Leather Den Daddy

Devin tries his luck at a local leather bar with the intent to lose his virginity to a leather daddy.

  • Score 8.7 (45 votes)
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  • 2808 Words
  • 12 Min Read

Despite the fact that it was almost 10pm the night was still warm. Heat radiated off the sidewalks and buildings, making the streets feel warmer than it really was. I stepped off the train and made my way down the street. The streetlights illuminated my way down to the bar. Ryan had told me about a bar that catered to rougher type of men who enjoyed the company of other men. After debating going to this bar, the stars and moon aligned so that I could check out this bar. 

My parents had left town for the week and I was able to convince my brother to let me borrow his ID to get into the bar. My brother and I could pass for twins, well with different styled hair and if I permanently wore glasses. Of course, I had to bribe him with some weed and booze, or rather money to get weed and booze. Oh and for him not tell the ‘rents that I had borrowed his ID to get into a bar. Surprisingly, he didn’t ask any questions when I asked to borrow his ID. He simply stated what his demands were and after some bartering he agreed to the price of 2 grams and enough for a six pack.

When I left our home earlier tonight to get to the bar. He had already settled in our living room with his bong, his six pack, and his latest video games. He had recently moved back home after graduating and had yet made any efforts to find a “real” job. Despite the fact that he was currently working as a communication specialist, read social media expert, the ‘rents still hassled him. But I digress.

He graciously let me take two bong hits before I had to run to get the train into the city. I had spent the greater part of the day planning this foray into the city and I wanted everything to be perfect. As I walked out of the house, my brother yelled at me to “Make positive conscious decisions and/or wear a condom”. 

So here I was, two blocks from the bar and to say I was nervous was an understatement. I had showered but due to the heat and my nervousness I was sweating from every place imaginable and unimaginable. Ryan had warned me before going that I should forego wearing any deodorant or cologne, “Go natural, they will love it” he told during one of our last chats. 

I had met Ryan three months ago on an online chat room for guys questioning their sexuality. Where they could chat with other guys anonymously and figure things out. Perhaps even meet outside the chatroom and do stuff. Thankfully Ryan now lived about 600 miles away and therefore the possibility was highly unlikely. Don’t get me wrong talking to Ryan was fun and I had embraced my sexuality thanks to him, but we just weren’t compatible. Two bottoms don’t make a top!

I checked the address and location on my phone and realized I was just less than a block away from the bar. The bar, the Anvil, was now in the basement of a former department store. The building was converted into offices. According to Ryan the entrance to the bar was down the side alley and down some steps. Unlike some of the gay bars that were in my vicinity that catered to the twinkish types and their admirers, this bar catered to older men. Rougher men, with tattoos and piercings, assortment of body types, and body hair galore. Yup, my kind of place. 

Ryan had roughly given me the layout of the place. The bar had a main area with small tables, If you walked down a small hallway there were bathrooms which at any given time there was some action going on. He had heard rumours that there was a backroom that held special events once a month. The kind of events that were clothing free, had slings in dark corners, and perhaps a well placed mattress or two interspersed. Sadly, tonight was not one of those nights. At least not according to their calendar.

 I stopped across the street from the Anvil to check myself in the reflection of the glass windows next door. As it was a warm summer night, I had worn a nice blue tank top that accentuated my budding muscular arms, a nice tuft of armpit hair, and the beginnings of nice furry chest. Both my dad and brother had a moderately hairy chest so I knew there was hope for me. For now, I settled for spare hairs along my chest and a nice treasure trail beginning at my navel and joining my auburn colored pubes. I wore some cutoff jeans that made my butt look bigger and showed off my calves. I had bought splurged on some designer underwear with some of the Christmas money I got: black with neon stripes and assless for easy access. Thanks nana.

