Night-time Club Cruise

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 1.

Straight to gay...

I just turned 18, and like most boys my age, I could think of only one thing. It was time to prove myself. And that in more ways than the obvious one. The exams were nearly all done. One week to go. All though, my constant horniness stood in the way of my studying. The stupid thing was, I never liked women all that much. The girls at school thought I was a shy, bespectacled nerd. And the guys often told each other that I was scared of my own shadow. It wasn't all that bad, of course. Unlike my schoolmates, I just lacked a great deal of experience. Sure, I made love to a few girls growing up. Heck, I even butchly jerked off with some guys in the school's locker room. The latest get-together was after a challenging exam. Soon most of us would leave for college.

During those sessions, the guys started bragging about what they did, to who's daughter, and down what dirty alley. I felt like an outsider. I could not join in the smack-talking. I just didn't have those kinds of experiences. No, my lovemaking was limited to taking a girl home after a school dance. Or picking up a neighbor to fool around with her at her place. One of the guys noticed my reluctance to share my tall tales. And like a good little nerd, I made stuff up on the fly.

I think they saw right through me, though. Because after we had nutted, Mark Edwards, one of my friends, took me aside and softly asked: "Was that real, Brian?... Or did you make that up?... You don't seem the type to nail a girl behind the bike shed at school... And you certainly never called any woman a bitch like that!..."

My story was relatively hotter than the actual fact. I had been approached by this particular slut. She was so hot that she just had to get it on with the next guy she laid her eyes on. It happened to be me. And it was behind the bike shed at school. But that's where reality ended. I told the guys I had dragged her behind the bike shed and nailed her up against the wall. Choking her with one hand as I fingered the wet slit open. Whipping my cock out one-handed and penetrating her cunt from behind like a boss. 

The fact of the matter was, she did all the domination. She made me kiss her. She forced me behind the shed. She drove her hand into my short slacks and whipped my dick out. She roughly pulled and tugged. But when I couldn't get hard, she laughed humiliatingly in my face. Kicked me in the balls and left disappointedly. I just stood there, watching her horny ass wiggle away.

When I told my classmate this painful truth, Mark did not laugh. Instead, he laid a hand on my shoulder and said understandingly: "Dude, you just need to go out and get some for real... It's worth the effort... Sure, most girls will brush us off... But keep at it... There is one out there for you... Dress up in something cool and just go to a club or something... Make yourself available... You're not bad looking," he stopped talking for a second and looked at my crotch for a fleeting moment, saying: "And that thing of yours... Well, it's the biggest one I've seen so far... If I wasn't with my girl, I would do you..." He blushed scarlet as he said it.

That night Mark's words still reverberated through my horny mind. "Was Mark really into guys too? Would he really make love to me?" The thought of doing it with a guy had never crossed my mind. I lay stark naked on my bed that warm summer evening. Looking between my legs, I noticed some part of me was turned on by the whole kinky idea. My hand had a firm grip on my shaft, and my mind was racing with images I had only seen online by accident. 

In my thoughts, this biker dude had cornered me and gruffly pushed me down a side street and into a dirty alley. He roughed me up a little out of sight behind a dumpster. I had tried to struggle away from him, but he was much too strong for me. Forcing me to my knees, he pressed my face into the crutch of his leather pants. Using both his hands, he rubbed my lips over the swelling shaft. Ordering me in no uncertain terms: "Lick it, Boy... Taste the leather," he half shouted down at me. I did, and his cock got even harder. "Take it out..." was his next command. And with trembling hands, I did that too. "Now suck it down deep, Boy!..." he screamed ruthlessly. As his hips thrust forward, both his hands prevented me from pulling back. In a blink of an eye, the big mushroom cockhead lodged itself in my throat. What happened after that, I can't recall. I must have passed out. 

Suddenly I woke up and felt my cum dripping off my face and torso. I had never, never ever, cum this hard in my entire 18-year life. But it felt marvelous. Out of breath and slightly confused, I lay in bed playing with myself for over an hour. Thinking about what my brain had concocted for me. The roughness of it all was something I had missed while I made love to the five girls I had done over the past three years. The kinky leather that the guy was wearing made it even more exciting. I don't have any of those kinds of clothes. Heck, I doubt I can even pull off that look. I felt just too skinny. My schoolmate, Mark Edwards, had told me to wear something cool and to go clubbing. Well, something in leather would undoubtedly fit the cool category. Maybe I really should try it. "It can't hurt," my inner voice told me.

My older brother, Tony Jackson, was the only guy I had seen wearing leather stuff like that. But he had run away from home when he was 16. He and my parents did not see eye to eye. Tony was sexually active from a very early age. However, anything to do with sex was, and still is, taboo in our household. At 16, our dad had caught Tony having sex with one of the neighborhood girls in our garage. Dad's fury sounded like he would bury him alive. Not long after that Tony left us. I often wondered how my parents managed to have us. They must have had sex at some point. But according to their weird look on life, even holding our dicks to pee was a filthy thing to do. No, sex was not for their sons.

