Curious Club Cruise

Part 3 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).

  • Score 9.8 (18 votes)
  • 520 Readers
  • 5183 Words
  • 22 Min Read
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.
© Copyright:
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.
Thanks for reading:
👍 LIKE or RATE IT. That is appreciated. Or Leave a comment or a question after you’ve read this story. Thank you very much.

Curious Club Cruise - Part 3.

My first black guy.

Dan put the black vibrating dong next to my dick. Comparing the sizes of the real thing and the black dong. It’s 11 inches long but not too thick, just like my 10-inch twinky lollypop. He was clearly impressed with my choice.
I softly suggested to him, “... Press the left nut once... Aw, Ouch... Not mine!... The dildos... Asshole!
Whoopsy... Sorry,” joked Daniel. Laughing naughtily.

The black dildo started to vibrate. You could see the tip of the black cock wiggle. I told Dan, “... There are three settings... Press it again.
When Daniel pressed the nut again, the vibration became a lot rougher. But he got a shock when the ball was pressed a third time. The cock started to extend and pulsate. It only grew an inch or so, but still.

Oh? Novel idea! Great for the do-it-selfer!” laughed my brother, dirty.
The fourth press returned the dong to its off-state.
Put it in me like that... I want to feel if it fits,” I moaned hornily. Asking hopefully, “... And if you get bored with it... You can stick your own dick in, Dan.
Ha, no way!... Do you still want me to fuck your brains out, Brian?” said Daniel laughingly.

Hell yeah... Why not? Look at it. It’s ready to go,” I suggested to the big macho man with his drooling cock inches from my ass.
Sorry, kid... Ain’t going to happen tonight,” said the twenty-nine-year-old Daniel Carter. Smacking his hot rod against my butt cheek.
Good... That’s not a definite no, then. In the meantime, I’ll settle for that vibrator. Just go slow. You’re my first black guy,” I smirked dirty up at the two guys.

The All-American Marines played with me for three hours straight. We talked, watched hardcore porn, and discussed things like bondage, domination, leather, rough sex, and stuff to avoid while clubbing or cruising. The hunky Marine men were pleasantly surprised by the way I passionately expressed the feelings that Tony's leather biker jacket and jeans evoked within me. Even more so when I said I loved the kinky look on other men. Wishing for a date with someone dressed in full leather.

We explored the leather scene and all the aspects that could come with the sex associated with that fetish. It was apparent that these two horny gay guys knew the scene well, and the idea that I was falling for it, too, made the evening much hotter. Daniel even provided an insightful close-up view of some full-on domination. He made Tony submit to him as he nailed his ass to the bed.

My brother put on a show. Trying to resist Captain Carter, disobeying his commands. I definitely wasn’t ready for what Daniel Carter did to my brother. Dan actually bred TJ while I watched the two of them. Sitting behind them, I watched Captain Carter pump his load into my brother. I could see his cock pulsate as he shot stream after sticky stream inside. Screaming and cursing like sailors on shore leave.

And once he was done, the Captain commanded me, “... Your turn, Jackson! Fuck that Bitch... And don’t pull out until you’ve came in there!
I squinted my eyes darkly at the sex-crazed man.
But I resolutely said, “— NO! —”.
What? Here’s your opportunity, Brian... Take that ass! — You haven’t cum all evening. Empty those balls! I am ordering you to fuck TJ!” Daniel called rather harshly.

A dominant introduction.

Again, I answered calmly, “— NO is NO! — and don’t ask me again, Carter! You have no right!
Feeling a bout of anger bubble up to the surface.
Why the hell not, Boy?” shouted Daniel Carter angrily.
Tony is my brother... I love him. But not in that way. You may stick your gun into every disobedient recruit, but I won’t fuck my own brother!” I said with squinting eyes.

Adding, “... But I’ll do you instead. Now, on your fucking hands and knees, Captain! I will breed that fat ass of yours in a moment! I’ll be right back, Bitch... TJ! Lube him up good!” I barked down at my brother.
I delivered my words with such intensity that it caught Daniel and Tony off guard. This surge of Alpha dominance ignited a fierce energy within me that I never knew existed. It was an exhilarating sensation, especially for someone who has always considered themselves a skinny nerd!

