My dad was always very excited when the local town fair started setting up. He'd start talking about it weeks in advance, his eyes lighting up like a kid's on Christmas morning. It was his favorite tradition, a chance to escape the monotony of his office job and indulge in the sticky sweetness of cotton candy and the thrill of the carousel. But above all else was his booth, the one that he ran with my grandpa, and drew in the most curious and brave souls of the fairgrounds. I never had the chance to see it myself, as it's set up in the adults section, but this year, I had just turned 18, and I wanted to join in the excitement.
I entered his workshop where he was building the main part of his booth. It was mostly hidden under a dusty blue tarp, but the smell of freshly sawed wood and the glint of metal in the corner gave it away. Dad looked up from his workbench, a mix of surprise and pride on his face. He wiped his hands on an even dustier rag and beckoned me over.
"What's up kiddo? Didn't expect to see you here." Dad said with a warm smile. He looked tired but content, the kind of exhausted that comes from working on something you love. I stepped closer, eager to see what he was working on.
"I'm 18 now," I said with a smirk. "I wanted to help you run your booth this year. Maybe learn the ropes, you know?"
"That's wonderful son! But our booth is very... Special... I'm not sure if you're ready for it." Dad replied, his expression a blend of hesitance and excitement. He took a deep breath and paused for a moment, his eyes searching mine for any signs of judgment.
"Don't treat me like a kid anymore. I'm going off to college soon." I said, trying to sound more mature than I felt. "Besides, I want to learn more about you. I want to run the booth with you and grandpa."
Dad's eyes searched mine for a moment before he nodded. "Copy that Kiddo! I'll see you at 5:30, Friday morning."
The morning of the fair's opening, my alarm went off with the jolting buzz of anticipation. I threw on the old fair t-shirt Dad had given me and stumbled out of the house into the cool pre-dawn air. The fairgrounds were a cacophony of sounds and smells. The aroma of greasy food and townspeople setting up their booths. Dad's booth was in the far corner, surrounded by a throng of curious onlookers.
As I approached, the crowd parted, revealing a giant, glossy red and gold sign that read, "The Glory Hole!" in bold, flashy letters. Dad looked up from his work, a grin spreading across his face as he saw me. He was dressed in a dirty shirt and roughed up jeans. He didn't look publicly presentable. He looked like a man ready to get his hands dirty.
"Ready for your first taste of the adult side of the fair?" He asked, patting the side of the booth.
"Glory Hole? Isn't that kinda... Sexual? What do you do here?" I asked, my voice a mix of confusion and curiosity. The crowd around us grew thicker, their whispers and leers unmistakable. Dad's grin never wavered.
"It's just a bit of harmless fun, son. Nothing to be ashamed of." Dad said, pulling the tarp off the front to reveal a wooden box with just the right hight to rest your arms on. There was two holes cut out at crotch hight. A little sign hung up in the middle said, "50¢ Blowjobs!"
"You see, people come here and they get to experience something new and thrilling. It's all about letting loose, breaking boundaries," Dad said, his eyes gleaming with excitement. "But it's not just about sex. It's about bonding. You and me, we're going to help these folks out."
My stomach flipped as the reality of what he was saying set in. "Me? Give blowjobs?" I sputtered, feeling a mix of embarrassment and curiosity.
My dad put his arm around me in a loving headlock. "Don't think you're getting out of this one, you insisted on growing up." he chuckled, his grip tightening gently. "It's all in good fun. And besides, think of it as a bonding experience. Just like fishing, except we're reeling in smiles instead of fish."
I nodded, still trying to process the absurdity of it all. The booth was simple but had a certain charm to it. The paint was fresh and the lights around the edges flickered, giving it an inviting glow. Behind the box, there was a curtain, no doubt hiding a chair or stool for the performer. The crowd was growing impatient, their whispers growing louder.
"There are my cocksuckers! All ready for opening day?" Grandpa called out as he strutted over, he was a large man with a thick white beard. He was dressed in a pair of overalls with no shirt underneath, showing off his hairy, sweaty chest. His eyes twinkled with mischief.
Dad chucked and slapped grandpa on the back. "Yes sir, just easing the boy into it."
"Welcome to the family business," Grandpa said with a wink. He handed me a bottle of mouthwash. "You're gonna need this, trust me. And if you need a break, just give me the signal."
"Alright, let's get back into the booth! We've got a line forming!" Dad called out, slapping his palms together. The crowd grew even more eager, a few lecherous looks thrown our way.
I took a deep breath and followed him behind the curtain. The space was smaller than I'd imagined, cramped with the two of them and the chair. There was a bottle of lube and a box of tissues and baby whipes on a small table. The space was larger than I expected. The glory holes were on an elevated platform, and inside the booth we stood at ground level, so the holes were at perfect mouth level.
"Avoid the holes when empty. We don't want customers knowing which of us are at each hole so they don't try to play favorites. Same goes for us, we shouldn't know anything about the customer until his cock enters the hole. It's all about the mystery, the thrill," Dad instructed as he took his place in front of one of the holes.
