Date: Sat, 2 Sep 2006 12:37:49 -0700 (PDT)
From: Will Shakespear <playbuddy123@yahoo.com>
Subject: Sissy Brother

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 type of
story offends you, please go to another site. All others
enjoy. Please write me at playbuddy123@yahoo.com to offer
comments or future story ideas.

                      My Sissy Brother

My name is Jeremy and at 5'9 and 145 I guess I am about the
right size for a guy just turning 16. I work out a little
but don't over do things, I mean "Shit" I have better things
to do than spend all day in a gym. Mom and Dad are typical
middle income folks, by that I mean busy all the time but
they make sure us kids have everything we need and some of
what we want. Oh, you noticed I said "kids". I have a little
brother that is a major pain. Trevor is almost 14. He is
such a Wuss! Trev is skinny, 5'7 and like 130 and he wears
his hair long like a girl. I call him a Sissy all the time.
His blond, shoulder length, is almost always in his eyes and
he is forever brushing it back with his hand. He's really
good at math, science, and computers. His only attempt at
being a guy is playing on the Soccer team.
It was Saturday morning and Mom and Dad had left early to go
shopping for antiques or something. They are always bringing
home old crap to put around the house. I stumbled down the
stairs about 11:00 and found my way to the kitchen.

"The beast awakens" Trevor teased as I opened the
refrigerator door and grabbed the OJ. "Fuck off!" I mumbled
drinking straight from the carton. "Mom says you're not
supposed to do that!" Trev whined just like when he was six
years old. I shot him a glance, continued to drink and
flipped him a finger.

Trev stuck out his tongue and I loudly gulped the juice down
like a pig. I scratched my ass through my boxers and looked
around the room a little more awake. Trevor had gotten
sandwich things out and was spreading mayo on bread. As he
stood at the center island of the kitchen I looked at him as
I normally did. I saw the scrawny little guy, red T-Shirt,
grey loose sleeping pants and white socks, same as always.
My stomach growled and I realized I hadn't eaten since the
pizza I shared with Jenny at the teen club last night. As a
girlfriend she wasn't bad, but so far all she had allowed me
to do was kiss her, and feel her up a bit. I definitely was
feeling the need to get laid.

I pushed in past Trevor and reached for the bread. "Hey!"
Trev complained and gave me an elbow to the side. "Bite me!"
I mumbled, shoving him further out of my way. "Asshole!"
Trev grumbled as he shoved, his hip sliding me away from the
edge of the counter.

"Better watch it!" I said as I pushed him aside once again
to get at the food. "You're such a douche bag!" Trevor
mumbled as he took a bite of his sandwich. I gave him a
shove and he fell a little off balance and finally retreated
to the other end of the counter. I my lunch and we sat
eating and throwing wicked looks at each other.
Trevor is actually a good brother, but my frustrations with
Jennifer not putting out were leaving me more and more on
edge. As a result, the usual brotherly fighting was become
more frequent. "Put this crap away" I said in the tone that
a an older brother uses to a younger. "No way!" Trev shot
back "You used it last". I gave him my wicked "I'll pound
your ass" look and he exhaled a deep breath "Oh alright!
Fine!" and started to put the stuff away.

It was then that things started to happen. I still can't
explain how or why. Trev was bending over and putting the
dishes in the dish washer. The soft line of his ass was
visible through the pj bottoms and his slim figure combined
to make a picture that I had never seen before. My cock
twitched. I thought of his ass and I thought of fucking
Jenny. For some reason at that moment in time, the two
seemed to blend into one and the same thing.
My cock grew harder and tented my boxers. Almost in slow
motion I walked over to Trev and bumped into him as I
reached to put my plate in the washer. "Fucker!" Trevor
mumbled as I pushed him forward with my crotch. As I stood
up I was still feeling Trev's ass against my bone, and
something seemed to snap.

"Call me a fucker? Damn right!" I said and ground my crotch
further into his ass. "You a homo?" Trev grunted and tried
to squirm away from me. "Get away from me". He complained.

We started to wrestle a bit just like when we were kids.
Trev always lost. He knew he would loose so he never tried
very hard. "Nice ass Trevor" I said as he continued his
struggle to get past me. "What are you doing?" he asked as I
pushed back and forth rubbing my dick against his pants.
"I'm horny" I finally managed to say, "I need a hole to put
this in".


It was never my intent to have sex with my brother. But like
I said, something snapped and I suddenly knew that was what
was going to happen. I reached around and felt Trev's balls
and dick as I continued to pin him to the counter. He grew
hard almost instantly. "Oh God" he groaned and struggled a
bit more. "Please no" Trev pleaded but even as he said that
his dick hardened and I knew he was getting horny. As I
continued to stroke him he slowly stopped struggling and
bent over the counter a bit more so his dick could point
out. As I felt him submit and start to like the attention I
slowly slid his pants down exposing his baby soft rear. I
slowly stroked his 6" dick and he moaned as I made it harder
and harder.

