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Back in 2007 I was on business to Key West for a week. After the usual touristy stuff and some partying I was getting a bit horny. Dancing with some lovely ladies, who were not shy about rubbing themselves all over me, was a blast. But soon I found myself wanting to relax. I found the rooftop clothes optional hotel bar and decided to go there. It was early evening and hot as hell with high humidity. Hoping the rooftop would afford a nice breeze and being able to get rid of the clingy T-Shirt I had bought, not to mention the trousers, seemed to call to me. Entering the rooftop, I saw only a few people there. One older couple who were nude sitting at a table and just talking and drinking. One old man who sat at the bar nude and sporting a boner sipped his drink and gazed at the others, including me. The bartender was a male, fairly well built like a runner, a nice smile and only swim trunks on. I sat at the bar and ordered a beer. He delivered it to me and I asked him why he was not nude like the others. He replied “Well, why aren't you nude? I only get nude if someone I like asks me to and leaves a tip.” “How big a tip?” I asked. “$5 does it and I drop the pants till they leave.” I smiled and forked over the price of the beer and told him to come back in a few minutes with another beer. He went to the other side of the bar as I sipped my drink and looked around. The others in the bar were stealing glances at me. I decided to spend the 5 bucks and see what our bartender had to show. I also started to strip. Off came the T-Shirt and trousers. The others in the bar were now openly watching me and smiling. Down went the tightey whiteys and socks. Now I was nude as a new borne. I was enjoying the stares and the coolness of an ocean breeze when the bartender came back with my second beer. I handed him the price of the beer and a $5 bill. He smiled and the others started applauding. He walked out from the bar and took off his trunks. I watched as a really nice uncut cock appeared when he turned around. That and his nicely shaped ass made me smile. He smiled and walked back behind the bar. The others applauded him as he walked and I noticed his cock was starting to inflate. I liked it and so did all the others. I decided to stay for quite awhile and see what happens. After a short time a younger couple came in. They looked around, sat at a table and watched the bartender approach, intently staring at his cock and ass! Can't blame them, so was everyone else. They ordered drinks and whispered to each other. Then they stood and shed every bit of their clothing! She was very pretty with small perky tits and a beautiful face to match her beautiful ass. Her pussy was shaved clean. He was a little muscular but not looking like someone who worked out a lot. His ass was cute but not as cute as hers and his cock was an average size. By the time their drinks arrived his cock was growing rapidly. The bartender was smiling as he left their drinks. He approached the other couple, who ordered drinks and said something no one else could hear. As the bartender turned to leave the lady patted his butt and he turned his head and smiled at her. I was wondering if he would let me pat his butt and I ordered another drink he brought it and I left another $5 tip. He smiled big and thanked me. I definitely saw his butt cheeks clench and unclench as he turned from me. Kind like an ass-wink. At least I hoped so. The older guy at the bar nearly climbed up on top of the bar to get a good look! Pretty soon more customers were coming into the bar. Several ladies and one or two guys who seemed to be part of a group. All middle aged and some a little out of shape, they sat at two different tables. The Bartender walked out from the bar to serve them when the ladies in the entire bar applauded! He was sporting a full on boner about 8 inches long uncut and hard! I clapped along with them. He served them and collected his fee's and tips from everyone in the group. As the day wore on and the evening cooled, no one was shy. It seems that once the sun starts to set in KW then the inhibitions fall along with the sun. Everyone was now nude, several men had hard on's and one of the ladies had her hands under her table and her arm was pumping fast! The man next to her smiled, moaned once and suddenly relaxed. The lady kept stroking him for a few seconds then raised her hand above the table. Instead of reaching for a napkin she simply licked her fingers clean! Every man and woman in the place suddenly started to play with someone. Hands were on cocks and tits, a few ladies moaned as the man next to them played with their pussies! Here I was sitting at the bar in the dim lights as night approached all alone. The bartender came out from the bar and sat next to me. He said “I love this job when the sun starts to go down”. I could see why and told him “It looks like a nice lucrative job.” He said “And the fringe benefits are great too!” “Yes” I agreed, this is quite a view!” He took my hand and placed it on his hard cock. “This can be a benefit too if you like.” I didn't need to be asked twice and started stroking his hard cock. I felt the precum flow nicely, and there was a lot of it. No additional lube required. Looking around as I jerked him off, I noticed that some were now laying down in booths fucking and sucking. The older couple were going at it doggy. His cock buried deep in her fuckhole! Men were standing up while the ladies sucked their cocks and two guys were sucking each other. The old guy at the bar was now sporting a nice boner too and was jacking it furiously. Seeing all of this I figured nobody would care