I got up from the bed and walked out of the room. Returning moments later wearing TJ’s chest harness, his old leather biker jacket, and gloves. I grabbed a leather paddle from Tony’s toy box and smacked it meanly in the palm of my gloved hand.

My brother snickered at Daniel, and the Captain obeyed. Turning on all fours. I jumped on the bed behind him.
I called harshly to my brother, “... Pass me a raincoat, I am going in dry! And dump a load in your man!
My brother laughed and handed me an XL-sized condom. I ripped the cover off with my teeth and snapped the thing over my 10-inch rod. Pulling it all the way down. I never had a rubber that fit me so well. That, or my dick was stiffer than ever before.

I lowered myself straight into the Captain’s hairy ass. Smacking both cheeks with the paddle. Yanking on Dan’s short hair. Grunting and screaming down at him as if he was my bitch. Ordering Tony to shave his man’s crack more often. My own dirty words turn me into hyperdrive. It wasn’t just sex. This was full-on domination. I did to Daniel Carter what I secretly had wanted to do with a guy for years.

The size difference between the two of us did not matter. Nor did the age difference. Daniel loved the rudeness of it all. I just loved the feeling his twitching ass gave my dick. The orgasm came in waves up and down my body. I smacked my hips forward. Stuffing the entire length of my 10-inch dick up his gut. Exploding with such force that it was sort of painful.

I collapsed on the back of my first man. Unable to speak or move. My dick was still rockhard inside him. It was pulsating like mad. Squeezing every last drop of cum into the spunk bag. Daniel fell onto his stomach and breathed just as heavily as I did. We must have lain there for 10 minutes or so. Watching Tony rub one out. By the time my brother was done, my dick had returned to its flaccid state and slid out of Daniel’s ass. I tied a knot in the cum filled glistening rubber.

I whisper to him, “... Was that good for you, Captain? It ticked all the right boxes for me... I just wish you would have done me. Get it over with... Oh well, this was fun too. And informative. Did I do it right, Captain Dan ‘the man’?
Fuck yeah. You were amazing... B. You’re ready for anything that is waiting for you out there. But stay safe, Kid... I hate for one of us to have to pick you up from a police station or, worse, an emergency room,” said Daniel Carter.

His words shocked me into reality.
Yeah, I think you are ready,” said Tony. Going through the list of accomplishments, he counted, “... New clothes, Check... New glasses, Check... New look, Check... New sex education, Double CHECK. Little bro... Keep training that ass. And I’ll be damned if you don’t score next weekend,” said my brother with a sigh. Laying his head on his own man, yawning once and falling asleep in an instant.

As I got up and started to move away, Daniel called me back with a gesture. When I came close, he grabbed the leather jacket and pulled me toward him. Whispering in my ear, “... You look damned hot in leather, Brian — no need to overdo it. You can combine it with some of your regular clothes and still dominate the crap out of someone. And B... Thanks for the hottest evening I have had in years. TJ is great... But you’re just as good. Act confident. You’ve got this.

Making plans.

That was just the morale booster I needed. I snuck back to my own room. Leaving the guys to sleep on Tony’s bed. I tried to sleep too. But all the things we did, everything that was said, every impression kept coming back to me. When I finally fell asleep, it was time to wake up already. I had promised to make the guys breakfast. The two buff Marines entered the kitchen, showered, and shaved. The toaster spat out the first four bits of toast right then. I had served the guys beans on toast with eggs over easy, just as Daniel had requested. A large pot of coffee, a jug of OJ, and milk completed the hearty buffet.

Daniel was the first to speak. “How was last night for you, kid?
Dan... It was great. But... Umm... Can you please cool it with the kid or boy... It does not feel right. You’re not my father. Thank God! I could never fuck my father dressed like that.
The guys laughed hard. 
Asking the Captain, “... Just call me B, bro, or Brian, please... Sorry,” I asked as politely as I could. But I made damn sure he got the message.

