Date: Thu, 31 Jan 2008 12:23:38 -0500
From: bob <rfsc48@hotmail.com>
Subject: Jamaican Holiday

School was over for winter break for a few weeks. I just finished all my
grueling midterms and was looking forward to my winter vacation. I had
booked a seven-day vacation in the sunny Caribbean.

I had just arrived in Jamaica yesterday - a long-needed and welcome
diversion from the frigid existence of a Delaware January. When I left my
home yesterday it was 15 degrees with a stiff wind and prediction of a
blizzard. While on the plane I changed into a tank top and shorts, and
arrived into 87-degree tropical air, looking at the azure blue of the water
as we disembarked. I arrived late in the afternoon - just as the sun was
starting to set in the western sky. I quickly checked into the guesthouse I
was staying at in Kingston. After dinner I walked out to the deck of the
pool for cocktails. The pool was beautiful with a diving board and a slide
at the far end. I asked the bartender if the pool was "suits optional." He
responded with a slight smile and said "Only late at night..." I made a
mental note to return later that night. At this point I could never have
expected this to turn into one of the most incredible vacations I had ever
had.

After walking the beach along Port Royal and listening to the seductive
sound of the waves, I returned to my room. I changed into my Speedo and
grabbed a towel and stepped out on my patio and headed to the pool. Even in
the late night hours the air was still incredibly warm and humid, and the
water of the pool glistened under the moonlit sky. I carefully checked out
the pool area. All the lights were out in the rooms overlooking the pool
and I had the entire area to myself. I slipped off my Speedo and felt the
warm air across my body. I immediately felt the first stir of excitement in
my body and especially in my groin. I gave my cock a couple of long strokes
as I walked on the pool deck toward the diving board. I put my foot into
the water to check the temperature; it was cool, but still warm enough to
be inviting. I walked onto the diving board and slowly bounced at the edge
as I looked into the water. I felt my cock rise to full erection as I
gently moved up and down on the board. Then I dove in. The initial coolness
of the water sent a shock wave through my body as I swam underwater the
length of the pool. I surfaced at the shallow end then did a surface dive
and dolphin kicked to the other end. I climbed out of the pool, my cock now
fully erect and walked over to the slide. As I was climbing the ladder of
the slide, I thought I saw someone standing nearby. I looked closer as I
reached the top of the slide and decided it was the shadows being cast by
the gently waving palm trees. I positioned myself on the slide and then let
myself glide down on my back and back into the water. The feeling was
incredible. I spiraled down to the bottom of the pool, then slowly
surfaced, sending out a stream of bubbles on the way up.

When I surfaced I immediately noticed that I was no longer alone. Standing
by the pool was the bartender from earlier tonight. The pool was not lit up
at this time, so I didn't think he could tell that I was naked, but a part
of me wanted him to know that not only was I naked, I was dreaming this man
would join me in the pool.

"How is the pool this evening, sir?" He said, with the same charming grin
he had displayed earlier that evening. "It's incredible." I said, treading
water from the deep end, then swimming to the side of the pool to converse
further. He bent down close to me when I reached him. "I see you took my
invitation from earlier," he said with a laugh. "What do you mean?" I asked
in return. He walked over to the table where I left my towel, unfolded it
and held up my Speedo, and smiled at me. I shrugged and said "Well I hope
it's ok, I didn't see anyone around." He crouched down next to me again,
and said, "It's ok, I swim naked myself out here often. At this time of the
night there is usually no one here." My cock began to stir as I was
drinking in the beauty of this man. He was dark skinned from being in the
sun, not a native islander, no doubt, blond hair, and strikingly handsome.
Not thin, but well built, broad-shouldered, with a husky build. We talked
briefly, I told him about my home and the fact that it was wonderful to be
here swimming whereas at home I would be freezing my ass off and shoveling
snow. He laughed at this and said "My name is Greg, I have lived here on
the island most of my life." He went on to tell me that he had never seen
snow in his life, but would like to some time. He then told me that he has
worked here at the guesthouse for a couple of years now, doing things like
serving drinks and seeing to the needs of the guests. During his free time
he and a friend run a charter boat service where they took people out for
snorkeling and tours around the island. I listened to his conversation -
charmed by his demure manner and his lilting accent. I kept floating in the
pool, feeling my hard cock bobbing up and down in the water. Greg stood up
and looked out at the ocean beyond us then up at the sky. I thought he was
preparing to leave when I saw him turn and remove his shirt. He turned back
to face me and said, "The water looks very good tonight, may I join you?"
Before I could answer him, he undid the clasp of his belt and slowly
removed his pants, revealing his incredible body and one of the biggest
cocks I have ever seen which was topped by a triangle trimmed blonde
pubes. I swam out to the middle of the pool and treaded water as Greg
walked to the edge of the pool then executed a graceful dive into the
water, barely making a splash as he entered. He swam underwater and emerged
directly in front of me.

