Curious Club Cruise

Part 5 of 7: Brian Jackson, A slim and nerdy 18-year-old ass-virgin, is curious about guys. He had looked up to his older buff brother. But Tony Jackson had run away from home years earlier. It turned out Tony was gay. Along with some friends, he helped Brian discover his true self. And find a boyfriend cruising in a club. (Updated version 2025).

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⁕ Disclaimer:
This story is strictly fictional and contains male-on-male (gay 🏳‍🌈 ) sexual content, both implied and explicit. 🔞 Reader discretion is advised. The names, ages, circumstances, parties, and locations mentioned in this narrative are entirely fictional. Any resemblance to actual individuals is purely coincidental. This story is a product of the author’s imagination. The author does not endorse any products or entities mentioned herein.
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All copyrights to this story remain strictly that of the author. No other publication, use, or reproduction of this story or parts of this story is allowed without the author’s written consent. It is published on www.gaydemon.com. Under the pseudonym of StrykerJ.
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Curious Club Cruise - Part 5.

Clothes makeath man.

The Leather shop assistant, helping me, did as he was told. Handing me the impressive leather undergarment to try it on. But his hands had started to tremble excitedly as he nudged one of my balls into the leather pouch. I stepped back from him after he began stroking the leather. My dick had grown considerably harder since we had stepped into the fitting cubical together. I did some squats to see if these pants felt much nicer than TJ’s old leather jockstrap.

This new one was comfortable enough to go clubbing in. The zippered posing pouch conformed better to my buttocks. Grinning to myself as the thought occurred to me. I stood up and stepped forward again. Getting right into the assistant’s longing face. As I did, I pulled the tall zipper all the way open. Out popped my hard cock. Bouncing lustfully into the dude’s face.

The kneeled assistant licked his lips as I grabbed my cock and smacked it dominantly against his cheek. He stuck his tongue out, and I flicked the excited tool over it a few times. Then, with a hungry groan, he surged forward, engulfing me in the heat of his mouth. All ten inches went straight inside. The assistant pressed his nose hard into my shaved pubes. Holding the cock down deeply, gurgling and gagging a little.

I softly whimpered as his tongue started playing with the shaft. I pulled out a little and made him suck and lick the first few inches. His mouth felt heavenly on my dick. This dude knew what he was doing. The sexy, buff shop attendant’s tongue did things I had never experienced before. His lips, mouth, and throat served me for a good ten minutes. But after that, I pulled him up and kissed him in thanks. Remembering the other appointments I had back home.

It was clear to him we were done playing. So, the assistant took the price tag off the leather crotchless pants. He also took the cotton jocks and harness with him. It was a little hard zipping the leather jock over my hard-on, but I managed in the end. I got dressed in my joggers and boots, and together, we walked back to the counter.

I felt devoutly happy that my mother was not here to help me shop at this fantastic place. I can only imagine the expression on her disgustedly stunned face if I revealed my desire to buy sexy items like those sleek leather posing jocks or a daring butch harness. However, at 18, I think I earned the right — or have the duty — to do so.
The shock in her eyes, mixed with intrigue, would be unforgettable. Thankfully, my parents’ holiday arrived just when I needed it most, providing me with the freedom to explore this new side of myself without their watchful gaze.

The leather store had a sale on leather baseball caps. I tried one on as the store owner packaged up the pants. My eye also fell on a leather wrist wallet. It was wider than TJ’s. The thing was sized for a few credit cards. And they, in turn, would be hidden out of sight by their own leather cover. The store owner and the assistant watched me as I tried them both on for looks. Watching myself in the small mirror on the counter.

The owner handed me a pair of cool black-mirrored biker shades. I was feeling happy that I wore my contacts this morning. Or I would not have been able to see my reflection in the mirror. But the wrap-around sunglasses finished the look nicely.

I looked up at the man in stunned surprise for a second. But he just nodded happily at me. When I had put them on, the owner pulled the leather cap lower over my face. Lovingly stroking one of my cheeks. The assistant started to chortle, and the owner proudly asked me if I liked that look.
I said a little too hotly, “... For damned sure, Sir!” I exclaimed excitedly.