Sure thing, B... But forgive me if I slip up. I call all the younger recruits kid or boy at work,” said the Captain.
Okay, Last night was something else, though. The sex and the instructions were out of this world. I never knew it could be like this. Was it okay for you guys? Sorry if I got a bit nasty at the end, though. That’s not me... I think... I think it was the adrenaline and the testosterone kicking in,” I said with a slightly reddening face.

Don’t start making excuses now, Brian! It was exactly the reaction I had expected of you, little bro. You are a proper man now. One that knows what he wants, and how to get it. A versatile bastard. Not a nerdy bitch,” sighed Tony, satisfied.
Adding, “... And I do like this new you. Especially your new outfits. But mom’s not gonna be happy.

Do not worry about it... I will be off to college in a few weeks after I get my exam results. And after that... I was thinking of joining the Navy. Putting as much distance between our lovely parents and me as possible.” I sighed, slightly in shame of my own words.
The guys laughed. And the Marines told me in unison, “... Good for you, Brian. Good for you!”
Daniel added, “... What are you doing today? We want to show you all our favorite gay hangouts. Introduce the newest leather boy around town. Let’s grab some beers tonight and see what trouble we can get into. Last night gave me a taste for more.

Sorry, I can’t go out too late today. I’ve got one more exam tomorrow afternoon and two on Wednesday... I need to pass those to get into MIT... And after that, I want to become a Naval engineer,” I said apologetically.
But after seeing Daniel’s disappointed look, I said, “... As of next Thursday, I am a free man... Then you can do to me what you like. Well, you know what I mean,” I grinned dirty at the Captain. Confidently saying, “... But today, you can have me until dinner.

“That’s settled. I am going to empty my room, Brian. Take with me what I want to keep. The rest can go to the recycling place. Want to help me check out some of my old clothes, bro? I found a nice pair of leather jeans and a kinky pair of chaps you might like,” suggested Tony.
Cool,” said Daniel, considerably happier. “Then we can show you my home. Sorry, Tony... Our home... And take you to lunch and dinner. You’ve deserved that, B.

Suddenly Daniel exclaimed, “... Fuck I wish I had a younger brother like you!”
Pervert! You’d fuck your own brother?” I asked scathingly. Daniel Carter thought a second and laughed.
“No, of course not! Well, if he’s as hot as you... You really stood your ground nicely. I can appreciate that in a young guy. And I have some stuff I want to give you, too.

No sooner said than done. After cleaning up the kitchen, the three of us returned to Tony’s old room. There, we removed every last thing from the cupboards, wardrobe, and walls. What did not fit him anymore, Tony passed to me. What I didn’t want, I handed to Dan for the recycling bags. I did not keep much: TJ’s jogging and workout gear, his dumbbells, some denim jackets, and jeans. My brother handed me a black bomber jacket, those butch leather pants, and kinky chaps last. Telling me to try them on for size. They fit nicely, considering that TJ was half a head shorter than me.

I asked about the kinky cowboy boots with the metal tips. Tony smiled. Taking them out of the bag of stuff he wanted to keep for himself. Handing them to me, telling me, “... Wear them with pride, Brian. And use them to kick the hell out of anyone that tries to hurt you!

I decided to wear the leather jeans and cowboy boots that day. Combining them with one of dad’s old black polo shirts. The guys approved of the butch new look. Handing me a battered old stone-washed denim jacket. Saying it was getting colder in the evenings. And they did not want me to get sick during my last week of exams. I smiled as I realized that I may have lost a brother but gained two hot-looking gay friends.

Daniel Carter’s love nest.

Tony left my parents a note, expressing his wishes for their well-being and letting them know that he had finally moved his belongings out. He shared that he was now living with his ‘future husband’ and felt it was best for them to have no further contact.
Daniel Carter and I were taken aback by the weight of Tony’s words. As the emotions flooded in, the three of us hugged, offering each other comfort. My brother tried to maintain a brave facade, but I could sense that he had been carrying this burden for a long time, wanting to share his truth with our parents.

