A Late-Night Pool Party for Two [Cheating] [M/F]

With a hot cup of tea in hand, I pulled open the sliding door and stepped out into the evening air. I walked to the edge of the deck, resting my arms on the banister, and taking in the picturesque view. The sun had officially made contact with the mountain peaks in the distance and an assortment of yellows and oranges spilled across the horizon. The familiar song of crickets and frogs emanated from the forest that sat just behind the houses on Woolly Pine Lane.

Many years of living in a loud, congested city had made nature seem almost magical. The serene nights, accompanied by a fresh cup of tea, had become something I looked forward to every day.

I lifted the cup and tested the tea with my lips before taking in the smallest of sips as to not burn myself.

As I lowered the cup, a slight movement caught my attention. I turned and saw on the other side of the fence, my neighbor, Ashley, standing on her back patio beside her pool. Her bare back was exposed to me as she attempted to wrangle her long, blonde hair into a bun. Her large breasts were visible on either side of her torso, jiggling slightly as she maneuvered her arms above her head.

I blinked several times to make sure that I was seeing correctly. While the fence was obscuring her from the waist down, and I could only see her from behind, I was fairly certain that she either topless or completely naked.

I held my breath as she delicately guided the remaining loose hairs into place before sliding a hairband off of her wrist and around the messy bundle. It plopped down softly atop her head as she lowered her arms.

Ashley was younger than me, although not by much. She was in her early thirties but thanks to her active lifestyle, had the body of a twenty-one-year-old.

She and her husband, Adam, had moved into the house directly adjacent to mine after the previous owners, Richard and Cynthia, had moved out. Their departure had been a vast improvement to the entire neighborhood.

Ashley and my wife, Elizabeth, despite seemingly having very little in common, had gotten along like old friends from day one. Elizabeth was a career-driven professional who preferred to spend her evenings silently reading underneath a cozy blanket, while Ashley was always training for some marathon or doing a dozen squats for no reason. Over time their interests had started meshing together and, before you knew it, the pair were going on morning jogs together and swapping the best books from their ever growing fiction collections.

Ashley took a few small steps away from the fence and as she did, more of her body revealed itself. While she was technically wearing bikini bottoms, they were little more than a couple of strings and did almost nothing to hide her toned, muscular ass. She stopped at the poolside table and picked up her phone. She opened her camera app and extended her arm out to take a selfie.

A brief moment of clarity reminded me of where I was. I turned back to make sure that I was alone before returning my attention to Ashley.

Even though our houses were at the end of the cup-de-sac and our backyards fairly isolated from the rest of the neighborhood, it was shocking to see Ashley so nonchalantly topless. In all my hours spent watching the sunset, I had never once seen her use her pool. Now she was standing there confidently like it was a normal thing.

I watched as she sauntered toward the deep end of the pool, stopping about six feet back from the edge. She stepped out of her Flip-flops and sat them to the side, giving me a great view of her ass as she bent over. She stood up, straightened her stance, and extended her arms out on either side of her. Slowly she began twisting her upper body left and right. Her large breasts swung with her, each time offering me a good side view. The shape of her nipples, stiffened by the chilly evening air, were barely visible as she turned.

I had always known that Ashley’s breasts were large, but seeing them swing so heavily from side to side really drove home the point. They were absolutely massive.

Suddenly aware that I had been staring at her for far too long, I turned quietly toward my home and crept back to the sliding door.

She stopped and gave her neck two rolls, once to the left and one to the right before squaring herself up with the pool. She steadied her breathing and took one deliberate step forward with her right leg. After pausing for a moment, she took two more quick steps and dove headfirst into the water.

With my hand on the handle, I watched and waited for her to reappear. She stayed submerged for several moments before finally popping out of the water to expel a lungful of air. She sucked in a fresh breath and dove back down staying longer this time.

With her submerged again I decided that it was probably best to get out now before my luck ran out. I stepped through the doorway and into the kitchen, sliding the door closed behind me.

I walked through to the living room where my wife was sitting, her face buried in the latest book club book.

