Date: Wed, 27 Sep 2006 05:42:53 -0700 (PDT)
From: Will Shakespear <playbuddy123@yahoo.com>
Subject: Sissy Brother - 7

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 - 7


A boring week had gone by since Trevor's last soccer game.
Mom and Dad tried not to miss watching him play, so we all
loaded into the SUV for the trip to the field for this
week's game. Trevor had agreed to pick up Michael on the way
so it wasn't long and the three of us guys were in the back
seat and the folks up front. "Thanks for picking me up"
Michael said as he slid into the middle with Trevor on one
side and me on the other. Both guys carried a small bag with
their soccer shoes, a towel, power snack bars, and some
water. The weather was turning colder so I wasn't surprised
that both my brother and Michael had sweat pants over their
soccer shorts. "No problem!" Trevor said with a grin as he
closed the door and buckled up. The ride to school was quiet
except for the occasional giggle and horseplay between
Trevor and Michael. "God this is boring" I thought as I
stared out the window at the cloudy fall day.

The game wasn't even close. The North Branch team was more
aggressive, more skilled, and better coached than our team.
Trevor and his classmates got their asses kicked 6 goals to
none. The car was pretty quiet on the way home. Once home,
Michael and Trevor pounded up the stairs. I headed for the
kitchen for some cookies. Mom and Dad were on the way out
again. "What else is new?" I thought as I went to the TV
room and looked for a college football game. Notre Dame was
playing so I settled down to watch for a while. I suppose
maybe an hour had gone by before I got bored again and
headed to my room.

I grabbed my cell phone and made a quick call to Devon. Then
text messaged a couple of other friends. It was then that I
noticed how quiet the house was. The door was open to our
connecting bath and I couldn't hear any noise coming from
Trevor's room. I walked into the bath and the door
connecting to his room was open and still no sound. "I
wonder what the little fairy is up to?" I mused as I quietly
stepped closer. I peaked around the door frame and saw two
sets of soccer clothes strewn across the floor. Shorts,
socks, tops, and jocks were lying about as if they had been
hastily removed and tossed aside. But, I couldn't see Trevor
or Michael. I opened the door a bit more and was able to
look in the mirror attached to Trev's dresser and saw that
the bed was empty as well. "What the fuck?" I wondered and
took a step inside. It was then that I heard the faint sound
of movement on the carpet. I knelt down and looked under the
bed and could see on the far side of the room my brother was
lying on his side facing away from me wearing his red
panties.

I slowly crept around the end of the bed on my hands and
knees and peaked around the corner of the mattress. There I
found Trevor and Michael in a sixty nine, each with a cock
in his mouth. Trevor was wearing the red panties I had
bought him. "Oh my God" I thought, Michael was wearing pink
panties and a matching bra. My dick got hard almost at once
as I looked at the two sissies sucking dick and cupping the
other guys panty clad ass. Michael is about 5'6" in height
and a slim 100 pounds, long brown hair, and from the looks
of it barely getting his pubes. Both guys had their eyes
closed and were moaning softly as they sucked cock.





"Jesus, Fucking Christ!" I finally said and both guys
instantly opened their eyes and started to sit up. "Jeremy,
Jeremy" Trevor stammered. "Don't tell mom and dad, please
don't tell!" Michael's face registered surprise and then
tears started to form in his eyes. "Oh God" he cried, and
the tears fell as he began to sob. "Michael is my best
friend" Trevor started to say. "Well Duh! That's pretty
fucking obvious!" I interrupted him, and Michael sobbed some
more.



I stood up and looked down at the two freshmen and thought
"This has some possibilities!" I motioned for them to get up
on the bed and I sat down next to them. "The whole story" I
said to Trevor. "And you! Stop crying!" I said to Michael.
He sniffed and wiped some snot from his nose and tried to
calm down. "Well" Trevor began. "Michael and I have been
dressing up like girls since last summer." He said, "Michael
has always liked girls clothes and he would sneak some from
his sister. He liked to wear her undies and bra sometimes."
I looked at Michael and could see how much he looked like a
girl in those pink panties and bra. "So one day I walked in
when he was changing and saw him in panties." Trevor
explained. "One thing led to another, and he started to let
me wear some of Lori's clothes when I came over there." I
nodded and interrupted him again, "So when you asked me for
panties, you really knew what you wanted?" I asked. "Yeah"
Trevor said, "I hoped maybe I could get some of my own."
Trevor looked down at the bed and seemed to blush a little.
"Go on!" Trevor sighed and took a deep breath. "Maybe three
months ago Michael and I started to jerk each other off when
we would play dress up. Then a little later we started to
give each other blow jobs".



