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Curious Club Cruise - Part 4.
A naughty afternoon spent bar-hopping.
Captain Daniel Carter and I exchanged stories, and I couldn’t help but share the wild adventure I had with my brother. We were eagerly waiting for Tony to swap out of his casual combat gear. Yesterday, the Marines had raced over to my place straight from work at their base. Dan, already transformed, was practically buzzing with energy. This afternoon, the guys were planning to whisk me away for an unforgettable bro-bonding Sunday afternoon in town.
I proudly recounted my nasty encounter with the gas station attendant in the restrooms. Daniel’s mischievous grin widened as I told him I had fucked the gas station attendant through a glory hole. But inwardly, I wished I would have had the nerve to let the man take my virginity.
“You will find the right guy before you even know it, Brian,” Dan said with a reassuring smile, his voice steady and warm. “... From what I can tell, it sounds like you’re truly ready. You’ll find someone soon enough, buddy.”
I looked at his crotch and whimpered worriedly, “... I’ll just hope he’s not as thick as your tree trunk, Dan.”
“Well, you don’t know that until he has dropped his pants. But then it’s too late to weasel out of it. So, a bit more buttplug training each day... And a good supply of lube would do the trick,” laughed Daniel softly. “... And as for mine?... I promise you, Brian, I will do you someday. And you’ll relish it!... If not... I’ll have to tie you to the bed and make you enjoy it.”
This time, we both laughed. I understood he would tie me up eventually. But he would also make sure I got eased into something like that. I felt strangely at ease around a brutal alpha bodybuilder like Daniel Carter.
My brother returned wearing light blue jeans and biker boots with chain straps. He wore a vintage leather pilot jacket over a black muscle shirt with the text ‘FUCK YOU’ in bold letters on the front. He handed me a rugged denim jacket and told me to put it on instead of the heavy biker jacket. Apparently, I looked a bit disappointedly at him.
“Just to tone things down a bit, Bro,” he said.
The tough-looking, muscular Marines escorted me back to the south end of town. Dan parked his town car in a bustling garage. As we casually strolled through the vibrant red-light district, we exuded confidence, chatting and playfully teasing the whores we passed. A palpable sense of excitement charged the air, and our spirits soared high as we reveled in the lively adult entertainment atmosphere.
What followed was an epic afternoon of bar-hopping, hitting almost every gay watering hole in the nightlife area. Amid the exhilarating atmosphere, those two hunky Marines displayed impressive self-restraint, fully aware of my upcoming exams next week. Instead of diving into the usual party drinks, we opted for alcohol-free beers and sodas, basking in each other’s company. My older brother and his partner lifted my spirits, making me feel better than I had done in ages. It was this that had been missing from my life, ever since Tony had run away from home. This afternoon, along with yesterday evening, sparked a joyful reunion that more than made up for the six long years we had spent apart!
As the clock neared four, we found ourselves at the Mountain Club, my stomach growling with hunger after skipping lunch. Dan received a warm welcome from the Mountain’s gay owners, but I caught a glimmer of concern in his eyes as he leaned in to whisper to the older men, “... Brian doesn’t have a membership card yet.”
Thrilled by the challenge, I tapped the Captain on the shoulder and flashed the shiny club card I’d snagged just the day before. With a cheeky grin, I strode boldly into the restaurant, radiating the unmistakable vibe of a regular who belonged in this vibrant scene.
We got served an early dinner in a private parlor by exotic naked dancers. They only wore white aprons with the Mountain’s logo on the pocket. The dining room, with a window into the man’s club, had its own small stage. While we ate, the waiters gave us a fool-on fucking floor show. One of them gave me a lap dance.
Putting my hand under the apron he was wearing, telling me softly that he wanted me to stroke him. The exotic dancer grabbed my hand in his, making me jerk him off. This sexy guy wasn’t much older than me. But it was clear he liked my look. The other dancers looked a bit apprehensive at him. It was evident that the customers could look but never touch.
