My First All-Inclusive Resort

Warnings and disclaimers:

This story is based on real people and locations but names and places have been changed and details adjusted. This story contains explicit male-male and male-female consensual, adult sex. If you don't enjoy reading this sort of material or are under the age of 21 or it is not legal to read this sort of material where you live, PLEASE DO NOT CONTINUE READING. Please practice safer sex.

I really appreciate any comments at [email protected]

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My sexy 6’4” 56 year old silver-daddy partner, Perry, and I just returned from a fantastic anniversary trip to Cancun, Mexico. At 52, I had somehow never before been to an adults-only all-inclusive resort in Mexico. The trip turned out to be even more fun than I expected.

Normally we might go to a more gay-friendly area of Mexico, like Puerto Vallarta, or on a more urban-exploration vacation in Europe or Asia. But we decided in the middle of a cold Chicago winter that we should spend a week on the hot and sunny beaches and pools of a German-owned resort near Cancun and just relax. We chose this particular resort because it’s usually popular with Germans and Eastern Europeans who are often heavier, hairier, and less body-conscious, and so maybe we’d feel comparatively like “supermodels” despite being hairy, rugby-build bears ourselves.

For some reason, though, there must have been some sort of winter break in Canada – especially in Quebec, because in addition to the Germans and Polish, Americans and Latin Americans, there was a high concentration of mostly very attractive Canadians, mostly French-speaking from Montreal and Quebec City.

The trip down was uneventful, except for the usual fun of people watching at O’hare, scoping out interesting characters and hot guys. It must have been “hot cop day” because they were everywhere. Especially in our bustling gate area, where there were a few muscular Polish-born straight otters in tight uniforms, cockily displaying great bulges and physiques as they surveyed the crowd.

We got to the beautiful resort on Friday evening and got checked in by a stunning Mexican representative who had that sexy, bearded, extremely dark skin and hair and heavily-black-rimmed almond-shaped eyes that makes some Mexicans look almost Arab. A friend in the travel industry had surprised us by getting us upgraded to an ocean-facing swim-out room with its own small private pool.

We spent the first night just getting oriented to the restaurants, bars, pools, beachfront, nightclubs, shops, etc. at the resort and went to bed after a refreshing dip into our glowing aquamarine pool. Of course we tried to catch glimpses of who was in the neighboring swim-outs on either side of us, which had frosted glass partitions. On one side, there was a sexy, thuggish looking muscular Cuban guy in his late 30s with a younger, sexy Cuban woman, and they were drinking margaritas and giggling as they held close to each other in their pool. I tried not to get caught staring too much past the incomplete partition, where I had positioned myself to be able to observe them as well as the beautiful glowing pools in front of our room and the palm-lined oceanfront ahead of us. There was a bright moon, warm fresh air and a high breeze. The Cuban couple was pretty oblivious, in lust as the man held the woman tightly from behind in their pool and kissed her neck and shoulders. You could see his beefy arms flexing as he was massaging her shoulders, back, and, it seemed likely, rubbing her breasts and lower back, ass and pussy beneath the surface. She giggled but kissed him passionately with her head back and to the side and sighed or gasped several times as he must have started plunging his fingers into her swimsuit bottom, and was apparently stimulating her under the water. I wanted to have a better angle to actually see the action beneath the water, but had to settle for imagining from what I could see sneakily, as my own hard-on strained my tight swimsuit and I pressed it against our pool’s edge. Perry was drinking cervezas and smirking at me, quietly calling me a perv for my somewhat blatant voyeurism. But at least I got him into the water with me and got him to press his own impressive boner against my asscrack in the warm, well-lit pool, and his hairy chest felt great pressed against my back. I kissed him and thanked him for this anniversary trip we were already enjoying.

The next morning, despite wanting to sleep in, I woke up before sunrise and let Perry sleep while I hung out drinking coffee on our deck. Inhaling the ocean air, enjoying the loud crashing waves not far away from us, thinking about enjoying the day ahead just relaxing on the beach.

Eventually, Perry woke up and agreed that we should grab towels, our beach stuff and take a walk on the beach to watch the most stunning Caribbean sunrise, along with just a small number of other intrepid early-rising walkers, runners, and people already staking out lounge chairs lining our resort’s part of the beach.

We walked almost 3 miles up and down the beach, so that Perry could show me several other beautiful resorts north of ours, most of them rather more exclusive than ours, with beautiful palapas and cabanas, some with really sexy young lifeguards already at their posts in wooden lifeguard stands. The Baywatch-worthy hotties smiled and waved as we fantasized about pretending to need assistance.

We got back to our own beach and claimed a couple of lounge chairs away from other people, and enjoyed the increasing warmth of the now-sunny morning. Large waves crashed nearby and people were already paragliding and using small sails to quickly “surf” back and forth along a wide stretch of the sea.

About half an hour later, a very attractive, muscular, bare-chested silver-haired man walked up from the resort and asked if we’d mind if he grabbed two nearby loungers. “Of course not, please go ahead, sir,” we said, thinking he was just slightly older than us. He was wearing relatively long board shorts and a baseball cap over his silver hair, cool sunglasses, and had an American accent with a very slight drawl enhancing the deep masculine timbre of his voice. Obviously straight but quite friendly.

