Exploring the World of My Wife's Promiscuity
I'm not really into going out and about. I prefer staying at home, curled up in bed while I play games on my phone and watch a movie.
Don't get me wrong, I like people. I even have a job in sales, which requires a lot of socializing. But at home, I can shut everything and everyone out and just relax and recharge.
I never understood why some people enjoy going on vacation. For me, traveling is stressful. The airport, the sleeping in places where hundreds of people have slept before, and the greasy, fatty food—none of it sounds appealing.
My wife, on the other hand, loves going out and enjoying herself. She's into concerts, attractions, and socializing. It's exciting for her. When we first met, I thought we balanced each other out. She needed to get out and have fun, while I preferred staying home and being a hermit.
We even tried an open marriage—if it was just a sexual fling, she could have it; if it turned into something emotional, that would be cheating. Neither of us had told the other about anyone else, but I understood that things can sometimes get out of hand. We were young, attractive, and liked to have fun. We didn't have children, so we could do as we pleased.
One Saturday, my wife, Cindy, was all excited while lying next to me in bed. She'd just come back from the gym and was wearing tight yoga pants and a striped shirt that showed off her breasts. "Do you want to go to Jamaica?" she asked, her eyes pleading like a puppy begging for a slice of steak. I kept ignoring her and staring at my phone screen.
"No way," I said nonchalantly.
"But the Miloney's have a place there, and they want us to join them the first week in June," she said. "You like them, I've seen you two talking from time to time."
I had met Jim Miloney maybe twice. He was a tall, good-looking man with dark hair. While I couldn't imagine myself in a relationship with someone like him—he was brash and uncouth—I didn't dislike him. It was sort of enviable how he could say whatever he wanted, no matter the consequences.
His girlfriend, Jennifer, was always around. I saw her often, and she was hot. I couldn't understand why she was with someone like Jim. He wasn't exactly someone you'd expect a gorgeous, bubbly blonde to be with. But he was always upfront, unlike me, who had to watch my words.
She and my wife were best friends and met at work, where they were hair stylists in the same salon. They shared similar interests in celebrities, hairdressing, waxing, and nail design—and travel. They were both outgoing, with long blonde hair and similar builds. My wife's breasts were larger, but both of them were fun-loving.
Despite me liking Jennifer and Jim, I wasn't interested in spending an entire week with them. "Cindy, I want to stay home and spend time with our dog, Max," I told her.
"I'll have my mom watch him," she said. "We can stay at the beach house, and I won't make you go anywhere."
"You say that now, but remember Hawaii?" I said, recalling the time we went there and how my wife had planned a full itinerary for the entire trip.
"I promise it won't be like that this time," she said. "All we have to do is pay for our flight tickets and Jennifer says the house is nice."
"What about food?" I asked. "We'll have to pay for that, too."
"I know," she said. "But it'll be worth it."
Cindy went on saying, "It's already included in our budget. You know you just sold that 2.5-million-dollar house, right?" I kept quiet. "You've been working out. Why else would you show off your toned beach body?" she continued.
I savored the flattery as she snatched my phone and placed it on the nightstand. Her nails gently stroked my erect penis, and I just enjoyed the view of her caressing me.
Cindy undressed me, kissing and sucking my manhood. Her head bobbed up and down on my member, while I simply relished the sensations coursing through my body.
"Oh my God," I groaned, as she swirled her tongue around my penis' tip.
"I promise you'll love the sex we'll have when we're in Jamaica," she murmured, before pausing her blowjob. "We're going to have sex in the morning, noon, and night," she chuckled.
She stood and Europees her sexy body for my approval. Pride filled her voice as she allowed her tight yoga pants to slip to the floor, and, lastly, shocked me with her large, perky breasts that popped out of her shirt.
"Damn, you're a beautiful woman," I said, admiring her bagless muscles, well-maintained hair and nails, and captivating breasts. Secretly, she enjoyed it when I regularly praised and complimented her body.
She had a flawless body from working at her salon daily and going to the gym daily. She also had a breast enhancement ten years ago, which she took pride in. And she showed it all during sex: blowjobs, anal, vaginal - she even wanted me to insert a dildo into her when we were having sex, which made her cum.
