Dreaming of Leather men

by StrykerJ

17 Mar 2021 3459 readers Score 9.6 (55 votes) PDF Mobi ePub Txt


Introduction - Dreaming of Leather men:
Benson Long went shopping for a completely new butch look. It came with a new attitude toward life and his brother's marriage proposal to his boyfriend. It happened right in front of a leather sex shop where Benny filled his wardrobe with new leather gear.
This is an 8 part series describing the fun Benny had discovering his preferences.


Chapter 3. Clothes maketh the man.

Mark's tricked-out Ford Mustang GT500 was a little cramped. I sat folded up in the backseat. But I did not care one bit. I was on my way with my 2 new best friends to the state's capital to get me a full new set of cool clothes and a much overdue revamp of my boyish emo hairstyle.

Theo Cummingham, the ebony stud from next door, had seen us off. And he had called me 'his boy' in jest. Mark had instantly taken a liking to Big-T - as his gang members liked to call him - for saying that. Usually, Mark wasn't all that impressed by those guys. Least of all, Theo. Whom he had despised for using me as his personal punching bag. But yesterday, I had told Mark, and his boyfriend Philip Parks, that I had taken a shine to Theo. I secretly had my eye on him for a couple of years now. But was way too shy and timid to do anything with those feelings. And it seems so was Theo.

In turn, I had taken an instant liking to the 25-year-old Philip Parks, Mark's boyfriend. I had never met the dude before yesterday. My 7-years-older brother Mark had kept him a secret from my parents and me for more than 2 years now. That was the only secret he had ever kept from me. But I could not blame him. I figured that the news that both their sons were gay - or at least were exploring these feelings - would probably come as quite a shock to our parents. For now, they only knew that Mark and I would go clothes shopping and have a bro's day out. And they had seemed perfectly fine with that idea.

I was 17, going on 18 in one month, and had my real first gay sex experience just 1 day ago. Although it felt like much longer now that I had wrapped my head around these feelings. I felt comfortable in my own skin for once. All that was missing now was a new look. One that would match the much bolder and tougher attitude I was aiming for. And thanking my lucky stars that Mark and Philip were willing to help me find it. In any way, shape, or form, they could. 

Philip's heavy right foot got us across the state remarkably quickly. He parked the car, and we finally could stretch our legs for a bit. The guys took me to a large sports store first. There I bought my new workout gear. I let the men pick out what would be practical, and at the same time, look good on me. 

Mark, but especially Philip, had my new look all figured out for me. And man, did I look the part in the cool workout gear. All that was missing was a better-looking body. But that was something that took just a bit of time and a shit load of hard work on my part. Explained Mark to me when he saw me looking disappointedly at my scrawny reflection in the shop's changing room mirror.

"Something you can do when you're at home watching TV," had Philip Parks grinningly said to me as Mark paid for the clothes. Philip put a full set of heavy dumbbells on the counter as well. The shop assistant looked a little creeped out when I kissed the older Philip on the lips in thanks.

Mark put the heavy set of weights in one of my hands and the heavily ladened shopping bags in the other. The guys laughed a little meanly as I struggled to walk upright out of the sports store. But I managed. However, I was glad that the guys took some of it off me once we were outside, though. Dropping off the clothes in the boot of the car.

Next, they took me to a shoe store to get me some new footwear as well. After looking around for a while, I got a little frustrated. Nothing I saw seemed to please me. The shoes were either too fancy, too much embellished, or made for older men. And I did not need more sneakers. I had enough of them at home. No, I was looking for a kind of boot or shoe I could go clubbing in. Something like Mark's old black army boots. But with a lower profile. Philip grinned and took me by the hand.

We went to a different store where they sold all kinds of flashy boots. They sold everything from punk-rock stuff all the way to pointy cowboy boots in flashy types of leathers. Not really what I was looking for either. But the young sales guy that was helping us understood that quite quickly. Handing me a simple black biker ankle boot to try on. It only had a simple leather-belted harness as embellishment. The two black-metal rings on each side were connected with a butch black chain in front of the heel. And the boots had unobtrusive black zippers to easily get them on and off. Just what I was looking for! I had the same satisfying sense of euphoria as I had yesterday when I bought my first leather jacket that I had liked so much.

Philip had looked around the store a bit when I was trying on these boots. Even the Nike jogging pants and the simple black bomber jacket made these boots look good on me. And they were plain enough that I could even wear these boots to school.

Philip came back with the pointiest set of cowboy ankle boots I had ever seen. Well, I had seen one pair yesterday. That Jeff -fucking- Skyler was wearing them. They were pointy because his boots had sharp metal points affixed to them. But these were some god damned sexy boots. I looked questioning over to Mark, Philip, and the young sales guy.

"Go on, Benny... Don't look at the price tag... I'll pay for them too if you want them... Just try them on for looks!" said Mark proudly.
"Not sure... Aren't they a bit much... I know I said I'd like to look tougher... But this is a few steps beyond that... Aren't they?" I said, very unsure.
"Do me a favor and put them on!" commanded Philip, handing me the bloody cool pointed boots.

Thinking that I would soon take them off again. I reluctantly did, just to please Philip. Convincing myself that these boots would attract way too much attention. And that was definitely something I still wanted to avoid at all cost.

