A Cuckold Story Ch. 23

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More Tropical Adventures.
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Part 6 of the 20 part series

Updated 06/10/2023
Created 03/23/2021
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If there was one thing that Cheryl's affair with Troy prompted, it was my wife's desire to engage in another spontaneous romantic adventure while away from home. I think the novelty of enjoying a lusty adventure in an exotic locale had awakened something in Cheryl and she was anxious to enjoy a repeat. In fact, almost six months following our Hawaii trip, Cheryl insisted that she wanted to go to Cancun, telling me she had heard from a girlfriend that lots of single guys went there to party. My wife's wish has always been my command and so I dutifully booked a week-long trip for the next month and arranged to use some of my hotel points for a large room at the Hyatt.

It was a little over two weeks before our Mexico vacation that Cheryl and I had just finished making love for the first time in several weeks. I had been out of town on business for one of the weeks and it so happened that my wife had arranged dates with her two regulars on three consecutive weeks, leaving me to my own devices. However, that Saturday she and I had made love and although I can't claim to have brought my wife to an earth-shattering climax, I did give her a mild orgasm while she rode my stiff penis, grinding her clit against my pubic mound. I had come soon thereafter and as I lay on top of my wife, my deflating penis still embedded in her juicy pussy, Cheryl had declared, "Alright, Mister. That's it for you until our vacation."

Her statement caught me by surprise, and I lifted myself up to look into my wife's eyes and I saw her staring back at me with a mischievous grin. Cheryl then teased, "I want to be extra horny for Cancun. And you should be too. So that means no sex for you, not even playing with yourself. Okay?"

I was feeling particularly satisfied at that moment as I looked down at my sexy wife and sheepishly replied, "Yeah, I understand."

Cheryl's face lit up as she giggled, "Good. The next time I have sex it needs to be with a hot stud. And if you're a good boy, then maybe you can play with yourself afterwards."

My wife was clearly taking my cuckolding to a new level, but I was in no mood to argue as I said, "Okay, Sweetie. That sounds good."

My wife seemed truly pleased with my willing acceptance of her terms as she playfully pushed me off her and headed to the bathroom. I, meanwhile, continued to lay in bed contemplating what I had just agreed to.

The next two weeks were some of the most frustrating of my life as Cheryl was constantly teasing me about wanting to enjoy a lusty, sex filled holiday. Of course, my wife's version of this theme was for her to enjoy a passionate fling with a sexy, well hung stud while I played the loving, but naïve cuckold husband. But as frustrating as this was, I must say I was absolutely enthralled with Cheryl as she insisted we go shopping several times so that she could assemble a wardrobe of alluring, tropical outfits. And when she would later model her purchases for me, it took all my willpower to keep from masturbating as I envisioned her parading around in these flimsy skirts and dresses, trying to catch the attention of other men. Unlike our Hawaii trip, this time Cheryl intended to bring a couple of her thong bikinis and when I suggested that they might not be appropriate in Mexico, my wife just quipped, "I don't think anyone's going to mind. I want to make sure I can show off for all the hot guys."

Although the two weeks went by slowly, eventually Cheryl and I found ourselves seated in the plane to Cancun anticipating the start of our vacation. Unlike most of the other women on the plane who were dressed casually in shorts and flip-flops, Cheryl was wearing a bright blue tank top coupled with a tight white miniskirt. On her feet were a pair of tall blue high heel slides that my wife had bought to wear with her blue thong bikini. Several men had leered at my wife as we waited at the gate but for the most part they had to surreptitiously stare at Cheryl as they were headed to Cancun with their wives or girlfriends.

Our flight was uneventful and before long we were ensconced in our hotel room enjoying the view of the turquoise ocean. With the time change, it was almost eight-o-clock but Cheryl was anxious to scout out the resort and so we headed to the hotel bar for a drink. As we sat together in the bar sipping our drinks, I could tell that Cheryl was a bit disappointed in the fact that our fellow patrons were almost exclusively couples. Not that she intended to find a lover on our very first night, but I'm sure my wife was hoping to scope out the scene with the intent of gauging how many handsome studs were staying at the hotel.