But way before dad caught him, I heard Tony having sex with our neighbor's daughter. He was only 13 then, and she was much older, but Tony did not seem to mind it. By the sounds they made, Tony had died and gone to heaven. Ever since then, he saw plenty of action. By the time dad caught him at it, Tony had done half the neighborhood and most of the girls at his school. I even suspected him of having sex with the occasional guy. Although that thought freaked me out at the time.

Tony is everything I wasn't. He is a good-looking squad jock into anything that would annoy our parents. He liked to fix up motorcycles. And Tony loved to wear his leathers and denim gear when going out with his buff mates. Again, this was to the annoyance of our parents. By the time he was 16, Tony was a buff bully. A mix of a muscle jock, a punk-rocker, and a player. Man, he was so cool. I looked up to him. And I still do. Even though he is six years older than me. I still sort of miss having him around. If only for his advice about girls and shit like that. Our parents are no help there either. 

And on the whole, I am not that outgoing. Never have been. Certainly not the way Tony was. I seldomly go to a club or a bar. This only happens when one of my friends asks me to tag along. So opportunities to make out with someone are few and far between. But I'm just so horny all the time now. I want to get laid. And after what I just dreamed about, I don't even care if it is a woman or a guy. So I decided I needed to get Tony's advice on the matter. If only to ask him if I could borrow some of his much cooler clothes. After all, you never get a second chance to make a first impression.

"Hey Tony, pick up, man... I know you're there... I need a bit of advice about... Well... Uhmmm... Mom and dad are gone... And I want to go clubbing and maybe get..." I stopped talking a second and said: "Well, call me if you got this message... I really need to talk... Bye TJ, Brian."

I had to leave Tony a voice message because he never answered my parents' phone if he could avoid them. Within seconds, he called me back.

"Hey, bro!..." said Tony happily, "Long time no see... What's up?... You finally ready to chase some pussy then?... I guess you've not told dad this... hahaha."

"Hey there, TJ... ha... No!... Mom and Dad are gone for a couple of weeks... And... Uhmmm... Yeah, I'm ready for some pussy..." And half under my breath, I muttered swiftly and quietly: "Or some dick..."

It went quiet on the other side of the line for a while. I swore I could hear the cogs turning. Had I just offended my brother? I gave Tony some time to respond, but he didn't. I added, more to break the awkward silence than anything else: "I want to go on the pull but don't know what to wear... And if you have any advice on cool clubs or bars, that would be welcome too... Heck, any advice would help me out... Tony? Are you still there?..."

"Uhmmm... sure... I think I can help you out... So what's your plan... Just looking to get pissed drunk?... Or hoping to get laid?..." Tony replied hesitantly.

Now it was my turn to get my thoughts together. How could I explain my predicament to my older brother? I know I can tell him anything. He would certainly not inform our parents. So I decided on the whole naked truth.

"Man, where to start?... One of my schoolmates told me I needed to dress up in something cool... And go clubbing to pick up someone... I am about to explode... I am so horny all the time... And well, I just have to get laid..."
I stopped talking and cleared my throat. "I had a dream about sex with a guy...A wet dream... And well, I have never been with a guy... But... But..." I faltered.
After a second, I added: "Oh well, forget it... Can I wear your old leather jacket, Tony?..." 

Again it went quiet on the other side of the line. But when Tony replied, he quickly said: "Brian... Go upstairs to my attic room... I expect my stuff is still there, ain't it?... Open the wardrobe and remove the bottom left-hand shelf... There is a hidden panel on the side... It leads into the crawl space... That's where you find some things that might interest you... Go exploring... Maybe you'll like it too... I sure did... If you do, then call me back later... If not, leave it out... I'll drop by to collect the last of my belongings later this weekend or the next... See you then, bro!"

With that, Tony hung up rather suddenly. Wide-eyed and with excitement coursing up and down my spine. I got up out of bed. After a quick piss and a wash, I snuck up to Tony's room. Only wearing a pair of tight black boxers. Not sure why I kept up the secrecy. I was alone in the house, after all. I wondered what I would find. The whole thing made me rather nervous. The bedroom was the way he had left it six years ago. No one had been in here besides mom's occasional dusting and vacuuming. The room still had Tony's scent on the air.

The built-in wardrobe stood next to the attic's crawl space. I opened it with trembling hands. The first thing I noticed was the short black leather jacket I liked. Even TJ's cool belts and denim shirts excited me. Unlike Tony, mom bought all my clothes for me. I pushed Tony's gear aside to get to the lower shelf. It had an extensive collection of rugged-looking boots and sneakers. As well as some boxes on and under it. I removed them as instructed. Making sure I put them in order on the floor behind me. So I could replace them in the same spot. After removing the shelf, I found a loose bit of wall. It cleverly concealed access into the crawl space. 

When I peered into the dark space, I saw nothing but some old empty cardboard boxes. But behind them, I found Tony's private porn stash. However, these were different from his books and magazines I had seen all those years ago. These were all gay magazines. Finding these sort of confirmed my suspicions about my brother. But was he really into guys? I knew that Tony was an oversexed fucker who did every cunt he could seduce. 