She then guided my penis into her warm, slick pussy. I was in awe of her wetness. I'd never seen her this ready. It seemed as though the thought of moving to Jamaica had turned her on so much that she was getting wet just thinking about the idea. In retrospect, it was probably one of the many sexual adventures we have planned in our future. But at the time, I didn't comprehend it.
Her body arched, her tits bouncing, as she moved up and down on my erect penis. I marveled at how ready her pussy was, how slick and wet it was, so much so it almost sucked my cock inside. I could hear her fluids trickle down her legs. My thrusting became instant, and it only took me minutes of sex to cum deep inside her.
Four weeks later, my beautiful wife and I were boarding a plane to Montego Bay.
I cannot stand flying. It's always cramped, full of offensive smells, overpriced food, and you need to provide your entertainment. My own parents used to dress for the flight back when I was a child, but what did I care?
I found the airport less than appealing; it hadn't been maintained since the '70s, and it looked old and run-down. The bathroom had clean floors, but there were rusty bolts securing the toilets, and, oddly, the linoleum flooring peeled away. The walls were staring at us, and the gates had seats that'd obviously been there for decades: their fabric wore thin, the seats creaked as you sat, and a blanket covered the straps.
The rain made entering the airport even less appealing. A reggae band was playing at the entrance. There were a ton of sellers attempting to sell everything from coffee to alcohol outside the airport.
Cindy had taken off to find Jamaican Blue Mountain coffee, which she claimed was the best coffee in the world. I waited outside the airport with most of our luggage, but Jessica, Cindy's friend, arrived wearing barely any clothes: a pink, clingy dress that exposed her ample cleavage and high heels. Her hair was up, and her perky breasts jiggled in excitement. She gave me a hug.
"Hi, Carl! I can't wait to see what power suits you'll be wearing down here!" she teased as we embraced. I couldn't help but feel her firm breasts and focused on my mental image of it. I realized then that Jessica indeed wasn't wearing a bra. My patience wore thin, so I started observing her breasts bouncing about. No bra - just beautiful, gravity-defying roundness. She looked stunning.
Her hair was in a tight ponytail, her breasts larger than my memory, making her 38 year old figure look timeless. But also, due to her exercise routine and work at the salon, she maintained her perfect hair and nails. And by the generous size of her breasts, she had a breast augmentation ten years ago, which she owned.
After the initial pleasure from her blowjob, Cindy gained her legs around me, gripping my shoulders and thrusting down on me. I was captivated by her breasts being so high above me. Her pussy moved around inside her, flicking against my pubic bone with each push. I loved the weight of her breasts on my chest and thighs. Her moans combined with the slap of her breasts against me, syncing up with my thrusts, and then her first orgasm hit.
Hey, nice to see you too, Charlie! Where've you been hiding Cindy? It's so awesome that you're here! Her zeal was contagious; maybe I could have some fun after all.
I pointed at a coffee vendor and ogled Jennifer's body as she dashed towards my wife. Jess had always been hot, but in this dress, she was mind-blowing. She was slim with a stellar athletic figure, and those boobs! How had I never seen them before? Maybe it was the chilly Philly weather that made them appear smaller? Here they were, defying gravity, and I couldn't help but wonder what she looked like in the buff. Jim was one lucky guy.
Then I spotted Jim waving from the driver's seat of a van. So I steered my gaze away from Jessica's stunning frame and motioned for the girls to speed over. Security guards only allow a split second before making you go around if you're not actively loading or unloading stuff, apparently.
Cindy grabbed a permission slip for two humongous bags of coffee with regal blue wrapping, and both girls speed-walked toward where Jim was parked. The thought of Jessica's curvy figure jostling under her clothes caught my attention. She looked great. Heck, she looked amazing. I wondered whether there was some truth to the saying that men are visually stimulated by movement.
Jim shut off his engine, hugged us all, then helped shove our suitcases in back of the van. As expected, the guards glared at us as if we were wasting their time. Security people: all the same.
"This rain will clear up." Jim said once we were seated and hit the road. "It never lasts long." He said more about the rain and gave a quick peek at my wife in the rearview mirror. As the locals say, the rain in Jamaica is like sunshine in liquid form.
Our journey was about 45 minutes long, and although I got excited about this gorgeous island, I noticed colorful houses with stray chickens, goats, and a few dogs. There were signs for stuff like vegetables, fruits, and other stuff. Made me wonder about the local food. I guessed it must be good 'cause there was probably a lot of seafood around. I hoped they had that ackee stuff I'd read about.
