Chapter 1
The two were coming over soon. Stark looked forward to having the two women join him at his home. They’d gone on a few dates, both together and separately. But today would be the first time both women would be hanging out with him at his home. A nice sunny afternoon, just him and the two ladies hanging around the pool, having a few drinks and seeing how the three would gel under a more typical “home life” situation.
He remembered meeting the mother, a 46 year old woman, still in possession of most of her beauty and who’d not let her body get away from her. They’d discussed his objectives and hers. Neither she nor her young daughter were career driven women, they both had expectations that a man would provide and take care of them. Not really traditional women, but more on the high maintenance, trophy wife type mentality. The real trick was letting the mother know from the outset, that he was more interested in younger women and he’d be willing to take care of the mother’s needs only if he had ready access to a slim younger woman as well. The mother, who went by Maggy, was more than happy to suggest that her daughter fit the bill nicely. The bleached blonde Maggy then went on to share some pictures of her daughter. Stark was happy to see that unlike the mother, the daughter, Chastity, hadn’t gotten her tits or lips inflated. The girl seemed a fit thin girl with a cute little ass and not much in the way of tits. “She’s perfect, ” he recalled telling the mother. He noted the proud smile of the mother and their conversation continued in a positive direction.
Stark and Maggy connected well over the expensive dinner that night, Maggy was either very good at making him feel at ease or it was just a natural connection. He wasn’t sure which. They laughed and smiled, she listened to him and he to her. The two talked a little about their previous marriages, but they also discussed more detail around what he wanted with the woman and her younger daughter and Maggy talked about what she and her daughter would expect from him, the older gentleman with the means and ability to take care of the two.
As their date came to a close, Stark thanked Maggy for a lovely evening. He walked her to her car, a low end SUV, and pulled her in for a kiss. He felt her firm fake tits pressing against his chest, her lips were luscious and her kiss passionate. His erection pressed into her belly. He grabbed her ass and slipped his hand between her legs, her short dress did little to protect her. He wasn’t surprised when his fingers found a bald smooth pussy, barely guarded by tiny thong panties. She was hot and slick. He remembered her request to “give him a little kiss too” before she squatted down on her high heels and rapidly worked his zipper to fish out his cock. Her plump lips slipped over his engorged head and she ran her tongue along the underside of his shaft. She proceeded to do her best to swallow the thick eight inch prong. Stark was in heaven when the sexy bimbo mother’s nose reached his slacks. Maggy made a few sucking strokes with her head, having taken him well within the back of her throat, before she backed off and stood up. “Goddamn, you evil woman” he’d muttered in response to leaving him fully aroused and unsatisfied in a restaurant parking lot. “Chastity will finish what I started” responded the woman, and they’d parted ways for the night.
The next day, Stark had received a text from Chastity, her mother had given her daughter his number and what quickly followed were some flirty texts, including a few sexy bikini pics from the younger woman, to which Stark responded with his deepest admiration. They quickly arranged for a dinner date. An hour before his date with Chastity, Maggy sent him a text wishing him luck on his date with her daughter and telling him to “make sure she finishes what I started”.
Stark found he liked the smiling young lady and her dirty blonde hair. Like her mother she’d also worn a short dress. He was glad he’d worn a sports coat, he needed it to hide the erection that embarrassingly grew in his pants when he saw her low cut dress displaying the gentle swell of small breasts. They ate and drank and talked, and Stark found himself enamored with the much younger woman. His meat throbbed and barely took a moment to relax during their entire dinner. When the night was drawing to a close, he once again found himself walking a sexy woman to her car.
Stark watched the sway of Chastity’s hips as she led the way to her car and when she reached it, Stark wasn’t surprised to see it was the same her mother had driven the night before. Chastity turned to him, he pulled her lithe form to him for a kiss. Where Maggy had been bold and passionate, driving into him as much as he into her, Chastity was like a feather, letting him draw her to him. She let him control her, he felt her lean into him in a way that said, I want you to take control. He held her head up to him by her thin neck to kiss her deeply, his tongue invaded her mouth, his hands roamed her body, up her ass, her back, slipping into the deep cut of her dress to grasp her firm little A cup breasts and pinch her nipples. Her hands lightly wrapped around his waist, inside his sports coat. He decided to test her submissiveness, and told her to spread her feet. Chastity immediately did as she was told. Her feet spread wide as he pressed her against her vehicle with his body. Stark’s hand slipped up her smooth slender thigh and slipped under her dress. Unlike her mother, she hadn’t even bothered to wear a thong. Smooth slick bald pussy met his fingers, bare and unprotected. He slipped his middle finger between her folds and quickly found her small nub. Chastity moaned in pleasure and let the man, over thirty years her senior, work her pussy to the brink of an orgasm.
