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Thank you to PennyCC and other Literotica members for inspiring different elements of this semi-fictionalized story.
"Penny, I need you to help me with something. I think it'll be good for both of us." Mark said as he sat down with a drink. "I've been meeting with an entrepreneur to help grow the business and me mentioned the idea of setting a 6 month goal that is both fiscal and physical. You know, the idea of getting in shape financially and physically."
He paused. "But you know I like to enjoy a good meal and I drink my share of beer so I think it would help me if we did it together. And maybe this would also then help me be a little sharper and disciplined with the business."
"If we both start exercising and eating better and we've done well at the end of 6 months, we can treat ourselves to a holiday at Christmas, you know, a nice beach resort somewhere away from the city. What do you think?"
"Well, I won't make any promises but I'll do my best, Mark." she started. "You know I've always lacked confidence in my body because of how people look at me sometimes."
"Penny, you know I love your body and I know a few men who've very much enjoyed it too. That's why I love that you started to dress up and expose yourself for me. If we can start to make bigger business profits, I can think of a lot of sexy outfits to buy you."
As a tall, curvy, 57 year old woman, Penny was getting reacquainted with her body so the challenge her husband presented was secretly something that she had wanted but couldn't quite find the motivation for on her own. Now, as she pondered the situation, she wondered if this might help them find their way back to a version of their youth when Mark had often shared her with other men. The thought gave her a chill and tingling sensation between her thighs.
Six months later, Penny stood before the bathroom mirror, admiring her new lingerie set, the underwire vastly overmatched by her 40DD breasts. She'd lost weight and looked different. Mark walked past her in the hall with a sidelong glance and a sly smile, but what struck her more was how often she'd caught men - young men, strangers - pausing to look at her, stare really.
On the last Saturday of November, they hosted a small holiday party for clients and friends, a kind of dry run for their vacation, and Mark insisted she wear something revealing to show off her changing body, something to "give the guys a little holiday thrill."
Penny chose a body-hugging red velvet dress with a plunging neckline that made the most of her cleavage, plus a new pair of ultra-sheer black hose she'd bought on a whim. She felt her nipples pushing insubordinately at the fabric the moment she zipped herself in, her thighs tingling in anticipation of some attention from her husband. When she entered the party with Mark, arm-in-arm, she noticed how men's conversations stuttered mid-sentence as they saw he tit-flesh shake as she laughed at their bad jokes. It was exactly the kind of display Mark cherished.
Mark kept her close at first, parading her around the room like a trophy he enjoyed showing off. Every time someone complimented Penny or eyed her, he'd pull her into his side and casually fondle some part of her, as if to say, "She's mine, but you can look and see how available she is." It was thrilling to feel the eyes of these men on her and to sense the jealousy of some of their wives.
One client who had had a little too much to drink couldn't help himself and at the end of the night approached Penny to tell her, "You're an incredibly sexy woman. I want to kiss you..."
She felt Mark's hand come to rest on her lower back, at once possessive and offering. "Go ahead, Jeff," Mark said, voice steady. "If Penny wants it..."
People were cleaning up plates, gathering coats, but here in the corner by the guest bathroom a little bubble inflated around them. Penny's face went hot, her skin prickling under Jeff's gaze. She could feel herself getting wet as she let him draw near. His lips tasted faintly of wine, but his confidence was sober and deliberate. He kissed her, softly at first and then with growing hunger, a long, slow, married-man's kiss.
At the edge of her vision, Penny saw Mark watching, his eyes heavy with lust and pride. Jeff's hands were trembling where they landed on her bare arms, his fingers tracing the soft line from shoulder to elbow. She let him pull her in, felt his chest press against her breasts. Wanting him to grope her, Penny slipped her tongue in his mouth, much to her husband's delight.
This gave Jeff some courage as he cupped Penny's ass to grind into her crotch and thrust a little. It was clear he was hard which made Penny smile. Pulling back, she reached for his cock through his pants. Stroking it gentle, she said, "If you're a good client, there may be a holiday bonus for you this year Jeff."
Just then, some other guests approached them to say goodbye. Mark intercepted them to give Penny and Jeff a moment to regain their composure. That ended the encounter for the time being but Penny had a feeling she might see Jeff in the office sometime soon...