When we approached the beach house, it was a total contrast from the village we left behind. We drove by well-kept yards, resorts fit for the rich, and elite-looking places. We drove through a gate, and saw our home for the week: a villa that looked like it was worth tens of millions of dollars, if not more. I thought Jim did well for himself, but I couldn't imagine how he landed a house like this, even to rent. This baby was a piece of heaven. It felt like it was meant for a movie star.
We entered, and it blew me away. The rooms were gigantic. Our bathroom had a jacuzzi tub—yay! We had a gym, a theater, an outside hot tub, a pool, and the beach was right there. On a tour Jim gave us, I saw no less than five bathrooms and one half bath, seven bedrooms, and I estimated it to be at least 10,000 square feet.
"How much is this costing us again?" I whispered to my wife once we had some privacy. I thought we'd be crashing at a motel or something, but our room had a luxurious bed, and the decorating was as good for the guests as it was for the master.
"They said just enjoy ourselves," Cindy explained, but I felt awkward since it seemed like they were footing the bill.
Jim was probably a mob boss or something, right? He didn't seem like just a regular engineer. I thought he was doing well but never imagined he'd own a fortune-selling property like this.
Suddenly, there was a knock on the door.
"Hi, I'm James." A tall, handsome Jamaican man appeared with a tray in hand. It resembled mimosas and fruit, with some chocolate thrown in. My wife played it cool, like our high-class lifestyle was no big deal. James had an accent, which suggested he was born and raised in Jamaica and had a strong presence. I pondered if he had military training.
"Do you require any additional items?" he enquired, pronouncing 'additional' with an articulation that I could never imitate, "sunscreen, water bottles, extra towels." He promised. Not promised, will. I noticed that he didn't use contractions.
"Perhaps the towels, sunscreen, and water by the pool?" Cindy asked, "I plan to go for a swim."
"Certainly," he replied. I moved to take out my wallet and tip him, yet he said "no, no." Afterwards, he informed me, "We dine at 8 o'clock on the patio." I observed how he elongated the vowels in 'patio'. I glanced outside, and saw that the rain had ceased, as predicted by Jim. It was as if the wealthy real estate dictated the weather. "In case you need further assistance, just dial zero on the house phone." he said again, stretching the vowels. Then he bowed his head and exited.
I collected a mimosa and a tray of chocolate-covered fruits. I laid down on the bed and sampled it. It was exquisite. Better than the bed at home - which I had always splurged on - and that was no small feat. I'm a stickler for high-quality mattresses and bedding, and drove Cindy up the wall by taking months to find the ideal bed.
"Wow," Cindy whispered, "I've never been to a place that was better than the pictures led me to believe." She beamed. I browsed this place online, assuming that perhaps we would share a room in the house, and didn't fathom that we would have the entire place to ourselves with a staff. I doubted even Jennifer was aware. Jim and Jennifer had been dating a little over a year.
She then removed her shirt, showcasing her perky breasts. She had them done for her 30th birthday and I could never grow tired of observing them. They were the embodiment of "the gift that keeps on giving," Especially during sex. I adored how they stood proudly, seemingly defying gravity, let alone as we made love in the missionary position.
"Jennifer suggested meeting her by the pool," she said, "Do you want to accompany me?"
"I'd rather wait for a bit," I responded, preferring to relax before being engaged in social interaction.
I observed her slip into a gold two-piece bathing suit she'd bought for the trip. The suit barely contained her lustrous breasts. It was as though the gold highlight enhanced her skin.
My erection throbbed, and she left the room, shutting the door behind her.
I relished certain chocolates and strawberries, and contemplated about Cindy's spectacular breasts. I watched her enter the pool and seat herself on one of those sunning chairs. I started masturbating, contemplating over the gorgeous boobs I'd observed with Jennifer and my wife at the airport and wandering around the house. I then allowed my mind to roam freely, picturing the pair kissing and caressing their succulent breasts together. I was taken aback when Jennifer meandered out, topless, and sat next to my wife.
At first, I debated whether they were aware of me watching. Eventually, I determined that they weren't focusing my way. I continued stroking myself, fixating on the breathtaking scene before me. It was scorching to see a pair of my wife's friends engaged in a conversation while one of them was bare-chested.
