Date: Tue, 7 Nov 2006 19:43:12 -0800 (PST)
From: Will Shakespear <playbuddy123@yahoo.com>
Subject: Sissy Brother - 17

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 - 17

It was the Wednesday before the last game of the season. Coach called
practice off early and sent us home to rest. I took the late bus and
Devon said he would pick Trevor up at the library and give him a ride
home. The house was quiet when I walked in. I went to my room and
dumped my stuff on the floor and changed out of my shirt and jeans
into a T-Shirt and loose sleep pants. "The more relaxed the better" I
thought and sat down at my desk and started in on some homework. I
figured if I got it done early then I could spend a couple of hours in
front of the TV after supper.


Maybe an hour later I heard a car in the drive and figured it was
Devon and Trev. I thought about looking out the window but decided,
"Why bother?" Some minutes went by and I heard feet pounding on the
stairs. My door burst open and Trev yelled out "Jer?" I have only
heard my brother yell like that one other time in my life, and that
was the day that gramps died. It was a combination of panic and fear.
I turned and Trev stood in the door with a look of terror on his face.
"What?" I asked, deeply concerned. Trev started to tremble and then
tears ran down his face. I stood up and he ran to me and buried his
face in my chest sobbing.


I hugged him and he grabbed me tightly. "What is it?" I asked
tenderly. "Did Devon hurt you?" I'd kick the shit out of the son of a
bitch if he had done anything bad. "No" Trevor choked, and cried more
strongly. I walked him over to the bed and sat down, pulling him onto
my knee. He sat on my lap crying and holding me tightly. "Talk to me"
I whispered as I stroked his back trying to calm him. He settled down
a bit and looked at me. He wiped his face with his hand. "I was in the
car with Devon" He whispered. I rocked him gently letting him know he
could go on. "We were kissing, and it was really nice". Trev sniffed
and tears came again. "I looked up and Mom was staring out the living
room window at us." Trev sobbed. "Shit!" I whispered and Trevor
started crying again. "What happened?" I asked, eager to know. "I got
out of the car fast and went inside and she met me at the door." I
could just see Mom like that. "What next?" I whispered. "She said,
'we'll talk about this when your dad gets home" Trev sobbed and
whimpered as I held him close. "It'll be OK" I whispered. My mind was
going a mile a minute. "Shit" I said. "What's he going to do?" Trev
sobbed. "I don't know Trev" I said quietly stroking his neck. "We'll
figure something out. I'll help you, no matter what happens". We
stopped talking and I held my brother tenderly.


We stayed like that for maybe half an hour and then Dad's car drove
up. "Oh God!" Trev whined and started to tremble again. He
held on to me like when he was little and needed me to protect him.
"Don't worry!" I tried to reassure him, but I wasn't too sure myself.
"I mean what is a parent going to say when they find their youngest
son sitting in the driveway kissing another boy?" We heard foot steps
on the stairs and Mom and Dad stopped at my door. Dad knocked.
"Jeremy? Is Trevor in there with you?" His voice was calm. "Yeah Dad"
I answered and Trev grabbed me so tight I could hardly breathe. I
moved him off my lap just as Dad opened the door.


Our parents walked in and Dad pulled up my desk chair and Mom sat down
on the bed next to Trev. Trevor didn't look up he just stared at the
floor with tears running down his face. Dad took a deep breath. "Your
mother told me what she saw" he said gently. "I guess we're not all
that surprised." I blinked and Trev raised his head a little to look
at Dad. "Trevor, we've known for years you were different than
Jeremy." Dad looked at Mom and she smiled a soft smile. "You were
different right from the start even when you were very little. You
always liked different things." Mom said as she put an arm around Trev
and pulled him close. "You knew?" Trev whimpered on the verge of tears
again. "No" Dad whispered. "We wondered and maybe had some ideas, but
never knew anything for sure".


Trev started to cry again. "So now you hate me!" He sobbed and Mom
hugged him close. "Trevor, you're our son. We love you!" Dad said, his
voice choking with emotion. Mom started crying "We want you to be
happy, always!" Mom said and kissed Trev on the cheek. "What about you
Jeremy?" Dad asked looking me straight in the eyes. "Shit! I like
girls!" I blurted out and Trev sniffed and giggled. Dad groaned, "I
wasn't asking that! What about your brother liking guys?" Both Mom and
Dad looked at me waiting anxiously for my answer. "He's my brother!" I
said, "It doesn't matter. It's cool." I guessed it wasn't the right
time to hit Mom and Dad with the fact that I had messed around a
little bit myself. "Shit, I mean messing around a little doesn't make
you queer or anything." I thought to myself.