Stark drew his mouth away from hers, still holding her neck in one hand, and made a show of licking her stickiness from his fingers. Chastity was flushed and panting, completely letting him do as he wished with her. He’d asked her if she’d known what her mother started, that she was going to finish. Chastity had nodded and smiled coyly. The two women, though having similar faces, were much different in aggressiveness. Stark used his now cleaned fingers to unzip himself and pull his aching cock from his pants. He put a bit of pressure on the girl’s neck with his other hand and commanded “down”. Chastity had dropped down on her heels, like her mother had the night before, but unlike her mother she took no further action herself, other than raise her eyes to Stark and open her mouth, with her tongue out in complete submission. He’d like to think he’d been a gentleman with this young fawn, but he couldn’t resist, he’d used both hands to hold her head and buried his cock into her waiting mouth. Her youth and submissiveness had proved too much for him and within a two minutes of fucking the young woman’s face, he’d sprayed a load of cum into her belly. The girl wasn’t quite as adept at taking his length down her throat as he mother, but that didn’t seem to matter and she swallowed everything he could give her.
He’d picked the girl up to her feet after cumming and held her tight, she returned his hug with more vigor than she’d shown before he’d cum down her throat. He kissed her again and sent the smiling girl home to her mother.
Later after arriving home that night, he’d gotten a text from Maggie “she said you were the perfect gentleman” with a heart emoji and then “she also said your cum was delicious” with a few more heart emojis. “I can’t wait to see you put that big cock in our pussies”. Stark was instantly hard again. He also received a “good night Daddy, can’t wait to see you again” text from Chastity.
The three had later gone out in the middle of the week for dinner, all three together. They decided to do something a bit more casual than the two fancy dinner dates over the weekend, and went for a walk on the boardwalk. They’d gone to a bar for standard fare and a drink, then hit some boardwalk games, where Stark had been lucky enough to win a large stuffed bear, which he gave to Chastity. They’d gotten ice cream and generally enjoyed spending time with each other, while also working on their relationship dynamics. Stark had walked with his arm around each of the women at various times, held hands with either or both, and also watched the two interact where they held hands while talking and laughing, enjoying themselves while he followed and enjoyed the view of their swaying asses in their tank tops and shorts. He doted more on Chastity, but Maggy was the more talkative of the two.
When the evening came to an end and it was time to send them home, he walked them to their car. Maggy of course was driving. Stark chose to hold Chasity’s hand, to keep her from walking around and getting in her seat, while he kissed Maggy goodbye. He held the mother’s ass with his other hand, driving her hips into his hardening shaft, while giving her a fierce and passionate kiss. Then walked Chastity around to the passenger side, he opened the door and pulled her to him, he wrapped both arms around her and gave her a slow gentle kiss, letting his hands glide up her back and over her ass. Their kiss was longer and much more loving than his kiss with Maggy. He knew the mother was watching every move he made with her daughter. He let his fingers glide along the bottom of her short shorts, tracing butt cheeks, before taking them both in his hands for a firm squeeze, pressing her hips up to grind against his hard pole. He then pushed Chastity into her seat and wished the two ladies a safe drive home. It had been yet another night with these two ladies that left him furiously masturbating to thoughts of them both.
Their car pulled into his driveway, at last! The anticipation had been almost unbearable. It was 2:37pm, they were supposed to arrive at 2. His cock had been aching and leaking pre-cum like a teenage boy since he’d woken up. He’d resisted the urge to relieve himself. Today was going to be the day, the two would either prove capable of taking care of his needs or he’d be a very disappointed man.
Stark greeted the two women, Maggy and Chastity both smiled and rushed to give him a big hug. Maggy had a duffle bag slung across her shoulder and Chastity dragged a pink carry-on case behind her. He welcomed them to his home and gave them a tour of the house. He showed them the bedrooms they could choose as their own as well as the master suite. Both women smiled at each other and said, “we pick this one”, setting their bags on the floor in the master suite. Stark stood smiling at them. Maggie asked if she could change into her bathing suit in my bathroom, then gave an unspoken signal to her daughter, before grabbing her bag and stepping in the bathroom.
Chastity turned toward Stark and stepped into his space, “Your house is so nice Daddy”, his hand instinctively circled her waist, she rested a hand on his chest.
“Thank you baby girl” he responded, his pole, confined in his swimming trunks, also responded to her proximity.
She looked up at him, her lips quivering expectantly, he leaned down and embraced her in a kiss. The ice had broken, he wrapped her in his arms and felt her body melt into his. One hand slipped up inside her tank top, her nipples had been telling him since she arrived that she wasn’t wearing a bra and he cupped her small breast in one hand. The other slid down inside the retro gym shorts she was wearing, cupping her ass. She wasn’t wearing panties either. Her ass felt smooth and lush in his palm. He pushed her white tank top up, exposing her firm breasts, he held her tiny waist and bent his head down, finally capturing a pink nipple in his mouth. He sucked and licked at her nipples as she gasped and clung to his much larger body.
