Teenage secrets - Growing pains

by StrykerJ

7 Jan 2024 8520 readers Score 9.2 (73 votes) PDF Mobi ePub Txt


Index:
1) - Teenage secrets - Growing pains - Next-door neighbor was the best babysitter ever.
2) - Teenage Secrets - High School Bully - Getting a whole new lease on life.
3) - Teenage Secrets - Coming Out - The worst coming out Roy could have imagined.

Introduction:
Roy Miller, a bespectacled geek, wasn't as worldly as his classmates. Miller grew up living next to his neighbor, Joshua Cox. He admired the tough, muscular man. When the Millers left their son for a business trip, they asked Cox (27) to babysit the horny 15-year-old virgin. Josh Cox took Roy Miller under his wing and made the boy keep a few naughty secrets.


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, 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 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. 

Thanks for reading:
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Teenage secrets, growing pains.

Next-door neighbor was the best babysitter ever.

Josh, my new next-door neighbor, was a tough guy. Well, he looked the part when he first moved in. Two years ago, the then 25-year-old followed the moving van on his big motorcycle. It stopped outside the vacant house next to ours. I was shooting some hoops outside as he stepped off his bike. One look at him and my parents warned me to stay away. They even ordered me never to talk to him.

Roy Miller feeling proud and cool in his new leather jacket- AI-generated image / Mage.Space -
Biker Boy - Roy Miller (15) for the first time
feeling proud and cool in his new leather jacket.

I was 13 back then, and according to my school friends, I was a regular dork. They bully me a lot. They call me names or play mean pranks. I kept this a secret from the teachers and my folks for years. My parents told me - time and time again - to make some friends or find a girlfriend. To stand up for myself. But they failed to explain how a shy guy like me could do that. 
Heck, my father tried. He wanted me to learn to fight. He took me to one of those boxing gyms that claimed to build a boy's confidence. The opposite thing happened to me instead. I got ridiculed worse in that gym than at school. My Mom had always insisted on hiring a babysitter whenever they left me home alone, even at 13.

Well, the closest I came to a girlfriend was with one of the babysitters. The 17-year-old Amy had big tits - long blond hair. You know the type. But she only took the job to experiment with me. I wasn't ready for sex at 13, far from it. But she made me do stuff anyway. Amy could be rather mean if I resisted her too hard. 
She had sucked on it. She was making the thing go all rigid. Amy seemed to enjoy that. But I was too scared my pisser would never go soft again. The babysitter even made me cum for the first time - quite a weird experience. I didn't understand what was going on. Shooting all that sticky white stuff out the top where usually piss came from. I could not stop it. It made me tremble all over. The experience felt pretty intense, though. Amy explained later that stuff was called sperm. The babysitter teased me for not knowing that. She licked it off her fingers and liked it.

One day, Dad caught her just before she was going to stick my 13-year-old weenie inside her. Amy had made sure I was nice and hard. She was lying on her back with her legs in the air. She pulled her front bottom lips open, pointed to the whole that appeared, and demanded that I stick my thin 5-inch pisser in it. 
Amy got a nasty shock, though. Right then, my father stuck his head around the edge of the door. He was looking at his red-faced boy with his twig poking out the boxer shorts. I was nearly crying. Not about my father catching us. But how mean Amy had been. Shit, no one ever educated my brain about the birds and the bees at 13. 

Heck, if I had known, I could have been having sex at that age. I did not know what sex was. And the school friends who had already made love never told me either. They just laughed at me if I said something stupid about the subject. If only I had stopped whimpering. Telling Amy I did not want this. It was this that had drawn my Dad to my room. The babysitters, after the 17-year-old Amy, were a lot older. 

My parents sat me down one evening to have 'the talk' with me. It only confused me more. The following day, the school nurse nearly toppled off her chair when I asked about it. She got really angry with me. And she did not explain why. The woman sent me straight to the principal's office. 
The principal glared angrily at me, too. I still could not see what the big deal was. Amy and I only kissed. Amy sucked on my weenie, making it all nice and hard and wet. She forced me to lick her front bottom, too. It tasted yucky. But she made me do it. If I only had known then what I know now.

The PE-teacher held me back after gym class. He sat me down in his office and made me watch one of those government movies about puberty and making babies. A whole new world opened up for me. 
The coach explained what I did was very wrong. I was much too young for that stuff at 13. I tried to explain that Amy made me do it, that it was all her fault. Even blaming my parents - something I generally would have never done - for not telling me about intercourse.

The coach forbade me to talk to anyone about this. He scared me. Saying, "At least you experimented with a girl and not a boy... They would have done much worse to you... You are such a little nasty, attention-seeking geek, Roy Miller... Here... Take these leaflets and study them... Make sure you keep them hidden!...

I could have done with a lot more information. But the PE-coach sent me away in disgust. Muttering, "Sex at 13?... My father would have flailed me half to death!... I bet that kid will be sucking cock next... I hope the bullies don't get wind of this pussy!..." I heard those remarks from the hallway. It set my brain in overdrive. Guys could have sex with each other, too? I never knew that. Well, how would I? I was only 13. And certainly not as worldly as other classmates my age.

