Night-time Club Cruise

by StrykerJ

26 Aug 2022 1844 readers Score 9.4 (42 votes) PDF Mobi ePub Txt


Introduction:

This three-part story is about a young man called Brian Jackson. A slim and nerdy 18-year-old ass-virgin who was 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. With some friends, Tony helped Brian discover his true self. And his future boyfriend.

Disclaimer:

This story is strictly fictional and contains male-on-male (gay) sexual content, both implied and explicit. 

  • If this offends you, please do not continue. 
  • If you are under 16 years of age, please exit this story now. 

All character names, implied situations, parties, or locations are strictly fictional. Any similarities with real people are unintentional and purely coincidental. This fictional story is the author's imagination and is not based on real-life events or people. The author does not endorse any products or parties named in this story.

Copyright:

Any and 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. 


Night-time Club Cruise - Part 2.

Straight to gay...


The guys 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. Daniel even gave me a close-up view of some full-on domination. He made Tony submit to him as he nailed his ass to the bed. What he did to Tony, I definitely wasn't ready for. Dan actually bred TJ while I watched the two of them. And once he was done, the Captain commanded at me: "Your turn!... Fuck that Bitch... And don't pull out until you've came in there..."

I squinted my eyes darkly at the sex-crazed man. And resolutely said: "NO!"

"What?... Here's your opportunity... You haven't cum all evening... Empty those balls!... I am ordering you to fuck TJ!..." Daniel called rather harshly.

Again I answered calmly: "NO!"

"Why the hell not?... Boy..."  shouted Daniel angrily.

"He's my brother... I love him..." I said with squinting eyes. Adding: "But I'll do you... Now on your hands and knees... I will breed that fat ass of yours in a moment!... I'll be right back, Bitch..." I said it with such force that it surprised Daniel and Tony. 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: "Hand me a raincoat... Fucker... I am going to dump a load in your man!..." My brother laughed and handed me an xl-size condom. I ripped the cover off with my teeth and snapped the thing over my rod. Pulling it all the way down. I never had a rubber that fit me so well. 

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 what I 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 11-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. Daniel fell onto his stomach and breathed just as heavily as I did. We must have laid 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. Pulling the glistening cum filled rubber off and tied a knot in it. I whisper to him: "Was that good for you, Captain?... It ticked all the right boxes for me... I just wish you guys would do me... Oh well... This was fun too... And informative... Did I do it right? Dan?..."

"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... new clothes, 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. 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... Make sure you don't overdo it... Combine it with some of your regular clothes... 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..."

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 last night's impressions all 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... Uhmmm... Can you please cool it with the kid or boy... It does not feel right... Your not my father... Thank God!... 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!... That was exactly the reaction I had expected of you, little bro... You are a proper man... One that knows what he wants... And knows 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..."

"Don't worry about it... I am 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 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... 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... 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 navel 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 to the Captain. "But today... you can have me until dinner."

"That's settled... I am going to empty my room... Take with me what I want to keep... The rest can go to the recycling place... Want to help me check out some clothes, bro?... I found a nice pair of leather jeans and a kinky pair of chaps you will like..." suggested Tony.

"Cool..." said Daniel, considerably happier. "Then we can show you my home... Sorry... Our home... And take you to lunch and dinner... You've deserved that... B... 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, 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 dumbells, some denim jackets, and jeans. My brother handed me the leather pants and chaps last. Telling me to try them on for size. They fit nicely, considering that TJ was 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... 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.

Tony left a note, wishing our parents well but that he had finally moved his belongings out. We loaded the whole lot 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 pool house 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, silently watching his man fasten the butch necklace around my neck. I watched him do it in their bedroom mirror. Sighing: "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. Moving Dan's head one-handed over my shoulder to kiss him dearly in thanks. I felt the Captain clasp his hands 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, Brian... But you deserve this... We want to help you... And this is just one of the things we want to give you..."

"Yeah... but... Uhmmm... 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 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 gave me a cross bike 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. Tony 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. I could see why, but the quarter had not dropped. Not until Daniel leaned over my shoulder, grabbing my leathered crotch from behind, stroking 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 them.

"Well,... maybe later... After you have been laid by a few other guys, 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 it. 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. Sat me 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, saying: "Figured it out yet?..."

"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..." I said sheepishly.

"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... 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... Even show you a little bit of bondage play later... 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 self-confidence. 

Dan lifted my head up with one finger under my chin. 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?..."

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 standing collar. The zips and snaps were all in black. Still, it looked fucking cool too. I whimpered 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 biker jacket with the asymmetrical zip 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 to 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 cubical 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 smooth like 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 nutt-sack. My lips closed around the head after I had spit on it. My lips 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 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 cubical 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 round. 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 wall, 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, go 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?... Uhmmm... Sorry damn... Brian..."

