A week after our dinner at which I surprised Patrick with the tickets for our trip to a men’s resort in Florida, we boarded our flights southward. We were leaving the cold Canadian winter for the sunshine and warmth of the Florida Caribbean coast. I think I was almost more excited to be going than Patrick was.
Our travel time, with layovers, was about seven hours to fort Lauderdale and soon after we were in a taxi headed to our resort. We checked in and proceeded to our suite which was directly opposite the pool. As we got to the suite, Patrick was all eyes at the men lying around the pool completely naked. “I told you this was a clothing optional resort.” I said smiling at the boy.
“I know but, I wasn’t really sure what you meant.” he replied.
“It will be just like being out at Sam’s cabin by the lake. We can wear as much or as little as we are comfortable with.” Around the pool, while there were naked men, there were also some wearing all different styles of swimwear. The patrons all seemed completely comfortable and having a good time chatting, swimming, and lounging about.
As the afternoon was getting late, I suggested we go get ready to spend at least an hour or so by the pool and maybe get to know some of the other guests. The boy practically leapt at the suggestion and rushed into the room. The door was barely closed behind me Patrick was quickly removing his clothes. I suggested that perhaps we should wear our swim suits for this afternoon. We shouldn’t appear to be too eager on our arrival. Patrick agreed and dug into his suitcase and pulled out a tiny white thong while I put on a red speedo. We grabbed a couple towels and headed out to the poolside.
Patrick moved over to the far side of the pool and sat down on a lounge beside a couple of men one of whom looked to be about my age. I sat on the lounge beside Patrick. Patrick was barely settled on to his lounge before he began chatting with the men beside him. The four of us introduced ourselves. They were Roger and Greg, a couple on a weekend trip from Georgia. They both spoke with distinct southern drawls and I could see Patrick was enthralled with their accents. Patrick pointedly referred to me as ‘Daddy’ several times during the conversation.
By the time the sun began to set, I suggested that Patrick and I should think about getting dinner and asked if our new friends could recommend somewhere close by. They told us of a little place only a couple of blocks away saying that they were going there themselves so we could join them if we liked. Patrick turned to me and asked, “Can we Daddy?” I said I thought it would be nice and we excused ourselves to go get dressed.
Getting to know Roger and Greg was almost like being at home with Sam and many of our other friends. Roger was a civil engineer and worked for the State of Georgia. He was over 6 feet tall with a solid body, not muscular but well built. He had distinctly salt and pepper hair with and a thick mat of dark hair covering his pecs. Greg was more my height with thinning red hair. He was several years younger than Roger and had a very trim body with nicely defined washboard abs and a high round ass. He worked as a hair stylist in Atlanta owning his own salon. As the owner he regularly booked extended weekends off so the two could travel.
When we arrived back to the resort, Patrick noticed a number of men lounging around and in the hot tub. Roger said that there was another couple over in the group they knew and were going to join them for a drink. Patrick asked if we could join them. Greg’s response was “We insist that you do.”
We all walked over and introductions were made around. Roger and Greg’s friend offered us all some wine. After a couple of hours and considerably more wine, it became apparent that Patrick was beginning to feel the extent of our long day. He had all but stopped talking and had rested his head on my shoulder. He soon was breathing in a manner that I knew meant he had fallen asleep. I nudged him awake and said we should get to bed. Once back in our suite, Patrick was barely able to stay awake long enough to get himself undressed before crawling under the covers. As I got in the bed, he rolled over and curled up in my arms promptly falling sound asleep for the night.
Early the next morning, I awoke to Patrick fully under the covers, sucking my swollen member. I lifted the bed sheet and peered down to see him bobbing up and down on my cock. He kept sucking for several minutes, alternately licking my shaft, sucking my balls and swallowing my cock whole. Soon he had me writhing under him and feeling the urge to unload in his mouth. Knowing that I was close he doubled his efforts and brought me over the edge. I grabbed his head in both hands and pulled his face tightly to my crotch as I shot several ropes of cum deep into mouth and throat. Letting my cock free from his mouth, he looked up at me, smiled and crawled up my body to give me a deep kiss, sharing the salty taste of my load.
“Good morning, Daddy.” he said. “Wake me up that way every morning, and it will be all week” I replied kissing him again.
We cuddled for only a few minutes before he said the resort provided a continental breakfast. It was obvious he wanted to get his vacation started early so we got dressed in t-shirts and shorts and headed out to the pool deck where the breakfast fare was spread out. We sat at a small table and enjoyed the coffee, eggs, bacon and toasted bagels.
Roger and Greg soon appeared and joined us at our table. They said they had stayed up quite a bit later and drank far too much wine. As a result, they had changed their plans for the day and were going to simply spend it laying by the pool. “We haven’t made any plans for the day yet.” I said. “What do you want to do, Boy?” Patrick looked at me with a familiar twinkle in his eye and said “I want to lay by the pool too and work on my tan to make Cliff jealous.”
I knew immediately that Cliff had nothing to do with Patrick’s intentions for the day. But I was OK with it. I explained who Cliff was and our relationship with both him and his father, Sam. Roger nodded and said “We have a good group of friends like that too.” With that Greg reached over and placed his hand on my thigh giving it a soft squeeze.