Sure, I suspected him of having sex with guys too. But I never caught him at it. All I saw or heard was him and his muscular mates talk and brag. Their favorite subject was rude and rough sex with other guys. Not unlike the sessions my friends and I had in the school locker room. But we mainly talked about sex in general. However, jerking off with them didn't mean I was gay! Or was I? I started to doubt and struggle with my own feelings for a while. Then I dove back into the crawl space. Porn magazines were surely not the only thing that lay hidden back there.

It certainly wasn't. Hidden under a tough-looking classic biker jacket, I found an army-green duffle bag and a huge black dagger in a leather belt sheath. Man, I knew Tony was into anything army. But no, I would never have imagined this. I pulled the heavy bag and fucking cool jacket out and looked at them for a moment. After placing them on Tony's bed, I crawled deeper into the enclosed space. Pulling out a couple of black plastic toats and a battered old suitcase. 

I moved all the gear to Tony's king-sized bed. Taking a closer look at the dangerous-looking knife. I put it away quickly. The appeal it must have held for a tough bully like Tony was obvious. No, my interest was drawn to the classic leather biker jacket. I pulled it over my shoulders and shuddered. The thing fitted me like a glove. Sure, the well-worn jacket was a bit dusty. After all, it had been lying unused in the dirty crawl space for six years. I thought a quick clean and some leather oil could fix it up as new. Watching myself in the mirror on the wardrobe, I approved of what I saw staring back at me. This was the look I was going for. Heck, it even made me feel better. Tougher even.

Going through its pockets, I found some thin leather gloves and a leather cock strap with spikes. As well as an old tobacco packet and some ancient gay-safe condoms. My 16-year-old bro must have been gay, I thought. Or at least bi-sexual to be carrying this shit around with him. To me, this was just another piece of the puzzle. Snapping out of my deep thoughts, I wandered back to the bed. Opening up the plastic toat marked 'toys', I got a pleasant shock. The box was full of sex toys. I found a vast collection of dildos, buttplugs, and vibrators in various sizes. It also contained other stuff like cockrings, whips, and bottles of lube and poppers.

In the other box, Tony had stuffed some sexy cotton underwear. And a whole host of bondage leather gear. I found a halve-face mask, handcuffs, rope, posing pouches, buff leather arm and wrist bands. Most were made of leather, but all were black. I smiled as I pulled out a leather jockstrap and a harness. Wondering how the leather posing jock would look on me, I slipped off my underwear and pulled it on. With some difficulty, I put my dick through the hole in the leather jock. Snapping the leather pouch closed over it. 

Damn, I thought, he is not only gay but into kinky shit as well. Then I suddenly remembered. Tony had only been 16 years when he had already collected all this gear. Stunned and amazed, I looked at myself in the mirror again. Despite being a slim and plain guy, I now looked like a tough mo fo. And felt like one too.

I had a quick look inside the old suitcase and the army duffle bag. The duffle bag had more leather and camo army clothes. Nothing kinky, just some normal daytime wear. But definitely stuff mom and dad would never have approved of. The suitcase had über cool party clothes, including an old pair of ripped light blue button jeans. I put it on over the leather jock. It appeared that the seam around the buttocks was held close with Velcro. 

I usually hated button jeans. But I could see the appeal. Easy access front and back, I laughed. I opened the Velcro and started playing with my butthole. Rubbing my hand over my bulge and fingering my ass. After a while, I even picked up a giant dildo and sucked on it a bit. Wondering what it would be like to suck a real cock. Smacking it against my naked butt a few times, I tried to put it inside my ass. It hurt like hell. So I abandoned the attempt.

It was well past midnight when I called Tony back. This time I used my cell phone since dad always checked the numbers on his phone bill. Tony and I had not spoken much over the past six years. He was a marine now. But based near our hometown. I met him in town a couple of times. The last time we spoke, I had given Tony my new phone number. But he never called. We only texted back and forth a few times. I had kept it quiet from mom and dad that I had bought myself a cell phone. Just so they would not keep asking awkward questions.

I moved a couple of Tony's sex toys to my room. I had not bothered to take off his clothes. I rapidly started to like this look and feel, though. Especially the classic black leather jacket had taken my fancy. I felt like a million dollars in them. This was sort of the look I saw myself wearing when I would go out clubbing some time. Determined to score. Now that I kind of knew I had a gay friend in the family, it made it much less daunting. At the very least, I could ask Tony for help or advice.

"Ah, Brian?... I was wondering how long it would take you to call me back... Find anything... Uhmmm... Interesting?... Anything you would like? Little bro..." answered Tony elatedly when I called him. 

I just had to confront him. I had to know. "Tony,... Hi... Yeah... sort of... But... Uhmmm... are you?... I mean... How come you got?..." I did not want to sound accusatory. I just could not find the right words. But Tony understood my question.

