Gay Erotic Stories

It was so cold, and there was snow in the forecast. This can’t be I thought to myself, here I am in freaking Florida and I am freezing. I was here doing a six week internship for college. I was in grad school in Buffalo and thought since the internship goes from November through December, Florida would be the place to escape the cold. My wife could not take that much time off from work so she stayed in Buffalo to hold down the fort and I left for six weeks to be in paradise. Paradise turned out to be 9 hours a day of labor and preparation of care plans, but the evenings were my own and I was relatively warm and enjoying my tropical surroundings. I had always been curious about what it would be like to be with another man, but still felt myself to be very much hetero. A couple of times I went into some gay clubs but would always chicken out when someone approached me and I was way to insecure to be the aggressor in these situations so here I was 29 years old and still just curious. The Christmas holiday was coming up and Christmas fell on a Friday. The weather had turned cold and there was even snow in the forecast. I was to be off Christmas Eve, Christmas Day and then the weekend. Wow a four day weekend. I decided to head even further south in hopes of catching some sun and warmth over the long weekend. I had picked up a Gay Magazine a few months back that I read stories from and had pictures of hot guys. I often fantasized about the hot men as I jacked off. I remembered that there had been a featured article on travel to Key West which talked about what a haven it was for gay travelers. It had some listings of gay bed and breakfasts so I called one and made some reservations. I left very early in the morning on Thursday and drove the very pleasant 6 hours through the Everglades and then across the many bridges connecting the keys The further out I got the more I felt disconnected from my "real" life. The wedding band went into the glove compartment and by the time I arrived I had invented a new me... for at least the next four days anyway. I arrived at the bed and breakfast. It was a pleasant place off the beaten trail but not far from Duvall Street where the magazine had said most of the action was. The guy checking in ahead of me was tall and dark and spoke with a foreign accent. I was to get to know this chap later. I kept my real name obviously since I had to show ID to check into my room, but used travelers checks to pay my bill. Didn’t want anything that could be traced back to the wife after all. The clerk said that on the weekend there was always a complimentary happy hour at the pool bar and since this was Christmas Eve there was one tonight as well. I went into my small but clean and neat room with private bath and one double bed. Took a shower and had to resist the temptation to masturbate. I primped for a long time and tried on several outfits before deciding on something that I thought befitted my looks and mood. Let me take this opportunity to describe myself. I was and still am. 6'1" 215 pounds 46" chest 36" waist short brown hair, clean shaven and smooth body. I never had any trouble attracting the ladies but this was going to be a new challenge for me. I felt a little insecure in this world and not in possession of my usual self confidence. As I walked out of my room out to the pool my heart was in my throat and I didn’t know what to expect. I just new I wanted to come away from this weekend no longer just curious The bar was already quite crowded with guys from all age groups. Some were couples that were on holiday together and others were obviously alone. Almost all were very good looking, and I thought I measured up fairly well myself. I went up to the bar and ordered a vodka tonic and stood there to assess the situation. It wasn’t long before I caught someone looking at me from across the way. He smiled and I smiled back and then he winked at me and raised his glass. I know I had to be blushing and almost wet myself as he started to walk toward me. I was shaking in my shoes but kept my courage because I definitely liked what I saw. He wasn’t who I would have ordinarily picked out for myself but he was to hot to turn away from. The reason I would have not ordinarily thought of him as a potential partner was because he had to be at least 50 years old. But I said he was hot and hot he was. He looked like a sea captain of an old fishing boat or something. He had blonde grey hair and a full head of it with bangs that hung down over his forehead. He was clean shaven with a solidly built face and a few lines that gave him character without making him look old. He was about 6'2 so was a little taller than me and had a nice frame with hairy chest showing through his slightly unbuttoned oxford shirt and tight fitting jeans stretched over quite muscular thighs. He wore a tweed blazer unbuttoned ( the cold air I was trying to escape had made its way all the way here, but I was feeling warmer by the minute.). He had blue eyes and a big white smile that melted me as he came up to me and extended his hand and told me his name was Ben. We made small talk. I told him I was a grad student from up near Buffalo and that I was single and on holiday here for the first time. He confided in me that he had been married and was divorced and that I reminded him a little of his handsome son. That seemed a little kinky but was kind of a turn on for me so decided to see where this would all lead. As we talked another guy came up and stood by us. Ben introduced him to me as Jim and I assumed they were together and began to feel disappointed. Ben must have registered this on my face and out of the blue said that he and Jim were sharing a room but were just friends from Boston that were traveling together and looking for romance and adventure. I know when he said that I must have been grinning ear to ear and he touched my shoulder and squeezed it a little. We had a few more drinks and I was beginning to relax. We were joined in our little circle by two other guys. Tony was from Toronto, a business man about my age and Bill was a 35ish guy here with his lover who was talking with others at the bar. I felt very at ease with all these guys and feeling very good about my decision to visit Key West as a gay man. We all went to dinner at a very nice little place. It was obvious that we were a group of gay men and I was amazed at how out in the open you could be in this town. It was very refreshing. Ben sat next to me and through dinner was often touching me on the arm as we talked and even put his hand on my thigh a few times and gave it a gentle squeeze. I