Date: Tue, 31 Oct 2006 16:58:03 -0800 (PST)
From: Will Shakespear <playbuddy123@yahoo.com>
Subject: Sissy Brother -16
Disclaimer: This is a work of FICTION. Any similarity
between my characters and real people, places, or events is
merely a coincidence. This story contains descriptions of
imagined sexual activity between teenage boys. If you are
not 18 years old or if it is illegal where you live to read
material of this kind, please stop here. If this story might
offend you please go to another site. Please do not copy,
distribute or reproduce this material for anyone or any
site, without the author's explicit permission. Everyone
please enjoy and feel free to send comments and story ideas
to playbuddy123@yahoo.com.
Sissy Brother - 16
My dick was firmly up Josh's butt and I was amazed at how
tight he was. "Shit your ass is incredible" I puffed as I
slammed into his rear again and again. We were in the
equipment room of the High School and I had Josh bent over
the pommel horse. His blue gym shorts were bunched around
his feet and slightly covered his white sneakers. The band
of his jock strap circled his waist and his nuts and dick
were firmly held in place by the pouch. I drove my cock
between the firm globes of Josh's ass and they quivered with
every thrust. Josh grunted every time I stuffed my boy up
his rectum.
There were circles of sweat under the arm pits of my grey T
shirt and a trail of moisture ran down the center of my
back. I held Josh's waist and his firm abs were like rock. I
feverishly pounded my dick up into his guts and it was clear
he is no sissy boy. I looked up at the clock as the class
bell rang signaling the change of classes. "Fuck! I'm not
done!" I grunted as I pounded my boy's ass faster. The bell
rang and rang and rang. "What the fuck?" I complained,
cursing at the noise and the fact I was losing my
concentration. My vision blurred as the clanging went on and
on and on. The room grew dark and Josh's outline faded.
Slowly the fog lifted from my brain. "Jeremy shut that
fucking alarm off!" Trevor was yelling from the doorway. My
hand instinctively swatted the clock and the noise stopped.
"It was a dream!" I groaned, " It was all a fucking dream!"
I buried my head under my pillow but my bladder was urging
me to pee. My cock was rock hard. I tossed my covers off and
as I got out of bed saw that there was a wet spot from some
dick snot. "Hope mom doesn't see it" I mumbled. I walked
into the bathroom and Trevor was at the sink wearing a pair
of fruit of the loom briefs. "FRUIT of the looms, how
appropriate!" I giggled. Trev looked at me with his
toothbrush in his mouth and scowled. My dick was so hard I
knew I couldn't hit the toilet so I opened the shower door.
Trev pulled the brush out, "Problem this morning?" he
giggled. I pulled down my boxers and gave him the finger.
"Fuck you!" I said as I started to pee. Trev grinned. "You
wish!" He said back and rinsed his mouth. I finished and
turned on the shower. My cock was still hard and I gave a
thought to taking Trev's ass. But he had walked back into
his room and I didn't feel like chasing him. I adjusted the
water and got in. "Fuck, what a lousy way to start the day!"
I groaned and grabbed the soap.
Devon gave me a ride to school. I was appreciating the rides
less and less each day. My birthday was fast approaching and
dad had finally agreed to start taking me out to practice
driving, parking, and shit like that. Each time Devon drove
I was reminded how much I wished it was me. "Four more
weeks" I mumbled as I
climbed in the car, "only four more weeks" and we drove off.
Once at school I made a point of looking for Jennifer and
checked to make sure we were on for our date that coming
Friday night. She was just as cute as always and my dick
twitched. She turned and headed for her first class of the
day and I got a nice long look at her ass. I groped my dick
and it was hard. "Gonna make you see stars!" I whispered to
myself as she turned around the corner. I smiled and went on
my way.