"Ha... Yeah... I am gay... Well, I was bi when I left home... But I got a boyfriend now... In fact, I just moved in with him... Nice guy... Nice and rough... Just the way I like it..." Tony had a dirty grin when he talked. But I sensed he was just out to shock me a bit. Hoping for a response.

"Ah... Congrats buddy... Good to hear you're doing well... Anyone I know?..." I asked offhandedly. Full well knowing that I did not know any of Tony's friends.

"Glad you are taking this well, Brian..."

"Not fair, TJ... I am not our father... Why should I care whom you fuck... None of my business... But hell yeah... I do like the stuff you've stashed away... Well, some of it anyway... I am wearing your Velcro jeans and the leather biker jacket... Some gloves, a leather jock, and a harness... Kinky stuff... I didn't know you were into that shit... I didn't even know you had it before you left us..." This time I could not keep the accusing tone out of my last remark.

"Ah... Uhmmm... You're right, Brian... I should have kept in touch with you... Sorry, bro... But back to the task at hand... You're looking to get laid... Did you find the toy box?..." asked Tony openly.

"Yeah... But my ass can't handle shit like that... How the hell do you make them fit?..." I asked worriedly.

"Awe, Brian, baby steps!... And plenty of lube... But are you really going to join my team?... Thought you're more of a womanizer..." laughed Tony dirty.

"Well... Uhmmm..." I blushed while the thought struck me, saying: "I may as well try a guy... If I don't like it... I can always go back to the dark side..." I laughed back at my brother.
"Anyway, Tony, do you know of any good clubs to get picked up at... Uhmmm... No, wait!... Let me start at the beginning... What should I wear?... What should I do?... What should I say?... I have never been all that comfortable around women... But I really like to get laid... And if that's a tough guy, like you, then that's okay too... But I could not even get that black dildo to fit in my butt..." I replied worriedly.

Now Tony really started to laugh: "Dude... That 16-inch fat dong is much too big for a virgin hole like yours!... Start with something smaller... I left enough stuff to pick from... And as for where, what, how, and when... Well, that's easy... You know the entertainment area at the south end of town?... All you're looking for you can find there... First, get yourself a haircut there... Don't go to mom's old hairdressers anymore... Go to Armando's and tell Armando that TJ sent you... He's an ex of mine, but we're still good friends... Tell him you want a completely new look... He may act brutally tough, but he's not... He's a pussycat without the claws... Just let him do his thing..." Tony paused and waited for my reply.

"Okay... but why?..." I stupidly asked.

"Brian,... Look at yourself!... Mom picked your look... You're eighteen now... Not the eleven-year-old boy she sees you as... Time to go for something appropriate for your age... I would say shaved up back and sides... And a butch comb-over-look with a side parting... And that new look needs to go with new clothes... If that leather jacket fits, you can keep it... But I would like those fuck-jeans back... Although... They do look nice over a pair of cowboy boots I left upstairs... You know, the black pair with the tough metal points... And as for the underwear... Go commando... No underwear saves much wasted time undressing," gasped Tony, a bit hornily. I knew he was picturing me dressed in his favorite leathers and jeans. But I had to hand it to him. I did need a new look.

Tony thought a moment and continued: "Oh, and be a good little nerd, Brian... Study!... Read every porn magazine and watch as many online vids as you can find... Take the box of toys and start playing to your heart's content... If it hurts... More lube... And slowly work your way up to the real-sized man toys... I'll be over Sunday after next to pick up my stuff... Oh, as for where to get picked up at?... I suggest you go to 'The Cottage'... Or the 'Mountain'... Best start at the Cottage... It's a busy dance club for young men and women looking for some fun... there are multiple floors... With a makeout area in the basement... The Mountain is a private men's club... Not sure if you're ready for that yet!..."

"Okay... Got that... Thanks, mate... I am all excited... Tony?... Can I really keep this cool leather jacket?" I said shyly.

"Does it even fit you?..." asked Tony hotly.

"Yeah, I think it looks fucking cool on me..." I answered wheezily.

"Fuck, why not... I think I've outgrown it anyway... But I love to see you wearing it, bro..." Tony said.

"Ha... I'll send you a picture... " I replied softly.

It went quiet on the other side of the line again. Longer than the other times. Tony's breathing became a little faster, and I knew what he was doing. It made me grin. I heard his grunts and something that suspiciously sounded like something wet hitting his skin. Apparently, Tony had been playing with himself while we talked. And the idea of me in his leather jacket and boots must have turned my brother on. I asked him softly: "Was that good for you, TJ?..."

"Hell yeah!..." he replied, slightly out of breath.

"Well... Thanks for the chat, Tony... We need to do this more often... Don't go to sleep just yet, though... I'll send you a dick-pic soon... Love you, big bro... Thanks for everything." I said lovingly.

I had planned on taking only one photo. But after the first, I whipped my stiff dick out and took a few more. Heck, I even posed with the knife wearing the gloves and Tony's sunglasses. The look was impressive yet scary at the same time. However, this wasn't me. Well, this wasn't me yet. But I could see that I really needed to work on my appearance to stand any chance with the girls. "Or the boys..." corrected my inner voice. I smerked as I shot my load over Tony's bedroom mirror.

