TRUE FIRST TIME TALES
Simon's First Time Tale
I had no idea how lucky I was until years later. - Simon
I was thirteen when I got to do something with a guy the first time. I sort of knew I was going to be gay about eleven. I remember swimming at the community pool and being really interested and tingly when I looked at some of the older boys in their swimming trunks. I was so curious about what they had in those trunks. Not to mention that their butts seemed so... sexy, I guessed. I didn't know what it was about boys, but my eyes were always drawn to scantily clad boys. In the summer after sixth grade, I remember spending all the time I could at that pool, my dick hard, looking at boys swimming. The girls were sort of interesting, but not much, and definitely not as interesting as the boys. I was especially drawn to boys with sandy-blond hair and blue or green eyes. But, hell, any boy would do to get me hard by then. I barely had my first pubes and no idea what was going on yet.
I learned to jack off that summer. I caught a boy jerking it off in the showers at that pool. There were stalls with plastic curtains you could shower in, and I was watching a really cute boy walk ahead of me. His butt was making me really hard and it was starting to show in my trunks, so I ducked into a shower stall when he did. There was a guy in there, about sixteen or so, standing sideways, bent over a bit and looking down at the floor, jerking it off. I saw him doing it for a few seconds before I let go of the curtain and ducked into the next open stall. I copied what I'd seen, and was immediately hooked. I must have jerked off for an hour in that shower stall, until my dick got red and puffy and I absolutely had to stop because it was getting more sore and painful than pleasurable. I didn't cum. Not at all. Not that I remember. No big rise in pleasure level, no pulsations, nothing like that. Just a constant enjoyable tingling as I played with it.
But that night, in bed, as I played with it for the second time, I had my first dry orgasm. I remember my body wracked with torturous pleasure, my back arched so that my butt came up off the bed, and the pulsing and throbbing intensity of my first orgasm as it twisted through me.
I guess jacking it off every day, sometimes three or four times, started my puberty development, because during that summer my dick grew a lot, and my balls dropped and grew way bigger. By the time I started seventh grade and changing in the showers, I was one of the biggest boys in my gym class, and had almost the most pubes of anyone in my year. I was just over average in height and build, but I had one of the longest dicks and the most hanging balls in the showers. A couple of boys had some hair above their dicks, but I didn't yet. But still, my dick and balls were as big or even longer than most of the other boys in my year. There were other boys with bigger ones, for sure, just most of them were a year older. Except for one.
I had four good friends in my gym class, and they were mostly still bald down there and were still really small overall. Peter, so ironic a name, had brown hair and eyes, and was pretty good looking, but had such a small dick and balls he was teased about being a girl in disguise. David was part Latino had a few wispy hairs around the base of his dick, which were easy to see because they were black, like his eyes. His body and dick and balls were growing fast too, but still not as nice as mine. Carl had sandy-blond hair like I loved, and green eyes like I loved too, and was so cute to me recently. His dick was growing, but still hairless, and his balls were dropped and looked really nice. And he had the cutest butt in there. Steve had reddish-blond hair, freckles, and brown eyes, and was super-skinny. His dick wasn't very long, but it was nice and fat with a fat head on it, but his balls were still hidden in a round, featureless sack. Marcus was mostly African-American, a dark caramel color, and had a nice long one even though it was still hairless. HIs sack was all wrinkly and his balls were hard to see, and he had one of the nicest butts in the showers. They were my closest friends in gym class, and we chose lockers next to each other. I loved watching them change into our gym clothes, seeing them in those short shorts during class, getting naked after class, showering, and standing around until everyone was out of the showers before the coaches let us go to our lockers.
One boy in gym class really stood out to me. He didn't have many friends, just two, and they were always together and rarely talked to anyone else. They were gaming dorks, brains, or just nerds. One of the three was kind of cute, one was a total dork, and one really didn't seem to be a dork at all as far as his looks. He had sandy-blond hair that was slightly wavy and curly, green eyes, braces, nice red lips, a nice jawline and a round face. He had these awesome pink nipples - big but not huge. No hair on his body except the pubes starting to grow around the base of his huge dick. He was on the skinny side of average, pretty tall, with a sot of flat butt. But his dick was one of the longest one there. It had foreskin, was really long and hung way down, and his balls were big and looked heavy, and they swung around as he walked in a way that made it almost impossible not to blow a big boner. Just the very tip of his head peeked out of his foreskin. That dick was always so plump and full and hanging down, like it was mostly hard, or getting hard, or was going down from being hard. His foreskin was thin enough that it revealed the long, sleek shape and contours of his head clearly through it. He had to have the longest head in class, except Meyer, who was black and had this incredibly long head on his dick. He was in eighth grade, and had tons of pubes and big balls. But most noticeable was how long and oval his big head was. It wasn't all that much wider than his shaft, but it was so long. It was sort of pinkish beneath his dark skin tone. His dick was usually all soft and floppy, but that head hung off the end of it so temptingly. But, still that nerdy guy's mostly hidden and obviously long and sleek head mostly hidden by his foreskin was the best one in the showers.
