Date: Wed, 18 Aug 2021 04:56:51 +0000
From: Vance Von Jungsburg <vereinington@protonmail.com>
Subject: A Brief History of Jonathan (Gay/Adult-Youth)

Please donate to Nifty. They've been hosting these stories for decades.

I have other stories on Nifty listed in the prolific authors section
under Vance Von Jungsburg

E-mail me if you liked the story or want to talk - I always reply:
vereinington@protonmail.com


A BRIEF HISTORY OF JONATHAN

by Vance Von Jungsburg

ACT I

The giggling in my nephew's room grew in volume and intensity until it
turned to squeals. It was the sort of sound that lets a favorite uncle
know that the boys are probably having too much fun.

I knocked twice and opened the door. My 13 year old nephew Matt had a
tight grip on the back waistband of his friend's underwear in an attempt
to deliver a merciless wedgie. The boy on the receiving end of the
nut-hugger tug, Jonathan, screeched high pitched sounds of glee. It was
the kind of sound a kid made when someone was grinding his head with
their knuckles: a mixture of pleasure, pain and laughter.

I froze - the boy experiencing the wedgie was wearing white briefs and
nothing else. Matt had pulled the tighty-whities up far enough in back
that the kid's ass cheeks were hanging out the leg openings. Jonathan's
body was skinny, white and hairless. His bottom was the same cream color
as the back of his thin legs and bony knees.

Jonathan had always come off as a cute, weird kid, but seeing him nearly
naked made me reappraise the boy. His head of dark, long curly hair
looked unkempt and uncared for, as if his own physical appearance was of
no concern to him. That was also reflected in his clothing, which was
usually a mismatched combination like a red Spiderman t-shirt and brown
sweatpants or an orange Darth Vader t-shirt and Kelly green basketball
shorts. Fortune had gifted the boy with big blue eyes and long dark
eyelashes, which on balance. more than compensated for the lack of
attention he gave his own appearance. That such a boy would wear
unfashionable white briefs was not a surprise.

Matt let go of Jonathan's waistband and he fell to the floor as if he'd
just been overcome in battle.

"Uncle Mark!" Matt said, trying to contain his excitement. "We're making
wedgie videos for Jonathan's YouTube channel. He has 400 followers!" I
noticed an iPhone propped up on the dresser pointing at the boys.

Matt retrieved the phone and scrolled through to look at their recorded
work. The first video showed a side view of him tugging at the back of
Jonathan's briefs, hiking them up to about the middle of his back and
then not being able to stretch them any further. Jonathan leaned on the
bed as Matt lifted him almost off the ground, forcing the boy to tip-toe
while he squealed in delight. The second video, and the third video were
much the same. Seeing the boy screech as his underpants were pulled up to
expose his buttocks was pleasant, but if this was the quality of
Jonathan's YouTube output I knew his audience probably consisted solely
of pervy men. The fourth video was the same, but at the end, Jonathan
stood and faced the camera. The outline of his penis and balls was
clearly visible as he adjusted the back of his underwear. His cock
pointed straight up and slightly left, and looked full and rigid as it
pressed taut against the white cotton cloth.

Jonathan and Matt might have considered the wedgies to be rowdy, boyish
fun, but I was perceptive enough to know that Jonathan was getting turned
on by the the feel of the tight underwear against his private parts. My
lifetime of looking at bulges through pants, swimsuits or underwear had
given me the ability to make out what was going on beneath the fabric of
a guy's crotch.  Maybe Jonathan had no idea that the his boner was so
visible behind his underwear, and maybe Matt was so unskilled at looking
at groins that he didn't notice either.

Jonathan stood up and joined us to watch the videos. No one could blame
me for sneaking a peek down his body as he stood next to me. There it was
in the flesh, literally - a tube of boy meat pressing up and out against
the stretchy cotton fabric of his briefs.

"We've been trying for the atomic wedgie, but Jonathan's underwear won't
stretch that far," Matt said, after the fifth and final video ended.

Oh, the rare "atomic wedgie." I wasn't even sure such a thing actually
existed. The concept was that the underwear was pulled up so high that
the waistband could be stretched over the victim's head. I'd heard about
the atomic wedgie since I was a kid, but I don't think I'd ever seen one
in real life.