He introduced himself as Martin, and said, “Please, don’t let me interrupt your peaceful morning on the beach,” but we of course both wanted to chat with this handsome gentleman who seemed outgoing and pleasant in addition to being great eye-candy. He asked our names, where we were from, and explained that his (female) partner was getting ready in their room and would be down to the beach soon. They were both internal medicine doctors in a western state, and he caught a look on our faces and said, “Don’t worry, we are totally blue progressive liberals even though we are surrounded by red-state insanity. And we both really like having LGBTQ friends, who are awesome, plus sometimes the guys remind us of our own brothers – we both had older gay brothers who we loved dearly.” That was nice to hear from such a macho-seeming small-city doctor.

While still enjoying the tranquility of the increasingly sunny and hot beach morning, it was really fun to chat with Dr. Martin, who seemed to really enjoy our company as well. So we were all laughing together and enjoying ourselves (as well as a few weak cocktails brought by the sexy young resort staff waiters who worked the beach chairs all day) when the Doc’s partner arrived in a beautiful, flashy sarong-like wrap, a tight bikini top covering her small natural breasts, wearing a big sunhat. She was immediately super-friendly, seeing us already talking with Doc (as he said he didn’t mind us calling him), and introduced herself as Astrid. “Yes, my parents are Danish and Swedish, which explains the name and the dirty-blond hair, and me being really tall,” she explained with a smile. Dr. Martin caught her up on a few of the details we had told him about ourselves and we immediately established a nice rapport with her too. Very easy-going people, despite their high-powered careers, and just a weird sense that we could become fasts friends throughout not just our stay at the resort but hopefully beyond

Indeed, by the afternoon, between lots of lying around in the hot sun, drinking plenty of cocktails and beer and water, going swimming in the bathtub-like warm Caribbean turquoise water, and chatting a lot more than you’d expect to with strangers, they were inviting us to come and visit them in their big house. What had seemed like small kernels of slightly flirtatious charm between us were fueled by unexpected little comments, like Astrid saying, “We have two Airbnb apartments attached to our main house, but we can unlock the door between the one you’d stay in and you’d be right in the hallway to our primary suite.” Doc picked up on my raised eyebrow and laughingly said, “Um, yeah, Jay, she did basically just say to come and stay at our house and we’ll take you to our bedroom.” Astrid slapped him playfully on his tan, muscular thigh and said, “They wouldn’t want that, you know it.” And without looking at each other, Perry and I both blurted out, “Yeah, I think we would want that.”

So suddenly it was out in the open that we two mostly gay, homoflexible guys were quite attracted to our newfound vacation friends, a couple of heterosexual doctors. And that seemed to open them both up quite a lot, making them both ask several intrigued questions. “Wait, what?” Doc asked, “You would actually be into that kind of thing with a straight couple?” and Perry explained that he had been married to a woman for 20 years, has a son, and that even his first sexual experiences had been threesomes with a man and woman when he was in high school. And he spoke for me and said, “And Jay is much more adventurous and slutty than his sweet exterior seems. He loves to have MMF threesomes, for example.” Astrid grinned from ear to ear and said, “Something told me upon first seeing the three of you talking together out here, that you guys had to be awesome, adventurous guys and that we could have a lot of fun getting to know you!”

I am a little bit more shy but I decided to ask, “Have you guys ever done anything with another couple, or had guys join you?” And Astrid said, “Well, Martin is a bit more conservative than me but I’ve been working on him. I am the one who instigates things like having sex in an REI dressing room and getting caught by an attendant, only to get them involved with what we were doing.” Martin blushed visibly even through his sunburn. And then he said, “And Astrid is from good Scandinavian stock, so she is a lot more open-minded than I am, not to mention younger and more good-looking. She has brought home a couple ladies from yoga class before as a treat for the two of us to share, for example, which you know I enjoyed.”

Perry asked, “What about guys, though?” And Dr. Martin said, “Well, my brother used to take me to gay bars with him in Nevada and San Francisco, back in the late 70s before the AIDS crisis. And that was the most fun we ever had – so much more fun to be in those bars and discos than in any straight bar I would normally hang out in while I was in medical school. I was this nerdy studious guy who was only having sex like once or twice a month if I was lucky, and my hot brother would come back to me at the bar and brag, “Marty, I just had sex with my third guy of the night.” I said, “How did you feel about that?” and the Doc replied, “Well, at first I was kind of creeped out by the sleaziness of that, but then I realized I was just envious of his freedom and weirdly a little bit turned on.”

Perry said, “Go on?” and Doc said, “Well, I don’t usually tell anyone this but my brother actually made me watch him blow a whole lineup of like 5 guys right there at the bar one night. Right in the open, with the bartender cheering him on, and it made me weirdly impressed and proud that my brother had such a power to pleasure these different guys and felt free enough in that environment to just do what he wanted to do. I have to admit I was kind of turned on watching the dudes get serviced and how each one of them shot their loads into my brother’s obviously skillful mouth, and how he just swallowed it like it was candy.”