"You are right," he said as he surfaced, "the water is very nice tonight."
We faced each other for what seemed an eternity, just looking into each
other's eyes and smiling. I then felt a hand graze my thigh, then slowly
moving up between my legs and finally cupping my ball sac in his hand,
while his other hand guided mine towards his fast-stiffening cock. Without
speaking I took his manhood in my hand and began a gentle massage. Greg
returned the gesture to me, and slowly our lips came together in a kiss,
then parted and our tongues danced together as we slipped below the surface
of the water. An electric feeling shot through my entire body. I stiffened
in anticipation of having a massive orgasm. We continued to deep kiss while
locked in an underwater embrace. We both stroked each other's cocks until I
felt Greg's body tighten. We broke our embrace and sent streams of white
globs of cum up to the surface as we both shot loads of our juice
simultaneously. With the last of air available to us we kissed again and
slowly ascended to the surface.

When we broke the surface we again kissed, and Greg said. "Welcome to the
Jamaica. I hope your stay is long and wonderful."

"With you as my host," I responded, "It couldn't be anything else."

We climbed out of the pool and dried off. "It is late, you must rest." Greg
said to me. "It's all right, I am on vacation." I said with a smile.

Greg smiled again. "You need sleep. Tomorrow I will arrange a charter
excursion with my friend for you. He will take you out to the other side of
the island and show you around." Then he winked at me and said, "And will
share with you an adventure in a beautiful cove."

I looked with anticipation and tried to imagine what this adventure would
be.

"You sleep now, I will arrange everything in the morning and will call on
you at 8AM."

He then offered me a parting kiss and said "Remember, I will call on you at
8AM."

I was dumbstruck. I just made love to this man in the pool. I was moved by
his beauty and aroused by his prowess. I watched as he walked away into the
night, and thought to myself that I may finally have discovered my ultimate
paradise.

The ringing of the room phone woke me out of a sound sleep.

"Hello," I mumbled groggily.

The voice on the other end was unusually cheerful. "Good Morning my friend!
This is Greg, I am waking you as I promised." He said with a hearty laugh.
"Remember after our encounter last night? I promised you an adventure
today," he said again with a hearty laugh.

Suddenly the experience of last night came back to me. Our making love in
the pool in the middle of the night. An incredible feeling of arousal
cascaded over me again.

"Yes I remember it well, in fact I am still tingling from the memory of
it." Greg laughed. "Indeed it was wonderful for me as well. Are you ready
for the adventure I promised you?"

My cock began to stir with anticipation. "Yes," I said. "I need to shower
and dress and can meet you in the front room in about 20 minutes." Greg
laughed again. "That will be fine my friend. Bring some sunscreen and a
couple of towels and I will drive you to the dock where you will meet my
friend Tony. He will be taking you out on his boat for a tour of the rest
of the island."

"It sounds great. Like I said I should be ready and in the front room in
about 20 minutes."

"I will bring the jeep around and will meet you, you will have a wonderful
time my friend." With that he hung up.

I quickly showered and dressed for the day. I put on my skimpiest Speedo, a
pair of khaki shorts, a sport shirt and a pair of sneaks. Grabbing a small
shoulder bag, I packed it with a couple of large beach towels and a bottle
of sunscreen. I walked out to the front room wondering what may lay ahead
of me for the day.

Greg greeted me in the front room. He was incredibly beautiful as I
remembered, even more so in the light of day. His dark skin was offset by
the pale yellow shirt and white slacks he was wearing. "Well my friend, I
see you are ready for your excursion. Come now, get in the jeep and I will
drive you to the dock."