Although it was far from the explicit action of a porn film, I grew undeniably aroused at the sight of my wife's friend's breasts. I couldn't help but marvel about the time in Philadelphia when I saw her; they didn't resemble the present pair, not even close. Perhaps she underwent breast augmentation since I last observed her?
I was positive that the ladies hadn't noticed me and continued stimulating myself, envisioning a scenario where both girls liberated my penis from my swim shorts before coaxing me to climax. Could they perform oral sex on me and share in pleasure? I was swept away in my imagination, indulging in this fantastical situation.
Just then, I cummed all over my stomach and chest.
As I observed them, I continued to lay there, basking in the afterglow of our intimate encounter. Once the excitement had subsided, I decided it was time to join the others at the pool.
Slipping into my swimming trunks and admiring my semi-defined six-pack, I looked forward to seeing more of Jennifer's spectacular body. I had a strong suspicion that her breasts would not be visible during our time by the pool, but the memory of her ample cleavage would be seared into my memory.
"Hey, girls!" I greeted them cheerfully as I made my way outside.
Jennifer turned her head towards me, only revealing a glimpse of her enticing assets a moment before covering herself with a beach towel. Even partially covered, her breasts were a sight to behold. Bursting with life, they were large and symmetrical, with pale pink nipples that made my imagination run wild. My eyes couldn't help but get a eyeful.
"Charlie, hey!" Laughing, Jennifer stood up and asked, "Should I go get some drinks? James is busy cooking."
"Sure! Buy me a rum and coke." I told her with a roguish smile.
Jennifer nodded, sliding smoothly into a suitably elegant blue bikini before hustling away to fetch the drinks. I could have fantasized about her body for days and still not grow tired of the sight. Her flat stomach so temptingly accessible, the allure of her long legs, and her exquisite breasts... my only wishes were that her gorgeous chest had not been encumbered by the towel.
Not long after, the trio reappeared, carrying a tray full of our drinks in hand. They were carefree and comfortable, but there was an unspoken connection between them. A quality I guessed was reserved only for those within this exclusive inner circle.
As we all nestled on the invitingly warm pool deck, we caught up on politics, discussed the state of the housing prices, and even jokingly traded gossip about the neighbors who enjoyed mowing their lawn impossibly early. While the conversation was casual and lackluster, I could sense the undeniable camaraderie that underscored it.
But as I indulged in the taste of my drink, the picturesque sunset and lively conversation began to merge into a blur. My fascination for Jennifer's existence pushed my thoughts far beyond the quotidian subjects we spoke of. My only goal was to immerse myself further, to get closer to her intoxicating presence.
With a twinge of curiosity, I asked Jim about how he managed to obtain such a magnificent property.
"Ever seen 'Blue Fly or Die' or 'Edwardian Outcry'?" he asked.
"I've seen both," I answered, genuinely surprised by his question. I knew these films were universally famous, but the chance of someone knowing my lousy movie preferences? Rare.
"Funny you should mention that," he explained as he sipped his cocktail. "My father directed them."
"Your dad?" I shook my head, quite at a loss. "I would've remembered if you'd mentioned. I mean, not just that he's a director, that his name is..." I trailed off, captivated by the revelation.
"James Miloney Sr," Jim confirmed, radiating pride. "He comes here to visit the family from time to time."
"Incredible! I had no idea." Half in disbelief that it could be so, and half intrigued by the contrast between Jim's life and mine.
We chatted a bit longer about Jim's family and the movies his dad directed, and I pretended to be just as fascinated as I truly was. To be honest, I was in awe. Jim's dad was no other than James Miloney. It was incredible. I tried my best to recall every detail I could about him, watching interviews and now I wanted to re-watch all the films he had directed.
Soon after, I was more than slightly intoxicated, and Jim suggested we should prepare for dinner. It was probably for the best because I needed some food to balance out the alcohol before I passed out completely.
My wife and I went back upstairs to get ready. I opted for a Hawaiian print shirt with white linen pants, while she slipped into a strapless teal dress that almost exposed her ample assets. I couldn't help but grope her a few times, but the alcohol had me too inebriated to take things further. My wife simply laughed, promising more later with a kiss on the lips.