The rest of the day was boring. It was also tough to keep my
mind on class work. My dick had boned up a couple of times
and my balls were starting to ache. I saw Josh head into the
chemistry lab and made a slight detour so I could walk by
the door and look in. He was leaning over a desk talking
with a couple of kids and I got a nice shot of his ass. He
turned just as I was walking by and grinned as he saw me.
"Shit!" I said as I quickly looked away. "Busted!"
I ate lunch with Jennifer and as we finished she took off to
do some quick study before a quiz. I was putting my tray
away when a voice called, "Hey, Jeremy!" I turned and Josh
was waving for me to come over. He was surrounded by
cheerleaders and they were all laughing. I sat down and
listened to Josh tell stories about his old school and the
friends that he had there. The bell rang and the girls got
up and took off. "OK if I walk with you?" Josh asked as I
grabbed my books. "Yeah, it's cool" I smiled and we headed
to class. We talked a little about the upcoming final game
of the season. I was pretty sure we were going to win and
told Josh as much. "It should be fun to watch" he said as he
turned toward the stairs heading to his next class.
"Thinking about my offer?" He grinned. "Umm, I don't know
what to say!" I mumbled. My cock got hard again. "For
Christ's sake!" I thought as I put my books in front of me.
"Another fucking boner". Josh leaned closer. "I'd be the
best piece of ass you ever had" he giggled and trotted up
the stairs.
I'll never figure out how I made it through the rest of the
school day. My balls hurt like hell and almost any thought I
had turned to sex. I grabbed my book bag and lined up to
take the bus. Trevor stumbled in behind me giggling at
Michael. "Hey Jer" Trev laughed as he bumped against me.
"Not riding home with Devon tonight?" I mumbled a little
angry that my brother had been monopolizing my best friend's
time. "He has to work for his dad" Trev said as Michael
whispered in his ear. Trev nodded. We climbed on the bus and
scored the seats at the back. I expected Trevor to sit next
to me but at the last minute he let Michael scoot in. I
turned to the window as we pulled away.
It was going to be a thirty minute ride for us. I leaned my
head against the window and closed my eyes. About five
minutes later Trevor and Michael were laughing and moving
around on the seat. In the back there was room for four
kids, but we had thrown our books and crap in one corner so
the three of us had the rest to ourselves. There was a bump
in the road, and a moment later I felt a hand on my leg. I
opened my eyes and Michael grinned. Trev lifted a finger to
his lips urging me to be quiet then he pulled his jacket
off. Michael did the same. They tossed their coats over
their legs and Michael raised his eye brows and winked at
me. "No way!" I whispered and both boys nodded and grinned.
Michael cupped the front of my jeans and winked again. My
cock boned up again for like the thousandth time that day. I
wiggled out of my jacket and laid it across my lap as well.
Within seconds I felt Michael's hand at my crotch. From the
way Trev moaned I guessed he was getting the same treatment.
"Sissy Sluts!" I whispered and grinned at both boys. They
grinned back. I put my hands under my jacket and unbuttoned
my jeans and pulled the zip down. In an instant Michael had
his hand on my dick and was jerking it up and down. I
slipped my right hand under his jacket and found that Trev
had Michael's dick out and was already massaging it. "My
turn" I whispered and took over stroking. Grinning, the
three of us took turns masturbating one another. None of the
other kids on the bus even looked back. It seemed so nasty
to be doing it in the bus. It was the danger that made it
sexier. I was so fucking horny.
Michael was totally into the circle jerk and it wasn't long
before he was grunting and thrusting his hips up against
whatever hand was beating his meat. "Close" he moaned as he
thrust up against Trevor's hand. Trev took a quick look
around and scooted down on his knees and tucked his head
under the jacket. Michael gasped when he felt Trev's mouth
cover his dick and it was just enough to put him over. He
shot a huge load. "Oh Shit!" he whispered. He let go of my
dick and grabbed the jacket covering Trev's head. He pushed
down on the lump and thrust upwards three or four times and
then lay back with a big smile on his face. "Get your nut?"