The attention Penny got at the party motivated her to exercise even harder in the final month before Christmas and she found herself having more sexual thoughts throughout the days. She imagined getting fucked by Jeff on her desk at work, sucking a new potential client's cock in the back room to get his business, getting fucked by a stranger in the bathroom at the local pub.
All of this led Penny happily toward the end of the year, looking forward to some time with her husband at a beach resort. On the first full day of their vacation, Mark told Penny to be ready to go the beach after lunch. He also asked her to shave her pussy bald for him because it was a special occasion. This peaked her interest and she fulfilled his request, loving the feeling of her slick pussy lips as the razor made her bald.
As they parked the car, Penny noticed a sign that made it clear that they were at a nude beach. "Mark, what are you up to honey?" she asked, a little nervous.
"I thought you might want to sun your entire body and show yourself for me." Mark responded intently. "You don't have to go naked if you don't want but you know I want you to..."
Penny, reluctant but excited, followed Mark as he chose a spot to set up for the afternoon. He quickly set up the lightweight, portable shade canopy which provided them with a good amount of privacy and shelter from the sun.
"I got this so we could have a little privacy in case you wanted to get used to being naked out here... also prevent sunburn on those parts that rarely see the sun."
Mark was pretty quick to strip naked and enjoy the freedom of having his dick out in the sun. Penny, however, kept her swimsuit on and looked around to see what everyone else was doing. Clothing optional was definitely the situation as there were people of all shapes and sizes in every state of undress possible on the beach.
Soon enough, Penny felt more comfortable and with her husband's loving encouragement, she removed her top, exposing her massive breasts. Her nipples were immediately hard but since none of the other topless women around cared, she decided there was no reason to care.
Hoping to help his wife get more comfortable, Mark opened a beer for Penny. "This will help you cool off. You're looking awfully hot over there with those amazing tits on display. Look at what you're doing to my cock."
Penny took the beer and noting that Mark's cock was coming alive, took a big swallow. She had always loved being exposed but this was a new level, both thrilling and nerve wracking which caused her to drink her beer more quickly than normal for her.
Seeing Mark's cock get hard for anyone to see also got her excited and soon she was sipping her second beer of the afternoon, feeling much less inhibited. "I would suck your cock Mark, but there are a few too many people around." Penny said seductively.
"I think people will start leaving soon to get ready for dinner. Maybe then..." Mark stroked his cock a few times and shifted position to look out at the ocean then back at his wife. "Strip for me, beautiful. Penny, you've been working hard at getting your body in shape. You should show it off. People can't see too much under this canopy anyway."
Feeling the encouragement of the second beer, Penny pulled the white sheer cover she wore over her swimsuit from a bag. But instead of putting it on, she stripped out of her bathing suit. "Is this what you wanted Mark? Your wife naked on the beach?"
"Yes," Mark smiled.
Just then, a man walked by surprising them. "G'day," he said nonchalantly as he eyed Penny's expose body. For her part, Penny noted the curve in the man's penis and wondered what it looked like hard.
Standing up, Penny's full body was exposed for anyone to see. She bent over and picked up the sheer cover and put it on. "I have to admit Mark, this does feel good and it reminds me of our younger years when we used to play around fairly regularly."
"Well, I know at least one guy who would love to fuck my wife and I'm sure any number of the guys on this beach would love a go at you..." Mark added. "Maybe we should ring in the new year with him next week. See what the thought is doing to me?" Mark's cock was semi-hard and getting harder.
Just then, Mark's phone started buzzing so he picked it up. "Hello.... What?... Oh, shit. I know... Yes, of course this happens right before Christmas. I will take care of it but I need to get to my computer. Give me about 20 minutes. Ok I will call you then."
"Bloody hell. Something's happened with online order and I need to get to my computer to fix it." Mark said in exasperation to Penny as he put on his shorts.
"Oh, okay, let's go back to the hotel and take care of it." Penny said, moving to get packed up.
"No, Penny you stay here and enjoy the beach. You just started getting comfortable here and think of you waiting like this for me will motivate me to take care of this faster. I want you to enjoy this holiday and I will be right back." Mark urged as he walked back to the car.