The man gestured for me to hand the stuff back to him. Ripping off the price tags. Putting the cap and the wristband down on the counter. He grabbed a hard-shell case to put the glasses in. And stuffed a set of complimentary silicone cockrings in the bag with the underwear. The owner even placed a discount card in my wrist wallet and fastened it around my wrist again.

When I asked him worriedly what all this would cost, he simply said, “... Nothing extra!... If you tell all your friends where you got them from.
Well, I had that experience before. I paid him for the harness and leather assless jocks. As he handed me the rest, I grabbed the older man by the collar of his leather jacket, pulling him over the counter.

Kissing the complete stranger thoroughly on the lips. The older owner even kissed me back a bit. I thanked the man and the young shop assistant before promising them I would be back soon. A sexy biker vest and kinky leather jeans with thru zips from front to back had caught my eye. It would be worth it to explore the state capital again later, even if it was just for this shop. However, I was sure the capital would hold many more exciting spots for a budding queer twink like me to explore. With the tough glasses and leather cap on, I walked proudly out the door with another horny adventure under my belt.

Gymsharks.

The bus ride home was uneventful, the engine lulling me into a mild stupor as I gazed out the window. However, I did notice a few people at the bus station and on the bus back home doing a double-take. Watching me with an inexplicable glint in their eyes. They weren’t mocking me — they seemed impressed by my daring new look. Earlier, my trip to the leather store had been a delightful detour. The captivating shop had my brain buzzing. The leather’s texture and smell were vivid in my mind as I recalled the clothing, bondage furniture, and sex toys on display. Telling myself I needed to revisit that space soon.

I lost track of time among the stylish jackets and sexy gear, becoming so engrossed I missed my bus back by mere minutes. Thankfully, I had my gym bag with me. Since I was running a bit late now, I figured I could simply change at the gym, saving me the hassle of going home first and then making the trek back into town for my class.

Arriving at the gym on this Tuesday afternoon, I was struck by how surprisingly quiet it was. Gone was the cacophony of the usual sounds. Heavy weights clanking and the chatter of fellow gym-goers were dimmed down quite a bit compared to the last time I was here. I took a moment to absorb my surroundings before diving into my second training session of the week.

As I moved through my routine, I noticed a few heavily muscled bodybuilders trying to catch my eye. They were the kind of guys you’d see on the cover of fitness magazines. Their sculpted physiques are impressive. Compared to them, I am a nobody. To my surprise, they directed their attention toward me rather than focusing solely on their own exercises.

Their lustful queer comments ranged from playful encouragement to snide remarks peppered with innuendos, their laughter ringing through the otherwise serene atmosphere. One of the 32-year-old musclemen, with an audacious grin, attempted to inject humor into the moment. His jokes felt more like objectification. Pulling his dick out while he spotted me lifting weights.

I thought to myself, “... Two can play at this game.
I started to laugh sneakily at the sight of his meat. This rugged muscle dude wasn’t all that well-hung. And I got a smack in the face when I butchly asked, “... So when is it getting hard?
I knew the thing was fully hard already. But compared to mine, it was tiny. Well, it was an average size. This bodybuilder had obviously not seen mine hard yet. So he wasn’t to know that. The bodybuilder walked away angry. Leaving me to grapple with the heavy barbell weights on my own.

Later in the shower, this guy’s friend cornered me. Trying to take advantage of an 18-year-old novice like me. He is trice my size. Not counting the unfortunate thing that swung limply between his bulky hairy legs. Typically, Fabian, the gym’s Cuban owner, looked out for me in the gym. He made sure the horny guys kept their groping hands to themselves. However, he wasn’t here in the shower now. The 32-year-old buff muscle man, from before, joined his friend and trapped me. Pushing me aggressively into a shower stall.