I looked at both boys and could see Michael's dick had
shrunk down to almost nothing he was so frightened. Trevor's
cock was smaller but still somewhat hard in his panties and
I could see the outline against the satin and lace. "Please
don't tell, Jeremy" Trevor pleaded and put his hands
together like he was praying, "Please?" he pleaded. "I don't
know" I mumbled, "It's one thing to have a sissy for a
brother, but to have his fairy boyfriend come over here to
suck his dick is a little much!" Michael started to sniff
again and more tears came. "Okay, Okay" I said softly, "Quit
crying, I won't tell". Trevor relaxed a little and Michael
finally started to calm down. At that point I didn't know
quite what to do, so I stood up and headed back to my room.
"Next time lock your door!" I said, and closed it tight as I
left.



Two days went by and Trevor avoided me as much as he could.
When he couldn't avoid me he was very quiet around me and
not at all like himself. "What's up?" I finally said one
night when we were both in the TV room. The folks were up in
bed. "Dunno" Trevor mumbled not looking at me. "This has to
stop" I said. "What has to stop?" he whispered taking a
quick glance at me. "You're avoiding me and seem scared all
the time. For Christ's sake we're brothers!" I said, as
Trevor once again stared at the floor. "I know you're going
to tell the kids at school." Trevor finally whispered and he
started sniffing and tears were filling his eyes. "Do all
sissy boys cry?" I asked? Exasperated and annoyed. Trevor
sobbed and his chest heaved as the crying became stronger.
"I won't tell. I promise!" I said as Trevor looked at me
with tears running down his cheeks. I slid closer to my
little brother and gave him a quick hug, messed up his hair,
and then pushed him gently away. "You're still my best
girl!" I teased and we both giggled.


Several days later, it was Thursday night; there was a soft
knock on my door. "Ya?" I called, and a guy's voice
answered, "Can I come in?" I couldn't place the voice and
got up and opened the door. There stood Michael in khakis, a
red top, and track shoes. "I told Trevor I needed to use the
bathroom" he explained as he stood in the doorway. I stepped
back and he walked into my room. He closed the door and we
stood looking at each other. "Trevor told me that you
promised you wouldn't tell on us" he began. "Yeah" I said,
and sat back down in my desk chair. "It's all my fault"
Michael whispered. "I talked Trevor into trying on the
clothes. I didn't think he would do it, but he liked it." I
nodded my head and shrugged my shoulders. "I guess he felt
that way since he was little. You didn't know!" I said, as
if to tell the kid he could stop blaming himself. "So you
really won't tell?" Michael asked hopefully. "No, I won't
tell" I said and the room became quiet. "Want my butt?"
Michael whispered head down with his eyes fixed on the
floor. "What?" I said. I wasn't sure if I heard what I
thought I heard. "Do you want my butt?" Michael asked again
and shifted from one foot to the other.



"Trevor told me you fuck him sometimes" Michael said looking
up at me and staring deeply into my eyes. "Yeah, the little
sissy is my girlfriend when I need a hole" I offered. My
cock swelled a little and I moved it with my hand. My jeans
bulged out in front and the zipper was strained. "I've never
been fucked" Michael said softly as he took a step closer.
The thought of a virgin really boned me up. "I don't know" I
stuttered, unsure what I should do with an offer like this.
"Please fuck me, Jeremy" Michael said quietly as he got to
his knees in front of me. He put a hand on my cock. "Trevor
is waiting for you downstairs" I argued as the kid slowly
groped me and I got fully hard. "It's ok." Michael said as
he pulled on my zipper. "I told him I was going to get you
to fuck me, and he said he'd be up here in ten minutes."



