Date: Tue, 9 Jan 2024 09:53:46 +0000
From: Bill Jonners <colin4men@gmail.com>
Subject: Billy's Tropical Holiday 8

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Real places are mentioned in the story but all characters are completely
fictional.

I would love to hear from you if you enjoy this story. I will reply to all
emails sent to colin4men@gmail.com Bill

Note : This story is set in the days before mobile phones were common and
when hardly anyone had heard of the internet.


BILLY'S TROPICAL HOLIDAY

Chapter 8


Billy woke up with a hard-on. He played with it while reliving his
experiences with Phil. Then his thoughts turned to the sexy underwear
competition. He assumed that he would be up on some sort of stage and he
pictured himself looking down on a sea of men's faces. He wondered if he
could avoid getting a stiffy and what would happen if he did. Then he
pictured himself naked and jerking off on stage. That led to him spunking
off over his chest and stomach. He scooped the cum up with his fingers and
ate it.

Billy couldn't decide whether to wear the black jockstrap or the white
thong for the competition so he washed both. "They will be dry by this
evening and I can decide then," he said to himself. Then he went off to
have breakfast with his aunt and uncle.

***


Billy spent the rest of the day with his aunt and uncle. He was pleased
that they booked a trip to the Green Elephant Sanctuary Park for the
afternoon. All three of them fed some of the elephants and Billy was one of
the first to volunteer to help bathe elephants in the fresh water pool. The
adults enjoyed seeing Billy getting involved and Uncle Jim took lots of
photos.


They had dinner in their favourite beachside restaurant. Billy enjoyed his
main course but then started thinking about the underwear competition. He
needed to find a way to get away from his aunt and uncle.

"It's unlike you to refuse a dessert," Uncle Jim commented when Billy said
he didn't want anything more. "Are you feeling okay?"

"I'm fine, just a bit tired," replied Billy. "I think I will have an early
night."

Billy had a short nap when they returned to the hotel after setting an
alarm to wake up at 9.45pm. That would give him plenty of time to shower
and get ready for the gay bar.

***


Billy decided to wear his black jockstrap but he put the thong in the
pocket of his shorts in case of an accident. He was a bit nervous when he
approached the bar because there was a scary looking man at the
door. However he took a deep breath and continued walking. "I want to take
part in the underwear competition," he told the doorman. When asked his
age, Billy replied, "I'm eighteen."

The man stared at Billy and quite clearly didn't believe him. However he
let him in, saying, "I don't want to see you drinking alcohol." Billy
nodded and went inside.

The room was dimly lit and a bit too smoky for Billy's liking but he made
his way to the bar and ordered a Coke. After receiving his drink, he asked
the barman where he should register to take part in the competition.

"Are you really old enough?" the barman asked.

"I'm eighteen and the doorman said it was okay," Billy replied.

The barman shrugged and pointed to an elderly woman sitting in the
corner. "Give your name to Madam."

Billy took a deep breath and walked over to the woman. "Excuse me, madam. I
would like to take part in the underwear competition," he said, bowing
slightly.

The woman looked Billy up and down and then broke into a smile. "Pretty
boy. You will be popular. Name? Where you from?" Billy replied and was told
that the competition would start at 11pm. "Stay near here so that I can see
you," the woman said.

Billy sat at a nearby table and sipped his Coke. A number of other
customers looked at him and a few asked if he wanted company. None appealed
to Billy so he politely declined.

As eleven o'clock approached, most the bar counter was cleared and steps
placed at one end. Billy realised that the counter would be the stage and
that the underwear worn by the contestants would be at eye level for much
of the audience.

A few minutes later the contestants were led behind a curtain and told to
get ready. The small room held only some chairs and some shelves. Billy was
by far the youngest contestant. The others were mainly tourists taking part
for a laugh but there were a few locals.

Everyone stripped down to their underwear and waited for their names to be
called. Billy listened as Tony, the host with an Australian accent,
welcomed everyone to the contest and then explained that there would be a
vote after all the contestants had appeared on stage to find the top
three. These three would appear again and say a little about themselves
before the final vote. Billy hadn't expected to speak and he hoped he
wouldn't get tongue-tied if he got to the final three.

"I call on Jesse from Melbourne to step up to the stage," said Tony. A tall
handsome blond stepped forward. He received a warm response but Billy was
unable to see what happened on the other side of the curtain. One by one
men were called.

"Next up we have Billy from England," shouted Tony. The man said, "Wow! We
have a young cutie" when Billy stepped forward and walked towards him. He
directed Billy to stand in the centre of the `stage' and let the audience
see what he was wearing.

