Night Shift with Pilot

By Drhank

Published on May 6, 2018

Gay

It was late afternoon in the middle of winter in a small Northeastern Montana town, and I was in a hotel room, wrapped in the muscular arms of a pilot for the small airline that served the town. Steve and I were both trapped at the hotel where I worked the night shift, because a huge blizzard had blown in the previous night. All the flights were cancelled and the roads closed, so I couldn't drive the 30 miles back to the farm that morning.

It had been a day of sexual awakening for me. Steve had given me my first ever blowjob that morning before I went to sleep after my night shift, and when I woke up later that afternoon he took my cherry, gently fucking me until I was a quivering wreck. Now he was spooned around me. I loved the feeling of pressing up against the warmth of his body, feeling his arms around me and the soft lump of his cock and balls against my ass.

We dozed like that for a while, but after a while we both got up and went to the bathroom and cleaned ourselves up. I loved looking at his tall naked body. I ran my fingers over his handsome face with the square jaw and the little cleft in the middle of his chin, his short blond hair and his wide toothy grin that made his deep blue eyes sparkle. The days growth of stubble on his unshaven neck, and his adam's apple that bobbed when he swallowed. I trailed my fingers lightly across his broad shoulders and down over his chest, lightly brushing across his nipples. I ran my fingers through his golden forest of chest hair, following it down to the thicker patch below. We were both soft now, but I still loved the feeling of cupping his warm balls in my hand and holding his dick. I love looking at cocks, regardless of whether they are hard or not. Steve's was beautiful, with a vein on the right side leading down toward the rim of his glans, the circumcised head resting against his heavy balls.

There were still a few hours before I had to go back to work at midnight, so we were not in a hurry for the next round. We spent the time snacking on the food that Steve had got from the convenience store earlier that afternoon, and watching classic movies on the TV. We were both on the bed, me sitting with my back resting against the headboard and Steve nestled between my legs resting against my chest. We were both still naked, enjoying the freedom to just stare when we wanted to, rather than the curious furtive glances that were all I had allowed myself in the locker rooms at school. After all, this was the mid 1980's in a very conservative part of rural Montana, and it was very much not OK to be openly gay.

I was resting my hand on his thigh, right next to his cock that was laying softly to the side. Occasionally I would reach around and run my other hand across his chest or abs, just feeling his muscular body. I felt his dick twitch against my hand, and I held on to it lightly as I felt it pulse to life again. Mine was doing the same thing against the small of Steve's back, and after a while I felt myself becoming slick with precum. He turned his face toward me and growled softly "I want to feel that thing inside me." "Hell, yes" I replied.

"You are going to have to warm me up slowly like I did to you," he told me. "I have been fucked before, but your dick is quite a bit bigger around than most." It was true: Compared to Steve my dick was fatter, although he was a little longer than me.

Steve rolled off me and lay down on his back, while I moved between his legs. I couldn't help wrapping my lips around his dick and running my tongue around the head. He was not fully hard yet, so I could take his cock all the way down to the root, with my nose pressed into the thick thatch of hair at its' base. I pulled back and licked the head some more like a lollipop before slowly moving down the shaft to his balls and taking them into my mouth, one by one. "God damn, that's good," he groaned. Slowly, I moved my attention lower, underneath his balls. Steve spread his legs wide, and lifted his feet to rest them on my shoulders. I grabbed a pillow and put it under his hips, just to make him more comfortable and give me better access.

I held his balls to the side, and ran my tongue along the sensitive skin between his balls and his asshole. "Holy Christ" he moaned softly. As I was doing that, I very softly took a finger and traced the side of his foot, which rested on my shoulder. I was licking his perineum as I brushed my fingers over just the hair of his legs, slowly and inexorably moving my fingertips up his thighs and across his abs. I flicked his nipples very gently, and he gave a shudder. As I played with his nipples, I moved my tongue farther down, licking softly across his asshole.

As I massaged his perineum, I watched in fascination as his balls started moving around in his sack. They were loosely hanging, then they moved one by one, slowly retracting as his pleasure increased. That blew my mind, and I redoubled my efforts with my tongue.

I stayed like that for quite a while, moving from his hole to his balls, across his perineum and back to the hole, moving in small circles around it while playing with his nipples at the same time. I looked up, and his dick was throbbing and dripping with precum. I scooped some of it up with my finger, and rubbed it lightly around his pucker, gently pressing my fingertip into his sensitive hole. With his own lube my finger slid in smoothly, and I used what he had taught me earlier that day to find his prostate and press against it. Steve writhed around in pleasure, as I slowly loosened his sphincter, gently adding a couple more fingers until I could tell he was ready.

By this time I was horny as hell, and my uncut cock was also dripping with precum in anticipation of my first fuck. We moved apart as Steve reached for the condoms and lube. He unwrapped a rubber and grabbed my dick, rolling it over my shaft and leaving plenty of room for my uncut cockhead to slide around. I grabbed the lube and generously greased his hole and my rubber covered cock. Steve looked into my eyes as he rested his feet on my shoulders. "Ready?" I asked. "Do it now, farm boy."

I wanted nothing but to be buried deep inside him, as far as I could go. I remembered the sting when he penetrated me though, so I lined up my cock and pressed softly against his hole. I felt some pressure as the head slipped just inside, and I held it there. I looked into his deep blue eyes, and waited until they refocused. Then slowly, slowly I increased the pressure and I felt my shaft slide into the warmth of his body. I watched his eyes as I went, stopping to pause when they got that unfocused look before pulling back and sliding in further.

When I was holding myself still all the way inside him, I felt his body relax a bit and he smiled his grin up at me. "Damn that's good" he said, and it was. I had never before felt that feeling of having my cock surrounded by such soft tight hotness, and I just wanted to stay buried in it forever. I started first grinding around, and then thrusting a bit, and after one thrust I heard Steve let out a gasp. "Was that your prostate?" I asked, and he just nodded, his eyes rolling to the back of his head. I tried to thrust again and again just like that, and soon I had him really moaning.

Even though I had cum twice already that day, I did not want to shoot too soon. So I stopped thrusting for a bit and just held there, buried as deep as I could go inside his warmth as I held his cock in my hand. He was gushing precum by now, and I used my thumb to rub the natural lube around his frenulum at the base of the rim. With my other hand I brushed my thumb across his nipple, and I slowly started grinding my cock around deep in his hole again. He soon started grinding his hips back against me, trying to scratch the itch deep inside. Our rhythm started to speed up in unison, and before long I was pistoning into him as he was pushing his hips back at me. I looked again into his face, and his eyes were closed and the skin on his face and shoulders was red and flushed. I felt his cock get even harder in my hand, and then his eyes opened and he said "Holy shit, GO!" His dick throbbed in my hand as he loosed his load, squirt after squirt, and with each spasm his ass clenched around my rock hard dick, until I blew the most intense orgasm I had ever had into his bowels.

We held in place like that, my young cock still hard, as we looked into each other's eyes. "Good?" He asked. "Way better than good!" His hands held the side of my face, and he brought my head down to kiss him. He slipped his tongue into my mouth as we kissed, and I collapsed onto him, my body spent.

We just lay like that for a while, enjoying the feeling of his heart beating against my chest before finally separating to take a long hot shower together before I had to go back to work at the front desk of the hotel with a warm tingle in my ass and a satisfying tightness in my crotch.

Next: Chapter 5


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