We loaded TJ’s belongings in Daniel’s souped-up army-green Dodge Ram 1500. Setting out for their place around ten AM. Dan’s house was a huge family home with a three-bay garage and a secluded swimming pool in the backyard. It even had a pool house. The place was amazing. And Daniel spontaneously offered me the use of the place if I needed to escape our parents. The pool house was Dan’s man cave.

Well, his sex cave. It has a leather-covered king-size bed and a few other items that came straight out of a dungeon. But all done very tastefully.
I smiled but declined the offer. When Dan asked why the hell not, I answered that it was too far out of town to walk. Daniel thought for a second and looked at my brother. Who firmly nodded.

Apparently, the two had talked things over behind my back. Daniel begged me to follow him into the house. We went straight up to their master bedroom. I looked around for a bit, and Daniel called me over. He handed me a thick Cuban necklace. Dan twirled me around and pressed his front to my back. I looked surprised at Tony while his man fastened the butch necklace around my neck. I watched him do it in their bedroom mirror.
Sighing, I said, “... Thanks, man. But you did not have to do that... You guys gave me so much already.

I looked at Tony and Dan’s reflection in the mirror. Then I twisted my face around. I moved Dan’s head one-handed over my shoulder to kiss him dearly and say thanks. I felt the Captain clasp his big muscular arms around my body. One moved to my cheek. The other to my crotch. I moved one of mine around my back and took a firm hold over his bulge. Softly stroking it. Dan stuck his tongue into my mouth and used his lips to nibble on mine. It was so hot that the next step would have been for him to bend me over, rip the leather pants off, and nail me right then and there. I would have let him if he wanted that. But I understood they would not go that far with me.

Tony stood up and pressed his body to my front. Wrapping both his arms around Daniel and me, pressing us closer together. I stopped kissing Dan and gave TJ a smooch instead. Tony said warmly, “... We know we don’t ‘have to,’ Brian... But you deserve this. We want to help you. Being gay isn’t the easiest choice to make. We know all about that. Our beloved parents won’t make it any easier on you, either, Brian. And this is just one of the things we want to give you.
Yeah... but... Umm... I can’t guarantee I am going all gay just yet,” I said shamefully.

Ha,” laughed the Captain, “This isn’t payment for going gay. We want to see you succeed.
Tony asked, “... What was it you said over the phone?... ‘I don’t care whom you fuck'... Well, neither do we. Just figure out what it is you want to get out of college life, and go for it! A bit of dress-up and a cool act can take you far, B... And that necklace does just that. But that’s not all we have for you.”

Daniel handed me a cool-looking crossbike helmet and a set of keys. Then, he wordlessly gestured for me to follow them. We ended up in the workshop slash garage — clearly Tony’s domain. Dan pointed me to the far end. My brother had ripped a dust cover from the most incredible dirt bike I had ever seen. Tony told me this was his pride and joy — His masterpiece.

Don’t knock it, until you try it!

I could see why, but still, the quarter had not dropped. Not until Daniel leaned over my shoulder, grabbed my leathered crotch from behind, stroked me hornily, and murmured, “... It’s yours if you want it. It’s our gift to you... For all the birthdays and Christmases we missed.” Dan pulled his hand off my dick. But I moved it back over the stiffening rod.
Are the two of you actually sure you don’t want to bend me over the seat and go a few rounds on my ass?” I smirked dirty at both of them.

Well, maybe later... After a few other guys have laid you, you can tell us all about that... Maybe then we can tie you up and spend a long weekend torturing your ass into oblivion,” grinned Daniel menacingly.
He meant every word of it. I could see it in his eyes. Hear it in his voice. This scared the crap out of me. Taking a quick step away from him.
The Captain’s words had broken the magic moment we were having. I knew I wanted a lot from these guys. But a full-on dominating bondage session was certainly not on my agenda. The whole idea of getting tied down and beaten repulsed me.

