He first saw her when walking from his chaise lounge toward the pool. His wife declined to come swim, wanting to relax and soak up the Hawaiian sun. Autumn was advancing back home, and the beauty and warmth of this tropical location were intoxicating. Michael’s company had brought them here on business, and having traveled all that distance they weren’t about to let the opportunity to extend the trip pass them by. Amy had been his “plus one” for the business portion of the trip, having recently decided to give up the working world herself. They didn’t need the income, having built a comfortable nest egg and able to live a nice lifestyle on Michael’s current compensation.
They had been married for thirty years, empty nesters for three now. Both led active lives and were athletic – skiing in winter, tennis and running in the warmer weather months, and gym rats all year round. Lately Amy had convinced Michael to try yoga. Their bodies belied their late fifties ages as their lifestyle had them both looking youthful and fit. Their sex life was still robust, but like most couples their age, time and familiarity had taken a bit of a toll, and likely neither would have said it was highly exciting. For his part, Michael had become a voracious connoisseur of pornography in his private moments, and masturbation had overtaken copulation as his most frequent sexual activity. Although he had been tempted from time to time, he had remained faithful, unless “lusting in one’s heart” was an act of infidelity.
Still, here at the resort, he had been treated to a dizzying display of attractive flesh, in various stages of skimpy attire. Many were young couples, some no doubt newlyweds, some attractive MILFs like Amy, and some nubiles in their teens and early twenties. Michael wandered the pool area in a constant state of arousal by day, and back in the room he fucked Amy with a ferocity that was lacking back home.
They had chosen a seating area overlooking the ocean rather than the pool, and so Michael had to navigate his way through and around lots of people on his way to take his dip. As he rounded a corner and descended several steps, a vision in a skimpy white bikini, lying on her back, stretched out in a semi-private area directly ahead of him.
“Holy shit,” he thought. “She is adorable, and so sexy.” By the look of it, she couldn’t have been out of her teens. Her long tresses, bleached by the sun, cascaded over her shoulders. Her top barely concealed her breasts, which he estimated to be 34B. His eyes swept down her flat belly toward her bottom, which also scarcely covered her and gave ample hints of the treasure that lay beneath. And that face. Angelic, almost. And yet complex. Girl next door. Someone’s daughter. Wicked nymph?
Michael realized he had stopped walking. He stood transfixed, a stirring in his nether region. And then she sat up. It was only then that he could see just how perfect she was. Runway-model waif thin, but not emaciated. Her back was incredibly long, and curved down to what appeared to be the tightest ass on the planet, her thong allowing a clear view of the round, firm cheeks.
She stood, turned toward him, and caught his eye. Or, that is, caught him staring. Startled and embarrassed, he quickly looked away and hurried off in the direction of the pool. Diving in, he swam beneath the water and felt it wash over him. He realized his heart was pounding. He surfaced and swam to the wall where he rested and tried to shake it off.
Michael remained in the pool, his body relaxed and his emotional equilibrium slowly returning. He swam lazily around. As he turned he almost bumped into her. The self-same young woman. Startled again, he stammered an apology. She responded with a slight giggle, telling him it was nothing. He swam away toward the wall. She followed.
Michael rested with his back to the wall and his arms draped over the edge of the pool. She swam up, stood before him, and flashed a smile. His heart resumed its pounding.
Without another word, she walked past him toward the pool steps and rose out of the water. What little there was of her suit clung tightly to her, and he turned to watch as she slowly walked away. Just before she turned the corner and out of sight, he thought he caught her glancing back over her shoulder toward him.
Later that afternoon, when they returned to their room, he attacked Amy, bending her over the bed and ramming into her, eventually depositing a fresh load inside his wife. She kissed him passionately. “That was nice,” she cooed. “What got you so turned on?”
Michael lied and said “you, babe. You look so good in that bathing suit and your new tan. I couldn’t wait to get you back up here.”
But the truth was that the entire time he was fucking Amy, he was thinking about the girl from the pool. Imagining it was her ass, her tight teen pussy accepting his cock. His orgasm was blinding in its intensity.
Michael showered before dinner and found himself getting hard again. As he soaped his groin, he closed a lathered fist around his cock and began to pump gently, his eyes closed, a picture of her in his imagination. His rock became rigid and his pumping increased in intensity. He could feel another load of cum boiling up from his balls, and he shot a violent series of spurts across the shower, where they hit the wall and dribbled slowly down the tiles. The volume and intensity frightened him a bit, not to mention the quickness with which he had recovered. He was breathing heavily and his mind was spinning.
She was in his head now.
