The Hall Pass

CHAPTER 1: STRANGERS IN A BAR

There I was at this upscale gay bar that had opened up a few months prior, doing something I hadn't done in a couple of years. I was on the prowl in search of a man for the night. I told myself if I hadn't met anyone within the first hour, I'd call it a night and go back home. John Legend's "Save Room" played overhead. It helped create the mature, grown, and sexy vibe the bar was going for.

It was nearly time for me to head out when I saw him. He was this chocolate drop of a man. He had a low cut with wavy salt and pepper hair. His chocolate skin had a glow to it. His chin was long, but his salt and pepper goatee rounded him out. Those lips were dark with traces of pink. The man looked like he was out of his element.

There was something vaguely familiar about him from a distance. I decided to introduce myself. As I approached him, I could see that he had a body on him. Though he was sitting down, his arms were swollen with muscle. His button-down shirt hugged every inch of his upper body. At first glance, he looked well-groomed. Upon further inspection, I could confirm he was immaculate.

"Is this seat taken," I asked as I sat next to him.

He let out a low chuckle as he stared at me. The second I was firmly in the seat, he turned his head and focused on the drink in front of him. My gaydar was pretty good, and I wasn't picking up any signs of him being gay. Disappointment set in just as curiosity arose. I had to know why he was there.

"I'm sorry," I said; I turned and faced him, "but I just have to ask. What is a straight guy doing in a gay bar?"

"And how do you know I'm straight," he asked. His voice was deep and smooth. His words came out slow and steady. He had such a sexy voice.

"Please," I said as I rolled my eyes, "I know a straight guy when I see one. There's nothing wrong with you being here. I think it's noble of you to expand your horizons."

He let out a hearty laugh, "You think it's noble. I'll drink to that. Bartender, get the gentleman next to me a drink."

"I'll take a Don Julio neat," I added. "So, does the straight guy have a name?"

"I do. I'm Sterling," he said as he extended his hand.

"Nice to meet you; I'm Kevin," I told him as I shook his hand. He had a firm grasp.

My mind wondered what else he could do with such strong hands.

"Are you gay," he asked as he took a sip of his drink.

"Very much so," I answered. "What brings you here?"

"Searching for understanding," he paused and mused his drink over, "my son came out some years back, and I didn't handle it well. I've missed him. He cut me out of his life. I want to understand so I can be there. I figured I'd come here."

"You have a son? You don't look old enough to have a son. I think what you're attempting to do is amazing, but you don't have to go to a gay bar to understand. You could just talk to your son to understand."

"I could, but then I wouldn't have met you tonight," he said with a flirty smile.

"Careful now," I warned. " I just might take that as flirting and be tempted to take you home."

"I can't help it; I'm flirtatious by nature," he said.

We looked at one another for a second. Then he smiled at me, flashing his pearly white teeth. His smile was beautiful, and I could see a sparkle in his brown eyes behind his eyeglasses. He was a beautiful and sexy man. I partially envied the woman who got to lay with him every night.

"Are you married," I asked.

"No. Never found that connection. What about you?"

"Just a boyfriend," I answered.

"And he let an attractive man such as yourself out of the house all alone. I don't think I could do that," he said.

"Oh!" I was taken aback by his comment. "You think I'm attractive?" I was enjoying his flirty side. It felt good to be complimented by a straight guy.

"I may be straight, but I'm not blind," he said, pointing to his glasses.

"You're smooth," I giggled. "I'm here because I have a hall pass. My boyfriend doesn't like to be penetrated. I like it all, and so he's given me his blessing to..." I didn't want to be crass.

"You get to fuck someone?"

"Yes. I was trying not to be crass," I laughed.

He laughed, "Well, baby, we're all adults. Just say it. Be crass. Wait, were you trying to fuck me when you walked over here?"

"Initially, yes."

He narrowed his gaze and said, "You know I would have had to fuck you back."