I sent Tony 3 of the hottest pictures. Tony instantly texted me back: "Damn bro,... That's a hot look!... Have fun this weekend... But be safe!... Plenty of weirdoes out there... Text me if you have any more questions... Love, TJ."

I called the hairdresser that Tony suggested the very next day after school. The owner, Armando, answered the phone. I explained that I needed a makeover. At first, I only got a mediocre reaction. I had the impression he was trying to brush me off. However, things suddenly went much smoother when I told him Tony had recommended Armando's and that I was TJ's younger brother. We even chitchatted for a bit. And when Armando asked me to send him a picture, I mailed him the one I had sent Tony the day before. Well, the upper half of one of them. Me in the leather jacket and gloves. An appointment was set for Saturday morning. Armando sent five pictures in return to my email address. Five photo's of hot-looking men my age, with very cool hairstyles to pick from. 

Tony had also texted me a couple of times that day. Suggesting I also go shopping for some "pharmacy" stuff. Although he sent me straight to an adult store. Telling me to buy lube, condoms, an anal shower, and some 'training toys' of my own. Heck, Tony even suggested I go buy myself some new clothes. He feared his stuff would not fit me properly. Although his things fitted me surprisingly well.

That Saturday, I arrived a little early at the entertainment square on the east side of town. I looked around the square for a bit. Most clubs and bars had just closed, but the retail shops and a few lunch rooms had already opened. This part of town was off limits, according to my parents. They warned me: "What goes on there is no use to anyone... Filth and buggery awaited the unexpected visitor there... They will rob and murder you if you go there!" they said.

It was Saturday morning, and the school exams were nearly all done. I promised myself a nice relaxing day out. What I found around the square were everyday nightlife and entertainment businesses. A few adult stores in the side streets and some grubby-looking alleys. But nothing as sinful as my parents had scared me with. I plunked myself down on a café terrace. Ordering a coffee and some cake. I had some time until my appointment at Armando's. Time to see the sights and take in the atmosphere. Watching the people go about their business and the party-goers from last night staggering back home.

It struck me how free and openly the lovers wandered arm in arm around the square. Not only the straight couples. But also the gay men and women. And no one seemed to mind me watching them. I even got a few compliments from some older twinks. Saying I looked cool wearing Tony's leather biker jacket. They too wore leather gear. The guys had clearly just left one of the gay clubs after an all-night party. So I reciprocated the compliment on their outfits. And that made the older twinks grin hornily at me. The thought occurred that I was doing the right thing. I smiled back at them.

I strolled along the clubs, bars, and shops. Looking at the information posted at the clubs that Tony had suggested. The Cottage was a nightclub for 16 years and over. The Mountain, however, was a full-on gay club, bar, and restaurant. You had to register to go in the club at the back. I chatted with the doorman at the Mountain's bar and decided to get a membership after asking what it cost. He said grinningly: "For you? Nothing,... but are you sure you can handle it?..." 

"I can... What's it you need from me?..." I answered boldly. Although I started to feel a bit nervous at his steady gaze.

"Just your name and address and a check of your ID," he replied warmly. "We can do that now... That saves the hassle of having to wait in line tonight... the diner is open around five... The private men's club is open from ten to two AM... After that, the doors are locked until eight AM, when we close and clean up... We constantly look for cleaners... If you're interested?..." asked the doorman.

"Not right now... But sure... Sign me up..." I said happily. With the membership card in hand, I left for my hairdresser's appointment. It appeared that Armando had been following my progress around the square. He sat on the window sill outside his shop and jumped up to greet me as if we were old friends. Apparently, his brash reaction had shown some fear or apprehension on my face. Because he quickly explained that TJ had told him all about me. He said he was very delighted to finally meet me. Armando looked me up and down a bit and pushed me happily into his shop. 

One and a half hours later, I exited his shop with a sexy new look. Long and spiky at the front. But much shorter at the back with trimmed-up sides. The few blond highlights on top added just that bit of extra. It was very different from the sleek brown boyish hair-do I was used to all these years. I grabbed a quick lunch at a bar Armando had suggested. Spending the rest of the afternoon shopping for clothes. I ended the afternoon at the adult store my brother had recommended. 

I had half expected it to be one of those dingy adult places. But it much more resembled a well-lit pharmacy. Well, a pharmacy specializing in sex toys. Luckily the staff were accommodating. They even gave me some leaflets on how to use the things properly and safely. Instructions even the sex-ed classes at school did not provide. Because the very mention of gays in those classes was very much off-topic. I left with a couple of training toys, rubbers, lube, and assorted items.

At home, I tried on the various new clothes I had bought. Combining them with the party stuff from Tony. I settled on 3 possible outfits. Feeling and looking completely different than the stuff mom used to buy for me. Gone were dad's old office slacks and shirts. TJ's old party clothes had been a great help to me. Giving me the confidence I could pull off this more rough look without embarrassing myself. As my parents had so often suggested to me when we spotted cool young guys in town.