The next morning, Michael and Amy headed to the beach for yoga. As they stretched their mats out on the firm sand, Michael glanced to his right and his heart skipped a beat. In the row in front of him to his right, the girl was rolling her mat out. Her yoga tights clung to her firm ass and toned thighs. She wore a cropped top that exposed her bare midriff. Amy was to his left.
As the class proceeded, Michael was tempted to steal glances whenever he could. The distraction was maddening. He could barely focus on the instructor’s direction and sleepwalked through the session. Every glance he made in the girl’s direction was mesmerizing, and his imagination began to race.
The class ended, and he realized that he needed to stop stealing glances in her direction, lest Amy notice. Fortunately, as he gathered his things, he saw Amy chatting up the man to her left. He was relieved that his distraction had gone unnoticed.
Over breakfast on the patio, they compared plans for the day. Amy reminded him that she had booked a spa appointment for late morning, followed by a nutrition class over a late lunch. She apologized that she would be gone for three hours and hoped he wouldn’t mind. Michael assured her that he was fine with her plans, allowing that he was happy that she was able to spend some time indulging herself. After all, that’s what vacations are for, he reminded her. She gave him a kiss as she rose to go to the room and dress for her spa day.
Michael decided to head to the pool and stake out a good seat early. He walked around the perimeter of the complex, where the best seats were located, and was disappointed to find that the area was already very crowded. He continued to wander around when he heard a voice.
:”Looking for a good seat?”
He turned and found himself face to face with her.
“Yes, and not having much luck,” he replied awkwardly.
“Follow me, there was a chaise in the section where I am that might still be available,” she offered.
Michael followed her toward the same area where he had seen her the day before. It appeared to be semi-private. There was indeed an empty spot.
“Oh, perfect, it’s still there. And it’s right next to mine,” she said.
Michael laid his towel, sunscreen, phone and book out. The furniture in this section was less densely packed, and it seemed quieter. Plus, there were no screaming kids.
“Isn’t this some kind of exclusive area that you need to sign up for,” Michael asked.
“It is. In fact, the chaise you’re sitting on is my dad’s. That’s how I knew it would be available. He’s off playing golf. My mom’s at the spa for the day. We’re hardly ever all three here at the same time, so we only reserved two seats, for the week. It’s really nice not to worry about where you’re going to sit.”
“Well, I’m lucky then. I should thank you. My name is Michael, by the way.”
“Nice to meet you Michael. I’m Ali.”
“That’s a nice name. What’s it short for?”
“Allison.”
“Mmmm. Very nice as well.”
“Yes, it’s a good name, but I prefer something a little less formal. I’m not much on formality.”
“Well, it is a pleasure meeting you, Ali.” Michael replied as he settled in next to her. “And thank you again for sharing your spot.”
A few minutes later, as the sun began to bake him, Michael decided to head to the pool for a swim. As if reading his mind, Ali turned toward him and began to rise from her seat. “I’m going to take a dip. I’d love some company. Want to join me?”
Michael was dumbfounded, but readily accepted the invitation. Ali scampered ahead, giving him a nice view of her backside. He could feel his cock beginning to grow in his swim trunks and was glad to dive in to hide the bulge.
“Over here,” Ali called. She had swum to a secluded spot behind the fountain and near the waterfall. Michael swam over to her and she patted the ledge where she was sitting, motioning for him to sit next to her. He perched himself up, taking care to leave a discreet space between them.
Michael looked at her and asked “so, you’re in school?”
“Yes, sophomore year of college,” she gushed and flashed a proud smile. “I’m pursuing an independent study project this semester, so I had the flexibility to come here with my parents for the week. I just have to log in and do a few hours of work each day. You’re here with your wife, aren’t you?”
“Yes, in fact I am. You noticed?”
“I’ve seen you both at the pool, and at yoga this morning. She’s quite attractive. You’re a lucky man.”
Michael was at a loss for words. All he could think was to respond “yes, she is. You’re quite kind to say that.”
“Well, I meant it. You two make a lovely couple.”
“I guess I’ll take that as a compliment,” Michael replied.
“I meant it to be one,” Ali responded. “You’re a very attractive man.”
Michael noticed that her leg was touching his. He hadn’t seen her move. She leaned in, her shoulder touching his as well. Her face was close. Too close.
“I have a thing for older men. Maybe it’s a daddy complex,” she giggled.
Michael found his arousal growing, and with it his confidence. Two could play this game.
“And why would that be,” he asked.
“Because they are better lovers.”
“And this is a theory of yours?”
“Oh no, I’ve proven it out,” she teased.
“Have you now,” he parried back.
“Yes. You know what you want. I could see that in your eyes yesterday at the pool.”
She leaned even closer. “Your wife – where is she?”
Michael considered the possibilities. “She’s having a spa day.”
“So she won’t be back until… when?”