Silence fell on us. Sterling was saying some things that made me want to test him out, but I was nervous about making him feel uncomfortable. I figured the best course of action was to just play the long game with him. A man as fine as him could flirt and tease me all day long.

"I would have let you, but seeing as you're straight, we don't have to worry about that." I swallowed my drink and placed the empty glass on the bar.

He lowered his voice and said, "I've only ever known women, but I'd be lying if I said I've never been curious or that I never touched myself back there. Maybe that's why I reacted so poorly when my son came out. I was angry that he had more courage than me. Maybe it's the liquor talking. Who the fuck knows."

I whispered, "Sterling, would you like for me to touch you back there?"

"What if it's all in my head, and I'm not at all into the idea of a man touching me," he asked.

I stood up and held out my hand, "Come dance with me."

He took my hand, and I pulled him to the dance floor as Taylor Swift's "Maroon" played. We started off with a little distance and space between us. Gradually, he became more comfortable, and before long, our bodies were pressed together.

Sterling wrapped his strong arms around my back. I place my head on his chest. I could feel the muscles in his chest. They were firm, but when he breathed, they felt relaxed. His hand dropped from the middle of my back to the top part of my ass.

His pants did nothing to hide his bulge. I could feel his soft dick against my thigh. It felt thick and cut. My hands slowly moved down his back and onto his ass. I was surprised to feel so much cake. We stopped dancing, and our eyes met. Our lips connected. It was a sweet kiss that grew into a hot one. His cock began to stir, as did mine. I knew then we were going to fuck!

"So, you want to use your hall pass with an older gentleman," he asked.

I responded, "I'd like that. We both are looking for something that the other is willing to give--no strings attached. No drama. No complications.

"What could go wrong?" he asked with that pretty smile.

***

The hotel was filled with the sounds of us kissing. His lips felt soft and wet. His hands explored my body as if it were a treasure. We were naked, and his hard nine-inch cock was poking into my low-hanging balls. His dick was massive and beautiful. The shaft was dark, and the head pinkish. He had clean-shaven balls and neatly trimmed dark pubes. He even smelled exotic. My hands slid down his back and onto his bare ass. It was round and plump. I needed to taste him.

I pushed him on his back. He spread his legs and offered his cock to me. I took his beast into my mouth. He whimpered like a puppy as my tongue rolled up and down his shaft. As I sucked his dick, I couldn't help but run my hands across his smooth abs and chest. I needed to feel his sexy ass body.

"Your mouth feels so good," he moaned out.

The head of his cock swelled a bit more in my mouth. He slowly fucked my mouth, making me feel like the bitch I truly was. I could feel the muscles in my jaw stretch to fit him inside. Carefully I slapped myself across the face with his strong cock. I cupped his balls, and each one felt heavy. They were ready to burst. I took them into my mouth, and as I sucked them, he began to stroke his cock. He made sure he paid attention to the head of his member.

"Come sit on my face," I said as I rolled away from him.

I got on my back, and he straddled me like he was going to ride me reverse cowgirl. My eyes feasted on a glorious sight as those two round dark chocolate globes. His cheeks slightly parted, and I could see into his hidden valley. His hole was tight and smooth. It made my mouth water.

I palmed his cheeks and pulled him all the way down. My tongue slid across his hole. Sterling let out a loud moan. His ass tasted good. I wiggled my tongue back and forth across his hole. He cried out in pleasure, and then he bent forward and took my cock into his mouth.

I moaned in his ass. He moved his head up and down on my pole. I pushed my tongue inside his anus. We had our way with one another. It was hot and steamy. It was the kind of stuff you read about. His insides had a different taste. I tried to suck his life force out of his ass.

"Let me try. Otherwise, I'm gonna cum," he said breathlessly.

I got on my hands and knees, and he got behind me. He gave me a firm slap on the ass. It made my body jerk just a bit. He squeezed on my ass. I knew he was in awe of my cakes. Everyone always was.

"Oh, my God! It's so much ass," he said in amazement.