The next day, Cheryl was up early and after showering she donned her blue thong bikini and headed down to the pool. I was instructed to keep my distance as Cheryl wanted to strut her stuff for a bit in the hopes of attracting some male attention. I waited in the room for a couple of hours reading a book before venturing down to the pool where I spotted Cheryl tanning all by herself. As she had instructed, I took a seat on the other side of the pool from my wife and resumed reading all the while keeping a wary eye on Cheryl as she flaunted her toned body on the chaise lounge. Although there were lots of people around, it seemed that the crowd was primarily families or couples with nary a single man whatsoever. In fact, after about twenty minutes or so, Cheryl came strutting over to me and said, "I'm bored. Maybe we should go into town."

I then accompanied Cheryl up to the room where she changed into a pair of daisy duke shorts and a white tube top. The shorts looked painted on and a good inch or so of my wife's butt cheeks peeked out from beneath the frayed hem of the shorts. Cheryl's outfit was very suggestive and when she slipped on a pair of three-inch platform flip-flops, I almost recommended she wear something a bit more modest given that we were in a foreign country. Nevertheless, I bit my tongue and we were soon in a taxi headed into the center of Cancun.

Once in town, Cheryl and I strolled around a little to get our bearings and eventually stopped into a restaurant for lunch. For the most part, Cancun seemed to be filled with families, couples or younger guys and girls interested in drinking all day and playing out their Spring Break fantasies. And although Cheryl received more than her share of lecherous gazes from various men, there seemed to be few, if any, handsome muscular studs that she might want to welcome into her bed.

After lunch, we had a couple of beers at one of the more popular bars and although Cheryl did strike up a conversation with a table of four handsome guys, they were leaving that afternoon for a multi-day fishing trip. All told, our first day in Cancun was somewhat disappointing to my wife and although we did enjoy a nice romantic dinner that evening, I knew Cheryl was getting antsy over the lack of available men.

The next two days were much of the same and even when Cheryl headed out on the second night to a nearby nightclub, she returned home only an hour later to tell me that the crowd was too young and immature. And on the third night, Cheryl had pretty much resigned herself to the fact that she was not going to be enjoying a lusty tropical affair as she sullenly remarked, "If I don't meet anyone tomorrow then maybe we should have sex." The disappointment in her voice was obvious and if I wasn't so secure in my cuckold role, I suppose I might have been hurt. But, instead, I consoled my wife telling her that sometimes these things take time and that maybe tomorrow would be her lucky day.

As it so happens, we had planned an excursion to the pyramid at Chichen-Itza the next day and at 9:00AM sharp we were waiting for the minibus to take us to the ruins. There was a group of three German tourists waiting with us and when we tried to strike up a conversation, they acted reserved and aloof. The minibus arrived not long after 9:00 and we then headed to a rather run-down hotel to pick up the final two passengers. As we pulled up in front of the hotel, we saw two very handsome guys waiting and within seconds of their entering the bus, the relative serenity of the ride was shattered as they both came stumbling into the bus yelling, "Let's get this party started!" The taller of the two of them reached over and shook my hand, calling out, "Aye, Mate! I'm Matt and this is Gerry!" They then introduced themselves to everyone on the bus causing the German's to look positively shocked at their boisterous behavior.

As we drove to the ruins, we learned that both Matt and Gerry were from Australia and were in the midst of a one-year adventure travelling around the world. They had travelled throughout Asia and Europe and had just flown into Cancun the night before. They were both around thirty years old and I could tell that Cheryl was immediately attracted to Matt, with his muscular physique and charming, albeit loud, personality. The two guys told us that they were headed to Isla Mujeres the next day as Cancun was too "touristy" for their liking, but they thought to check out the pyramids first as the bus ride was a bit shorter from there.

We spent the bulk of the day with Matt and Gerry as we toured the ruins and I watched discreetly as Cheryl brazenly flirted with Matt. And as we drove back to Cancun, Matt asked whether we wanted to join them for dinner that night at a restaurant they had heard about that made great Yucatan food. Before I could even answer, Cheryl blurted out, "Yes! That sounds fantastic!", and we then made plans to meet up with them at the restaurant.

When we got back to our hotel room, Cheryl was giddy with excitement. "Oh God, Mike. Isn't Matt handsome? And did you see it when he took off his shirt? Oh my God, he's so hot!"

I couldn't really disagree with her assessment as I replied, "Yeah, he's pretty good looking. And Gerry's not so bad either, is he?"

