Date: Sun, 20 Oct 2013 12:48:47 -0700 (PDT)
From: Marko
Subject: Derek's Sexy Briefs

In the tenth grade I met Derek. Derek was a handsome, five foot ten inches
tall guy with a great body at my school. We met in homeroom and hit it off
due to our mutual taste in music. I noticed Derek on the first day of
class. This was in 1990 and Umbros were popular. He was wearing white
Umbros and a navy blue tshirt. The white briefs he wore under the Umbros
were clearly visible. I was fixated on his briefs. I too wore white briefs
under my Umbros, but I never had the courage to wear anything see through
like those white Umbros. Mine were all dark colors. As he walked out of
homeroom I walked behind him. I could clearly see every bit of his
briefs. It was great. I introduced myself and we actually had our first two
classes together. We sat beside each other and I kept looking at his briefs
through the thin white material. I was hooked.

That night I fantasized about what I had seen. The next day I was anxious
to see what he was wearing. I was in for a treat. He was wearing light grey
Umbros and a white tshirt with what looked like colored briefs under his
Umbros. I had never seen colored briefs before, so I wasn't sure if the
material of his Umbros was making it look like he had on colored briefs.
Lucky for me he turned in his desk to face me and the space between his leg
and his Umbros opened up wide to reveal his crotch covered by the light
blue briefs he wore. I got hard in my white briefs instantly. I was treated
to more sightings that day as he walked, sat, and when his Umbros would
open up.

The next day I saw his red briefs under his black Umbros. I wanted colored
briefs for myself, but how? All of mine were white. I had just gotten a
batch of new underwear for school so I knew my mom wouldn't buy me more.

On the fourth day he wore black spandex shorts with lime green stripes down
both sides. Not only could I clearly make out the shape of his briefs, I
could clearly see the outline of his dick. It was too much. Beneath my grey
sweatpants, my dick was about to burst through my white briefs and I
realized my boner was visible. I covered it as best I could with my books
as we left homeroom. On the way to our first class, one of my other
friends, Mike, came up to Derek.

"Man, you know everybody can see your dick in those shorts, right?" Mike
said to Derek.

"Sounds like you're the only one looking" Derek responded.

"I can tell you're wearing underwear too!" Mike said. "Let's see what
kind!"

Mike reached down, yanked Derek's white tshirt up with one hand, and pulled
the front of Derek's spandex shorts away from Derek's body with the other.

"Hey! Stop it!" Derek yelled as the dark green briefs he was wearing were
revealed.

Mike tugged down on Derek's spandex shorts when he saw the green briefs
beneath. I felt bad for my new friend.

"Nice undies!" Mike laughed. He let go of Derek's shorts.

A small crowd had gathered and laughter came from all around as Derek
pulled up the stretchy spandex material. He even adjusted his dick when his
shorts were back in place. Nice!

"Very funny..." Derek told Mike.

Mike lifted the side of his shirt and yanked the side of the black
sweatpants he wore down. He pointed to what, to me, looked like orange
Speedos.

"Next time, get some nylon bikinis" Mike said. He released his sweats and
his shirt. "Those are Underoos."

Mike walked away. Derek was pissed.

"What was that all about?" I asked.

"That guy sucks" Derek said. "I wear sexy underwear too."

"All I wear is regular white ones" I said.

"I have some nylon ones" he said.

"What? You wear Speedos?" I asked.

"No, I have some nylon bikini briefs like him."

I was lost. Only two days before had I seen colored briefs for the first
time. Now, apparently, there were different kinds of briefs too. I wondered
how many other guys wore colored briefs and bikini briefs and how many wore
regular white briefs like me.

The next day was Friday. Derek wore red Umbros and I eventually got a
glimpse of his briefs. They were burgundy. My favorite color! I wanted them
badly.

Luckily enough Derek invited me to come hang out at his house after
school. I eagerly accepted. I wanted to look through his underwear drawer
to see what other colors he had.

I couldn't wait for school to end. Finally it was over. As we walked to
Derek's house, Mike caught up with us.

"What do you want?" Derek asked him.

"What? Are you pissed about that yesterday?" Mike asked.