A private chef was preparing our meal, and he joined us briefly before James served up our delicious food. To my surprise, he was a Frenchman and seemed much less intense than James. He exuded a friendly demeanor with his beaming smile and displayed perfect teeth. His chubbier frame made me like him even more. He assured us it wasn't like the bland cuisine served in America and that we'd be having a full French meal.
The dinner was glorious. Oysters, Beef Burgundy, and various other delectable dishes that I can't quite remember. There was wine, of course, and it was probably the best meal I had ever had, due to the captivating scenery. We ate on the patio, admiring the crashing waves, the palm trees, and the stunning sunset.
When it came to the scenery, my wife and Jennifer were seated right in front of me, both wearing nearly identical strapless dresses that showcased their voluptuous figures. Their curvy figures were almost identical, with small waists, large breasts, and legs that seemed to extend for miles. I could barely look away.
As we finished, we enjoyed a mouthwatering rum cake. Then, we gathered around the pool, and I might've been so drunk that I stared at Jennifer's chest a bit too long. Jim caught me, but all he said was, "You like them, don't you?" referring to his wife's chest.
"Oh, sorry. I didn't mean to..." I whispered, looking awkwardly at my drink.
"I just had them augmented." Jennifer shared. "I'm glad you liked them."
Jim further surprised me with how nonchalant he was about it. "Go ahead, baby. Show them off." He said to me, "She's proud of them, you know." This was when he had had them done, a few months back.
She didn't hesitate. As if she sensed my longing, she removed her dress, rendering her perfect, perfect double D breasts naked and easily accessible for my perusal. I was speechless.
"They are pretty sexy, right?" Jim asked, teasingly. The smile on his face revealed his enjoyment. "She wants you to admire them." He told me.
"Yeah, they're pretty sexy," I said, hoping my words wouldn't offend my wife, as we were all quite intoxicated.
What really shocked me, however, was Cindy. She removed her dress and sat down at Jennifer's side, proudly displaying her beautifully round breasts in just a thong and heels. She boldly turned around, addressing me and Jim, "I bet they feel amazing." She confessed, then proceeded to touch Jennifer's quite suggestively.
I was stunned. My cock began to rise, and I watchedplessly as my wife kissed her friend right in front of me. It was a dream come true to witness these two gorgeous women enjoying each other. I wondered if they had ever done something like this before. If this was their routine when they went out clubbing, shopping, or even traveling together.
My fantasy of watching two women engage in intimate acts was truly coming to life. I wondered if they had done this before. If this was how they spent their time when they said they were going out to the clubs, or shopping.
As my wife stood up wearing just a pair of thong underwear and heels, and swiveled to face Jennifer, she leaned in for another kiss, deep and passionate. I wasn't sure what Jim was doing, perhaps he also got lost in the moment. All I cared about was the scene unfolding before me. My fantasy of watching two women embrace was unfolding in front of my eyes.
The ladies rose from their seats, captivating my attention as they responded to their desires. Cindy stripped her underwear away, while it dawned on me that Jennifer had been bare all along. Enthralled, I observed their actions, in which Cindy's breasts collided, followed by their genital zones. My fascination grew as I contemplated the contrast between Cindy's completely shaved area and Jennifer's landing strip. A warm tingle spread through me, intrigued about her natural lifestyle.
Unexpected events rapidly unfolded before me. Without warning, I found myself reclining on a pool chair, and Jennifer, Jim's wife, leant in to kiss me. Simultaneously, Cindy approached Jim, relentlessly fingering him, all within my arms' reach.
Despite the erotic commotion, I yearned to relish every moment, refraining from forcing my advances. I straightforwardly prioritized following her lead before I could satisfy my urges; I must not rush, unless everyone was in agreement. My body throbbed, gearing up for the pleasure that was to come.
Seconds felt like hours, yet, with time, Jennifer skillfully took off my trousers, unboxing my rock-hard penis. As an intriguing scene unfolded, I mimicked Jennifer's actions by capturing moments of Cindy and Jim.
Kissing Jennifer, I empathized how advantageous it was to be half-intoxicated and previously cum, as I would have otherwise exploded. She lovingly nursed my cock between her lips, and I reveled in the sight of my wife's fluid motions on Jim's exquisite member. The air felt electric, and I could sense energy bolting through us.