His name was Jeff. God, how often I jacked it off thinking about jacking him off, or sucking that huge dick, or anything. I wondered what it would be like to have that big thing pushing up into my ass.
It was so hard not to stare at him in the showers. Him and his friends changed in a different row of lockers, and I almost ached to watch him undress and see that big dick fall out of his underwear, or to see him bend over and get a peek at his hole. So, yeah, Jeff was my first major crush, and I had it bad.
Being gay back then was nothing like it is now. Now you can come out and say so even in junior high, but back then, even being suspected as gay meant you'd lose friends and be made fun of endlessly. Even if you weren't. Plenty of guys got tons of shit about being gay, and I was sure then as I am now that almost none of them ever were. So I hid it as well as I could from everyone.
But I took every chance I could to get an eyeful in the gym class showers without being caught.
The problem was that Jeff drew my eyes so compellingly. It wasn't just that his dick was almost always so long and pump, or that his balls were so big and pendulous, or that he had the hair I loved, or eyes like I liked, or even that he had a pretty nice body in total - it was probably all those things together. I didn't even care he wore braces on his teeth. In fact, they seemed to add something to his overall attractiveness to me. He was not homely at all, not to me anyway. His face was soft and gentle, mostly round, with a long nose and juicy, red lips, and a good jaw. I loved his pink nipples. Steve had the same pink nipples, and I loved them too. There was just something so hot about pink nipples to me. Steven's dick was mostly pink, and I loved that a lot. Jeff's big dick was pretty average in color, but that very tip of his head peeking through his foreskin was nicely pink and made me want to drop to my knees in the showers and roll that foreskin back and see if the rest of his plump-looking head was just as pink.
More and more often, I would look up from glancing at Jeff's body or dick in the showers or while we waited to be released to our lockers, and I'd see him looking back at me. Many times I stopped looking at him for a while, afraid he would figure out I was looking at him so much, but I would end up looking at him again after a day or two. And he'd be looking back.
One day we were in the showers, and I looked over to see him bending down washing his lower legs. Man! I could see his hole! It was staring back at me from between his spread cheeks, and I could see his balls hanging down through his legs, and I blew a boner in an instant. I turned back to the wall and forced myself to think about everything else until my dick stopped trying to humiliate me. That was too close. So I stopped looking. For a couple of days.
It seemed like he was teasing me now. You know how you mostly shower at the same place? Your friends next to you? Well, this one day, he was closer than ever before, just three shower-heads away, two unused showers on the other side of my friend Steve. It was about as close as I'd ever been to him in the showers, and it was really awesome. I could see smaller details than ever before. I saw that his pubes were thicker than I thought, but were a bit hard to see because they were so light a shade. I could see there were a few wrinkles in the very end of his foreskin, and I could see the ones on his sack. I could see the way each of his nuts moved around in his sack, too, mostly hidden by that long, plump dick hanging down in front of them.
When I looked up, he was looking at me, kind of smiling.
I looked away and didn't look back again.
Then, the very next day, he was even closer in the showers. Right on the other side of Steve. His friends were on the other side of him, moving along with him. I guess they didn't think anything about moving a couple showers along the wall. But I sure thought a lot about it!
That day I could almost see individual pubes and hairs on his sack. I could see how the foreskin wrinkled around the end of his head, and how smooth it was where it clung to the contours of his long, oval, sleek head. I could just make out where the ridges were at the back of the head, and how the shaft was slightly thinner just behind that point. I could even see that the hole in the end was more a slit than an actual hole, and that there was a cleft there as well. His dick was mostly smooth and perfectly shaped after that point, right up to where it entered his body beneath his sparse, light-blond pubes. It seemed almost exactly the same diameter the entire length, except a slight narrowing just behind his head.
It had to be seven inches hard. Had to be. It was at least five inches hanging there in the showers.