The apron shifted to one side as he started to grind my leather-clad crotch. Grasping at my rock-hard shaft with his buttocks. I had to tap out after a few minutes, though. Or I would have creamed my pants right then and there. He twisted around and murmured his thanks. Kissing me full on the lips as he slid his hand over my leathered rod.
He dropped between my knees and started licking my jeans. This became nearly too much for me.
I called down at him, “... Do you want to swallow me down? Or are you going to serve dessert first?”
This was precisely what he wanted to hear from me. My pant buttons got ripped open. My dick pulled out and deep-throated. It took him only a minute to drain my shaved, sweaty balls. Right in front of all the other guys watching us with their cocks hanging out.
After I had blown my load, the head waiter called to his guys, “... Now then... That’s some floor show. Dude, if you want a job here, give me a call. Damn... That was hot!”
The words of the head waiter snapped me out of it. I suddenly realized that all the men in the private dining room had been watching the dancer and me getting it on.
Yet, I grinned dirty and confidently at him, “... Thanks... But just make sure this one gets a pay rise. He’s a great servant! And... Umm... Sorry if this went a bit too far.”
“It did... But don’t worry about it. It’s quite all right, Sir. Hope to see you around here sometime.” The guys smiled and left Dan, TJ, and me to enjoy dessert.
Climbing the Mountain.
We spend the rest of the afternoon checking out the other amenities of the private club. It was awesome! Even without a bustling crowd of horny men or the stage lighting on, it looked amazing. There were dance floors, DJ booths, and private seating areas to relax or make out on. The adult theater in the attic space was out of this world, too. It had glory hole booths around the edges. Each of the floors is gigantic. You could spend hours just exploring the rooms or do some people-watching. Daniel and the owners, Greg and Scott, showed us around personally. Only the staff and some club slaves hung around upstairs. They cleaned and prepared the various play areas for the patrons later that Sunday evening.
Tony started playing with some of them. The club’s house boys seem to enjoy his harsh treatment. TJ gave me my first proper look into bondage and domination down in the dungeon basement. I was even able to ask them about it. And they openly answered all my curious questions. I watched my brother make a punk submit fully to him. Servicing his every sexual desire. At the same time, Daniel and Scott brutalized a couple of other older twinks. Greg just stuck close to my side. Like a true teacher, he explained to me what to look out for and how the various playroom equipment was used.
I had gotten a crash course in gay domination and bondage this afternoon. After all that, it seemed that bondage wasn’t all that bad. I actually had a completely twisted idea about it. Thinking it was about one guy deliberately hurting and abusing the other. It was nothing of the sort. It was allowing the dom to make the sub realize his wish to serve. We left the private men’s club well before it opened. Tony and Daniel drove me back home, where we had a last drink together, discussing today’s adventure.
I never knew our town had such a bustling gay community. I wondered if I would have dared to explore it if I had. The Marines left around eight o’clock, and I retired to my room. Once at home by myself, I felt exhausted. I had a whole new look at life, I did not know I could have. It was as if I had finally found what I had been looking for. And it felt great!
New look, new week. A new life?
The next day, on Monday, I swaggered into school an hour early, ready to catch up with the few friends I had. I donned a pair of Tony’s old sneakers, khaki cargo shorts, and a black leather belt adorned with pyramid studs. It was a bold departure from my usual office-style clothes. The loose-fitting linen summer shirt, also a hand-me-down from TJ, added to my fresh vibe. Tony’s wide leather wrist wallet and that eye-catching biker jacket turned heads as I walked by. The Ray-Ban glasses perfectly completed my look. Dan’s black Cuban necklace and my revamped hairstyle had my classmates green with envy. Confidence radiated from me, making me forget all about the math exam looming over my head.
As I entered the school, Mark Edwards strolled up next to me, grinning. “Damn, dude! I told you to step up your style, but you’ve really nailed it!” he exclaimed, impressed. Leaning in close, he whispered, so only I could hear, “... No need to hit the clubs alone; I’ll keep you company like this... That jacket looks incredible on you, Brian.”
He winked as we took our seats in the gymnasium for the exam.