He pressed my face to the wall and started to grind his dick against my ass cheeks. It was all I could do to prepare myself to get roughly fucked. I had one hand free. So I elbowed him harshly in the ribs. Shouting loudly at him to get lost. The words echoed throughout the communal showers. Saying that I wasn’t ready for that yet. At that moment, Fabian poked his head into the shower. Alarmed by my screams. Luckily this made the fucker droop off. A little flustered, I quickly got dressed and left in a rush.

Department of Motor Vehicles fouled the plans.

But I wasn’t the only one in a rush. As soon as I stepped outside, I ran into Daniel. Well, Captain Daniel Carter walked straight into me. He was deep in thought and did not look where he was going.
Shouting, “... WATCH WHERE YOU ARE GOING!... ASSHOLE!... DO OPEN YOUR EYES, KID!
He meanly shouted after he had bowled me over onto the sidewalk. But he started to grin as he saw whom he had bulldozed.

Jackson? — What the hell, Kid... Sorry.
“You aren’t sorry at all! Captain,” I said. Sticking out an arm for him to help me up, “... You would have shouted the same thing at anyone else. And since when do you call me by my last name, Carter? — What has you so distracted anyway?... Umm... DADDY?” I grinned. Full-well knowing that Dan did not like me calling him daddy in public.

Ha... Sorry... That’s true, Brian,” called Captain Daniel Carter apologetically. Pulling me in for a warm bro-hug. There we stood, on a busy sidewalk in the middle of town, with me hugging a 29-year-old adult Marine in full uniform as if we were lovers. Well, in a way, we were. But Dan was much more of an older brother to me than a lover.
It is that fucking DMV... You would think that transferring ownership of a motorbike would be much easier. They needed all kinds of extra paperwork,” he said aggressively.

Daniel sounded angry. So I asked, “... Would it help if I came with you?... I have the insurance papers. Got them first thing this morning. And I also have my driver’s license and ID with me.
Daniel began to smile as he put his arm around my neck, and we walked back to the DMV offices to sort things out. Although the entire process was quite painful, it wasn’t made any easier by the severe-looking woman who assisted us. And after all that, the crabby-looking woman helping us said dryly, “... You’ll get the paperwork and the registration in two to three weeks.
That was not the answer I was expecting. I was glad Daniel was there. I would have happily cursed and screamed at the bitch. Dan pulled me outside. He took me into a nearby café to calm down.

After a cold brew, I showed Daniel my new leather purchases. We chatted a bit about school and stuff. I explained that my exams had gone excellently. Thanking the Captain for asking me about them. Daniel even told me he could sponsor me for an MIT scholarship program via the Marine Corps if I wanted that. Captain Carter clarified that he only needed to fill in a form with the names of the people the Corps endorsed. I thought for a moment and asked, “... Hmm... Could you do one for a friend of mine, too? His name is Mark Edwards... Same school. Born on the same day as me, but a year earlier.

My request slightly took Daniel aback, but he noted the details and said he would get on it immediately. I think Dan must have thought I had a thing going for Mark. Thinking about college, I hoped Mark would pass his exams as well. We had discussed going to MIT together.
His father had overheard us talking about it when he picked up Mark from school one day. And happily called, “... Good!... Then you can rent a room at Mark’s new place. I have bought a house near Cambridge for him.

Recalling that conversation, I suddenly remembered where I had seen those sexy light gray shades of eyes of the shop attendant before. The leather shop assistant’s eyes looked exactly the same as Mark’s. Only Mark’s eyes weren’t light gray but a soft, pale blue. The thought of Mark’s eyes made my dick grow hard. Was I falling for Mark after all? I smiled as my dick pressed against the tight leather of my new jockstrap.

I told Dan all about the amazingly hot adventure in the leather store. The Captain savored every word I spoke. We even discussed my plans for Friday. But apparently, I looked a little confused when I said I still had not decided what to wear that weekend. I wanted to look confident and sexy. But not too easy or too overdressed.

Daniel thought for a few moments. “Brian, are you going to wear TJ’s leather jeans, that jacket, or both? If you’re going for some casual sex or a cruise, then wear some easy pants. Maybe even these tracksuit bottoms. They look casual enough,” suggested Daniel Carter.
After thinking about it, I said, “... Definitely Tony’s jacket... I love that thing. And I think I would wear a light gray pair of elastic chinos with a pull cord. They are easy enough to take down.”