As Penny laid back in the sun under the canopy, she started to enjoy the thought of being there on the beach naked by herself. She could feel herself get wet and was tempted to finger her pussy but thought better of it and grabbed another beer instead.
A few sips later, Penny felt emboldened and decided to take a walk down the beach with her sheer cover on. It didn't hide much but made her feel a little more comfortable. 15 minutes later, she was starting to perspire so she turned back, walking along the shoreline, letting her feet get wet to cool off.
There weren't too many people on the beach at this point it being near dinner time so Penny decided to throw off the cover and swim for a few minutes. The water was invigorating and her nipples were immediately erect as she splashed around. She felt like a kid again for a few minutes, losing track of all concerns.
When she returned to her semi-secluded sunshade, she saw three young men horsing around near her spot. They were playing their own rowdy version of Australian Rules Football, knocking each other around, dressed only in "budgy smugglers."
Penny took her time getting back to her spot where she dried off and sat down. Peering over her sun glasses, she watched the young men rough house and she scrolled through her phone to text Mark.
She was suddenly interrupted when she heard a smacking sound and groan as one of the young men got knocked down hard and their ball bounced toward Penny. The blonde haired boy who had knocked down his friend jogged over to retrieve the ball, Penny noticing the swinging of his package as he approached her.
"Oh, uh, sorry miss. Didn't mean to startle you or invade your privacy. I, uh, just, uh... Wow! Getting our ball... and... G'day." Paul stammered in awe of Penny's naked tits.
Penny watched as Paul returned to his friends and she could tell he was saying something about her because they kept looking in her direction.
Paying them no mind, Penny began to reapply her sunscreen and then thought to text Mark. But her greasy hands wouldn't activate her phone so she threw it aside and closed her eyes to soak in the sun.
She was starting to doze off when again, the football landed near her, this time with all three boys in pursuit. Penny sat up abruptly but didn't bother to cover herself. Shading her eyes from the sun, Penny couldn't help but admire the bulges in their trunks.
"Sorry again miss. The boys and I don't seem to be able to control our game today." Paul said. He was clearly the leader of the group and by far the most fit. "I'm Paul and this is Jack. And that's Leo."
"Hmm, well I'm Penny." She responded. Unconsciously, or maybe on purpose, she wasn't certain, her body posture opened up and noticed she was spreading her legs a little, revealing her shaved pussy.
Jack, the biggest and burliest of the boys, couldn't take his eyes from Penny. "Uh, Penny, mind if we join you here. It's so hot out in the sun and you have an incredible, uh, little setup here. I think we can fit."
"Oh, I don't know Jack. Why would you boys want to hang around with an old woman like me." Penny was a little anxious but also wondering where things might lead.
"Well, uh, I personally love older women, especially when they are as shapely as you." He said as he sat next to Penny. "You are beautiful and I bet you taste good if I can be so forward." He added as he reached for her thigh.
Frozen, Penny didn't know how to respond and let Jack's hand caress her thigh. "Well, um, my husband should be back any moment. But um, I don't think he would mind... If you sat down with me for a bit." Penny's mind flashed back to the times when Mark had shared her, but never like this with such young fit men.
Paul and Leo sat close to Penny, surrounding her on all sides as Jack moved in front of her on his knees. Penny felt anxious but not nervous, maybe more excited than scared given the fact that these boys seemed polite if still rough around the edges.
"We saw you swimming out there in the surf and thought you might like some attention Penny." Paul said provocatively. "When I saw you up close, I had to say something to the guys because Jack here loves to eat pussy and Leo has a thing for big tits like yours."
"Oh? and what about you Paul?" Penny provoked as Jack's hand crept up her thigh.
"What do you like in a woman?"
"Me? I love being inside of a woman. I love making them happy." He offered with a smile.
Penny laughed, "Oh really, we'll I think I should get back to the hotel for dinner. You are such nice lads though."
Jack, always the least able to control himself was suddenly between Penny's thighs, completely intoxicated by her wet, bald pussy. He looked her in the eyes and then was licking all around her lips and hole as if he could never get enough.
Penny was caught off guard and moaned in response. The sound of her deep sighs and moans only made him slurp at her hot wet slit with intensity.