was still too shy to make any outward advances myself but did not discourage his attention. It was getting me very turned on. There was a hot tub back at the inn and several of the guys including Ben thought it would be fun to get some beers and head back to the hot tub for awhile. I was very nervous about that but didn’t want to let this stud out of my sight at this point. As we walked back to the Inn, Ben reached down and grabbed my hand and held it as we walked. I felt a little self conscious at first but then thought what the hell this feels great and no one knows me and just went with this new natural feeling I was experiencing. We got back to the Inn and every one retreated to their rooms to get ready. I hurried up to the deck and was the first one at the hot tub. There were two guys in there not from our party and as I approached wearing my swim shorts they started to get out. As they retreated from the water I saw that they were nude. I had a sudden rush of panic but decided that since I was the first one there from our group and since nudity seemed to be the proper protocol that I would shed my suit and quickly slip into the water before the others arrived. I had only been in the water about 5 minutes when others from our party began to arrive. Tony was first and he arrived wrapped in a towel. He shed it and I was quite impressed with his physique. He was about 5"10 175lbs dark brown hair, smooth body and nicely developed pectoral muscles. He had an cut dick and low hanging balls and I watched every move he made as he shed his towel and entered the water bringing in a beer for me as well. Bill arrived next, he was 35ish, brown short hair, hairy chest and legs, nice bubble butt, His dick did not look to long but was thick and embedded in a very thick nest of hairs. He was a hot guy and I liked what I saw. I was wondering where my stud was and hoped he hadn’t had second thoughts when all of a sudden he appeared looming over the hot tub. He wore a terry cloth robe. The same hairs on his chest I had admired earlier were staring at me again through the opening and he had nice hairy legs as well. I couldn’t keep my eyes off of him as he shed his robe. He had a nice flat stomach and hairy arms and chest. His dick must have been almost 6 inches long flaccid with a nice set of balls to match. He started to get in the tub and then just sat on the edge instead. I was happy about that. I think he knew I was staring and wanted me to continue to admire the view. He never let on but I think he knew how inexperienced I was and I also think that it was a turn on to him. He scooted over next to me still not in the water and started to stroke my hair. I leaned my head onto his thigh and was in heaven. Bill and Tony were across from us and both their hands were under the water. It was obvious that they had both found something interesting under the water. Ben slipped into the water and sat next to me. He put his arm around me and began to stroke my nipple. My wife had never played with my tits and this really excited me. Of course this whole surreal scene in the hot tub had me throbbing from the git go. As Ben rubbed my nipples he drew me closer to him and brought his lips to mine. I melted in his arms and as our lips met he opened his mouth for my very first man to man kiss. I will never forget it....so intense and forceful. I loved his smell and his big rough hands and face all over me. I kissed him back and we shut out the rest of the world as time stood still. I couldn’t hold my desire back and reached for his dick. It was hard and I stroked it under the water as we kissed. I used my other hand to roam all over his body, especially to that nice hairy chest that I had been admiring. He took hold of my dick and we stroked each others hard pulsing dicks. I looked over and Bill and Tony were also kissing and this turned me on as well. Ben next slipped down further in the water and got in front of me. He pressed his whole body onto mine and I extended my back so he was kind of laying on top of me with our dicks grinding together. We continued to kiss. I pushed him up until he was standing in front of me. His dick barely stuck out of the water. I stroked it and leaned forward. I was ready to see what a real dick tasted like. First I just touched my tongue to it and it spasmed. Then I kissed the tip and next took the head into my mouth. In no time I was bobbing up and down like a starved animal. Many years of pent up desires were surfacing and I was like a caged animal that had been freed. Ben stopped me after a few minutes saying that he didn’t want to cum yet. We kissed some more and then he grabbed my legs and brought them up around his waist. He was standing in the hot tub and as he held me my dick popped up out of the surface of the water. he leaned forward and started to suck my dick. Heaven again. Just then Bill and Tony came into our little circle and stood on either side of us. I instinctively reached out and grabbed a hard dick on each side of me and began to stroke as Ben continued to suck me. Bill stood next to Ben and they began to alternate licking me and playing with my balls. It felt great. Tony decided to come up and kneel on the bench straddling my torso and was jacking his dick right in front of my face. I took over for him and he moved forward so his dick was close to my mouth and I began to suck him. He had at least a 7" dick but it was slim and went into my mouth easily. I had to use one hand to steady myself on the bench but used the other one to reach around and play with Tony's butt and balls. It wasn’t going to be long before I would blow with all this action going on. Ben was deep throating me and was playing with my asshole, another new sensation that I loved. I announced that I was about to cum and Tony jumped off of me to watch. Ben just jacked me but leaned down so I would cum on his face. Bill and Tony stood there and just rapidly stroked there dicks and were both blasting loads onto me that mixed with my own before I was even done coming. I just floated there suspended in the water like in a dream world. Ben scooped me up into his powerful arms and kissed me tenderly. We all stood there in kind of a group hug. I could barely stand up from the intensity of my orgasm. I whispered to Ben that I wanted to get him off. He said there would be time and that he wanted to take me back to my room to finish the job. I readily agreed. I had been in Key West for less than 8 hours and was off to a fine start. Stay tuned for my fun filled night with Ben. And remember I still have three more days in Key West. It truly was the vacation of a lifetime.