“Hey, what’s up,
little brother? You got a boner or
somethin’?” Deuce asked his brother Donny.
Donny blushed furiously. He’d been caught for sure. The
brothers were just sitting and watching a martial arts flick while their
parents were out to dinner with some friends in their small Southern town. He
didn’t know why his cock started getting hard, but it had been happening a lot
lately. When he felt it happening, at first he tried to ignore it in hopes it
would go down by itself. But adolescent cocks rarely go along with those
wishes, and his cock became painfully hard and caught in his tight briefs. So
he reached down to coax his cock into an upright position.
Deuce (his real name was Darrel, but nobody dared call him
that except his mom) spotted that activity and the bulge when Donny pulled his
hand away. He’d always had a sadistic streak when it came to his little brother
(and underclassmen, and small animals), so he couldn’t resist the temptation to
humiliate the boy.
Donny looked down into his lap. The bulge, which was really
just a small hump in the fly of his loose jeans that would be completely
undetectable to the casual onlooker, looked mountainous to him. In a quiet
voice, he confirmed his brother’s accusation. “Yeah.”
Deuce laughed. “Kid’s sittin’ there with a big ol’ lump in
his jeans! Ha ha ha ha!”
Donny sat there and endured his brother’s taunting. Despite
the way Deuce treated him, he still looked up to his older sibling. Deuce was 5
whole years older than him, and he always knew about stuff.
A minute or so after Deuce stopped laughing, Donny asked,
“What do you do when you’re gettin’ boners all the time?”
“Gettin’ hard a lot, are you?” Deuce asked. Donny nodded.
“Well, does it happen when you think about girls?” Once again, Donny nodded.
“Well, that’s good. At least you ain’t a little queer. D’you beat your meat?”
This was something that Deuce had wondered about for a while. Deuce was a
chronic masturbator, but would never admit to doing it at all. He had wondered
if Donny was jacking off, too, but only so he could make fun of him for it.
“I try not to, Deuce,” Donny said. “But sometimes it gets
real bad and I can’t help it!”
“Well, you really ain’t supposed to, so you better cut it
out,” Deuce said hypocritically. “I guess it happens at school and everywhere,
huh?”
Donny nodded again, painfully embarrassed by this line of
questioning.
Deuce just laughed again. “Oh man, I’d pay to see that – you
walkin’ around school with your pants all stickin’ out! Ha ha ha ha!”
“I’m serious, man,” Donny said, his frustration evident. “I
need help! Don’t you know any way to make it stop?”
Deuce thought for a moment. One thing that always bugged him
was that his mom still bought briefs for his little brother. (Deuce had
insisted on switching to boxers when he was younger than Donny was now.) It was
time to change that. He knew full well that making Donny switch to boxers would
make his boner situation worse, at least in the short term. But that was all
the more reason to do it.
“I think the problem is those little briefs mom makes you
wear,” Deuce said with a very serious expression. “Real men wear boxers like
me.”
Donny’s eyes opened wide. “You think I oughta wear boxers?”
His cock throbbed even harder. “Oh man, that’d make it worse!”
“Naw, not once you got used to ‘em. Come on!” Deuce ordered
as he stood and began walking toward his bedroom. Donny followed, shoving his
hands in his pockets -- almost as a reflex – to hide his out-of-control cock.
When they got to his bedroom, Deuce opened his underwear
drawer and pointed to it. “Go ahead, take a pair,” he said. “Find one you
like.”
Donny had worn lots of Deuce’s hand-me-downs over the years
(always more than five years out of style), but never his underwear. Still,
with his older brother commanding him to take a pair of his shorts, he decided
to go along. He quickly rummaged through the drawer and came up with a
well-worn pair of boxers with a little diamond pattern on them.
Deuce kind of winced when Donny chose that particular pair
of shorts. Those were his favorite cum shorts. He’d jacked dozens, if not
hundreds of loads into that soft cotton. The stains on the front even kept him
from wearing them to school any more. But then there was a kind of humiliating
aspect to making his brother wear his old cum-stained boxers, so he said,
“That’s a cool pattern. Go ahead, try ‘em on.”
Once again, Donny got that wide-eyed look.
“Hey, it’s nothin’ I ain’t seen before,” Deuce said.
Donny took the boxers over to a corner of the bedroom and
turned his back on Deuce. He dropped his pants, then stripped out of his
briefs. His boner, which hadn’t softened one bit, sprang out into the air. Now
Donny took the boxers and put them on. The wispy fabric lightly caressed his
upthrust cock as he pulled them up, causing him to shiver.