"Ohhh... DON'T!... Oh... Shit... that feels so good!" Penny moaned involuntarily. "Yes, ugh... keep going."
As Jack continued devouring her pussy, Penny felt Leo get behind her to pull her arms back, holding her until she was laying back on him, his hard-on against her, his hands mauling at her enormous tits, his mouth all over her neck.
The hands of three boys were on her at once - Jack's tongue flickering into her cunt, Leo grasping at her breasts, his mouth hot on the side of her neck, and Paul, kneeling by her head, whispering filth and praise in equal measure. "You want your body worked over don't you Penny. Worked over for everyone to see as you cum."
She tried not to think about what beachgoers might see - or perhaps she wanted them to see - to know exactly the power she had over these sun-kissed young men. Her body responded to them as if something dormant and primordial in her had reawakened.
Paul had his hand on her face, turning it toward him, holding her gaze steady. "You're beautiful, Penny. I want to watch you cum, then I want to show you how good I can make you feel." He pressed his cock, far too hard and large now to be hidden by skimpy swim trunks, against her cheek and she opened her mouth to lick the tip from beneath as he traced her lips. She tasted his salt and sweat, the ocean on his skin.
Behind her, Leo's grip tightened as she writhed in pleasure, the new sensation of Jack's tongue hammering at her clit nearly too much, but Leo's impatience got the better of him and soon both of his hands were pulling and tweaking her nipples until she groaned and shuddered, Leo grinding his cock against Penny's back.
Jack's tongue was relentless, his hands pushing Penny's thighs wider and wider. He worshipped her and Penny felt herself losing control. She was cumming, now, gasping, bucking, nearly choking on Paul's cock as he fed it into her mouth, his hands guiding her with steady, gentle rhythm.
She remembered, in flashes, the other times Mark had shared her with lovers and friends. She remembered feeling desired, but nothing like this. Suddenly, Penny felt cum splashing on her tits and realized that Jack had stopped eating her and was jerking off in front of her. Simultaneously, she felt a spot of wetness on her back and figured that Leo had cum in his trunks behind her.
Moving out of the way to recuperate, Leo and Jack smiled at one another in satisfaction. Moaning, Penny laid flat on her back looking at the ceiling of the canopy and at the sky beyond that. As her breath slowed, she saw and felt Paul climbing between her legs.
Taking it all in, he pushed down his trunks and got between Penny's legs, laying on top of her. "Spread for me baby." He whispered in her ear. "You're a sexy woman Penny. I know this is going to feel so good."
Paul began kissing Penny with deep tongue kisses as he rubbed his hard cock into her crotch, back and forth, teasing. "I think you want your pussy worked hard and you want to put on a show don't you? You want people to see and hear us as I ramrod your body don't you. Do you want my cock Penny?"
She did. She so desperately did. The ache of her orgasm lingered in her body and she was hungry for more. Her cheeks flushed; her nipples glistened with a mix of suntan oil, sweat, and what must have been Jack's cum. Her toes curled in the sand as she squirmed up under Paul's body, greedy for him. He pressed his mouth to hers again, tongue insistent, the taste of sweat and lust passing between them. He held her arms above her head as he let the head of his cock lodge at the entrance of wet pussy folds.
"Please, Paul," she murmured, shocked by the whimper in her voice, the begging that came so naturally at times like this. He grinned, biting her earlobe, and then he was inside her - a slow and deep thrust, so thick she gasped aloud.
She lost awareness of anything but the way her body stretched to take him, the way he filled her perfectly, every inch on display for anyone who might be watching. Paul's hands were sure, his grip strong, as she squirmed with pleasure.
With every thrust Penny's body clenched in pleasure. She wrapped her legs around him, pulling him deeper, relishing the fullness. Her mind fogged with lust and possibility - this could be every day, every week, every year if she wanted. She was a goddess, worshipped by young, beautiful men, free from expectations, her own pleasure the only goal.
Paul was locked deep in Penny's juicy cunt with her legs adding to his short thrusts. But he wanted more so he let go of Penny's wrists and held himself over her.
"Spread your legs for me." Penny complied but Paul wasn't satisfied. "Wider... Give her a hand boys."