I took a few hot photos of the clothes. Sending them to Tony's phone. But the asshole did not reply. This made me a little angry. I had expected him to answer promptly as he usually did. But after two hours, I still had not heard back from him. Even double-checking if I had sent them to the correct phone number. A little later, around dinner-time, the doorbell rang. Two figures were discernible through the frosted glass. When I opened the door, Tony and another tough-looking muscle guy greeted me.

"Hey, buddy... Eaten yet?... I thought you'd like some Chinese," said Tony. Showing 3 large bags of food.

The two muscular macho marines pushed me gruffly inside and closed the front door behind them. "No need to let the neighbors know I have been here... But damn... Look at you, sexy..." laughed Tony naughtily. In fact, the stud pushed me to the hallway wall and moved in to kiss me. His lips opened as he moved forward. Tony immobilized my head with one firm hand. His tongue directly licked from my cheek over my lips. The incredible rudeness must have left my lips parted. Tony took this as a sign of lust and penetrated my mouth with his tongue. My brother gave me a french kiss that was hotter than I had received in a long time.

My eyes, wide in surprise, looked from my brother to the other guy. Tony saw this. He grunted and kissed me even harder. Letting his tongue play with mine for a long time. When he broke off, his buddy moved forward, saying: "Hey kid... Mind if I..." I just licked my lips. Tasting Tony's saliva. The other guy took this as a yes and planted a wet kiss on my lips as well. He held my hips with both his hands. Our crotches pressed tightly together. He pulled back for a second and gazed straight into my eyes. "Nice..." he muttered hotly. "I can see the family resemblance... My name is Captain Daniel Carter... TJ's man... But I don't mind sharing him... Damn, you look hot, kid..."

"Guys... are you here to eat me or shell we talk over dinner first... I got so many questions... But fuck... Damn... Hell, that was a welcome and a half... I nearly dropped a load in my new pants..." I sheepishly laughed at the hot marine studs.

"Language, Brian!... Dad won't like it when you talk like that!..." laughed Tony. He grabbed me around the waist and walked us into the kitchen. Tony's boyfriend was a fair few years older than him. I guessed he was about twenty-eight or twenty-nine. Very muscular and tall. Both studs were dressed in some casual combat gear. Daniel wore a frayed-looking black denim vest over his skin-tight green T-shirt. Tony wore a buff black leather bomber jacket. TJ had clearly been working out. His upper arms and neck were twice as thick as the last time I saw him. He looked so good I could hardly tear my eyes away from my own brother.

I set the table for three, and we ate and talked until late that evening. My brain was swimming with all the details, suggestions, and valuable instructions about sex with guys. Apparently, Daniel had seen my confusion. However, his offer to give me some practical cock sucking experience took me by surprise. This was all a bit much and considerably too sudden. I choked up and felt my eyes well up with tears. Jumping up, I quickly left the room. Making the feeble excuse that I needed a pee. When I came back, Daniel softly grasped my hand in his. "Sorry mate, I did not mean to scare you..." he whispered.

Tony laid a hand on my shoulder. "Dan was only trying to help, bro... Better to get some experience now than fumbling your first time out there..." said Tony quietly. Gesturing with his thumb to the outside. I looked from Daniel to Tony and back. Sighing heavily. 

"Just let your hand wander a bit, bro... Dan would love to give you your first mouth full... And we're all friends here... What better way to learn than this?..." suggested my brother.

Daniel looked me deep in the eyes and softly kissed me. Guiding my hand over his cargo shorts. I liked how his hot stiff prick felt, but I was glad the man helped me navigate my hand over the throbbing bulge. "That is it, Brian... Stroke that thing... Rub your thumb over the head... Grasp my balls... Feel them... Do you like it?... That's just as nice as yours... Damn, you're a big boy... Why don't you drop to your knees and... Ha!... Well, free Willy!"

I had no say in the matter. Tony had pushed me to my knees as I felt Daniel's hand press on the top of my head. "Quick, unzip me, Brian... Take it out before it rips a hole in the cloth!... Man, I am so hard for you... I am going to make you eat my dessert..." moaned Daniel hotly. 

Just as in the wet dream I had a few days back, I silently obeyed his command. Though, I gasped in shock as I saw the size of Dan's manhood. Not as long as mine. But nearly twice as wide. "Take a firm hold of it, boy... That's it... Don't be afraid of it... You can't hurt me... Lick your tongue around the head a few times... Then take it into your mouth a little... Make the head nice and wet..." said the Captain instructively. 

But as I got into my stride, he moaned hotly: "That feels really nice... Oh, fuck yeah... He's a quick study TJ... Fuck he's doing it... Suck me down, Brian... A little faster... Up and down... Hell yeah... Blow me, boy... Blow me hard..."

My brother kneeled beside me and watched me closely as I blew his man. Tony instructed me: "Move your hand up and down as well... His dick is big enough... And it makes Dan shoot even harder and faster..."