Well, I kept all of this a secret, even from my parents. But I still had lots of questions. There was one thing that kept my brain awake at night, though. I started having sex dreams. Dreams with other men. Older, tougher men. Men who would protect me from sex with the school bullies. And when I awoke the following day, my pajamas were wet.
This went on for a couple of years. My mom even took me to a urologist. I think that she thought I had started wetting my bed again. I had not tinkled in my bed since I was 5. But I was too scared to tell her what had happened. When I finally told a friend in class about the dreams, he grinned with a pitying smile. I knew Chris had sex already. Well, he said he had. But he bragged about stuff a lot.

Chris leaned over and whispered quietly, "Do you even jerk off, Miller?... Or is your dick still hairless?... Never mind, find yourself a quiet spot, like a bathroom... And play with your dick... Push the skin up and down... Holding it in your fist, if it's big enough... Otherways, two fingers will have to do, twerp..." he joked meanly. 
"Jacking off makes me feel good enough to shoot it..."
I had no idea what 'it' meant.
So Chris continued, "... It's even better when someone else does it to me... But make sure you bring a sock or kitchen towel along to catch your boy-pudding..."
"My what?..." I asked quietly, feeling stupid.
"Geez... You are such a noob, Roy Miller!... Your spunk... Your jizz... Your nut..."

"I don't understand?... How would that help with those dreams?..."
"Dude... Use your brain!... God damn... Are you actually that stupid, Miller?... If you cum, while wanking off before bed, you may wake up dry... Wet dreams are nice... But messy..."
"How often do you -..." I started to ask him.
"I am not going to tell you, dirty little pervert..." he said and stomped away, feeling awkward. It was weeks before he spoke to me again. I had finally connected some of the dots. I understood how playing with my own dick might remedy the embarrassing accidents. Those wet dreams taught me more in one night than I had ever learned before, though. But I was a heck of a lot wiser now.

Just after my 15th birthday, my parents unexpectedly needed to leave me home alone again. But they could not get the regular babysitters to look after me. Some had given up on me. Telling my parents I was old enough to look after myself now. This would have been true for any other guy. I was old enough. But compared to others my age, I was too shy, easily scared, and embarrassed to learn to stand up for myself. I was a wimp, and I knew it. I desperately needed a male role model. And my parents were desperate enough to ask the next-door neighbor. 

They called me outside to introduce me to Joshua Cox. Mom told him that I knew how to warm a microwave dinner. And that he only needed to check up on me from time to time. But Joshua Cox had insisted I would stay with him. Telling my folks he would love to play some ball with me. Pleased that he would get to know me a little. Mister Cox told my folks that I could even use his spare room. 

My father loaded the car with the suitcases for their work trip. Mom rushed inside and returned with an overnight bag and a spare house key for me. She instructed Joshua on what I should and should not eat, and my bedtime. She even handed Josh a couple of diapers. She embarrassed me without knowing it. Mom still treated me like a baby. But I was 15 already. 

Mister Cox and I waved goodbye to them. That's when my life got turned upside down.
"You're finally free, Miller!... Let's have some fun..." he smiled as he looked at me, watching my parents disappear around the corner.
"Yeah... I'm surprised they even asked you... They don't like you at all... I don't know why, though... You seem nice enough, Sir..."

"Ha... Right... Parents... Go figure!... Call me Cox, Miller..." Josh Cox said with a smirk. His hand adjusted the package in his tight jeans before he shook mine.
I could not suppress a childish smirk at the name Cox. It sounded too much like Cocks. This did not go unnoticed by him.
"Hey Miller... I've noticed you looking at me from your bedroom window... It looked like you were stroking your Cox... Did you like what you saw, Miller?... " he winked nastily at me as he took my overnight bag from me. Pushing me ahead of him into his garage. I blushed several shades of red. This was painfully accurate. I had been running to the window whenever I heard his bike rev up - hoping to catch a glimpse of him wearing his biker outfit. Josh had several of them. I love the butch all-black outfit the best, though. He looked so tough and burly in it. I had dreamed about him fighting other men.

Sweat broke out when I spotted one of those jackets hanging on a peg near the door into his home. As we walked past, Josh grabbed it and grinned a dirty knowing smirk. 
"Are you going out?... Should I leave?..." I skittishly asked.
"Nope... I want to see how you look in it... Miller... Let's be frank... You got a thing for me... Don't you?... Well, whatever that is... I hope to find out... But I know what that might be, little bro... Here, turn around... Watch yourself in the hallway mirror..." Josh said as he pushed me in front of him. 

And then the best thing in my life happened. Cox helped me into his tight, classic black leather biker jacket. Well, it was snug whenever Cox wore it. I nearly drowned in it, though. I wore a size M. This was a heavy 3XL jacket. Yet, it felt amazing. It smelled even better. It smelled like Josh. I loved the texture, the weight, and the look. I watched myself in the mirror. Nearly toppling over backward. But Cox was there to catch me. Like he had been in my secret dreams. However, I never looked or felt this cool before, not even in the hottest and wettest dreams.