I giggled. "Fuck yes!" Michael grinned and reached for my
cock. Trev climbed off his knees and a kid saw him getting
up. "Dropped my pencil" He said waving one in his hand. I
laughed.
Michael stroked me a few more times, but I saw our stop was
coming up. "Later!" I whispered and tucked my dick back
inside my jeans. Trevor did the same. We got off the bus and
Michael waved at us from the back window making a crude
gesture with his finger going in and out of a hole. We both
laughed. We opened the door and Trevor yelled, "Mom? Dad?"
we tossed our books and jackets to the floor. No answer.
"Race ya!" Trev giggled and we both knew what we were going
to do.
Trev ran up the stairs and straight to my room. He was
quickly unbuttoning his shirt and kicking off his shoes. I
was doing the same. He giggled as he pulled down his pants
and underwear in one motion. As he bent over my dick jumped
as I looked at his cute rear end. I was just four seconds
behind him in stripping. He jumped face down on the bed and
raised himself up on all fours. I walked to the bed and he
watched my cock bounce up and down and my nuts swinging.
"Little sissy want some cock?" I laughed. Trev grinned and
wiggled his butt. "Yes, and hurry up!" I squirted hand
lotion onto my dick from the pump bottle on my night stand.
Trev's long hair hung down his neck and flowed onto his soft
smooth back. His round bubble butt was perfect. "Let's see
what ya got stud!" Trev grinned.
I climbed on the bed and crawled on my knees behind my
brother. "Fuck I've been hard all day" I said as I stroked a
couple of times. "I'm going to drill you a new one!" I said
as I placed my hands on my brother's rear. "Well?" Trev
giggled and moved his head lower and spread his legs. "Put
the fucker in then!" His nut sac was hanging low and his ass
opened like a flower. He turned his head and rested his
cheek on the bed. Ass up, he eagerly waited. I eased my knob
into his butt and he took in a deep breath as he felt me pop
in past his sphincter. "Deeper" he whispered and he tried to
back his ass up onto my penis. I thrust two inches more into
his rear end and pulled back. I was teasing
him as I fucked in a little further each time. He whined,
desperate for cock.
"Oh Christ!" he moaned as I finally hit bottom deep in my
brother's ass. "Gonna fuck the shit out of you!" I warned
and then started some serious pounding. I thrust into
Trevor's butt with fast hard lunges. He grunted and groaned
as I slammed into him again and again. He raised his head up
and tossed it from side to side, his long girly hair flopped
back and forth. "Fuck me" he pleaded with almost every
thrust. "Fucking little sissy" I grunted as I slammed into
his ass, my balls making a slapping sound with each push.
"Oh fuck, oh fuck," Trevor panted as I boned him. I pushed
him forward onto his face, his ass up. I lay on top of him
and kept pounding his little sissy butt. "Fucking your pussy
bro!" I grunted as I thrust downward into Trevor's butt.
"Oh God" he moaned and he tried to raise his ass up to meet
my dick. We fucked like dogs in heat for 15 minutes. We were
both covered in sweat. I could feel drops of sweat run down
my back, between my ass cheeks and roll off my sac. "Gonna
cum" I panted as I felt my orgasm near. "Fill my butt" Trev
grunted as I dicked him again and again. Finally I couldn't
hold back any longer. My balls let loose and I squirted my
stuff. "Cumming!" I grunted as I shot two, three, four, and
a final fifth volley. Trev whined as he felt the hot juice
squirt deep into his bowels. "So good" he whispered and
twisted his ass trying to keep me in. I slammed in and
stayed there as long as I could. Then, I rolled off his back
and lay next to him. "Awesome" I whispered. He turned and
gave me a kiss. "Boys need enemas!" I giggled reciting a
line mom used on us when we were little and she would squirt
our ass full of water once a week. "Definitely" Trev
giggled, "If they're the sperm kind!" we both laughed.
A few minutes passed then Trev crawled closer to me. He
tucked a pillow under my head and straddled my chest.