The conversation went on for another hour with Trevor finally being
convinced that Mom and Dad were totally OK with who he was. Dad,
always the rule maker, put some conditions on him. Like no boyfriend
in his room when the folks weren't around, be safe, the same kind of
shit that he had told me when I had first started going out with
girls. Trevor tossed me a look and a grin and we both thought "what
they don't know won't hurt them". Mom got supper ready and I have to
admit it went pretty well, though it was sure quieter than usual.
After the dishes were loaded Trev and I went to his room.


Trev plopped down on his bed and laid his head down. "I thought you
were dead meat bro" I said as I sat down next to him and rubbed his
back. "Ya, me too!" He whispered. "The rents were pretty cool about
it." Trev said softly. "Yeah, pretty cool." I rubbed his back a little
more. "They would totally freak if they knew you wear girls' panties
though" I giggled and Trev rolled over and laughed with me. "Don't you
fucking tell!" Trev warned and I grinned. "Our secret!" I said, "Our
Victoria's secret". Trev giggled and crawled up and hugged me. He gave
me a quick kiss on the lips. "Thanks Jeremy" He whispered and held me
tight. "Brothers stick together!" I whispered as I tenderly rubbed his
back. "Even if you are a fucking little sissy!" I laughed and Trev
punched me playfully in the arm.

Friday finally arrived and I got to school early. "Lastgame!" I said
to Devon as I pushed him sideways into a locker. He shot me a finger
and a grin. "You better fucking hold on to the ball" He said smiling,
enjoying the teasing. "Yes sir!" I saluted and we both broke out
laughing. Caitlyn was at her locker when we walked by. "Jeremy!" She
called out and I stopped.


"Jenny said to tell you she can't be at school today or the game
tonight." I groaned. "Why the fuck not? We had a date!" Caitlyn leaned
closer and whispered. "You know, girl stuff." She said. "What the fuck
is that?" I answered. She giggled, "You dumb jock! It's that time of
the month, she's having a bad day." It finally dawned on me. "Crap!" I
said banging my head against the locker door. "Alright, tell her I
hope she feels better soon." Caitlyn nodded and I walked away.


My dick twitched in my jeans reminding me that I hadn't jerked off for
two days in anticipation of fucking Jenny. A bad mood settled over me
and I lost the good feeling I had when I had gotten up that morning. I
was just leaving my last class of the day when Michael turned the
corner. "Hey Jeremy!" He said as he pulled up and started walking next
to me. "Sup?" I said as I was already thinking about the game. "My
cousin Aaron is here for a couple of days" Michael said as I half
listened. "Uh huh" I grunted. Michael leaned in closer. "He brought
some good shit from home" Michael whispered. "Interested in smoking a
little tonight after the game?"


I stopped in the hall and looked around. "What?" I said leaning
closer. Michael pretended to puff on his fingers held tight against
his mouth and giggled. "Damn" I groaned, "You're some kind of freaky
freshman!" Michael raised his eye brows. "Oh, and he likes to play" he
said with a wink, "Ever tried a threesome?" My dick twitched and
seemed to grow stiff almost instantly. "Where?" I whispered. "My
place" Michael grinned. "I'm there!" I said. The day had just gotten a
whole lot better.


The last game of the season was a blow out. Devon was right on the
money with his passes and I was right there to catch them. The score
ended up 21 to 3 and our team enjoyed a well deserved win. After
showers and a final talk from coach we were sent on our way. Devon
said he was meeting Trevor (big surprise huh?) and I got him to drop
me off at Michael's house. I rang the bell and the door opened almost
at once. In the doorway stood a really cute guy dressed in jeans, a
pull over top and white sneakers. He was 5'11 maybe 150. He wasn't
skinny and he wasn't fat. "Just right!" I thought as Aaron let me in.
"Hi!" the kid said as Michael yelled from the living room, "Bring him
in!" We both laughed and Aaron shut and locked the door.


The air was already heavy with the smell of burning weed. "Started
without me I see!" I grinned tossing my jacket on the couch. "Yeah"
Michael smiled already feeling the effects. Two hours went by as we
smoked, listened to music, laughed, and had a great time. Michael
giggled and unzipped his jeans. "My guy needs some air" he laughed and
pulled his pants and underwear halfway down his butt. Michael's cock
plopped out soft and sad looking. Aaron and I both giggled at the look
of Michael resting against the sofa smoking with his dick out of his
pants and flopped over to one side.