Mike looked at me and pulled the front of his navy blue Umbros away from
his body. I could see his underwear. It was a skimpy pair of red bikinis
with thin white horizontal stripes. The material was so thin that I could
see every aspect of his dick.

"Dude, I got some sexy underwear this year! I got like twenty pairs of
nylon bikinis! I'm gonna get laid for sure!" Mike boasted.

"Good for you" Derek said.

Derek and I started back on our way to his house. Once we were there we
went to his room. There was a pile of laundry on his bed. There they were!
The light blue briefs, the red briefs, and the green briefs. All folded and
mixed in with several white briefs. I was in awe. Derek said he had to go
take a shower. He walked over to his dresser, opened the second drawer, and
pulled out a pair of light grey briefs. He left the drawer open and left
the room.

I waited until I heard the water running and then I looked inside the
drawer. It was full of his briefs. A few were regular white cotton briefs
like mine. Most were regular cotton briefs in various colors with a plain
white waistband. I picked up a navy blue pair and looked at the tag. They
were Fruit of the Loom. So were my white ones. The bikini briefs were a mix
of solid colors and patterns like leopard skin printed. The fabric was soft
and sexy. I looked at the tags. The solids were made of stretch nylon and
were Hang Ten brand. The animal print were polyester and Jockey brand.

I knew what I had to do. I saw that sexy red pair in his laundry pile. I
had to have it. I kicked my shoes off and in one quick motion pulled my
Umbros and white briefs off. I picked the red pair out of the laundry pile
and pulled them on. I had precum wetting the front of the red cotton
material as soon as they were in place.

Without warning Derek stepped into the room wearing only those burgundy
briefs I had only glimpsed before.

"What are you doing with my underwear?" He asked.

"Um...I...just..." I stuttered, unable to say anything to explain myself.

Derek walked over to me and put his right hand on the red cotton fabric
covering my boner.

"Take off the shirt" he said.

I pulled my shirt off. I was standing in front of him wearing only the red
briefs I had just stolen from him.

"You like my underwear?" He asked.

"Yes. Yes I do. I love it" I answered.

He rubbed my dick from head to shaft over and over.

"What about the ones I'm wearing now?" He asked.

"My favorite" I said.

He took my hand and stuck it inside the front of his burgundy briefs. I
wrapped my hand gently around his dick and began stroking it. As he got
hard, I was impressed by the size. He was easily seven inches and cut. He
put his hand down the front of the red briefs I wore and he slowly caressed
my dick. My six and a half inches of cut dick tremored in his hand.

He knelt down and lightly pulled the red briefs down. He put his lips
around my dick and proceeded to give me a blowjob. I felt my body shake
slightly as his mouth engulfed every inch of me. I could tell he had done
this before. He gripped my hips and I began to hump along to his rhythmic
motion. He rubbed my hips, ass, and inner thighs as he took me to heaven in
his mouth. I stepped out of the red briefs and guided him to the bed. I sat
on the edge of the bed as he continued sucking me off.

I moaned as he sped up. I caught a sight of him still wearing those sexy
burgundy briefs and I started to cum.

He pulled away and jacked me off with his left hand, sending cum flying all
over my chest. He reached over and picked up a pair of his own white briefs
from the laundry pile next to me. He wiped my cum off my chest and tossed
the white briefs onto the floor.

"Mmm, that was good" he said as he laid beside me.

I reached over to touch his cotton encased dick. His sexy briefs were wet
with cum.

"I couldn't help it" he said with a smile. "Oops!"

"That was amazing" I said.

"Looks like I better put on a new pair of underwear" he said. "You
too. Those red ones have your precum all over them."

He stood up and walked over to the open drawer full of his briefs. He
pulled out a pair of the Hang Ten nylon bikinis in black. He pulled them
on. The stretchy material hugged the outline of his dick perfectly.

"I only wear my sexy bikinis on weekends" he said.

He reached into the drawer again and pulled out a pair of white cotton
briefs.

"Can't believe you only wear this kind" he said.

He put them back in the drawer and tossed me a pair of light grey cotton
briefs.

"We're gonna have to change that!" He told me.