I asked, kind of hoarsely and with my cock now straining my small swimsuit, “Did you think about getting sucked or sucking?” and Doc answered, “I honestly just enjoyed watching but I was too young and nervous to do anything like that, I was definitely 100% straight myself at the time.”

Astrid shot me and Perry a look and Perry picked up on it and said, “At the time, interesting.” Astrid said, “Yeah, I think my Scandinavian-ness and bisexual nature is kind of intriguing Martin these days, the older he gets the more he seems to want to explore all kinds of experiences.”

We both said, “That’s awesome,” as Astrid took Doc by the hand and they ran toward the nearby ocean to cool off in the waves. You could see that his already impressive package was straining more heavily the fabric of his shorts, and it was nice to watch them lovingly embrace and kiss while the waves crashed around them. He playfully patted her butt and then spanked it when she looked back at us and flashed a peace sign.

Later on, when Astrid went back to their room for a bit to rest out of the sun, one of the resort’s excursion directors approached us and Dr. Martin and asked us if we’d be interested in going on a sunset catamaran cruise. He was cute and fun, so Perry playfully said, “Is it a nudist cruise to the nude beach out on Isla Mujeres?” and the rep didn’t miss a beat. He said, “No, this is a pretty normal one, but I could definitely hook you up with that infamous topless one from Taboo if you want.” Dr. Martin looked unaware, so the rep explained, “There’s this really popular resort in town called Taboo, which is popular with the ‘lifestyle’ crowd if you know what I mean? And every day they have this catamaran cruise where they let the ladies go topless, sometimes the men lose their swimsuits, and you know, the further they get away from land, the more they encourage things to happen, like, I mean, ANYTHING can happen and they want you to enjoy it.” Doc seemed bemused but I already knew about it from friends who regularly attend a huge swinger lifestyle convention every year at Taboo. I said, “That sounds really fun!” But unfortunately, we were already planning to spend the whole day at the pool on Sunday. Doc said to the guy, “Let us think about it and we’ll come and see you later.”

After the guy left, Dr. Martin said, “Was he kidding, or do they really let you do anything you want in public on that cruise?” I said “As far as I know he was serious. You can certainly do whatever you want at that resort, it’s hot, I heard. I had wanted to convince Perry that we should go there but he wanted to come to a more calm and serene and pretty place like this resort.” Doc surprised us by saying, “Well, even if we don’t do that cruise, the four of us have to do something – let’s definitely plan a catamaran trip at least for Monday together, but if you guys are into it, I think we should all have dinner tonight and I think I’d really like to treat Astrid to a surprise of three gentlemen. Are you up for that?”

We immediately agreed and fist-bumped to seal the deal. Astrid happened upon us as she returned to her lounger and just smiled at our conspiratorial mood.

After a long day in the sun, we went our separate ways to shower and dress for dinner at the gourmet restaurant. Perry and I knew to eat light so that we wouldn’t have any post-dinner issues if things got racy with our new friends afterwards. Doc seemed oblivious and piled in the food, so Perry mouthed hilariously to me, “I guess he’s a total top,” which made me laugh out loud.

We laughed, learned more about each other, and flirted throughout the delicious meal. Afterward, Doc suggested that we go back to their suite for a nightcap and Astrid enthusiastically agreed. We followed them up to their much larger room, though one without a swimout pool, and enjoyed the night-time beach and pool view from their big balcony.

While I was standing against the glass balcony surround, holding a margarita, Doc positioned Astrid right behind me and sort of guided her hands to embrace me from behind, so that soon she was completely embracing me tightly and I could feel her subtly curvaceous, warm body against mine. He then did the same, himself, to my man Perry, and I looked over and smiled widely at my handsome partner. He looked thrilled to have this sexy, tall, muscular older silver daddy doctor pressing his body against him. Astrid picked up the cues and started to lightly kiss my neck and cheek, and to gently stroke my arms and then held onto my hips as she pushed her body against mine. I saw Dr. Martin doing essentially the same moves with Perry and it really turned me on to see this straight guy gently kissing and grinding on my handsome man. Obviously sparks of sexual energy were flying amongst the four of us new friends, and without saying a word, Perry and I turned toward each other, bringing Astrid and Doc at our sides, and next thing you know, we are all sharing a passionate four-way kiss that lasted for what seemed like 10 minutes. 10 minutes of making out in combinations of two, three or four tongues exploring and flicking and “fighting” in each other’s mouths, accompanied by increasingly passionate grinding of our bodies into each other. Doc seemed relatively intent on keeping Astrid the center of attention and making sure that the three of us at some points were all rubbing ourselves against her fit body and kissing and fondling her out there on the balcony. But he certainly did not shy away from being deeply kissed and passionately darting his tongue around mine and Perry’s too, and it felt awesome to occasionally grind against his well-filled, hard crotch in addition to Perry’s, as well as to feel my hard-on rubbing against Astrid’s front and all three of their asses as we effortlessly danced together in this four-person makeout session.