"What?" I said and then caught sight of his still hard dick.
"No, no way!" I protested as he inched closer on his knees.
"I don't suck dick! You know that!" I wiggled, but his
weight held me down. "You're the fairy in the family, not
me" I argued.
Trev scooted closer and grabbed the headboard of the bed. He
was now just inches from my face. He bent his cock down.
"You had my ass" he grinned," Now, I get your mouth!" I
turned my head away and he twisted it forward again. "Come
on Jer" He whispered. "It's only fair!" He playfully wiggled
his dick in my face. I looked up and our eyes met. I could
have said no, but he had just given me his butt and a
terrific ride. I grunted, and scooted up on the pillows just
a little more. "I won't swallow" I said firmly, deciding one
way or another I was going to keep a little dignity.
Trevor grinned and eased his penis to my lips and I opened
my mouth. He held on to headboard of the bed and pushed his
cock into my mouth. I did the best that I could to make it
good for him. I licked his knob, stroked him, wrapped my
lips around the shaft and sucked. He whimpered as he fucked
my face. "So good" he chanted as he moved his hips and his
dick entered and exited my mouth. I held his ass as he
pounded my face and felt his soft cheeks. I ran my fingers
up and down his crack and teased his hole. "Put it in" He
begged as my finger worked around his ring. "Fucking put it
in!" He commanded.
I centered my middle finger on his hole and forcefully
pushed up. My finger went deep into his rectum. I could feel
the warm sperm I had dumped there just moments ago. "Fuck
yeah!" He grunted and his thrusting became more urgent. I
slid my finger around and found his prostate and he
squealed. I was concentrating on fingering his butt and
almost forgot about his dick. "Jeremy!" He called out with
urgency but it was already too late. His cock twitched and
he started to squirt. I struggled to breath. I pulled air in
through my nose but his cock kept spurting into my mouth and
down my throat. I had to swallow the shit or drown. He
grabbed my head and thrust into me again and again until he
had emptied his balls.
Finally he pulled his dick out and I coughed and sputtered.
"Bastard!" I grunted. I tasted his semen on my tongue, in my
throat and filling my belly. "Sorry!" Trev whispered as he
crawled off my chest and curled up next to me. He laid his
head on my shoulder. "I couldn't help it." He apologized,
"Mad?" He asked in a whisper. I thought about pounding him
and then thought "What the fuck?" I rubbed his head and ran
my fingers through his hair. "It happens fast sometimes" I
said, and he knew I wasn't angry, and things were OK.
My balls finally stopped aching as we lay there exhausted
and smiling. "You smell nasty!" I giggled wriggling my nose
at the smell of cum and something from Trev's butt. "Look
who's talking!" Trevor snorted. "Shower!" we both said at
once and laughed. I was going to let him go first, but then
I decided why not both of us? The most fun was when I
shampooed Trev's hair and he did mine. The soapy bubbles
felt erotic and somehow very sexy.
Trevor helped load supper dishes and then grinned as he
yelled from the kitchen to the living room to where mom and
dad were sipping wine. "Going out!" He yelled, and winked.
"Devon?" I asked, just moving my mouth and not saying the
word. He nodded yes. "You won't be able to sit on your ass
tomorrow!" I giggled and Trevor stuck out his tongue at me,
and then he too laughed.
I went upstairs and finished the last of my homework and
checked my email. There was a new message from "jockboi69".
I couldn't think of anyone with that screen name and was
about to delete it when I thought "what the fuck!" and
opened it. It read, "Something for you to think about!" and
there was a video file. I doubled clicked the file and the
media player came on. There stood Josh in the equipment room
at school. He waved and then turned around. He pulled down
his gym shorts showed off his bare ass. His shorts fell to
his ankles and he bent over the pommel horse, looking back
he mouthed the words "Want this?" The clip ended. "Fuck!" I
whispered. "How in the hell?"
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