Soon we all went back to our respective suites to get ready for our time at the pool. Patrick and I again wore our swimsuits to the pool but, when Roger and Greg came out naked, Patrick quickly joined them. I offered to rub sun tan lotion on Patrick’s back and he happily accepted. I smeared his shoulders and upper back with a generous amount of the lotion but as I worked down ward, my touch became gentle and sensuous. He softly moaned as I rubbed the lotion into the crack of his ass and fingered his willing hole. He clenched his butt cheeks and ground his pelvis down into the lounge he was laying on. Greg, laying on the lounge beside him, smiled and asked if I would put some lotion on his back too. I looked over to Roger, who nodded his agreement and I moved over to Greg and began to repeat the treatment on his broad, well muscled back.
Patrick turned his face towards Greg and said, “My Daddy has talented hands.”
Given Greg’s fair complexion, I put a liberal amount of lotion on his upper back and worked it in well as I felt his taut muscles. I slowly moved down his back to his firm round butt. He held his cheeks clenched tight and I really had to work to get my fingers between them to play with his pucker. As I got to the target, he moaned and raised his ass up to allow my hand easier access. He spread his legs to the edge of the lounge to give me access to his shaved balls. I mauled them in my palm and he lifted his pelvis higher, moaning louder. Using my other hand, I pulled his thick hard cock back between his legs and began to stroke as much of the length as I could grasp.
Greg continued to squirm as he laid on his stomach on the lounge. Soon he had his knees under his hips with his ass up and spread before me. Knowing the resort’s prohibition on open sex, Greg suggested we go to the playroom. I glanced at our companions and saw they were both napping so, we quietly got up and let our hard cocks lead us off to the designated play space. We were alone in the space and Greg immediately walked over and climbed into the sling. He laid back in the hammock and I helped him get his feet into the stirrups. Once in place I returned to running my hands over his cock, balls and ass. He clenched his cheeks again but, in this position, he was not able to keep my fingers out of his hole. I pushed first one in the tight pucker, then two and soon three. He groaned his enjoyment and soon I had his dick leaking copious amounts of precum. His cock was a good seven inches long and beer-can thick from root to tip. His pubic bush, what there was of it, was flame red and he had the faintest trace of a very small tan line
As I pushed my hand against his hole and roughly fingered his prostate, I bent forward and sucked at his cock. He bucked his pelvis up at me driving his cock deep into my throat. On the down swing, his ass ground harder on to my hand pushing my fingers harder on to his prostate gland making his cock leak more sweet precum.
Greg grabbed my head in both hands and pulled my mouth from his dripping cock. “I want you to fuck me, Sir!” he said breathlessly. Seeing a bottle of lube on a table beside the sling, I greased up my cock and slowly pushed it against Greg’s pulsing hole. His pucker seemed to almost suck my cock inside. He threw his head back and growled deeply as my cock slid into him. Once I was fully inside, I held him tight against me, just flexing my cock deep inside him.
He stared intently into my face and a bead of sweat appeared across his forehead. He clenched his ass tight around my cock and nodded his head acknowledging his readiness. Using the chains of the sling, I pushed him away from me almost fully withdrawing my cock. Then I pulled him back against me hard. He again growled deeply and loudly. The sling made establishing a rhythm easier and he growled on almost every down stroke. Soon he was practically howling like a wolf. I slowed our movement by letting go of the chains.
I moved my hands to Greg’s crotch and grabbed his cock in one hand and while gripping his balls in the other encircling them just below the base of his cock. I pulled them away from his body and squeezed them tight. Greg’s eyes seemed to roll back into his head and he bucked his pelvis up and down causing more pressure on his aching balls and simultaneously driving his ass onto my cock.
I gave his cock only a few strokes when it became obvious he was getting ready to cum. “Fuck me harder, Sir!” he cried out. His ass became tighter and felt as though he was about to rip my dick from my body. The sensation was amazing and after a few more strokes I knew I was going to shoot too. Greg came first and shot so hard, he sent the first wads onto his own face and his hair. The sight of this took me over the edge and I came, filling his cavity with my load.
As we came down from our orgasms, Greg continued to squeeze his hole and seemed as though he did not want to let me out. I bent forward and lapped at the remnants of his cum that had pooled in his chiseled abs. Holding a good quantity in my mouth, I moved up and kissed him deeply, sharing his load. He wrapped his arms around me and held me tight until my withering cock slipped from his ass.
I helped Greg out of the sling and we went over to the showers in the corner of the playroom. When we were finished, we went back out to the pool. When we got there we found Roger sitting on Patrick’s lounge with him, gently running his hands up and down Patrick’s torso. “We hope you two had a good time.” said Roger winking at us. With that, Roger and Patrick stood up and walked off in the direction of the playroom. It was apparent we were at the start of a good vacation. We would definitely have stories to tell Sam, Cliff and our other friends when we got back home.
After the great year I’d had with Sam, Cliff and all my new friends, I decided to have a small gathering at my place one day between Christmas & New Year’s Eve. I chose Sunday afternoon for the event thinking it would be easier for everyone to slip away, ostensibly, to get some quiet time after all the family gatherings had been done with.
My boy, Patrick and I spent the next several months enjoying each other’s company, both in and out of bed, quite frequently. When not having incredible sex, we spent a good amount of time together doing many other things a father and son would normally do together.
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