Date: Sun, 20 Mar 2011 21:28:11 -0700 (PDT)
From: Rass
Subject: Hawaii Four-Oh!

This story is a work of fiction, but is based on real people in my life. It
contains sexual material suited for adults and should be read by adults
only.

This trip was about 15 years in the making. I and four of my friends had
finally graduated high school and as a reward to ourselves, we opted to
take a trip to Hawaii and bask in the sun and forget life for a few days.
But before I get to that, let me give you a history our friendship. While
growing up, we were "that" group of kids, always finding new ways to keep
ourselves entertained and in doing so, we kept the neighborhood on their
toes. It wasn't unusual to see us biking through fields or putting together
a go-cart, only to launch it off the biggest ramp we could put together.

I had lived in that neighborhood all my life. I guess you could say I was
the beginning of the trouble. When I was about 7 or 8 years old, Chad moved
into the neighborhood and our similar interests of dirt bikes and the like
drew us together. We began our reign of terror in the neighborhood, much to
the dismay of our parents. Several years later, Toby moved in a few streets
over and quickly became a part of our now growing group of friends.
Finally, when we were about 12 years old, Bryan completed our circle of
friends.

Just a run-down on who we are, my name is John. As clichéd as it sounds,
I'm just your run-of-the-mill kind of guy: about 6 feet tall, light brown
hair and average build. Not a toned jock or anything, but in shape and
happy. Chad is a wrestler and is the shortest of the group, standing at
about 5'6", but he's built like a blonde Adonis. Tobey is very similar to
me. In fact, some say we could have been brothers, with is light brown hair
and similar build. Bryan was a soccer player and had a well-toned body and
abs you could do your laundry on.

Now, after eight plus years of living life, family issues, and the drama
that comes along with high school, the four of us set out on what was to be
one of the most interesting experiences of our lives; one we weren't soon
to forget.

As with any long flight, our journey to Hawaii was uneventful to say the
least. We kept ourselves busy with music and reading, as well as talking
about our last year of high school and all our accomplishments, or in some
cases...the lack of accomplishments. After over five hours of flying, we
finally reached our destination, Honolulu and Waikiki Beach.

As we stepped off our plane, we were greeted by gorgeous local women
offering up the traditional leis.

"Hey! I've only been on the islands for five minutes and I've already been
lei'd!" You could always count on Tobey to take the obvious joke and
actually make it funny.

"Tobey and I will go over and get our rental car, you and Bryan wait here
with our bags," said Chad as the two of them went off to the rental
counter. After several minutes, the two returned and the four of us piled
in to the compact car and headed to our hotel on Waikiki Beach.

Being that we got to our hotel later in the afternoon, we quickly grabbed
some food at a local restaurant and headed down to the beach, which was
just a stone's throw from our hotel. The beach was crowded, but the people
were thinning out as they were all headed off to the take part in the night
life of Waikiki. We all stripped down to our board shorts and took our
first of many swims in the beautiful waters that Hawaii has to offer. After
some time, we began to get into our usual groove of having fun and raising
a bit of hell.

"Let's bury John in the sand and give him a giant pair of tits!"

"That's a grand idea Bryan!" Chad hollered back.

Before I knew it, I was on my back and the sand began piling on top of me.
The three teens slowly but surely loaded the sand all over my body. Once
they were done, Bryan, Toby and Chad stood back to admire their work.

"I've got another great idea," said Bryan, as he slowly walked back towards
me and my big sandy boobs and before I knew it, he had lost his board
shorts and was on top of me (with a whole bunch of sand between us) and
began to dry hump the mound of sand on top of me, his bare bubble butt
there for the world to see.  I couldn't help but laugh and join in on the
fun.

"Oh yeah, Bryan! Do my harder!" I screamed, much to the dismay of the
dozens of people trying to enjoy their dinner at a beach-side café.
Needless to say, that little antic didn't last very long and we made our
way down the beach to have a little more fun.

After a few more hours, the sun had gone down and our fun had ended up in a
nice relaxing swim and watching the incredible Hawaiian sunset. We decided
to head back to our hotel and get cleaned up and head to bed, as we were
all dead tired from the flight and the time change.

"I get first shower!" called out Chad. He grabbed his things and headed
into the bathroom. Toby, Bryan and I plopped down on the beds and clicked
on the television. We began to talk about the many things we wanted to
check out while in Hawaii.

"We have to go over to Hanauma Bay to do some snorkeling."

"Of course we'll head over there Tobey, but after we hit up Pearl Harbor,"
I said.

"Oh and we have to head up to the North Shore!" Bryan added.

"Yeah, I've heard the local chicks up in the North Shore are hot. Can you
imagine hooking up with a chick like that?"