Josh Cox did not say a word. He just let me look at us in the mirror. My body pressed to his front. My hands wandered lustfully over the jacket. I heard the leather creak. That turned me on even more.
"Hmmm... feels nice, doesn't it Miller?..." Josh asked softly.
"Yeah... I love it!... It's much too big for me, though..." I sighed.
"Right... But I knew you liked the look on me... I have known for a while now... Are you into guys?..." Cox asked without preamble.
"Hmmm... The look of those outfits... SURE!... Not sure what you mean by 'guys'..." I muttered shyly.
"Okay... let us go sit in the living room, little bro... You and I need to talk about the birds and the bees... Man to man... From what I heard, you could be more outgoing... But you seem to have a lot of questions..."
This was perfectly true, also. But I was stunned to hear him say it. How could Cox know that?

Josh Cox dumped my bag on the white leather couch in front of the wide-screen TV. I sat nervously next to it. I clutched my bag as if it was my security blanket. Cox left to get us something to drink. When I looked around the room, I started to like it. Josh wasn't prudish like my parents. The art on the walls, the marble ornaments on the dressers, and the amount of leather furniture were terrific. They oozed a certain erotic quality. It was a bit suggestive. But all nicely done. It struck me that the pictures and paintings all depicted strong, muscular men like himself. Josh was a bodybuilder - A manly man. And that was probably why I liked looking at him. Josh Cox was everything that I wasn't.

Cox returned to the living holding two drinks. 
"These are called Trojan Horses... It's a Guinness beer and Coke... Just try it... If you don't like it, I will get you a regular Coke... But remember, this has alcohol in it... So it's best not to tell anyone... You need to be 18 for these..." Cox said with a naughty wink.
"Yeah... Mom would kill me if she knew... Thanks, though... Mmmm... Not bad..." I said, eagerly sipping the beer.

Cox sat next to me on the leather couch. He put an arm over the back of the sofa behind me. I suddenly felt all warm and fuzzy, not because of the beer or my surroundings. But I finally noticed the man had put on thick leather jeans. Josh still wore the white sneakers and the linen lace-up shirt from before.
"Oh?... You changed clothes... Shit sir... I love that look on you... I wish I were brave enough to ask my Mom for a jacket like this... It's so tough... I bet the bullies at school would stop..." I took another sip from the beer and enjoyed it.

"Slow down, Miller... remember alcohol can get you drunk and stupid..." Cox said and took the glass out of my hand. He ruffled my hair as I looked a little disappointed at him.
I don't know what came over me; I put my head against Josh's chest and a hand on his leathered leg. I even moaned softly as the athletic 27-year-old wrapped his arm over my shoulder. He stuck his hand under the leather jacket I wore and stroked my skinny chest.

Josh Cox took out his phone and took a picture of us snuggling.
"Is this what you have been dreaming about, Miller?..." he asked.
"Nope... This is much better!..." I panted.
"How old are you now, Roy?..." Josh asked calmly.
"I just turned 15, Sir..." I answered.
"Cool... Any girlfriends?... Or boyfriends?... I mean... people you can have sex with?..."
"No way... I don't have a death wish..." I said in shock. Thinking about what my parents would do to me if they knew. "Do you have a boyfriend, Sir... I mean, I've seen a few guys leave your house when your bedroom light is switched off..."
"Ha... peeping, too?..." Josh laughed, "No one steady... But there are plenty of guys to have sex with... I am gay... Do you know what that means?..."
"You... Uhmmm... it means you have sex with men... Am I right?... What's that like?..." I asked, looking up at Mister Cox.

"Straight to the point... I like that... Well, I don't know how to explain this to someone as young as you, Miller... But I like it... It's like sex with women but more... Uhmmm... How should I say... More direct..." explained Cox to me.
I had seen the bump in his leather jeans swell. The cockhead was visible. My own was about to break through my shorts as well. I was talking boy sex with the man I had secretly dreamed about for a year now.
"Are you hard, Miller?..." he softly asked me.
"Yeah... a bit... Is that bad?... I have sexy dreams about men all the time now... What does that mean?..." I said before I could stop myself.

Cox did not say anything. I took the beer from the table and took another sip. Just to have something to do.
"Tell me about those dreams, Roy..." said Joshua Cox after a long time.
"Well... I don't know... It usually involves big, strong guys... saving me from the bullies at school... Or from my parents... I go to thank them... And end up having to kiss them... Or they demand to take my penis and stroke it hard... But just before I cum I wake up... Feeling disappointed... What's that all about?..." I asked worriedly. 

Cox took a while to answer my query. It made me feel stupid again. He was choosing his words carefully, though.
"It means your brain is telling you to figure out what you like... To try to experiment with sex..." said Cox, calmly subdued.
"What do those men look like in your dreams, Miller?..." he asked curiously.
"Big... Strong types... Mostly older... Heck... They look like you!... Dressed in leather clothing... They scare me, but I can't stop watching them either..." I shivered.
"Bikers?..." Cox asked with a knowing grin.
"Yeah... Some are..."
"Have you ever ridden on a motorcycle, Roy?..." Josh asked.
"With my parents around?... You must be kidding!..." I joked.
"True... But they are not around now... Are they?..." asked Cox, and he let go of me. It felt cold without his muscular arm over my shoulder and chest.