“Midafternoon, I expect.,” Michael replied.
“Why don’t we go somewhere more private,” Ali suggested.
“Your room?”
“I was thinking it would be fun to see where you and your wife are staying,” came the naughty response. “Let’s go dry off, lay out for a few minutes, and figure this out. That is, unless you aren’t that kind of man.”
Michael’s heart was racing. He estimated the time to be around 10:30; he had a safe window of at least a few hours. Was he crazy? He had never seriously thought of cheating on Amy. Sure, there had been plenty of fantasies, including his jerking off in the shower yesterday, but nothing more than that. And yet, here it was, right in front of him. A now or never opportunity. Perhaps it was the setting, the distance from home. Or perhaps it was the delicious, wicked naughtiness of it all. He took a deep breath, let it out, and followed her out of the pool.
Fifteen minutes later he was walking into his room, Ali following him down the hall at a discrete distance. She slipped the “do not disturb” sign on the door handle and securely locked the door behind her. Michael pressed her up against the wall and for the first time they actually touched, their mouths opening and tongues dancing, his body firmly against hers. His erection pressed against her through his shorts, and she let out a little whimper.
Michael was a man possessed. He practically tore her top off, exposing her small breasts, their creamy whiteness in stark contrast to her tanned skin. Her pert nipples stood out erectly from the small areolas that surrounded them, a testament to her already-aroused state. He pinched, twisted, and squeezed them and she cried out in pain and delight. “Oh, you know what I like, don’t you,” she whispered.
“I know you. You’re a dirty little slut, aren’t you?” He grabbed her, threw her on the bed, and slid her bottom off. Her perfectly bald pussy beckoned, but he had other ideas. He ripped off his trunks and began to slap her clit with his engorged member. She let out a yelp, but he quickly moved up to kneel beside her, presenting his cock for her to wrap her hand around. “Spit on it,” he commanded, and she complied, as he thrust two fingers into her and found her g-spot.
Ali pumped his cock while he continued to finger fuck her. Her eyes were wide, and her mouth watered. Michael grabbed her head and guided her mouth to his rock-hard cock. She complied, and he thrust it roughly into her eager mouth and down her throat. His cock, already sensitive, began to build toward a climax, but he wasn’t ready to release yet. He pulled out of her mouth as she screamed into her first orgasm from his fingering. Pulling his fingers from her, he dove between her widespread slender legs and spat on her clit before flicking his tongue across it. He attacked her with his mouth, licking up and down her slit, probing into her cunt with his tongue, circling around her clit, and taking it into his mouth with a gentle sucking motion, all the while applying pressure to her pelvic bone. Soon another strong orgasm was tearing through her, her back arching and then her entire body quivering uncontrollably. Without bothering to ask about birth control, he slammed his cock into her drenched pussy and began to pound her mercilessly.
“That’s it, fuck me hard. I love how your married cock feels inside me. I love that you’re cheating with me,” she screamed as another climax overtook her. He watched as his cock, slick with her juices, slid in and out of her young snatch. The sight below him, combined with the tightness with which she gripped him, was more than he could take. Looking at her face in beautiful agony, her small, perfect breasts, long belly and slim legs, he let his orgasm build to climax.
He announced his impending explosion, and was met with a pleading cry. “Cum in me. Give me your cum. I need all of it, deep inside me!” That was enough to send him over the edge, and he emptied a torrent of his fluid deep into her with a roar. The first spurt that hit her cervix brought her crashing down with even greater intensity, and she screamed out for the entire island to hear as she wrapped her legs tightly around him and pulled him even more deeply into her body.
Michael saw stars, nearly blacking out as he ejaculated into Ali. He continued to pump his cock, still rock hard, and brought her to yet another orgasm. Slowly, he quieted the pace, gazing into her eyes and kissing her deeply. They were both panting and sweating.
“Holy shit. Holy shit! Holy SHIT!” Ali cried out over and over. “I have never, ever been fucked like that. Oh my god! That was incredible!”
Michael gazed down at her and smiled. “That was fucking hot,” was all he could manage in reply.
He pulled out and a small river of his cum, mixed with hers, poured out between her legs and pooled on the bedspread below, spreading and making a wet spot the size of a grapefruit.
Michael glanced at the clock. Plenty of time remained for them to cuddle, nuzzle, and go at it again, which they did, with reckless abandon, all over the room, in every position imaginable. He finished on her body this time, and rather than clean up she rubbed it into her skin, telling him she wanted to wear him for the rest of the day.
Finally, he told her she would have to leave. He needed to get his mind straight and put things right in the room.
“Housekeeping, how may I help you?”
“I need my room made up right away.”
“Someone will be there shortly.”
