Fuck?” Madeline finished for him. She laughed throatily at his eager nod. “You better believe it!” she said, kissing him again. Rising, she took both of his hands in hers and pulled him up with her, guiding him around to the side of the bed. Sitting on the edge, she looked up at him.

She had decided to let him ride her bareback. She wanted to feel the hot rush of his cum, let his virign prick get its first load off inside a hot and eager pussy. Since she was not on birth control, she had a morning after pill. No doubt his strong, young balls would be filled to the brim with very potent sperm. She moved back fully onto the bed, lying down and beckoning him to join her.

Billy paused a moment to breathlessly ogle her long, lean body stretched out in front of him before scrambling up onto the bed. The bed springs squeaked in protest as he climbed on top of her, her legs smoothly spreading to admit him into her embrace. She reached up to pull his mouth down to hers, and this time he thrust his tongue enthusiastically into her mouth. His hips lunged forward, trying to drive his dick into her, but it wouldn’t go. It just kept slipping past or butting into her pelvis. He whined, gritting his teeth in frustration.

“Whoa, Tiger, take it slow,” Madeline said gently. “Here, let me help you.” Locking her eyes to his, she reached down between their sweating bodies and guided his big prick to the entrance of her well-lubricated vagina. “You see?” she whispered to him. “Now push it in me slowly. Yes, that’s it…Oh, God, it’s going in, Billy. Can you feel it? Can you feel it going inside me, Baby?”

Billy nodded mutely, barely breathing, mesmerized by her deep blue eyes, her hoarse, throaty whisper, and the incredible warmth engulfing his throbbing dick. Her legs wrapped around his waist, locking him in as he instinctively began to rock his hips. I’m fucking her, he thought dazedly, I’m really fucking her.

Madeline was in fuck heaven, there was nothing like a hot young cock driving into her, she locked her legs around his waist, grunting as his cock drove into her very depths.

“That’s it, Billy,” she was saying. “That’s the way to do it….Faster…Fuck me faster!”

He quickly got the hang of it, coordinating his movements along with her rocking pelvis, driving his hard cock into her more forcefully. He couldn’t stop now if he had wanted to. He was humping faster and faster, the bed springs screaming out a staccato rhythm of squeaks and squeals that drove him even wilder with lust. He was breathing heavily now, sweating like a horse in her tight embrace in the overly warm room. He raised his upper body away from hers, holding himself up with his arms straight down on either side of her, affording himself a better angle of penetration.

“Oh, God, Billy!” Madeline moaned, her breaths coming faster. “Fuck me harder, Billy! Fuck my hot pussy harder!” She stuck her hand down between their smacking groins, finding her extended clitoris with her fingertips.

Billy was able to go even faster from this position, breathing like a bellows, sweat dripping down from him. He was amazed he could last this long without cumming. It must be because he had just gotten through cumming a little while ago. He looked down at her writhing form, her eyes closed tightly, one hand gripping the rail above her head tightly, the other touching herself as he fucked her frenziedly. He watched her sweaty little titties jiggle crazily, her nipples blood red and standing out as stiffly as his own massive boner.

Madeline frigged her clit furiously, her hips bucking up to meet his every thrust. She could feel her orgasm coming, and she knew it was going to be a big one. She was fucking her best friend’s eighteen year old son and she was going to cum like never before. “Say my name, Billy!” she screamed. “Say my name while I CUM!” Her toes curled up, every muscle in her body seeming to spasm at once as the floodgates burst and wave after wave of cripplingly intense gratification broke over her.

“Maddie,” Billy croaked, his voice breaking, then louder, “Maddie! Maddie! MADDIE! MOMMIE! MOMMIE!” He roared at the top of his lungs, collapsing on top of her thrashing form, striving to keep pumping as his own orgasm shook his body with spasms and his hot cum spurted out.

Maddie felt a rush of wetness being pumped over her tight walls, a flood of cum being shot into her hungry pussy. He called me Mommie, he wants to fuck his own mommie, and hearing him say that shoved her into another orgasm, her pussy walls quivering crazily, milking hard at his pulsing prick, draining his balls into her eager slot.

Source: reddit.com/r/Erotica/comments/imh0zx/wild_week_chapter_9_family_fun_billy_and_madeline