When I glanced up as I turned, pretending to be innocently just turning and not looking at anything, like you do in the showers, he was looking at me as he turned.
Then he was facing away, and bent over to wash his legs.
There was his hole again! Tan and pink inside his pale cheeks. And his balls hanging down the other side.
And then I saw him looking at me through his legs.
I turned away, hiding my growing boner by facing the wall and showered and thought about homework.
I saw him glancing at me several times, and again as we waited to be released to our lockers.
As he laughed with his friends, I was sure he was making fun of the fag looking at him. I was sure I was going to be discovered any day. It became horrifying.
I didn't dare look at him for days. And then when I did, it was very quick glances and then away. I often saw him looking my way when I did. I looked at him during class more often than in the showers now. He wasn't bad looking at all. Not to me. I knew most people would consider him dorky, mostly because of his braces and his awkward ways, but I was so hooked.
There was one day we were playing hockey in gym, and we were both on the bench at the same time. I was on the front row, and he and his friend were up about four rows. I saw up the leg of his shorts. I saw a nut hanging a bit out of the side of his briefs, but that was so hot! It was better than the full view of his naked body in the showers in a way. I couldn't stop looking. Over and over again. He saw me looking up once. He was smiling a bit, like he was hiding the grin. When I glanced back, he had leaned forward a bit, and had his forearms on his thighs, and one hand was slightly holding out the leg of his shorts, and he was spreading his leg out wider, giving me an even better view. And then he was looking right at me, with that secret grin.
Then he bounced his eyebrows at me!
I didn't look back again. Not once. I didn't even look at him in the showers. It was a couple of days before I even dared to let my eyes glance over him in the showers again. He was still on the other side of Steve. We saw each other looking at each other, and he turned to face me full on, and washed his hair, then his chest, then turned away and bent over, and washed his feet and shins, looking at me through his legs. I started boning up, so I turned away.
As we waited in the front of the showers until the last guys were out, I turned to say something to one of my friends, and there was Jeff, almost next to me, arms crossed, glancing at me out of the corner of his eye. Grinning.
I got the same show in the showers the next day. And after showers, he was standing next to me, his friends close to him. Guys always kept a foot between us as we stood there, and he was, but barely. And once he reached down to scratch at his knee, and his butt touched the side of my hip. So warm, soft, and... I started getting hard. I stepped to the side as casually as i could and pretended I hadn't noticed.
Day after day, I got that show, and he stood next to me in the waiting area, and sometimes he 'accidentally' bumped into me. Sometimes that happened, sure, but it became an almost every day thing. And I was always looking forward to it. It became a forbidden, taboo dance. One or the other of us would reach down to scratch a knee or rub a shin, and our butt would just touch the other guy's hip or leg or butt.
We started meeting eyes. Grinning secretly. Glancing down as we did.
I knew. I knew he knew. We both knew.
I decided to talk to him after school. Soon. If I could work up the guts.
The biggest problem was that we were in different cliques. I was part of the 'normal' crowd, and he was one of the dorks. Being seen talking to each other would raise questions and concerns.
Then I heard about how he was a math or physics tutor through the after-school programs. It was extra credit for him, and help for guys or girls who needed the help. I was pretty average in math, and doing okay in physics, but I knew asking for extra tutoring wouldn't raise any questions. So I blew a couple physics exams, and asked my teacher if there was some way I could get some extra help with the lessons. He told me about the turoring program, of course, so I went to the offices after classes that day and asked about it. It was possible to ask for a certain tutor if you wanted, so I asked if Jeff could be my tutor. The teacher said he probably had a day free and he'd let me know.
The next day, Jeff had a really big grin during gym class whenever I glanced his way, and he did the usual show in the showers, and bumped into me really slowly as we waited after the showers. It wasn't as much a bump as a slow, soft grind of his hip against mine. Almost too much to get away with!
Then, as I was walking out of gym class, he walked up to me.
"So, Mr. Swanson says you need some help with physics?" he asked, glancing at me and away, over and over.
"Oh, uh, yeah," I stammered.
I wondered if he really knew, and if he knew why I had asked if he could be my tutor.
I noticed he was blushing. His cheeks were rosy and patchy, and his grin was so cute.
"I have Tuesdays and Thursdays free," he said, then bit his lower lip.
Gosh, that was so cute! He had dimples! Little, tiny, almost non-existent dimples when he was grinning really widely and biting his lower lip.
