Sean's Tropical Holiday

Sean rescues two voluptuous damsels in distress.

Dear reader. What you are about to read has come from my furtive and over imaginative, dirty mind. Yes, it is all my own work. I come up with a basic idea and the story just seems to flow from there. Sometimes not the way I originally imagined. Please note that all characters in my stories are of a legal age and participate willingly. This is the first chapter in this series. Enjoy!

Copyright is asserted by the author. ©SBarak1

Note: This story contains Australian slang and vernacular. If you need a translation drop a comment below.

This is not a stand-alone story. Yes, there is more to come.

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There I was laying by the pool at the resort enjoying the sun. I had been looking forward to this holiday for weeks and I was finally here. A week would do wonders, meet a few ladies, soak up some sun, swim, snorkelling, maybe some scuba diving.

I had decided I wanted to go by myself. It would give me time to think things through after a project I had been working on for months had had its funding suddenly withdrawn. There was no real explanation. Just the curt statement 'project cancelled due to the business case no longer being considered viable.' A lot of good people were back out on the market desperately looking for a job. It wasn't so much of a problem for me as I was financially secure. Never the less it was a shock.

I had just rolled over onto my back on the sun lounge continuing to work on my tan. Twenty more minutes should do it. As I lay there, I soon became aware of a discussion going on between what appeared to be an employee of the resort and a guest, a young women. All I could see was her head above the edge of the pool. They were only 10 feet away. Blond hair, pretty face, blue eyes, maybe mid 20's. She was becoming distressed as the conversation went on. The resort employee, kneeling beside the pool, was continuing to try and make his point. He appeared polite and sounded very firm.

I could see the woman was on the verge of tears, and being the big softie I am, I decided to step in. I have never been able to cope with women crying.

"Anything I can do to help?"

"It's OK sir. Just explaining resort policy to the lady."

I looked over the edge of the pool and from what I could make out she was wearing a very revealing little bikini. Probably a little to revealing for resort policy. I joined the dots and quickly grabbed my large beach towel from my sun lounge.

"She's with me. I'll look after this," I said. "Come on Jenny, hop out and pop this towel on. Don't want to startle the guests with that beautiful body of yours any more than you have." I said holding up the towel to her.

The resort employee stood up to walk away.

The woman reached up, placed her hands on the edge of the pool and jumping up launched herself out of the pool with surprising agility. What emerged first were the largest pair of perfectly formed breasts I had ever seen in the flesh barely covered in a tiny red bikini. Followed then by a rotund tummy and very brief red bikini bottoms barely visible under the fold of her tummy. To complete the picture, she had a very rounded and substantial backside and large thighs tapering to relatively dainty feet. She must have been only 5 foot 3 maybe 4.

I quickly gave her my towel and looked across at the resort employee who was clearly ogling her breasts. She wrapped herself with the towel.

Addressing the employee. "There, happy now, you certainly won't be seeing any more."

He turned and strode off not enjoying my mild chastisement.

I guided the woman over to my sun lounge and motioned for her to sit as I sat on the vacant lounge opposite her.

Her head was down, shoulders slumped and I could see tears dripping onto the towel.

"Common, cheer up, it can't be that bad."

"It is. Everything has gone wrong," she said as she started to sob and put her face in her hands.

I moved over and sat beside her and put my hand on her back trying to reassure her.

She continued to sob uncontrollably. There wasn't much more I could say so I just made a few reassuring noises as she let it all out.

After a minute or so she stopped crying, took a large breath and, looking up, turned to me.

I melted a little on the inside. A damsel in distress crying.

"Thank you," she said trying to compose herself. "How did you know my name is Jenny?"

"I didn't," I said smiling. "I just thought you looked like a Jenny and you needed a little assistance."

"Oh."

Jenny looked down again. It was clear something had gone wrong. Tears started to drop from her nose onto her towel. I signalled for a member of the waiting staff.

"What I think you need right now is a friend."

Jenny looked up at me with her very sad face. By now the staff member was beside us. I ordered two very large non-alcoholic strawberry daiquiris.