Astrid noticed that a few couples were watching us from their balconies across the courtyard, and while not ashamed, she said, “I guess we should continue inside, gentlemen?” We followed her into the large bedroom where there were 2 king beds, a couch, and 2 armchairs with ottomans.

Surprisingly, Doc Martin suddenly decided to get a little bit aggressive once we were inside their room, in a way that Astrid seemed to be more than happily used to. He kissed her hard and then pretty much lifted her effortlessly and threw her onto the closest bed and said, “Get that pretty mouth open wide because you’re going to suck three hot hard cocks now.”

He then commanded us to unzip and strip off our minimal clothes and we watched as he did the same, excited to see what would come springing out of that bulging pair of briefs. WOW was all I could think when he released this thick, 9 inch, upward-arching beast. Outdoing my own thick 7.5” and Perry’s super-hard 6.5”. Astrid seemed giddy to have three handsome men with fully hard cocks to play with and did not resist in the least when Doc guided her face to Perry’s crotch. She inhaled the clean manscent and licked his balls and around the base of his shaft first, then started to flick her tongue at the underside of his head, intuitively knowing that would get him even harder. Meanwhile, Doc surprised me by wrapping his big strong hand around my already-aching shaft and squeezing and stroking it. Without thinking, I kissed him deeply and grabbed his monster cock, reveling in the girth of it that my hand could barely fit around. I was excited to see Astrid take it into her mouth, and even more excited to try it myself, I hoped.

Doc guided Astrid’s slurping, salivating mouth over to my cock next and I flinched in intense hardness when her talented mouth engulfed my full 7.5” thickness. She was getting a little bit ravenous now, and was more intensely slurping and sucking me. Perry watched happily and intently and kissed me, and motioned for Dr. Martin to flick and twist my nipples. That sent electric shockwaves through me and made me even stiffer in Astrid’s mouth. I didn’t want to get too excited too soon, so I gently guided her head back off my dick and guided her by the chin over to Doc’s crotch. I couldn’t believe how hot it looked to see his massive fuckstick essentially blocking out her face with its length and thickness. He looked ecstatic as his partner engulfed his long dick in her hot mouth.

Perry moved over behind the doctor and embraced his beefy body from behind, and I could tell he had positioned his cock, at full mast against his own stomach, so that it would start to tease our new buddy’s ass crack. Doc looked a little bit uneasy, in that straight-guy-panic way like you’re just going to fuck them with no lube, warning or permission, as if that would happen. But then I kissed him sensuously and quietly said, “just enjoy the feeling, you’re safe, you’re in good hands with all three of us.”

He smiled and gestured that I should get behind Astrid, and indicated that I should start playing with her pussy from behind while she was still slobbering away at his gigantic cock. She was intensely wet with excitement already, and her hot pussy almost immediately grabbed my 2 fingers and sucked them in, while I flicked at her clit with my thumb. I was on my knees with my hairy belly and chest enveloping her ass and lower back, and she moaned “That feels amazing Jay, keep it up,” before continuing to suck her partner. Perry was still rubbing his beautiful cock up and down the doctor’s muscular ass crack, but you could tell that he was starting to also surreptitiously spit down onto his own shaft to lube it up, and was concentrating more on pushing his head against Dr. Martin’s virginal hole.

I could see Doc’s response was to grind his own hips more as he fed his partner his daddy dick, and in turn she just gushed some more natural lube while I fingered her snatch deeper and harder, and rubbed her clit. I got down closer and started to lick her lips and pink hole, amazed by the salty and slightly sweet clean taste. I flicked my tongue at her clit and around her hood, and pushed fingers from two hands into her twat to try to pry its tightness teasingly open.

Doc groaned and yelped surprisingly deeply and loudly when Perry suddenly pressed his cock all the way inside his never-before-invaded hole and sank his shaft inside in one long stroke. I heard Perry groan with relief and release as he felt the incredible hot tightness of this straight man’s ass. Astrid licked Martin’s balls and smiled up at him, saying, “I’m so proud of you, honey, now you know what your patients feel like when you stick big things up their asses,” and laughed. He said, “It’s not *usually* my dick, but I think I should try that sometime,” and I thought, “me first, please,” while I was eating his girlfriend’s juicy pussy.

Suddenly Doctor’s rich manly voice commanded me, “Jay, I want you to fuck my lady, you want to sink that big beautiful cock of yours into her, don’t you? She wants it, and she’ll squirt for you if you fuck her deep and fast.”

I was a bit nervous, as I always am, about my relative inexperience with fucking women, but my cock was insanely hard from the hotness of this situation, and I wanted to please our new friends. I asked Astrid to reposition herself up on her hands and knees on the low bed, bringing her hot and juicy cunt to the  perfect level for me to just slide my harder-than-ever cock all the way in in one stroke. Clearly easier than a tighter asshole, but still tight and amazing feeling on my raw dick. It was amazing to know that Perry and I were simultaneously deep-dicking this couple we had just met hours before on the beach. Astrid still had her mouth occupied slobberingly inhaling Doctor’s gigantic dick, but he had another idea, and he decided to negotiate with Perry to reposition onto the bed so that Perry could continue fucking him, but he could offer his cock to both Astrid and me to take nice long slurping sucks at. His gigantic dong tasted so good in my cocksucking mouth. I’m pretty much insatiable for giving oral especially to a huge cock, and it was fun to share it with Astrid as well while Perry was pounding away at Doc’s tight hole.