"No, Gerry's handsome too. But, Matt, oh my God, I want to fuck him so bad", sighed Cheryl as she stripped off her clothes and then directed me to get the razor to shave her pussy. As I set about my task, Cheryl couldn't stop gushing about Matt. She was extolling his muscular shoulders, his tanned thighs, his six-pack abs, and his "sexy" accent. My wife was the proverbial bitch in heat, and I started to worry about whether she had read his intentions wrong. What if she couldn't seduce him? Would this ruin her vacation? I kept my concerns to myself as I shaved Cheryl's pussy until it was a smooth as silk and she then scampered off to the bathroom to soak in the tub while I busied myself putting away the clothes we had worn that day.

When Cheryl finally emerged from the bathtub, I took her place, showering away the day's sweat and when I finally emerged from the bathroom, I saw my wife modeling one of her sexy new dresses in front of the full-length mirror. "What do you think about this one?", queried Cheryl as she twirled in front of the mirror.

The dress my wife had chosen was a skintight white spandex dress that left little to the imagination. One could clearly make out her nipples beneath the material and as she turned around, I noted that you could see the outline of Cheryl's thong beneath the thin material. When I mentioned I could see her thong, Cheryl just giggled and said, "Well, that's not a problem", as she then reached up under her dress and slid the skimpy panties down her legs and tossed them to me. "I'll just go without then", cooed my wife as she gave me a naughty grin.

My dick was already hard as I watched my wife then retrieve a pair of white wedge sandals and I noted that these were the same pair of shoes that she had worn with Troy in Hawaii. And I hoped, for my wife's sake, that these same shoes would end up resting on Matt's muscular shoulders just as they had with Troy.

While I dressed, Cheryl fussed with her makeup and before long we were headed out to the restaurant where we were to meet Matt and Gerry. When the taxi pulled up outside the restaurant, we were somewhat taken aback. Rather than the swanky eatery we had expected, it was an unassuming place on the roadside with tables underneath palm thatched roofs. Cheryl's slutty dress and high heel shoes were decidedly out of place in this joint, but that didn't bother her a bit as she rushed to meet Matt and Gerry, giving each of them a hug and a kiss.

We all ordered beers and before long we were chatting away like old friends. Cheryl was concentrating her attention on Matt while I engaged Gerry in a discussion about their travels, letting him regale me with stories of their times in India and Thailand. Dinner was actually really great and as we were finishing up, Cheryl looked over at me and said, "I want to go dancing, Mike. How about it?"

This was my cue. As we had agreed, I said, "I'm sorry Cheryl. I'm really tired tonight. I need to get some sleep."

Cheryl immediately looked at Matt and with a naughty smile, asked, "My husband is such a party-pooper. Can you guys take me out dancing?"

Matt looked over at me with curious expression as he wasn't really sure if I would be okay with them taking my wife out on the town, and Cheryl immediately interjected, "Don't worry about Mike. He doesn't mind. Do you Mike?"

This was my opportunity to play my now familiar role as the naïve cuckold husband as I answered, "Of course not, Sweetie." I then looked over at Matt and Gerry and asked, "Are you guys okay with taking Cheryl out?"

Both Gerry and Matt replied in unison as they exclaimed, "No problem Mate!"

I then added, "Just make sure she gets back to our hotel safe and sound. Okay guys?"

The two guys assured me that they would make sure she got back safe, even insisting they would accompany her back to the hotel so that she didn't have to ride in a taxi alone. We then said our goodbyes and as I watched Cheryl walk off with Matt and Gerry, I couldn't help but readjust my pants as my swelling penis was beginning to form an obvious bulge in my crotch. The entire taxi ride back to our hotel, I couldn't believe what I had just done. I had basically handed my wife to this hunky Australian and I had no doubt that before the night was through, his cock would be embedded deep in her juicy pussy. And I wasn't even sure that Matt would be the only one fucking my wife that evening. Although she clearly had her sights set on Matt, she'd admitted that Gerry was handsome, and I could picture him sharing in my wife's charms if he played his cards right.