Whispering, "Oh my God...", Jennifer directed my attention towards the striking view of her rubbing her fingers over Jim's flesh, while Cindy swallowed his shaft. Subsequently, this intimate activity proved satisfying, but the enchanting picture continued to outshine my restrained excitation.
My fervor peaked as I saw her kneel, gesturing for me to stand. I obeyed her request. She desired my cock, directing it towards his wife's open mouth.
We had all had enough foreplay by then, so Jennifer, with a smirk, leaned me in towards Jim, instigating a powerful embrace.
In this moment, she clasped my swollen cock, hugging it closely while she licked my swollen testicles with a practiced motion and relished Cindy's efforts on Jim's dick. Their coordinated efforts exceeded my wildest expectations.
Grasping Jim's buttocks, she urged me to maneuver into position, before she licked my cock. I obeyed with a smile and was soon beside Jim.
Her move was clear - I was to give in and let them simulate my wife swallowing Jim. But that distraction didn't deter me from enjoying the show.
Ready for some more, I transitioned from my prone position to standing, leading Jennifer to my member. We continuously changed positions, my cock lewdly displayed.
Intrigued by their habits, she slowly glided her perfect mammary glands onto my dick, while her husband intertwined with my wife, their synchrony transcending comprehension.
As I neared climax, exhausted by her remarkable performance, Jennifer moved me back to my previous seat. And with a charming smile, she rubbed an aloe on her busts, exposing my excited cock in this buxom duet.
I gazed at her, breathless, enhanced by the fresh and tantalizing aroma of her advanced practice, prior to squirting a seed onto her generous bosom. Her tongue flicked it swiftly, releasing a contented sigh into the air.
My arousal brewed back once again. Just as I settled on my chair, supported by alcohol, I watched them passionately make love. I felt content observing my adoring wife, being pleasured by Cindy. Spanner-in-the-works, Jennifer saw my readiness, grabbed my cock forcefully, and slid onto me, riding me wildly while her husband spoke to my wife.
I slipped into a dream-like trance, long awaited ecstasy gripping my senses. About to cum, the moment arrived. "I'm about to..." I warned Jennifer, but she swifty kissed me back, inciting stronger urges. "Me too!" she cried, the sound of our hearts resonated through the air. Still, I couldn't avoid climaxing.
"Here it is!" I exclaimed. Doubtful about how she would handle this, her response cleared the air. "I hope you're ready," she murmured, and content in her hands, her head tilted, she rode me. Still floating in this blissful fantasy, the urge pulsing through me, we began to cycle closer to completion.
In the blink of an eye, she held me in her tightly-clenched sexual hunger, guiding me towards the highest of peaks. "I'm almost there!" I declared, delighted by the sparkling smile she wore in anticipation. Refusing to let go, I embraced the next stage.
Suddenly, she stopped abruptly, the wave-like pleasure ricocheted through me, gripping the edges of uncontrolled climax, so strong I could feel my entire body sizzle. Despite expecting her to take over, my mobility was lost as she guided both our climaxes together. Late Spoiler: I couldn't leave her in the lead, surrendering to my journey deeper into this Greek myth.
Collapsing back onto the chair, contentment shone in my eyes, caught in that fiery ascent. Her deed didn't spill her bonds, bouncing over my sexy wife, this ancient dance turning me into a shameless onlooker.
Last night, I assumed my wife would jump off me and let me ejaculate on her breasts, but instead she screamed,"Oh shit, yes! Cum inside me. I want this desperately!" So, I let go with a fiery explosion within her tight pussy.
As she rose and left, I noticed my cum dripping out of her pussy. Glistening under the moonlight, I considered that Jim and Cindy were sitting there, silently observing us. I sensed there was a possibility that they may have fucked before, though I refrained from pointing this out. I didn't care at that moment. I was contented, fulfilled.
The two ladies then stood, embracing one another, then implemented what's permanently etched in my mind. My wife lounged casually in a chair while Jennifer straddled her, and they consumed their mutual pleasure from one another; possibly repossessing their respected cum they deserved. It was beautiful.
Afterwards, they both lowered themselves into their respective pool chairs, now in front of me, while Jim took the other side.
"That was incredible." Jim boomed, typically uninhibited. I concluded that if he was so unselfconscious, then I wouldn't be either.