"Let me get you a drink and if you want to you can tell me what's gone wrong."

"OK, thank you."

"How about me move over to that table with the umbrella and make ourselves more comfortable."

I guided Jenny over to the table and pulled out a chair for her to sit.

The drinks arrived quickly.

"Have a sip of that."

"Thank you.....I don't know your name,"

"It's Sean, nice to meet you."

"I wish it could have been under better circumstances Sean,"

"OK. So why don't you start at the beginning."

Jenny told me her story as she sipped her strawberry daiquiris.

She and her sister Katy had won this trip in a raffle months ago. They had never been on a holiday like it. A week at a Great Barrier Reef resort. They lived and worked on Sydney's north shore. They were so excited and immediately set about getting themselves prepared. Considering themselves overweight and unfit they had enrolled themselves at the local gym with 3 months to go. They immediately placed themselves on a 'lite-and-easy' diet, swore off snacks and alcohol. They visited the gym almost every day and worked hard to get fit and lose weight. Jenny lost 10 kg and her sister 11kg. By the time it came to leave they were both feeling healthy fit and confident. They had saved their money to purchase clothes for the holiday and what they thought would be sexy bikinis to be noticed. They had just enough money to cover meals and drinks. They planned on a week in the sun, swimming, night clubbing, great food and maybe a bit of romance.

It started to go wrong when they arrived. Their luggage went missing and there was a mix up with their room booking. Their luggage did finally arrive that night but the room was smaller and didn't have a view as promised. At dinner a little girl ran up to their table and pointed at them 'look at the fat ladies mummy' she had said pointing. Everyone in the restaurant was looking at them. When Katy lost the room key on the way back from dinner it was the last straw.

The following morning, today, Jenny said she plucked up enough courage to try her new bikini on and go for a swim. Katy didn't want to get out of bed. She was still in the room.

I really felt for Jenny and her sister.

By now Jenny had composed herself somewhat and the tears were gone. I could see she would normally be a bright and bubbly person as aspects of her personality emerged as she told me her story.

She reached across the table and put her hand on mine.

"Thank you for rescuing me Sean. My knight in shining armour," she said with a smile.

That smile lit up her face. She sat up and took a deep breath.

"Look at me, telling a complete stranger my tale of woe. I should go and see if Katy is OK."

I held Jenny's hand. "Jenny what has happened to you and Katy is just unfair. I think I know someone who can help. Let me do this for you and let's put that beautiful smile back on your face."

"Thank you Sean, you don't need to worry about us, we'll be OK. We were just overwhelmed. Katy and I will be OK we just need to get on with our holiday."

That settled it. Their exciting holiday, that they had been looking forward to for months, had been ruined. Time for action.

"Will I see you tomorrow," I asked looking into her eyes.

"I hope so. Bye," she said and stood.

I stood as she walked away. Then she stopped, paused, and quickly walked back to me and grabbed me in a big hug. I couldn't help but wrap my arms around her and return the hug.

"I keep say 'thank you' Sean. But I mean it. Thanks for listening. Thanks for offering to help."

As we hugged I whispered. "Holidays are, after all, adventures. You never know what might happen."

We let go of each other and Jenny stepped back. Her towel slipped off revealing her voluptuous beautiful body.

I knelt down to pick it up. As I knelt holding the towel I looked up at her.

"Don't believe what anyone else says. You....are.....beautiful," I said accentuating each word.

I accidentally on purpose brushed one of her nipples with the back of my hand as I handed her the towel.

"Let's make a date." I said. "Tomorrow, right here, by the pool, 10am. You and Katy."

She nodded. "Thank you again," she said, turned and headed off.

I immediately grabbed my things and hot footed it to reception. I had been a member of the resort for about 5 years ever since my mate Henry had given me and another mate resort membership cards. He told us his dad was a partner in the holding company of the resort and these cards were limited and entitled us to significantly reduced rates and had special privileges. I had never really thought about what entitlements the card provided. I certainly did get great room rates and there was never a problem when I made a booking. They always insisted on putting me in one of the better suites on the top floor of the resort with commanding views of the lagoon. Henry did explain at the time, as there weren't many of these cards, I may need to speak to the hotel manager if I had any specific requests.

