I'm back with a new Nifty story! If you haven't read it, my first
story was sleepover-fun (gay, high-school). Feel free to give it a read,
I'd love to hear your feedback and comments on it. I hope you enjoy
this new story, more chapters and characters to come, hopefully soon.
Thank you as always to the archivists at Nifty for maintaining a database of stories, free for us all to enjoy. Help keep it alive if you can by donating! -- donate.nifty.org
Lastly, I'd love to hear your feedback and comments via email about this new story. I have some ideas for future chapters but I'd love to hear yours! -hw
Chapter 1 - Caught in class
Dylan's POV
It was my first day of high school, and to say I was nervous would be putting it lightly. I had just moved to California from my hometown in Maine because of my dad's job. Luckily his work was able to delay the move until after I graduated middle school, moving mid-semester wouldn't have been fun.
Even though the timing was better, I had still just moved from the opposite side of the country and knew nobody here. My friends from middle school were still hanging out from what I saw on social media, and I felt left out that I couldn't enjoy the summer with them. A lot of them were going to the same high school back in Maine, and I was all alone on the West Coast.
After a boring, lonely summer, school was finally starting. I was anxious about how I would do socially somewhere very different from home with no connections. There was one good thing about moving to California though, and it was that they are friendly towards gay people.
Since around 7th grade, I've realized I'm gay or at least attracted to guys. I had several crushes when I was in middle school, but all the guys I found cute were straight, with at least a few of them having girlfriends. It was nearly impossible to find other gay guys in my hometown, the only 2 that I knew about were really weird and not cute at all.
However here in California, I knew it would be easier to find a gay guy to crush on. I've never done anything with anyone before, not even a kiss or romantic hug, in fact, I only learned how to jerk off towards the end of 8th grade, which was several months ago. Before then, I woke up with sticky underwear occasionally since around 6th grade, but I only recently tried touching myself after my older brother mentioned it.
My brother Casey is 18, 4 years older than myself. He had just graduated high school back in Maine but moved to California with us. Around the middle of last year he asked me if I've ever masturbated, and not knowing what that was, I asked him and he explained it to me. I tried it that night and I made myself cum for the first time thinking about my middle school crushes.
Since then, I've made a habit of it. I find myself horny every single day, and I usually jerk off twice a day. Once in the morning when I have morning wood, and once either at night before I sleep or in the school bathroom during the day, sometimes both. Speaking of which, I was lying in bed on the first day of my freshman year, and my dick was rock hard from morning wood.
I knew that I would have about 5 minutes before my mom would come and check if I was awake, which would be plenty of time to jerk off. Still under my covers, I wrapped my hand around my hard dick and began to stroke. I thought of how cute guys would potentially be at school today, and what the future would hold now that I lived somewhere supposedly gay-friendly. I dreamt up my dream guy and imagined a scenario where we gave each other blowjobs at school, and it was really turning me on. I thought back to my old crushes in middle school and imagined what it would be like to do sex stuff together, not that it would ever happen.
I continued stroking myself under the covers, trying to get myself off quickly before my mom ruined my masturbation session. Getting hot, I pulled down my covers exposing my dick to the room. It was probably around 4 inches in length (I'd never measured) and about a half inch in diameter, less than 2 inches around so pretty skinny. I was uncut and my balls hadn't fully dropped, still pinkish and mostly free of hair, pulled pretty close against my body. My pubes were in the process of forming with only some wispy blonde hairs above my smooth and skinny shaft. I did wish it was bigger because I thought bigger meant more pleasure, but I accepted the fact that it was still growing and developing.
I was a grower rather than a shower, and when my dick was soft it was probably just a tiny inch and a half long, not that it was now. Right now I was hard and furiously stroking it with 4 fingers, imagining giving Billy from back home a blowjob. I could feel I was about to cum and I didn't stop stroking, eventually coming to a climax and dribbling several drops of white cum onto my belly as my body spasmed. It wasn't much and I didn't bother cleaning it, instead using my pyjama shirt to soak it up leaving a wet stain on my belly area.
I cleaned my small mess just in time because I heard my mom call me from downstairs.
"It's your first day of school Dylan, you can't be late, are you up?" she called up to me. I hesitated a moment before answering.
