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Date: Wed, 7 Jun 2023 17:47:35 -0400
From: Braddy Boyce <braddyboyce@gmail.com>
Subject: A Gay Boy's First Experience

DISCLAIMER: The names and details of my characters are
fictious. Resemblances to real people, living or dead, are coincidental.

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      I tried combing my hair off to the side: too preppy. I tried slicking
it back: too formal. I added more product and fingered my hair: too
messy. I drew a big breath while standing in front of the mirror in my
room, my brown eyes glistening.

      My first date.

      It was a Friday afternoon in June. At the moment, I wore nothing but
my olive-green boxer briefs because I still didn't know which one of three
new outfits to choose from. Why did the concept of looking presentable for
a date have to exist? Having supportive parents was a blessing, living in
an LGBTQ-friendly city was awesome, graduating from an elite middle school
was impressive...but going on a first date?

      Scary.

      There was a knock on the door. "Yeah?"

      "Can I come in, Vinny?" That deep voice, making me stiff with
excitement. I knew better than to tell anyone that; it was my deepest,
darkest secret. I had a first crush named Anders who I was planning to meet
up with in just moments. But because he was from Sweden and new to the
area, I'd had a sexual awakening before we'd met.

      My all-American stepbrother.

      Since I was thirteen and Jonathan was fifteen, he tended to look out
for me. Okay, that wasn't necessarily a bad thing. It was just the fact
that he could be overprotective because we lived in a big, liberal city. He
insisted there were many old predators waiting to kidnap boys for
dinner. Whatever. I mean, yeah, those kinds of men existed, but that was an
exaggeration.

      Wasn't it?

      I grinned. "If you don't mind that I'm half naked, sure."

      Jonathan chuckled. "Not a prude, dude." The door opened, and there he
was in his blue-and-yellow-striped swim trunks, probably ready to go to the
beach soon. He'd really bulked up since we'd become stepbrothers last
year. His hot body put my skinny one to shame, and it could easily make me
hard. He had the California tan and blond wisps over his bright, blue
eyes. He had a fluffy shag growing out, unlike the crewcut he'd had before.

      Smiling, he closed the door and sat down on my bed. "Getting a darker
tan now, huh?"

      I shrugged. "My mom says it's the Italian in me."

      "Well, you do look like your dad."

      "Yeah." Wherever Dad was these days. He was married to another woman,
and while he loved me for me and I loved him just as much, we didn't get to
see much of each other because of living in different states. Mom was
happily married to Jonathan's dad, and both were supportive of me in every
way. Then again, they didn't know as much about me as Jonathan did.

      Jonathan often looked below whenever I was half naked, especially my
backside, but we never brought it up. Sometimes, I wondered if my body
captured his attention more than it should, or if he just looked my way for
no reason. "So...date, huh?"

      "Yeah. The Anders boy I told you about." Anders was also a blue-eyed
blond, except closer to a towhead. He was also pale, thin, and awkwardly
tall, and super cute with a light sprinkle of freckles.

      "Oh. Him." Was Jonathan unhappy now? He sounded like it.

      I tightened a smile at him. "Please don't tell me you don't approve
of this one either. He'd be the third one already." Then again, I hadn't
had a crush on the other two; it'd been more lust than anything.

      "Hey, to be fair, the other two were older than me."

      "But they were still in high school."

      "Doesn't matter. You shouldn't be with anyone older than me."

      "Yes, Dad."

      Jonathan sighed. "Just trying to look out for you, little bro."

      In some ways, it was nice. Sweet, in fact. But he wasn't my
boyfriend, so he really didn't have the right to tell me what to do. Had he
been my boyfriend, I would've been open to listening more. I wasn't sure
why. Maybe I was submissive by nature when it came to relationships, not
that I knew what being in one was like.

      "What are you guys going to do together?"

      "Probably meet up for pizza and maybe see a movie afterward."

      "Glad he's exactly your age, at least."

      "Age is just a number." Well, within reason.

      "Not for you. You're only thirteen."

      "Almost fourteen."

      "Nope, still thirteen."

      "Again, almost fourteen and starting high school this fall."

      "Dude, you're still young. You probably haven't even had your first
kiss yet."