She looked up at me, “You didn’t stay out there for very long. Did you forget something?”

My heart raced in my chest as I tried to speak steadily. “No, it’s just a bit chilly. And I still need to finish up a bit of work anyway.”

“Okay,” she said returning her eyes to her book, “just make sure you don’t get too wrapped up in it. Any idea what you want me for dinner?”

I shrugged my shoulders and started up the stairs, “anything you feel like making, I’ll feel like eating.”

When I reached the top of the stairs, I stepped into my office, closed my eyes and tried to clear my mind. The memory of Ashley’s tits swaying back and forth was playing on repeat. I pushed the though from my head.

I walked to my desk and sat the cup of tea beside my laptop. I raised the lid and up popped the spreadsheet I had been analyzing for the entire day. Somewhere in all those numbers was surely a transposed digit or a missing zero that would account for the discrepancy my boss had been stressing over for the better part of a week. I had gotten through nearly 400 invoices that day but still had another couple dozen to go before I called it a night. I pulled a disorderly stack of invoices out of my laptop bag and began rechecking the totals against the spreadsheet entries.

As I moved to the next page a muffled splash from outside my window caught my attention. For a brief moment I attempted to ignore it but my curiosity got the better of me. I flipped off the desk-lamp and stepped to the closed curtain. As carefully as possible I pulled aside the curtain until I had just enough space to see.

Through the tiny opening I saw her reemerge, her head bursting out of the water. Small streams ran from her hair down her face and neck. She wiped them away with the back of her hand and blew the water off of her lips.

Looking down from this angle I could see completely over the fence and into the pool. Through the distorted ripples of the water, I could make out the vague shape of her body below the water’s surface. The tops of her breasts floated to the surface.

I felt tingles of excitement run across my body as I watched her lunge into a breaststroke. Her muscular shoulders and back cut through the water as she propelled herself forward. After reaching the other end, she used the wall to push herself into a backstroke. Her breasts bobbed above the water as she swam, her round and perky nipples now clearly on display.

I felt myself becoming aroused as my penis pressed up against the thin fabric of my sleep-pants. I reached down and rubbed myself as I watched her.

After making several laps back and forth, Ashley stopped against the wall of the deepest end. Using the concrete lip of the pool, she pushed herself down into the water before rocketing up and twisting herself into a seated position with her back once again facing me and her legs dangling into the water. She kicked gently, causing small waves to sail across the water’s surface.

She raised her arms and released her hair. Her soaked, blond curls drop heavily onto her shoulders and she wrung them out gently. She lifted her legs from the water and stood tall. The Water droplets on her skin glistened in the evening light as her nipples sharpened to a point as the breeze bit at them.

Without realizing it, as I carefully watched her every move, I had begun putting more and more tension on the curtain until suddenly, with a loud pop, the rod broke free of the bracket and the entire curtain rod, along with the curtain, came crashing to the floor.

Ashley began to turn around and I dropped hard to the floor, praying that I had not been seen.

All was silent save for my heart which was beating rapidly in my chest.

“Are you okay?” Elizabeth shouted from the living room.

“Yes!” I replied in a hushed tone, “I just spilled a little tea on my laptop.”

“Do you need paper towels?”

“No, I have some. Thank you.”

For several moments I lay beneath the windowsill on my back, staring at the ceiling and wishing I could have been born with a bit more intelligence. After working up the courage to look, I lifted my head up and surveyed to the pool area.

Ashley was gone. The Water was completely still and there was no sign of her. I cursed to myself as I stood back up.

I hoisted the curtain rod back into place and plopped myself back at my desk. The accident had completely killed the mood and I was left with nothing to show for it but a small, wet dab of precum on the inside of my pants.

I considered jacking off or maybe even seeing if my wife was in the mood but ultimately decided that it was best for me to get back to work.

I had just started to dive back in when the doorbell rang.

I stood up and pressed my ear against the closed door to my office. I listened as my wife rose from the couch and walked to the front door. I heard the door open and the muffled voice of a woman speaking. I tried desperately to make out the words but they were too muffled.