Now, Donny turned to face his brother. The boxers were way
too big on him, and the moment he let them go, they fell halfway down his ass,
held up in front by his rigid pecker. Deuce couldn’t help laughing at his
little brother again. Donny looked like he wasn’t enjoying this.
Still chucking, Deuce said, “Hold on, there. I can fix
that.” He quickly rummaged through his top dresser drawer and came up with a
safety pin. He went over to where Donny was standing and walked behind him.
“Now stand still,” he said, as he knelt down and began to pin the waist to take
up the slack.
Donny looked down at how his cock was tenting the loose
fabric of his brother’s boxers. His cock really liked the extra freedom, and it
did feel kinda cool – and even a turn-on -- to be wearing boxers for the first
time. It was then that he noticed the stain in the fabric near his cock head.
He wondered what it was.
Deuce stood up. “There ya go,” he said. “Lemme see how you
look.” He stood back and looked at Donny, standing there in a T-shirt and his
cum stained boxers. “You look like a real cool guy now – ‘cept for that boner!
Ha ha ha! Go on and get your jeans back on.”
As Donny pulled up his jeans, he couldn’t help but ask,
“What’s that stain, man?”
Now it was Deuce’s turn to blush. But he regained his
composure quickly. “Uh… ‘member Suzie?” he said, referring to a girl he’d split
up with a few months ago.
Donny, now fastening his jeans over the stained boxers,
said, “Uh huh.”
“Well…uh… she made me… you know,” Deuce said.
Donny was amazed at this admission. “She made you squirt
your juice?!” he asked. “Right in your boxers?”
“Uh huh,” Deuce said.
Donny sat on the bed as he let that bit of news sink in. His
first instinct was to make fun of his older brother. But the realization that
he was wearing boxer shorts that his brother had cum into made his cock throb
powerfully. It had been over a week since he last beat his meat, so his horny
side took over. “What’d she do?” he asked.
Deuce was kind of surprised that Donny didn’t make fun of
his “accident.” He also figured that a really horny story would be a fun way to
further torture his little brother and his boner. But he’d have to invent
something. The real story of what happened with Suzie was pretty short and not
very studly. They’d been making out and Deuce just ejaculated spontaneously
inside his pants. He kept it from Suzie and hid his shameful wet spot when he
went home.
“Well, Suzie and me we were all making out. She’s kissin’ me
and moanin’ like she’s gettin’ really hot,” Deuce said. “So I started feelin’
her tits.”
“Woww,” Donny breathed, his cock jumping at the thought.
Deuce had never before shared what went on with him and girls, so it was doubly
exciting to hear about his sexual secrets.
Deuce smiled. “Yeah, they were r-e-a-l soft, too,” he said. “She really got to moanin’ and
breathin’ heavy when I did that. My dick got all hard and everything – right in
those boxers, man.”
Donny’s cock jumped again, sliding against the well-worn
fabric.
“So with Suzie gettin’ all worked up and everything, I
figured I’d go for it. I put my hand right up her dress and started feelin’ her
panties.”
“Holy shit!” Donny squeaked. His knowledge of girls was
limited to a few peeks at tittie magazines, so he could scarcely imagine what
it would be like to feel up a girl between her legs. But his boner was harder
than it had ever been, throbbing with each heartbeat, as he listened to his big
brother’s story. “What’d she do?”
“She takes her hand,” Deuce said, slowly and deliberately,
“and puts it right on my pecker.” Donny was slack-jawed, in total awe as Deuce
continued. “Aw man, she wrapped my pants around my cock – that felt soooo
good!”
“I bet,” Donny said. Suddenly, Donny felt a little wetness
leak out of the end of his overheated prick. He shifted and felt it smear
against the restraining fabric. Then the realization hit him that he was
messing up his brother’s underwear. Panic swept over him. His first thought was
that he better stop listening to his brother. But it was so exciting he didn’t
want to stop. He resolved to hold back any more wetness, so he clamped down on
the muscles he usually used to hold back pee. That only caused another drop of
clear liquid to wet his brother’s boxers. He was about to suggest going back to
watching the movie, but he couldn’t think of how to do it. “Uh…”
Deuce just kept going anyway. “So then she starts rubbin’ it
up and down,” he said in hushed tones, even though they were the only ones in
the house. “So I started rubbin’ her pussy.
