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GAY SEX STORIES

Shoe Shop

Shoe Shop

by Thormand1963
19 min read
4.75 (14400 views)
first timegayanal
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I started school a year late and was therefore always a little more physically and mentally mature than my classmates. By the time I was eighteen, I looked more like I was twenty, had a fit body from working on the family farm and swimming. I was around six feet tall, one hundred seventy pounds and had more body hair than my friends.

At that time, I was good looking enough that many of the girls were interested in me so I got a lot of dates and learned how to get most of the girls to second base quite quickly and even fucked quite a few. I loved licking a girl's pussy until she was squirming and she herself was begging for cock.

I was horny all the time and jerked off multiple times a day, usually watching hetero porn. I slowly found out that I was also turned on by the big porn cocks and this frightened me a little making me wonder if I were gay. To avoid this fear, I rarely watched man-woman porn and became an avid viewer of woman-woman porn and yes, I was still horny, interested and satisfied by pussy, so I thought that my interest in cock had just been a fluke.

One day, I flipped onto man-man porn and wow, this was a whole new level of excitement and satisfaction. I was drooling over the more masculine clips where there was a big, hairy dude with a big cock. Then I found a rimming video and fuck, was I turned on. When the top guy spread the bottom's butt checks and the rosy, puckered asshole was the full picture, I shot my load. I realized then and there I was definitely bi and maybe even more to men than women. I was still somewhat uncomfortable with this, but was interested enough to explore further. I couldn't see any real options for meeting a man in real life so I was limited to porn for my titillation and my right hand for satisfaction.

I was lucky enough to get an early acceptance to a university and that gave me extra time to earn money for the upcoming tuition and living expenses, but I needed to find a job. There were not many part time jobs available that paid a good wage. I ran across a "Help Wanted" sign in the shoe shop in our town.

This was a real old-timey shoe shop that had existed since at least the 1920's without any update. The shop provided shoe repair where one could sit in wait on an old leather bound bench, or drop-off-pick-up. The old shop reeked of leather, machines, machine oil and probably of shoe sweat as well. The owner, Mr. Stout, was an old man pushing at least seventy five years and probably didn't need the money, but the shop was his life. The salary was better than at a fast food place since no teenagers wanted to work there. I was happy when the old man hired me and was willing to patiently teach me to use the stitching and cutting machines. I caught on fast and was able to even execute difficult reparations like an expert.

Most of the clientele were older or relatively poorer people who either had fine quality old shoes that needed a new sole or stitching or just not enough money for new shoes and a repair would keep them going for a few months.

The old man liked to be the frontman to most customers, however, there were a few customers whom I made a point of serving including truckers, linemen, pavers, roofers and Mexican labourers who worked on the Christmas tree farms and other orchards in the area. These men often had boots that needed new heel, sole or stitching repairs. They were usually quite good eye candy since all of them were masculine, muscular and hairy. I would chub up just by being in their presence and talking to them.

Their boots were usually well worn with a funky scent of mansweat and leather that turned me on. Many times, I would take their boots into the back room on the pretense of doing something special, but in reality I would take them into the small bathroom, sniff and lick the leather and jerk off. I would bury my nose deep into the boot and inhale the musky aroma, massaging myself to a full hardon, lick and slowly jerk off, often licking the inside or even the outside of the boot to drive myself to a full orgasm.

When the old man was around it was not possible to take the musky boots back for a sniff or quick jerk off, so while I worked on them, I would lean my package into the old machines which vibrated heavily and stimulated my cock. If I could see the client in the waiting area, I would stare at them and get off thinking about sucking their hunky cocks and in this way, I often shot off in my pants.

The Mexican clients usually came in as a group of three or four. One of the Mexican clients, probably in his mid-thirties, was very tan, tall and had a smoking hot body. His jeans were always a couple of sizes too small and he sported a hefty bulge centered in his crotch. He wore snap-down cowboy shirts open almost to the waist and his chest was covered with long, soft, black hair. He was never fully washed and had a sexy scent that was a mixture of sweat and cheap cologne that turned me on. My cock would start to rise and run pre-cum every time he just came through the door. His cowboy boots had intricate designs made of stitching that easily came out and frequently needed repair.