"You little shit!" I whispered. "So what about it? Want my
ass?" Michael said as he stood up and opened the front of
his kakis to show the lace top of some girl's panties. My
cock jerked. "Ok, you little sissy" I smirked. "On the bed!"
Michael grinned and took two steps and a quick leap to land
on the bed. I motioned and he scooted up to lie on his back
with his head on my pillows. I climbed on the bed and
straddling him gave him a long probing kiss. My tongue went
into his mouth swirling around his teeth and wrestling with
his own. The kid moaned as I stroked his crotch and felt his
hardness. He grabbed my dick and we kissed and tossed back
and forth on the bed. I stopped kissing him and pulled off
his top to see that he was again wearing a bra. He blushed,
"It makes me feel pretty" he whispered as I cupped it and
felt around for is boy nipple. I reached for his pants and
soon had them off as well. The panties were delicate and
dainty against his soft skin. He unbuttoned my jeans and
soon we were both naked. The door opened and Trevor quickly
stepped in locking it behind him. "Damn" he said softly "You
did talk him into it!" he said speaking to Michael.

Michael giggled a little as I ran a finger around the waist
band of his panties. "No problem! Your brother likes
girls." Michael grinned as he raised his crotch up for
another grope. I pulled down the pink panties a little and
stroked Michael's five inch cock. He got hard quickly and a
drop of moisture came to the head. Trevor crawled behind me
as I stroked his little friend and I felt his hands on my
ass. "No way!" I said turning back to look in my brother's
eyes. "I'm not going to fuck you!" He laughed and Michael
thrust his hips upward to remind me to stroke his dick. I
looked back down, and moments later was stunned when I felt
something wet and wild on my ass. "What the hell?" I said
as I again turned around. "Trev's going to lick your hole!"
Michael giggled. "That's nasty!" I said and Michael grabbed
my head and turned it toward him. He pulled me forward so I
could lie on top of him, dick to dick. We kissed like never
before. I felt my ass cheeks being opened again, and my
little brother dove in with his tongue.



"Oh God" I moaned as Trevor licked my butt crack, swirled
his tongue across my asshole and then lightly teased the
entrance with the tip of his tongue. Michael kissed me
passionately as Trevor licked my pucker thrusting his tongue
inside my ass to probe the heavy taste of my rectum. I got a
hand down between our tummies and groped Michael while I
raised my butt up to meet my brother's tongue. "Shit, shit"
I panted with all the new feelings coming to me. I was
wicked hard and new I couldn't last with all the things
going on. "Get some lube!" I finally managed to say, and
Trevor stopped munching on my butt and ran to the bathroom
for the Vaseline.



In a few moments he was back and I rolled off Michael just
long enough for Trevor to grease my pole. I got a glob of
lube on my finger and turned to Michael who was still on his
back. I eased the panties the rest of the way down and off
one leg and then the other. "Let me see your hole!" I said
and Michael grinned. Putting his hands behind his knees the
kid pulled his legs back and opened his ass to me. I aimed
my greasy finger at his entrance and slowly pushed into his
anus. Surprisingly my finger popped in without much trouble.
I wiggled it around as Michael moaned. Looking into
Michael's eyes I whispered, "Gonna fuck your pussy." I
looked at the little freshman boy with his legs pulled back
grinning at me and I grew horny as hell. Michael still wore
the pink matching bra. The long flowing hair and the pink
bra made him look like half the girls in the high school. I
eased forward over Michael and felt a hand on my cock.



"Here, I'll help" Trevor said as he guided my dick to his
friend's butt hole. The feel of my brother's hand on my dick
make me hornier than ever. "Ok girlfriend" I whispered into
Michael's ear, and thrust my hips forward sinking the head
of my cock into his butt. "Ooooooooo" Michael groaned as I
entered his rectum planting the head in and maybe an inch of
the shaft. "Fuck me" He pleaded as he wrapped his legs
around me and pulled himself deeper onto my cock. "You want
it?" I grunted and slammed my entire dick up his ass in one
thrust. "Oh god, oh god" Michael groaned as my cock filled
his rear end in one push. I looked at his pretty blue eyes,
the sweet mouth, the bra, and didn't hold back.