I was interrupted by a shout from my wife, “David! Come here!”

I waited a moment before opening the door and starting down the stairs. As the doorway came into view, I saw Ashley and Elizabeth standing together. Ashley was covered in a full-length robe that was pulled right around her neck.

In that moment my heart sank. I knew that the jig was up and was mentally preparing to receive a well-deserved, double dose of pissed-off furry.

Elizabeth spoke, “David, Ashley lost her earring while swimming and she thinks it got sucked into the pool filter.”

I stood there, dumbfounded. Had she really not seen me? Was that all this was about? A tremendous feeling of relief washed over me.

“I completely forgot I was wearing them,” Ashley apologized.

“You know how to check a pool filter, right?” Elizabeth asked.

I nodded, “Most in-ground pools have a catch for solid objects. Let me grab a screwdriver from the garage and I’ll be right over.”

Ashley thanked me repeatedly as I finished descending the stairs and headed for the garage.

I couldn’t believe my luck. Somehow, she hadn’t seen me. I breathed a sigh of relief that I wouldn’t be sleeping on the cough that night.

From the garage I grabbed a couple screw drivers of varying lengths and a flashlight. The sun still hadn’t completely set but finding a tiny earring would surely be easier with some artificial illumination.

From the closet I slipped on my crocks and a hoodie and headed for the back door.

Ashley had already left but Elizabeth was standing at the door with her purse in her hand.

“I don’t really feel like cooking so I’m going to grab us some dinner while you are helping Ashley. Any idea what you would want?” She asked.

“I’m not even that hungry, how about some tacos?”

She thought for a moment before responding, “Sure, Taco Bell? It’s cheap.”

“That’s fine with me,” I said as I quickly kissed her, heading toward the door.

“Hey,” she said, stopping me in my tracks, “why don’t you invite Ashley and Adam to dinner this weekend while you’re over there? It’s been so long since we’ve all gotten together and the weather is supposed to be perfect this weekend.”

“Any day in particular?”

“Whichever day you think you’ll feel like grilling.”

I smiled at her, “Drive safe.”

I exited through the back sliding door and saw Ashley standing by the Tiki-bar with her phone in hand.

I walked down the steps and to the gate that separated mine and Elizabeth’s backyard from Ashley and Adam’s. From my left I saw my wife’s car backing out of the driveway. I waved to her and she flashed her high beams at me.

“Thank you, thank you, thank you. I really appreciate it, David.,” Ashley said as I stepped through the gate.

“It’s no problem whatsoever,” I assured her, heading toward the small covered pool-trap.

As I passed, I couldn’t help but notice that even in an oversized bathrobe Ashley’s figure was very pronounced. Her breasts and hips bulged against the material.

I found the cover to the trap and crouched over it. I pushed the screwdriver into the notched lip and twisted. The lid popped free with an audible, plastic click. I shined the flashlight into the skimmer basket and poked at the leaves within with the screwdriver.

Ashley appeared beside me with a mixed drink in each hand. She extended her arm, offering one of them to me.

“I know it’s not your normal evening tea, but it’s the least I can do for you helping me.”

I looked up at her and noticed that the rope used to tie her robe closed was hanging loose on either side of her. The robe remained mostly closed but instead of clinking to her body, it hung much more loosely than before.

I hesitated, thinking of the spreadsheets I still had to finish.

“It’s been a long time since I’ve had vodka but, fuck it, I guess it’s like riding a bike,” I said as I accepted it, immediately taking a large swig. The alcohol burned my mouth and throat as it went down. My eyes watered and I alternated between coughing and laughing.

Ashley laughed with me, a cute and genuine sounding laugh. “I think you just crashed your bike into a light pole.” She said before downing her drink without so much as a sour face.

“I guarantee yours had less vodka than mine,” I said as I took another sip. The sweet mixers did little to mask the distinct vodka taste but the second sip was certainly more tolerable than the first.

Ashley bent down beside me and stared into the trap. “See anything down there?” She asked curiously.

“Not a thing,” I said, pushing around more debris.