As I walked into reception, I turned the card over in my hand. 'Black platinum membership' was printed in the top left-hand corner. OK here goes.

"I need to make some changes to a room booking," I said placing my card on the counter.

The reception clerk keyed in my details.

"There are two sisters staying here, Jenny and Katy, I don't know their surname, I want to upgrade their room."

"I'm sorry hotel policy doesn't let me access guest's details if they are not their own."

"OK, any way to get around this?" I said looking at my card.

The clerk looked at my card and said "No sir."

"Could I please speak to the manager."

"Certainly sir."

The clerk made a call and I could her a muffled conversation probably explaining the situation.

It was minute or so before the duty manager finally came out with a slightly bored look about him. He explained the hotel policy again to me and said he wouldn't be able to help. He also added the resort was currently fully booked.

"OK," I said, looking at my card. "I can see you are doing what you meant to do but I do have a special request and I do need this particular situation resolved very soon. So, here's what I would like you to do. Contact the resort manager and tell him Mr Sean Sharpe is at reception and would like to have a quick chat. You might also mention to him those three particular words in the top left-hand corner of my card."

That should get the desired reaction I thought. I watched as the duty manager took his time to make the call. In less than a second the effect was evident. The duty manager straightened up and I heard a very crisp 'Yes Sir!'

In less than 20 seconds the resort manager was standing in front of me after scowling at the reception clerk and duty manager who were standing rigidly at attention.

"Mr Sharpe, good to meet you," he said, offering his hand. "Please step through to my office, how may I assist."

We shook hands and I explained that it was quite simple. I had some good friends who had a problem with their room and it needed to be upgraded. The holiday was very important to them and if there were any difficulties, I was more than happy to pay the difference. The resort manager was onto the booking system in a flash. After a search he located the booking for Jenny and Katy and searched for room options. He looked at me concerned and explained that as much as he would like to help the hotel was fully booked for the next 2 days. He could move them to a much better room at that time. The decision for me was simple. I told him to swap our rooms. They weren't to know it was me. He was to explain there had been a mix up. I told him I was sure he could come up with an elegant excuse. My belongings were to be relocated by the hotel staff so that when Jenny and Katy arrived it would look like a freshly prepared room. Then to delight his guests he would provide them with a $500 gift voucher for the resort's clothing boutique.

"Yes Mr Sharpe. I'll have this fixed quickly and without fuss. I will personally see to it. Is there anything else?"

"A bottle of chilled Champagne and glasses when they get there and every afternoon with a selection of tropical fruit, for the rest of their stay, should do it."

"Certainly Sir."

"I will let Mr Blain know how helpful you have been," I said referring to Henry's dad who no doubt the hotel manager knew.

"Very good sir."

"And thank you. You will make two of your guests very happy," I said with a smile as I got up, shook his hand and walked out of the office.

A bit later that afternoon I was relocated to what was a very basic room at the resort. It didn't really worry me that much as I spent as much time as I could anywhere else than in a room while at the resort.

++++++ooOoo++++++

The next day I was on the same sun lounge at 10am waiting for Jenny and hopefully her sister Katy.

I had my eyes closed when I felt a shadow pass over me. I opened them to see two beaming faces. I sat up and they sat opposite on another sun lounge.

Jenny immediately introduced her sister a slightly taller but similarly proportioned version of herself. I was to find out later that Katy was not quite then same as her sister but at the moment they were very happy and dying to tell me about what had happened over the last 20 hours.

As Jenny told it they were both in their room feeling very down when they received a knock on the door at about Noon yesterday. The hotel manager no less was there to apologise about the room booking problem, accompanied by 2 staff. He explained there had been a terrible mistake with the bookings and he was here to take them to their new room immediately. The staff helped them pack then carried their cases to an executive suite on the top floor. It had two bedrooms with king sized beds, lounge area and a massive bathroom with a double shower and big spa. And waiting for them was champagne and chocolates. The hotel manager even poured the champagne himself and told them if they needed anything they were to call him directly.