On one occasion, the repair was extensive so I had to ask him to keep one of the boots for a couple of days. I took the boot home and lay in bed massaging it over my body, licking it from top to bottom and inhaling the funky aroma. The toe of the boot narrowed into a sharp point and I pushed it into my mouth, sucking it in until I could feel it in my throat, gagging and jerking all the while.

My ass was twitching so I rubbed and teased my ass crack, taint and balls with smooth leather of the boot. I finally honed the sharp tip onto my anus. I lay on my back, threw my legs up in the air and pushed the point of the boot further into my ass and fucked myself with the boot, jerking my stiff cock the entire time. The hard smooth leather felt good in my ass and I could still smell the manly aroma of the inner boot which helped me imagine it was the Mexican himself fucking me. I got up on my haunches so that I could ride the boot tip and push it further into my ass. I rode the boot tip and jerked myself into a climactic orgasm shooting load after load of cum on my bed. When I returned the boot to the Mexican, he looked at me and said, "Buen trabajo, guapo!" This caught me by surprise and I looked into his dark eyes and he stared back with and then winked. "Hmm, did that mean anything," I wondered.

"Gracias, en cualquier momento," I replied using my high school Spanish and winked back at him. On his way out the door, he turned around and gave me a sexy, suggestive smile.

One busy Saturday afternoon, the shop was full of walk-in customers. The old man started having heart palpitations and decided he should go home, leaving me to work overtime to get all the repairs done and the clients out of the shop. I was looking forward to going home that evening and relaxing.

Just as I was finishing up with the last customer, Old Widow Neaves, I looked out onto the parking lot across the street and saw a big rig pull in. I watched the truck driver alight from the truck and FUCK, from distance he was hot! My cock stood straight up as I distractedly rang the last customer out and concentrated on him from a distance.

"There you go Mrs. Neaves, sorry to keep you waiting so long, " I told the customer.

"That's fine, I'm just happy you could fix my shoes so I can wear them to church tomorrow, You can't just wear any old shoes to God's house, you know, blah, blah, blah.."

While she was talking I was not listening as I was oogling the truck driver. He opened the side storage compartment of the cab, fished something out and put it in a bag. WOW! What a stud! "Could he be coming here? God, I hope so," I thought.

The trucker turned around and started walking over to the shop and I was finally able to get a good look at him. He was a six foot, four inch tall bear with a full bushy beard, a muscular body, a small ass and just the beginnings of a beer belly. He was clearly packing a big cock that was filling out the front of his jeans in an almost vulgar way. My heart started beating rapidly and I could feel the blood running to my head.

He walked over, stuck his head in the door to ask something. He could hear the last customer was still talking and smiled and shook his head knowingly.

"Blah, blah, blah....., tell your grandmother, blah, blah, see you at church tomorrow, blah, blah, blah....., " she babbled on.....

"Thank you, that's fine Mrs. Neaves, I will tell her, now you run along home," I came around the counter to physically whisk her out of the shop so I would be alone with the trucker.

"Sorry about that," I said.

"No problem, we got several of them in the family, you just gotta let them talk it out," he replied with a sexy smile.

Standing there at the door with him, I was mesmerized by his size and masculinity. My cock was getting stiff just standing beside him and I could feel my cock stretching my jeans. I looked into his gray-blue eyes and lost myself for a moment. He looked like some of the dream guys I drooled over from porn films.

"What can I do for you, sir?"

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"Yeah, I got me kinda a predicament here, kinda private like, ya know, wondering if ya might be able to help me out."

"Ok, let me just close the shop up and we can take a look." I locked the door and turned the sign over to "Closed" fully in suspense of what the private issue might be.

We went over to the counter and he opened the package and pulled out a black leather jockstrap. It had a big pouch to fit his cock and balls and was made of rough, black polished leather on the outside with the suede side facing inward. The belt part had multiple steel studs and a strong steel buckle that latched on the back. The straps that went through from the bottom of the pouch to the belt were braided leather and I could just imagine how they held his firm buttocks. FUCK, I almost creamed just looking at it.

"My jockstrap got kinda split out the other night and I was a wonderin' if it can be sewed back."

