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It was past time for a vacation, as work and going through a break up of a long relationship we're stressful. Admittedly my heart panged for Doug, along with his piercing blue eyes and platinum blonde hair. We had been together for two great years, and wow I loved being his partner. A few months prior to the end of our relationship, I noticed a few things that ultimately brought the inevitable rain clouds. First it was the evasiveness. He was somewhere else, despite not being totally aloof.
Finally it became clear. Phone calls ignored, mysterious texts, and I noticed his sex drive had taken a steep dive. Was I not good enough for him? The man who used to love my blowjobs fell asleep, the man who pounded me to submission was rarely interested. It broke my self confidence for awhile. Thankfully age and experience helped me to confront him, as both of us were in our early 40s. One night when he came home from work, he saw me at the dining room table. His look confirmed it for me, and after a heated discussion, it was his time to take his stuff and leave. So a 20 year old had taken my place. That wasn't what hurt most, although I did smile, knowing that their conversations would be limited.
I kept pounding out articles for the daily newspaper. New York was never dull. The adage "the city that never sleeps" is accurate. With anger and pain, I buried myself into my arts and style daily column. My editor Emily, who usually was a ball buster, was truly a sweetheart during this tenuous period. True my articles were well read in print and online, but even as much vigor as I put into the pen as it were, some of my most loyal readers had emailed me and others. They didn't do this in a malicious manner. Okay a couple did, but most could read between the lines, that something had changed my writing style. Thankfully vacation was coming up.
As the plane took off, I eased into a comforting nap. Somewhere over the Atlantic I woke up, and was thankful, that a flight attendant had left me pretzels, cookies, and a bottle of water. Up high in the clouds, I was going for a little while, East towards the direction of my ancestors in England. Yet of course the plane banked to the south, and several hours later, our flight of one hundred plus people landed at San Juan International. Puerto Rico had always been one of my favorite places. The coqui frogs, the reggaeton music, and the white sands with green water was relaxing. I still looked good for my age, and at 5'9 and 150 lbs many confused me for Christian Slater. It was pretty funny, but I had to concede begrudgingly that this wasn't so bad after all.
Arrival was a breeze, and soon I was at the Hilton on Ashford Avenue. I had been before, and due to my last visit, the complimentary bottle of champagne was appreciated. Once up on the fifteenth floor, I opened the blinds, and started to kick back the bubbly. It was evening, but tomorrow I'd be out to jog, swim in the ocean, and visit Old San Juan, the Bacardi factory, and Fort San Christobal. Every ethnicity was represented on the island, as for thousands of years, it had people of every background. It was surprisingly LGBT friendly, as some of the islands weren't nearly as welcoming. Whether this was due to less religion or more enlightenment I wasn't sure. Yet here I could be who I was, and not put on a facade. That alone also dropped the blood pressure, as did the beautiful weather, that made this place special.
Falling asleep fast in the heavy thread count sheets, I woke up feeling refreshed. The Yaucono coffee that was with the machine in the room helped. I had forgotten not only how delicious it was, but also it's potent strength. That yellow wrapper was a warning of a sense, I got in the shower to prepare for today. Noticing I needed some trim work I shaved my 5 o clock shadow then my private parts. It was always best to be smooth, and while i harbored no illusions, I planned on meeting a guy to get a rebound fuck from after Doug's sour end of what had been wonderful. It had been awhile since I had a good romp, and plus Stella got her groove back in the Caribbean.
Happy with the results, I put on a orange polo and cargo shorts on. The first mission was breakfast, and there was a family diner next to the hotel. There I had delicious buttery infused pancakes, with some hashbrown's, orange juice, and another cup of java. Paying my bill I was full, and decided to jog to old town. This was several miles, but I got exercise in taking in the views, and then poked around for awhile at art stores and where they sold exotic fabrics. I tried not to make my MasterCard cry, but admittedly I had some fun, and probably helped the local economy. As per tradition, I negotiated heavily, but with a polite manner. My grandma would be proud if she still was alive, with her "catch more flies with honey than vinegar " metaphor. She had always knew I was gay as did my family, and it didn't change her one bit as, her and all thankfully accepted me as is.
Finally got some swimming in. Wow the water was so clear, refreshing, and it was almost reinvigorating. It was if the waves took the pressures away, and brought in a warm embrace, that enveloped my soul in love. Seeing other people happy helped. I couldn't stop smiling, watching people on those chutes pulled by cigar boats. I had done it several times, and probably would in the next week. All we're having a good time, and I during some of my dives under the waves, saw a variety of different fish. Many were quite colorful, and I hoped to see dolphins again. They were the highlight of my last visit, and these mammals were playful and inquisitive.
So was I as the warm Sun and sand combo, I went to my room to watch gay porn and cum all over the place. The new vibrating buttplug added to my showers of sperm, but as us guys know, nothing beats a real hot hard pulsating penis. Theres just no comparison. It's the only thing that'll calm the hormones down, and I admittedly became frisky, and started to see if there were any compatible men. Based upon my conversations with a local restaurant waiter, he was gay, but my instincts said he also was a bottom too. I needed a man who was ready to make me pant like a dog in heat. Everyday I masturbated to porn with my seven inches of smooth cock and balls, but what I wouldn't do to be giving head or getting reamed. Us guys have our needs, and later that night I would do what I could, to significantly increase my chances.