But when I did, I was astonished. These 2 inches high-heeled cowboy boots had the effect that I suddenly started to walk much more upright. Normally I slouched a bit when I walked. It felt properly exceptional to be just 2 inches taller. They looked extremely cool too. But nothing to outrages once the pants covered them up a bit. I had to wipe my eyes dry after I had watched myself in the mirror for a while. Falling around Philip's neck, I thanked him for the find. I kept them on after I walked out of the store with not one but two pairs of macho boots. 

It was nearly 11 o'clock already - almost time for my haircut appointment. We walked back to the car, and Philip drove us over there. It was on the other side of the city in a much classier neighborhood. It had high-end stores and very haughty-looking patrons. Philip had parked the Mustang in front of a block of luxury condominiums. I found it a little odd we parked there. Because there were no hairdressers or barbershops to be seen.

We did look a bit out of place there. But then again, the three of us did look pretty butch walking down the street. Unlike the urban 3-piece-suits that went about their daily business. Mark, in his old leather jeans and grubby denim jacket. Philip, in his modern leather biker jacket and ripped stonewashed jeans. And me in my shades, bomber jacket, and those fucking cool new cowboy boots. We were dressed to kill, so to say, as the three of us marched down the street. 

It was bang on 11 when we pressed the doorbell of Johnny 5's beauty parlor. Johnny, the owner, greeted Philip and Mark with 3 warm french-kisses each. As if they were more than just longtime friends. Johnny had a very feminine air about him. I normally had no issue with gay guys. 'To each his own' as my father used to say. But this girly Asian guy did creep me out a bit.

Johnny looked me up and down for a while. Looked over to Philip and said, "Yeah... You weren't kidding... This one does need a complete make-over."
That comment actually made me angry as shit. I had never enjoyed it when people talked about me when I was standing right next to them. Mark knew this, of course. So he quickly introduced me when he saw my sour look.

"Johnny, this is my brother, Benson Long... Ben, this is the award-winning hairstylist and tattoo artist John Wang Li."
John held out a limp hand for me to shake. Sort of in revenge, I grabbed his hand way too firmly as I shook it. That earned me a harsh slap around the back of the head from Mark. I let go and halfheartedly apologized to the hairdresser. But to say I was liking this man at the moment was a gross overstatement.

Johnny looked me straight in the eye and welcomed me warmly to his shop anyway. He had probably sensed that I wasn't all that comfortable here. So John invited us over to sit down at a large table in the center of the shop. He asked if we would like something to drink. Not having had anything since breakfast, the guys and I gratefully accepted the friendly offer. Johnny sat next to me and started to tell some amusing anecdotes about him and Philip and about tattooing Mark. Giving me the time to take in my surroundings. Looking at the hairdressing- and tattoo parlor area. He also had a large collection of jewelry on display. Mostly piercings, but butch necklaces and bracelets as well.

While the guys talked for a while, I got up and looked around a bit. Intently watching the hand-drawn tattoo examples pinned on the wall. There were a few pictures of clients as well. I instantly recognized a picture of Philip and Mark. Mark was getting his right arm and shoulder tattooed by Johnny.

"Did you see anything you like... Ummm?... Benson was it?" asked Johnny as the three men walked over to me in the tattoo parlor.
"You can call me Ben, or Benny, sir... And yes, sir,... I was looking at that picture of Mark, Philly, and you... But Mark... that was more than 5 years ago?... Wasn't it?" I asked, a little surprised by the timing.

"That's right, Benny," answered Philip. "... I was still going out with John back then... But Mark and I have known each other for much longer... We enlisted in the military at the same time, not long after that picture was taken."
"Ha... Right... I was wondering, though... Are you getting tattooed as well today, Benson?" asked Johnny eagerly.

Before Mark could answer, I said, "No sir,... Not today anyway... But if I do, I'd like you to do it... Mark's artwork is beautiful."
"Oh... You little kiss up!" joked Mark.
"Shush... This man has good taste!..." Hissed John Wang Li to Mark. "... Don't be jealous, Marky," laughed Johnny heartily. "But he is right... Your tat is one of my better works, actually."

"Well, if I do get tattooed, then I want a combination of a 3D-tribal flowing over from one arm into a sea monster on my shoulder and pec... You'd need to leave space for an anchor or some navy-air wings, though." I said without thinking about it.

"Oh?... Now, that's a creative idea... I can draw something up for you... I do love a challenge... But, Benson?... Are you not following these two into the army then?" gasped John, a little shocked.
"Nope, I am thinking of joining the navy as a pilot... But anyway... I guess I need to grow a lot more muscle mass before I even think about getting tattooed," I said half-jokingly.

"Good point... So, what can I do for you today, Benny?" asked Johnny. Laying his soft hand on my shoulder and looking intently at my rough emo hairstyle.
"I want... No!... I need... I need a much cooler haircut... This isn't me anymore!... But I am not sure what is possible, John," I asked doubtfully.
"Anything is... You got such a nice thick lanky head of hair... You just point me in the right direction, and I will work my magic," said Johnny happily. He was itching to cut my boyish hair into something much more befitting for a cool young man.