Stark swept the light woman onto his bed and plucked her top over her head and tossed it somewhere onto the floor. With Chastity now on her back and topless he used both hands to knead and suck on her little tits, switching from one to the other. He began to kiss his way down her taut stomach until he reached the elastic top of her short shorts. He gripped them at her hips and leaned back to slide the shorts down and off the petite woman’s legs. Chastity whimpered, as the older man completely disrobed her.
Stark leaned back a moment, taking in the site of the nude beauty. All pale smooth skin, no hairs to be seen, pink nipples capped small breasts, flattened to nearly nothing from lying on her back, a bald slit peeked from the mound between her legs. “Fucking gorgeous” he uttered, the girls face beamed. Stark lowered his mouth to her hip bone and slowly kissed around her pelvis and upper thighs, slowly narrowing in on her puffy mound.
Maggy peeked from the bathroom door, having changed into her bikini, watching the older man in a Hawaiian shirt and bathing shorts kissing his way around her naked daughter’s pussy. Her own pussy was dripping into her bikini bottom as she watched the drama unfolding.
Stark kissed the top of Chastity’s slit and then probed his tongue into the crease. The girl gasped and he felt her legs start to spread of her own will. He pushed them apart, opening her flower to his mouth and tongue and dove in, licking up her moistening juices and tasting her fresh pussy. She had small inner labia that he danced his tongue across, barely enough to suck into his mouth, his tongue probed lower, pushing into a small tight entrance, picking up more of her flavor. He circled his tongue around her pussy lips and clit some more and then pushed the whimpering girl’s knees up toward her chest. Her tight pink asshole rotated up toward his mouth and he let his lips and tongue cover her nether hole, like he’d done with her pussy. His tongue pushed and explored her little asshole. He was pleased to feel that though tight, it allowed his tongue to penetrate it.
Maggy watched Stark’s mouth cover her daughter's entire pussy and then push her legs up and start to eat her asshole. Her fingers had pulled her bikini to the side to allow her fingers access to her clit. Her pussy was drenched in her clear viscous pussy grool. She watched as he went back to concentrating on her daughter’s clit. He clearly knew what he was doing as she saw Chastity’s face become lost in an orgasm.
Stark felt the girl cum, her body tense and quiver, her audible squeals and “oh god’s” and “daddy”s. Her hand’s gripped his head as he worked her pussy petals and clit in his mouth, not letting up, driving her from the first orgasm to another. When her hips bucked uncontrollably, back arching and legs shooting out straight, he pulled back and looked down upon the twitching girl. It was time for his own satisfaction. He began to unbutton his shirt.
Maggy saw her daughter’s body wracking in the throws of orgasm, and then when she saw Stark’s eyes, staring at her daughter like a hungry wolf as he started taking his shirt off, decided it was time to get involved. She stepped from the bathroom and came up beside the man kneeling on his bed overlooking her daughter.
“Let me help you Daddy” she said to him, her hands reaching from behind him to unbutton his shirt.
Stark was almost surprised by the sudden presence of the mother, so caught up in wanting to fuck the daughter. He glanced at Maggy and basically just grunted agreement. He let the woman pull the shirt from his broad shoulders, then stood up to remove his swim trunks. Maggy pulled them down for him, he was now naked, standing between the outstretched feet of the girl laying on his bed.
Maggy grabbed his thick pole from behind, her hand barely able to circle his girth. “If I let you fuck her, will you eat my pussy like you ate hers?” she whispered in his ear.
“I’ll eat your pussy like its my dinner” he grunted “now let me have that tight little pussy before I explode”
“Let me put it in for you” the older of the two women stated. She knelt onto the bed, holding Stark’s member in one hand.
Stark dropped to his knees on the bed and pushed the girl's knees up, exposing and opening Chastity’s pink flower, his cock moved toward her plump slippery lips. Maggy’s hand was mid shaft and guided him forward, she stopped to pump his cock and slide the head around her daughter’s labia.
“Daddy’s going to fuck you baby girl” she said to her daughter. The two women’s eyes met and Chastity gave a submissive nod.
Stark pushed his hips forward and Maggy used one hand to hold her daughter’s lips open and the other to guide his cockhead into the small opening.
“Oh fuck” grunted Stark as he pushed into the tight pussy. He rocked his hips a few thrusts pushing in a couple inches, and then a couple more.
“Is she tight Daddy?” asked Maggy
“Oh fuck yes” he answered, he held the girls knees in his hands and pushed forward, burying his entire length inside the tight pussy, mashing hard up against her cervix.