"Fuck guys... I want to enjoy this a while longer... Slow down!..." barked the Captain. "TJ... Show the boy how to deepthroat!..."

Tony slowly took the cock into his mouth, but he expertly made all the 9-inches disappear into his throat. Daniel held my brother down a long time as Tony looked lovingly up at his man. Dan relinquished his grip on TJ's head and gave him a few seconds to breathe before ordering him: "Gag on it, TJ... Choke on that cock..." Tony quickly gobbled up the big cock again and made the hottest gurgling and choking sounds I have ever heard a man make. This wasn't lost on Daniel either. He simply loved this. He was in total control as he facefucked Tony. And told me to play with his swinging balls.

After a while, Tony released the hot cock from his mouth and asked: "Want to try that, Brian?..." 

"What?... Deepthroat a monster cock like that?... I don't think I can..." I said sheepishly.

"Sure you can... Just tilt your head back a little more and open your throat... Dan knows not to hurt you... He'll guide it down... And if you do your best, he'll feed you a big load straight into your mouth..." said Tony, dirty. By then, I was so horny that I would have let them rape my holes without any more prep. Heck, the marines could have double-dipped my ass without any worries. I was putty in their hands. After repositioning myself, I felt Daniel guide me over his fat dick. It went in much more deeply than before. I started to gag. But Tony told me to breathe through my nose and let Daniel take control. I did, and before I knew it, I had nine fat inches pumping in my throat. He pushed me off his dick for a few moments. 

I gasped for air as Tony breathed into my ear: "He's nearly ready... Expect a fat load to splatter in your mouth... It doesn't taste half bad... Just don't spit it out and make a mess... Swallow what you can... Here he comes again... Prepare yourself and enjoy it, Brian!..."

Dan wasn't as soft and gentile the second time round as before. He facefucked me gruffly. Grunting dirty at me, telling me what a good little cocksucker I was. Daniel grabbed the top and back of my head when he was ready to explode. Forcing himself relentlessly down my throat as he let the orgasm well up from his balls. I had barely understood Tony as he instructed me: "Breathe through your nose and receive his load like a man... Start making swallowing movements with your throat... Dan likes that!..." 

I calmed down and let my throat tickle his cockhead. Captain Daniel Carter's cock grenade exploded in my throat. Slowly he pulled it back, and stream after sticky stream filled my mouth. I had never tasted anything like this. It was salty, sweet, sticky, and hot. Damned hot. And there was a lot of it. Dan just kept on cuming. After his massive orgasm eventually subsided, the Captain finally pulled out. I fell to the floor on my ass as I looked up at Tony and Daniel Carter. Breathing hard and smacking my lips.

I tried to get up after a while, but my knees were too weak. Not knowing if it was the prolonged kneeling position or the sheer lack of oxygen. Both guys pulled me off the floor and started to lick and kiss my face. Their hands wandered over my body as they began to undress me. With my new jeans with the designer rips around my ankles, I felt Dan's fingers starting to play with my butthole. Tony had unsnapped the old white denim shirt, revealing my torso. My brother had roughly torn the sleeves off this shirt years ago. But the look went well with the new jeans, I thought.

"Guys, why don't we go to Tony's room and continue this there... I need to clean my ass out first, though... Maybe we can... Uhmmm... " I started to ask. 

But both guys looked at each other with dirty, sympathetic grins. Saying: "Nah... We can play with some toys, jerk off a bit, and watch an instructional porn or two together... But you're a bit too young for me... And well, TJ is your brother... Best leave the first time for an actual lucky guy..." said Daniel calmly.

"Oh, don't look so disappointed, Brian... We'll make sure you enjoy this too..." my brother told me reassuringly.

"Okay... but I had hoped for a bit more... Are first times always this scary?... I... I am... I am nervous as heck..." I stuttered as I said it.

"We are friends... No need to be nervous... It's just a bit of fun... And I heard that TJ told you to buy some toys of your own... Did you?... We can christen them tonight..." smiled Daniel warmly as he followed Tony upstairs. Dragging me along in his wake. I broke off to go to my room to take a toilet break. I took the new anal-douche tube with me to flush my ass out. I had read the pamphlet that came with it on the bus home. I cleaned myself and took my training set of buttplugs and a large vibrating BBC toy with some lube upstairs to TJ's room.

When I entered Tony's room in the attic, I saw the two guys lying on TJ's bed. They were already playing with each other. Oblivious that I had arrived. The guys were butt naked and fully aroused. The two of them looked fabulous together. I set my toys and lube on the bedside table and walked to the foot of the bed. I crawled between the two guys, breaking up their foreplay. And they did not seem to mind this one bit. I was only wearing Tony's old leather posing jock accentuating my boyish buttocks.

Daniel grinned at me and pulled me over his chest. Pressing my lips to one of his pierced nipples. I took the hint and started licking and sucking on it. I felt Tony move away from my side. What he did next made me scream in pleasure. TJ lifted my hips up and buried his face between my buttocks. Rimming my asshole deep with his tongue. Spitting at it a few times, the thing loosened up and allowed a full tongue penetration. I had died and gone to heaven. TJ ate me out like a pro. Daniel lifted my head and gazed at me. When he broke his gaze, he looked at my toy collection. Picking out a medium-sized buttplug from the training set of four sizes. 