I loved looking at tough guys. I didn’t mind the dirty talk or the occasional gentle love tap. And I fancied the idea of doing it with a guy dressed in leather. But bondage or, worse, full BDSM. No thanks! The asshole looked at me sort of angrily and said harshly, “... Don’t knock it, until you try it! BOY!... You’re giving off all the wrong signals dressed in leather... You want shit like that!... I know you do!

Well, I wasn’t even going to try stuff like that. Rough sex is okay, but not while I am tied down. However, there were two things Daniel had told me that made some sense. Yesterday, he said, ‘Don’t overdo it with the leather clothes,’ and just now, he told me, ‘You’re giving off the wrong signals dressed in leather.’ Oddly enough, it all made sense to me now I came to think of it. This makeover may be going just a bit too fast. I needed to stop and think. Tone the whole thing down a bit.

I had walked away from the guys and sat down on a low garden wall outside the garage. Feeling that I had just scored a major-league screwup. Tony and Daniel gave me time to think things over. A few minutes passed when Tony stuck his head out the garage door. Sitting carefully next to me, he laid an arm over my shoulder, asking softly, “... Figured it out yet, Brian?

Guess so... But the very thought of being tied down?
Actually, Brian... I can see why you don’t like that. But it’s all a matter of trust and experience... And you do take to leather a fucking hell faster than most novices I know,” said my brother with a laugh.
Yeah... I get that bit... I need to tone it down a little. Only go for this look while out partying... Don’t I?

Glad you got that... But on the other hand. The bad-boy look does suit you. You just need to bulk up a bit. I know you don’t like sports. But do get a gym membership, Brian. If only to pick up a guy there,” explained my brother. “... Now come on back inside. No need to apologize to Dan. He was just trying to teach you a lesson. That’s his job.
Ha... But I am not one of his recruits! And I doubt ‘Uncle Sam’ wants him to train those men like that,” I said harshly.

He knows, B... But he would adopt you if he needed to. He likes the new you... Heck, as do I! Now come back inside, Brian. I got a proper motorcycle jacket for you to try on, and I will teach you to ride that monster. And if you’re a good boy. Then the two of us can teach you a few more things. We can even show you a little bit of bondage play later. It’s quite fun, actually. We want to take you to the Mountain’s playrooms after dinner. The owners are friends of Dan’s — Only the three of us. No strings attached.
Tony and I burst out laughing at his last words.

Walking us inside the garage. My brother had draped his muscular arm around my neck. I held my gaze to the floor, so I did not see Daniel Carter’s reaction until we were right in front of him. Gone was my feeling of toughness and some of my newfound self-confidence.
With one finger under my chin, Dan lifted my head up. Saying warmly, “... Good... You got the message!... Being a tough fucker ain’t nothing to do with clothes. Or the size of your muscles, BOY.

I squinted darkly at the man, but he continued undeterred, “... NO... I am not going to apologize for calling you a boy. You are!... That’s the best thing about you! Brian, you have all your life in front of you. Enjoy it! Being tough is an act. A way of life, even. Something you can’t master in — How long has it been now? Three days? See what I mean, Brian?

The first Glory Hole ride.

I nodded, noticing Tony walking back to us, holding a thick modern motorcycle jacket. One with shoulder and elbow pads. And a built-in kidney guard. It had a butch standing collar and quilted shoulders. The zips and snaps were all in black. Still, it looked fucking cool too.
I murmured, appreciative, as Daniel helped to put it on. Tony fastened the zip a quarter of the way. The thing was at least twice as heavy as TJ’s old classic asymmetrical biker jacket with its chrome snaps. I felt sufficiently protected in this jacket.

Tony thrust the butchly visored black cross helmet into my stomach and ordered me to put it on. He wanted to see if I could pull off the full leather biker look. I did amazingly well, according to the Marines. Me, in the leather biker jacket, the leather jeans, and the dangerous-looking cowboy boots with their metal reinforced tips.

Daniel smacked my leathered ass. Whimpering hotly, “... Well, if TJ isn’t going to fuck you now. I will!... Damn, that’s some look, Brian! The only thing missing is for you to grow into that jacket a bit... A few more muscular curves, and you’ll have the boys waiting in line for your seed.