Johnny guided me to one of the hairdresser's chairs and handed me a stack of sample books. I sat down in one of the hairdresser's chairs, where I flicked through the style guide books. Nothing really jumped out at me. Other than that, these men and boys all looked very hot. To the point of arousing me. At which point, I had to adjust the dick in my pants to sit more comfortably. It made the 3 men laugh.

Embarrassed, I looked around the barbershop a bit. Just so I could avoid the guy's gazes. Next to the mirror hung three very stylish pictures in black and white. They made me think. In all three, I could see a bit of myself. The guy's behind me saw what I was looking at and fell silent.
"I would like a bit of all those three pictures... The short back and sides from the first, but a lot more faded from the bottom to the top... The combed back quiff from the second, but a bit more asymmetrical to one side... and Just some of the blond locks from the third!... And I want it yesterday, if possible," I said, fully making up my mind.

I could actually see myself with that hairstyle already.
Johnny clapt a hand in front of his mouth in amazement. Visibly getting a hard-on in his thin beige linen pants.
"Look what you did, boy!... Johnny got the hots for you now... I think he's in love," joked Philip as he saw John's member grow considerably in the mirror. Sliding his hand over the bulge and stroking it.
"Well, guys?... Help the man out then... I want him to concentrate on my hair... Not on his dick!" I joked naughtily. The four of us laughed loudly and long about that statement.

After a short while, John shooed Mark and Philip out of the shop. The Asian master was ready and inspired to get started. Philip handed me his card with the home address and the access code for the gated condo complex. And Mark told John to email the bill to him. Telling John to take good care of his little brother. Saying that if I wanted to get an earring, he would not mind that either.

Johnny made short work of it. In no time, my dark blond locks of hair flew everywhere. He made an effort to make small talk but hardly listened to a word I said in reply. At first, I could not understand what he was doing. Or if Johnny had fully understood what I had envisioned. But as the bulk of the work was done - and there was a lot of hair cut off by then - I could slowly see the final product emerge. John worked as a sculptor does. Seeing the result hidden in the block of stone before even removing one bit of the rock. Chiseling away until suddenly the bust appear that had been hiding inside the block all that time.

"Okay... before I bleach some blond locks into your hair, I'd need you to take a good look at the result so far," said Johnny, a little impressed by his own work. He angled two side mirrors toward me. So I could see myself reflected 3 times. And he showed me the back of my head as well.

"Oh yeah... that is so cool, Johnny... Even better than I had imagined it!... Is it wrong of me to say that I look hot?" I asked, gasping at the new me. I was already envisioning myself riding a motorcycle down some winding country lane into the sunset in my cool leather jacket and sunglasses. The new hair-do flowing in the wind.

"It's still a bit too short in the back. Give it a few months, and the hair will be just long enough to complete the look," said John, ever the perfectionist. "Benny, Do you really want those blond locks?... That would look a bit gay."
"Hell yeah... I said A... I might as well say B too!" I answered proudly. 

After John had smeared the bleaching fluid into some locks of hair, I had to wait 45 minutes before he could continue. In that time, Johnny had pierced my right ear and sold me a kinky silver earring with a thin black groove around the outside. And John even showed me some tricks to keep my stubble nicely trimmed. Shaving me with a cutthroat razor for an exceptionally crisp cut.
We also ate and drank a bit of lunch together since it was well past noon. I was feeling giddy by now. Unable to keep my eyes off the hot stud in the mirror that was looking back at me.

Johnny washed my hair and styled it into shape. The blond highlights gave the whole thing an exceptionally cool look. I put on my sunglasses and asked John if he could take a few pictures of me on my phone.
"I can do you one better, Benny... Let's do a proper photoshoot outside... The light is perfect now... I can email you the photos... It won't cost you anything if you allow me to use the photos for my model books... I think we hit upon something new here!"

He took me outside and took some photos. Some pretty sexy and up close, some very casual. But all extremely cool. It took him a while to get what he wanted. So much so that a small crowd had gathered outside on the sidewalk to see Johnny 5 at work. Later we watched them on his work computer in the store. And I felt John's hot dick press against my shoulder as we both intently watched the pictures in detail.

"I'd love to get one more nasty teasing picture of you and my new hairstyle, Johnny... To be more specific, with a mouth full of your big dick... To send to Philip and Mark," I suggested hotly to Johnny. Touching him ever so slightly. "That is to say, if you are okay with that... I don't want to get you into any trouble," I added. Now stroking John's shaft deliberately over the pants.

John considered me for a while. The smirk on his face grew the longer he looked me up and down. Suddenly, John grabbed me forcefully by the upper arm and took me to his apartment above the shop. It was a roomy place, nicely decorated. But that's not what he had dragged me up there for. He dropped his pants in a wink of an eye. And I gobbled the hot, beautifully formed cock up like there was no tomorrow. Johnny snapped a lot of pictures from all angles. But concentrating on the 'moment suprême.' Taking the dirtiest money-shot I had ever seen. With my new hairstyle in full view as Johnny's hot jizz splattered all over my tongue. The mark of a good photographer was clearly visible. Every shot of spunk was perfectly in focus and lit like a professional photo session.