if I sucked off the bartender. Down I went on his hard cock. He held my head as I sucked up and down, trying to get it all in my mouth! “Don't worry” he told me “I'm clean and can cum several times.” I couldn't smile but I knew I wanted to suck his cum out fast! I increased my tempo and felt him grow even harder, a sure sign he was enjoying it and about to shoot. And shoot he did! A really nice tasting load filled my mouth as he moaned and shook! I sat up at the bar and the old guy who had been jerking off watching us, shot his load too! For an older man he had a nice cock and cum shot! I was impressed. He smiled, wiped his hand and dressed. He left and I looked around some more. The two guys sucking each other off were now fucking. The bottom guy had a big hard cock hanging down as he was fucked doggy. A crowd of four or five were now gathered watching them. One lady walked up to the guy being fucked and reached under and jacked him a bit. The guy in his ass pumped even harder and suddenly groaned and shouted “I'm CUMMING”. The bottom boy took his buddy deep and kept him there until it was too soft to stay up inside. The bottom boy turned to the crowd and, sporting his big hard cock, shook it at them and said “who wants to eat this”. Two ladies and one guy moved in on him. Smiling he offered it up to all of them. The ladies started sharing his cock sucking him and kissing each other around the hardness. The guy started fingering one lady and jacking is own cock. The older couple who were fucking doggy now had a guy laying on his back in a 69 with her. He was sucking her cunt for all he was worth as the older man fucked her good. The cunt was soaking and the guy eating her was covered in her juice and his. He pulled the man's cock from his wife and sucked it for a few seconds. The older guy couldn't hold back any longer and emptied his cock into the guys mouth. Then he put his cock back up the snatch of his wife. The other guy had swallowed the entire load and was now sucking her juices as she was cumming also! He sucked as the other guy fucked and the gal moaned, as two men took care of her needs. The bartender excused himself from beside me and walked over to the older couple. He took the cocks from both men and jerked and sucked them one after the other till they were all happy. The lady had her own visitor. Another lady who had just gotten a nice creampie came over and sat on her face. She lapped and licked every drop out of the lady's cunt! All in all everyone was having a wonderful time! I was enjoying the show immensely just watching. I had gotten to suck out a hot load, watched everyone fucking and sucking in every position possible and was very pleased. I was joined by a newcomer to the party. He sat next to me and introduced himself. We chatted and he undressed. He asked which ones interested me and I told him I liked it all. Every one of the partiers was mouthwatering. He smiled and we chatted some more. Too soon it was time for me to go and get some sleep. My newfound friend asked where I was staying. I told him the name of the hotel and he smiled and asked if I knew it was a gay friendly hotel. “Aren't they all gay friendly here?” I told him. He laughed and told me to sleep well and that I was right. He and I left together and I mentioned that the long day had made me somewhat sore from all the walking. “Anyone here give a good massage?” I asked. He stopped and said “Well, as a matter of fact I give a good massage Come back to my house and I'll work you over and you will feel great.” I agreed and we walked a few blocks off Duval street to his home. It was a really nice place. Not huge but very well appointed. I was taken to a room with a massage table and told to undress and lay face down on the table. I told him I better use the bathroom and he took me down the hall to the master bedroom and showed me the bathroom. The room itself was nice sized but the shower was a huge walk-in shower with multiple shower heads! I thought that was amazing. I finished my business and returned to the massage table. Soon he came in, nude and put a towel over my butt. He adjusted the headrest so I could look down with no discomfort and it was large enough to actually look around to the sides somewhat. I liked that feature. The massage started on my lower legs and calf's. He massaged me well, very nice hands and professional touch. He went to the feet and I loved the way he rubbed my sore feet and toes. Moving up from my calf's he worked my upper legs and thighs nice and firm but not too hard. I felt the stiffness of the day ebb away under his touch. Soon he was working my butt cheeks. One cheek then the other. He occasionally worked between my cheeks and played a tune on my asshole, which made me want more! Lower back then arms were rubbed and relaxed. Then he moved to stand by my head, reaching over me to rub my upper back and shoulders. I glanced forward from the head rest as I looked through the hole. I saw a very nice uncut cock pointing towards my face as he bent over me. That view made my mouth water! Finishing with my back he rolled me over. Smiling at the hard cock pointing straight up, he started on my shoulders, neck and head. He had almost completely relaxed me by then. I closed my eyes and enjoyed the rubbing. He was moving towards my stomach while still standing over my head. I felt something hit my forehead and opened my eyes to find his hard cock sitting on my face! Loved it and arched my neck to take him in my mouth. He moaned as I sucked him and he rubbed me nicely. I was tasting precum when he pulled out and moved down my body He rubbed my hips and inner thighs with only a teasing touch on my cock and balls. It