We climbed in the jeep and talked some more on the trip to the dock. Greg
told me of his struggles with being gay and living on the Island. "This
lifestyle is very much looked down upon by the natives here. I have to be
very careful about encounters like the one we had last night." He said in a
low voice. "I have shared that experience, the sexual encounters, with many
guys who have come here, but must be careful. My older brother caught me
once and beat me severely. He told my mother and she stopped speaking with
me until I promised to go to church and pray that my soul would be healed.
Hell, it is healed. God doesn't make mistakes as I see it. But that's not
how fundamentalists see it." I listened and felt very sad for him. The
U.S. certainly sounded much more liberated than this tiny island; that is
depending on where you lived. "I hope that I didn't contribute to making a
bad situation worse for you." I said. Greg laughed and said, "Don't worry,
I am much more careful about this now. I just have to be sure that no one
is around to see what I enjoy doing." He said with a laugh.

We arrived at the dock at the far end of the beach. I jumped out and looked
around. Several small boats were lined up. Some obviously private craft
while others displayed signs advertising day trips and scuba/snorkeling
excursions. Greg told me that Tony was at the far end of the dock, and
would be expecting me. "Enjoy your ride, my friend. I'll look forward to
your telling me all about it tonight at the pool." He laughed and drove
off. I walked to the end of the dock and saw the sign advertising the
excursions, but was taken aback by the man next to the sign. He was wearing
a red tank top and the smallest white Speedo I have ever seen which showed
off his immense manhood in a most revealing fashion. He was about 6 feet
tall with darkly tanned skin and beautiful brown eyes. He had short-cropped
hair and a completely hairless body from what I could see around the tank
top. Long and muscular legs extended from his ripped, muscular torso, and
his butt cheeks were as firm and round as ripe melons. In all - a stunning
example of man. He turned and greeted me with a smile that made me weak in
the knees.

"Tony?" I asked. "Yes sir, I am Tony. "Yes sir," he said, "My boat is ready
to show you paradise." Then his lips separated into a huge, white grin,
which proved to have an incredible charm and allure.

I introduced myself to him. Then he asked me "What is your pleasure today,
sir?" I told him that Greg had recommended him to me and he laughed softly.
"Greg is a great friend. He told me about you and last night."

Then he winked at me and smiled again. "Well I am sure we will have a great
time." I said with a smile. "I am hoping you can take around to some of the
good snorkeling sites and a place to do some swimming and diving from the
boat."

Tony smiled back at me. "I am most certain I can show you a good time."
With that he prepared to leave the dock as I climbed aboard the boat. The
boat was a small cruiser. About 15 feet long. It had an area in the middle
for the controls and the wheel. A sun deck was at the front of the boat and
an area of benches at the rear. Tony pointed out a large cooler filled with
a few bottles of the local beer and fruit for snacking. Tony started the
engine and we slowly began to

pull away from the dock and into the bay.

When we were some distance from the dock I took off my shorts and tank top
stripping down to my white Speedo. Tony caught me undressing and smiled.
"That's it, make yourself comfortable!" With that he removed the tank top
he was wearing and I saw his massive, hairless chest. He took to the
controls and I lay back on the deck enjoying the motion of the boat and the
sounds of the waves.

After about 20 minutes we came to a stop in an area of the bay where there
were other boats docked nearby. Tony let out the anchor and went to the
stern where he lowered the swimming ladder and grate for diving. "This spot
is excellent for snorkeling." He said with a smile. "There are pods of
bottle-nosed dolphins here that are quite tame and gentle so we can swim
with them." I admit I was a little nervous at first because I had seen
purposes off the shore of Fenwick Island when I stayed there on vacations
and they were large animals, but Tony assured me they were quite harmless.

I put on my fins and mask, adjusted my snorkel and walked to the edge of
the boat. I turned and saw that Tony was putting on fins and he said, "I
will join you if you don't mind." I immediately felt my cock stir in my
tight Speedo. "I would like that very much." I said. "You will be an
excellent guide for me."

We tumbled into the water simultaneously, surfaced, adjusted our masks and
snorkels and dove under the surface. The water was incredibly clear, and I
got very aroused watching Tony who was leading the way, glide through the
water in long and graceful kicks of his flippers. He obviously was quite at
home here. We swam up to a pod of dolphins near us, and I was surprised at
how docile they were in spite of size. We swam with them and surfaced for
air occasionally and at one point Tony moved a youngster close to me and
motioned for me to pet it. He laughed heartily causing bubbles to escape
from his mouthpiece when I petted it gingerly from arm's length.

After a short while the pod swam away towards another boat where the
passengers were feeding them by throwing fish bait into the water. We
surface and Tony stated that that was not a good idea because sometimes
when they feed the dolphins that way it has been known to attract sharks
into the area.

