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Adventures in Swinging, Ch. 08: Our Hedonistic Vacation

"An erotic vacation to Hedonism II resort in Jamaica."

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I eased into the warm and bubbling water and sat on the ledge along the perimeter of the enormous hot tub. I leaned my head back and stared up at the Jamaican sky filled with more stars than I had ever seen before in my life. It was quiet except for the sound of the water and the quiet murmurs of the few guests that surrounded me.

It was the end of a very long day. We had crawled out of bed in the early hours of the morning before sunrise. We had spent most of the day in airports, cars, and buses. By the time we arrived, the sun had already dipped below the horizon. We plodded to our room through the darkness, where Kathleen sprawled onto the bed, completely exhausted. She fell asleep almost immediately. I tried to sleep as well, but I was too excited to have finally arrived at this notorious destination.

When we booked our vacation to Hedonism II resort, it was during the height of our most social days of swinging. Many of our friends suggested that instead of booking a third trip to Desire resort in Cancun, we should try “Hedo” instead. Its reputation was that it was far more of a “party” atmosphere than Desire. “Middle-Aged Spring Break” was a phrase used by many people to describe it. Kathleen and I were excited to experience that atmosphere ourselves – at least initially.

As the year unfolded, and Kathleen and I began to pursue our sexual adventures independently, she became less interested in visiting Hedo.

“Sex with strangers just doesn’t appeal to me anymore,” she stated.

“Well, we don’t have to have sex with anyone while we’re there,” I offered.

“I know,” she said, “but you’re still open to it. I don’t want to ruin your fun.”

“You won’t,” I said. “We can still have plenty of fun, trust me.”

“I just feel like if we meet some couple and you want to be with the wife, I’ll feel obligated to be with the husband.”

“You know I wouldn’t do that to you.”

“I know.”

“I do have to say, though, that I miss seeing you in action. Maybe you could suck just one dick for old time’s sake?”

She slapped me across the shoulder and scowled at me. In the end, she agreed to go ahead with our planned visit as scheduled.

I had deliberately chosen a secluded spot in the hot tub, as I needed a little quiet time. I had heard and read so many stories about the wild orgies at Hedo’s hot tub that I couldn’t help but feel a bit disappointed. Directly ahead of me, an older couple sat along the ledge and chatted. At the opposite end of the tub, a young man sat, looking tired and bored. To my right, a couple stood and chatted with a tall black man. Considering all the hype, it was a rather boring scene.

I closed my eyes and tried to summon the slumber I so desperately needed. When I opened my eyes again, I was rewarded with some sexual activity at last. The older man across from me had boosted himself onto the ledge of the hot tub, and his wife – presumably – was giving him a slow and steady blowjob.

To my right, the couple were still speaking with the tall black man, although it seemed that the wife was doing most of the talking while the husband simply stood and watched. Then I noticed the movement of her hand and realized she was giving her new friend a handjob beneath the water.

As I surreptitiously watched the action unfold from the corners of my eyes, I noticed a young woman enter the hot tub area. She wore a white terrycloth robe, which she shed immediately upon entering the area. She was completely naked beneath her robe. She had large, firm, breasts, a flat belly, and a slim “landing strip” of pubic hair. She gingerly stepped into the water, gaining the attention of the young man I had noticed earlier.

“Ooh, it’s hot,” she exclaimed.

“It’s hotter now that you’re here,” he responded.

I rolled my eyes at his corny pick-up line. Yet, it seemed to work. She responded with a giggle, and the two engaged in a conversation while seated across from each other.

I closed my eyes once more in an attempt to avoid appearing as though I were there to watch other people have sex – which, of course, I was. Before embarking on our trip, I found a forum for Hedo travelers. I read many warnings about something they called “wallies,” which were described as creepy single men who lurked around the nude areas to ogle the female guests. I didn’t want to be a “wally.”

At last, I began to feel somewhat tired. Perhaps I simply needed to see some action before my mind would allow me to drift to sleep. After soaking a while longer, I decided to call it a night.

I trekked back to our room, naked, and eased into bed next to Kathleen. Despite my best efforts, I simply could not fall asleep. My mind raced with questions. Did the couple end up going back to their place with the black guy? Did that young guy hook up with the hot young girl? Did the old man shoot his load in his wife’s mouth or did they take their act to another location?