"Can I have both days?" I asked, surprised at myself.
"Sure!" he said happily, then laughed a little bit.
So damned cute! This was as close as I'd ever been to him, and he was just absolutely adorable up close!
We were almost exactly the same height, so we looked right at each other levelly. That wasn't frequent, as some of us were still short, some barely in puberty, and some growing really fast already.
"We can meet in the library after school," he said, "Or, if you want, you can come over to my house. It's more private, and no one will know you're getting tutored."
"Ummm, where do you live?" I asked, immediately interested in the private lessons, of course.
His house was a long way from mine. Too far to walk, for sure. When I said so, he said, "You can take the city bus. The tutor program gives free bus passes."
There was a city bus stop one the same block where the school bus dropped me off. That would work great.
"They'll give you the pass at the tutor's office. Just ask for it."
"I will."
"Okay. You know how to get to my house?"
"Should be easy to find," I said. I knew enough about the bus system, having ridden it to get around since I was about ten or so.
"Cool. So see you tomorrow?"
"Sure."
"Great. Bye!"
He nodded then turned to head down the west wing. I liked the way he walked. It was smooth and almost graceful. His butt was smallish and kind of flat, but it was still nice the way it moved as he walked. He looked back and saw I was watching him walk away. He smiled.
The next day, I was so nervous as we showered. I was sure somehow everyone knew I was suddenly friends with a brainy-nerd and was going to his house later. I barely looked at him, and only once did I see him looking at me. He smiled at me, so I smiled back for the first time.
Then, the bus ride to his place was nerve wracking too. It seemed like everyone knew I was heading to a guy's house. I didn't know what to expect, but just the fact that I was attracted to him, and he seemed to be interested in me, made the entire escapade seem so obvious and strange. I was sure nothing was going to happen, I mean, it was just a stupid pipe-dream, right? I was misreading it all. He was just kind of flattered that one of the 'normal' guys was being friendly, that was all. But I hoped it was more than that.
My guts were twisting around inside me as I walked the couple of blocks from the bus stop to his house. It was as easy to find as I thought. The addresses were orderly and predictable, and then there was the house number on a typical two-story shingled house sitting among a dozen others just like it except colors and small details. They were older houses, some run down a bit but still taken care of for the most part. I was used to manicured lawns and landscaping, brand new cars in long driveways. These lawns were mostly neat and tidy, but plain and without fancy landscaping or lighting. The cars parked on the street were older, some rusty, some not, but no new ones to be seen.
I walked up the front walk, up the five steps, and was about to knock when the door opened.
He'd changed clothes. Now he was wearing new-looking jogging shorts that were just a bit baggy, and a tight, red t-shirt. I could smell cologne. Nothing expensive, but kind of nice. He was smiling really cutely as he stepped back and waved me inside.
The front room was nicer than the outside let on, and there was newer furniture, along with newer carpet and drapes and paint. We talked about what topics we were studying in physics as we walked down the hallway to his room. I was surprised at how nice his room was. So tidy it looked like an expensive hotel room. Blues and creams mixed nicely, and two big windows on one wall made the room open and sunny. Almost as big as my room, and just as nice. He had lots of awards for science projects and academic pursuits on a shelf above a nice wide desk with two swivel office chairs at it. He sat down in one and waved me into the other one.
The first thing I noticed as we got out our books was that he wasn't wearing any underwear. He couldn't be. I could see the round, long shape of his dick along his left thigh, and the bulge of his balls on the other side of the seam of his shorts. The end of his long dick was less than an inch from poking out of the leg of those tight shorts. Then I noticed how creamy and soft and smooth his thighs looked.
It was when he leaned back that I noticed where I was looking, and for how long. I was shocked at myself. I looked up to see him smiling at me, blushing darkly. Man, the way his cheeks blotched and burned was really neat. And then I noticed his red lips framing his smile, and how his nice green eyes sparkled.
I actually mumbled, "Sorry," and went back to taking my books out of my pack.
"For what?" he asked, still looking right at me.
Well, for what? I asked myself. Stupid asshole. That was as good as admitting you were looking at his junk! Idiot!
"Nothing," I forced myself to say, then concentrated on getting my physics book and notebook ready.
"Can I ask you something?" he said, getting his things ready as well.
"Sure, I guess. What?"
I got my pen and opened my notebook, and then my physics book to the latest chapter. He still hadn't asked anything, so I looked at him.