"Fucking Queer!" I laughed and looked at Aaron. He tried to be serious
but then he started to laugh and giggled too. "Yeah, fucking sissy
queer!" He laughed and we both rolled over as if we had just heard the
funniest joke in the world. Aaron crawled on his hands and knees over
to Michael and put his head down near his cousin's crotch. Then with
one finger he poked at Michael's dick and balls. He looked at me,
"Dead!" he giggled. He poked Michael's sac and dick again like it was
a dead squirrel on the highway. We all giggled.


Michael looked down just as his dick twitched and slowly quivered.
"Not dead!" he laughed, "just sleeping." We all laughed with him. "We
need to get naked!" I said standing up and started to pull at my belt.
"Downstairs." Michael announced and led the way.


In a couple of minutes we were in the family room. Aaron turned the
lights down and Michael turned on the gas fireplace. They both started
to strip and my eyes were glued to the look of their cute asses as
they pulled their pants and underwear down. In minutes we were all
naked. There was a nice fluffy rug near the fireplace so we settled
there. Michael stroked his cock and got himself hard. "Yum" Aaron said
and crawled over and put his face into Michael's crotch. "Oh yeah,
blow me!" Michael whispered as he gently felt Aaron's hair and
directed his head on his cock. I stroked and watched the younger boys.
"Here" Michael said and motioned for me to come over. I crawled over
and Michael turned his head so he could take my dick in his mouth.
"Fuck!" I groaned as I felt the wet tongue bathe my cock head. His
hand jerked my shaft. I looked at Aaron as he sucked away.


Several minutes went by and Michael lifted his head off my cock and we
kissed. I felt another mouth on my dick and saw that Aaron had taken
over. As Michael and I made out his cousin gave me a totally wicked
blow job. "On the sofa" Michael said as he pulled his mouth off mine.
"Face down" he commanded and I shrugged taking the position. Aaron ran
his hands over my back and crawled on top of me and started to massage
my shoulders and arms. "Feels nice!" I moaned as my sore muscles
responded to the warm touch. I was really getting into the massage
when I suddenly felt two hands on my ass. "What?" I grunted, and tried
to turn. Aaron was firmly sitting on my shoulders and his weight kept
me from getting up. "Don't mess with my ass!" I warned. But the hands
opened my butt cheeks and massaged my soft globes. "Relax" Aaron said
and continued working on my shoulders. I was just about to throw Aaron
off when I felt this incredible sensation at my hole. Something wet,
warm, and soft licked around my ring. "Oh shit!" I groaned and wiggled
my ass as Michael's tongue found its way between my butt cheeks. Aaron
rubbed my shoulders more gently. He leaned down and whispered in my
right ear. "Michael has a great tongue!" he whispered.


The sensations coming from my butt were amazing. The warm probing of
Michael's tongue and soft licking was driving me nuts. "Jesus!" I
moaned and hid my face in a pillow. I moved my hips and rubbed my cock
against the sofa cushion. I lifted my ass so that Michael could go
deeper. Just when I thought it couldn't get and better I felt his
finger back there. "Oh God" I moaned. I remembered the boner I had
thrown when the team doctor had put his gloved finger up there for my
physical.

Aaron giggled. "Open wide and say ah" he said, as Michael inserted his
finger deeper into my ass. Aaron leaned down and licked my ear. "Like
that?" he whispered. I grunted and thrust my dick against the sofa as
the two guys drove me wild.


Aaron finally crawled off my back and Michael pulled his finger out of
me. "My turn!" Aaron announced and pulled me off the sofa and on to
the floor. He assumed the same position I had been in. Michael went
straight for his butt. "Eat me mother fucker!" Aaron giggled and
spread his legs and raised his ass a little. My dick was so hard I
needed to do something with it. I crawled on my knees over to Aaron
and kneeled near his head and bobbed my dick in front of his mouth. He
giggled and eagerly opened up. My cock slipped between his soft lips
and deep into Aaron's mouth. I watched Michael lick his cousin's
crack, rim his hole, and finger him. I fucked Aaron's mouth and he
groaned in appreciation. We grunted for several minutes and the scene
was too hot for me to last long. Gonna shoot!" I moaned as I thrust
harder into Aaron's mouth. Michael had his finger deep in Aaron's
rectum and his cousin grunted every time Michael shoved it in again.