Apparently, Daniel was forming the picture in his mind. At least his grin all of a sudden got a whole lot dirtier.
Cool look!...” Carter sighed hotly. Suggesting, “... Combine it with TJ’s gray sleeveless sweatshirt hoodie and that harness. You can wear them under the leather jacket with the hood over the back. That is a nice contrast for a sexy young guy like you. And I suggest you put on some boots you can dance in all night... How are you getting there?

My face fell as I shrugged. I had not thought of that.
Grumpff... That dammed DMV!” I exclaimed angrily, “... I had hoped to drive your bike there.
Daniel Carter smiled and nodded understandingly. He had pushed me in the right direction, though. Already seeing me wearing that outfit. But he understood my worries about how I was going to the east side of town tomorrow night. It was way too far to walk or ride my bicycle there.

Captain Daniel Carter handed me two business cards. One from the base he was stationed at and his personal address card. I put them away in one of the inner pockets of the leather jacket.
Daniel added, “... TJ and I have to work this weekend. But call if you get stuck between a rock and a hard cock... You can also reach TJ at the motor pool at work using that phone number. If push comes to shove, I’ll send the MPs to come get you, Brian.

Thanks, buddy... But talking about MPs — Don’t you need to get back to work, Carter?” I asked, a little confused. Daniel looked at his watch and got a shock. He rushed out of the café, leaving me to pay the bill. I happily paid the tab. Dan had given me so much already, and soon, I would have his old dirt bike, too. So this was the least I could do for him.

And it was not like I was strapped for cash. Before going to MIT, I just needed to save as much as I could. That was why I hadn’t bought my car when I got my driver’s license two years ago. I just used my parents’ car to practice occasionally. But as for tomorrow’s date night? Well, I would just have to take the bus there. How I got back would be for a later worry.

Brotherly advice.

The prospect of a real night out filled me with a buzz of exhilaration. I felt confident in my ability to navigate the evening, bolstered by everything I’d picked up from my brother and his boyfriend. Those gay Marines seemed to have figured it all out. And I was happy they willingly shared their knowledge with me. Showing me around and teaching me what a nerdy ass-virgin needed to know.

Clad in my new, more stylishly buff clothes, I adopted a more assertive demeanor. This new look seemed to resonate with my peers at school, too. Their approving nods and playful banter fueled my determination to embrace this new dominant persona. I envisioned myself embarking on an adventurous quest to find a captivating date. I wanted to make love with a tough guy, even if it was just a one-night-stand. However, I couldn’t shake the nagging worries about the logistics of it all.

Thinking about what Edwards had told me, “— Dress up in something cool and just go to a club or something. —” and “— I’ll keep you company like this... —”
I found myself pondering whether he genuinely meant it. The jock had an undeniable charm, his athletic physique strikingly handsome. He carried himself with a confident swagger, but there was a roughness to him, often punctuated by his coarse language. Openly bragging about the sex with the girls he seduced. Despite his brash demeanor, I felt an inexplicable thrill in his self-assuredness. I hoped that I would meet someone like Mark Edwards at one of the clubs or bars in town tomorrow.

After making my way home, I texted Mark Edwards. Asking him, “— Hi... Didn’t get a chance to ask. How were the physics and economics exams... Do you think you passed? I have done well. I am going to The Cottage by myself tomorrow evening to celebrate. And check the place out —.
It took Edwards a while to answer.
But I got the shortest text back from him, “— I think I did okay —.”

Edwards did not add more. It felt as if he was still angry with me. Mark had completely skated over my remark about going to The Cottage. In retrospect, I probably should not have texted that I was going alone. But him not asking if he could join me was just as odd, I thought. I had half expected Mark to jump on that idea. But it seemed to me he must have other pursuits already.