Johnny worked some more on the gay photos on his home computer. I sat underneath his desk, sucking the hairdressing god off. Every now and then, John stopped working to play with the head bobbing between his legs. Loudly moaning and grunting while John picked out a few of the hottest pictures. I had given Johnny my email address, and soon I had a phone full of the hottest photos that had ever been taken of me. We hugged and kissed, thanking each other for the great service.

I grinned as I texted Mark and Philip, "I think I made a new friend!... I was wrong about Johnny 5... Nice, Oriental dude!" With that text, I send the hottest cum-shot photo we made together. And John emailed the bill to Mark. It was quite affordable. Because I got a 100% rebate. And a preferred VIP client account to boot.

I left with a goody bag full of free hair-styling products, a cool silver Cuban curb necklace, and a matching bracelet. John had given me some direction. So I would not get lost on the way back to Phil's place. Strutting my stuff, some young men and women smiled seductively at me as I walked past them now. Even a few bikers did a double-take at the cool young stud walking here. I could get used to that kind of attention, I told myself.

Philip's place had all the amenities, and it was huge. Both guys eagerly awaited my arrival, sitting on Phil's balcony. I let myself in at the gate, and Philip had already buzzed me in at his private elevator entrance. Phil's apartment studio was on the top floor of the condominium. It had a view to die for. And I felt right at home. And that was quite odd for a formally extremely shy kid.

"WOW... " screamed both men in unison as I walked in. "That's a look to die for, bro," added Mark, "... God, I wish you weren't my little brother... I would fuck you so hard, all day long."
"Hmmm!... Take a number, bitch!" joked Philip as he slapped Mark on his chest with the back of his hand. "I call dibs!"

"Right, gentleman... Here is what we will do... Marky-Mark, you lick my ass and loosen me up for your hot dick, NOW!... " I roughly instructed Mark. "Philly, you eat my cock, NOW!..." I commanded Philip. Both men jumped to attention and saluted me. Laughing hard. "But mind the hair!... Army bitches!... Navy rules!"
"But all joking aside... The change is remarkable, ain't it!... Mark, get over yourself, man... If you really want it, then you just come and get it, bro... I am not that picky... And neither are you by the sound of what Johnny told me about the two of you!" I said deadly seriously.
Mark got up the courage and tongue kissed me deeply. The three of us stood in the middle of Phil's open-plan living room, hugging and kissing each other as if we were about to have a nasty threesome.

"I'd think we'd need to take a rain-check until after you got that hot kinky virgin ass of yours opened up... Then we'll see if you still like to fool around with us army lads... We'd sure be up for it!" whispered Mark very hotly into my pierced ear. But loud enough for Philip to hear too. And he nodded at me, agreeing as well.

"Fuck... man, that is such a cool little earring," panted Mark. "... Good choice. Understated, but with just that little something extra... Just like you, Benson!... Plane but with a little kinky side to your personality."
"Well put, honey!" said Philip, happy.
"Let us go over what else we need to get you, little bro," smiled Philip after we had a little snack to eat and something alcoholic to drink.

"Jeez, Benny... I can't get over how hot you look in that hair-do... If that Theo doesn't like it, he is more of an idiot than he looks!... and you may quote me on that, buddy!" said Mark. Hardly able to contain his excitement.

"I think I want to get my own pair of leather pants... But also some casual stuff... I do like the look of those faded stonewashed pants of Phil's... Perhaps without the rips, though... That would look so much better than the stuff mom usually buys me... I think they would combine great with some casual polo shirts or with my leather jacket... And if you guys can help me pick what looks good on me, then I think I will just have to go clothes shopping without mom from now on!"

"Don't mind mom, Benny... She meant well, but she is stuck in the past," laughed Mark.
"Cool idea... Yeah, combining stuff is the trick here... Actually... Dude!... Do you know what looks really cool on light jeans like that?... Wait here a sec... I'll be right back!" said Philip as he ran to his bedroom. He rummaged around for a few moments and put something on. At least we heard a couple of zippers closing. And belt buckles were getting fastened. 

Philip came back with chaps over the faded blue jeans and a leather chest harness over his muscular pecs.
I gasped at the kinky leather stud. "Sir, fuck sir... May I please service your big cock?... sir."

"I take it you would like something like this too, then?" asked Mark. More than a little curious about my answer.
"WOW,... would I ever!" I yelled in horny anticipation. "I didn't think you two were into that whole kinky leather shit as well?"
"There are lots of things you don't yet know about us, bro," laughed Mark, "... Give it some time, we'll show you what we'd like to do... Jeff Skyler could learn a thing or two from us!... Only difference... We know when to stop and how far we can go."

Philip put a black hoody over the harness. In bold yellow letters, it said 'Army' on the front. He then took us downstairs for a second round of shopping that afternoon. After we got a boatload of cool but casual clothing for young guys like me, we found ourselves outside an adult leather store.

We browsed the shop front a bit. All kinds of leather gear and bondage tools were on public display in the window. The entire shop was filled with all types of sex equipment that I had not dared to dream about. It reminded me strongly of the dungeon under Watermann's gym. And I got a bout of unhealthy nervousness again. Making me edgy and uncomfortable.
I was 200% sure I would not be allowed inside there anyway. 