"Yeah I'm getting up," I yelled to her. I wiped the remaining streak of cum with my shirt and stood up from bed, getting changed. I got completely naked and swapped my clothes. I was wearing my favorite pair of underwear, which were red boxer briefs made from this smooth silky material that made my soft dick feel nice.
Since it was still August and hot out, I wore a pair of sporty shorts that I recently bought since moving here. I had a lot of new clothes since California's weather is really different from Maine's. I checked the weather on my phone and saw it would be 101 degrees. I decided to wear a tank top since it was so hot, at least for me since I wasn't used to California summers. Why did school have to start mid-August! I felt a bit exposed with so much skin showing, but I was also excited to see other classmates wearing less.
Satisfied with my outfit, I made my way downstairs. After having a quick breakfast I went back upstairs to brush my teeth. I checked myself out in the mirror as I brushed. I noticed my arms starting to tone up, and holding my arm up I noticed my armpit hair was growing in with wispy blonde hairs. I did up my hair and splashed some water off my smooth face-- luckily, considering my age, I had no acne besides the occasional random pimple. I did kind of have a babyface and my cheeks were a bit flushed with red. My hair was blonde and swept to the side, my eyes a cool blue.
After I got ready and was satisfied with my appearance, I left for school. My mom dropped me off, and my heart was thumping in my chest. Consulting a map the school gave us freshmen, I found my way towards my first class which was English, and found a table in the back of the classroom. My new high school was different from the public schools in Maine- we sat at tables of 4 rather than desks, and we weren't all facing the front of the class. I assume it was to encourage collaboration and group work, whatever.
Having arrived a few minutes early, there were only a couple of kids in the classroom and my table in the back corner was empty. However other classmates started to trickle in. Many of them found tables with their friends, and I noticed it wasn't just freshmen in the class but sophomores too. I looked around and observed, and found it easy to tell who was a freshman and who was a sophomore.
One other thing I noticed was just how cute some people were in the class. There were probably 4 or 5 guys who would fuel my jerk-off fantasies. When the room was filled and class started, I figured there were probably 30 kids in the room. With my table still empty, the teacher started talking. Just when I thought I was alone, someone entered the room late and made his way to my table, sitting next to me. My heart fluttered from nervousness.
"Nico, you're late," the teacher called out.
"I'm sorry," he muttered, embarrassed. The teacher continued her lesson. "Hey I'm Nico, what's your name?" he whispered to me.
"I'm Dylan, I'm a freshman," I responded. "Are you a sophomore? The teacher knew your name," I asked him quietly.
"Yeah, I'm a sophomore and I'm 16 years old," Nico answered. "I failed this class last year and they're making me retake it," he informed me. "I had to retake this entire grade. I was a sophomore last year too," he admitted.
"Does that mean the class is hard?" I inquired. Not knowing how high school worked and how the difficulty would compare to back home, I was worried.
"For me yes, but I'm not very good at school," he responded. "You'll do fine," he assured. He reached over and placed his hand on my back, sparks flying between the thin layer of my tank top. I glanced up at him, and he was smiling at me. It was the first good look I got at Nico. He was cute! I put my head back down trying not to be obvious, my skin definitely getting redder, and he removed his hand from me. We kept quiet as the teacher continued, starting some introductory ice-breakers which I hated.
When the teacher explained her syllabus, I snuck a few more glances of Nico. The teen had shaggy and messy jet-black hair with pale, white skin, and piercing blue eyes with a perky, pointy nose. He looked tall at about 5'11, but skinny- if I had to guess, around 140lbs. He had freckles across his perky nose and pink, lush lips that housed the beginnings of a mustache growing in. I noticed a couple of small hairs sprouting up on his chin.
I couldn't deny it- Nico was really cute. Looking across the classroom, in my opinion, the boy sitting next to me was one of the cutest, at least in the top 3. As the teacher droned on I imagined kissing those lips, sneaking glances at him while he was spacing out and not paying attention. I felt my cock stiffen up. Not now, I thought, as the table wasn't super great at hiding my groin area. I covered my bulge with my hands and the pressure only made it worse. Suddenly I was at full mast under my hand, and I needed to readjust it to make it less obvious.