"Oh God, Jeremy" Trev whispered as I masturbated him. With
my other hand I tugged down my boxers to release my own fuck
stick. At 7.5 inches I'm nicely sized and not too thick. I
had planned that my first fuck would be with Jenny. But, it
was beginning to look as if my brother would  get my first
cream. I rubbed my cock up and down Trev's butt crack as he
grunted. Still bent over the counter I looked out the window
and saw the basketball hoop in our yard and thought about
all those times we had shot baskets in only our shorts.

Trevor was clearly enjoying the hand job I was giving him. I
bet it was the first time it was anyone else's' hand on his
dick than his own. He had yet to have a date. With my boxers
around my ankles and his pj bottoms on the floor It we would
have made an interesting sight for mom and dad. I stepped
back dropping his cock. "Oh God, Jeremy please don't stop"
Trevor pleaded as I kicked off the boxers and quickly
reached for the butter dish still sitting by the bread.

"Don't worry" I mumbled and pushed him forward again. With
his hands steadying himself on the counter I again gave his
dick a stroke. "What?" He said looking around as he felt my
fingers on his ass spreading his cheeks. "We're gonna fuck"
Trev I told him as I bent him over a bit more. "Ah, Ah," he
stuttered unsure of what to say or do. I grabbed a handful
of butter and slicked up my raging bone. Then I slid a
finger up my brother's rear end. "Oh Fuck" he groaned. Then
before he could change his mind or argue, I aimed my hard
dick at his tight hole and eased forward. "Oh fucking
Christ!" Trev groaned as I slowly inserted my penis into his
anus. "God your hole is so tight" I trembled as I continued
to guide the head of my dick into his rectum. Trev pushed
back a little and suddenly I was inside. "Oh yeah" I moaned.
"Fuck, I'm in your ass" I whispered as I slide an inch
deeper. "Jeremy" Trevor panted; "Oh God" and he put his face
down on the counter opening his ass fully to me. He
whimpered as I slid two more inches inside. Then with one
shove I put the rest of my cock up my brother's shitter.

I stopped for a moment and reached for Trev's dick. He
moaned and I felt his pole stiffen. "Fuck me" Trevor he
quietly pleaded as we both shuddered with the feeling of
fucking for the first time. I put my other hand on Trev's
back and then slowly pulled out of his ass only to go back
in faster and harder. "Gonna fuck your pussy" I grunted as I
started hammering Trev's ass. "You're a little sissy boy and
I'm going to fuck you like a girl." The sounds of heavy
breathing, sloppy fucking, and grunts and groans filled the
room. Horny teens get into sex fast and we were no
exception. I slapped Trev's ass as I watched my bone part
those baby soft butt cheeks. "Fuck me, fuck me" Trev groaned
"Oh ya deeper, Oh Christ keep fucking me" he whined while he
ground his ass back on my cock and I filled his teen rear
with my bone. "Shit you're a pussy for sure" I grunted. We
fucked for fifteen or twenty minutes. It seemed forever.

"Oh go, oh god" I finally grunted as I felt my balls tingle
and that familiar feeling of sperm making its way up my
dick. "Gonna shoot my load up your ass Trev" I panted as I
pounded harder and faster. My cock deep up my brother's ass
was stroking his prostate. He reached for his own cock and
started jerking as I fucked his ass with growing urgency.
"Gonna do it" I grunted as my cock swelled and I got ready
for a final plunge. "Fuck" Trevor mumbled as he pounded
faster and fast on his dick. "Jesus,I feel your shit man" I
groaned as I slammed in deeper and climbed toward my final
moment. "Ah, ah," Trever grunted and I felt his asshole
tighten around my dick in a spasm. "I'm cumming" he moaned
and I saw cum spurt onto the counter once, twice and three
times. It made a puddle and slid down the front of the
dishwasher. "Jesus" I groaned as I felt Trev's asshole grip
my dick like a fist and then I too was there. "Here it
comes" I warned and spurted four jets of hot jism deep into
my brother's rear end. "Ugh, Ugh" I moaned as I shot my
spunk into his rectum. I slammed my dick home one last time
and fell forward onto Trev's back. I could feel my dick
twitch a couple of times as the last dribbles emptied into
his hole. I felt my brother's anus contract a little and
nibble at the slowly wilting cock inside.

The sound of our heavy breathing filled the kitchen and was
all that could be heard. "Jesus H. Fucking Christ" Trevor
moaned. "That was fucking awesome!"

I stood slowly and gently pulled my dick out. A drop of
sperm oozed out of Trevor's hole and dropped onto the floor.
He turned and looked at me. Sweat covered us and our faces
were flush red with the aftermath of sex. With a deep look
of love in each of our eyes we hugged. I leaned down and
touched his lips with mine and we kissed softly.

"Thanks Trev" I whispered as I moved the hair out of his
face and hugged him close once again. "I guess I am a sissy"
he laughed and I smiled.

Somehow I had the feeling this wasn't going to be the end of
the adventures with my sissy brother. But who knows?


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Reach me at Playbuddy123@yahoo.com