      Okay, so I hadn't. Jonathan didn't know that, but he'd guessed
correctly. That obvious? I felt things, though. I also bated
sometimes. Well, a bit more than sometimes.

      Almost every day.

      "You haven't, huh?" Thankfully, Jonathan was never mean about
anything. He'd always been friendly to me and wasn't the type to bully
anyone like some other jocks did. He was relaxed except when it came to
brothering me because he was older.

      "I mean, how?"

      "Practice?"

      "Yeah, but with who? It'd be nice if I could impress Anders since
he's made out a lot with a boy he used to mess around with. Not sure what
sexual stuff he's done, though."

      Jonathan sighed. "I mean, it would suck, yeah. But you can find a
practice buddy. You just can't be too picky since it'd just be for
practice."

      "Again, who? I don't know anyone who'd do that. Most of my friends
are girls, and while we live in a gay-friendly city, I can't just assume
there's many gay boys at school. And besides, it's summer now, so I can't
even meet anyone at school until the fall. Anders will just have to kiss a
total virgin in every sense."

      "Well, Vinny? Practice with me, then. I don't mind." Jonathan had
said it so coolly.

      I grinned, my heart beating faster while I twitched down there. My
cheeks flushed, and I could barely look at him. "I didn't know you...you
know...would kiss a boy."

      He shrugged. "It's just a practice kiss, dude. Doesn't mean
anything." Again, with the cool tone. Unless he was hiding how he felt? How
could he be totally okay with this?

      It took me a moment, but I finally said, "Okay. But...how do we do
this?" Why was I so nervous? I was rising to the occasion, too.

      Still sitting on my bed, Jonathan patted on the spot to his immediate
left. He smiled, seemingly not nervous at all.

      I sat down where he patted, inhaling and exhaling.

      "Oh, come on. No need to be dramatic. It really isn't a big deal."
Yet again, with the coolness.

      But it was to me!

      Jonathan smiled at me once more, gently held my chin, and placed his
soft lips on my mine.

      Oh. My. God. My first kiss! I panted through my nose, trying to
collect myself. My insides were instantly molten, and I had an erection
that refused to go away. His tongue repeatedly dabbed in between my tightly
closed lips. I opened my mouth because it seemed like he was trying to get
me to do so. He slipped his tongue inside and wiggled it around for a few
seconds. What was he trying to do?

      He ended the kiss and chuckled. "You're supposed to wrap your tongue
around mine. That's what I was trying to do, but you're kind of frozen."

      "Oh..." I twisted my lips into a tiny smile, my cheeks flushing
more. "Okay."

      Jonathan continued, and this time, our tongues met for a soft
kiss. His tongue moved slower than mine, so I tried to slow down in case he
was silently trying to tell me I was too fast. I really didn't know what I
was doing. Did I suck at this?

      Probably.

      But it felt good. Very good. And warm. The front of my boxer briefs
was wet now, and new thoughts filled my mind. Thoughts of taking it beyond
a kiss started making me horny. I didn't mean to think like this, though. I
was meeting Anders for a date soon. I had a crush on him in a way I'd never
felt for anyone else. Yet here I was, making out with my own
stepbrother. We were supposed to be family, but I hadn't grown up with him
to feel like we were. To me, he was a boy I'd explore things with, while
Anders was a boy I'd become boyfriends with.

      Jonathan broke the kiss and gave me his usual cute smile. "How was
it?"

      I bit my lower lip and grinned. "Awesome."

      "Yeah?"

      I nodded.

      He lowered his gaze for a moment and then shifted it back to my
eyes. "I see you're a little excited now."

      Oh. My. God. How embarrassing!

      "Hey, it's okay, dude. Totally normal." Jonathan got up and stood in
front of me, a big tent poking through the front of his swim trunks. There
was even a large, wet spot like on my undies, which was telling. "See? It
happens."

      I just stared at it as if fixated. This was a new side of him for me
to see, and I liked it. I probably shouldn't like it, but I couldn't help
it. "Hey, Jonathan?"

      "Yeah?"

      "Have you...you know...?"

      "Had sex?"

      I gave him a nod.

      "Yeah, many times. Just with one person, though."

      "Oh."

      "Why do you ask?"

      I shrugged. "Curious, I guess."

      "Have you thought about exploring stuff? You know, to impress Anders
since he's messed around before and you haven't?"