Phil saw my worried, anxious look and said, "Don't be shy, kid... You're with us, and they won't bite... Let's go inside and buy you something, little bro."
Well, Phil got the wrong and of the stick there. I gut-punched the 25-year-old army lieutenant for calling me his little bro. Screaming, "Fuck it... Philip!... I told you not to call me that!... I can't go in there anyway... I am way too young for that!... And I am NOT your little brother either."

"Actually,... " grinned Mark holding me back from punching his man again, "... Philip could be your brother-in-law if he will have me."
Philip nearly cricked his neck when he whipped his face around to look at my older brother in utter disbelieve. But it was true, Mark had indeed suggested - right then and there - that he wanted Philip to become his life companion. I think I grasped the gravity of the whole situation well before Philip did. 

By now, the shop assistants had rushed out. Watching us argue in front of their shop. I had taken a few steps back to give Mark and Philip their 'personal space' in this oh-so-public area.

Mark dropped on one knee, looking lovingly up at his man. On his outstretched hand, he presented a little black box to Philip. Saying, "... Philip Johannes Parks, Will you marry me?..."
The butch leather-wearing men from the adult leather store choked up as Philip wholeheartedly agreed with the unexpected marriage proposal.

One of the men took a few photos. Another had taken me aside to comfort me. Telling me that the age limit in their shop was 16, inviting my friends and me inside. Away from the public gaze. Not at all sure if I needed to run or obey. I just followed after Mark gave me a little nudge and a wink.

Inside, Mark and Philip got congratulated by everyone. Email addresses got exchanged so they could receive the proposal pictures. I just stood there rooted to the ground. Looking wide-eyed around me in amazement. Only 2 or 3 customers were milling around in the shop. But half a dozen shop assistance got to witness the whole thing.

Philip looked over at me and grabbed my attention by opening his arms wide to me. I ran over to him, jumped up, and flung my arms around my new big brother's neck. Apologizing profusely to him. Telling him, he could call me whatever he wanted.

Philip looked at Mark, then back at me, "Hmmm, Mr.B... Would you do me the honor of being my best man?"
Mark teared up. And so did most of the shop's butch sales assistance guys. I had never seen grown leather men cry. But everyone got very emotional. A bottle of champagne was uncorked and glasses filled in celebration.

After that, I had gotten a full tour of their shop by a beautiful strapping man in a pair of faded blue jeans, a harness, and a biker vest.
Philip called to the other guys, "Okay,... Listen up!... Mr.B needs;... A 5 pocket jeans; A classic biker jacket; A chest harness; A leather baseball cap; a half dozen fine jockstraps in black cotton; A few pairs of leather jockstraps; Biker pants with a double zipper; Chaps; A double zippered under Chaps; Some halter-top shirts; A leather vest; A whip or flogger; Rist and leg restraints; A black dildo long and narrow; A set of anal training plugs; A set of Silicon cockrings; A narrow metal cockring 45 millimeter; Leather ball-gag; A silicone anal douche; A ball razor and body hair kit; lube; toy cleaner; leather-cleaner; anal condoms for a 7-8 inch dick... And Mr.B does not like a lot of chrome! He loves his leather to be all black!... And throw in a remote-controlled vibrating toy while you're at it!... This man likes to play!"

"... Did I leave anything out, Benny?" asked Philip out o breath.
"No,... Don't think so, sir... But I can't afford all that, man!" I answered gasped.
"Don't worry about that... said the shop's manager... We can work something out... You heard the guy... Get to work... measure Mr.B up and get him kitted out!" called the manager to his men.

"I do hope this stuff comes with instructions... " I panted as I got placed on a small table. Where every inch of my body got measured up. I got poked and prodded, touched, and stroked. And before long, I was horny as hell and half-naked in the middle of the shop. Only just out of sight of the open shop windows. I caught myself looking over there and told myself to just go with it. No one knew me in the big city anyway. "Be brave, kid," was the phrase that I kept repeating to myself, "These guys must have seen naked men before." 

Before long, I got handed a full set of leather gear. And was being ushered into the fitting room. The youngest shop assistant, no more than 19-years-old himself, stepped into the large cubicle with me. He introduced himself as Eric. The tough-looking punk-rocker was built along the same lines as me. Skinny and tall. Eric had short-cropped spiky hair. Dyed in a vibrant pinkish-red color. Wearing a thick padlocked chain around his neck.
"Cool, shall we see if this fits?... " asked Eric as he repositioned his cock in his leather pants with a double zipper.

"Ha,... Excuse me?" I joked, "I thought I was here to try on some clothes... But if you want me to try your cock, then I have some bad news for you, Eric... I am saving my virgin ass for someone special." I laughed as I gave Eric a dirty wink. Eric, realizing what he unwittingly had done, laughed hard too.

"Anyway..." I sighed, "Hi,... glad your here to help me, Eric... My name is Benson... But you can call me Ben... Or... Ummm?... Sir or Mister."
The realization that I was a lot more butch than my current appearance had foretold made Eric shiver. And that made me think that this guy was probably someone's slave.

"Shall we see if these fit on you?" asked Eric handing me a pair of silk kickboxing shorts. I dropped the Nike running pants and my underwear. I could feel Eric's eyes gleefully watching my ass when I had turned around to put them on.