On the following day, I awoke with a hangover, reminding me of the previous night's encounter with Jim's wife. I fretted over the potential humiliation that might have arisen between the four of us. In certain past encounters, sexual experiences often gave rise to awkwardness. For instance, I once caught sight of a fellow student masturbating unintentionally, and even that rendered an uncomfortable ambiance.
"How do you feel?" I hesitantly inquired of Cindy, hoping she didn't regret the prior developments.
"This is great." She answered somewhat entertainingly, reacting whimsically. My eyes widened with amazement.
"You're great?!" I exclaimed.
"Yes." she responded. Alone in the chair she'd occupied the day before, she leaned in and kissed me, reinforcing her earlier remark.
"So, do you have a confession?" I asked, skeptically considering the potential pain reliever I ought to obtain.
Cindy hesitated. "Yes," she said. "I haven't been faithful to you. I've been sleeping with Jennifer for a while now."
I wasn't astonished. From our dress to our behaviors, it was evident. The oft-shared clothes, similar speaking styles, unceasing hugs, and frequent touches suggested more than just a friendship.
"Am I upset?" I asked, feigning ignorance.
"No." she responded with an anxious expression, clearly trying to discern my emotions.
"I love you," she began, appearing both cheerful and slightly anxious. "I missed satisfying myself with women as much as I did back in college. And plus, you sort of lack courage. You'll never try anything new or daring."
"That's not true." I defended myself, thinking of various instances when I was undeniably enthusiastic about our lifestyle. "We're here. We're on vacation. Aren't we?" Cindy was silent, and I exhaled somewhat relievedly. "Did you actually fuck Jim?" I inquired, foreseeing the outcome.
"Yes." She admitted. I had no reason to be furious. We'd engaged in an agreement to sleep with others, provided the circumstances were strictly sexual. I couldn't help but ponder whether they'd spent several weeks engaging in a secret threesome with his wife before they included me.
I ruminated upon the moment we fucked a couple days prior. She was highly wet, overheated – had Jim perhaps made love to Cindy this morning? I remembered the countless times their eyes shared subtle, inferred glances: Jim, Christy, and my wife.
Perhaps they had? I deduced this. I recalled that Cindy opted for an IUD for contraception two months ago, which seemed peculiar at the time. I knew she desired no children, but that decision struck me as strange, as prior she would've wanted a more typical method of birth control. But then, perhaps my wife desired to avoid unintended consequences.
I was burdened by numerous thoughts, yet declined to address them. I'd postpone these feelings until later. I had no intention of spoiling our vacation. I'd revel in the moment and address the consequences later. After all, I'd married a woman who engaged in sexual adventures; why not relish her sluttish tendencies?
"Just watching you bed Jennifer gave me a pleasant tingle." She confided in me, gripping my swelling member with a sigh.
"Enter me, my love." She requested, rolling onto her side.
Forgetting my headache, I slipped into her warmth, recognizing the slick, moist, and enticing sensation. She hadn't confirmed Jim's release within her until then, but now I knew he had. The warmth, wetness, and allure reminded me of how inviting it felt when she seduced me into agreeing to the Jamaican trip. I appreciated it, and couldn't contain myself for long, erupting explosively into her, combining our juices.
"Oh gosh." illustrated Cindy, "this pussy of mine feels so touched." She moaned. "So damned good." She moaned.
Promptly, James interrupted with a knock.
I wrapped myself in a towel and walked to the door.
"What would you prefer for your breakfast, sir?" he asked politely. I surmised if James witnessed our tryst from the night before; yet, it was his job to maintain discretion. My visit home to Philadelphia would very well mean never more seeing James.
"Just whatever's available." I answered, trying to be low-maintenance.
"Is coffee and eggs sufficient for you, ma'am?" he inquired facilitating Cindy.
"Indubitably." she acknowledged. "Excellent. Breakfast will be delivered on the patio." Swiftly, he clarified, once again articulating the 'o' sound at the end of the word. I perceived Jamaica's beauty. I must-take a stroll along the shore and perhaps for a swim.
Subsequent to devouring breakfast, the women set out shopping, allowing Jim and me to do some fishing. We assembled rods and reels Jim kept in a minor storage area nearby the main residence, and walked to the beach. James had stocked beers and food into a cooler. We sat in seats in beachfront.
