Date: Wed, 25 Feb 2004 18:59:12 -0500
From: M
Subject: My Brother's Dildo

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My parents divorced when I was 12.  My sister and I went with our Mom; my
older brother went with Dad.  We all visited our other parent and each other
from time to time.  He would usually spend several weeks at a time with us
and I was always excited for him to come.  The summer I turned 17, and he
was 18, was a great summer for me because he taught me new things about
masturbation that I didn't have a clue about.

I had been jerking off since I was 12.  I'd fuck anything that I thought
would feel good, my pillow, fuzzy slippers, the floor, and chairs.  My
sister had a pair of these real soft fuzzy bunny slippers.  I stole them one
time just to rub it on my dick to see what it felt like.  I ended up putting
my dick inside and fucking it.  I didn't want to get my stuff in there, but
it felt so good I couldn't take it out so I had to keep the slippers hidden.

I fucked both of them a lot until I had to get rid of them because I shot
too much spunk into them.  I also bore a hole in a bar of soap one time and
used it in the shower.  I would put my dick in the hole and of course the
soap would get slippery so I would thrust my dick in and out of the hole
until I blew.

I never talked to anyone about what I did though, so I didn't know if anyone
else did the same things or if it was just something I did.  Even my friends
never mentioned it, and we talked about sex a lot. I wanted to find out if
other boys did it so when my brother arrived for his summer visit, I started
my investigation.

He slept in my room, which used to be our room.  Mom kept a second bed in
there for him so I stayed awake the first couple of nights and watched.  The
first night I saw nothing and the second night, nothing.  I started to worry
that maybe I was the only guy in the world who liked to play with his dick.
I almost gave up but I stayed awake again on the third night.

At first, I thought nothing would happen again.  I lay there an hour, before
I heard "You asleep?" I kept quiet.  "Psst, hey."  I said nothing.
Satisfied that I was sleeping, I heard him fumbling around and covers moving
as he threw them off.  I saw him lift his ass off the bed and take off his
boxers.  His bed was near a window and there was some light from the street
coming in, so I could see well enough.  There was my brother, naked. I had
never seen him naked before.  Then I saw him start to do what I did.   He
grabbed his dick with his left hand and stroked it.  He also used his right
hand to grab at his balls and from time to time he pinched his nipples. He
jerked off for a long time too, longer than me.  But I soon heard him grunt
and shoot his load.

In the morning I got up after he did and went over to check out his bed.
There were the familiar stains.  He hadn't wiped it up; he must have just
left it on him.  I felt it.  It was still damp.  I smelled my fingers and it
smelled just like mine.  I felt my morning woody begin to throb.  This was
weird; I was getting excited about my brother's cum.  I never let my hard
dick go to waste so I quickly jerked off and shot my load on his and covered
it up with the sheets.

God, I was so excited. I stayed up that night to see if I could learn
anything more and because I kind of liked watching my brother.  After about
an hour, he asked me again if I was awake and I kept quiet, again.  Off went
the boxers and out came his cock.  I grabbed my dick.  After he played
around with his balls a little, he flipped over onto his stomach and put his
ass in the air.  Intrigued, I looked harder into the dark to see what he was
doing and I was surprised at what I saw.  He took a finger and started to
play with his asshole.  At first I thought it was gross.  I never did that,
never even thought of it, but it really seemed to excite him.  He wiggled
his ass around and pushed it against his finger and grunted louder than he
did the night before.  He used his finger for quite a while, and then he got
out of bed.

He went over to his backpack, grabbed it and went downstairs.  I threw on my
boxers, followed and hid on the stairs.  He went to the living room, pulled
a bottle of something out of his bag and something that looked like a dick
although it looked rubbery and flexible.  He poured the stuff in the bottle
on the dick thing and then rubbed some on his ass.  I was beginning to
figure out what he was going to do, although I couldn't believe it and he
did it.  He put that rubber dick under him and then he sat on it.  It
must've felt good because I could see his face and it looked like it did.
He began to work his ass up and down on it and I realized now that he was
fucking himself with it.

He held it under him with one hand and kept squatting on it while he jerked
his dick.  Now I know why he left my room.  So he could be a little louder,
because he was really grunting and groaning as he fucked his own ass.  He
turned and got into that same position he was in on the bed, with his ass in
the air.  His ass was facing me now and I could see that he had his legs
spread apart and reached around with his hand and worked that dick in and
out of it.  I couldn't believe I was watching a guy do this to his asshole,
let alone my brother.  Pretty soon he shot his load all over the carpet and
I crept back to bed in awe, wanting to try that.

I jumped back into bed and took off my boxers.  I had to jerk off before he
came back up.  I grabbed my dick and started beating it and for the first
time, I reach around my ass and touched my hole.  I pushed against it and
immediately shot my jism on my chest.

The next day he went to a movie with some friends.  This was my chance. As
soon as he left, I grabbed his backpack and ran out to the woods behind my
house.  After going deep enough into the woods, I looked in his bag and
there it was.  The bottle I saw him use read that it was supposed to be used
to lubricate.  I wasn't sure I wanted to do this.  I had never even
considered putting anything in my ass but it looked like he really, really
enjoyed it, besides he did the other stuff I do and the night before I blew
my load as soon as I touched my hole, so I figured it would be ok.

I took my pants off but I left my shirt on.  I put the lubricant from the
bottle on the rubber dick and then put a lot on my asshole.  I noticed that
when I did this, I liked the way my finger felt on my hole, even more than
last night.  Curious, I pushed it in so that I could feel what this thing
might feel like in there.  My finger slid right in and it didn't hurt at
all, it actually felt kind of good.  I left it in there a little while then
I started to move it back and forth.  My dick started to get hard.  I
continued to finger myself for a while.  I squatted like my brother did and
finger fucked my asshole.  I wanted to shoot my load so bad, but I wanted to
feel this dick inside me.  I pulled my finger out and put the rubber dick in
position under me and lined it up with my little hole.

I had trouble getting it in; it kept sliding off to the side.  It didn't
look like my brother had any trouble so he must have been doing it for quite
a while.  I knew my hole was small and tight so I kept trying.  I got a
better grip on it, reached around and grabbed one of my ass cheeks to spread
my hole apart and sat down on it.  I rocked my ass back and forth working it
into my hole.  I finally felt it go in.

It didn't feel like my finger at all, it hurt like hell.  I pulled it out
quickly and tried to relax my ass.  After I got my composure I noticed I was
still hard and I wanted to try again.  It went in easier and it hurt less.
I pulled it out again and then put it back in.  I did this like ten times
until it moved in and out smoothly.

The final time I put it in, my little hole must have been loosened up enough
because it slipped in quickly and didn't hurt at all, it just felt like a
really big finger in me.  I looked down, grabbed my dick and started to do
what I saw my brother do.  I held onto it underneath me and I began to ride
it slowly.  I couldn't believe how good it felt and it made my dick rock
hard.  I started breathing heavy and moaning like my brother did.  After
bouncing on it for a while, I pulled it out again because I wanted to see
what it felt like to be pulled out and shoved back in.  Unbelievably, it
slipped right up my asshole.  I put my leg up on a tree stump and worked the
dick in and out of my ass while I jacked off and quickly shot my load all
over my jeans on the ground.

My ass was a mess, it felt kind of sticky and it hurt a little.  I packed up
and ran back to the house so I could put his backpack where I found it so he
wouldn't know.  I knew I had to look for another opportunity to use this
thing before he left.  I didn't know what I was going to do without it.  I
loved to fuck myself.