After that followed short leather pants. Eric cupped a feel of my aroused cock as he checked the fit around my goody bag. Next, the cotton jock-straps. Eric stuck a finger on either side to pull the front into place. He looked, grinning up at my reaction to his touch. I smiled down at him.

Then I got handed a pair of leather jeans. There seemed to be a few parts missing. The seams at the bottom were left unfinished. When I pointed this out to Eric, he laughed. "They are made to order... We get your general measurement and let them out or pull them in where needed... That way, they will fit perfectly over your twinky bubble butt." Eric playfully slapped my leathered ass. Marking the width and length to indicate where to sew the open seams closed. Handing the marked pants back to an assistant outside.

Next, I got fitted for the other leather pants and the chaps. Eric turned my naked ass around as he zipped up the chaps from top to bottom. My half-hard dick rubbed all over the dude's face. Suddenly I noticed quite a large hole in the side of the fitting room cubical.

"Hell,... What's that for?... " I asked Eric, scared, "Are we being filmed?"
"Oh no, that," he replied casually, "That is called a glory hole... if you stick two fingers through it, you can indicate to the guy on the other side that you want to suck him off... You have sucked cock before, haven't you?... You can try it later while we wait for the tailored gear to come back if you want."

"Realy?... hmmm, sounds... well... interesting... And yes, I have taken a few loads down my throat already," I said. Suddenly feeling 15-years-old again after that question. After the last couple of days' experiences had made me feel at least 3 or 4 years more mature than my 17 years.
The chaps got handed off to an assistant outside the fitting room to be cut to length. And he handed a leather jacket to Eric. It was the exact same as that Jeff -fucking- Skyler had on yesterday. I stuck my head around the fitting room leather curtain.

"I don't need this!" I called to the guy, "I already have a nice leather jacket at home... And this is way too fucking expensive... I expect it would be too small for me in a couple of years anyway."
"Yes, sir,... Mister Parks told me you would say that," laughed the other assistant. "He also told me to say that you MUST try it on and feel the difference... Besides, it's already paid for!... And mister Parks said that every guy needs to have at least one classic biker jacket in his wardrobe if he wants to ride a motorcycle, Sir."

I swung the fitted leather biker jacket over my shoulders. And looked angrily in the fitting room mirror. Eric adjusted the side laces to the narrowest setting. Zipping the coat closed, and pulled the sturdy belt through the friction closing belt-buckle.

My eye's lid up. The tremendous weight, the intoxicating smell, the sturdiness, even the sound it made when I rubbed my arms against the chest were something I had not experienced before. This jacket was the coolest thing I had ever seen. There was a real difference between the thin imported leather coat I bought yesterday and one handmade by the guys in this store. And best of all, it was all in thick black leather. There was not a spec of chrome insight.

Eric stood behind me and asked, "Looks like you like it, sir." Pointing at my pre-cum leaking cock directed to the mirror.
Turning around, I hugged Eric. "Can you help me out here, man?... Or do you... do you need to ask permission?" I asked, holding his padlocked chain up.
"I'd love to help you out, bro... My master does not mind me fooling around while I am at work here... But good of you to ask... However, you said you wanted to save yourself for someone special?" asked Eric, somewhat confused.

"Ha,... My ass, I want to safe... I'd like you to have the front if you want, dude!... Anything to dump a load... Right Now!" I called, trembling on my feet.
Instantly Eric unzipped the double zipper pants of his and eagerly dropped to his knees. Taking my whole cock like a lolly-pop.

I saw movement on the other side of the glory hole as well. Thinking I could use all the training I could get anyway. But I let Eric show me how he liked to please his man first.
After the lad had sucked me deep, I lent over and stuck two fingers through the glory hole to beckon the man behind the partition to come and join the party.

Two zippers opened the leather flap of this guy's pants, and a thick hairy cock appeared through the glory hole.
"I'll leave you to it then..." suggested Eric.
"You do nothing of the sorts, boy... He's big enough for two... Besides, you can show me how it's done!" I panted hotly.

We sat on either side of the older guy's cock and let our tongues do the talking. Eric took the hairy nuts and shaft. I licked the thick cock-head around the bottom. Sucked him off for a while. Then licking the left side of the pole down. While Eric slobbered the right side of the rod up. We met in the middle. Working on either side, going up until our tongues fought over the glans together.

This was way too much for the man behind the partition wall, loudly announcing he would cum. He could not pull back. I held onto the thick metal ball stretcher that he wore. I repositioned and let the guy dump a load over my tongue into my open mouth. Swallowing most of it before kissing Eric. I ordered him gruffly to lick the dude clean. Inspecting his work after he was done.

The older guy pulled back and got replaced by a very long and veiny black dick. With the biggest set of hairless balls, I had ever seen. I took him first. Sucking him as deep as I could manage. Then I asked Eric if he wanted to have a go too and if he'd like me to screw him while he did so. Eric did not mind that one bit. He took the chocolate treat in his mouth and raised his ass for me.

Licking Eric's asshole, I could hear him scream in pleasure and a little pain. Worried I was doing it wrong, I stopped and looked questioningly over at Eric.
"Don't stop, please... It's my cock-cage... It's too small for my hard-on... Please fuck me, Mr.B... Fuck me real hard... Gag me over this dick... Oh, please... I want it..." said Eric without ever taking the chocolate monster out his mouth.