      I couldn't tell if that was an invitation to do stuff with Jonathan,
but for the first time, I actually felt more tempted than ever, even more
so than with the other two boys. I grinned. "With who?"

      Jonathan chuckled. "Who do you think?"

      Oh. My. God. Wow!

      There was a hard knock on my door, startling us and making my heart
pound.

      Jonathan immediately sat back down, looking more nervous than ever
with a reddening face. He grabbed one of my pillows and hugged it like a
teddy bear, probably to cover the evidence.

      I did the same, except I had no reason to explain why I was in my
room in my undies with Jonathan here. To make everything worse, we were
visibly leaking. Two horny stepbrothers, caught with no explanation to
give.

      "Who is it?" I knew who it was from the knocking, which made my heart
beat so fast that I was dizzy. I didn't have time to put on any proper
clothes, so I prayed that my bedroom door wouldn't open. There was no way
Jonathan and I could explain being in my room with the door closed, while
wearing nothing but my boxer briefs and he in his swim trunks, both of us
visibly leaking.

      "Vinny, what time do I have to take you to the pizza place?" Mom
asked from the other side of the door.

      "Um...I'm still getting ready, so maybe right after?"

      "Okay. Where's Jonathan, by the way? Is he in there with you?" Her
suspicious tone didn't help.

      Jonathan and I widened our eyes at one another, and he rapidly shook
his head while pressing a pointed finger against his puckered lips in a
shushing gesture.

      "I think he went out for a little walk."

      "Yeah, it's a really beautiful and sunny day today. I should probably
do the same after I drop you off. Anyway, let me know when you're
ready. I'll be downstairs."

      "Okay!"

      Her footsteps faded away.

      I sighed, my heartbeat slowing back to normal. I tossed my pillow
aside and threw myself back on the bed, my legs still over the edge. I
stared at the ceiling. "That was super close," I whispered.

      "Yeah." Jonathan joined me, lying right beside me. His warm skin
pressed against mine. "So...want to explore stuff one day?"

      The idea of being experienced for Anders sounded awesome because I'd
already been teased for being a virgin. My middle school wasn't just elite,
but the kids there knew a bit too much for their age, which was how I'd
thought to look up porn. Okay, so my friends hadn't teased me out of
malice, but I questioned whether they'd really had sex or if they'd made it
all up to look cool.

      I smiled. "Do you think Anders would be impressed if I learned
stuff?"

      "Dude, definitely. In fact, I think he'd probably like you more."

      "Really?"

      "Really." Jonathan got back up and stood in front of me again. He
smiled while lowering his gaze to his big erection. "Guess I have to take
care of this now, huh?" He took a glimpse of my little tent. "And looks
like you need to do the same."

      I did need to, and my heart raced all over again. The longer I was
near him like this, the harder it was to ignore the feeling.

      We didn't move; we just stared at each other's tents.

      "I've never seen one in real life before," I said softly.

      "No?"

      I shook my head.

      "Well? I mean, it's up to you if you want to see mine."

      The anticipation only made me harder. "Okay." I bit my lower lip to
control myself from blushing.

      Jonathan wasted no time pulling down his swim trunks, and his pink
dick wobbled from the movement. It was long and thick, so much bigger than
mine, and it twitched on occasion. A lot of precum dripped, too.

      I widened my eyes and swallowed. As nervous as I was, I felt a little
bold, too. I wasn't sure why, but I wanted to play with it. I wanted to
know what it felt like in my hand. "Can I touch it?"

      Jonathan grinned. "Go ahead. But you have to let me touch yours,
too."

      "Okay." It took me a moment of just staring at it in awe, but I
slowly reached out and wrapped my little fingers around the thick
girth. Oh. My. God. I was actually touching it! I gave it a little stroke
like how I did to my own whenever I bated, and it twitched some more.

      Jonathan let out a light gasp. "Careful, dude. I could easily shoot
right about now."

      "Oh...really?"

      He nodded. Still standing, he reached down to slide his hand inside
my wet boxer briefs and started bating me. "I honestly didn't think this
would ever happen. Feels so good."

      I gave him a little smile, and I knew exactly what he meant because
his hand made me feel good, too. I could easily finish off as well because
he was bating with his hand inside my underwear. I tried stroking him
again.

      Another gasp.