I tossed and turned for a long time before grudgingly deciding to get out of bed and return to the hot tub. This time, I left my swimsuit in the room and simply walked naked to the tub. As I approached, I could hear the raucous laughter and chattering of dozens of people. I turned the corner to see a completely different scene than the one I observed only a short time earlier. It was as if some event had just ended and all of the guests decided to invade the hot tub en masse.

The tub was filled to capacity, with people having sex everywhere I looked. I found an open spot along one of the ledges and settled into my seat. An older couple waded in front of me and began kissing passionately. I turned my head to see a man seated beside me, receiving an incredibly slow and sensuous blowjob from an attractive woman. My cock swelled involuntarily.

The older woman in front of me suddenly turned around to face me. She bent over at the waist and the man behind her entered her and began thrusting into her. Her eyes rolled to the back of her head and she licked her lips. She closed her eyes and tried to steady herself by placing her hands on her knees, but his thrusts were practically knocking her over. Suddenly she opened her eyes and looked directly at me.

“Darlin’, would you mind if I used your knees for a minute?” she asked in a sweet Southern accent.

“No problem,” I said with a laugh.

She placed her hands on my knees and groaned as the man behind her continued his slow and steady pace. My cock throbbed.

“Would you mind moving your right hand just a little to the left?” I asked. I was joking. I didn’t think she would take me seriously. Yet, the words had barely escaped my lips when her hand went straight to my cock. She stroked me furiously under the water as she was pounded from behind.

This strange encounter continued for only a moment longer before the man spanked her ass and pulled her toward the stairs.

“Thank you, Darlin’” the old woman said with a wink and a smile.

My cock now aching for a release, my head swiveled as my eyes feasted on the live porn happening all around me. Directly across from me a woman stood facing me while a man stood behind her and kissed her neck while fondling her enormous breasts. She had long black hair and sultry eyes that I noticed were staring directly at me. I looked away quickly.

After a moment, I glanced back to the voluptuous woman ahead of me. She was still staring directly into my eyes. I was a little slow to catch on, but after the third time she caught me looking at her, I realized her stare was intentional. I flashed her a sheepish grin, and she returned the gesture with a sexy smile and waded toward me through the bubbling water.

“I’m Mandy,” she said, extending her hand.

“Joe,” I said. “Nice to meet you.”

“Are you here alone?”

“I’m with my wife, but she’s asleep back in the room.”

“Would your wife mind if I kissed you, Joe?”

I chuckled at her forwardness. “No, she wouldn’t mind.”

Her lips were incredibly soft and full, and she was a very talented kisser. While her lips and tongue meshed with mine, her hand snuck below the water and wrapped around my cock. I responded by reaching between her legs and playing with her hairless pussy.

“Do you want to go back to our room and share me with my husband?” she asked.

“Uh…sure,” I responded. It all happened so quickly, I hardly had time to think about it.

She took me by the hand and we waded to the other side of the hot tub where she introduced me to her husband, Hank. He smiled and casually shook my hand before the three of us left the hot tub and walked naked toward their room.

Once inside, she went straight to their bed. I crawled on top of her and kissed her while caressing her body. Her massive breasts were more than a handful. I kissed my way down to her pussy while Hank crouched near her head and fed her his cock. She seemed to enjoy the way I used my fingers and tongue, but soon asked me to sit at the head of the bed.

I sat with my back against their headboard, and she engulfed my cock while Hank entered her from behind. Her plump lips felt incredible wrapped around my cock, and she was able to take my entire length into her throat. The sounds she made reminded me of someone enjoying a particularly delicious meal.

“Mmm…Mmmmmmm…Mmmmmmmm!”

Each sound she made sent vibrations along my shaft and down to my balls. She used her mouth with such enthusiasm, it became increasingly difficult to prevent peaking too early. Hank pounded into her with such force, I had to hold her head with both hands in an attempt to keep her steady.

She removed me from her mouth and looked up at me with those sultry eyes. “Do you want to switch?” she asked.

I shifted off the bed, and Hank handed me a condom as we switched places. She wiggled her plump, round, ass at me as she went down on her husband. Her pussy was incredibly slick. I entered her with one smooth motion and she responded with a muffled moan.

Her mouth had already brought me to the brink of climax, so I knew I wouldn’t last much longer. I tried to extend the moment by fucking her slowly, but she backed into my cock again and again at such a frantic pace that I decided to surrender to the pleasure.