With that, Jack and Leo took a leg each and spread Penny wider for their friend. They now had a close-up view of Paul's sexy assault on Penny's cunt and their cocks began to stir again. The new sensation of being stretched made Penny feel her body in a new way and she gave herself into all of the feelings, her tits shaking on her chest as Paul began to give her long smooth thrusts while holding himself in a push-up position.
"Look at my cock in you Penny. Quite a sight isn't it. Filling you, you're so tight and slick." Paul grunted as he continued to rhythmically fuck. "How does that feel baby?"
"So good, Paul. So big... You feel me everywhere, I can't even... Oh god, don't stop, don't stop, don't..." She felt her words melt into trembling whimpers as he began to really pound her, each stroke noisy and wet and deliberate.
"You're fucking me so good, Paul," she said, helpless, certain she was moaning too loudly for privacy but not caring. "More, oh, don't stop, keep showing them how to do it..."
Paul didn't just fuck her, he worshipped her his big cock, his blue eyes locked to her face, the whole world narrowing to the space between them. She saw herself reflected in him, a hungry, big beautiful woman, wanton with lust and abandon in this raw moment.
Jack and Leo knelt at Penny's sides, the three young men forming a triangle of attention around her. Jack kept one hand between her knees to keep her splayed, his other stroking his cock lazily as he watched Paul bury himself inside her again and again. Leo, emboldened by their earlier play, leaned in to suck one of Penny's big, tender nipples into his mouth while fondling the other.
Wanting to see and feel Penny cum again, Paul dropped his hand to where their bodies met, working her clit with a slow, insistent touch that nearly undid her each time he ground into her. The canopy was thick with the scent of sex, salt, and sweat, the boys muttering encouragement to her and to each other. "Fuck her harder, man, she loves it like that," Jack urged as he bent in for a taste of Penny's mouth, his tongue tasting hers.
Penny's vision blurred, the world a kaleidoscope of skin and light and sensation. She was barely human, more like some living totem of pleasure as Paul's thick cock and practiced hands built her toward another, impossible climax.
"Don't stop... don't you dare stop," she slurred, her voice hoarse, her cunt milking him, clinging, desperate and greedy. She could feel the orgasm start low and deep, and for a moment she thought she was going to pee. But instead, her pussy gushed on Paul's cock and she didn't know what was happening.
"Holy fuck, dude, you made her squirt!" Jack nearly shouted, eyes wide with awe. Leo's grip faltered as he watched the hot, gushing release; Penny's own body bucked and spasmed, her thighs shaking uncontrollably as Paul kept fucking her through the storm. The wet sound was obscene and beautiful and it spattered both their bodies, slicking Paul's cock, pooling on the beach towel.
For a moment, nobody spoke. Penny just laid there, blinking up at the blue triangle of sky through the tent roof, her chest rising and falling deeply. Then she laughed and trembled, in shock and pleasure.
Paul slowed his thrusts enough to lean in and kiss Penny deeply, his hands gentle as they brushed her hair and cheek. "You're amazing," he breathed into her ear. "I'm gonna have all of you."
She felt his cock throb inside her. He slowed but didn't stop. Instead, he took time to kiss Penny's collarbone, her mouth, her cheeks, fuck her gently but deeply until she collapsed exhausted. The others watched waiting for whatever was next.
"Best fuckin' show I've seen in my life, Penny," Jack said stroking his hard cock.
Paul decided that he wanted to fuck her ass next and grabbed the sunscreen for lubricant.
"I want you to remember this day in every part of your beautiful body Penny."
He eased out of her pussy, still achingly hard, then poured a thick stream of sunscreen directly into the crack of her ass. Penny breathed in through her nose and out her mouth, the idea of three fit young men using her body sending a new wave of sick delight through her. Paul worked the lotion in, teasing her puckered asshole with slippery fingers, then two at once, moving with practiced patience. She let the tension go, opening up to him, and moaned with anticipation as he slipped a third finger inside, stretching her farther still.
Penny had done anal before, but never like this, never outside, never with strangers, never with her audience waiting, cocks in hand, worshipful and greedy. She felt herself teetering on a line between humiliation and power. If Mark could only see her now, he'd be beside himself.