I knew I wouldn’t last very long now that I had my cock in the unusual-for-me location of Astrid’s intensely hot wet pussy, with a huge dick in my mouth too. Doc sensed this and said, “Get her to wet that bed, dude, just pound her as hard as you can.” So I picked up the pace and deep intensity of my thrusts and sure enough, Astrid started squirting this intense amount of clear gushing liquid around my cock and all over the white sheets. She was writhing around and moaning so loud clearly the neighbors could hear her – especially because we had forgotten to close the balcony door.

Meanwhile, Perry was slamming Doc’s tight ass with almost equal force now that he knew how to take it all the way and was clearly in erotic heaven feeling prostate stimulation and being this filled up for the first time.

Astrid’s gushing orgasms pushed my cock out of her sweet pussy and I moved over to lick and suck the doctor’s huge cock while Perry got closer and closer to breeding him deep with his load of several days. I asked if it was OK for my man to shoot and he said, “Yeah” because earlier on the beach we had already talked about being on PrEP and being tested clean for all STIs before coming down to the resort.

I had an agenda, of course, I wanted to at least get Dr. Martin to ride my ass briefly too. So Astrid was contentedly lying back watching and I got on my hands and knees in front of Martin. I asked him to use some of Astrid’s copious amounts of lube to finger my tight, furry hole and to open my hole up while Perry got dangerously close to unloading. I wanted Martin to still have a big cock inside him when he fucked me, so I decided to chance the pain and tell him I was ready for him to fuck me. I positioned my hole for him to easily push his head right in while Perry as thrusting into him, and it just popped right in. Oddly, sometimes I can more easily get penetrated by a girthy, long cock than I can by an average one. That was certainly the case this time – I was amazed how it immediately felt amazing to be invaded fully by this girthy ramrod of a straight stud who was getting fucked intensely by my man. Dr. Martin groaned and growled with intense pleasure as he felt the simultaneous satisfaction of having his ass plowed and getting to fuck my tight hole. He seemed stunned that it felt so much more of a grip than most pussies, and I just pulled him in further and further and gave in to the rhythm of Perry pushing his cock into me over and over.

Astrid was in heaven watching three handsome men fuck and get fucked, and continued to stroke herself to more orgasms while we built towards ours. Perry and Doc and I were all mindlessly growling and grunting “fuck fuck fuck” and getting close to all exploding at the same time. Suddenly without warning, because I was thinking how hot it was to have this absolutely studly early-60s straight dude fucking the hell out of me, my cock just exploded this giant load of hot cum that sprayed everywhere. It must have triggered multiple seismic squeezes in my ass because then Doc was growling, “FUCK DUDE I’M GONNA FILL YOUR CUNT NOW” and I could feel it as he flooded my guts with so much hot cream. That of course set Perry off and he yelled, “Take my load, doc, swallow it with your pussy, you’re gonna be dripping man cum down your legs all day tomorrow,” and unloaded deep inside the straight man’s previously untouched manhole.

We immediately collapsed in a pile of sweaty bodies, and Astrid came over and kissed her man deeply. She said, “Thanks for making my fantasy come true, honey, that was beautiful.” Perry said, “Did you plan to seduce us when you approached us on the beach?” And Doc laughingly said, “We planned to seduce you two when we saw you guys checking in at the VIP desk in the lobby right after we had, and we were sitting there watching you guys flirt with that sexy Middle Eastern-looking guy. Glad it worked!”

We agreed to meet up again the next day at some point, and we walked back to our own room, somewhat sore and stiff and so covered in sticky fluids that it felt amazing to take a long hot shower, even though I was a bit sunburnt from my first day on the beach.

***

The next day I got up early and watched the most beautiful crimson, orange and yellow sunrise from our patio and decided to wake up by drinking coffee, soaking in our swim-out pool. Assuming a low risk of anyone seeing into our semi-private space, I shed my swimsuit and enjoyed the feeling of getting semi-hard under the warm water while soaking in the beautiful ocean breeze.

My calm sunrise solitude was interrupted by a quiet “ahem” cough from the pool next door. I had not noticed that the Cuban thug was sitting on a chair on his patio drinking coffee and slyly watching me in our pool. He gave me a sexy nod when he noticed me catching his eye. I nodded back and quietly said, “How’s it going, man?” He responded, “Great, dude, I’m loving this resort, you too?” I said, “Yeah, so far it’s great!” And he said, “Definitely getting some good quality time with my lady and others too, everyone seems to want a piece of this Cubano,” with a sexy laugh. I said, ‘Well, that’s no surprise to me, sir,” before I caught myself accidentally blurting out my attraction to this macho guy. He smirked at me sexily and said, “oh really? You like what you see too huh?” while flexing his biceps, pecs and then grabbing his sizable package in his short swim trunks. I nodded tentatively. He got up and my eyes kind of bugged out when I saw how big his package was bulging as he walked over towards the partial partition between our pools.