Tony texted me early on Friday after I had texted him that this evening was the big day. TJ gave me some practical advice, “— Make sure you prepare your bedroom. Change the sheets and put some cold drinks and snacks up there. Have some condoms, lube, and kitchen towels nearby. Relax about the evening. What happens will happen. And Brian, don’t get disappointed if it doesn’t. Enough other days to try again, bro. You got this... I am sorry I have to work. I would have happily driven you there. Go and get them, Tiger... Poke one for me! Love, TJ —.

I had not thought of that. What if I took someone home with me? I could not expect them to play with me on my single bed. I dismantled it. Moving the mattress and the frame to Tony’s old room. And replacing it with TJ’s king-size bed. I found clean silk sheets and a cool gray and red duvet cover with black pillowcases. A very nice new look for my room. Much more adult-looking than the bed I used to sleep in since I was a young boy.

Filling the bedside table with the stuff I expected to need. Moving the mini-fridge of TJ’s next to my desk. Loading it with drinks and some beers. I put a tray of cups, glasses, and a jug of water on top to decorate it. I placed my brother’s old leather lounge chair opposite my TV. Even hanging a black leather cowhide on the wall behind the headboard. It had been used as a rug in TJ’s room. Suddenly, my bedroom felt finished. It looked a fucking hell more adult now.

Soon after that, my brother texted again.
“— Oh, and Brian... Eat something easily digestible around noon. And only do a protein shake this evening. Have fun, but cool it with the alcohol! —
I sent him an eggplant emoji back and texted, “— YES, DADDY! —
Sure, that was a little sneaky. But inwardly, I was glad for his advice. The two of them, Tony and Dan, really looked out for me. And I needed that.

The last bus to the east side of town stopped running around 10 PM. That was two hours too early for my liking. But at least it would give me enough time to scope out the place. The thought of grabbing a late-night snack or a refreshing drink filled me with anticipation. Yet, the logistics of my return home still weighed on my mind. I had thoughtfully saved the numbers for a reliable cab service on my phone. And just in case, the Uber app was ready to help me navigate my way back if the night finally drew to a close before the buses started running again.

I had stuffed some extra cash into one of the laced boots with the zip-up sides. I had walked on them all day yesterday, and they did not bother me at all. Putting my outfit together was easy. Wearing the things Daniel and I had discussed. The weather at night was a bit colder than the last few days. But the classic leather biker jacket was warm enough. And the buff-look was to die for.

I felt my new look needed to be even tougher, though. I added TJ’s leather belt with the black pyramid studs over the loose gray chinos. Under the gray hoodie vest, I wore my new harness. The tightness of the thing gave me an oddly secure feeling. I had the zip on the hoodie’s front open partway. Revealing just a little bit of the harness. The new wrist wallet got filled with a bank card, ID, Mountain’s Club card, and a bus card. Lastly, I put on Dan’s black Cuban necklace to complete the look.

A bold new step.

After I had locked the house behind me, I put the house key into the other boot. With my cell phone, condoms, and lube secured in my classic leather biker jacket, I left feeling simultaneously happy and anxious.
Watched disapprovingly by Misses ‘Nextdoor from Across-the-Street’ from an upstairs window. That woman was so nosy that she made up the entire neighborhood watch by herself.

I went into ‘The Cottage’. It was a shabby-looking 1980s disco with a sky-lodge decor. The cloakroom attendants tried to force me to take my jacket off. But I did not let them. The music was already screaming out in a cacophony of music styles. It sounded like the DJs on each floor were competing with each other. How you would ever get a chance to hook up with someone in here, I did not know. The cacophony of sounds was deafening. There was no way you could chat someone up like this.

I strolled through the club’s floors. The youths who hung around all looked a bit bored. And the older twinks either milled about on the upper floor or down in the basement. Tony had described it as a makeout area. I had expected it to be a dungeon maze like the Mountain Club. But it was nothing of the sort. Couples hung around the couches and chairs. Talking to each other or fooling around a little.

In one of the rooms hung a large-screen TV with some soft-core erotic porn running on it. But other than that, the only thing this basement had going for it was the lack of DJs.
No, the Cottage wasn’t my kind of thing. Sure, I chatted up a few guys and girls. But when it threatened to get serious, they all got cold feet. That is, apart from sucking a dude in the basement toilets. If not for that, the time spent in the Cottage was more or less a waste of my time.