Now we were alone near the boat and Tony motioned for me to swim back to it
boat with him. I readjusted my snorkel and mask and dove beneath the
surface. Tony swam next to me and we slowly swam back towards the boat. At
one point we stopped and began to tread water. Tony reached out and took my
hands as we briefly floated together in asubmarine hold. I felt his left
fin brush up the inside of my legs and up to my groin. I returned the
gesture to him and began to feel my hard cock pushing up against my tight
Speedo. I looked under the water and saw the bulge in his white Speedo
beginning to enlarge. We surfaced for air and swam to the boat. Tony
climbed out first and helped me

onto the deck. We took off our fins and masks and climbed back onto the
boat. With a smile, Tony turned to me and said; "Now I will show you
paradise."

He started the engine and we sailed off further out into the bay, near a
small outcopping that was completely devoid of other boats. This looked to
be a deep, clear lagoon with incredible many hued coral formations on the
bottom which contrasted with the white sand of the beach. Again Tony
brought the boat to a slow stop, and lowered the anchor. "This is a perfect
spot for free diving." He said with a smile. "Nearly 20 feet deep here and
some beautiful fish and coral to see." It was breathtaking I told him.
"Let's take a swim." Tony said and with that he stepped out on to the deck.
In one slow movement he had taken down his white Speedo and stood before me
naked. He turned to me with a smile and dove into the water. I watched from
the deck as his nude body glided under the surface in long, graceful
movements. With his arms and legs spread he moved effortlessly through the
water. I rubbed my cock through the lining of my Speedo as I watched him
swim. He surfaced for air near the boat and then playfully squirted a
mouthful of water at me. Then he laughed and dove under again. I quickly
removed my Speedo and dove in from the rail of the boat. I saw him
underwater and swam directly toward him. My erect cock was hard pointing at
the bottom as I swam towards him.

He swam to me and we immediately engaged in an underwater embrace. My lips
meeting his, our mouths parting, and our tongues dancing together as we
shared one breath between us. We surfaced briefly for air, and then I dove
back down and took the tip of his manhood into my mouth. I slowly began to
tease the head with my tongue and the sensation of the warm salt water.
Tony ducked down under the surface and ran his hands over my head as I
continued to swallow his rigid sex. I eventually managed to get the 9-inch
shaft down my throat and began to move up and down on it while I floated
beneath the surface. I felt the urge to breathe, but Tony continued to hold
me there and I continued my cock worship. Just as I felt the last breath
escaping from my lungs, Tony took hold of me under my armpits and pulled me
to the surface. I breathed in deeply, feeling the dizziness I was
experiencing slowly beginning to subside.

"Are you all right, my friend?" Tony asked. "Was I all right? I was in
heaven, I thought. "I am fine, just stayed down there a little longer than
I should have." Tony laughed and said "Well, let me make it better for
you." With that he took a deep breath and dove under the surface. He cupped
my buttocks in his hands and took my throbbing shaft into his mouth. I
breathed deeply and then sank under the surface to watch him do this
underwater homage. The sensation was incredible and my orgasm was gathering
inside me. Just before I felt the burst coming, he released my cock from
his mouth and we both surfaced again.

We took in air and I pulled my body next to his to feel our rigid cocks
together as we again kissed. Tony then gestured for me to follow him and
together we surface dived to about 10 feet below the surface. As
multi-colored fish surrounded us he took my hands and pulled me next to
him. We swam together in sort of an underwater ballet, then we kissed
deeply and Tony began to massage my cock as I massaged his. Again I felt
the need for air, but I couldn't stop this moment from being reality. We
both stroked and kissed and Tony shared his breath with me. I felt his body
tighten, and mine tightened as well. In one movement we both threw our
heads back and sent a stream of bubbles ahead of us as we shot our loads
into the water. Several white ropes of our cum surrounded us, as we began
our ascent to the surface.

As we surfaced I was very light-headed from the intensity of our lovemaking
and the lack of oxygen. Tony helped me onto the boat and laid me down on
the deck. He got a can of spring water from the cooler and said "You rest
my friend and drink this. We will anchor here for a while and then take
another swim before we go back, if you are feeling up to it." He then
smiled and said. "You are a wonderful lover under the waves."

I put my head back and closed my eyes. Thinking to myself the stories I
would be sharing with Greg that night at the pool. What a vacation this was
going to be, I thought. Then I closed my eyes and let sleep take over.