He said, “I’m Ramon, you’re Jay right?” and I asked, “How did you know?” He replied, “My wife Cristal and I have been listening to you and your husband and keeping an eye on you, we both think you’re pretty sexy.” I gulped, “WHAT?” Not expecting this totally manly straight dude to say that. Ramon said, “Relax, man, it’s cool, just being friendly.” I smiled back and said, “No, no, I’m complimented but wasn’t expecting that from you.” He said, “Would you expect this?” And surprised me by stepping beyond the partition between our swim-outs and tugging his tight square-cut swimsuit down, freeing his ridiculously thick snake to spring out and up and slap him in the taut stomach.

I was dumbfounded, it was literally like 7:30am and  here’s this sexy Cuban stranger showing off his thick long cock to me on my resort patio. I said, “Wow, man, that looks amazing, your girlfriend is definitely lucky.” He said, “I fucked her about 4 times yesterday and she won’t be up for a couple hours. But I’m horny again, man, I just can’t help it, I need it like every few hours, ever since I was about 13 years old.” He was stroking this beautiful piece blatantly in front of me and presumptuously took a seat right on the edge of the pool so I could soak in the view of his beautiful, beefy, tattooed brown manly physique. I couldn’t help zooming my eyes in on the girthy cock that was now floating on the surface of the water, straight out between Ramon’s thick thighs. He licked his lips seductively as if reading my mind and said, “Mister, I think you need to get over here and take care of me while your husband is still asleep.” I was transfixed and involuntarily just started to move towards him. His dark brown eyes and white teeth sparkled in the low sunrise light, and I moved toward him. He reached out for my shoulders with his strong hands and pulled me in between his thick thighs. “Come here, muchacho,” and embraced me with both his legs and his arms at the same time. “I know you can make Papi feel real good.”

With that, Ramon basically just guided my head down, first to flick and bite and suck the nipples on his ridiculously beefy pecs, then lick his taut stomach, and soon he was pushing me toward his beautiful fuckstick. My mouth watered, especially knowing that he had apparently fucked his beautiful girlfriend 4 times the previous day. He playfully grabbed the base of his shaft and slapped me hard across the face with his big cock. He laughed deeply when he saw the smile on my face and slapped my cheeks a few more times and then said, “Now suck it,” commandingly. Don’t have to ask me twice. My tongue met the velvety firm skin of the underside of his shaft and head, and I just went for it. I opened my mouth as wide as possible and deep throated that giant thick dick, which made Ramon gasp in surprise. I guess he’s not used to people being able to take it all, and he moaned with pleasure. I just kept going, my mouth filling rapidly with a lot of slick saliva because I couldn’t get enough of this delicious Cuban sausage. My hands wandered, rubbing his muscular thighs and his tight abs and big pecs, while I ravenously sucked him. It was great to hear this super-masculine Latin guy grunting and groaning and throwing his head back with pleasure. I could tell from the movement of his big balls that I was going to make him cum quickly, so I added my spit-lubed hand to my sucking and he got even more stiff and thick. Ramon growled, “Dude, you are going to make me shoot so hard, you better be ready to swallow this load.” I just kept going and swallowing his copious pre-cum. Ramon held the back of my head and neck with both of his strong hands and grunted low and loud, “I’m cumming!!!” I certainly had no option but to start swallowing as he filled my throat with one volley of hot cum after another… It started to fill my mouth and would have spilled out if it wasn’t completely stuffed with monster cock. I did my best to swallow it as Ramon stroked my shaved head and finally slowed his intense breathing and intense orgasm. He let go of my head and I was able to pull my mouth off the slightly softening dick and smile at this straight guy who had just fed me breakfast. “Thanks man, I really needed that,” Ramon said, and I replied, “Me too! Good way to start a great day ahead.”

He went back to his side of the partition and I showered, then soon afterward my man woke up to have some coffee with me in the increasingly hot, humid sun on our patio. “What do you want to do today?” He asked. I said, “Let’s arrange that catamaran trip with our new friends, and then spend the day at one of the pools.” He agreed and I texted the Doc to meet us at 9.

We arranged for a sunset cruise the next day and grabbed a quick breakfast together at the outdoor buffet. Then they took off to spend part of the day doing Scuba diving lessons in the saltwater pool. We grabbed our stuff and found loungers between the big, central pool and one of the quieter side pools. Away from the loud swim-up pool bars.

Gradually the pool deck, loungers and pools themselves started to fill with happy, tanning, relaxing people. Everyone seemed to be in a great mood and very friendly. We seemed to have picked a corner of the pool lounger mostly occupied by French Canadian tourists, some of whom knew each other already, and others were just bonding over being from Montreal, Quebec, Sherbrooke, Mont-Tremblant, and other towns. Most of them were younger and more fit than the average visitor to this resort, and I was feeling a little self-conscious about being a middle-aged bear, but everyone was chatty and friendly especially after my man would tell them that I was a dual citizen.