And as is almost always the case, a conversation among teenage boys turned
to sex. By this time, Chad had come out of the shower wearing just a
t-shirt and some basketball shorts and Bryan had gone off to shower. The
remainder of us sat quietly on the beds and watched the hotel's information
channel on what to do while visiting. Tobey and I had taken our turns in
the shower and the four of us, in our t-shirts and basketball shorts or
lounging pants, sat back and watched the television, waiting for sleep to
come; which it never did.

After some time, Tobey, who was not shy about his love of porn, tossed out
the idea of watching one of the flicks that the hotel had to offer and it
didn't take much convincing to get everyone to agree. Being that we had
grown up together, we were not shy about being naked in front of each
other, as our activities on the beach earlier that day suggest, so it
didn't take long for Bryan and Toby to drop their shorts and take the
situation into their own hands, so to speak. Chad and I opted to keep
things covered up, at least for the time being. After a few minutes, Bryan
breaks the silence (save for the moaning and slapping of the movie).

"Hey Tobey. What are you working with over there?"

"What do you mean?"

"You look like you've got quite the tool there. Have you ever measured it?"

Chad and I, out of curiosity of course, had to take a look. Tobey was not
afraid to be naked in front of us, but none of us had ever seen him with an
erection before and we were all taken back by its size. Bryan on the other
hand, wasn't shy at all. I'm pretty certain we'd seen more parts of his
body than his doctor had. He was not lacking in the size department either
and he was quite proud of it.

"No, I've never measured it before. No need to! The girls all know it's BIG
and that's what counts!"

Bryan couldn't live with that answer and tossed out yet another grand idea.

"Well, I've measured mine. Come over here and we'll put them together to
see whose is bigger."

After a bit of hesitation, Tobey walked over to where Bryan had stood up
and the two teens stood dick-to-dick. Seeing my two friends together like
set something off in my head. At the time, I had a curiosity about other
guys. It was not something I had ever acted out upon, but I couldn't deny
that seeing a good looking male gave me a bit of a stir inside. And now
that I was all horned up and two of my best friends were standing in front
of me with impressive boners, I was more than curious.

"Hey John, what are you looking at there kiddo?" asked Chad, who had
remained rather quiet during the exchange. Damn...busted.

"Why don't you have John come over and take a closer look, make sure things
are fair."

"Awesome idea," Tobey said, with a sly grin.

Without looking too excited about the idea, I slowly walked over and sat on
the bed next to the two of them.

"How big are you Bryan?" I asked. I wasn't sure if I was asking for my own
curiosity or for the sake of the measurement.

"I'm just shy of 8 inches," he said, with a hint of cockiness (sorry for
the pun).

"Well, I hate to break it to you, but it looks like Tobey is just a bit
bigger. He's probably right at 8 inches."

"Damn! Well I bet mine tastes better!" and with that, Bryan swung to the
side and grabbed the back of my head. Before I could realize what had
happened, I had the head of his cock in my mouth. Out of all my friends,
Bryan was the one that I most wanted to "be curious" with. So I feigned a
bit of resistance in the beginning but eventually pretended to give in to
the idea, trying not to give away the fact that I was in heaven. Bryan
slowly began to move his hips back and forth, every once in a while pushing
in a bit further. Before long, I was able to take in most of his almost 8
inches. While I was happily gobbling Bryans cock, Chad had come over and
sat next to me and had pulled Tobey over to him and the two of them began
mimicking what Bryan and I had started.

Bryan pulled his cock out of my mouth and leaned down to kiss me. His soft
lips met mine and we kissed passionately for several minutes. He stood back
up and I grabbed his man pole once again. This time, I went after his
balls, which were hanging low beneath his penis. I took them in one at a
time and massaged them with my tongue, much to his delight, eventually
turning my attention back to his hard dick.

"It's your turn now," he said softly and he knelt down between my legs. He
wasted little time in taking my hard 6.5 inches into his heavenly mouth. He
quickly bobbed his head up and down and I couldn't help but think he had
done that before. But my attention was drawn elsewhere as Tobey and Chad
had climbed on the bed, one on each side of my face and began alternately
feeding me their hard slabs of meat. Chad's 6 inches easily slid into my
mouth after having fed on Bryan's dick. It was quickly replaced by Tobey's
large member. In my mind, I felt like I had been sent somewhere close to
heaven, with three of the most beautiful males I'd ever laid eyes on were
taking part in my "curiosity."

After going at it in that manner for some time, we began a rotation of
sorts. I moved my attention to Chad while Tobey's mouth found its way
around my manhood. Bryan wound up standing on the bed face-fucking Chad
with happy vigor. The room was filled with moans and grunts of muted
pleasure, only adding to the excitement of what was happening.