My inquisitive nature was always open to scientific inquiry, so I spoke
up. "Maybe you're just not strong enough to pull it that far."

Matt was a strong kid - at least stronger than skinny Jonathan. My
nephew's compact body was muscular and tight and covered in tiny blonde
hairs that contrasted with the tan of his arms and legs. I admired his
physique like a poet admires a Grecian urn, but I never thought about him
in a sexual way. He was my nephew and I'd been babysitting him since he
was an infant. Jonathan, on the other hand, was making my man parts
tingle.

"You want me to try?" I suggested. It was innocent. I just wanted to help
my nephew and his friend with their YouTube videos. And I had a
scientific interest in finding out if it could be done.

"Yes!" both boys shrieked in unison.

I was a big man, muscular and furry, with big biceps and forearms and a
thick neck. It took two or three visits to the crossfit gym each week to
maintain this appearance, but it was one that appealed to the skinny
twinks I met on Grindr.  Matt had grown up knowing I was gay; my sister
Denise never hid it from the boy or saw it as reason not to let me get as
close as possible to my nephew.

"Matt, you film it. But don't get my face in the video."

My nephew understood why without me having to explain it.

"Ok... let's do this," I told Jonathan.

The boy leaned forward with his hands on the bed and his backside to me.
His waist looked so narrow - I wondered what size pants he wore - 28
inches? 26 inches?. His rail-thin legs and knobby knees descended to his
slightly pigeon-toed feet, but the small mounds of his ass protruded in a
shapely and enticing way.

"Ready... go," Matt said looking through the backside of the phone
pointed at Jonathan and me.

I took a healthy handful of white cotton fabric in each hand, trying to
grip as much of the underwear as I could so the boy wouldn't slip out of
my hands, and then heaved upward. Jonathan couldn't have weighed more
than 90 pounds and immediately his feet came off the ground. His high
pitched squeals of laughter caused me to laugh too - the sight of the boy
suspended in air by the back of his underwear was absurd. Jonathan's bare
buttocks and lower back were exposed by the leg openings of the briefs
which had stretched vertically - they were close enough to my face that I
could have leaned forward and licked them. But the boy's hanging weight
wasn't enough to stretch the underwear up to his head. I held the
waistband just below his shoulder blades and suspended the boy in front
of me.

Jonathan wiggled and screeched as the taut fabric strained against his
crotch, then the boy shifted his body weight and pitched forward, landing
the upper half of his body on Matt's bed. The lower half of the boy still
dangled from the briefs I clutched tightly. but the stretched underpants
had shifted and were now around his knees. I was presented with a look
down the length of Jonathan's narrow backside. The delicious view of his
naked buttocks and the small of his arched back sent dirty thoughts and
images into my consciousness. I imagined splitting the cleft of the boy's
slender bottom with my big, lubed-up cock.

All three of us were overcome by convulsive laughter as Jonathan pulled
his body forward and tried to get me to release the underwear. I held his
legs up for a good fifteen seconds before I relented and let the boy's
full weight fall on the bed. He clutched the briefs and pulled them up to
cover his naked ass, heaving with laughter the entire time.

We gathered around Matt to watch the video. I stole a peek at the front
side of Jonathan's briefs. The loosened waistband fell away from his
lower abdomen, leaving an opening about an inch wide. I knew something
had to be pressing against the front of the boy's briefs to push the
waistband out like that but from my vantage point I couldn't see it.  At
the same time my own cock was inflating; I was grateful for the loose
drawstring shorts I was wearing.

The video started with a side view of Jonathan leaning on the bed with
his briefs-covered ass in the air. Two large arms entered the picture and
gripped the boy's underwear and heaved upward. The screeching boy dangled
off the floor and writhed until he pitched forward and his underwear
slipped down to his knees. For just a flash his penis was visible, hard
and pointing toward his belly. It looked bigger than I expected. I wanted
to snatch the iPhone from Matt and stop the video at the moment where
Jonathan's erection was exposed, but knew better; maybe I could do that
if they posted it on YouTube. Neither boy made a comment about the wiener
flash.