The positive reactions didn’t stop there. After the test, a large group of students gathered around me outside the cafeteria, even a few who usually ignored the old nerdy me. They all wanted to congratulate me on my new, captivating look.
On the bus home, Mark sat next to me, giving me an intrigued stare. Just before his stop, he leaned in and said softly, “... My parents aren’t home... Want to swing by my place? I’d love to hear all about your weekend. You’ve got this coolness factor down, Brian.”
I didn’t answer him directly, but a sense of adventure propelled me as I confidently followed Mark — at a distance — off the bus. Edwards strode self-assuredly ahead. I had never been to his home. As we approached their garden gate, he paused, glancing back over his shoulder, and playfully grinned at me — disappearing wordlessly into the kitchen door. I took a moment to steady my thoughts before stepping into the unknown.
Entering the house, I felt a mix of excitement and trepidation, unaware that the day’s lesson was to expect the unexpected. Just then, the 19-year-old jock surprised me, swiftly twisting me around and firmly grasping the collar of my leather jacket. Before I could fully comprehend what was happening, he pressed me up against the wall. Then, surprisingly, he puckered his lips and moved in for the kill.
Mark Edwards gasped for air after a while. He looked wide-eyed at me after the scorching hot kiss. I had moved my hands to his ass and pulled him in closer. That’s when he fully understood. His nerdy schoolmate wanted him as much as Mark wanted me. Only this nerd was much more chill now. And he knew what he was doing.
But I wasn’t going to give myself to him this easily. I pushed Mark gently off, and he took the hint. We chatted the afternoon away. Mainly talking about Mark and the girl he had dumped over the weekend. I told him some of the details about my weekend too. And how Mark’s remarks in the school’s gymnasium locker rooms made me realize that I wanted to explore a relationship with a guy. But I didn’t tell him that Tony and his new boyfriend had expedited this transformation. Nor what the three of us actually did.
I left before dinner. Even though Mark suggested, “... We can order a pizza and hang out for a while.”
I fully knew what he was hinting at. But I decided to play it cool. I gave him my cellphone number and asked him to text me if he wanted. But left it at that. Well, apart from the goodbye kiss. I had started to go, but returned after a few steps to the door. I pulled Mark up off the couch and placed a hand on the back of his head. He closed his eyes and parted his lips. We slobbered each other once more. I thanked him for the drinks and left with a fresh new pep in my step.
The twenty-minute walk home was a breeze, the evening air invigorating as I made my way past the local McDonald’s to pick up dinner. I felt a surge of satisfaction, knowing I wasn’t the only guy in our class grappling with these gay emotions.
I settled in early after a quick shower. Not to sleep, but to do a bit of ass training and some last-minute exam revisions. And not in that order, but still, a well-planned evening, if you asked me.
That Monday evening, I also dedicated some time to Tony’s dumbbells. Watching a few videos on the training exercises. Just as I was diving into bed with my ass stuffed full of vibrating BBC toy, my phone rang at midnight — Mark Edwards was calling.
“Hey, Brian... What are you doing? I liked the chat we had earlier. But why did you leave?” he asked, a little annoyed.
When I didn’t answer soon enough, he added, “... I would have loved to bang that boy-butt of yours.”
The tone he took was much too brutal for my liking. It shocked me to hear Mark talk that way. I only knew Mark superficially. We were good comrades at school. But to call him a true friend? No, I’ve never had real friends like that. Until this afternoon, he didn’t even have my phone number. But Mark Edwards was the reason why I got to hang out with the jocks at school. So if that was friendship, then sure, he was my friend.
I whimpered a little as the vibrating butt toy buzzed merrily in my ass. Mark called out, “... What are you doing?... Is that what I think it is?... Why the HELL are you toying your own ass, when I wanted to use it, BOY!” Mark didn’t only sound annoyed now. He was actually getting angry.