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I matched her rhythm and met her backward motions with a powerful thrust of my own. The sound of our flesh slapping together echoed off the walls of their room. Within seconds, I shouted in ecstasy as I filled the rubber.

I excused myself to their bathroom. When I returned, Hank had resumed his position behind her. I was just about to bid them good-night when Mandy turned to me.

“Come back and sit here,” she said, patting the mattress by her head.

“I…I’m not gonna get hard again for a while,” I said.

“I don’t care. I just need a cock in my mouth.”

I did as she asked and returned to my position in front of her. She took my soft cock into her mouth and held it there, swirling her tongue in a circular motion. Her passionate moans grew louder the harder he fucked her.

“Put it in my ass,” she begged him. “Please!”

He must have complied, as her moaning instantly transformed into a low, guttural, groan. It wasn’t much longer before Hank shouted, tensed, and shivered before collapsing onto the mattress behind her. She continued to play with my soft cock in her mouth. I had the feeling she could have continued sucking all night if I hadn’t interrupted her. For the first time all night, I truly felt exhausted. I politely bid them good-bye and thanked them for a fun night. It was the last I ever saw of them.

***

When I described my evening’s exploits to Kathleen the following morning, she was so turned on she attacked me in bed. I watched from the mirror on our ceiling as she mounted me and used my hard cock to get herself off. Afterward, we rushed down to the buffet breakfast to begin our first full day at Hedo.

To say that it was hot would be an understatement. Despite the fact that it was November, the heat was so suffocating that the only refuge we could find was in the shaded area in the pool on the nude side. Although it was barely noon, there was little to do but drink and socialize. This became our daily routine for the remainder of our stay.

Prior to our vacation, I had chatted with several people on the travel forum that were visiting Hedo at the same time. I recognized a few of them immediately, and we spent the day chatting and laughing in the shade by the bar. Everything that I had read about the resort was accurate. The atmosphere surrounding the pool area was relaxed and fun. All of the guests were very friendly and excited to be there. It felt very much like the “Middle-Aged Spring Break” our friends had described.

That afternoon, we met a woman named Bonnie whose ass was so large and out of proportion with the rest of her body, it seemed like a comical exaggeration. Our new group of friends encouraged her to perform her “trick” for me. Bonnie smiled broadly and backed into me. She reached behind her and pulled my dick, planting it between her ass cheeks. She then clamped her cheeks together so tightly that I had no choice but to follow her as she tugged me around the pool.

Kathleen and our group of friends doubled over in laughter at the sight of this spectacle. For the rest of the week, we continued to laugh as Bonnie demonstrated her talent for one unsuspecting guy after another.

Another guy we met had a dick that was so small it looked as though he only had a tiny mushroom buried in his crotch. Rather than be embarrassed about it, he pointed it out to anyone who happened to pass by. He knew every tiny dick joke that had ever been told, and he recited them all with rapid succession until our face muscles hurt from laughing so hard.

We talked and laughed until the sunset arrived. Kathleen and I enjoyed a nice, romantic, dinner together at the Teppanyaki restaurant. After dinner, we decided to head back to the pool, as the options were limited. The pool area was far more serene at that time of night. Only a handful of couples surrounded the bar area. We joined them and introduced ourselves.

They were mostly older couples, probably ten or fifteen years older than we were. They described themselves as “Hedo vets,” as they had each visited the resort a dozen times or more. As I chatted with one older woman, she casually put her arm around me and began caressing and squeezing my ass. Although I had no interest in having sex with her, I accepted the gesture as nothing more than friendly flirtation.

While I chatted with the older woman, Kathleen was surrounded by older men who were clearly interested in every word she said. I could tell by the expression on her face that she was enjoying all the attention. She always had a strange camaraderie with older men.

I left the group to use the bathroom. When I returned, I noticed Kathleen was no longer standing where I had left her. I scanned the pool area looking for her. It was mostly vacant except for one couple in a dark corner. My heart leapt when I recognized the unmistakable wavy hair of the woman bobbing up and down in the lap of the man seated at the edge of the pool.

I took a seat at the opposite end of the pool, veiled in darkness, and watched with great interest as my wife went down on a complete stranger. The movement of her head maintained a steady pace. Although I couldn’t see the expression on his face, I could see that his head was tilted back, and one of his hands was on her head. Her pace increased for a moment and then slowed. She lifted her head and he leaned forward to give her a quick peck on the forehead.