"Jonathan's not heavy enough for me the get the waistband up to his
head," I announced. "Matt, you need to hold his legs when I do the
wedgie." I wasn't ready for this activity to be over yet.

We stood in position with Jonathan leaning forward on the bed and his
cotton-covered ass pointing at me while Matt set the camera on the
dresser and adjusted it.

"Ok... it's recording," Matt said, He hurried to Jonathan and sat down
cross-legged in front of his friend's feet, then wrapped his arms around
Jonathan's lower legs.

"Go!" Matt prompted.

I gripped the back of the briefs with both hands and lifted upward with
as much strength as I had. The addition of a 110 pound boy trying to keep
Jonathan's light body from ascending off the floor allowed me to stretch
the underwear farther than before, up, up toward Jonathan's neck. I
thought it might actually be possible to achieve the atomic wedgie. Both
boys were screaming with mirth at the situation but I silently proceeded
with my assignment, trying to stretch the damn waistband as high as I
could.

Then I saw it - a pea-sized hole in the fabric appeared just below my
grasping fists. I knew the mission was over, but continued pulling as
hard as I could on Jonathan's underwear. The hole increased in width and
the bunched cotton in my hands stretched upwards as it released from the
briefs, accompanied by the loud "striiiitch!" of tearing fabric.  The
hole was now the size of a dinner plate and expanding. Matt let go of
Jonathan's legs once he realized the game was over, allowing Jonathan to
rise off the floor. The boy wriggled like a fish on a line and spasmed
with high-pitched laughter as I held him suspended in air by the sling of
his waistband.

Like before, Jonathan shifted his weight and fell forward onto the bed.
My grip on his tattered briefs held and they slid off his legs as he
tumbled onto the mattress - the boy was now completely naked. Both boys
were convulsing with laughter as they looked at me standing over them
holding the remains of Jonathan's underwear. I made an exaggerated
bodybuilder pose and pulled the tattered remains of the white briefs
apart.

Matt stood up to retrieve the smart phone so we could re-experience the
uproarious episode via video.

I stood next to my nephew looking at the screen, then Jonathan got off
the bed to watch. My breath caught in my throat and I felt like my heart
stopped beating when I saw Jonathan standing next to Matt with a
conspicuous erection extending from his groin. The bare naked boy wasn't
trying to cover it, hide it or minimize it. It stood out perky and proud
and... large. Maybe it was because of the boy's slim body and narrow
waist, but, damn it, that thing looked huge on him. It appeared to be at
full mast and curved slightly upward, terminating in a flared head that
looked rigid and full. A tiny patch of thin dark hairs crowned the
glorious appendage, signalling that his baby-makers had geared into
production and were pumping his body full of lusty hormones.  Maybe that
explained Jonathan's appetite for wedgies.

The boys giggled at the scene as it replayed. There was no mistaking the
persistent bulge at the front of Jonathan's underwear but the massive
erection was hidden from view once the underwear was off.

"I think that's better than an atomic wedgie," Matt declared.

"Yeah, that's going up on my channel," Jonathan agreed.

"Thanks, Uncle Mark," Matt said. It was his way of dismissing me.

"Yeah, thanks Uncle Mark," Jonathan repeated.

I watched Jonathan pull on his sweatpants without underwear as I left the
room.

For the rest of the evening all I could think about was Jonathan's
hard-on. When the boys came out to eat the Costco pizza I'd heated up for
them, I scoped out the front of Jonathan's sweatpants. The shape of his
large, soft cock was apparent through the blue fleece material. I
imagined placing my hand on his package and feeling it get full and hard
as I caressed it.

Denise got home from her match.com date a little after eleven. The boys
were still making noise in Matt's bedroom. I asked her about her evening
and she shrugged. "Meh."

My evening had been much more successful. I walked back to my place with
visions of 13-year-old-cock dancing in my head.

ACT II

I was folding laundry and watching Thursday Night Football when I heard
knocking.

It was so soft I wasn't sure anyone was at the door but I got up and
looked through the peephole. A distorted fish-eye version of Jonathan
stood on my front steps. His unkempt curly dark hair was unmistakable.