Chastity clenched up and gasped at the deep intrusion. Stark began to fuck her in long slow strokes. Maggy was on her knees beside Stark, one hand on his chest, the other on his back, as if trying to be there to control the pace of her daughter’s ravaging.
Stark was in heaven inside the tight woman. His pace quickened a little, he leaned forward on his hands and knees now, looking down into the beautiful woman’s face. He kept stroking long and deep into her tight pussy. He was using her for his own pleasure now, he didn’t particularly care that she was starting to build to another orgasm.
Maggy watched the man lean over her daughter. He looked so big compared to her small frame. His legs looked to be all muscle and his ass rose and fell as he plowed into her girl. She moved her hand from his back down across his thrusting buttocks and slid between to grasp his swinging balls. They felt so big and full to her hand, she was only able to hold one large nut in her hand as the other swung alongside.
Stark grunted at the feel of Maggy clutching his ballsack. He wasn’t going to last much longer. “Oh fuck” he grunted again. “Take daddy’s cock baby girl” he shouted as his pace began to quicken.
Chastity wrapped her legs around his back and pulled him down to her body with her arms around him as well, fully open to his thrusts. She no longer felt his heavy balls slapping against her asshole, but didn’t know it was because her mother was clutching them in her hand. Her own body was quivering as her orgasm washed over her.
“Cum in her daddy” panted Maggy, she could feel his balls tightening up, preparing to gush a torrent of sperm filled cum into her daughter's unprotected cunt.
Stark let out a roar as a week’s sexual anticipation released itself like a dam burst. His body shook as every muscle in his body fired off along with the first jet of cum. His hot sperm blew into the young woman’s womb and coated her insides. He shook and groaned as his cock pulsed several more gouts of cum into the young lady.
Maggy was panting herself, horny, desperate for her own release, jealous she wasn’t the one on the end of Stark’s cock, proud that the handsome older man found her daughter so desirable, hopeful that she’d found a man to take care of her and her daughter. So many feelings washed over her as Stark rolled off her daughter, his big cock pulled from her daughter’s cunt and flopped onto his thigh. His cock and shaven pelvis glistened with her juices, her daughter’s wet pussy gaped open slightly from the big cock, white cum visible at the entrance.
Chastity lay with her eyes closed, still embracing the afterglow of her orgasm. Stark lay on his back next to her, he looked up at Maggy, trying to read the expression on her face. He saw desire and indecision and decided to help her out.
“Clean us up.” He commanded the woman. Her eyes met his, still there remained the look of unsurety. “With your tongue” he added. “Take care of her, then you can take care of me.”
Maggy gave a slight nod, she clearly liked to be in control, but she also knew she sometimes needed a man to command her. She quickly took her place between Chastity’s legs and did her best to clean all the clear slickness of her daughter’s grool. It tasted like her own, she noted. Then she dipped her tongue into her daughter’s slowing closing cunt to lick and suck Stark’s cum from her daughter. In her mind she turned the ick factor into a mother’s responsibility to protect her daughter from an unwanted pregnancy and did everything she could to drain and clean her daughter’s cunt of the older man’s cum. She didn’t spend any extra time cleaning her daughter’s clit, she wasn’t a dike, she told herself. Once satisfied she moved away from her daughter.
“Now me.” Stark instructed. He’d been watching Maggy try to shove her face up her daughter’s cunt trying to retrieve every last drop of his cum, with a certain level of satisfaction.
Maggy switched over to Stark, and licked all around his shorn balls and belly, she sucked his mostly flaccid cock into her mouth and gave him a good tongue bath. Even though the man had just cum, she felt him begin to re-inflate. She debated about sucking him off or letting him fuck her, but decided she’d probably be best served trying to tease him for the rest of the afternoon and them only let him cum when she felt a measure of control over him.
Stark watched the woman cleaning his pelvis, balls and cock and when she sucked the entirety of his half deflated cock into her mouth, he felt himself begin to swell. Maggy’s lips were mashed against his pelvis as her tongue lapped at the top of his balls when his shaft began its own exploration of the back of her throat. She stayed fully buried, feeling his prong swell and lengthen past her gag reflex and into her throat. Breathing through her nose until that was no longer possible, and then held on for a bit more.
“Oh fuck” Stark groaned, he couldn’t see where his cock was, but it felt incredible. Finally Maggy pulled off, and to his surprise, he saw that his cock had reached full extension while being completely sheathed within the woman’s throat.
“Oh my god” Chastity said in surprise, eyes wide at what her mother had been able to accomplish.
“Can we go swimming now?” Maggy asked with a coy smile. Her face was completely flushed.
The three of them, all sweaty for slightly different reasons, put on their suits and went out to the backyard oasis that was Stark’s pool.