I laid my hands on it as if it were a holy relic and the touch of the leather caused blood to rush to my face. I took it gingerly up and felt the leathery, roomy pouch. From the size of the pouch, I surmised that his cock and balls must be huge. "His dick and balls have been in this," my brain screamed. I could feel the crusty remnants of dried cum in the suede pouch and my cock throbbed. I just wanted to stick my tongue in the pouch and taste the crusty residue and shove the whole thing down my throat.

"Ya see, there's a slit right here," he put his hand in the pouch and punched his big meaty middle finger through. I was still holding the jockstrap so his fingers were touching mine and I could feel electricity shooting through my body at this touch.

I took it from him to examine and could see that the leather had ripped apart next to the main seam that ran down the middle of the jock and it wasn't just an easy job of sewing the seam back together. I held it up to my face, closer than necessary, just to get a whiff of the manly, testosterony aroma of leather and old cum. Fuck, my cock was twitching in a rhythm now and my hands were shaking.

I explained to him that it would probably need to have another seam or even another piece of leather sewn in to fix it properly. If I just sewed up, it would probably rip again.

"I kinda like this thang, so I want it done up properly, ya know. The cool leather feels good on ma junk." I shot a little bit of cum into my underpants when he said that while our fingers were still touching.

I stammered slowly, "I don't want this to sound strange, but I think I need to see it on you to determine the best way to fix it and to make sure it will fit." I said.

"Yea, I can understand that, we can do that, no problem, bud."

"Oh my god, is this really happening?" I thought and was giddy at the thought of seeing him in the jockstrap.

"You can go in the bathroom and change into it and then we can take a look."

"Yea, ok." He went over to the bathroom, and stood facing the toilet. He didn't bother closing the door so I stood and watched him take his pants and underpants off displaying his masculine, fine ass. Two muscular, hairy buttocks split by a dark and hairy crack, FUCK! When he leaned over to put the jockstrap on, I could see his hairy crack open and a good shot of his pink pucker. DAMN! This was just like the video I had watched. For that split second I was mesmerized by that hot, pink hole and I shot a little more cum in my briefs. Fuck, I was actually shaking now.

He turned around and came back, FUCK! His cock and balls made an awesome bulge when packed into the pouch and I could see the opening caused by the slit with a massive amount of pubic hair creeping out. Goddamn! Was this really happening?

"Is it ok if I touch it and take some measurements to see what needs to be done?" I ask gingerly.

"Yea, sure, do what ya got to do bud, gotta get this thang in working order again, the old lady kinda likes it, course she's not been in the mood for a while now, tween the young'uns and the rag."

I knelt down before him and carefully began to cup and rub the hefty pouch to see how much room was there and figure out what was needed. "Right now, it's pretty full, how tight does it get?"

"Yea, it's kinda tight now, seems like I'm getting bigger as I get older. I like to get it pumped up pretty good and it's tight when I'm full throttle. The old lady likes to have it rubbed up good on her pussy lips before we get goin." Fuck! I physically gulped when he said that.

I began to rub and cup it more than was really necessary just for my own selfish pleasure. I put my finger through the slit and touched his thick cock. I rubbed my fingers up and down and could feel the massive veins on his cock and my mouth was just inches from the pouch.

"Goddamn boy, it's definitely goin' be too tight if you keep that up," he said without any sign of irritation.

Blood was pumping into my forehead and I could feel my face flush and turn red. I was breathing heavily and my cock was throbbing, I couldn't take this any more. I didn't care if he beat me up, killed me or whatever, I had to have thisl

I leaned in and mouthed the pouch and inhaled deeply to get his aroma into my lungs. I sucked and licked the pouch greedily and inserted my tongue into the slit, feeling the coarse pubic hair and the tip of my tongue on those protruding veins. I got the taste of the leather and his sweaty cock. Pre-cum was flowing like water from my cock.

"Ah, so you're a faggot cocksucker, are ya boy?"

I nodded sheepishly in agreement.

"Any hole will pretty much do when you're on the road. I've had my share of faggots."

I chewed on the pouch and moved my hands over his strong hairy legs and massaged his muscular ass cheeks letting my fingers dip into the warm, moist crack. My heart was pounding and I was shaking with excitement and desire. He unbuckled the jockstrap and let it fall to his feet and there before me was his magnificent, cock at half mast. It was about eight inches long, thick, uncut and had large veins in a spiderweb design along the shaft. It was framed in a big, bushy patch of pubic hair and rested on two plumb-sized, hairy balls.