After giving myself a once over and decided that it was now or never. I walked the rest of the divide and made my way down the steps into the bar. As I got closer to the bar, I fully expected to be stopped and turned away from the bar because I was underage. Or worse to have my brother’s ID taken away and having the cops called. As I opened the door, I realized that there was no bouncer ID’ing people. A breath of relief washed over me. Without a fuss I made my way to the bar and ordered myself the cheapest beer on tap. The bartender asked for my ID which I fished out of my wallet and gave to him. He gave me a quick once over and glanced back to the ID. After several tense moments in which I did my best to hide my nervousness, he shrugged and gave me back my ID and beer. 

I made my way into an open seat along the booth that run along one side of the bar. Settling in on one of the seats I had the chance to take in the sights and sounds of the bar. More people were starting to show up and the bar was starting to crowd up a bit. And the crowd! Talk about a buffet. Men of many shapes, sizes, and colors. Several couples were openly making out and groping each other which gave me hope of perhaps finding someone tonight. The resident DJ was playing remixes of punk rock songs. This was definitely not your typical gay bar.

I was working on my second beer when a very handsome, bearded gentleman asked if the seat next to me was taken. Too shy to answer I nodded my head and looked down at my feet at the fear of him seeing the lust in my eyes. I spent the next 20 minutes stealing glances. He wore a plain black button up shirt with the sleeves rolled up and blue jeans. However he had a body that filled said shirt and jeans nicely. He had a beefy build, something akin to that of a rugby player. He was thick and muscular but did not look like roided gym rat. His rolled up sleeves showed strong, muscular, hairy arms. All of this was wrapped up in a nice olive skin tone with a nice filled in beard. I couldn’t help but saying a silent prayer to God for putting this fine specimen of a man next to me. 

He spoke up, “Never seen you before, is this your first time” he said in nice baritone voice. If he hadn’t made me precum for the last 20 minutes. His voice did the trick.

“Yes sir, first time. A good friend of mine told me about this place. And I thought I’d check it out,” I managed to answer before looking down at my feet. My face flushed with excitement and nervousness.

He smirked. “ So what brings you here?”, he said with a big emphasis on here.

I thought about it for a second before answering, “ Full disclosure, curiosity. Maybe the atmosphere. No plans really”. We stared at each other for what felt like hours but what was really seconds. The bar was crowded to capacity and with the people and the fog machine, the bar was starting to get warmer. Beads of sweat ran down my back into my crack, making my hole itch. However I think my hole twitched from more than just the sweat.

“I’m Philip” he said stretching out his meaty paw of a hand. I shook his hand, “Nice to meet you Philip, I’m Devin”. He held onto my hand for a second longer than was probably polite. We looked into each other’s eyes. I sensed the lust in his eyes too. Who would make the first move was up to either one of us. I was really hoping it would be him.

Philip ordered us another round of beers as we got to know each other. He had just turned 46 two weeks ago. He shared more about himself. He actively played in an intramural baseball league which explained his build. Most importantly he was single. I think we had a winner.He proceeded to ask me questions which I attempted to answer as honestly as possible without giving away too many details that out me. I mean was i supposed to tell him than in reality: I was 17 years old, still in high school, still a closeted virgin, and didn’t even have my learner’s permit. Instead I vaguely told him I was in school, which i hoped he would read as college, lived in the suburbs, and enjoyed volunteering my time at a local animal shelter. I hoped to major in veterinary science when I went to college next year and become a veterinarian. There that made me sound much cooler and older. 

We finished our beers, his fourth and my fifth. By then we were much closer than when we started. I could feel the heating radiating off his body. His natural scent was intoxicating to me. The semi-erection I had all night had turned into a full on erection. Thankfully my fully erect and leaking 6.5” uncut penis was fully tucked into the waistband of my underwear and was fully restricted by the fact that the underwear was a size too small for me. Totally intentional by the way.

The digital clock in the bar read 12:36 a.m. Two hours had passed since we had started talking. I decided that it was up to me to initiate something. It was now or never. I leaned closer to him and gently kissed his lips. He blinked twice and placed his arms around me and drew me in. I breathed him in and was bathed in his musky scent and heat. Our tongues met and wrestled for dominance. His beard tickled my neck but I was too nervous to laugh. He tasted of a mixture of beer and spearmint.