However, Josh Cox grabbed a comic book from under the coffee table. It was called 'Biker Boy'. The cover showed a younger blond guy. Hands from both sides tried to take his leather jacket off. His leather jeans were unbuttoned. And he had a surprised look on his face. 
Cox said, "This is an adult magazine... I should not be showing this to you... But you seem ready for the next step in life, Roy..."
I nodded in the understanding that no one else should know about this. My mouth fell open when I riffled through the pages. This Biker Boy was having sex. He ended up wearing a jacket similar to the one I now wore. Fuck, it was hot. I never knew cartoons like these existed.

I looked up at Josh. Then down to his bulge. His thing was hard and prancing slightly. Trying to fight its way free of the tight leather jeans.
"Can I touch it?..." I asked quietly. Looking at the enormous cock-shaped outline next to me.
"Do you want to?..." Josh asked.
"Yeah... Please..." I said, but I did not wait for an answer.
"Mmmm... Yes... That's nice, Roy..." said Josh as my hand stroked over it. I felt its humongous size under my palm. I guessed nine inches, at least. If not more. It was very warm, thick, and hard. I smiled up at Josh. Feeling oddly proud, I finally touched a grown man's dick. I heard Cox moan as my palm slid over the cockhead.
"Sorry, did that hurt?..." I said, surprised. Quickly removing my hand from the leather.

"No, dude... The opposit... I loved it!... If you want, you can put your fingers and thumb around it... Stroke me up and down a bit..." Josh said as he pushed my exploring hand back down. He was squeezing my fingers around the hot rod in his jeans.
As my hand started to move up and down, Cox put a hand under my chin. He pushed my face back a little and kissed me! It was warm and wet. But it was much more exciting than with the babysitter, Amy.
Cox muttered, "You and I are going to have a bit of fun... Want to watch a porn movie?... Jerk off together... But you have to keep quiet about it, Miller..."

When I looked at him indignantly, he said, "We don't have to... I thought you'd like to see it..."
I wasn't sure. We could get in so much trouble for this, but that made it even more fun and exciting to me. Cox did not move. Fearing he had fucked up.
"Josh?... I'd love to... But you have to explain it to me... I have never seen men having sex... Shit... I have never seen a man in a woman have sex, either..."
"Ha... Well, in that case..." joked Cox. He got up and put a DVD in the recorder. Josh closed the curtains remotely and switched on the TV. I spotted J Cox in large lettering at the top as the opening titles appeared.

Josh showed me only parts of the movie. He picked a scene where another man and he made love to a woman. It was impressive enough for my liking. Josh kept looking at me. I didn't say anything. It was so naughty and nice. I had pushed my hand into my shorts and touched myself. No, my questions did not come until I saw Josh's cock disappear in the guy he was with. Apparently, the man had not expected this move. He screamed in pain.

"Can you pause it here?..." I said suddenly. Cox complied. "Does it always hurt like that?..." I asked worriedly.
"Two things, buddy... This is all make-believe... And sex should always be fun for both... We just made it look this way... But the first time with a guy is new... It can be a bit unexpected... Nerves play a role, too... However, there are ways to... Uhmmm... Warm up a bit first... Kiss... Stroke... Lick... Use some lubricant... Then, very slowly, enter him... Push a little until he relaxes the backdoor to let you in... Still, you need to keep it nice and steady the first few times... Does that make sense, Roy?..." Josh asked warmly.
"Yeah... It does... Sort of... I can't wait to try it..." I said, grinning naughtily.
"Well, I only date guys older than 16... People think even that's wrong... You have to be at least 18... But I never understood that rule..." replied Joshua Cox.

"Here... Let me pick another scene... I think this would interest your horny brain even more... Give you something to dream about..." said Cox with a dirty grin. Taking the remote to select another chapter.
This time, my eyes rolled out of my head. I sat on the edge of the couch. A couple of strong bikers stood in a bar when Joshua casually strolled inside. They coerced him a little. But Cox let them. Those troublemakers were dressed in their biker gear. Josh wore leather jeans, a denim trucker jacket, and boots.

Josh explained they put him in a sling. A kind of leather hammock hanging off chains. I got surprisingly horny watching the three bikers taking turns to have sex with Josh Cox. They did not even take their brawny clothes off. They unzipped and went for it. The scene sent my brain into overdrive. This was my first gay porn movie. Inspiration that would last me a lifetime. 

Instinctively, I knew this was wrong. Yet exciting. I saw Josh pull his thick cock out of his leather pants. He stroked it right on the couch next to me. I blushed but followed suit. Cox put a box of tissues within reach. We watched the bikers take turns. Joshua explained a few things. I asked a few questions. But nearing the end, I stopped talking and rubbed one out. I was screaming loudly, breathing hard. Pushing the cum out in thick streams. Joshua caught most of it in his hand. I watched him as he sneakily licked his fingers clean.

Well, the movie had given me a naughty idea that I did not know if Josh would like. The dude was still stroking beside me. He had put his head back onto the back of the white leather sofa. He was listening to the grunts from the porn movie.
I reached over and took his man-sized cock in my tiny hand. I stroked the thing hard and fast. Letting my fist bump against the sensitive underside of the cockhead. I died and went to heaven. I felt so naughty. I was scared of getting caught. This was our secret. No one should know about this.