“We normally don’t let the trap get this dirty but Adam has been working so much lately that small tasks like this haven’t been getting done.”

As she squatted beside me her legs pulled the lower part of her robe apart revealing her milky white legs and bikini which seemed even more revealing up close. A small triangle of black fabric covered her pubic area poorly. I did my best to not look directly at her but my eyes were having trouble focusing on the task at hand.

She stood up and stretched her arms out. Her robe opened as she moved reveling a narrow strip of skin up the length of her body. The robe clung to her large breasts preventing it from opening fully but allowing me to see plenty.

I felt my heart rate increase and, between my legs, I felt my erection returning. I was still wearing the same fleece pants that offered very little in the way of boner camouflage. I looked away from her and into the trap but to be honest I had completely forgotten about the earring. My main goal was now to calm myself enough for my erection to go away.

“Hey, David,” she said.

I looked back up at her. She was now standing over me, so close that I was forced to look up between her breasts to make eye contact.

“Want a refill?” She asked, shaking the loose ice against the side of her cup.

I declined, “I really shouldn’t. Adam is not the only one working late. I still have some more work to get done before I call it a night.”

She stared down at me, her lips twisted into a crooked frown, “alright, but if you change your mind, let me know. Between the bar out here and the wine cellar inside, you have the better part of a liquor store available to you.”

“I appreciate it,” I said, returning to the hole.

I found the handle and pulled the trap from the ground. The long cylindrical basket slid out and I sat it on the concrete beside me. I tipped it onto its side allowing the contents to slip out. I poked through the small pile but still found nothing.

“Before I forget,” I said, as she stirred her second drink, “we would really like it if you and Adam came over for dinner this weekend. I was thinking maybe Friday?”

She lifted the drink and took a long sip. The cup of liquor disappeared in one, large gulp.

“I’ll have to ask Adam to make sure he’s free, but to be honest, if we don’t find this earring he may be in a bit of a sour mood for a while. He spent a small fortune on them for our anniversary and I know he’ll be pissed when he finds out that I’ve lost one.”

I continued spreading the leaves and shining the flashlight at different angles, watching for a sparkle.

“We’ll I don’t see it in here,” I said with a sign. “It’s possible that it didn’t get caught yet. Did you check to see if it sank to the bottom of the pool?”

She came walking back over towards me, her robe still hanging open and barely managing to cover her nipples, “I didn’t really think to check. I assumed it got sucked up already.”

“I’m thinking it might still be in the pool,” I said, mindlessly pushing the pile of debris around and trying not to look in her direction, “I can go get a net to drag the— “

My sentence was stopped short by a large splash. Turning to look, I saw Ashley’s crumpled robe laying on the ground beside me and a ripple of waves crash against the pool’s walls. Her head popped out of the water and she smiled at me as water ran down her cheeks.

“If it’s in here, I’ll find it,” she reassured me before taking in a deep breath and diving back below the water.

My heart was pumping so hard it was threatening to burst through the walls of my chest. I looked back at my own home and saw that everything seemed normal. Elizabeth’s car was still gone and nobody else seemed to be around.

Ashley’s head popped out of the water and she exclaimed, “I still don’t see it!”

She dove back down, her feet rising out of the water briefly as she did.

After checking for my wife’s car one more time and feeling satisfied that she would be gone for a while longer, I stood up and walked to the edge of the pool for a better view. Looking down I saw Ashley swimming in circles under the water. The glow of the underwater pool lights illuminated her outline. After a couple more seconds she resurfaced and, seeing that I was standing at the edge of the pool, swam over beside me.

Looking up at me she asked, “help me search?”

My knees suddenly felt week.

Ashley grabbed onto the side of the pool and pulled herself up. She tried to cover her breasts with her arms but that were too large and her cleavage sat atop them like two melons on display at a fruit stand.

“Listen, Ashley— “I started, but was cut off.

“You can jump in and help me search really quickly. You’ll be in and out in no time. Besides, I’m sure that with both of us looking we’ll find it way faster than I could on my own.”