“Umm... Yeah, you’re right. You would have loved to take advantage of me, didn’t you, Edwards?... I’ve heard you talk about sex for the last four years. Not that I mind. You do You! But you do scare me a little, you know. I think you’re a bit too brutal, judging by how you talk about your love life. I think I would not mind that after a few times... But my first time? No, that should be very controlled, easy, and long-lasting. Not just a one-night stand, with my ass hurting like hell for the next few days. And what I do to prepare my ass is none of your fucking business, Edwards... Does that make sense?... I guess not... It’s late. Talk to you later, bud. Sleep well... See you Wednesday, Mark. Bye,” I said brutally but sincerely.
I understood I was probably going to lose his friendship over this. But at least I could say I was candid about it. I gave him some time to respond. But when he didn’t, I hung up the phone, took the butt toy out, and turned off the light on my bedside table. Feeling a little hurt, I fell asleep.
The alarm clock stayed silent on Tuesday. Half the morning was already gone when I woke up. I got up and took the vibrator into the bathroom with a bottle of toy cleaner. I cleaned it while I showered and shaved. Doing some dumbbell exercises every time I sat down to study, read, or watch TV.
Bulking up with a happy end.
Initially, I thought of waiting with a gym membership until I moved to college. But when I did my shopping in town, I walked past a local gym. I usually would not have noticed places like that. However, my eye caught a very well-hidden gay pride flag in the window of this place. I made a beeline for the door and talked with the receptionist. It turned out he was the owner. And he was definitely gay. Flamboyantly so.
I had asked about the gym’s possibilities. Telling Fabian, the bald, bearded Cuban owner, that I needed to bulk up a bit. Or at least get a start on it. The extreme sissy bodybuilder laughed a little as he looked humbly at me.
“Yeah, I see what you mean... Let me show you around. I can train you three times a week. Maybe give you a massage, too?” Fabian smirked at me as he said it.
I knew enough. And I butchly murmured, “... Only if it comes with a happy end.”
Fabian laughed and winked at me. Saying, “... Gurl, for you anything... There are plenty of men around here to help teach you what you need to learn. But nice look. I do love a guy in tracksuit pants and leather. It suits you.”
I signed up for twelve lessons during these summer months. Complete with a personal trainer. The introduction lesson was later that afternoon. Fabian, a 34-year-old sissy daddy, would be ‘handling me’ personally.
After dropping off my groceries, I did a bit more exam revisions. Later that afternoon, I packed my gym bag with indoor sneakers, two towels, and some aftershave. Wearing a tight pair of gym shorts under the tracksuit pants, a gray sleeveless hoodie vest, and a sturdy pair of lace-up boots. Seeing as the weather had started to cool down, I also put on one of TJ’s old ripped denim jackets. Overall, the look screamed: Young, hip, and happening. And that was precisely what I was going for.
The first 2 hours at the gym went by very fast. Getting to know the equipment and the workout routines. While Fabian got to learn what I needed and wanted. I asked the trainer to check my dumbbell routine. I wanted to know if I was doing it right. With a few modifications, Fabian gave me a list of exercises for the gym and at home. He even gave me a fourteen-day diet list. Telling me this would help me bulk up much faster as long as I kept to the instructions.
The other men in the gym were eying me like I was a fucktoy. But none of them made a move. Not even when I walked naked from the locker room into the shower and back. Letting my well-hung trouser snake bounce lustfully from thigh to thigh. Getting a few incredulous open-jawed stares at my 7-inch limb dick and wolf whistles from the muscle hunks hanging around back there. If only they knew how much it still grew when it got really hard.
Fabian cornered me after the shower. He wordlessly pointed to the massage table at the back of the locker room. Pushing my reddening face toward it, he ordered, “Lie down. I am going to massage your body. I want to see you squirm under my hands.”
I had already forgotten that I sort of asked for this when I signed up this morning. However, the Gym owner did not.
I got oiled up, and the muscle man started needing my arms, my chest, my back, my ass. Entering the hole with oiled fingers to stretch me open. Feeling the beard tickle my inner thighs as he ate me out. I got flipped like a pancake. Pinched and prodded. And the thick beard scratched my balls as ten inches of twink manhood got sucked to a happy end. Needless to say, I loved this part of the gym subscription. Although, I could have done it without the audience that had gathered to watch.