Somehow we lucked out and the friendliest people were also the most attractive couple. We started talking with this couple from Montreal, who introduced themselves as Pierre and Marie-Claude. She said she had been a flight attendant but was back in school to be a vet, and was 26, while Pierre was a partner in a business and “much older” at 38. I was shocked because this stud looked like he was at most 30 years old – super-ripped, tight muscular body, gorgeous brown eyes, and tantalizingly huge bulge in his striped white swimsuit. Somebody walked by and clapped Pierre on the shoulder, saying, “Aaron! We need you to play tonight!” Pierre looked really confused until Marie-Claude asked us, “Why do people keep calling my boyfriend Aaron like they know him?” Suddenly Perry figured it out and said, “Oh! They think you look like the Green Bay Packers player Aaron Rodgers, it’s a compliment!” Pierre blushed a little and said, “Really?” Perry said, “Oh yeah, he’s definitely a very handsome man but you are far sexier.” Pierre fist-bumped Perry and said, “Merci, daddy, I think you are both very handsome too,” with a smile. Marie-Claude, who was dressed in an extremely flattering 2-piece lime-green swimsuit with a wide flat band across her relatively small chest, and had slicked-back wet shoulder length hair, smiled at me and hit me on the shoulder with the back of her hand. “Oh, don’t mind Pierre, he likes to tease the boys. He knows that men like his looks, and he flirts.” Like she was calling him a cocktease with no follow through. Pierre playfully shot back, “I do not just tease, Marie-Claude, you know I am just select.” She playfully rolled her eyes and we were intrigued about this odd dynamic between them. I said, “What do you select?” and Pierre said, “I am at least 90% heterosexual, and totally committed to my Marie-Claude. But for some reason, I am sometimes drawn to your types – you know, papa bears that are older and bigger than me?” He said this so endearingly and with a little bit of trepidation, like he would somehow judge him. To the contrary, I was instantly aroused thinking that this fit and unusually young-looking 38 year old straight guy was apparently at least a bit attracted to me and my man.

“Seriously?” Perry said, “Have you had any experiences?” And Marie-Claude giggled, “Well, there was my step-uncle on our holidays last year.” Pierre blushed and I said, “Oh really? What!” We were surrounded by people drinking margaritas and tequila sunrises on loungers in the pool, some people playing “volleyball” with a beachball, but could only focus on this charmingly sexy young couple who were glowing with vitality. I said, “You don’t have to explain if it’s too personal,” but Pierre smiled and said, “No, it’s OK, there’s nothing to be shy about. It’s OK to tell you daddies about what we did, right mon coeuer?” Marie-Claude nodded and he continued, “We went to a cottage in northern Quebec last year and at the last minute most of the family had to drop out of the trip, except us and her aunt’s new husband, Carl. We had only met him once before, but he was very nice, and we decided to go ahead with the 5 day trip to this beautiful cottage in the forest near a lake. Since it was hot and there were not many people around, we all just kind of naturally decided to wear as few clothes as possible. We had not realized before what a handsome fellow Carl was, but when he was just going around sweating and doing chores around the cottage in boxer briefs, we both realized that we were attracted to him. Unusual for a Quebecois he is a, you say ginger?” I nodded, “Redhead?” and Pierre said, “Everywhere. So hairy and furry, covering this thick and muscular lumberjack kind of body. Very tall, very masculine, very handsome.” Marie-Claude smiled, “My aunt is a lucky woman, she is quite beautiful herself, but she was not there and we were. And so….”

Perry and I were eager to hear the rest of the story, and egged them on. Pierre continued, “Well, I decided to just make it kind of clear that we were open to having some au naturel fun. We didn’t even discuss it, we just woke up one day and decided to be nude that day. Carl could not keep his eyes off either of us, and we knew we had him interested. I kept doing more chores around him so he could watch me flex and show off. And Marie-Claude made sure to do her sunbathing lounging in full view of both of us so that I could nudge Carl and ask if he thought she was pretty. Carl answered ‘Of course but she is my niece.’ And I told him, ‘Step niece, through marriage, not related. We will tell nobody if anything happens here, feel free’.” That was the permission he needed to admit to me that he had a lot of lust for my young wife and had thought about seducing her. I told him ‘That is more than OK with me, uncle Carl. As long as I get to join in too.’ Which completely surprised him, but he was definitely not turned off. You could see his cock getting more and more hard and soon we were all three going at it, starting one of the hottest threeways we have ever had.”

Perry looked at me communicating, “One of??” and I caught his meaning. Perry said “That is so hot, guys, you are both so sexy, your step-uncle was so lucky to get to fool around with both of you.” Marie-Claude and Pierre simultaneously said, “Merci, it was perfect,” with a mischievous smile. Pierre said,
“I think the only thing we would enjoy more would be 3 men and 1 girl, because we have never done that.”

I was dumbfounded by his directness and our luck with this super-sexy fit young couple. “Are you serious?” I asked. “You can have most of the people in this pool,” and Marie-Claude answered, “You are definitely both our type, do not doubt that. If you want to have fun, we want to have fun.”