"Trade me places, Chad. I want him to eat my hole."

Upon hearing Bryan's request, my heart skipped a beat. He quickly squatted
down over me, revealing his pink hole to my eager mouth. I attacked it with
glee and was pleased by the squirming and moaning of Bryan as he grinded
back and forth. I had reached my breaking point and grabbed Tobey by the
back of the head and let loose a large load of jizz into the back of his
throat. He groaned with pleasure. Shortly after, Chad began grunting and
pulled out of Bryan's mouth.

"Ugh! I'm gonna cum! I'm gonna cum!" and the white goo flew all over
Bryan's chest, who wasted no time in lapping the remains of the man juice
from Chad's cock.

Tobey, having been lost in my crotch for some time spoke up, "I need to put
my dick in someone!" Chad volunteered without hesitation and knelt down on
the bed with his tight ass stuck up in the air. Tobey buried his face in
Chad's ass, licking and slurping, lubing up the little pink button he was
about to fuck.

Bryan had slid down so we were once again face to face and began a furious
kiss. We were grinding our hard cocks together, with our hands exploring
each other, attempting to find the pleasure spots. My fingers eventually
found the hole that I had been tonguing just minutes before and I slowly
slid a finger in. Bryan buckled with pleasure.

"Oh fuck! Yeah!" he bellowed. I quickened the pace of the finger fucking,
eventually adding a second digit to the party.

Next to us, Chad was groaning with pain and pleasure as Tobey was plowing
his ass with his big dick. Chad's hole was obviously providing some
pleasure to Tobey as he almost seemed to be smiling as he ground into
Chad's little bubble ass.

In between groans, Bryan whispered into my ear "I want to fuck you." He
lifted my legs up and he began to lick and wet my hole. Once it was nice
and wet, Bryan slowly pushed his prick against my hole, and bit by bit, he
slowly slid into me. The pain was like nothing I had felt before, but it
felt amazing. Once he had pushed his way in, he just left it there, letting
my hole become accustomed to his throbbing stick. He slowly began to move
back and forth, pumping into me with increasing speed. I reached back and
grabbed his hot ass, pulling him closer to me. His huge balls slapped my
ass with every thrust.

After a time, we switched things up again. Tobey lay down on his back and I
hopped between his legs and slid my hard and ready cock into his hole. He
jumped with surprise, but soon relaxed and took the fucking in strides.
Chad cozied up behind me and began to hammer my ass, creating a trio of
sweat and skin slapping. Bryan in the meantime, crawled over Tobey, which
put the two of them into the "69" position.

The butt humping quickened its pace and the four of us became one mass of
sweat and sex. Chad was like a jack rabbit in my ass, going fast and
furious. I, in turn, struggled to keep a pace while fucking Tobey, but he
didn't seem to mind as he was having plenty of fun blowing Bryan. I could
tell that we are all getting close to exploding, as the moans became closer
together. Before anyone could lay claim to the notion, I said

"I want you to come on me." So we repositioned to make this happen. I lay
down on my back, while my friends circled around me on their knees. The
four of us grabbed our cocks and began to finish ourselves off.

Tobey and his large tool were first to blow. "Oh fuck! Oh fuck!" He leaned
forward and aimed at my mouth, launching a think wad of cum that landed on
my chin. I grabbed his dick and sucked on it to get whatever fluid was
left.

Chad opted to straddle my chest and as soon as he did so, I slid two
fingers into his hole to massage his sweet spot. "Oh my hell, dude. Yeah!"
With one hand, he was beating his meat quickly. With the other, he grabbed
my wrist and pushed my fingers further into his hole. With one final grunt,
he leaned back and shot a massive load over my head onto Bryan, who looked
on in awe. That sent me over the edge, causing me to blast a load of cum on
to Chad's back, who had continued to ride my fingers.

Finally, Bryan scoots ups close to my mouth and I take him in, just the
same way the night began. He once again face fucked me. "Oh shit, man. I'm
cumming!" With one last thrust, he pushed his prick to the back of my
throat, shooting a load of his sweet juice into my mouth.

We all laid back, covered in sweat and sex, breathing heavy, trying to take
in what had happened; all of us unsure of what to say. After several
minutes, Chad, the last person I thought would break the silence, let out a
big sigh and said:

"If this happened on the first night we are here, I can only imagine where
we go from here. This could be the best vacation of my life."

The rest of the trip we spent the days touring the island and the nights
spent ravishing each other's teen bodies. Needless to say, it wound up
being an amazing vacation that brought the four of us closer than ever.