Purple Blackjack was a popular LGBT destination of all the island. Located close to the main strip, it had been in business since the mid 90's. The dance floor admittedly could use a little work, but it gave the establishment a feeling of nostalgia. The dining and bar area were comfortable, plush, and the $5 cover charge was nothing. After spending an hour cleaning myself up, I was wearing a blue dress button shirt with khaki pants. I knew I looked good, confidently walking through the doors as if I owned the place. Sure enough soon I had a few suitors, and some free drinks that really seemed to well, loosen up the inhibitions and increase the libido. I danced with a dark skinned Dominican man for a few songs. We kissed a couple of times, but nothing seemed to come of it. I imagined his mocha colored penis and how big he probably was, but he all of a sudden disappeared. Probably had a lover.
Music from all decades played. For awhile I decided to get lost with the slot machines. As usual the Penny and nickel slots were fun. In ten minutes I had won close to $80. Yet even the loud music and flashing lights couldn't keep my attention. A man with a goatee style beard and a bald head walked in the room. He was very handsome. Wearing tight blue jeans and a tucked in shirt, I could see he lifted a lot with his strong frame. Light skinned Latino who appeared a little younger, but walked with confidence. He introduced himself to me as "Carlos," and asked me if he could buy me a drink. "Of course thank you." Drinking a couple rums, I found out that Carlos was from San Juan, and that he had played in the minor league baseball leagues for years.
He was very interesting, smart, and an accomplished story teller. Definitely charming, he showed me during a spring training with the Phillies, when he was called up for try outs. This was as close as he got to be a major league outfielder, but he was wise with his signing bonus money. He had a house rental business for vacationing families, and was very successful. It was easy to see why, as I was transfixed by him. Almost it was like the music stopped, and we were in the bed together. Actually he had made sure I got back safely, and soon our lips were locked together. That smile of his and those sparkling brown eyes, just did it for me. Who was I to resist such a tall muscular man like this? A hunk in every sense of the word.
Soon I had his shirt off as our tongues we're together in unison. Oh yes I kissed his nipples, and gave his neck a hickey. He was literally sweating and huffing. That bulge was completely visible, and soon I unzipped his jeans. Pulling them off, I was happy to see a hard on, that I could have fun with. Carlos moaned as I kissed his neck with vigor. Soon I had my hands around his manhood in his pumps brand briefs. He had such a nice smooth ass, and I got on the chair to give him a proper blowjob. I attacked his penis with a fury. A solid 7 inches of fun, I took him all the way to his balls, gagging on him but knowing my saliva was going down his shaft. Carlos's eyes rolled, his feet shook, and I literally slurped on his balls eagerly.
The sound alone made me hard, but what got me the most, was the taste of his penis and precum on my breath. I love taking him in with my clenched jaw, wet lips, and circling his penis hear with my tongue. Holding his buttocks in my hand, I continued to go down on him with all of my electrical passion. He kept speaking a mix of some language, as I took him in up and down repeatedly. Soon he was on the bed, and I kept slurping him up, getting him primed for what I desired. His cologne smelled so good, his cum was delicious, and he was so tight all over. I loved how his balls were becoming more and more large, as they filled up, and were so sensitive. Oh yes his hard throttling rocket, I went at it like a sugary lollipop, and to see him smile and light up, made me even more determined to show him a good time.
Soon we were in the bed kissing. His tongue and mine his legs and mine together, Carlos soon put his hard cock on top of mine. From what I could see I was turned on, as his darker thick penis with mine felt and looked amazing. His electric smile made me feel comfortable, and soon he kissed my chest, along with taking my sex in his mouth. Spitting on my penis that was rock hard, and going down on me was amazing. The sensation had my fingers digging into the sheets, as he also put his hands on my neck. We rubbed our penises together, and I let him fuck my balls, as a precursor to what I knew was coming my way. The sights, sounds, and smells were of unparalleled sexual energy. I was all his as he put a lubed finger inside me. It took away all inhibitions and brought alive like a fire, every dream as I couldn't believe how he slid his fingers past mi g spot like a violinist in a symphony.
Soon he took me from behind, as I bent over in front of him, telling Carlos "fuck me." He started off gently, but soon his big cock penetrated me, causing my eyes to go out and breathing alternatively changing fast. It was too much. His penis was hard thick and so big, and I held on to the sheets and headboard for support. I pushed down and clenched my hole, to which he moaned, as the lubricant and my tightness were getting to him. Waves of pleasure, a lot like the ocean came from inside me. I was literally speaking in jibberish as that magical cock made my insides sing. Quaking, shaking, I mage him lie down, as I decided to ride him.
Our eyes connected and soon mouths and tongues, I felt so good to be throttled by his rather large equipment. Looking in his eyes and having him inside me were a pleasure. Our eyes were lost in each other, and him holding my hands was amazing. Soon he pulled out and edged me, driving me to the brink, before putting himself in my ass again. Riding allowed us eye contact, or when the opposite way, I could see his penis and balls. This made my lust levels increase. Holding on to his shoulders, kissing, I was finally living the dream.
Beads of sweat came down his forehead. Mine did too as our sexual radiance was something I'd never encountered. It was as if his penis had magical powers. I felt full. There was no wiggle room and I loved it. It was cut but it just seemed to be a shooting star in space, although wow he was continuing to go on. Finally I laid down with my legs open, and he slid sideways, looking forward to an explosion. It wasn't long as it could have been a couple months. Time didn't seem to be a concept one could follow.
Oh yes. He started to howl, and right there, was a lot of DNA in my ass. We drank more and kicked back and relaxed. Not much longer I had expected, and he already was locking that gear in me deeply. Two shots so far today, hoping for more and more the rest of the vacation. The beaches are really different, and each one has their quirks. Some have mattresses, and we stayed at that old shack with one. The squeaking coils probably alerted the dogs something was different. They had 90% degrees so all of Carlos and my affection, was done in every way he sired. His cum in my rear end and mouth were reminders, that the two guys sexual progress, was a worthwhile endeavor with great feelings.