I nervously asked if Eric would like me to use condoms or lube. Realizing that I had neither to hand. But Eric just stuck a wet finger up there and spread his cheeks apart for me. I looked at the hot, winking asshole and went for it. I slid in ever so slowly after I had wet my dick with some more spit-lube. It was clear that Eric was used to getting plugged like this. And was loving the feeling my cock gave him. Loudly grunting as I pushed the last couple of inches in with much more force. Slamming my nuts to his. Pushing the black cock deep into his throat at the same time.

We screwed for a long time until I was ready to blow my load. I roughly asked Eric, "Spit, Swallow, or Breed, boy?"
Eric pulled off the black sucker and turned to me. Asking, "Breed me, please, Sir!"

His answer got me properly hot. I had never shot a load inside someone before, so I went at it like a mad man. Making Eric brace himself on the partition wall. The black dude watched me fuck a big load into the skinny punk's ass with pleasure. And pull out, then slam back in a few times to push the cum deep up Eric's rectum.

I turned Eric around and pressed his ass to the glory hole. Watching how the black dude filched my cum out of Eric's asshole. And pump his own nasty load right next to mine. In slow-motion, Eric dropped, panting to the floor. I took the opportunity to suck the last squirts of man-juice out of the thick and long black cock. Even gagging myself quite a few times over him. Apparently, the big guy wasn't quite spend yet. Because after I choked myself on his dick a little too long, I felt a few thick globby shots of hot jizz disappear directly down my throat. God, I was so fucking hot. This was all so fucking nasty. This was what had been missing with sex with girls. I was properly excited by it all.

Right when we were all done, the other assistant came back with all the clothes they had tailored to my size. Eric helped me try them on one last time before we headed out to the shop area again.

Eric took the clothes to the counter, and I walked over to a group of men watching 2 butch dudes going at it in a sling. The store manager called me over to the group. Watching me in extreme pleasure. I wore the leather jeans over my new cowboy boots and a plane chest harness over a black Sexy T-shirt with the text Leather Master. The black leather biker jacket and my sunglasses completed the new look. When I heard a few cameras click, I stopped and posed for some photos. Even stuffing my hand down the extra-long fly to stroke myself a bit. Or licking my leathered arm in worship. But the best shot they took was of me pinching a nipple and looking seductively over my sunglasses while rubbing my bulge.

All horned up, I walked over to the knot of men around the sling. Both wearing chaps and harnesses. Laughing as I realized that it was Mark railing Philip's leathered-up ass. I stood behind Mark and pressed my hard dick against the pumping buttocks of my brother. Annoyed, he pushed me away. Not realizing it was me.
"Okay... Okay... You don't know what your missing, dude... I bet Philly would like to help me out, though!" I joked as I walked around the side of the guys.

Marks and Phil's eyes nearly dropped out their head as he saw his little brother, dressed in full leather for the first time. Standing next to Philip, I offered him my cock. When he did not move, I lent over a bit more and forced myself in there. He could do little else than suck me off. "Close your mouth, Mark... It's getting drafty in here!... Are you boys nearly done?... Oh god, Philly... Slow down, dude... I know you're hungry... But you don't have to eat my nuts too!"

I pulled out Phil's throat and walked back over to Mark's rear end. "The rear admiral asks permission to come aboard, sailor..." I whispered hotly in Mark's ear. Pushing him onto his fiancee's chest. Sliding my still hard dick deep into Mark's lubed ass.  The crowd around us went wild. Mark wanted to get up, but Philip had locked his arms tightly over his man's back. Ordering me to prep Mark's ass for his big cock. So that is what I did. Without any mercy or remorse. I even grabbed onto Phil's forearms to get more leverage. Pumping my big bro meanly. I wasn't going to breed him. So when I was nearly done, I slowed the floorshow right down. 

Bending over to lick Mark's sweaty neck and to nibble his ear. Whispering to him, "Was that good for you too, bro?" While softly pumping him a few more times before carefully pulling out. Philip, who was the only other guy who had heard me, beamed at me. "You made him come 3 times, little bro!" Philly whispered pantingly to me as he kissed Mark. Still holding him tight.

"Okay... Who has the cum-cloth?... Cleanup in aisle 3!" I cheered as we broke apart, panting.
Eric came running with 3 large complimentary beach towels. The design was of the leather-pride flag and had the shop's logo on them. Guiding Philip and Mark to the backroom to clean up.

The manager had asked one of the bouncers to take us home. Helping me load all my new gear into his beat-up station wagon. I stood at the counter, waiting for Philip and Mark. The manager came back with a black cloth baseball cap. He put it back-to-front onto my head with a dirty grin. Asking me if I'd like to take a group photo in the evening sun with him and his guys as shop-promo. I took the baseball cap off and looked at it closely. The leather flap had Mr.B in big letters stamped on it. I grinned over at the manager and his assistance. 

Agreeing on the condition that Eric would stand next to me and that he would give Eric a "raise". Telling him that Eric was the best part of the whole experience. I wasn't sure how he would react. I looked sheepishly down a bit. Suddenly noticing that Eric and I must have sucked him off earlier. For he was the one wearing leather pants with the zippered flap.