Oh man, she was so wet and slippery. I could just feel my cock
goin’ into that.”
Donny could feel it, too. Wet and slippery described the
condition of the insides of the boxers he was wearing. And the incessant
throbbing of his boner was giving him that special feeling like just before he
shot his cum. But he was held captive by his brother’s story telling. Donny
prayed he wouldn’t mess up in front of the older boy.
“So she starts really rubbin’ on my boner, man,” Deuce
continued. “She’s like totally jackin’ me off through my pants. And those
boxers – I guess you figured out they feel pretty good, huh?” he asked, staring
straight at the straining lump in Donny’s jeans.
Donny blushed and nodded. He prayed that none of the wetness
he felt in his brother’s boxers had soaked through.
“So now I’m wantin’ to shoot my load, but I ain’t gonna do
it in my pants, ‘specially in front of Suzie,” Deuce continued. “So I ask her
to take it out. She goes, ‘No, we better not. I don’t want to get in trouble.’”
He affected a prissy falsetto for Suzie’s voice. Donny would have laughed if he
hadn’t been so turned on.
“So I just started workin’ on her pussy even more,” Deuce
said, resuming his conspiratorial whisper. “I seen her close her eyes, she was
gettin’ so hot. I figure I can get her so turned on, she’d do ‘bout anything. But then she was rubbin’ my
boner even more, and I didn’t wanna mess up. So I started just holdin’ back.”
Donny was in the same condition. “How’d you do it, Deuce?
How’d you hold back?” he asked, a little too urgently. His cock was on fire,
and the new freedom it had inside boxers instead of briefs was doubling the
sensations. More clear juice leaked from his cock.
Deuce smiled. He figured his little brother was pretty
turned on from his story. (Hell, he’d even given himself a boner.) But he
didn’t really know just how excited Donny was. “It’s just self control, man. I
just told myself I was gonna hold back. ‘Just hold back,’ I told myself. ‘I
gotta save my stuff for later.’
“But Suzie was really tryin’ to make me squirt, ya know?
She’s workin’ my cock up and down, makin’ it s-l-i-ide against my boxers and shit. Man, it was so hard to hold
back! An’ those were my best boxers, so I didn’t want to get stains on ‘em or
nothin’,” he lied.
Donny knew that the story ended with his big brother making
a big cum stain on the boxers he was wearing. When he picked them out of the
drawer, Donny thought they were the coolest-looking boxers Deuce had. When
Deuce said they were his favorites, too, his cock ejected a big glob of
pre-cum. But that meant avoiding an accident in his brother’s “best boxers” was
even more important.
“So I’m beggin’ her now, ‘Please take it out, baby,’ I said.
But she just kept rubbin’! I’m sittin’ there holdin’ it, holdin’ it. I mean, I
wanted to let go so bad. I’m
thinkin’, ‘Not in my good boxers. I can’t mess ‘em up. I gotta hold it.’”
“Couldn’t you make her stop?” Donny asked, his voice filled
with tension. He was now squirming uncontrollably, his hips moving on their
own, making his cock slide against his brother’s now-slippery underwear. The
skin on the head of his dick was stretched taught -- every sensation of the
fabric against it was bring him closer to losing it.
“It felt so good, though, you know?” Deuce said. “Anyway, I
guess you know what happened. She kept rubbing and rubbing, and my fuckin’ dick
got hotter and hotter…” Suddenly, Deuce paid attention to his little brother’s
extremely aroused state and realized what was going on. He stretched his story
a little longer to see what would happen. “It was slidin’ against those boxers,
my best boxers, the ones I didn’t want to get all stained up, the ones you got
on right now. Man, I musta held on for 5 minutes while she kept jackin’ me off
in my pants. I’m thinkin’, ‘I’m gonna get all these stains on my best patterned
boxers. I can’t hold my juice no more. I’m gonna do it in my pants.’”
Donny was thinking almost the same thing. Except this was
going to be ten times more humiliating than Deuce cumming in his pants with a
girl. He was going to wet his brother’s shorts right in front of him, and he
knew Deuce would really make a scene. But he also knew there was nothing he
could do. His sperm was going to come out no matter what.
Deuce saw all the signals of his brother’s impending orgasm.