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I rubbed his cock on my cheek and it started to grow, the musky aroma of man filled my nostrils and I breathed it in deeply. I kissed the head and tasted his sweet pre-cum and sucked the head in my mouth. My first taste and feel of a cock, damn this was awesome. I peeled the foreskin back with my lips to feel the soft, moist head and let it push back into my throat. The veiny shaft was as soft as smooth calfskin. About three quarters of the way in, my gag reflex kicked in but I kept on taking his cock in.

"Mmmm, yea boy, take that cock, mmm, you sucked much cock before?"

I shook my head no.

"This your first cock, boy?"

I shook my head yes.

"Damn, you're a natural."

He rubbed my head appreciatively and the feel of his large hand on my head was great. He tugged gently on my ears and propped his fingers in my ears. The reduction in the loss of hearing made me feel as if I were in a dream state.

He face-fucked me firmly but gently, swaying his hips back and forth. Feeling my throat expanding and contracting with the thick dickhead fueled my passion for this experience and I pushed my head further into him, in turn, pushing his cock further into my throat until I gagged.

I cupped his heavy balls and pulled them onto my chin and felt the contrasting mixture of the soft ball skin and the coarse pubic hair. I squeezed his balls gingerly thinking of how they held his hot cum. I licked and sucked his balls one at a time and attempted to sucked one in my mouth. It was warm and salty and in this position, my nose was touching his taint. I could detect the odor of his sweaty ass and damn, this gave my cock an extra jolt. I was afraid to even touch my cock at this point as I knew I would explode immediately.

I licked further back to his hairy taint making him groan and grind his legs around my head. I couldn't wait any longer so I moved behind him to take a look at those glorious, hairy globes of his ass. I licked, chewed and slobbered on them and still jerked his stiff cock. I licked into his dark, hairy crack enjoying the scratchy hair as well as the taste of his beefy man ass. Fuck, I was in heaven.

I spread his cheeks and Mother of God, there was his hot, pink hole, the holy grail I had been yearning for after all the rimming videos I had watched. I tongued it and felt the soft, hot skin, then placed my tongue flat over it. I think I could even feel a pulse from it. FUUCK! This was so hot! I plunged the tip of my tongue in and he jumped a little.

"Fuck yea boy, eat that hole, deeper!"

I didn't need much encouragement from him as I was myself driven to eat that hole out and penetrate as far as possible. I licked, drilled, pushed and lapped and my cock jerked up and down by itself.

"Fuck yea boy, you keep at it and you're going reach ma stomach."

The earthy, musky taste of his hot man hole was driving me crazy, I unzipped my pants, freeing my cock and I jerked off while drilling in his hole as deep as I could. My body was visibly shaking and he pushed the back of my head to drive my tongue even deeper. I continued as if I were possessed by his hole. Jerk, jerk, jerk my cock and suddenly I exploded as if I had never cum before. Shot after shot of my hot jizz flew out of my cock across the room and the final globs landed on the leather jockstrap still around his feet.

"God damn boy, you're gonna shoot your guts outta that cock?"

I leaned down and licked my cum out of his jockstrap, digging deep into the pouch to see if I could also get some of his crusty dried cum up as well.

"God damn!" he shouted.

He moved back from me, took all of his clothes off and I could see how magnificent his body was. Furry from top to bottom, firm chest with a hint of a developing beer belly and his long, thick veiny cock standing at attention. I could not even fathom that this was real.

He sat down in the old man's office chair and motioned for me to come over to him and straddle him, sitting on his hips, so we were face-to-face. He put his hands on the side of my head and looked into my eyes. "Is this your first time with a man?"

"Yea."

"So you're a virgin? Ain't no man ever touched you before?"

"Yea, first time with a man."

"You been with a girl?"

"Yea. a few."

"You must be one hell of a pussy eater, my old woman would go wild with that."

He rubbed his large, manly hands over my chest and abdomen, took my hands and placed them on his nipples.

"I like'em pinched hard." I rubbed my hands over his body and then pull and pinched his nipples. "Harder, boy, like this"

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