      I stared into Jonathan's eyes while doing it again. What was I doing?
Why did I keep at it after he'd told me he could come? But this feeling,
his hand, everything...

      He chuckled. "Trying to make me come?"

      I bit my lower lip to control another blush. Why did I feel a bit
devious? Maybe the curiosity of watching him shoot hit me harder than I'd
imagined. I slowly bated him while looking at his horny face, his hand
still doing the same to me.

      "Damn, Anders will love this."

      "Really?"

      "Yeah. Your hand feels amazing."

      I knew Anders and I wouldn't do anything sexual today because we'd be
out in public. But knowing I was on my way to impressing him by making him
feel good gave me extra hope.

      "Damn, Vinny..." Jonathan's eyes grew heavy, and he looked like he
was as lost as I was whenever I pleasured myself. "So close..."

      I kept stroking him, and I was close, too. By now, it leaked so much
that I wondered if it tasted salty like mine did. I observed his face, and
watching him feel pleasure made me feel special because I was able to cause
it. Him doing it to me was even better. We were able to make each other
feel good.

      "Want to impress Anders even more?"

      I nodded, my gaze now focused on Jonathan's dick. It dripped in thick
strings, and like Spiderman's web, it stuck onto the skin of my upper leg
while still hanging in midair. But it didn't bother me.

      Jonathan stopped bating me, and his hand motioned faster to get
himself off. His breathing got heavier, too. "Open your mouth---hurry!"

      I did, and I had a feeling I knew what he was about to do.

      He bated even faster, his gaze locking with mine. "Here it comes,
dude...ngh..." He huffed and grunted.

      I blinked and flinched as soon as Jonathan squirted all over my face
in several thick and warm shots. When he gently shoved just the head in my
mouth, I sucked it softly in a quick pace as it pumped out more cum that
dribbled over my lips and down my chin. I didn't even know how to do this,
but I knew enough to know I had to suck it like the guys did in the porn
clips all over social media.

      I wrinkled my coated face from the strong taste because it was so
thick and rich, and I struggled to swallow more of it. I tried my hardest
not to gag, almost hurling because it was one of the grossest tastes I'd
ever experienced. How could porn stars like this stuff?

      Jonathan sighed in relief. Grinning, he squeezed out the remains,
pulled out of my mouth, and pulled his trunks back up. "That was awesome,
dude."

      I didn't say anything. I couldn't. The shyness got to me so bad
because of what I'd just done. I'd made my own stepbrother come. I'd also
just had my first blowjob, facial, and taste of cum, albeit in a short
amount of time.

      Jonathan wiped my face completely and licked his fingers, shocking
me. He grinned again. "I love cum, not gonna lie. Next time, I want to
swallow all of yours."

      I was still silent, but I wasn't uncomfortable. If anything, it was
the most awesome experience ever, like he'd mentioned, just that I didn't
like the taste of his cum. I'd tried my own, and it was similar.

      He reached down again and continued stroking it. It wasn't long
before I shot so much inside my underwear, drenching it. The pleasure was
deeper than any of the times I'd bated alone. I almost moaned but kept
silent, and my body shook a little. I'd just made a warm mess all over his
hand, and it felt soupy and weird inside. He licked his fingers a second
time to taste more of my cum.

      "Remember, Vinny, if you want to keep impressing Anders, we'll have
to do more stuff. And not just what we did, but so much more. Some of it
might hurt at first, but I'll always go easy on you. I'll teach you
everything I know until you're experienced like me."

      I wasn't sure what all there was to do besides butt sex and letting
him suck me, too. I wasn't sure about anything right now since I was still
processing what had just happened. I was confused, but I was kind of in a
great mood.

      "I hope you have fun with Anders."

      "Thanks," I muttered, finally saying something.

      Jonathan sauntered away from me, carefully opened the door, and
looked through the crack. Then, he gave me a final grin and left. Something
about his grins made my heart flutter. I wasn't sure why.

      Now, I was even more confused. I was supposed to get ready to go on a
date with Anders, but a big part of me wanted to stay home and do more
stuff with Jonathan. Then again, he had his own plans, so that was out of
the question. I still had feelings for Anders because he was my big crush,
but the sexual feelings for Jonathan wouldn't go away.

      And I didn't think they ever would.

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