Sitting next to us, Trevor rubbed my back and his hand
rested on my ass as I pounded the shit out of his friend's
rear end. I felt my brother's hand in my crack and then a
greasy finger was at my hole. "What the fuck" I grunted and
glanced at Trevor who just grinned an evil smile and wiggled
his finger three inches up my ass. "Holy shit!" I grunted as
I felt the finger in my butt go deep and find a special spot
that made me see stars. "Do that again" I groaned as I
continued to fuck Michael. The boy was on his back like a
girl, legs up and pussy open. Trevor dug into my ass again
and I knew I liked whatever he was doing. "Don't stop!" I
groaned and continued my fuck. We continued like that for
almost fifteen minutes with me on top of Michael and Trevor
with a finger in my ass. I was finally nearing the end.
"Going to shoot" I panted as I bent Michael over double and
tried to get another inch of my cock up his ass.





Trevor stuck his finger as far up my butt as he could and I
started to shudder with a tremendous orgasm. "You're gonna
have my baby" I grunted as my dick twitched and semen shot
out the end of my dick in glob after glob. I shuddered and
slammed in deep and ground my hips back and forth trying to
screw more of my cock into Michael. He cried out, "Shit!" I
wondered if I hurt him, but then felt his hot cum spurting
onto my belly. We both groaned and pulled tightly together,
merging his butt and my dick. I squirted a ton of cum into
his ass. My dick squished as I fucked and finished the last
few thrusts. Finally, I pulled my slimy dick from his hole.
Michael unlocked his legs from around my waist and I rested
on top of him. He kissed me as I tried to catch my breath.





"You're one hot little bitch" I finally managed to say as
Michel smiled. He kissed the side of my neck affectionately.
At last I rolled off and we both lay on our backs enjoying
the moment. Trevor straddled Michael's chest and sliding up
close aimed his dick at the kid's mouth. "My turn" He
giggled and leaned forward to grab the headboard of the bed
as he buried his cock in Michael's throat. Trevor thrust his
hips forward, and Michael opened wide to take his friend's
cock. Again and again Trevor humped his hips fucking
Michael's mouth. The amazing thing to me was that Michael
never gagged or complained. It was obvious these two had
done this before.





"Suck it bitch" Trevor whispered as he rode Michael's mouth.
"Take my dick!" He groaned as he again thrust forward and
Michael took him deep. Both boys grunted and rutted until
finally five minutes later Trevor shuddered. I could see
Michael gulping and swallowing my brother's cum. "Ah, ah,
ah" Trevor moaned as he shot his cream into his friends'
mouth. "Take it" He groaned as he squirted time after time
shooting his load into Michael's tummy. Slowly he pulled his
cock out of his friend's mouth and climbed off his chest.



We were all spent. The frenzy of the moment had passed.
"You're a sweet little fuck!" I said turning to Michael. He
grinned, "Thanks for taking my cherry" He whispered and gave
me a quick light kiss on the lips. "You're welcome" I said,
"But, you know this is going to be a problem!" "What?"
Trevor asked. "Having two girlfriends" I laughed. Trevor
giggled, "Hey bro, don't forget about Jennifer" he said. "Oh
yeah, I almost forgot" I said. Then we all laughed.



I got up and went to the bathroom to get cleaned up, bare
assed and my limp dick hanging down. I felt Michael's cum on
my belly where he had shot his load. I ran a finger through
the wet trail and spread the cream down through my pubes.
Then, unable to resist, I put the wet finger to my lips and
slowly ran my tongue over it tasting his cum. I licked
Michael's spunk and was surprised that I wasn't repulsed by
the taste.


What I didn't know was that Trevor and Michael were watching
me. The bathroom mirror and the mirror on the door had
allowed them to spy on that private moment when I had tasted
Michael's sperm.



"Maybe Jeremy isn't so straight after all?" Trevor giggled,
and the two panty lovers kissed, ground their dicks
together, and hugged.



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