I stared at her silently. Her wet hair clung to the side of her face as she stared back. I tried to control myself but I know my erection was pressing against my pants. I felt a burning lust for her like I had not felt for anyone in years.

She didn’t give me time to respond. She pushed herself back off the wall giving me a brief but full view of her chest as she sank into the water.

She swam circles before eventually popping back up beside me, “David, I promise it’s okay. I know you aren’t wearing trunks but underwear is basically the same thing. Just strip down to your boxers or tidy-whiteys or whatever and help me look.”

Obviously, underwear doesn’t work the same way as swim trunks, but even if they did, I wasn’t wearing any. There’s no need to when sleep pants are so soft on their own.

“I can’t do that right now, Ashley. I’m— “I struggled to tell her.

“Here,” she said springing out of the water and grabbing the cuffs of my pants legs. She gave a firm tug and I felt them begin to drop. My nearly full erection sprung out at her as they fell to my ankles.

Her eyes opened wide, she giggled and bounced in the water, her tits bobbing up and down. She threw her arms out and gave a twirl, “You didn’t tell me you weren’t wearing underwear!”

I stood there, unable or unwilling to move.

“I’m sorry,” I said, still making no effort to cover myself. I felt my dick twitching in the open air as it continued to stiffen.

“I promise there’s absolutely nothing to be embarrassed about. That kind of thing,” she said pointing at my swollen member, “is completely understandable. You are a man and I’m a topless woman,” She laughs, “It’s bound to happen.”

Seeing that I was not moving, she tilted her head to the side. “Here,” she said, “I’ll make it fair.”

She squirmed under the water for a moment before thrusting her hand into the open air. Hanging off of one finger was her bikini bottoms. She slingshot them at me with a giggle.

“Now, it’s fair,” she said through a smile.

I looked to my house again.

I replied, “I will help you look, but I love my wife and I would never do anything to hurt her. Promise me that you won’t try anything.”

“David,” she said with shock in her voice, “I’m married too. Do you really think I would try something behind Adams back? I’m stunned.”

Seeing that I was unconvinced, she took on a more serious tone, “I promise with all my heart that if you get in, nothing will happen between us.”

I stared at her silently thinking.

“Cross my heart,” she said why dragging a finger across her breasts, “and hope to die.”

I took a breath and gave in. I slid my hoodie and shirt off as she watched. I was now completely naked save for my crocks. The sun was now gone and the chilly air made my hairs stand on end.

I kicked off my crocks and started toward the ladder but she stopped me.

“No, jump in!” She giggled, “You can at least have a little fun while we search.”

I took a deep breath and jumped legs first onto the water. My penis slapped the surface of the water in an unexpected way causing me to let out a grunt.

I had never gone skinny dipping before but I immediately saw the appeal. Without the restrictions of swim trunks, I had a full range of motion. The water was warm and comforting. I kicked my legs out and thrust myself back up to the surface.

“Look at you,” She shouted, “I knew you had a wild side. I could see it locked behind your eyes.”

I slicked my hair back out of my face.

“We need to hurry before my wife or your husband gets home.” I said, “I don’t want to have to explain to either of them why we are naked in a pool together.”

Ashley started searching on one side and I on the opposite. As exhilarating as it was being naked in a pool with someone like Ashley, I wanted to keep as much space between us as physically possible.

We started moving in zig-zig pattern to cover as much ground as possible only diving down when one of us thought we saw something.

“See anything?” she asked.

“Not yet. Are you sure you had both on when you got in the pool?”

“Maybe, like I said I didn’t even realize I had forgotten to take them out until I got out.”

While my erection had mostly disappeared, I was still very much struggling to keep my eyes to myself. As we covered more ground, we were gradually getting closer to meeting in the center.

“There it is!” She shouted pointing at the floor behind me.

I turned to look but could not see it.

“On the ground right there. Don’t more or you’ll will push it away!”

Ashley began slowly wading toward me. She was submerged up to her neck but as she moved closer, I could see her breasts perfectly through the water. The water had warmed and softened her nipples but they were still just as inviting. I felt my erection returning.

