I arrived in downtown San Diego for a work trip, ready to get checked into my hotel and out exploring the area as quickly as possible.
The woman at the front desk, Emma, was both stunning and kind, exactly the woman you picture if you think Southern California and close your eyes. I asked for guidance on places nearby to eat or grab drinks, and her enthusiasm was almost enough for me to get the nerve to ask if she’d like to join me when she got off, but I just can’t be the guy that harasses a person just trying to earn a living. After setting my bags down in my room, I decided to look around online before hitting the streets. Being bi and closeted, I looked forward to these solo work trips.
I immediately found myself engaged in conversation with a man that worked nearby. He soon explained that he was leaving for the day and would be back online 30 to 45 minutes after his commute. Realizing it was now or never, I asked if he’d like to join me for a walk around the area and possibly a drink. He said he’d love to and to be outside his office in minutes.
I was waiting outside before he came out of the parking deck, putting on his jacket. He walked straight over to me and introduced himself as Manny. Standing about 5’5”, with a somewhat stocky figure, he was very cute in a boyish way. He definitely didn’t look a day over his twenty- years.
As we walked, he explained that he had moved to San Diego from South Texas after graduating from college a few months ago and that it was the first time in his life he had been open about his sexuality. He’d not yet told his parents or many of his friends back home, but he planned to do so soon and was nervously excited.
We soon found ourselves in a cozy wine bar in Italy that Emma had recommended, enjoying a nice bottle and some appetizers. It was fun chatting with a guy that was so excited about his city and his future. The wine certainly helped keep the conversation moving, and at times a bit flirty, especially after an intoxicated woman at the next table told us we were a cute couple.
After leaving the bar, we walked down the street towards his car, and he locked his arm into mine. My natural instinct was to pull away, but I relaxed, letting him enjoy the public moment and eventually enjoying it myself. When we stopped at a corner near my hotel, I pointed over and asked him if he’d like to come up to my room for a drink. He smartly asked me, “do you even have anything to drink in your room?”
“No,” I answered with a smile before we leaned into each other for our first kiss.
“I’d love to come up to your room,” Manny replied confidently.
As we walked into the lobby with our bodies pulled together, his arm still intertwined with mine. Emma locked eyes with me, then lit up happily before saying, “Welcome back, Mr. Stratton.” Her approving smile honestly turned me on even more.
We started making out as soon as the elevator doors closed, my body pressing Manny’s into the wall for the short ride up to my room. We busted through the hotel room door, and clothes started flying off our bodies. I quickly found my naked back pressed against the bare glass of the floor to ceiling window while Manny kneeled in front of me, aggressively sucking my cock for the neighboring buildings or even people walking past to potentially see.
I knew I was going to cum faster than I wanted if I didn’t pull him off, so I grabbed him and pushed him towards the bed. I started sucking him, trying to match his previous enthusiasm. He soon flipped over onto his stomach, and I licked at his ass a few times before I started rubbing my cock in his crack and teasing his hole until it hit me that I didn’t bring condoms or lube. I stopped the fun for a second to tell him of my dilemma and to explain that we should focus on oral fun. “Check the inside pocket of my jacket by the door,” he cooed.
“A good bottom always comes prepared,” I laughed as I rushed across the room. Manny took me back in his mouth, getting my cock wet as I tore open the condom. I wanted to see his face as I penetrated him, so I dragged him to the edge of the bed and told him to hold his legs up. I loved watching him squirm as I applied the lube to his hole with my finger. His tight ass was more than ready for my cock, and readily accepted me as I slowly pushed inside him. His look of lust turned me on even more as he moaned in front of me.
After a few minutes, I knew I wanted him to cum first, so I pulled out and started sucking him. He pulled at my hair as he erupted quickly in my mouth, and I swallowed every drop.
It wasn’t long before I flipped him over and crawled behind him on the bed, pushing inside his ass without resistance, fucking him harder and deeper with each stroke. I loved feeling exposed by the open window and our brightly lit room, so I grabbed Manny and pushed him towards the glass. He put his palms out against the glass, staring at the city around us as I held his hips and fucked his tight ass.
I knew my moment had arrived, as I pulled him back and just said, “knees!”
He dropped down as I pulled off the condom and pointed my dick at his mouth. His mouth felt like heaven at that moment, as I stood above him with one hand on the window and the other on his head. He greedily took down all my cum as it flowed into his mouth.
Our evening ended with a shower and cuddling in bed as we drifted off to sleep. After Manny left in the morning, I stood naked by the window watching him walk down the street back towards his office, laughing to myself that he was going to have to explain to his coworkers why he was still wearing yesterday’s clothes.
Story submitted by Adult FriendFinder member 69ohyeahbaby.
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