Damn it. So cute! I was starting to really sweat under my arms, on my back, along my neck, and on my face. I was sweating, but he looked like he was about to burst into flames. His face was so red now that a lobster could have mistaken him for a relative.
"Do you like looking at me in the showers as much as I like looking at you?"
I clearly remember his words, like they are carved in my brain. And I remember exactly what I thought.
Did he just ask me that?
Then he said, "I see how you look at me almost all the time."
He said it softly, without any recrimination or accusation. It was a gently delivered fact as he looked studiously at his desk or something on it.
Then he said, "I like it," cleared his throat softly, and added, "And I really like looking at you."
I felt my body shaking. Every muscle was quivering. I don't think I took a single breath.
We was still looking down at his desk, when he said, "If you don't want to talk about it, that's okay. Maybe I'm being stupid. I just thought..."
I felt his discomfort, and his embarrassment, and his tortured concern. And I hated it. I wanted to make him feel better. I wanted to reassure him.
When he glanced up at me, his face heavy with his emotions, the fright and worry so evident that I could almost reach over and peel it off of him, I broke.
"I fucking love looking at you!" I said quickly, in a hurried rush to relive his pain. "You're the hottest guy in our class!"
I was stunned at myself! I hadn't even thought of the words first, they just came out on their own. And as soon as I'd said them, I knew I meant them. And I didn't regret them at all when I saw how they brought a smile to his face.
He bit his lower lip, in that cute way of his, his braces barely visible on his upper teeth. He snickered once, and blushed even darker, and sort of wiggled in his chair. It was all so adorable!
"I'm a total dork," he scoffed. "I don't even know why I thought you were looking at me, in, you know, that way. You're the good looking one!"
I wasn't deluded, I knew I wasn't a stud, but I also knew I wasn't bad looking at all. Sort of nice looking, in ways. Having Jeff tell me that he thought I was good looking was really flattering. And raised my hopes even further.
And I needed to make him feel better about himself. He seemed to have such low self esteem.
"Dude, Jeff, you're not a total dork. You've got awesome hair, fucking awesome eyes, and a really nice body! You're not fat, or skinny, and... you have just the nicest smile!"
His smile then was a perfect example, so I nodded at it and said, "See? That's so cute!"
It was the fist time I'd ever called anything cute in front of someone. It felt weird, and like I'd exposed myself somehow. But it felt so true and so right, that I had to say it again.
"Hell, Jeff, everything about you is cute!"
He laughed, chewed at his lower lip, and seemed to almost curl up in his chair a bit.
"Can I tell you something?" he asked, glancing at me a couple of times, but mostly intent now on his own hands in his lap.
"Sure. Anything."
I was hoping for his big reveal, that he was gay, that he liked me, that he wanted to... well... do it.
"I was hoping you didn't really want physics tutoring. That you came over here for... uh... some other reason."
He seemed to shrink in his chair. It was almost painful to see.
I didn't know what to say or do, but I had to say or do something. So I did what seemed the most obvious, and what I really wanted to do anyway.
I reached out and put my hand on his bare thigh, midway between his shorts and his knee, and softly squeezed it. So warm, so soft but firm, so smooth.
My guts clenched in fear of his reaction, and at exposing myself so extremely.
His head flung up and he looked at me in shock, but with a grin that proved he wasn't horrified at all. He looked down at my hand then back up at my face. His grin widened. He put his hand on top of mine.
"I really like you," he whispered, his face now softening into something so adorable I could only have one reaction to it.
I leaned forward, closed my eyes, and soon I felt his lips on mine. It was like being electrocuted! His hand pushed down on mine, and I squeezed his thigh tighter, and then I felt his hand leave mine and come to my thigh.
Our lips began moving against each other. I don't recall any conscious effort to do so, but soon we were writhing our lips together and panting in short breaks. I dared to move my hand up his thigh, and as I felt the edge of the short's leg, his hand moved up my thigh and found my lap. I moved my hand into the leg of his shorts. Almost instantly I felt the tip of his cock lying along his thigh, so I brushed my fingers up along it until I felt the hair at the base, then I moved down to find his balls on the other side of the short's seam. He moved back in the chair, loosening the grip of his shorts on his junk, giving me more room to explore and fondle him. His dick was hardening fast, and I felt the way the shorts slackened even more once it pushed its way out the end of the leg. I followed it from his body to the end of it, marveling at the length and girth and heft of it. I could feel his heart beating through it.
Then I felt him unfastening my jeans.