Tony had moved the bike outside, calling me over to him. Daniel went back inside the house to change. My brother taught me everything I needed to know about the dirt bike. Seating himself behind me, we drove around the area near their base several times. Having such a heavy machine between my legs felt odd but very satisfying. I could get used to this feeling, I thought, especially when Tony put his arms around my waist. Sliding one hand sneakily to my crotch to grope me while we raced over the highway a bit. TJ instructed me to go to the gas station to fill the tank and empty his bladder. I said I didn’t have to go, but he shoved me inside the public bathroom anyway.

Tony pushed me around the back of the block of toilet cubicles — past some shifty-looking guys and into a dingy stall at the back. Two guys in one toilet struck me as a little odd. I wanted to ask him what he was doing. But before I could get the words out, a huge black cock poked through the cubical wall. I put my helmet on the cistern and bent forward with an almighty nasty grin. Grabbing the black tool. Softly moving my hand over it. “Suck me, man... I’ve had a hard day.” The dark Jamaican voice came from the other side of the wall.

The well-hung black hunk wore a spiky cockring. He had shaved his cock and balls as smooth as a baby’s butt. His manhood smelled good. I swiftly gave the head a lick. The stud tasted nice and clean as well. I looked up at TJ. He had a dirty grin on his face, too. Nodding for me to suck the man. Hard and fast. I grabbed him firmly with two hands — one around the shaft and the other around the heavy nut sack. My lips closed around the head after I had spit on it. My mouth and hand moved out of sink, as Tony had taught me the day before. The Jamaican hunk started to groan.

Whimpering as I took him deeper and deeper. Harder and faster, my hand and lips serviced his beautiful dark man tool. He even ordered me to gag on the fat cock. I did as I took him deep into my mouth. I felt him shake and grunt. He gave me a facial. Tony had dropped next to me and helped me drink the stud dry. Damn, this was so fucking dirty.

The Jamaican guy left, and TJ helped wipe the cum off my face and hair. But the second dick had already presented itself. This time, it was a cigar-smoking trucker. Stubby and hairy. Very hairy. But that didn’t repel my brother. He sucked him down. Tag-teaming with me, we blew this thick older dude as well. This guy pulled back before blowing his load. Using a tissue to dump his jizz in.

After he had left, the gas station attendant entered the cubicle on the other side. Asking us if either of us wanted to get fucked through the hole. Tony declined the offer. And I softly told him, “... No thanks... But you can sit on mine if you want.” I didn’t wait for his reply. I simply opened my leather jeans and stepped forward. The tips of my boots protruded under the partition wall. The attendant fell to his knees and blew me for a bit.
Tony tapped me on my shoulder and handed me a condom and a lube packet. I smiled shamefully. I had almost forgotten about those. I snapped the rubber over my rod, watched by the guy on the other side.

He stood up and twisted around. Presenting his ass to the hole. Slightly puzzled about what to do next, I looked at TJ. He whispered in my ear, “... Balls to the wall... He’ll guide it in himself and drive you around the block... If he presses his butt to the partisian, he wants you to take over. Pump your gas hard and fast. No need to be polite about it then.
It was the best 10 minutes of my life. I fucked an anonymous stranger in a dirty toilet through a glory hole. I pulled the filthy-filled rubber off and hung it over the hole’s edge. The dirty guy took it with him as he left.

I let my brother drive us home. I pressed my body tightly to his as I surreptitiously pushed a hand down his pants. Daniel greeted us on the driveway. He had moved his town car into the drive. Dan had dressed in a plain pair of black office slacks and a butch three-quarter black leather blazer accentuating his massive pecs and arms.
Asking, “... Did you guys have fun? B, put that bike back into the garage. You need to get it insured first, and we need to transfer the paperwork to you. You do have a driver’s license, don’t you, kid?... Umm... Sorry damn... Brian.
It is okay, daddy,” I naughtily grinned as Daniel Carter frowned darkly at me.

< Continued in part 4 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.

Report
What did you think of this story?
Share Story

In This Story