Josh had flung his hands aside in surprise. I guess he had not expected the 15-year-old next to him to do this. But as I looked at him, Cox tentatively smiled down. My first adult cock, it was huge. Nine inches, I would say. Big and veiny. Cox started breathing like a winded bull. 
"Oh... Fuck... You're so big..." I moaned in shock.
Joshua Cox remained quiet until his penis started to tremble, and Josh shouted, "I am cumming... Faster... Harder... Stroke it... Argh... Yeah... Damn... Oooh..."

I let go in a damned hurry. I had not expected this. Cox violently shot his cum over the leather jeans and the floor. Stream after sticky stream came thundering out of the enormous cock. His grunts and moans turned me on, though. It was a nasty bit of secret fun.

After a while, Josh bent over to kiss me on the cheek. But I turned my head and kissed him full on the lips again. Feeling Joshua Cox put his hand on my cock and balls. Rolling them around a little.
"Was that good for you... Miller?... I am sorry... I should not have -..." he started to say.
But I quickly said, "Can we do that again sometime, Josh?... I'd like it!..."
"Really?..." Josh said, surprised. "I thought I was much too rough, Miller..."
"Not really... However, next time, I will know what's coming... I was just surprised..." I said.

"Damn, little bro... I am glad to hear you say that... But, Uhmmm..." said Josh tentatively.
"I know... I know... this is our little secret... Thanks, though... Maybe by the time I am 16, we can try it for real... I wonder what it feels like to get a cock inside my asshole..."
"Dude, slow down... there is plenty of time for you to try that with someone else..."
"Awe?..." I moaned disappointedly, "I had hoped it would be you... I like you... You're a great teacher..." I said warmly.

Josh stood up and grabbed me by both hands. "Let's get cleaned up... I want to take you for a ride on my bike later... I know a shop where you can get your own bespoke biker jacket... We only have to think up a story your mom would buy..."
"Oh... That's easy... I'd tell her you wanted to take me to the motor races, but your cars broke down... I said no, but you bought me the jacket for protection so we could take your bike instead..." I suggested.
"Filthy liar..." Cox joked. "But I like it..."

"If I learned something, it is how to bend the truth a little..." I said.
"Cool... Shower, lunch, then a bike ride. I am going to take you leather shopping in the city, Miller... I may even know a sex shop that allows me to take you inside... If you can act brave enough, kid..." Cox said seductively.
"Well, if you do buy me a jacket, I would fuck the shit out of anyone who dares to say I am not brave..." I butchly countered, flicking the collar of Josh's jacket up.

Cox took me upstairs. He put my bag in the spare room and told me to strip off. Cox went into the master bedroom to do the same. He fetched me, wearing nothing but a beach towel.
He had already switched on the shower in his ensuite bathroom. The warm water shot from 4 shower heads. Steaming up the place. 

He pulled me naked in the shower stall behind him. We lathered up after we washed the sperm off our bodies. The big, muscular man stood behind me as he cleansed my entire body using nothing but his sturdy hands and shower gel. When he came to my asshole, I flinched a little. That made Cox grin. "I know something much worse..." he said jokingly.
"Yeah... But your cock is much too big for my tight hole... There is not enough lube in the world, man..." I sighed worriedly. Thinking Joshua Cox would screw me.

"Even worse than that!..." he laughed naughtily. Cox took the hand shower to flush away the soap suds. The tall dude squatted behind me and ordered me to put my hands against the wall. He made me arch my back and spread my legs. He was driving his tongue over my asshole. In fact, he made it enter inside a little. I yelped in glee. I had never felt something so wonderful, so naughty, so nice. He clapped a hand on my dick and stroked me ever so nicely. I sighed and moaned as if I was high. Afterward, we kissed a little, and I helped to wash his back.

We ate lunch and discussed what Josh Cox did for a living. Telling him all my parents had expected or accused him of over the years. Saying my Dad was stinking jealous of his 3 cars and 2 motorcycles. Cox was loaded. Yet he never left the house to go to work like my Father and Mother.
Josh laughed and told me he was an escort. Explaining to me what an escort did for a living. I already knew he made at least one porn movie. But it turned out he did a lot more than that one. Josh also explained that he used his computer for sex. Cox told me about his Onlyfans account. He was showing me his love for roleplaying and cosplay. 

When I did not comprehend what he meant, Josh showed me his costumes. I laughed and told him I, too, had Spiderman Pajamas. He joked back and showed the zipper from back to front on his. Telling me people watched him play with himself. 
It sounded like he would wank-off on camera and got paid for it. Cox grinningly agreed. When I said I would love to watch a session like that, Josh said I needed a credit card to make an account. That was not going to happen then. However, he made me swear never to reveal that to my parents. I nodded in thought. Instead, Josh suggested I could tell them he worked in IT for big movie companies. One more secret to keep.