Nonetheless, I found the gym exercises torturous. I often questioned myself why I willingly embraced such a demanding routine. The truth was clear: my desire to enhance my appearance pushed me to trade comfort for the challenge. Without that motivation, I would have easily chosen relaxation over the pursuit of self-improvement.
The last day of exams, that Wednesday, went by in a flash. I think I did very well. Not in the least helped by my newfound confidence. But as expected, Mark and his buddies mostly ignored me. Mark only flicked his head back in acknowledgment as I passed him that afternoon. At least he didn’t seem really angry with me.
I had taken my mountain bike to school — More as part of my new training regime than for practicality. The bike ride took me over an hour. But it felt good. It was better than jogging, as Fabian had suggested. I found out that I hated running ages ago. With the heavy weight of the exams behind me, I knew I could relax. Enjoying the first weekend of the rest of my life.
The Leather scene.
Thursday turned out to be a busy day for me. I had my second gym appointment, and I needed to get the insurance for Daniel’s motorcycle arranged. I wanted to do some more clothes shopping too. Tony had given me an address for the insurance company he liked to use. And when asked about a good leather shop, TJ’s eyes lit up like a Christmas tree. I had to go to the capital for it, but I didn’t mind. Even though I was still reluctant about bondage, I loved to get to know the leather scene better. And Daniel’s warning that these two things often went hand in hand fell on deaf ears with me.
After some more dumbbell exercises at home, I intended to take the bus to the state’s capital to explore the leather shop. Getting kitted out for this weekend’s adventure. I wore loose-fitting tracksuit pants and the biker jacket I had started to love so much. Wearing TJ’s old butch zip-up biker boots under the gray-mottled pants. I stepped confidently outside to walk to the bus stop. I had taken my gym bag with me since I had another gym session booked for later that afternoon.
The neighbor across the street was cutting her lawn. She had never seen the young Jackson boy dressed like this. While she instantly stopped mowing, she stared darkly over at me. My new look and bleached hairstyle evidently repulsed her. I had not expected anything less from her. Misses ‘Nextdoor Across-the-Street’ was just like my parents. Anything other than prim and proper was filth and buggery. Me, dressed like a tough young punk, fitted the last category. I smiled nicely at her, grabbed my crotch with one hand, and waved at her with the other.
I was deeply in awe of what I found at the leather store. It was an immense place with loads of helpful staff. I had a bit of an issue getting inside, though. Apparently, my rugged new look wasn’t enough. They had to check I was of age. But I just bluffed my way inside after I gave them a glance at my ID.
Most customers there were much older than me. But that did not stop me from having a good look around. The shop sold everything a kinky lad needed. From jackets and pants to slings and bondage gear. And from harnesses and straps to enormous dildos and leather fuck furniture.
Every now and then, I fell back into my shy role, though. Especially once a few older men brushed a sneaky hand over my butt. Or when I bumped into a couple of gays publicly gang-fucking the store’s sex slave. Blocking one of the aisles with kinky leather clothing. But I had ordered myself that I needed to act cool, as if I belonged there.
“Not as if!... You DO belong here. You want this!” corrected my inner voice.
Browsing through the masks and leather cuffs, I found a tough-looking chest harness. And as soon as I took it down, a younger shop assistant rushed over.
“Found anything you like?” he asked warmly.
“Yeah, I’d like this one... but I am also looking for some comfortable leather jocks. The straps on the one I have now are cutting into my ass a bit... And they’re a bit old,” I said with a slight tremble in my voice.
The assistant smiled at me, looked approvingly at my groin, and placed a reassuring hand on my shaky shoulder.
“I know what you mean... You’ll need a mix of leather and lycra. Are you top or bottom?” the young dude asked a little hotly.
“I do not really know... Bit of both... but more bottom, I guess,” I said shyly. This renewed the attention of the older leather guys and bikers next to us. But with an almighty threatening look from the attendant, they slumped off.