"Wanna try this?... Boy?..." he softly asked. I nodded, and Daniel said: "Let's get it nice and wet then..." The Captain took it into his mouth and licked it all the way to its base. He made me do the same before applying a liberal amount of lube over the tip. Smearing the goo around, he told Tony to make some space. His two lubed fingers drove deep past my sphincter. When I winced a bit, he pulled out. After applying an extra dose of lube on his hand, Daniel started to finger fuck me for a while. 

Tony had also grabbed some lube and started to help prep my ass. Ending up stretching the outer ring open with a finger from each hand. Daniel drove the plug very controlled inside. Nice and slow. Pumping it a little and letting my butt get used to the feeling. I had nothing up there before but a few fingers of my own. I quietly let the guys toy my ass. Only making the occasional pleasurable sound to let them know my ass was enjoying this attention. But I wanted more. I needed the real thing.

Apparently, Tony had read that thought in my expressions. I was eyeing his 8-inch cock with great lust. But he calmly said: "Daniel... I think Brian wants something bigger... Don't you B?..." I nodded as Daniel watched his man. Tony bent over the two of us to pick something out of his own toy box. Out popped the enormous 16-inch black dildo. My brother slapped it on my ass and laughed meanly. "This is what you want, isn't it?... Fucker..." I just looked worriedly over my shoulder. Daniel pulled on the medium-sized buttplug still lodged deep in my ass. The thing was long but not too wide around the base. And even that had been quite painful going in. So the huge 16-inch dong? No, I wasn't quite ready for that.

Daniel moved to my backside. I was still lying on my stomach as he started fucking me with the buttplug. Pulling it out and sliding it back in. Stretching my sphincter wider and wider. Loosening it up for whatever came next. The longer he did this, the easier it became. The sneaky bastard had secretly taken the largest of the buttplug training set with him as he repositioned himself. Once he had pulled the medium size plug out. I let out a scream of genuine pain. 

Daniel had roughly slammed the biggest one in my ass without any warning or additional lube. My instinct was to poop that thing out as fast as it had forcefully penetrated my boy-cunt. But Daniel did not allow that. His fist was preventing me from doing that. Holding the base of the plug firmly against my ass. As an added measure, he had slid his considerable body weight on top of my back. I could feel his leaky cock slide against my buttock. Man, that large plug was something else. It was nearly as wide as Daniel's cock. "Shhhh... Let your ass get used to the size... Brian... Sorry... That was a bit rough... I know... But you're okay... Lay still... Feel my body on yours... TJ... Give the baby boy his pacifier... That's it... suck on that dick for a while..."

Tony had sat himself on the pillow and moved forward so I could take his cock in my mouth. It did shut me up nicely. But that plug felt huge as my sphincter grabbed a hold over the base of it. "See... not so bad now, is it?..." whispered Daniel in my ear. And damned if I know, but it wasn't. It actually started to feel good. Daniel had removed his fist from between my buttocks. He had begun to grind his hot 9-inch manhood up and down the crack instead. It had the same effect, though. The buttplug could not escape. But by now, the sphincter had given up. My ass stopped trying to remove the foreign object. 

And the three of us lay there, grinding, licking, sucking, kissing, and talking dirty. Daniel was whispering in my ear as if he was actually fucking my brains out. Tony gave me all kinds of dirty suggestions as well. His cock was lodged deeply in my mouth. I could only grunt and moan. This was the best feeling I had while having sex. This did not even come close to the sex with girls. It was much hotter and dirtier. I loved it!

When I moved my head a little, my eye caught the 11-inch BBC vibrating dildo I had bought. The veiny thing had realistic supple skin and was colored to resemble the real thing. It was roughly the same size and shape as my own prick. My hand made a grab for it, and I smacked it against Dan's face on my back. Tony released his cock from my mouth and laughed out loud. Daniel slid off me and started to laugh too. The guys made me roll over. Sitting behind my head, my brother held my legs in the air as Daniel removed the large buttplug from my ass. Without a word, he squirted some lube on my pink butthole. Greasing up the big black cock. 

Dan put it right next to my dick. Comparing the sizes of the real thing and the black dong. He was clearly impressed with my choice.
I softly suggested to him: "Press the left nut once... Not mine!... The dildos... Asshole!..."

"Whoopsy... Sorry..." laughed Daniel naughtily.

The black dildo started to vibrate. You could see the tip of the cock wiggle. I told Dan: "There are three settings... Press it again..." When Daniel pressed the nutt 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. Only 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. "And if you get bored with it... You can stick your own cock in, Dan..."

"Ha... No way!... You still want me to fuck your brains out... Don't you?..." said Daniel.

"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... Your my first black guy..." I smirked dirty up at the two guys.

< Continued in chapter 2 >

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(C) StrykerJ - 08-2022