Josh Cox also showed some more leather clothing items. The man grabbed some light blue jeans and put the kinky chaps over them. Pulling on some heavy biker boots over the combo. I wolf-whistled and rubbed my teen prick. 
The thing had grown to nearly 7 inches by now. And it was getting wider by the month. I had hit puberty late, but hard. I pleaded with Josh for him to take my virginity tonight. Cox smiled and promised to nail me in leather after my 16th birthday. But he expected I would find a boyfriend who would take me well before then at this rate.

Cox pulled on a muscle shirt and told me to wear my jeans and socks. I did, but like Josh, I did not put on underwear. He seemed to like that. Josh pulled a pair of old cowboy boots from his closet and handed them to me, with a butch sleeveless denim shirt. Cox gave me a spiked leather punk wristband and an old denim jacket with leather sleeves to wear. It completed my new look.

Joshua Cox took me on the back of his BMW motorcycle into town. I felt the wind in my hair under the helmet he had lent me. Cox wore the buff leather jacket over his naked chest. I loved holding on to this stud. My hands wrapped over his abdomen. 

We stopped in front of 'Mister Leather', a shop that sold leather clothing and sex furniture in all shapes and sizes. Despite my slim size and young age, I did not look very out of place, dressed like this. Yet, Josh kept close to my side as we entered the shop. He protected me from all the eyes and hands that had seen me enter.
And when a shop assistant came to greet us, Josh firmly said, "My little brother is here to buy a custom leather jacket so he can ride me..."
The shop assistant - dressed in leather and black jeans - laughed his ass off. I did not see what was funny until Josh's words echoed in my brain. I got the joke and laughed with the adult men.

I got fitted for size, and the shop owner said - looking at me - "Better make it one size bigger... Then he can grow into it..."
We decided on a classic style. But I suggested losing the epaulets and changing the chrome snaps and zippers to black metal ones. The shop's tailor set to work immediately.
We took the time to make the jacket to cruise around the shop. Josh showed me the sex furniture, explaining how they could be used. 

While the tailor was hard at work, Cox decided he would take me to my first-ever sex shop next door. We went through a door that led directly into the adult bookstore. They sold a heck of a lot more than books there, though. There, too, we looked around for a bit. The shop sold books and DVDs. But it also offered sex toys in all shapes and sizes. Condoms and lubes. Whips and paddles. Blowup dolls and mastrubators. However, Cox had something else in mind for my education. Or so he called it.

Softly, he guided me to the back of the store. A red velvet curtain covered a doorway to the backroom. In the place, loud, thumping music played over the speakers. It drowned out the sounds of porn movies and the moans and grunts of horny men that emanated from the booths. I saw that the red-painted partition walls had oval-shaped holes cut into them.
Some stalls had doors. Others were open. The first hallway Josh pushed me into had at least seven or eight doors on either side. However, the back room was set up like a maze. It smelled of weed, piss, and sweaty men. I was nervous as heck. But Josh - noticing this - said, "Relax, Miller... act like you belong here... Man come here to have anonymous sex... Getting sucked through one of those glory holes..."

Joshua Cox pointed at a guy in one of the stalls. He had his knees pressed to the partition wall. His office pants dangled around his ankles. The older man was evidently getting sucked off, and he liked it. Josh and I stood there watching him. Quite still pressed up against the wall. Every now and then, a black hand played with the hairy nutsack of the older office clerk. But when the man caught us watching him, he pulled out the dude's mouth. He had barely pulled up his pants, when he left in quite a hurry. Blushing like mad.

Josh just grinned naughty at me. "Want to try it?..."
"I would, but will you join me?..." I asked, a little scared.
"Sure..." smirked Josh.
We went into the booth and closed the door behind us. There were glory holes, as Cox called them, on either side of the stall. A TV on the back with a mirror on the door. A plastic-covered bench seat on the back wall.

"What do... What do I do now?..." I asked Cox.
Joshua had squatted in front of the wall, asking the black dude on the other side, "Rubin... Is that you?... Can you help me out here?... I've got a trainee for you to play with..." Apparently, that Rubin dude knew what Cox meant by calling me his trainee. But I was baffled.
"Sure... Let's have some fun, Cox... Are we still on for next week?..."
"Yup..." Joshua Cox muttered to the black dude.

Josh turned to me and told me to free Willie. Cox sat down on the bench and watched me drop my pants reluctantly. My nervousness had not gone, but I trusted Cox.
"Stick a few fingers through the hole and rub them along the edge..." instructed Cox.
"Then what?..." I asked stupidly.
"Let him see your dick... Or your lips... If he wants to play, he'll either present his cock or his face... You pick one..."
It took me a while to decide. I was playing with my own limp 7-inch dick. Watching the shadow of the man on the other side of the partition wall. I was way too nervous to get hard. But I wanted this to work.

I dropped to my knees and saw the guy watching the porn on his monitor.
"Grab his attention with your fingers... Cough if he doesn't spot you..." said Joshua softly.
I pushed a couple of fingers into the glory hole and guided them along the bottom edge. It was a little nasty. The wall was still a little wet. I flinched back as the guy on the other side stood up. The dude presented a huge black cock. He stroked it a little and stepped forward.
Cox instructed, "Do whatever you like, Roy... Stroke him, suck him off... But don't swallow his cum... You never know where that thing has been... But if he looks clean, he smells nice... Well, then go for it... Take it in your hand and make love to it..."
The last bit I had figured out for myself. However, I was happy that Josh was there with me.