My face flashed bright and hot at the surprise appearance.

"Hi Jonathan," I said as I opened the door with a flourish. My stomach
fluttered with anticipation. "Where's Matt?"

"He's at lacrosse."

"Well, come in," I invited, extending my arm like a maitre d'.  Jonathan
was wearing a red t-shirt with Mario and Luigi on it, maroon basketball
shorts and camo Crocs. I suppressed a laugh at the fashion disaster.

The boy stepped in and started talking in quick, hushed tones.

"I was wondering if you could help me with another wedgie video. I still
wanna do the atomic wedgie. I got new underwear. Maybe they're stronger
and won't rip."

"Sure," I said, trying to sound reserved and nonchalant. But the voice
inside my head was screaming "Yes! Yes! Yes!"

The activity with the boys last Saturday night hadn't left my mind. On
Sunday I found Jonathan's YouTube channel and poured over the videos. He
was a prolific content generator but the kid was smart enough to know
that the videos in which he wore briefs amassed the most views. All his
recent uploads had been tighty-whitey wedgie videos. On Monday afternoon
he uploaded three clips from Saturday night, including the two videos I'd
helped out on. I felt my cock swelling in my pants as I relived that
evening. At the point in the second video when Jonathan's erection became
visible for a fleeting half second I paused. There it was. The big-boy
cock on the slim young body. I dropped my pants and tugged out a quickie.

After I jerked off I felt ashamed. I hadn't thought about a kid sexually
since I was a kid myself, fooling around with my buddies when we were at
the cusp of puberty. But something about Jonathan captivated me. Maybe it
was his almost-man-sized cock. I convinced myself that I was only
interested in the six inches of flesh that extended perpendicularly from
his groin. That was it. It was just another cock, and I liked cocks.

"So, how are we going to do this?" I asked. "Matt's not here to hold you
down."

Jonathan cast his eyes upward, as if he was deep-thinking. "Maybe I could
hold onto something with my feet...?"

"Hmmm," I mused. "It would have to be something heavy." My mind went to
the set of free weights I had in the garage.

I carried a barbell with 75 pounds on each side through the kitchen door
and into the bedroom. Jonathan followed me and we looked at the weights
lying next to the bed, trying to figure out how to make it work.

"Can you hook your feet under the bar when I lift you up?" Even before it
was out of my mouth I understood how uncomfortable that sounded. I
thought about wrapping a towel around the bar to make it less painful.
But I didn't think the boy had the ankle strength to hold on.

"Maybe we can tie my feet to it..." Jonathan suggested.

I was all for the idea. It was simple. And the thought of tying up the
boy's ankles held a certain erotic appeal. I did a mental inventory of
the ropes and ties i had in the house and settled on a coil of soft nylon
clothesline.

"I'm going to get some rope. You figure out how to film it," I told
Jonathan.

When I returned to the bedroom with the nylon rope I saw that Jonathan
had set up his iPhone on a chair at the foot of the bed, pointed to
capture the side view of our attempt at glory.

"Ok," I said, "Get in costume and I'll tie your feet up."

The boy looked at me with a furrowed brow.

"Strip to your underwear," I explained.

"Ohhhh." A flash of realization swept across his face and he pulled off
his t-shirt. His hair looked even more disheveled than it had before.
Jonathan slipped off his Crocs without using his hands then pulled his
maroon basketball shorts down to his ankles.

And there it was again. It pointed upward and pushed at the front of his
brand new polar white Fruit of the Looms in an unambiguous bulge. I
wondered how long the kid had been hard. Did he walk over to my house
with a full on boner, anticipating the sexy feelings of the stretched
cotton pulling at his crotch?

I guided Jonathan to the bar and clutched his lower leg. I was never a
boy scout, so my knowledge of knots was limited. I placed a small towel
between his lower shin and the crossbar and wrapped the entire thing
around and around with the nylon line, then crossed it over to his other
leg and repeated the process, tying the loose ends into a square knot.

"I guess I'm going to have to start the video," I said.

"It's already recording," Jonathan responded.

"Ok," I said. "Here goes..."

I got a good grip on the the back side of his brand new briefs and yanked
upward.