By the time I was safely ensconced in our hotel room, I had an almost uncontrollable urge to masturbate. But I had promised Cheryl I would wait until after she had been with another man and so I reluctantly held off, trying everything I could to keep from picturing what she might be up to. It was almost two in the morning when I finally heard Cheryl at the door and when she entered the room, I rushed to greet her with a passionate kiss. My wife had obviously been fucked and when I broke off our kiss, she gently placed her hands on my shoulders, urging me to kneel before her. I did as she bade and I was soon face to face with her crotch, the thin white material of my wife's dress the only thing between me and her well fucked pussy. Cheryl then reached down and hiked up her skirt to reveal her creamy slit, a small dollop of white semen rested on her fleshly outer lips and I couldn't help but let my tongue dart out to scoop up this tasty treat. I then dove in, burying my tongue in my wife's pussy and cleaning up all her juices mixed with Matt's creamy sperm.

As I ate my long overdue creampie, I began to run my hand up and down my penis and as I felt Cheryl shudder in orgasm, I, too, began to come, spurting out my load on to the tiled hotel room floor. It was a moment I would not soon forget as we climaxed simultaneously, each reveling in my wife's slutty behavior, but confident that nothing we did could shatter our love for one another.

While I was still milking out the last drops of come from my deflating penis, Cheryl stepped back a bit and looked down at me sweetly as she said, "Sweetie, do you think we could go with Matt and Gerry to Isla Mujeres tomorrow?"

"Oh yeah, sure. I thought we planned on going there one of these days anyway", I replied as I let go of my dick and started to get up.

"No, Honey. I mean go stay on the island with them. They said it's supposed to be beautiful and not as touristy as Cancun", cooed Cheryl.

I wasn't sure what to say as I stammered, "Uh, I don't know. I used my Hyatt points and I don't know if they can be changed."

Cheryl was not about to be denied the opportunity to spend more time with her new lover as her demeanor changed abruptly and she snapped, "Mike, I don't care about your Hyatt points. You need to go down to the front desk first thing in the morning and see what you can do. Make something up if you have to. Okay?"

Clearly my wife had made up her mind and so I sheepishly replied, "Okay, I'll see what I can do" as I made my way to the bathroom to wash up.

That night I didn't get many details out of Cheryl as she was truly tired. I only learned that she and Matt had left the disco not long after they had arrived and had headed straight back to Matt's hotel while Gerry stayed at the club and chatted up some girls from New York. Cheryl and Matt fucked twice over the course of the next two hours and they would have gone for a third time if Gerry hadn't interrupted them by knocking on the door to announce his return. I later learned that Gerry had barged into the room immediately after knocking and he was treated to the sight of my naked wife as she slipped out of bed and gathered up her clothes. Cheryl said she felt like such a slut as she shamelessly slipped her dress on in front of Gerry and then sat on the edge of the bed to put on her wedge heels. She then grabbed her purse while Matt hurriedly pulled on his pants and a shirt before accompanying my wife back to our hotel where he had the taxi drop her off out front.

Early the next morning Cheryl insisted that I head down to the front desk to try and change our reservation. Fortunately, I was able to have the bulk of my points restored to my account and I only forfeited one night. And when I later told Cheryl the good news, she was ecstatic, giving me a big hug and a kiss and telling me that she would make it up to me later. My wife then called Matt to let him know that we would be joining them in Isla Mujeres and we arranged to meet him and Gerry at the ferry terminal for the trip to the island.

Oddly enough, when we met up with Matt and Gerry, it was not Matt but Gerry who made me feel more uncomfortable. Matt was his usual boisterous self, slapping me on the back when he saw me and exclaiming, "Hey, Mate. You missed a good time last night! Your wife really knows how to dance!" But Gerry was much more subdued, only giving me a condescending smile that made it clear that Matt had given him a blow-by-blow description of his encounter with Cheryl. Nevertheless, I kept in character as I told them that I owed them a beer for taking my wife out dancing. And I then told them that Cheryl and I were really looking forward to getting off the tourist track and we were grateful that they were letting us tag along. Gerry couldn't help but snicker at this, but I noticed that when Matt nudged him, he quickly quieted down.

Isla Mujeres was just as advertised, and it was a far cry from Cancun. We found a small rustic two-story hotel on the beach that looked good and we were soon ensconced in our rooms. I noted that Matt and Gerry elected not to share a room this time and I knew that Matt was likely intending to host my wife in his bed as often as possible over the next several days. And although the front desk clerk had initially arranged it so that all three of our rooms were adjacent to each other, both Matt and Gerry said they wanted to look at some of the other rooms and they eventually selected two rooms at the other end of the hotel furthest from the one occupied by Cheryl and me.