After swapping spit and gropes we disengaged ourselves. “Not bad” was all he said. “How would you like to go back to my place and see where the night takes us” I tried to conceal the excitement within me but I’m sure my twinkling eyes gave it away. “ Unless you have to be home soon or something” he quickly added.

“Nope” I added. “I’m ready to go whenever you are.” I said smiling slyly. He downed the rest of his beer and waved goodbye to the bartender that had served me earlier. As we left the bar, the night had cooled down from earlier but not enough to feel cold. We made our way down the street to his house stopping every few minutes to kiss or grope each other.

After a 15 minute walk, the industrial section of the city turned into residential housing and we found ourselves in a quiet neighborhood. At the end of the block, we turned left and walked several houses down the street before stopping at a small but neat home. The small front lawn was meticulously kept. He inserted the key into the door and opened it. I made a mental note of the address and route to get back to the train station. In case of emergencies.

“This is home sweet home” he growled in my ear. My eyes started adjusting to the darkness when i felt his arms grab me from behind. Instinct made me squirm but his firm but gentle hold made me relax. I turned around, his arms around my waist. I cupped his face and leaned in for a kiss. For a few lingering minutes we made out like teenagers. Philip lowered his hands from my waist into the inside of my shorts and cupped my ass cheeks, one in each hand. I undid the button in my shorts to give him better access, taking the initiative he fully palmed each ass cheek in his hands and groped them. His fingers found my hole and ran a light touch up and down. The sensation made me weak in the knees and for a minute I saw stars.

Fueled by his touch, I removed his shirt and proceeded to kiss his chest. I was right about him having a hairy chest. His black chest hair was heavily concentrated along his pecs curving into a V down his treasure trail before disappearing into the waistband of his jeans. Stray hairs framed his abs, while they weren’t as well defined as his pecs they were still noticeable. I kissed my way down his chest and ran my fingers on his tan, pert nipples.

Philip shuddered as I gently tweaked his nipples. “Easy boy, my nipples are wired to my dick. Unless you want me to cum already…” he said before giving me a big smile.

I dropped to my knees and began to undo his belt and button on his jeans. He wasn’t wearing any underwear, how I failed to notice that he was not wearing any underwear was beyond me. I pulled down his jeans and freed from their confines Philip’s dick, leaving a nice trail of precum in it’s wake. His dick and balls were framed by a thick chrome cock ring that made his dick look thicker, not that he needed it. With a 7.5” uncut dick and as thick as my wrist, I was definitely in for a challenge. Several thick veins snaked their way around the shaft of his penis before disappearing as they got close to his head. I couldn’t help but think that his penis reminded me of a bullet.

I started by tentatively licking the head of his dick, cleaning off the precum that covered his dick, I licked the entire shaft from the balls to his head. He moaned in approval. Placing the head back in my mouth I made my way down his shaft, inch by inch. The thickness of his dick proved to be quite a challenge but I soldiered on. After some effort, I managed to get ¾ of his dick before my gag reflex kicked in. I backed off.

 “Work the balls, boy” he said in an audible whisper. I inhaled the right side of his inner thigh before switching to his left. From a combination of the heat and his sweat had created his unique scent and musk. I moaned to show appreciation for this opportunity. He chuckled. I bathed his balls and taint with my tongue until they were slick with spit. I had the urge to eat him out as well but before I had the chance to do so he led me back to his dick.

I spent the next 10 minutes working my mouth and tongues on his dick until my nose touched his pubes. He sighed a breath of relief. With his dick deep down my throat, I looked up to him giving him my best puppy dog eyes. Philip placed a meaty hand on each side of my face and slowly retracted his penis from my mouth until only my tongue was wrapped around his head. He smiled at me and slammed his full length into my mouth. He fucked my face for five minutes without stopping, only stopping when he felt that he was about to cum. The telltale sign of his balls retracting up before firing his load. He retracted from my mouth and wiped the spit and throat slime that had built along my mouth and throat.

“Let’s take this to my bedroom” he said and he brought me to my feet. I realized my knees were hurting when I stood up. He led me down a hallway and at the end turned right and opened the door. 

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