Jonathan screamed "my ass!" and erupted in girlish giggles.

The new white cotton fabric stretched upward and upward, ever tighter as
I used my biceps and flexors to reach my goal.

The boy's squeals increased in pitch and volume as the hem of his
underwear rose. It ascended to his shoulder blades, then the nape of his
neck, then the back of his head, then...

A pea sized hole appeared in the fabric just below my grasping fists.

"Skriiiiiitch!" The sound of ripping cotton signaled that the attempt was
over.  I pulled the waistband as high as I could and separated it from
the briefs.

"Awww..." Jonathan groaned.

I let go of the torn waistband and the back of the boy's shredded briefs
sagged, exposing his slender bare ass.

"Did you bring another pair of underwear?" I asked.

Still bound at the ankles, Jonathan turned slightly and answered with a
quiet whine, "No..."

I stepped to the phone to turn off the recording. When I looked at
Jonathan from the side I could see the the only thing holding his briefs
up in front was the upward curve of his erection. I decided to enjoy the
view for a bit. With his feet tied securely to the barbell, the boy was
fixed in place.

After a few seconds of me staring at him, Jonathan turned his upper body
toward me. "What?" He spread his arms in a questioning gesture.

"I think getting wedgies turns you on," I said. I knew I'd just crossed a
narrow, precarious rope bridge into dangerous territory.

"Nooooo!" he wailed in a high pitched cry of denial.

"You've had a boner since you got here. You had one on Saturday, too. I
think wedgies make you feel sexy."

Jonathan didn't say anything. He knew he was busted.

"It's ok," I said. "I have one too."

The boy's eyes widened and he glanced at my crotch.

"Lemme see," he said in a quick whisper.

I undid the drawstring of my shorts. The angel on my right shoulder
screamed "This is a bad, bad idea!" But the devil on my left shoulder
whispered, "This kid came over because he was horny. What kid visits a
gay man so he can get his underwear played with?"

My shorts and underwear dropped to the floor.

"That's big!" the boy said. I was a little over seven inches and thick -
bigger than average but not a giant.

"Yours will probably be bigger when you're my age. You already have a
good start."

He looked down at his own cotton-covered erection, as if he didn't
believe me. I tried not to laugh.

Something about the boy being restrained at the ankles triggered a
primitive urge in me. I wanted a better look at what he was packing.

I sat on the bed in front of Jonathan. His groin was just below my eye
level. Using my thumb and index finger I plucked the cotton briefs off
his cock, trying not to touch his skin. I told myself I'd look, but
wouldn't cross the line and feel the boy.

The tattered underwear fell to his bound feet revealing the erect penis
I'd thought so much about the past few days. Straight and rigid, its
buoyant upward curve led to a flaired cap with a moist smear at the tip.
I noticed how big and full his hairless ball sack looked.

Jonathan made a single quick hip thrust and his cock bounced.

It must have been an invitation. I reached out and caressed the length of
the boy's erection. He pushed his hips forward and made an audible sigh.

I touched the tip of his penis with index finger and felt the viscous
fluid. My mouth filled with saliva, like a starving man looking at a
roast pig.

I told myself I'd take just a little lick - just a flick of the tongue at
the end of his cock to taste the preteen precum.

I leaned forward with my tongue extended, then pulled the boy's cock deep
into my mouth. Jonathan put his hands on the sides of my head and started
pumping. A gasp escaped his lips.

The boy's hard-on drove into and out of my mouth for a few thrusts, then
he stopped pumping and withdrew his entire cock. His blue eyes looked
down at my face for a moment, then he guided my lips to his erection and
inserted it, pulling my head towards his body as his cock slid down my
throat. He moved slowly and deliberately, as if it were a science
experiment - a probe to see how deep I'd take it. I was determined to
take it all. I relaxed my throat and remembered that I'd been able to
deep throat Roddy, the skinny 19 year old with the 8 inch cock that I'd
dated in college. Soon my nose was pressed tight against Jonathan's
abdomen.