“Thanks,” I muttered, “... I just don’t have that much experience yet. But I do love my leather jacket. And well... I want to take this a step further. Although, bondage is not my thing. Not at all!” I explained with a sigh.
“Ah... well, that’s good to know. I like the tough biker look. You pull it off well. Follow me... I think I know what you’re looking for, dude.”
He took me to an aisle at the back near the changing rooms. Handing me three pairs of assless underwear. I picked the one with the leather front. The pouch was big enough to handle my size boy-toy. It even had a zip and a sturdy-looking leather waist belt. But around the open ass, it was made of stretchy black cotton with flexible faux leather trim. The assistant grinned as I chose this pair.
“See... I had you figured right! But take a pair of these black cotton ones too. You can try them on in the changing rooms,” he said as he pushed me toward the back. From half a step behind me, I felt him leaning forward. Softly hissing at me, “... And I’d love to help you if you want.”Apparently, their spacious changing rooms saw plenty of that kind of action. At the very back of the room was a leather-curtained dressing room. In it hung a sling in front of the mirrored cubical walls with glory holes on all sides. The leathered cushioned stools did double duty as fuck benches. However, the assistant guided me into another spacious stall. It only had a wooden chair and a floor-to-ceiling fitting mirror.
Well, I say he guided me in. He nearly forced me, ordering me to take off my boots and pants. When I made to take off my jacket first, he hotly hissed, “... Keep that on. You wear it well.”
Apparently, I had shown my inexperience again. He smiled and asked, “... Your first time? Don’t worry about it. I have seen it all. Fuck... I have tasted it all, too. Just do your thing. I am only here to help, dude.”
I somewhat awkwardly took my boots and pants off because I had no underwear on. But the assistant just looked at my hot ass as I stripped off in front of him. He actually laid a hand softly on my buttocks and used his other hand to pull me upright. Standing half to my side, with his hand still on my ass, he leaned forward.
I felt one of his fingers nearly touch my starfish. I did not flinch, feeling this was his way to test the waters — or my bravery. Apparently, I passed his test. We softly kissed. My cock grew a little, and he looked down in amazement. “Nice tool, kid,” he said, worshiping my 10-inch manhood. “After we fit those briefs... You can gladly see if that thing fits in my hole.”
“Damn, that’s too much... I think I would dump a load before the tip even enters you... But you seem the dominant kind. Or do I have that wrong?” I asked. The assistant was dressed in tight jeans under buff leather chaps, a stretchy white T-shirt, and a rugged biker vest. A look to die for.
“I can be whatever you need me to be... Sir. It’s not often we get an eighteen-year-old in here. So you can do whatever you like to me,” he said calmly.
I was a little taken aback by him calling me Sir. But smirked nonetheless. Apparently, my age was no determining factor in asserting my dominance over him. It was my attitude.
“Thanks... For now, let’s see if these kinky fuck briefs fit me. Hand me the cotton pair first. If the leather one fits, I’d like to keep wearing it. If that’s possible... Sir,” I told the young man assertively.
He watched me put the assless cotton pair on first. He helped me adjust my package. But his hand was obviously wanting to play with my cock. I put a hand on his black hair. The wet-look gel and the combed-back style made him quite sexy. But it was his eyes that grabbed my attention. The assistant had piercing light gray eyes with a thin dark ring on the outside of his beautiful irises. He reminded me of someone. I just could not remember who.
The assistant looked longingly up at me, and I gave him what he wanted. I pulled his head momentarily into my crotch. Forcing his lips gently over my bulge. Making him deeply sniff my musk. He started to moan as he worshiped the straining cock. It was trying to break free of these assless briefs. As I pushed him away, I softly asked to be fitted in the leather assless briefs next.
Muttering hotly, “I can’t wait to get screwed in them. They look so kinky.”
< Continued in part 5 of 7 >
Thank you for reading this story.
Please give it a 👍 Like or a Comment if you are inclined to do so.
And if your hands are not too dirty from all the spilled cum! 😋
© StrykerJ - August-2022. Original series: Night-time Club Cruise
Edited, renamed, and re-uploaded: March-2025.