I glanced over at Nico before swiftly grabbing my bulge and pointing it upwards, flipping it into my waistband. He must have noticed a movement out of the corner of his eye because I saw him turn his head toward me, looking down towards my bulge. Shit, he noticed, I thought. I glanced down at my now uncovered bulge, and despite my best efforts, due to the thin clothes the outline was quite visible.
My face got redder, and I was unsure if Nico had noticed it, terrified to check. Despite the embarrassment, my hardon continued raging. Nervous to check if he was still looking, I peeked over at him and noticed he was in fact still staring, with his eyes locked into my raging hard-on in my shorts. I couldn't take it anymore and sneakily dashed to the restroom, making a beeline to the urinal. The restroom was thankfully empty as I pulled my shorts over my cock and it sprung up, hidden by the urinal divider, finally released from the confines of my smooth red undies.
I tried peeing, thinking it would make it go away, but nothing came out as my 4-inch erection raged. Suddenly I heard someone enter the restroom. I looked over my shoulder and to my disbelief, my eyes widened as I saw Nico from class. He smiled at me and joined me at the urinal next to mine. I couldn't see anything as there was a divider but I heard him unzip his shorts. I looked down with my face blood red. I was so embarrassed, I had left class to get away but Nico had seemingly followed me here. After an awkward silence, he spoke.
"Hey," he said quietly.
"Hey," I responded, trying to sound normal. My cock was still hard, oh the joys of being a teenager. Why won't it go away! Another moment passed. I didn't hear him peeing, it seemed like we were both just standing there pretending to do our business.
"Don't be embarrassed," he suddenly spat out. "It happens to me too, all the time." I looked up at him fearfully and he was looking at me. Our eyes met. I was reminded of his piercing blue eyes, pale skin, and his messy jet-black hair. His attractiveness was definitely not helping my boner!
"What do you mean?" I stuttered.
"In class, silly," he answered confidently. "You know... your hard on." My skin got redder and I glanced away at him. He had noticed! Thoughts raced throughout my brain. Part of me wanted to end the conversation, I've never talked about my penis before with someone and it got me nervous. But at the same time, a different part of me wanted to talk to him and continue the conversation. He was quite cute, and with him being older than me I figured he could offer some good advice.
Sensing my nervousness, he quickly added, "Not that I was looking... I just happened to see, I'm sorry-"
"It's fine," I interrupted. "It happens a lot and I dunno how to hide it well," I admitted. I looked back at him and he was smiling warmly.
"I get it," he soothed. "It happens to me too, I get hard out of nowhere, especially if I see someone in class that's cute it just happens. Nothing to be embarrassed about, it happens to all of us."
"How do you hide it?" I inquired.
"Well putting it in your waistband does a decent job," he answered. "But with the shorts you're wearing, it's pretty much impossible to hide if someone is looking. Your name's Dylan, right?"
"Yeah," I affirmed.
"You know Dylan, I wouldn't worry about always hiding it. Sometimes the movement of adjusting it to try and hide it is more obvious than the boner itself and will make people look," he advised. "Also touching it can make it last longer or get even harder."
"But it's embarrassing," I said. "That does make sense though because when I was adjusting it, it felt good and it actually did get harder," I shared with him. He smirked. "Now it... won't go away," I said shyly.
"Is it still hard?" he asked cautiously after a pause. I felt so embarrassed that I was telling him this, but so far I felt he was providing good advice. It felt good to talk to someone who was both cute and knowledgable so I decided to answer honestly.
"Yes and it won't go away," I admitted softly. I heard a soft exhale from Nico's urinal beside mine.
"Can I see?" He stuttered after another pause. My eyes widened and my heart started thumping against my ribs. Nobody has ever seen it except me, especially when hard! This was completely unexpected!
"Nobody has to know," he continued. "I'm just curious, no homo," he said swiftly.
"I mean nobody has seen it before," I said looking down at my throbbing erection. I knew it felt wrong, but part of me was curious to see what he would think. I also began wondering what his looked like. Was it soft or hard? Considering the sophomore was 2 years older than me, was his more developed? Is his dick what mine would look like in a couple of years?