felt wonderful and all I wanted then is his cock in my mouth and my cock in his mouth. But he kept up the massage. Working down my legs again he started to return to my cock and balls more frequently. I was dripping precum by then and he started the final stages of the massage. He took my cock in one hand, the other under my balls and fingering my ass. He stroked me and fingered me till he had three fingers up inside me! I had never been much into anal but this was feeling great! He kept fingering me and bent to the task of making me cum. He sucked me into his mouth and worked my cock so well I could not hold back. “I'm going to cum!” I fairly shouted! He never missed a beat, he took my cock completely into his mouth, deep throating me as I unleashed a pent up cum load straight down his throat! I was exhausted, pleased and happy. He let me rest a bit then led me to the shower. He adjusted the water and we both went in. He soaped me up, inside and out were cleaned. Then I decided I wanted to make him happy too. I knelt down and took his now softening cock into my mouth. It soon was hard as a rock as I kept sucking it. Fingering him as he did me, I felt it get even bigger and harder in my mouth. It did not take long as he unloaded in my mouth exactly as I had in his. Straight down my throat his cum flowed! That's when fear suddenly set in! A woman's voice exclaimed “SO THAT'S WHAT YOU DO WHEN I'M NOT HERE!” I looked and a pretty redhead was standing there looking at us. I thought “She is going to kill us both and burn the house around us!” He looked at her and said “you missed the best part dear”. His wife looked and nodded. “I bet I haven't” she said. “Dry yourself off and come to the bedroom”. We dried and he told me that if I could get hard again she would like to be fucked. I was pretty sure it would take some extra special attention to get me hard after that blowjob! He laughed and said that would be no problem. Taking me by the hand, he led me to the bedroom. His wife was laying naked on the bed face down. “Eat her ass, she loves that” he told me. I spread her legs and bent to lick and suck and tongue her pretty butt. Squeaky clean, she tasted good. I fingered her pretty pussy as I stuck my tongue up her butt. She wiggled and I looked up and saw her man's cock deep in her throat! Sucking hard making her cheeks collapse on him, he was pumping her mouth like a pussy as I ate her ass. After a few minutes of this she let his cock out of her mouth and announced “I need something in my pussy now and not just a tongue!” She rolled over and he told me to 69 with her. I was on top and watched as his now partly inflated cock rubbed her pussy then slid into it with no resistance. She was wet and hot and wide open so his thick cock went right on in! He pumped her pussy a couple strokes then took my head and pushed it into her pussy and his cock. “Eat it all” he told me. I eagerly licked and sucked them both as I felt my cock enter her mouth. We played like that for some time then everyone took a short break. She smiled at me and told me I was a great pussy licker! I told her the truth. “I'm a sucker for a pretty redhead like you. I'll suck anything you tell me to suck for as long as you tell me to suck it! Anything!” She smiled and told me “We'll see”. Then she laid me on my back and sat on my cock. She bent forward and I felt her man's hands spread her open from behind. Then he slid his cock effortlessly into her open cunt with mine! She rocked back and forth on both of us. Rubbing cocks inside a hot cunt made me very excited and I shot my load too soon! I could not help it. The feel of being inside her cunt along with his hard cock rubbing me made me cum! She said something I didn't hear and he pulled his cock out and moved to my mouth and hers. We took turns sucking his cock as mine was softening. He was soon cleaned up and sat down next to the bed. She had not finished and suddenly moved off my soft cock and sat on my face with her cum filled hole! She was very full of cum and it flowed out onto my face. I eagerly licked and sucked the double load of cum from her pussy! She smiled and continued to grind her cunt into my face. “Had enough yet?” she asked. I muttered not yet and she kept it up. After what seemed a long time she started to move off my face. I gave her snatch a last lick and smiled “Thank You for that” I told her. She laid on the bed next to me, he slid in next to her and told us to go to sleep. We did and when I awoke it was morning. No work for me today, so I rolled over and found a nice soft butt to poke my morning boner into. She moaned and pushed on my cock. Suddenly it slid into her ass! No lube, no playing, just right into her asshole with no resistance. How strange, I thought. Then realized she was indeed slippery. I felt her ass as my cock slid in and out while on her side. My fingers came away slippery I tasted the fluid. It was cum! Her hubby's cum! He had already fucked her ass and filled it up! I pumped a few more times and the thought of being in the ass of a woman who had already been filled by her man, made me more excited and I shot a load deep in her bowels. She rolled over, smiled and kissed me good morning. We had a great breakfast and it was time for me to go. “I'd invite you to stay” he said, “but I have some guys coming over soon for a massage. I'll be busy most of the day.” His wife remarked that she had to go to work also. She was a tour guide and had a tour leaving in about 20 minutes. We all hugged and she kissed me deep and we all parted ways. Never been back to Key West since then. I don't think another trip could top this one! Who knows, I may give it a whirl some other time!