My balls pulled up tight and I felt my warm sperm rise. "Here it
comes!" I warned and my cock jerked upwards. My load was heavy, thick,
and huge. I hadn't jerked in several days and I had a lot to get rid
of. "Fuck" I grunted as spurt after spurt of hot juice left my dick
and flooded Aaron's mouth. Michael slammed his finger in deep and
Aaron's breathing became more ragged and then he held his breath.
"He's cumming too!" Michael giggled and grinned. "His ass is eating my
finger." I watched as Aaron's butt cheeks clenched and unclenched as
he shot his stuff onto the sofa. Michael twisted his finger in Aaron's
butt and tried to shove his finger all the way up there.


Aaron and I were exhausted. I pulled my dick out of his mouth and
Michael slowly pulled his finger out of his cousin's butt. "Feed
me!" He demanded, and Aaron leaned toward Michael and the two
boys kissed deeply. Aaron opened his mouth and I could see all my
cum was still there. He swirled his tongue around a bit and then
with a grin Aaron passed my cum into Michael's mouth. They
swapped spit and cum, licking each other's faces like it was ice
cream. "Fuck that's nasty!" I whispered watching in fascination.
After a few minutes both guys swallowed and grinned. "You taste
great!" Aaron smiled and Michael nodded. "Told ya!" and they both
laughed.


Michael was the only one left with a hard cock. Be right back he
said and ran up stairs. Three minutes later he was back wearing a
girl's nightie. He gave his dick a stroke. "I need some ass" He
giggled and looked at me. "No fucking way!" I said firmly and sat
down coving my butt. I gave him a stern look. "Try it and you'll
have broken bones" I warned. "Pussy!" Michael giggled. He looked
at his cousin. Aaron rolled his eyes. "Alright!" He got on his
hands and knees. Michael reached under the sofa and pulled out a
cardboard box. He lifted the top and reached for some lube. He
greased his dick and Aaron's ass hole. Then, he reached around
and greased his own butt. Once again reaching into the box he
pulled out a dildo. It was 7.5 inches long and maybe an inch
around. He turned a switch and it started to buzz. He grinned and
handed it to me. "Here stud!" he laughed. Use this until you get
yours going again. Michael then eased in behind Aaron and thrust
his cock into his cousin's rear end. Aaron groaned in happiness.
"Now" Michael grunted and nodded to me. I crawled behind him as
he fucked Aaron and parted his sweet little cheeks. His hole
winked as he thrust in again and again.
I centered the vibrating plastic cock at his rectum and firmly
pushed it into his butt.


Michael grunted happily. "Fuck yes!" He smiled as the toy
penetrated his pucker and slid three inches deep into his ass. He
panted as he spread his legs to allow me more room to sodomize
him. "Ram that fucker in there!" he groaned as he pounded Aaron
again and again. I looked at Michael's soft butt clenching as he
fucked Aaron. He was taking his cousin's ass like he'd done it a
hundred times before. "Damn" I whispered. I slid the dildo deeper
into Michael's rear end I started a steady fucking motion in time
to his thrusts into Aaron.

It wasn't long and Michael was grunting and slamming his hips
forward. The girl's nightie was falling off his ass as he fucked.
Soon he couldn't hold back and he reached orgasm and shot his
cream. He pushed his ass back onto the dildo and groaned in
delight. He fell forward onto Aaron's back and they both fell to
the floor. Michael lay on top of his cousin as his cock wilted
and the dildo continued to buzz in his ass.


My cock twitched and I knew I was getting hard. "Time for some
real cock" I announced and pulled the dildo out of Michael. I
grabbed him by the waist and pulled him to his knees. Without any
extra lube, I slammed my dick to the hilt in his freshman ass.
Aaron rolled over and watched me screw his cousin and then
scooted lower and pulled Michael's slimy dick to his mouth. I
fucked the little sissy until he was begging me to stop. The
sucking, fucking, smoking, cussing, jerking, and shooting went on
all night. Finally totally exhausted we fell asleep cummy and
naked in one another's arms.


I woke up about four in the morning and we were covered with
blankets and there were pillows under our heads. "What the fuck?"
I thought. Aaron rolled over and came awake briefly. He knew I
couldn't figure out where the blankets and pillows had come from.
"Mom did it" he yawned. "What?" I asked stunned by what he had
just said. Aaron yawned again. "I don't have anyone to play with
in that shitty little town where we live." He whispered as he
pulled a blanket up to his chin. "Mom wants me to be happy so she
brings me here to visit Michael" he said and closed his eyes.


I looked the two naked boys just feet away from me. "Is the whole
fucking world queer?" I whispered and with heavy eyes and a tired
dick I fell asleep.


Like this chapter? Write me at playbuddy123@yahoo.com