The dick twitched impatiently up and down. So I curled my fingers around it. Guiding them over the impressive shaft, from the tip to the sack, with tight, curly black hairs. Joshua nodded approvingly. I grabbed the shaft around the tip and used my other hand to stroke the enormous nutsack.
A drip appeared on the cock head. Josh gestured to me to lick the tip of the black stallion's dick. Tasting the pre-cum. It tasted okay. 

And before I knew it, I had the thing in my mouth. This evoked a dark, deep moan from the man. He liked what I did. So I kept doing it. 
Josh muttered in my ear, "Use your tongue, Roy..."
More pre-cum dripped out of the piss-slit as my tongue swirled over the fat black head. He tasted so fucking lovely. I closed my lips around the tip and pulled back. Sucking on him for a bit and bobbed up and down.
This, too, earned me an, "Oooh... Yeah... Do it, kid... Suck my big black cock... Take me deeper... Go down on me... Eat that shit, bro..."

I tried to take more of the gigantic black dick. But I started to gulp for air and sputter. I gagged on the thing filling my mouth. I even got tears in my eyes. Josh squatted behind me and pushed me up a bit. Helping me to tilt my head backward more. 
Saying, "A few breaths and right back on it... Suck him off... Make him cum..."
I did just that. And the second time around, it was a little better. I still gagged on it, though.
Josh told me, "Spit on his dick... Distribute the drool over the tip and the shaft... It will help... Put one hand on the base and bob your head up and down... He'll like that... You're doing great, Miller..."
I took the BBC as instructed. I could feel the man getting close. It was much more pleasurable now. It was still very naughty and nerve-wracking, though. And a bit wrong at 15. But my first black dick tasted nice. And my own got rock hard.

Josh's face smiled right next to me as the dude unloaded onto my face. It splattered everywhere. The man on the other side dropped to his knees and faced us. "Well done, kid..." Rubin said with a toothy grin.
He pouted his lips, and Josh pushed my sperm-covered face to the glory hole. Rubin, the black stallion, kissed me on the lips. Licking his cum off my face. The man's tongue and short mustache tickled me. 
Suddenly, Cox pulled me up off the filthy floor and pushed my dick through the hole. I had died and gone to heaven. I got seriously sucked off for the second time in two years. The dude even held my nuts and played with my tight rosebud. He was drumming a finger against it. The babysitter, Amy, was nothing compared to Rubin, though. I finally understood what Joshua Cox had meant about sex with a man was much more direct.

Needless to say, I did not last long. I pushed forward so hard I nearly broke the partition wall. The black man ate all my shit and loved it. He kept sucking until my 7 inches were sparkly clean again.
Rubin thanked me. Telling me I passed the test. Hoping to hook up with me again sometime. The dude knew how to tickle my ego.
Joshua Cox looked proud as a peacock. He wiped the last bits of jizz off me and took me back into the sex shop. Josh bought me Condoms, lube, and a small black training dildo. Well, I say small; it was eight inches long. It's much narrower at the top and broader at the balls. But still very slim compared to the two adult dicks I had handled by now. It had a suction cup so I could stick it on the shower wall and fuck myself on it, Cox explained.

The biker and I ate in town in a fancy restaurant. We drove home after we picked up my new leather jacket, gloves, a belt, and baseball cap. This day was one big adventure for me. I learned so much. The new jacket hung proudly beside Josh's biker gear in the garage. 
I slept like a baby that night in Cox's spare bedroom - stark naked, playing with myself. I was thinking about all I had seen and experienced that day.
The following day, I found Josh Cox in an upstairs attic room. He laid back on a leather lounge chair. His legs were wide apart. A keyboard next to him, chatting with people on the internet.

Joshua changed outfits when he saw me watching. He put on a leather chest harness and biker chaps. Using a device, he called a Fleshlight, to masturbate. The viewers seemed to love this. They kept pinging and sending Josh tokens that made him do stuff on camera. Making Josh put a thick 10-inch pink dong in his ass and fuck himself with it. Cox came all over his chest. I had to go into the bathroom myself. I needed to cum, too, after watching that show. I was so fucking horny.

We ate breakfast, played ball, and shot some hoops. Cox made me wash his crossbike motorcycle and mow his lawn. But I loved doing that for him. He helped me out a lot. We chatted and watched TV. I played video games and finally got around to reading the gay Biker Boy comic. I was getting ideas in my brain that probably should not be there. I certainly wasn't going to tell anyone about it.

The last night sleeping over at Cox's house had arrived way too quickly. But all the excitement had made my brain go fuzzy. Josh was working on his computer. Apart from making movies and doing online shit, he worked as an IT professional. I said goodnight to Josh around 10 PM and went up to his spare bedroom.
I went through the stuff we bought yesterday. I had forgotten all about the dildo Cox had bought me. Looking at the black silicone dick, I wondered how much of the eight inches I could fit in my tiny asshole. And at the same time, I thought how much that would hurt. It made me nervous. Joshua Cox's pink dildo was much longer and wider than this one. And, yet, he had slammed it inside without even flinching. Pumping it inside in long, harsh strokes. Going faster and faster until he came loudly for the people to watch.