He figured it was time. He leaned in and looked Donny right in the eye and
said, “And then I did it. I fuckin’ squirted all my stuff right in my best
boxers. Big fuckin’ squirts of cum, right in ‘em.” He looked down at Donny’s
jeans. The pre-cum had soaked through right next to the fly. He kept a poker
face and continued his verbal assault. “Suzie kept jackin’ my big dick like she
was milkin’ a cow. My boxers were gettin’ all wet and slippery cuz that whole
load I was savin’ just kept comin’ out. Right in my boxers. Those boxers you’re
gettin’ all wet right now.”
Donny was trembling. His cum was rising. His brother had
seen the wetness on his jeans, and he’d be sure to see it when his load began
shooting. Donny sat petrified, holding his breath as he felt his cum rising
through his cock shaft in slow motion.
“You gonna squirt in my shorts, man?” Deuce asked
menacingly.
“I can’t help it, Deuce,” Donny whined.
“Well, take it out, man. Don’t be messin’ up my boxers,”
Deuce ordered.
In a split second, Donny had to sort out the equally
humiliating options of exposing his spurting boner to his brother, or messing
up his boxers.
“Take it out!” Deuce shouted.
With a whimper, Donny started fumbling with the button on
his jeans. He tried his brother’s useless technique for holding back: ‘Hold
it,’ he thought. ‘No! No! Not in Deuce’s boxers. I gotta hold it!’ It worked
for Donny like it worked for Deuce. A big glob of cum shot out just before
Donny managed to get his zipper open. He was ejaculating inside his brother’s
best boxers!
Deuce saw the slimy wetness as soon as Donny opened his
pants. “You little fuck!” he yelled. “You’re jizzin’ my boxers, ain’t ya?!”
“I can’t hold it!” Donny said, practically in tears. His
whole body spasmed as hot cum poured out of his cock and into the already
stained shorts. He knew he shouldn’t grab his cock and look like he was jacking
off in front of his brother, so endured spurt after spurt as he filled Deuce’s
underwear with hot boy juice.
Deuce was amazed at how much cum was soaking through. When
he came in those shorts, he’d get a spot that was maybe two inches across. His
little brother had already drenched one entire side of the shorts and he was
still squirting! Without even touching his cock! Deuce’s boner throbbed at the
sight. And now that he got to further humiliate little Donny, his cock got even
harder in anticipation.
“You little shit!” he said. “You fucked up my best boxers. I
guess you just ain’t ready to wear boxers after all. You better get out of
those and back into your little boy
briefs before Ma and Pa get home.”
Tears welled in Donny’s eyes. “Please, Deuce. Let me keep
‘em. It was an accident. Really!”
“No, man. Gimme back my boxers. You can’t control your dick
in ‘em.”
Dejectedly, Donny stripped down, handed the boxers to Deuce,
pulled on his briefs, grabbed his jeans, and silently left the bedroom.
As soon as Donny was gone, Deuce laid his cum shorts out on
the bed and felt the cooling wetness his brother made – right where he always
shot his load. With his other hand, he grabbed his cock through his pants.
Three strokes later, Deuce ejaculated in his shorts.
Over the next week, Donny didn’t say a word to Deuce. He
moped around the house and had lost interest in all his usual hobbies. Even
though Deuce loved dominating his brother, deep down he also loved his brother,
and the sight of him being so miserable finally touched his heart.
The next Friday, their parents went out again. Donny was
watching TV when he heard his brother call, “Donny! Get in here.” Donny sighed
and followed the voice into Deuce’s bedroom.
“Yeah?”
“Hey Donny, I’m sorry about what I did last week. You’re a
cool guy, and you deserve to wear cool shorts,” Deuce said. And with that, he
pulled out a package of patterned boxer shorts in Donny’s size. He’d spent his
own allowance money to buy them.
As Donny took the package, his first reaction was delight,
but that quickly turned to suspicion. “So, what? You gonna make fun of me in
these, too?”
“No, man,” Deuce said. Then he did the most difficult thing
he’d ever done. “I… I squirt in my shorts all the time.”
Donny’s jaw dropped.
“It’s true,” Deuce continued. “There’s nothin’ wrong with
jackin’ off when you hafta. I guess all guys do it. And those shorts you tried
on? I squirt in those a lot. That’s why they’re so stained up. So if you get a
lot of boners wearing those shorts, don’t worry about it if you gotta let some
stuff out.”
After a long silence, Donny just said, “Thanks.” He suddenly got the sense that this was the first time his brother had ever said anything to him that was sincere and from the heart. He smiled, turned and went into his bedroom… to try on his new shorts and squirt a load in them, just like his big brother.