todd
minytodd@yahoo.com
Best Buds
bestbuds.txt
Fetish
MM, transvestite, cross-dress, anal, oral

My buddy Tom and I were getting ready for our school's Halloween party and the
team decided that we'd all dress like drag queens from the Rocky Horror Picture
Show. Tom and I were at his place the day before the dance deciding on what to
use for our costumes. His parents weren't home and his sister Jen was out of
town with her boyfriend, so we figured that we'd borrow some of her clothes, not
like she'd notice. We picked out some skirts, heels, and bras. We decided that
we'd better shave our legs before trying on the dresses, so Tom went downstairs
to his shower and I used the one upstairs. I got into the shower and shaved all
the way up to my crotch. I stepped back into Tom's sister's room and put on the
outfit.

It looked good, except the outline of my boxers was showing through the skirt. I
looked through Jen's panty drawer and found a thong. I figured that I'd try it
on to see what it would look like. The crotch wrapped around my limp, three inch
cock like saran wrap and I could feel the string touching my asshole. I looked
into the mirror on the wall and saw my pubic hair sticking out from the sides. I
turned around and spread my ass cheeks and saw the hair wrapping around the
"dental floss" like string. I put on a pair of Jen's dark colored pantyhose and
that sort of hid the hair. Oh well, I put the skirt back on and went downstairs
to show Tom. He was still in the shower so I lay down on his bed and waited for
him. He usually took long showers; he'd always be the last one out of the locker
room after a game or practice.

He came into his room still wrapped in his towel. He was amazed with the outfit;
said I looked like a chick, especially because I tied my shoulder-length hair
back. He asked me how I fit the pantyhose over my boxers, so I told him that I
was wearing a thong. He started laughing and said that I must have had a pretty
small cock to have it fit into a thong. I told him to piss off and to try on his
outfit, and then I went back up to Jen's room. I lay down on her bed, with my
legs bent and my knees in the air and started to read a magazine. I didn't even
notice Tom standing in the doorway, with only the towel around him. I asked him
what he wanted, but all he did was stand there. I caught him glancing between my
legs, so I closed them. He asked me if he could borrow the bra that I was
wearing, so I pulled out the padding, but had trouble taking it off, so I asked
him to help me.

He undid the bra, but then brought his hand around to my chest and flicked my
nipple. I thought he was doing it to piss me off. My nipple became hard and
before I could say anything, he leaned over and flicked his tongue at it. I was
shocked, and again, before I could say or do anything, he put his lips to my
nipple and began to suck on it like he was trying to pull it off. It felt good
and I didn't want him to stop. With his other hand, he began to pinch my other
nipple until it too became hard and then began to suck on it. With both my
nipples red and sore, he left them and began to slip oin and start to take in
deep breathes. My cock began to harden and it slipped out from underneath the
silky undergarment.

He held my man-meat in his hand, peeled the foreskin back, and pulled my sack
out; my balls dangled there as he began to suck on my shaft. It felt like the
best blowjob I'd ever had, especially since he was squeezing my balls as he was
doing it. I was about to cum and asked him if I should pull out, with this said
he began to suck even harder and there I went. I came so hard that me legs
started to tremble. He swallowed every last gulp of my man-juice and began to
lick his lips. He said it was the sweetest thing that he'd ever tasted. He said
that he was still hungry, and flipped me over, once again exposing my ass to
him. With his teeth he pulled my thong down my legs and right off. He spread my
ass cheeks apart and followed the hairy trail with his curious tongue straight
to my virgin asshole.

He lapped away and ate it for about a good twenty minutes. As I was getting a
rim job by my best friend, my foot grazed his sack and touched his erect penis
from underneath his towel. Oh man, it felt as though it had to be seven or eight
inches long. So I began to stroke it with the sole of my foot and pinched it
with my bare toes; it just kept getting bigger. "Oh, you want some of that don't
you?" he asked chuckling. He gave my brown eye one last lick and spat right onto
my puckering asshole. He began to tease my asshole with one of his fingers and
then slipped it in up until his knuckle. The first finger went in easily; it was
the second one that stretched my tight little hole. I started to moan a bit and
Tom said that that was nothing compared to what he was about to put in there.

He pulled his fingers out and I turned around. My ass was sopping wet with his
saliva and was probably leaving a wet spot on his sister's bed, but who the fuck
cared. I shifted over and sat at the foot of the bed where he was standing and
watched him drop his towel. Oh my god, his dick had to be at least ten or eleven
inches long. It was fucking massive! I couldn't imagine anyone's penis being
that long or that wide. I leaned over to taste it; it tasty a bit salty, but
good. I tried to put it all into my mouth, but the fucking thing was way too
big. I began to gag on it! Tom told me to get it nice and wet, so I did. I
crawled back onto the bed, bent over with my little cock dangling between my
legs, spread my ass apart, began to sway it from side to side and begged him to
shove that rod deep into my quivering virgin asshole. He leaned over me, put his
hands on my hips and poked his head against my hole.

His head stretched my asshole so wide, that it began to bleed a bit, but once he
got his head in, he started to slide more and more of that monster in. He slid
it in and out a few times and then started with a slow moving motion; this
didn't last long because I wanted more. I began to thrust my hips against his
enormous piece of wood. I couldn't get enough of it, even though the pain was
imme one last squeeze to his nuts and he splurged a hot dose of semen down my
throat. I sucked and swallowed until he was clean and limp. I had cum leaking
from my asshole onto the bed, so he turned me over and lapped up whatever juices
I still had dripping out of me. The room reeked of sex and I could barely stand
after that. Tom left me lying on the bed and he made his way downstairs to go
take a shower.

I lay there thinking about what just happened. That was some of the best sex I
ever had. My sore asshole began to quiver at the thought of Tom's giant penis
penetrating my rear. I could feel his cock in my stomach; he tore me wide open.
I rolled off the bed and headed for the shower downstairs to clean up; Tom
motioned with his finger for me to join him in the shower. I joined him in the
shower and began to wash myself. He asked me if my asshole hurt and knelt down
behind me to inspect it. My stomach began to gurgle and I let out the loudest,
wettest fart ever and cum exploded all over his face; it began to drizzle down
my legs. I was so embarrassed, but just spread my legs a bit, began to pet my
penis and said that he would gladly clean my dirty asshole.

He licked the cum off and bathed me with soap. He stuck his finger in to make
sure all the cum was out and rolled back the foreskin on my cock and washed that
clean too; I did the same for him. As I rinsed off his penis, I lightly patted
his sack; this led to the rising of his penis. I held it in my hand as it grew
and just stood there fondling it; it looked even bigger now than before. His
cock was at least four inches longer than mine. I let go of his growing wood and
bent over to wash my toes, when suddenly he began to cover my ass with soap. He
lathered me, so I stood up, grabbed a hold of his magic stick and told him to
fuck me even harder than before. I whispered to him that I wanted to scream in
pure ecstasy.

He grabbed my ass and lifted me up in front of him, I wrapped my legs around
him, and he slipped his fully erect beast into my hairy brown hole. We were
fucking at a good pace, but he really wanted me to feel it, so he put me down
and bent me over. I took in his member and began to scream louder than before.
He was pounding me so hard that I was losing my breath. I could feel his balls
slapping against me; he had entered a lot deeper this time. He lasted about 15
minutes before he shot his load in my ass for a second time. He pulled out and I
leaned over to lick up whatever cum he had left drizzling from his dick.