The boy resumed his gentle face fucking motion. I knew that the kid got
off on the sensation of having something busting his taint, so I pressed
the area behind his balls. He let out a small, high pitched squeal. I
pressed harder and the squeal got louder. My fingers were so close to his
rosebud. The entire endeavor would be aborted if he had a negative
reaction but I went for it, pressing a finger hard against his tight
asshole. In response Jonathan raised his ass, allowing wider access to
the entrance to his insides. I teased his hole and felt it relax and knew
I had to go for it all.

I took my mouth off his cock. "I want to try something," I said. "If you
don't like it, just tell me."

"Okay..." he puffed.

I got up from my sitting position in front of Jonathan. His slim body
with its wet, oversized erection and narrow hips was peculiarly
seductive. My own cock was as hard as a steel spike.

I told Jonathan to lean forward and rest his hands on the bed, then knelt
behind him and buried my face in his ass, I resumed the pressure on his
perineum and probed his hole with my tongue.

"That tickles!" the boy screeched. I backed off.

"Keep going!" he screeched again.

I resumed.

Jonathan began a slow humping motion as I used my tongue and fingers to
pleasure the area between the small of his back and the back of his
balls.  I could see his right elbow agitating and knew he was jerking his
big boy dick while I ministered to his behind.

"Just a sec..." I said as I retrieved a tube of lube.

I smeared it on his ass crack, then used my index finger to enter his
hole. It slipped in without objection. The boy started making the same
high pitched squeals of laughter he'd made when I had been yanking on his
tighty-whities. I stuck in a second finger and he bucked his backside and
shrieked louder. But I could feel him using the weight of his lower body
to press against my hand, forcing it deeper. I took it as an invitation.

I stood up and beheld the boy from behind. His ankles were tied to the
barbell in a narrow stance and he leaned forward, resting his weight on
his hands. His white, slender ass pointed right at me.

I pulled off the only thing I was still wearing, a tight black t-shirt,
and lubed up my cock. It was obvious that the kid got pleasure through
his ass, and I was going to oblige him.

I pushed the head of my cock into his ass crack and pressed it against
his hole.

"What's that!" he screamed in mock alarm. "Is that your penis!?" But
instead of retreating, he pressed his bottom against my cock. I used my
hand and maneuvered the tip of my erection into his hole. I felt his
tight sphincter expand as my penis entered his body. Using his hips as
hand grips, I slowly pushed and then I was all the way in. The warm,
tight tunnel hugged my hard cock and sent bursts of pleasure through its
nerve endings into my brain.

"How does that feel?" I asked, trying to sound serious.

"I hate it!!" he screeched, but he was laughing as he said it.

I pulled out.

"No, don't stop!" he yelled.

I entered him again, and began a measured, deliberate thrusting,
experiencing the tight ring of his asshole as it traversed the length of
my cock. The boy resumed the same high pitched squeals that the wedgies
had elicited, yelling "My ass! I gotta cock up my butt, my butt, my butt"
in a sing-song screech.

I reached around and fondled the hard cock that extended from his groin,
then began a rhythmic stroking in time with my own thrusts. I could feel
the blissful particles building up in my midsection and knew I was close.
Jonathan stopped making sounds, then exhaled a big breath. I felt warm
wetness on my stroking hand. Ten seconds later I was unloading in the
boy's ass. Wave after wave of pleasure spurted deep into his insides.

I pulled out - I was spent.

"Stay here. I'll be right back," I told the boy as I went to retrieve a
warm washcloth. It was a useless thing to say to a kid who was tied up.

I wiped the boy's cock down and tidied up his ass before I untied him.
Jonathan fell onto the bed, lying naked and exhausted.

I lay down next to him, a naked 34 year old in bed with a twelve year
old.

It was unusual to see the hyper boy so tranquil.  We lay in silence for a
few minutes and then the boy spoke.

"Uncle Mark?"

I looked at him, amused that he'd called me uncle.

The boy continued. "I'm not gay."

"That's cool," I said, trying to sound as casual as I could.

The boy continued, "It's just... I have... I have an overactive..."
Jonathan looked like he was trying to find the right words. "I have an
overactive butt."

"Well..." I joked. "If you ever feel like your butt needs stimulation,
you know who to come to."

The boy looked at me with an earnest expression and nodded. "Thanks."

END