Finally, she got right up to me, our faces less than a foot apart.

“Wish me luck,” she said before taking a deep breath and sinking down directly in front of me. She maneuvered herself around so her head was then facing down and her feet came out of the water right in front of my face. Her perfectly pedicured, white nails sank into the water.

I felt her grab my hips. She pulled herself against me and, using my body as leverage, pulled herself further down, dragging the length of her torso across penis. My heart skipped a beat as I felt her pulling herself deeper. My penis rubbed down her thigh, mere inches from her pussy.

She stopped for a moment; her body still pressed against my own. All of a sudden, she spun herself around and begin climbing back to the surface, rubbing herself against me again as she went.

When her face appeared, she was all smiles. She lifted her hand and in it was the missing earring.

“You found it!” I exclaimed excitedly.

“That’s what I call teamwork!” She said as she threw her arms around me. She pulled our bodies together smashing her breasts against my chest. Below the water my full erection poked between her thighs and out behind her.

“You seem genuinely thrilled as well,” she said, as she slid her body lower until her pussy sat right on top of my shaft.

“To be honest, I’m a little sad that the search is over.” I said without thinking, “Are you sure you didn’t lose the other one, too?”

I knew I shouldn’t encourage her but with my cock resting against such an intimate place I wasn’t thinking rationally anymore. My barely evolved brain had now reverted to its most primal desire. I could think of nothing besides how much I wanted to say, “fuck it,” and jam my cock inside her without another word.

She bit her lip as she smiled, “No, I’m fairly certain that your work here is done. But I’ll tell you what,” she said, leaning in closer until her lips were nearly touching mine, “The next time you’re out on your deck and you see something you like, you should just come take it instead of peeping from behind the curtains like a scared little boy.”

Her directness was startling. I suspected that she had seen me in the window, but I had no clue that she had seen me watching her from the deck, too.

“Because let me tell you something,” she continued, “you ain’t no little boy,”

She squeezed my dick tightly between her thighs causing butterflies to fill my stomach.

“I’ve been told it’s bigger than most,” I said with a bit of pride in my voice.

“Certainly bigger than I’ve ever seen, and like twice the size of Adam’s”

Throughout college I had been with my fair share of women. I figured out very quickly that genetics had given me a wonderful gift. Even though my wife never missed an opportunity to remind me how big it was, seeing the genuine excitement creep across a woman’s face when she saw it for the first time always filled me with so much confidence. Ashley’s face had lit up in that exact way right after she pulled down my pants.

“It’s big enough that I can ride it like a broomstick.” Pleasure flowed through my body as her labia slid forward and back on my shaft.

I breathed a sigh of pleasure and she asked me she asked me a very simple question, “Do you want to fuck me?”

“Yes,” I replied without a second thought.

“I know you do,” she said and then stopped moving, “but you can’t.”

She lifted her leg off of my dick and wrapped them around my hips.

I looked at her in confusion.

“I’m a married woman. Don’t you remember?” She leaned in to whisper in my ear, “you made me promise that nothing would happen. And nothing has,” She winked.

I looked into her eyes longingly. My dick twitched with desire.

“And besides, your wife just pulled in.”

My heart stopped as I turned to see her headlights shining from the front of the house.

“Holy shit,” I said under my breath.

She released me and I scrambled for the ladder. Dripping with water I grabbed my clothes and began trying to dry myself with them. I slipped my pants back on and with a vigor that I didn’t know I still possessed hopped the fence, landing in grass of my own backyard.

“David!” Ashley called from the pool.

I poked my head over the fence to see her floating on her back, her body illuminated from the lights below, “Adam and I will see you Friday night for dinner.”

She sank under the water and began swimming to the other side.

Ducking as I went, I and ran across the grass to the deck and hopped over the banister. I wiped my feet clean with my shirt and slipped through the sliding glass door, up the stairs and into the shower.

I heard the front door open as soon as I turned on the water.

Source: reddit.com/r/eroticliterature/comments/sqgxtv/a_latenight_pool_party_for_two_cheating_mf