I stripped out of my day clothes and put on the black leather jacket as a pajama. I felt 10 feet tall and mighty as fuck. I had placed a box of tissues within reach on the bedside table. Taking the dildo in my hand and examining it, lying on a towel on the bed. I took it in my mouth. The damn thing made me gag and sputter. But that made it glisten with spit. It looked a little bit like sperm. 

I licked the black shaft like I had licked the black dude at the glory holes. My dick was rock hard again. I slapped it against my leather jacket. Cox had said that making my ass wet would help slide it in. I played for a while with my cock. Spitting in my hand and jerking off felt nice. I made my asshole wet too. I was pushing a wet finger inside a bit. Not a bad feeling, but I worried it would stink like shit. It did not. That surprised me. I had to keep spitting on my fingers and slicking my hole up. 

Roy Miller, about to stuff his young ass with a dildo- AI-generated image / Mage.Space -
Roy Miller, about to stuff his young ass
with a dildo for the first time.

After sucking on the dildo a bit more, I placed it against the backdoor and pushed hard. I screamed my head off. It hurt like hell! It made my eyes water. 
Joshua Cox came running and smirked, watching me with my legs in the air.
"Ah... relax, Miller... You missed a few steps in preparation..." Cox said as he sat on the edge of the bed.
"Sorry... I can't take that... It hurt..."
"Right... But if you want, I can help you, Roy... However... I will not be held responsible if anyone finds out!..."
"What... What... Will you... What will you do?..."
"Shh... It's okay... Here... Watch, Miller..." said Josh.

He took one of the lube packs that came with the condoms. Cox butchly ripped it open and took a tiny bit out, and smeared it over the tip of the dildo. He put it gently against my butt-hole. It felt cold. After wiggling it around, he put more lube on it and on his index finger. He was telling me to take a few relaxing breaths. Cox tickled my hole with a slick finger and worked it gently inside. When he pulled it out, he did the same with the tip of the dildo. It slid inside. It was opening me up. 

I relaxed after realizing it wasn't a bad feeling after all. I took the thing in hand and pushed it in a bit deeper. It stretched me open. The dildo got thicker, the deeper it went inside. But after two or three inches, it hit another blockade. 
Joshua Cox saw me look disappointed. He took the dildo from me again and pulled it out. More lube was applied, and back it went. He took a firm grip. He was slowly pulling it out and gliding it back in. Opening my tight hole up even wider each time. Not more than a couple of inches, but it felt like he stuffed his entire fist in me.

Yet after a while, Cox said, "Look, it's halfway in there now... Relax... Breathe, Miller... You are doing fine..."
"Is it always this hard?..." I asked
"Nah... You just need to train those muscles... You just wanted too much, too fast... It takes time, Miller... You're only 15 and a virgin..."
"Josh?..." I asked. Having gotten a very sneaky idea wedged in my brain.
"Uh-Hmmm?... What, buddy..."
"I know I should not ask... But can I sleep with you tonight?..."
"Oh... Uhmmm... I am not sure about that, Roy... I sleep naked... And you are much too young... for... For sex..."
"Ha... Not like that... I just want to cuddle next to you in this fucking cool jacket... I know we can't have sex yet... Even though I want to..." I sighed hornily.

"Ah... Okay... And buddy... call me the day after you turn 16... We can fool around then... I may even let you have some birthday cream in your ass..." he sniggered dirty. Josh Cox made me swear never to tell my parents, though. We spend that night cuddling in his master bedroom, talking for hours. I learned so much from Joshua already. So, the fact that we did not even kiss did not bother me at all.

The following afternoon, my parents arrived back from their trip. I walked outside to greet them in our driveway. I was still wearing the butch leather jacket. I spun a tail to Mom about how I came to own a new coat. She actually bought the lie.
I waved at Joshua and called back to him, "Thanks for babysitting me, mister Cox... You're the best...It was fun..."
"Any time, dude... I'll get you some more comics to read..." he winked.
"I'd love that... And thanks for taking me to the races... I'd loved riding with you..." I put a delicate stress on the words 'riding you'. Cox understood and laughed.

Growing up can be such a pain when you must remember all the secrets you need to keep. Or when you need to stretch your asshole open for a bit of much-needed sexual tension release. Without anyone noticing. 
I managed to make it to my 16th birthday. I bullied the bullies. I picked my fights. I shot my loads with glee. Josh and I hung out a lot. And I learned even more. It was time to hold my next-door babysitter to his promise. I would willingly give my anal virginity to him. In return for his friendship.

< The End >

Index:
1)
- Teenage secrets - Growing pains - Next-door neighbor was the best babysitter ever.
2) - Teenage Secrets - High School Bully - Getting a whole new lease on life.
3) - Teenage Secrets - Coming Out - The worst coming out Roy could have imagined.


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

( ) StrykerJ - 01-2024

by StrykerJ

Email: [email protected]

Copyright 2024