Billy climbed the steps onto the bar counter and walked to the
centre. Then, facing the crowd, he smiled and swayed gently to the
background music. The guys in the audience cheered and whistled.

"Turn around and let everyone see the rear of your erm, underwear," Tony
instructed.

There wasn't much material on the rear of a jockstrap so there was a loud
roar of appreciation when Billy turned around. There were cries of "Nice
ass" and "Great arse". Billy started swaying to the music and turned to
smile over his shoulder at the men closest to him. He could feel his cock
start to stiffen.

Tony let the teenager remain in that position for longer than normal before
telling him to face the audience again. By this time, Billy's cock was
fully erect and he knew that he couldn't hide it. However he didn't
care. He loved having the men ogle him and it didn't matter if he was
ejected now. He had achieved his aim for the evening.

Men pointed at the tent in the front of Billy's jockstrap and grinned,
nudging each other and cheering.

Tony smiled and waited for a full minute before saying, "Thank you, Billy."
Billy gave the audience a wave and climbed down from the stage. Tony patted
Billy's shoulder and whispered, "Good show," as he walked past him. Billy
had just passed behind the curtain when he heard Tony say, "I have a
feeling we might see Billy in the final round." This met with cheers from
the audience.

The other contestants teased Billy about having an erection but it was all
in fun. He had lost his erection by the time of the break for voting. This
was also to allow for more drinks to be sold.

Billy had leaked pre-cum and he didn't want to go back onstage with a damp
patch. "I hope it's okay to switch underwear," he said to himself as he
took the white thong from the pocket of his shorts.

A tall dark-haired man in his early twenties looked at Billy and asked,
"Are you going to wear something else for the final round?"

Billy shook his head. "I don't know if I will get to the final round but I
can't wear the jockstrap any longer. There's a damp patch."

The man smiled. "You got a bit excited out there, eh?"

Billy felt a bit embarrassed but said, "Yeah." He turned his back as he
swapped the jockstrap for the thong. The thong revealed even more of
Billy's body than the jockstrap.

Although Billy knew he had been popular with the audience, he didn't think
that the bar owner would allow someone obviously underage to win the
competition so he didn't expect to be in the final three. He was therefore
surprised when his name was called out as the last one of the finalists. He
smiled as he went through the curtain to loud cheers and loud applause.

Tony winked and gave Billy a thumbs-up as he climbed onto the stage and
gave a small bow. "Well, guys," said Tony. "Billy has chosen to show us
another item of sexy underwear. Do we approve?"

"Hell, yes!" cried one middle-aged man standing right in front of
Billy. Others roared their approval and Billy grinned. His cock started to
stiffen again.

Tony said, "Okay, Billy. Turn around slowly until your back is to the
audience." Billy did as he was told.

Tony smiled when he saw that the boy's stiff cock was stretching the front
of the thong. "Now slowly turn and face the audience again," he said.

Far from being embarrassed, Billy was excited to be standing with a very
obvious erection in front of a crowd of gay men. A bead of pre-cum oozed
from his piss-slit.

"Turn around again, please," said Tony. He smiled when he saw the small wet
patch on the front of the thong. "Now spread your legs a little and bend
over to touch your toes," he told Billy.

Billy didn't question this. He was happy to let the men see more of his
bum. In fact, he half-hoped that Tony would tell him to spread his buttocks
and display his pink pucker. That didn't happen but there was a much larger
wet patch at the front of the thong when he faced the audience again. What
Billy didn't realise was that the white material became see-through when
wet and that his cockhead was clearly visible.

The audience cheered and some jostled to get closer for a better
view. Billy stood grinning with his hands on his hips and his crotch pushed
forward. As he leaked more pre-cum, more of his cock became visible.

Tony grinned as he watched the spectacle. Eventually he stepped forward and
said, "It seems clear that young Billy is the winner tonight. Does everyone
agree?"

The audience made it clear that they agreed and Billy was declared the
winner. Tony shook Billy's hand and said, "The prize was to be a bottle of
Mekhong Thai Whisky but I don't suppose that will appeal to you. I'll see
if I can get you some cash instead. Come and see me once you are dressed."

Billy thanked Tony and waved to the audience as he walked back to the
changing room.

The dark-haired guy came up to Billy with a huge smile on his
face. "Showing off a stiff cock like that might be considered cheating but
good on you, pal."

"I didn't plan on getting stiff. It just happened," responded Billy.

"No worries. This contest is just a bit of a laugh anyway," smiled the
young man. "I'm sure everyone here is happy for you."