I heard music start playing followed by Grandpa's muffled voice from right outside the booth. "Step right up, step right up! The best fifty cents you'll spend all day! Experience the thrill of The Glory Hole, where our professional mouths await to shower you with pleasure!"
My heart raced as I took my place in front of the second hole. The fair's opening had begun, and I felt like I was stepping into a world I'd never known existed. The first customer approached, taking the first hole, and I could feel the weight of his anticipation through the wooden barrier. The sound of his zipper was thrilling as dad took his position. The head of his penis poked through the hole, and dad took it in his hand, giving it a gentle squeeze. The man let out a soft gasp.
Dad gave me a nod, his eyes sparkling with excitement. He leaned in and whispered, "Just follow my lead, okay?" He then opened his mouth and took the stranger's cock inside, his cheeks hollowing out as he began to suck. The man's moan was muffled, but the vibrations traveled through the wooden divider to my side of the booth. I felt a weird mix of arousal and nervousness, my mouth suddenly dry.
"Don't keep the customer waiting!" Dad whispered with a wink, nudging me into action. I turned to the second hole, seeing the tip of another cock poking through. With trembling hands, I took it in my grasp, feeling the warmth and the slight twitch of anticipation. I leaned in, my heart pounding in my ears, and took a deep breath. The scent of the man's arousal filled my nose, and I tried to ignore the knot forming in my stomach as I mimicked Dad's actions. I had never done anything like this before, but the look of pride in Dad's eyes was all the motivation I needed.
"Remember not to use your teeth, and keep your tongue flat." Dad's words echoed in my head as the first customer's cock slid into my mouth. The taste was salty and musky, foreign but oddly exhilarating. I could feel Dad's eyes on me, watching my every move, but instead of feeling judged, I felt a strange sense of camaraderie, a shared secret between us.
The man on the other side of the wall was moaning. I followed Dad's example, bobbing my head in a steady rhythm, taking in more and more of him with each pass. His breath grew ragged, and his moans grew louder. The sounds from the fair outside the booth were drowned out by the sound of sucking and slurping, creating a bubble of intimacy amidst the chaos.
I could also hear grandpa keeping the crowed entertained with his lewd jokes and the clinking of coins as he collected the money. The booth was a whirlwind of activity, and I felt a strange sense of pride as I worked alongside my father and grandfather in this unconventional bonding experience.
Soon dad's customer started moaning loudly, and I knew he was close. I watched dad's cheeks bulge as he took the man's cock deeper into his mouth, his eyes never leaving mine, as if silently coaching me through the experience. He pulled the cock out of his mouth slowly, making sure it was fully clean before releasing it. I could see him swallow, then he opened his mouth and stuck out his tongue in a playful gesture to show there wasn't a single drop of cum left.
The second customer was now fully erect, and I was surprised to find myself eager to get started. I took another deep breath and leaned in, feeling the warm, velvety skin of his penis on my lips. I began to suck, tentatively at first, but soon found a rhythm that seemed to please him. His hips began to thrust slightly, and his breathing grew heavier.
As I worked, I could feel Dad's presence beside me, his movements in sync with mine as he attended to his own customer. The sounds of the fair grew distant, replaced by the intimate sounds of pleasure and the occasional whispered words of encouragement from Dad. The man's cock grew in my mouth, and I felt a thrill of power knowing I was the one bringing him such pleasure. I wasn't ready when he suddenly came, the hot, sticky fluid filling my mouth. I had the urge to pull away, the musky taste was too much. Cum spilled out of my mouth as I started gagging.
Dad's hand reached over and gave me a pat on the shoulder. "It's okay, son, we're a team." He took the dripping cock into his mouth, finishing off what I couldn't handle, and then turned to me with a proud smile. "You did good. You don't need to swallow if you don't like it." He then continued sucking his own customer's cock, showing me that even with the mess, it was still a job to be done with skill and grace. When the customer was about to cum, he'd lean back, let them spurt into the air, and then let the cum spray all over his face, leaving white strings across his Chin and cheekbones. It was surprisingly mesmerizing to watch. He then cleaned it off with a baby wipe as if it was the most normal thing in the world.
I prepared myself as my next customer unzipped his pants. His cock was already partially erect, and he wasted no time in pushing it through the hole. The booth was now a symphony of slurps and gasps, the air thick with excitement and the faint scent of sex. I took a moment to appreciate the trust these men placed in us, allowing us to bring them to the brink of pleasure in such an open and vulnerable way.
This time, I was ready. I took a deep breath and wrapped my lips around the stranger's cock, feeling the pulse of his excitement. His hands gripped the edge of the box, and his breath hitched as I began to move my head up and down, the motion feeling more natural with each stroke. I let the cum flow into my mouth, but there was so much I couldn't handle it all. It started leaking out my mouth, down my chin. Dad shot me a knowing look, his eyes alight with amusement and pride.
As the days of the fair rolled on, the three of us grew more comfortable in our roles as the infamous 'cocksuckers' behind the glory hole. I learned to handle the sensation and the taste, growing more skilled with each customer. The booth was a strange mix of thrilling and mundane. We spent hours in the cramped space, sharing awkward glances and sometimes laughs when a particularly loud or enthusiastic customer came through.