"It's okay, daddy..." I naughtily grinned.

Daniel and I talked for a bit. I told him about the glory hole adventure with my brother. As we waited for Tony to get changed out of his casual combat outfit. Daniel grinned dirty as I told him I had fucked the gas station attendant. But wished I had the nerve to let him take me.

"You'll find the right guy... Probably sooner than you think, Brian... Sounds like you're ready for it..." said Dan warmly. 

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... I will do you someday... And you'll enjoy 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. 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 Velcro 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 the light blue denim jacket and told me to put it on instead of the leather jacket. Apparently, I looked a bit disappointedly at him. "Just to tone things down a bit... Bro..." he said.

They took me back to the south end of town. Parking Dan's town car in a parking garage. We walked through the red-light district as if we owned the place. Chatting up and teasing some of the hookers. We felt elated and very horny. That afternoon became a drinking feast. Visiting almost every gay bar in the nightlife area. But the guys were very responsible about it. Ordering only alcohol-free beers for us. They knew I still had exams next week. We ended up at the Mountain men's club at four. I was already feeling peckish. The three of us had skipped lunch. Dan got greeted by the Mountain's owners. He looked over at me. Whispering urgently to the gay guys: "He doesn't have a membership card yet..." I tapped the Captain on the shoulder and showed him the card I got yesterday. Grinned dirty and walked boldly into the restaurant entrance as if I'd been there many times before.

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 hands 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 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 clear that the customers could look but never touch. 

The apron shifted to one side as he started to grind my 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 was 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. My pant buttons got ripped open. My dick pulled out and deepthroated. It took him only a minute to drain my shaved, sweaty balls. 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!"

I grinned dirty and confidently at him: "Thanks... But just make sure this one gets a pay rise... He's a great servant!... And... Uhmmm... Sorry if this went a bit too far..."

"It did... But don't worry about it... Looks like you've got a gold VIP pass... So it's quite all right... Hope to see you around here sometime..." The guys smiled and left Dan, TJ, and me to enjoy dessert.

We spend the rest of the afternoon checking out the other men's club amenities of the Mountain. The private men's club on the first and second floors were awesome. It was a gigantic space you could spend hours in just to explore the rooms. 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 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. 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. While 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. 

Once at home by myself, I felt exhausted. I had gotten a crash course in gay domination and bondage that afternoon. After all that, it seemed that bondage wasn't all that bad. I actually had a completely twisted idea about it. 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. They left around 8, and I retired to my room. 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.

The next day, I arrived at school an hour early. Catching up with the few friends I had. I wore a pair of Tony's old sneakers, khaki cargo shorts, and a black leather belt with pyramid studs. That in itself was a 360 from the norm for me. The loose-fitting linen summer shirt was also one of TJ's old items. The wide leather wrist wallet and the butch leather biker jacket made people stare after me. Dan's black Cuban necklace and my totally new hairstyle made my classmates drool in envy. I had dispensed with my glasses. Instead, I wore my contacts and a macho pair of shades.

My classmate Mark Edwards started walking next to me as we entered the school. Making our way to the gymnasium where the math exam would take place. He grinned at me and said:  "Damn, dude... I told you to go for some cool clothes... But you've outdone yourself!..." He leaned in closer and whispered, so no one else would hear: "No need to go clubbing by yourself... I'll have you like this... Love that jacket... It suits you, Brian..." Mark winked at me as we found our seats in the hall. 

His positive reaction wasn't the only one. After the exam, we hung around outside the school cafeteria, waiting on the busses home. A large group of people had gathered around us. Even those that typically didn't give me the light of day. They all wanted to congratulate me on my new sexy look. Mark sat next to me on the bus home. He gave me an odd appraising look. Near his stop, he softly asked: "My parents aren't at home... Want to pop over to my place?... I want to hear all about your weekend... Looks like you had a very good one... Damn, you ooze coolness..." I did not answer but followed Mark out of the bus nevertheless.

Mark walked a few steps in front as I followed him without talking. He stopped and looked over his shoulder when he walked past their garden gate. Mark grinned at me and went into the kitchen door. I took a moment to gather my thoughts. Entering the house without knowing what to expect. Well, that day's lesson was to expect the unexpected. The 19-year-old jock twisted me around, grabbing me by the collar of my leather jacket. He pressed me up against the wall. Then 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 just 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 cooler 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 locker room 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 fool around a bit." I full-well knew what he was hinting at. But I decided to play it cool for a while. I gave him my cell phone 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 went by in a flash. I swung by the local Mac to pick up dinner. I arrived home happy, knowing I wasn't the only guy in our class with feelings like these. That warm evening I showered and went to bed early. Not to sleep but to do a bit of ass training and some last-minute exam revisions. I even watched a few videos on how to do some dumbell training exercises. Around midnight, with my ass stuffed full of vibrating BBC toy, Mark Edwards called.