I remained seated, squeezing my aching cock. On her way to the ladder to exit the pool, she noticed me sitting in the darkness and waded toward me.

“Okay,” she said, “I fulfilled my obligation for the week. Happy now?”

***

The rest of the week was a hazy blur of drinking, eating, dancing, and flirting. We enjoyed hanging out with our new friends and shared many laughs together. On one occasion, we were standing outside of the main building waiting for the entertainment to begin when one of our friends, Roger, suddenly announced that his dick was broken.

“What do you mean broken?” I asked.

“It don’t work no more,” he said in his Southern accent. “I can’t get it hard today.”

“Oh, really?” Kathleen said with a raised eyebrow.

“Uh-oh,” I told Roger. “I think you just issued a challenge.”

Kathleen sauntered toward him and crouched at his feet. She unzipped his fly, pulled out his cock, and put it right in her mouth. Less than a minute later, she took his hard cock out of her mouth.

“It’s working now,” she said, triumphantly, to the applause of our friends.

“Hey, my dick ain’t working, either!” one of them shouted. She didn’t take the bait.

On another occasion, we were all hanging out in the hot tub when another friend, Tom, mentioned that he has never been able to cum from only a blowjob. Again, Kathleen took this as a challenge. She went down on him for quite some time before conceding defeat. Somehow, this woman who insisted that she was done having sex with strangers had sucked three stranger’s cocks in a week.

***

Late one afternoon, we watched the resort’s talent show from our places in the pool. We cheered loudly when Bonnie performed her trick with her massive buttocks, and laughed and cheered at the antics of the other contestants. Two of the contestants seemed completely out of place. I had seen them throughout the week and they were impossible not to notice.

She was tall and blonde and built like a Playboy playmate. She had large – most likely surgically-enhanced – breasts, a perfectly-sculpted ass, and long and toned legs. He looked like a professional body builder. Not only did Mother Nature bless him with a muscular body, but his massive cock swung low between his thighs. She performed a number of tricks where she swallowed increasingly-longer items while stripping naked. The crowd went wild when she made a very large cucumber disappear into her throat.

After the contest, Kathleen and I were just finishing our last drink of the afternoon when this stunning couple approached us. It soon became clear that they had been drinking all afternoon as well. In the middle of a casual and polite conversation about the resort, the woman – Holly – suddenly turned to Kathleen and slurred, “Would you mind if I sucked your husband’s cock?”

Kathleen laughed out loud and said, “Not at all. Go for it.”

“Do I get a say in this?” I teased. Kathleen merely raised her eyebrow.

I hopped up onto the side of the pool and Holly wasted no time making my entire cock disappear as if it were a cucumber. With Kathleen and Holly’s gigantic husband looking on in amusement, Holly swallowed my stiff pole again and again, faster and faster, until her head became a blonde blur. She continued her frantic pace for quite a long time before she paused and looked up at me.

“Are you gonna cum for me or what?” she asked.

I nodded dumbly, and she resumed her work, picking up right where she left off. Despite her very best efforts, and as incredible as it felt, I simply couldn’t bring myself to the pinnacle. I had been drained so many times that week, my tank was empty. After a good deal of time and effort, Holly finally stopped and looked at me with annoyance.

“Sorry,” I said. “Too much to drink today, I think. You’re very good, though.”

She turned and walked away with her hulking husband. Kathleen looked at me in disbelief. All I could do was shrug.

The following day, we spotted Holly by the pool. Kathleen suggested we go talk with her, but I was too embarrassed by our last encounter. Nevertheless, Kathleen approached her and began chatting with her. I watched as the two of them talked. They both began laughing. Kathleen gave her a little wave and returned to my side.

“What’s so funny?” I asked.

“She doesn’t remember sucking your dick,” she said. “She completely blacked out.”

***

I had hoped that our vacation would recapture some of the excitement and enthusiasm Kathleen seemed to have lost, and that we would renew our swinging adventure together when we returned home. I greatly missed the social life we purposely abandoned when we began swinging separately. I missed the bond we created through our shared experiences. I missed our play-by-play reviews of our thrilling sexual exploits. Alas, our vacation was not the transformative experience I had hoped it would be. She soon found a new interest to pursue on her own. This one would have profound ramifications on our swinging experience.

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Written by JustSomeJoe
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