As the clock inched closer to midnight, I made my way to ‘The Mountain’. The Mountain Club loomed ahead, its entrance a magnet for eager partygoers. A long line snaked down the sidewalk, teeming with all types of revelers — predominantly men, sprinkled with the occasional daring duo of women. They ranged from fresh-faced twenty-somethings to seasoned veterans well into their sixties, all clad in casual yet undeniably bold attire. I felt an adrenaline surge; I would fit right in, dressed like this.

From a distance, I watched the throng of club hopefuls, many clutching their coveted club cards tightly as they sought to leapfrog the line. But the bouncers — massive, brick shithouses — stood like sentinels, selectively admitting only those who caught their discerning eyes. Preferring leather-clad men to enter before the rest. Right at the helm of the entrance, I spotted Greg, the owner. A bit older than the other doormen, but still an imposing presence — a beacon among the crowd.

With a rush of boldness coursing through me, I bypassed the winding line and headed straight for the bouncers. Hearing the hisses of the other partygoers as I swaggered past them without a care in the world. But before I could make my move, Greg’s arm shot out like an iron barrier. It connected with my chest and halted me in my tracks. The night was thick with anticipation, and I was ready to take on whatever challenge lay ahead.
But, the people waiting in line started to jeer and shout, “... Back in line, twirp... With the rest of the rejects,” I looked intently at Greg and removed the club card from my leather wrist wallet.

It sparkled gold in the light from the private men’s club entrance. One of the doormen had already grabbed my arm and started to pull me away up the street when Greg saw whom he was dealing with. Greg was a little surprised to see me again so soon, but he quickly told the guard to pat me down and let me pass. This was to the great surprise of everyone around me. Some of the partygoers even got angry at me as I walked into the club ahead of them.

The little blue pill that could.

I stepped into the private club, buying a pocket full of drink tokens as I entered the electrifying scene. The place was buzzing but not overcrowded yet; most people were outside, eagerly anticipating their chance to join the party inside. As I crossed the threshold, I could feel the excitement in the air, and my eyes darted around, soaking up the lively vibe.

All the flashing, flickering, and moving lights gave the ground floor a totally different mood. I visited this place with my brother and his man last weekend before club hours. Only the work lights were on at that time. I made my way to the far end of the main bar on the ground floor. Settling into a prime spot with a perfect view of the action as it would unfold. Ordering myself a refreshing Coke from the strikingly hot-looking ebony bartender who walked up to me.

The stud was dressed in a skimpy leather vest over his white Mountain Club polo shirt. The name tag read Antwan. Over his sparkly white high tops, he wore a relaxed-fit black leather Chino. The dude was packing heat. Well, the kind of heat I was interested in. As he saw me look, he adjusted the package and gave me an approving look. With a flair that matched the energy of the crowd, he flashed a smile that promised a night to remember.

This young man had a swimmer’s body, with a square head afro. A tough-looking guy, who seemed to know how to handle himself. He gave me something else, though. He was mixing a drink when I sat at the bar near him.
Try this... It’s called a Blue Curaçao.
I took a sip. The cocktail was sweet, reasonably strong, and full of ice.
I have not seen you around here before... Boy. What’s your name?” he said with a dark Dutch-Caribbean accent. His deep voice didn’t match his youthful face at all.

I openly said to Antwan, “... Hello, I am Brian, Brian Jackson... That is because I haven’t been here before. I want to see what this place is all about. Maybe score a hot date.
Hi, Brian. Ah? Man, then I have something you will surely need!
Antwan looked shiftily around him. Shoving a hand over the counter next to my drink. When he removed his hand, I quickly saw the light blue diamond-shaped pill he had placed there. I slapped my hand over the pill and casually picked up the cocktail to take another sip. At the same time, the eagle-eyed floor manager shouted all the way from across the club at Antwan.
I hissed warningly at the bartender, “... Act cool... I got this!

< Continued in part 6 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.

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