"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 banged 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.

"Uhmmm... Yeah, your right... You would have loved to take advantage of me, didn't you, Mark?... 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 makes sense?... I guess not... It's late... Talk to you later, bud... Sleep well... See you Wednesday... 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 dumbell exercises every time I sat down to study, read, or watch TV. 

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 B-line 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. He laughed a little as he looked 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... 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 that month. Complete with a personal trainer. The first 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 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 dumbell 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. Nonetheless, I had fun. Although I also had to constantly remind myself why I was torturing myself like this. I knew I needed to work on my appearance. If not for that, I would not have gone to a gym.

The last day of exams went by in a flash. I think I did very well. But as expected, Mark and his buddies mostly ignored me. Mark only flicked his head back in acknowledgment as I passed him that Wednesday 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. 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.

Thursday turned out to be a busy day for me. I had my second gym appointment, and I needed to get the insurance for the 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 still was 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 dumbell exercises at home, I took the bus to the state's capital. I wore tight tracksuit pants and the biker jacket I had started to love so much. Wearing TJ's old butch zip-up biker boots, I stepped confidently outside to walk to the bus stop. I had taken my gym bag with me since I had another session booked for later this 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 repulsed her. And I had not expected anything less. 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 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 tough new look wasn't enough. They had to check I was old enough. But I just bluffed my way inside after I gave them a glance at my ID. Most customers in there were at least fifteen years 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. Especially once a few older men brushed a sneaky hand over my butt. Or when I bumped into a couple of gays 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.

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 belts on the one I have now are cutting into my ass a bit... And there a bit old..." I said with a slight tremble in my voice. The assistant smiled, looked at my crotch, and put a hand on my 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.

"Don't 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 assistant, 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 one 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 pair's 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 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 changing rooms saw plenty of that kind of action. At the very back of the room was a leather-curtained cubical. 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-sealing fitting mirror. 

Well, I say he guided me in. He nearly forced me, telling 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... Just do your thing... I am only here to help, dude..."

I somewhat awkwardly took my boots and pants off. Awkwardly 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. We softly kissed. My cock grew a little, and he looked down in amazement. "Nice tool, kid..." He said, worshiping my manhood. "After we fit those pants... 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.

"I can be whatever you need me to be... It's not often we get an eighteen-year-old in here... So you can do to me whatever you like..." he said calmly.

"Thanks... For now, let's see if these pants 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 dressed in jeans and leather chaps, a white T-shirt, and a biker vest.

He watched me put the assless cotton pair on first. Helping me to adjust my package as he said it. 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 light gray eyes with a small 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. As I pushed him away, I softly asked to be fitted in the leather assless pants next.

He did as he was told. But his hands had started to tremble 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 changing cubical. I did some squats to see if these pants felt much nicer than the leather posing pouch I had taken from TJ. They were comfortable enough to go clubbing in. Grinning to myself as the thought occurred to me. I stood up and stepped forward. As I did, I pulled the long zipper all the way open. Out popped my hard cock. 

The kneeled assistant licked his lips as I grabbed my cock and smacked it against his cheek. He stuck his tongue out, I flicked it on it a few times. Then he moved forward. Taking me down into his mouth. All eleven inches went straight down. The assistant pressed his nose hard into my shaved pubes. Holding the cock down deeply. 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. His tongue did things I had never experienced before. He served me for a good ten minutes. I pulled him up and kissed him in thanks. 

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 pants with him. I got dressed, and together we walked to the counter. They had a sale on leather baseball caps. I tried one on as he 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 Rayban shades. I looked surprised at him 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 laugh. The owner asked me if I liked that look. I said a little too hotly: "For damned sure!...

He gestured for me to hand the stuff back to him. Ripping off the price tags. Putting the cap and the wristband down. 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. He placed a discount card into the 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 leather and cotton 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 fully on the lips. The owner even kissed me back a bit. I thanked the man and the young shop assistant before promising them I would be back soon. With the tough glasses and leather cap on, I walked out the door with another horny adventure under my belt.


< Continued in chapter 3 >


Thank you for reading this story. 
Please, give it a Like or a Comment if you are so inclined. 
And if your hands are not too dirty from all the spunk! ;-)

(C) StrykerJ - 08-2022

by StrykerJ

Email: [email protected]

Copyright 2024