"I'll show you if you promise not to tell anyone," I responded cautiously, curiosity having gotten the best of me. An idea popped into my head and I added, "You have to show me yours too." I looked up at him, and he grinned. He put his hand softly on my back and rubbed gently, relaxing me.
"I can go first if you want," he offered. Without waiting for a response he backed away from the urinal. With my cock still hidden I looked back at it and my eyes widened. The 16-year-old was rock-hard! Unlike mine which was straight, his curved up a bit and he was cut while I was uncut. It looked longer than mine, probably about 5 or 5.5 inches, and quite a bit thicker. I also noticed that he had the same jet-black hairs in a small bush above his shaft that he had on his head, with even some sprouting from his larger, darker-colored balls compared to my own.
I stared without saying a word for what felt like minutes, admiring and gawking at his member. It was the first dick I'd seen in person and I couldn't deny the horny feelings that radiated through the tip of my harder-than-ever boner. Teenage hormones coursed through me as my cock throbbed.
"You like it?" he asked, grabbing it with his hand and pushing it down, making it appear even longer. Without thinking, I moaned softly.
"It's bigger than mine," I told him after I was done gawking.
"Can I see yours now?" He asked. I hesitated before my horniness took over and I turned around to face him, dick pointing straight up in the air, all 4 inches of it. He smiled as we stared at each other's erections. I noticed just how small mine looked compared to his, and I couldn't help but feel a bit emasculated.
"I really like it," he soothed. "You're bigger than I was in freshman year, I'm sure yours will keep growing as mine did," he assured me, sensing my jealousy. We kept admiring each other's cocks for a few more moments before Nico spoke up.
"We should probably get back to class," he said.
"Yeah," I agreed. "But... what about... this?" I gestured toward my rock-hard boner.
"Well, we can either just go back with it tucked away as best as we can," he suggested, "or we can quickly... take care of it."
"What do you mean take care of it?" I asked.
"You don't know?" He asked. I shook my head, confused what he meant. "The only way to get rid of a boner without waiting for it to die down is to jack off," he said bluntly. "Do you know what that is?"
I nodded sheepishly. I opened my mouth to respond when I suddenly heard the door begin to open. We looked at each other, scared, and jumped back to our original positions side-by-side against the urinal as some older kid made his way to a stall.
"I guess that answers our question," Nico whispered to me. "Watch me," he added. I peered over the divider and saw his still-hard teenage dick, which only made mine harder. He lifted his shirt giving me a good look at his smooth, toned belly. He had a very slight treasure trail rising from his small bush of pubes, creeping up towards his belly button. He positioned his dick facing straight up and carefully pulled his shorts and underwear over the tip, and I noticed although his pants were on I could still see the entire head of his dick above the waistband. He dropped his shirt down and now it was covered, and when he stepped away from the urinal, I looked back and saw his rod outline was almost completely hidden unless you knew what you were looking for.
"You try," he whispered. With only a stall occupied, I turned around exposing my erection to Nico and the room again, lifting up my shirt showing him my tummy, and pointing my dick upwards, pulling my undies and shorts up. With my dick being smaller the tip was barely visible over the waistband, and I dropped my shirt like he did to cover it.
"Can you tell?" I asked him.
"Yes," he whispered back with a smirk. "But only because I'm looking. I don't think anyone else would notice," he assured me. I smiled at him and the two of us walked out of the restroom back towards class.
"Thanks for teaching me about it," I said shyly as we walked back to class, each step stroking my dick a little. I felt that it was wet at the tip, something I'd never felt before. I later would find out what precum is, and that this was the first time I had it. Safe to say it would be a while before my teen erection went away.
"Anytime you have questions I'm happy to help you," he offered graciously, grinning at me. "What's your Instagram, Dylan?" he asked. "That way if you ever need advice you can message me."
We exchanged each others' Instagram, Snapchat and phone numbers before heading back to class. As the teacher finished the usual boring first-day stuff, we occasionally glanced at each other and shared a knowing smirk. The first class of the day and I already met a cute guy, and even more, I somehow already saw his dick. This would be an exciting freshman year!
Hope you enjoyed! Email with feedback, comments, or suggestions. If you liked it and are using the new Nifty (new.nifty.org), drop a follow, favorite the story, and/or rate it below to help me out and motivate me to keep writing :) -hw