Our hard cocks answered for us, and you could tell Pierre was in a similar condition underwater, and that Marie-Claude’s nipples were hard under her green top. Pierre said, “Come back to our room with us now,” and led us all out of the pool. It was hard not to display a completely obscene package while getting out of the pool and gathering our towels and bags, to follow the couple to their room in the other wing of the resort.

Their suite was beautiful, and larger than ours, making up for the lack of an ocean front view. But we really didn’t get to tour it. As soon as we got through the door into the bedroom, the younger couple turned into mischievous wild animals and began to passionately make out with us, so that we were locked in a four-way frenzy of tongues and lips and hands caressing body parts. It felt amazing to have Pierre’s muscular glutes in one hand and Marie-Claude’s firm butt in the other, while watching them making out with Perry.

Just like with our other new friends, our foursome with Pierre and Marie-Claude worked to be an ideal situation in that everyone was equally sharing in the fun, there was obviously no sign of jealousy or nervousness to “go there” on anyone’s part. Rather, we just went with the flow with whatever felt good at the moment, quite frequently changing positions and partners in a sensual dance of tongues, fingers, rubbing each other’s bodies, stroking. Pierre encouraged me and Perry to explore Marie-Claude’s wet pussy, to kneel on the floor in front of the bed she was sitting on with her legs spread wide. He clearly loved watching her get fingered and licked by other men, because he kept jacking his beautiful cock (which was leaking tons of precut) and growling in his sexy Quebecois accent commands about how she liked to be felt and treated. He said, “Do not worry, you can get a little bit rough with her, she likes to be used a little bit by older men like me, like you, like her step-uncle.” He then asked me, “Jay, I get an idea that you are the same… you like to be treated a bit rough, eh?” I was intrigued to know how he knew but didn’t bother to answer; instead, I stuck my hairy ass out toward him and he took that as an invitation to spank me really hard a couple of times. I groaned loudly with pleasure, and he took that as an invitation to take his relatively dry fingers and start playing with my tight asshole. Sometimes that feels so weirdly good, to have a man just assertively fingering and circling your hole without really lubing it up. He pushed me forward and said, “Do the same with your tongue to my wife as I will do to your ass, Jay.” And with that, we set up a fun game in which everything I felt his fingers doing to my hot hole, I did with my tongue to Marie-Claude. Perry was flicking and rubbing her clit and her nipples, and totally engrossed in watching me match Pierre’s movements.

Soon I felt Pierre shifting around and realized that he was pouring some lube onto his cock and onto my hole… I continued to lick and tongue his wife’s sweet-tasting cunt as I felt him push against my slicked-up furry ass and he did the thing that talented straight guy tops often do: he rocked his body against mine slowly but assertively, rubbing his nice cock up and down my crack and also pushing against my quivering hole, which naturally started wanting to open up and accept his girth and length. Soon enough, without any pain, he had worked his head and shaft all the way deep inside me and I gasped with pleasure. He held onto my sides, but a few times pushed my head into Marie-Claude’s crotch to make sure I kept pleasuring her. Then he said, “Perry, I want to watch you fuck my wife like I am fucking your husband. Put her on all fours like Jay is, and match my strokes as well as you can.” So Perry and Marie-Claude repositioned to parallel us, and without much ado, Perry sank his super-hard cock deep into her wet pussy. He watched Pierre closely to match his rhythm and keep in sync with how I was being fucked good, deep, hard, slow and fast, slow and fast. Pierre would take his cock almost all of the way out and then ram it back in…. Eventually he started taking it all the way out on some strokes leaving my ass craving to be refilled, and fortunately he would just plow it right back in as deep as he could go. He embraced me from behind with his hot body and enveloped me while humping me passionately, and I watched Perry do the same thing with Marie-Claude. The husband and wife kissed passionately, and we did as well. It felt so amazing to be so deeply connected with each other and with this beautiful young French-Canadian couple. Eventually, Pierre asked Perry if it would be OK if he tried to make me pregnant. Perry laughed and said, “Um, you can try, but I know what you mean, and yes, I want you to breed my man with your seed…. Blast your baby-makers up into his ass because I want to lick your load out.” That drove Pierre wild to hear… It didn’t take him long to pick up his pace in fucking me and then he was grunting gutturally while I could feel him shooting his load in multiple huge blasts deep inside me. I didn’t want Perry to cum inside fertile Marie-Claude so I suggested that he pull out and cum on her instead, and he obliged. Then we switched positions so that Pierre knelt down and sensuously, greedily licked up all of Perry’s cum from his wife’s sexy body…. And Perry knelt down behind me and greedily ate my used hole trying to get Pierre’s sweet cum load flowing out onto his tongue. He was tonguing my sensitive hole and making such great satisfied noises, loving the taste of Pierre’s sweet load. Then I watched these two handsome men share an insanely passionate, long French kiss where they were snowballing Pierre’s load and Perry’s load. Marie-Claude and I were spent and just collapsed.

That was the end of our adventures in the Cancun area — we had to fly home and back to reality. Unfortunately without much chance of seeing the Quebecois couple again, but you never know. But we do have plans to visit Dr. Martin and Astrid next year.