Just as they were getting settled there was a knock on the door and staff member handed them an envelope that contained a $1000 voucher for the hotels clothing boutique. They had gone immediately there and spent a few hours choosing new bikinis, hats and beachwear and new summer dress each. The bill had come $1100 and before Jenny could pull her purse out the sales assistant said it was covered. They then got back to their room to find more champagne with a bowl of freshly prepared tropical fruit. They had sat on the balcony enjoying the fruit and the view. They couldn't believe what was happening. To top it off they received a call from the restaurant to say they had a booking in the exclusive members' dining room that night. They had their meal at the best table on the balcony and watched the sun go down.

A full continental breakfast arrived in their room this morning at 9am. They barely had enough time to finish it get ready and be here on time.

When they were finished with their story I looked at their two beaming faces. What a change. When I first met Jenny yesterday morning she was in tears and her sister so distraught she wouldn't leave their room.

"And look, our new bikini's," said Katy standing up and dropping her light beach robe to reveal a slightly more modest looking but still revealing green bikini.

Jenny stood up and joined her sister showing me her new red bikini with both doing a twirl.

Jenny stepped forward and held out her hands. I stood and placed my hands in hers.

"Thank you Sean for what you did for us."

"Ladies there is no need to thank me. I just asked if the resort could fix up the mistake with your room booking. They have done the rest. Someone like me wouldn't be able to make these things happen."

"Sean we know it was you. Don't deny it," Jenny said levelling me with her gaze. "You know Craig, the resort manager, we have got to know each other rather well. He's been very helpful and when I asked him for your room number so I could thank you just after we moved into our room, yesterday, he very reluctantly gave it to me. He took a bit of convincing, believe me."

"Oh," I said knowing that I had been found out.

"Yes, it was our old room number."

"Oh, OK then, guilty as charged. But believe me the champagne, fruit, restaurant booking and breakfast was the hotel manager. He really wanted to make it up to you."

"You didn't mention the clothing boutique voucher," said Katy.

"Ah, well, looks like we went halves on that one. You mentioned you didn't have much money left so that was my present to you. After all you had to at least buy new bikinis. Although I will have to admit I did like the one you were wearing yesterday Jenny," I said with a grin.

"And don't forget you gave up your luxurious room," said Jenny.

"I didn't mind, I try not to spend too much time in a room when on a holiday like this."

I looked at both women.

Jenny grabbed me in a big bear hug so I wrapped my arms around her and squeezed her tight and Katy then hugged both of us.

"I just keep saying 'thank you' Sean, you have made our holiday more than special. Tell us what we can do for you."

"You know what you can do for me?"

"What, name it, said Jenny.

"You can help me close the loop,"

"The loop?" said Katy.

"I would like you two lovely ladies to accompany me for a swim in the pool in your new bikinis."

Jenny nodded her head. "I would really like that 'my knight in shining armour'."

I held out my hands for both of them and led them into the pool and spent the next 10 minutes bobbing around enjoying the water and chatting. As we did I couldn't help my eyes being drawn to their very large and magnificent breasts. It was hard not to. And hard was the operative term as I was already starting to tent my board shorts. I noticed Katy whispering to Jenny and then they both came over to me. One on each side, each with a hand on each of my shoulders.

"We couldn't help but notice you admiring our boobs," said Jenny whispering in my ear.

"There's a lot to admire," I admitted.

"We know, aren't they spectacular," said Jenny now bouncing up and down in the water. Her breasts were threatening to escape from her new bikini. I watched mesmerised then looked across as Katy was doing the same.

"Steady ladies. We don't want any garment malfunctions. You know, pool rules, resort policy and all that sort of thing."

Jenny and Katy then moved in close and each put an arm around my shoulders and pressed their breasts hard into me.

"Grab our bums and hold us tight," whispered Katy in my ear.

I could feel two hands working their way down my chest over my abs and finally my board shorts were unlaced and a hand searched for and released my aching cock.

"There that's better," said Katy stroking my now freed manhood. I felt Jenny's hand join her.