Several other contestants came over to congratulate Billy. Not all had seen
what had happened on stage but word had got around. A few asked Billy if he
was going to show them his cock. He blushed slightly and said no.


Once dressed, Billy went outside and found Tony. "I was able to get you 400
baht. It's less than the price of that whisky but you will find it more
useful. Here you go," Tony said as he handed over the cash. "Where are you
staying? Billy told him the name of the hotel. "It's well after midnight
and that's a long way to walk on your own. I'm finished now so I will walk
with you."

"Thank you but that isn't necessary," said Billy.

Tony smiled. "Embarrassed to be seen out with an old man like me?"

"No, not at all," said Billy. "You are a very handsome man." Billy did find
the silver-haired man attractive. "I don't want to put you to any trouble."

"It's no trouble. I actually live not far from your hotel," smiled Tony.

"Okay, if you're sure. I would like your company," said Billy.

"Great! Wait outside for me and I'll tell the boss I'm leaving."

Billy was glad to get out of the smoky pub. He didn't have to wait long for
Tony. "It's good to get some fresh air. I don't know how you can stand
working in that smoky atmosphere all the time," he said to Tony. He hadn't
seen the man smoking.

"You get used to it," said Tony. "You will probably find that your clothes
smell of tobacco."

Billy nodded. "I'd better hang them outside on the balcony to freshen them
up a bit. I don't want my family asking where I have been."

They walked along and Tony chuckled as he thought about Billy on the
stage. "I could see you were enjoying yourself up on that stage with all
the men gazing at you but I thought you'd tell me to fuck off when I told
you to bend over and show everyone your bare arse," he said to
Billy. "Mate, I never thought you'd actually do it."

Billy smiled. "I thought you were serious so I just did what you told me."

"Do you always do what you're told?" Tony asked.

"My parents would say that rarely happens," Billy replied. "I do like a man
to take control in certain situations though." He winked at Tony.

"Is that so?" Tony grinned. "Would you do whatever I told you?"

"Maybe. Depends what it was," replied Billy.

They walked in silence for a bit and then Tony asked, "Am I too old to be
of interest to you?"

Billy looked up at the 188 cm (6ft 2in), silver-haired man and smiled. "No,
I don't think so. You're a handsome man and you look pretty fit. How old
are you?"

Tony smiled. "I'm fifty-two. What is your real age?"

"Fifteen. I hope that won't put you off me," Billy replied.

Tony's eyes opened wide. "You were so full of confidence that I thought
sixteen at least, possibly seventeen." Then he smiled and added, "No, I'm
not put off."

"Good! Maybe we could stop off at your place and chat or something."

"Or something." Tony laughed. "You're on, Billy-boy."

It didn't take long to reach Tony's apartment. "Would you like something to
drink?" Tony asked when they were inside.

"Just some water, please," replied Billy.

When Tony returned from the kitchen, Billy was topless. Tony
smiled. "Feeling hot?"

Billy nodded. "Hot and horny."

"If you're still hot, you should take off more clothes," said Tony.

Billy grinned. He had taken off his shoes at the door so he was only
wearing shorts and his thong. The shorts were pushed to the floor to reveal
that Billy's cock was already semi-hard.

Tony smiled. "You're a beaut. Defo!"

Billy turned slowly around. "What part of me do you like the most?"

"I love the whole package but your arse is probably what turns me on the
most," replied Tony.

"I'm glad you said that because I love being fucked," smiled Billy. "You
are going to fuck me, aren't you?"

"You bet!" Tony stepped closer and hugged Billy, with his hands quickly
moving to grasp both buttocks. "Nothing sexier than a horny teenager," he
murmured, giving the buttocks a firm squeeze.

Billy could smell the cigarette smoke on Tony's shirt and pulled away. "I
want to see your body now," he said as he began to unbutton the
shirt. "Nice," he said when the grey hair on Tony's chest came into
view. "I like a man with a hairy chest." He pulled the shirt off and ran
his hands over the chest before smiling up at Tony once more.

"Kneel down," Tony instructed. "I want you to be eye level with my cock
when you see it for the first time."

Billy happily obeyed. He watched with interest as the man unbuckled his
belt, opened his trousers and pushed them down his hairy legs. The loose
boxers worn by Tony didn't give much clue as to the size of his cock but it
wasn't long before they were lowered. Billy smiled at the sight of the
thick, uncut cock. He guessed it was at least 17 cm (just over 6.5 inches)
long and felt sure that it was thicker than any cock he had seen before. It
stood proudly above a pair of hairy, low-hanging balls. "I like it. It's a
real man's cock," said Billy.

"Suck it, Billy," was Tony's only response.