He kissed my ass cheeks, and then slowly, his tongue slid in between my crack. His tongue was long and thick, and it felt good. He slid it up and down, and then he pushed against my entrance. The taste was to his liking because he started to really eat me out. He pushed his tongue in and out of me repeatedly. There was no question of if he could eat ass.

"I wanna ride you," I said.

Sterling watched me as I eased down onto his throbbing monster. His cock breached my gateway and slid through my tunnel. The walls in my ass opened as I took him inch by inch. I started to bounce up and down on his cock. He grabbed my ass and started to fuck up into me. His cock rammed my guts like a bull dozier.

"Oh fuck," I cried.

"It's so warm and tight. Ride my dick," he demanded as he slapped my ass cheek.

I bounced up and down faster on his pole. Our lips touched, and we kissed as he pounded me. His cock moved through my ass like a train. My hole throbbed and twitched. Sweat poured off my toned body onto his. My dick was leaking precum all over his stomach. His eyes were glossed over with pleasure from my tight hole.

"I'm ready to fuck you." I sounded like a desperate man. I was desperate for relief.

"On my back," he said with one final thrust into my hole.

Sterling had his legs spread open for me. I crawled in between them, and my cock pressed against his hole. He wrapped his legs around my waist. He had me locked in, and we were face to face. I teased his hole with my rod as we made out. My cock kept lightly pressing against his entrance.

His barrier broke, and my cock penetrated him. His body tensed, and he dug his nails into my skin as my cock sank into his tight hole. Serling moaned and groaned underneath me. His hole felt like a lava pit. It was hot and moist inside. Slowly, I inched more of my eight-inch member inside of him.

He shouted, "Oh fuck!"

The muscles in his ass gripped my cock and pulled me deeper. I began to move in and out of him. My balls tapped against his ass cheeks as I took his cherry. His hole was mine to devour, so I increased my speed. I started to fuck him a little faster and harder. He dug the heel of his foot into my ass.

"Fuck, Sterling. You got some good ass," I moaned.

I couldn't slow down. His ass was too good, and I knew he loved it. The feel of his hard cock against my stomach as I humped him was a dead giveaway. I drove my cock deeper into his ass, and he started to cream my cock. His cries grew louder. I slowed down and rolled my hips, making my dick tap all the spots inside his anus. The look on his face and in his eyes told me he loved it. He'd no doubt be in the streets searching for another top.

"It feels so fuckin' good," he cried. "WHAT THE FUCK!"

His body began to shake under me, and I felt a warmth across the front of my stomach. His eyes rolled into the back of his head, and he made this little bitch moan. It was sexy and erotic. I sat back on my heels as I drove my cock in and out of him. I noticed the puddle of cum on his stomach, and I knew then that I had made him cum hands-free. The sight and knowledge of that was more powerful than I could have imagined. I blew my load deep inside his ass.

***

It had been a few weeks since my boyfriend, Kyle, gave me a hall pass. He didn't want any details about it. It was like it had never happened. I'd be lying if I said I hadn't thought about Sterling again several times since that night. We fucked each other three times that night. Each one was more mind-blowing than the last.

We pulled up to Kyle's mom's house. We stepped inside, and the aroma of fresh biscuits hit me. I loved his mother's cocking. Kyle took my hand as he always did, and we walked through the house and toward the kitchen.

"Mom," Kyle yelled.

"In the kitchen," she answered.

We stepped into the kitchen. She had a worrisome look on her face. Before I could ask her anything, Kyle had figured out what was bothering her.

"Dad," he said.

A familiar voice said, "Hey, son."

I turned and looked off to the side. There he was, my hall pass. Only he wasn't just some any old hall pass. Sterling's eyes finally landed on me and turned pale. Of all the people in the world, my hall pass turned out to be my boyfriend's dad. No drama, no strings attached, no complications, my ass. This was all of that plus some more. FUCK!

© Grayson Rose 2025. All rights reserved.