Paul pressed his cock to her ass, gliding the head up and down in the mess of cum and sunscreen. "Good girl," Paul murmured. "You want it, don't you? You want to be ruined by my cock."
"Ungh... Yes, fuck yes... please, Paul, please..." But she didn't even know what she was begging for, only that it wasn't enough. She wanted more.
Paul pressed the fat head of his cock to her ass and began thrusting. Slowly with short strokes at first, leaning down to kiss Penny as the boys held her legs back toward her shoulders, giving Paul complete access to her forbidden hole.
"Oh god, it hurts, please..." Penny whimpered, her tits crushed between their bodies now. "Almost, just move a little... more lube..."
Paul pulled back with his cock in her ass and held her ankles high. Leo took the opportunity to suck on her tits while Jack put his cock in her mouth for a few strokes.
Squirting more sunscreen on his cock and Penny's ass, Paul began thrusting again, now wanting to feel his own release.
The pressure was exquisite, like nothing she'd ever felt before. Penny's eyes rolled back as Paul stretched her in a long, slow push, the lube and remnants of her own cum easing the way. "That's it," Paul grunted with effort and desire. "God, you're so fucking tight, Penny." He bucked against her, hips rising and falling as Penny braced herself, the pain dissolving into pleasurable sensation. Jack held her shoulders steady, whispering encouragement into her ear: "You're a fucking perfect slut, Penny. Take it. Take all of him."
Leo fisted himself beside her, eyes locked on where Paul's cock was sunk deep into her, the sight pornographic.
Penny's body began to lose control which triggered a response in Paul. He slammed into her ass with force. Penny's moans were guttural, raw, the kind she used to be ashamed of but now wore with pride. She was a vessel for this pleasure, each thrust a confirmation she was alive, desirable, and wanted, in this moment, a slut goddess enjoying her body.
"Fuck, Penny, I'm gonna cum," Paul growled, fingers digging into her body, brutal and tender at the same time. He held her and let himself go, ropes of hot cum shooting into her, the slick fullness making her gasp, watching as he shuddered through his orgasm. His cock pulsed in her, and then he collapsed forward, his full weight pressing her down, sweat and sunscreen and semen slick between their skins.
Penny's body quaked again, another orgasm detonating somewhere in her core, so intense it left her weeping a little as she convulsed in pleasure.
The two others edged closer, their cocks out and rigid, one in each hand, the heat coming off their bodies palpable. Jack held her mouth open with, angling his own cock for her lips. She took him in, unable to resist, the urgent, raw taste of him in her mouth. Leo leaned over her, his fist pumping, and let his free hand roam her belly and tits. Suddenly, he shot off a load that coated her body as she lay there gasping. Jack joined his friend, stroking his cock hard and fast.
Having filled her married ass with his cum, Paul leaned back to take in the mess he and his friends had made with Penny.
Penny, laying there exhausted and dozing out of consciousness, felt herself being mounted again. "Oh, I don't know if I can take anymore boys." she moaned with her eyes closed against the sun.
None of them noticed at first when a shadow fell across their tangled bodies, or the quiet hush of a stranger stopping near the canopy, watching. Penny only opened her eyes when she heard a familiar voice.
"Enjoying yourself, love?" Mark asked. He was standing a polite distance away, phone in hand, a half-smile masking his disbelief and pride as he continued to record the escapades.
Penny's mind spun. She didn't expect this. She saw Mark's cock thickening in his shorts as he said, "Good girl. You came so much. I'm glad I captured some of it on video."
Paul looked up at Mark and smiled, then back to Penny, whose body was splayed out.
"Boys, I reckon it's time for the gentleman to have his turn." Paul said.
With all of the cum and juices leaking out of her holes, Penny opened her legs for her husband Mark, her diamond wedding ring glistening in the bright sun as she spread her thighs. Mark was so turned on that he gave his slut wife just a few hard thrusts before he added to the young cum already inside of his wife.
"Oh, I can't hold back. You put on such a good show with Paul and the boys." Mark grunted.
Hearing this as she lay there, Penny suddenly figured out that she had been set up... How else did Mark know Paul's name?
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