"Your spouse is one sensational lass." He declared. "Superior pussy," he voiced. I considered he meant it in a flattering manner.
"I perceive you've been exchanging conditions for a spell, no?" I mentioned, agreeing with his confession.
"Only twice." He responded. "I stumbled upon the girls. Whatyacallit. Life happens."
"For how many years have you been 'swingers'?" I was curious about their norms.
He swigged a swig of his beer. "Perhaps a handful." he answered. "Now hear this, I'm a deplorable husband. I'm a bundle of crap at loyalty. I had two wives previously and cheated on them within several months. I find it impossible not to overindulge myself." he owned up. "When I met Jennifer, I admitted I could never be faithful. Do you know how she responded?" he queried. I stated I didn't. "She imagined if I could avail myself to girlriends as long as she was permitted one too." he shared, chuckling.
"Do you enjoy it?" I inquired.
"I'd rather love it." he declared. "This practice makes us even closer. We're transparent. There's no sneakiness. No concealed liaisons. If you're amenable, it can enhance the aggregate of your union."
I stayed mute, he continued.
"Jennifer is my third wife. I aspire to opt for fun. Savour sex. Revel in my remaining life." he clarified, borrowing my thoughts. "Cindy updated you about our mutual understanding, no?" he mentioned, "but she thinks you didn't actually intend it, and she confided the same issue to me shortly before you overnighted to your room." I shrugged. Cindy seemed to know me better than I suspected, but I was put out that she chatted to Jim first instead of me. "She feels you may lose it and I persuaded her to permit you an opportunity to try it." James was equally giving me the same counsel I gave myself.
We eventually caught some fish - King fish and potentially a mackerel. We handed these over to the kitchen to prepare for the evening's lunch; I predicted the chef would primarily prepare a snack from our small catch.
That night and all subsequent nights during our sojourn in Jamaica, we united in intercoursing each other's spouses with ours, in every portrait contingency. The women mutually did a 69 while we penetrated them, experiencing double blowjobs, anal sex, and then more seconds. It was our final night in Jamaica when events were most memorable. We decided to retire to the private shore nearby where we had previously gone for a fish.
We instructed James arrange a big canopy on the beach, and as we received physical with each other's spouses, we identified the girls bore butt plugs within their anuses. Each shined, perfectly matching pink bullets reflecting the Jamaica sun.
"Gosh, we could have a great time," my wife said, ending the kiss with Jim. Then she got on her hands and knees, presenting herself to him in the doggy style position, and said, "I want you to fuck my butt."
I copied what my wife had done, and when she offered herself to me in the same position, I slowly pulled out the plug. Next, I teased her with it, guiding it in and out of her tight hole. Watching her wide-open backside made my mouth water, so I reached for the lube that had appeared on the blanket next to me and lubricated my shaft.
At first, I just teased her b-hole a bit and then, with a satisfied sigh, I'd burrowed inside her, thrusting away and enjoying every stroke. "Wow." I breathed as I felt how snug it was.
Surprisingly, Jim had left the butt plug in place and was now fondling my wife's pussy. Instead of removing it and switching positions, he decided to join me in fucking her bottom instead.
So I made some adjustments to enable us to comfortably accommodate him, and we both began pounding her from behind.
My wife appeared to be in ecstasy. Her moans filled the room, and she seemed to be in the throes of pure satisfaction. Eventually, overwhelmed by the sensation, I erupted into her, causing her to also climax in a powerful manner that showered Jim's cock, which had been in her front downstairs, with jizz.
He grunted after, "Damn, that's a great pussy," and gave his wife's ass a friendly pat.
Next, we moved to a position where my wife was screwing her ass with the plug while watching us engage in foreplay.
I lubed up my erection once more, and with a chirpy sound, Cindy severed her position, just as Jennifer had done in advance.
Almost instantly, Cindy reached orgasm, and then several more times before Jim and I also lost control and splattered her butt and pussy with our cum.
Afterward, we stayed for a bit, just chatting and cuddling our lovers. Finally, we got up and went home.
Feelings of betrayal stirred in me when I found out that my wife had been cheating on me with Jim for months prior, but somehow, despite my mixed emotions, the sex was also quite amazing. How long we as a couple would remain joined is yet to be determined, but I am certainly enjoying our intimate moments.