One evening, after a particularly long day, Grandpa popped his head in as the booth suddenly lit up with a flask. He was holding a camera smiling. "How's my boys doing?" he boomed, his voice a stark contrast to the quiet slurping sounds coming from our side of the booth. Dad was deep throating a man who had to be twice his age, his cheeks flushed and eyes watering slightly, but his rhythm didn't falter. I had just finished with a young man, his eyes still glazed with pleasure as he zipped up his pants and stepped away, dropping his coins into the jar.
"I could use a break." Dad's voice was a little hoarse from the hours of service, but the smile on his face was unmistakable.
Grandpa gave me a slap on my ass as he took dad's position, wasting no time in servicing the next cock that presented itself through the hole.
"You're a natural, kiddo." Dad whispered as he handed me a bottle of water. I couldn't help but feel a strange sense of pride as I took a swig, watching him exchange a knowing smile with Grandpa as they switched places.
After dad Left, grandpa held up the camera and took a picture of me with a mouth full of cock. "For the family album!" he cackled, winking, then turned to camera around, talking a photo of himself licking his customer's shaft. He was enjoying the moment, the thrill of the job was written all over his face.
I was fully engrossed in my newfound role now. Each cock was delicious in it's own way. One was clean and smelled fresh, like morning dew. The next was thick and veiny, with a hint of musk that made me want to savor every inch. Another felt, comforting... As I swallowed his seed, it tasted oddly familiar in a way I couldn't explain. It was like the flavor of home-cooking after a long day away. But I didn't have time to think about it as the cocks kept coming, filling my mouth with a purpose I had never known before.
"How's the boy doing?" Dad asked, coming back inside.
I took another deep breath before my next customer and said, "Surprisingly, I'm enjoying it."
Dad resumed his position, his eyes gleaming with something I'd never seen before—pride and excitement. As soon as he took over, a monster 11 inch cock entered the booth through dad's hole.
"Holy Shit!" Dad exclaimed with a mix of amazement and trepidation as the monstrous member poked through the hole. We heard the customer laugh at dad's reaction. "Pa, take a photo!" Dad said, with the biggest, goofiest smile I'd seen in a long time.
I watched as Grandpa snapped a quick pic, capturing the awe and excitement on my dad's face. The customer chuckled, his voice deep and gruff. Dad began working the cock as well as he could, but it was clear the size was a challenge even for him. He shot me a look of determination, a silent promise that he'd handle this beast. He took the dick as far into his mouth as he could, gagging before getting it to the halfway point.
"Looking good son!" Grandpa said, still snapping pictures. As I watched my dad gaging on the monster cock, and my grandpa eagerly capturing the moment, it all finally clicked. This wasn't some obligation, it wasn't about money, and it wasn't about the fair. My dad genuinely enjoyed cocksucking, and now so did I.
"Hey, don't keep that customer waiting!" Grandpa snapped, grabbing the back of my hair and pushing my face down into the next erection poking through my hole. The smell was overpowering, a mix of sweat and cheap cologne that made me want to gag. But I had learned to push through it, for the sake of the job, for the sake of the bond with my dad. I kept making my father and grandfather proud, swallowing ever drop of the next customer's cum without any mess.
"Holy shit! Fuck yeah!" Grandpa said. I looked over to dad, his face was covered in cum and his shirt was soaked. The monster cock was slowly shrinking, but still leaking more cum.
"You okay?" I asked, my voice muffled around my current customer's member.
Dad looked at me, a mix of surprise and delight in his eyes. "Better than okay, son!" he exclaimed. "But I think that's enough for one day... We've had our fair share of fun." He patted the back of my head before turning to Grandpa. "Let's call it a night. We've got a whole week of this ahead of us." Dad started pulling up his cum soaked shirt.
"I'll tell the customer the bad news." grandpa said with a chuckle, slapping Dad on the back. "You go ahead and clean up."
As I finished off my last customer I listened as the crowd seemed a bit disappointed, but left understandingly. Dad threw his shirt on the ground with a splat, and wiped his mouth with a baby wipe. His chest was smeared with cum, and his pants were also wet in the front.
"Wow, he shot enough to soak your pants too?" I laughed, wiping off the last of my own customer's load.
"No, that's mine... Damn basted made me nut a second time." Dad said, his voice a mix of amazement and pride. We all laughed, the tension in the booth dissipating.
"I can't wait to do this again tomorrow," I said, smiling up at Dad as we stepped out of the booth into the cool evening air.
"No son, I want you to go enjoy the fair tomorrow. It's your first time in the adults section, and I wanted you to enjoy it. The last two day will be busy, so better to have you enjoy yourself sooner, then you can help us out when we need it. Plus, it's always more fun to come back to work with some new tales to share, right?" Dad said, giving me a firm pat on the back.
I nodded, understanding that this was his way of giving me a break. "But tonight, let's go grab a bite. You've earned it," Dad suggested. We stepped out of the booth into the buzzing fairgrounds.