 While we took the group photo outside, I sneakily asked the manager if I could keep Eric as well. He laughed hard and firmly told me, "No!... This Slave is mine... Tonight he will serve me, as Slave has never done before... And he will like every minute of it without question or comment."
"Thought as much!... Wishing you a lot of pleasure then, sir," I answered with an understanding smirk.

The formidable-looking shop's bouncer Brian - the black dude whom I already had the pleasure of serving once - drove Philip, Mark, and me back to Philly's place. The four of us giddy with laughter and still horny as fuck. The station wagon fully ladened with all my new leather and sex-toy gear.

Mark told him to cruise around the capital a little. Seeing as I could not keep my hands off Brian's thick and long brown meat stick. I gave the bodybuilder a nice bit of road-head. As Brian took a long way round to Philips place. The guys in the backseat also enjoyed the ride.

Right when we stopped outside Phil's garage, I got brutally slammed down over the big 11-inch black cock. Brian could not take it anymore. He choked me on the dick and let out a primal scream that made the neighborhood's dog start to bark. I had the entire thick monster cock - balls deep - in my throat as Brian forced the cum deep inside. His hips even twitched up with every shot he unloaded. 

After his seemingly never-ending supply of jizz had finally dried up, I slowly got up from the cock. My eyes fool of tiers and gasping for breath. But with an oh-so-dirty pleased grin on my face.

"Wow, Brian,... that was a lot to take in all at once... Shit, you're so big, man."
"Yeah,... I know... But what amazes me the most is that you took it all... And gobbled all of it up, kid... Not even many grown men can handle this one... But you did!... If you ever want more black meat... Give me a call!... You're fucking amazing, Mr.B," Brian said pantingly in disbelieve.

Philip asked Brian if he wanted to come up for a drink. He declined, saying he had a wife and kid to go home to. But that he would help us carry my gear up. I gave him a bro-hug before he left. Telling Brian what a great time I had playing with his big cock.

While Philip and Mark prepared dinner, I laid out all the clothes on the couch. Removing the sale's tags and sorting them into possible casual outfits that would not scream, "He's gay!" But rather called "Look, there goes a hip tough popular sporty stud!"

"Why don't you go take a shower, Benny... Here, let me show you where it is," said Philip. I took the anal cleaning douche and the beach towel I had not used with me. As well as a set of 'night clothes'. Philip put a brotherly arm around my shoulder and showed me his wet room, as he called it. It had a fucking jacuzzi, sauna, and all. Phil ran the tub for me as I got undressed. He took my leather clothes back to the living room, and I welcomed the well-deserved soak.

I got dressed in assless briefs, dark gray jogging pants, and a skintight hoody t-shirt. We ate dinner and discussed the plans for tomorrow. I told the guys that I had a few misgivings about going back to Watermann's gym that Friday. But they dispelled all my 'what-if' scenarios.

"Are you still worried about that Jeff Skyler asshole?" asked Mark.
"Yeah, a bit... well, a lot actually," I answered.
"Don't be... we will come to work out with you tomorrow and next Wednesday... And if you don't like it, we sign you up at another gym."

"Let's pick out an outfit for tomorrow, Ben... And put the rest in the suitcases and these weekend bags... We leave around 8:30, so set your alarm for 7:00 sharp," suggested Philip. "Oh, and then there is the matter of the motorbike... Do you want to see it, Benny?... Put on a jacket, kid and follow me to the dungeon." joked Philip. 

The guys took me to Phil's garage. Against the back stood a dusty 250cc Honda street-legal cross bike rally addition. With a custom black paint-job and tricked out with lots of extra's. My mouth dropped to the floor. It was every growing boy's dream to own a machine like this. And Philip just handed me the keys and his carbon black cross helmet.

"Either you take it... Or I sell it to the highest bidder on eBay..." said Philip, utterly pleased with my disbelief.
"Try the helmet on, bro... If it doesn't fit, we'll buy you a new one tomorrow before we leave," said Mark.
The cool helmet didn't quite fit. But the look and feel it gave me were amazing. 

The thick classic biker jacket, the gray jogging pants, and the pointy black cowboy boots made me look exactly how I perceived my new personality should be. Tough, strong, and self-assured.

"Clothes really do make the man," smirked Mark watching my pleased reaction. Philip slapped a hand on my back as I sat on the cross bike. I grasped Mark's hand and squeezed it tightly in thanks.

The three of us wrangled the bike into the bed of Philip's pickup truck. It just fit, but the tailgate would not close. We strapped it down, good and tight. Phil also put all the spare parts and oil, lube, and cleaning stuff in boxes in the truck. Handing me a thick folder with all the bikes paperwork.

Well, as you can imagine. That night I went to bed on Philly's couch with the widest grin on my face. Not a care in the world. Hoping this adventure would not end anytime soon. I had the hottest wet dreams. Getting to play with all kinds of rough leather types and soft, cute biker boys. Getting my rocks off at every turn of that leather dream. Guided through all of these new experiences by Philly and Marky.


< Continued in Dreaming of Leather men - part 4 of 8 >


Thank you for reading this story. 
Please, give it a Like or a Comment if you are so inclined. 
That is always much appreciated! ;-)

(C) StrykerJ: January 2021

by StrykerJ

Email: [email protected]

Copyright 2024