Billy leaned forward, kissed the cockhead and then took it into his
mouth. He sucked and used his tongue to tease the cock for a couple of
minutes before taking more and more of it into his mouth.

"You're good, Billy-boy," said Tony. "Now lick my balls."

Billy liked being given orders by this much older man. He immediately let
go of the cock and started to lick the hairy balls. He licked them
separately and together, then took them one at a time into his mouth and
sucked them.

"Yeah. You really know how to pleasure a man," Tony murmured.

Billy moved from the balls to lick the cockshaft before taking the cock
back into his mouth for sucking.

Tony allowed Billy to suck his cock for a short while and then said, "I
think it's time for the next step. Lie face down on the bed and let me get
at your arse."

Billy smiled as he climbed onto the bed and lay down with his legs spread
wide. Tony moved behind him and caressed the twin globes. Then he spread
them and dived down to lick the hairless crack. Billy was soon moaning in
ecstasy as the tongue licked and teased his arsehole. He moaned louder when
Tony began tongue-fucking him.

"Oh, don't stop," Billy said when Tony moved away from him some minutes
later.

"Did you like that? It's called rimming," said Tony.

"I loved it," smiled Billy.

"I'm pleased. Now I need to get some lube," Tony responded.

Billy smiled and rested his head. Moments later he felt a lubed finger
entering him. Tony was soon finger-fucking him. "Oooh, yes." Billy sighed
as a second finger joined the first, stretching his opening further. He
groaned when a third finger followed minutes later but he knew this was
necessary to prepare him for the thick cock.

"I think you're ready," Tony said as he eased his fingers out. "Up on your
hands and knees for me." Billy moved into position while Tony greased his
throbbing cock.

Billy gritted his teeth when he felt the cockhead touch him. He knew that
there would be some pain when the thick cock penetrated him. "It will soon
feel great," he told himself as he pushed back against Tony's cock.

Billy's cry when the thick cock passed through his sphincter was muffled by
Tony's hand quickly covering his mouth. He soon recovered and Tony moved
his hand away. "Are you okay?" Tony asked.

"Yes but please go slowly until it's all inside," Billy replied.

Tony pushed his cock in slowly as requested. Billy relaxed when he felt the
man's pubic hairs against his bum and realised he had taken all of the
thick cock.

"You have the hottest, tightest hole I have had the pleasure of fucking in
a long time, Billy-boy," said Tony. "Are you ready for me to fuck the cum
out of you?"

"Yes, sir," replied Billy.

Tony smiled to himself and began with slow in and out movements to allow
Billy to get used to his size. Then he speeded up and managed to hit the
boy's prostrate with almost every thrust. This drove Billy crazy. His cock
dripped pre-cum and he called on Tony to fuck him harder.

Tony didn't want to cum too quickly so he slowed down for a while, much to
Billy's frustration. However he took hold of the boy's rock-hard cock and
wanked it in time with his thrusts. Some minutes later Tony was fucking
Billy hard and fast again. He was still wanking Billy's cock so it wasn't
long before Billy cried, "I'm going to cum!"

Tony felt the boy's cock pulse and let go of it when Billy began to spunk
off. He stopped thrusting until Billy had finished and then resumed,
fucking even harder and faster than before. In only a minute, he grunted
and blasted off. Billy thought he could feel the man's cum filling him up.

Tony sighed and fell on top of Billy when he had finished, flattening
him. Billy gasped. Tony apologised and rolled off to the side.

Billy lay still and watched the man recover. "That was an energetic fuck
for a man of his age. He certainly knows how to fuck," he said to
himself. He smiled when Tony opened his eyes and looked at him.

"That has to be one of the best fucks of my life," Tony told Billy. "How
was it for you?"

Billy smiled. "It was great. Your cock is the thickest I've taken so it
hurt a bit at first. But yeah, I enjoyed it."

"I'm glad," said Tony. He turned over onto his back and looked up at the
ceiling before adding, "You must never tell anyone about what we did."

"I won't. I promise," said Billy. He lay still for a few moments and then
sat up. "I'd better get back to my hotel now."

"Okay," said Tony. "Can you find your way from here? It's not far."

"Yes. I know the way," Billy said as he went to get dressed.

Tony watched as Billy put his clothes on and then gave him a hug. "Thanks,
Billy. I really enjoyed spending a little time with you."

"You mean you enjoyed the fuck," Billy thought. "Me too," was his reply.

Billy was back in his hotel room five minutes later. "I need a shower now,"
he said to himself. He thought about his time with Tony. "It was just
sex. I was horny and he was there. I really need to be more choosy in
future," he concluded.