Unexpected Vacation (Closed)

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xTerrax

Guest
Name: Natalie Smith
Age: 18
Height: 5'8
Cup size: 32 G


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I suppose that life really was quite a bit like a lottery. I was fortunate enough to having been born in a wealthy family. My father constantly made a killer at Wall Street, and put together with the fact that he was the CEO of a behemoth of an investment company; well, I could get away with a lot, and do practically anything I wanted with my money. It's true, I made more by doing nothing than most did working full time for years. But that's not to say that I'm a lazy gal; I did go to school, and I was planning on being just as predominant in business as my father.

I also suppose that if there was only one complaint that could be filed against me, is the fact that I see my father's employees as...disposable. I couldn't help it, I simply saw most of them as peons. This made for some dramatic dilemmas when I visited my father every week, in which I seemed like a total ice queen to everybody in the office who approached me. Figures.

So then, this was both a blessing and a curse that I had a body that attracted men as if I was a magnet. Long blonde hair, a perfectly sculptured body, two very large breasts with a firm backside, made possible only with daily exercise and many years of yoga - I was the lightning rod of jealously with all my female friends.

However, as cold as I was, I genuinely did enjoy spending time with my father. So I couldn't pass up the opportunity of his office holding a party down in Cancun. I dressed up in the most perfect blue bikini that I could find and went along with him there. Of course, I wouldn't be spending too much time with his little entourage. I think that I would very much just spending the entire time swimming, or getting a tan.
 
The water was pretty nice - and the sunlight felt good with my closed eyelids. I simply floated about on my back for a while, until a few close calls kept me from properly enjoying myself. The threat of bumping into people like this quickly killed the enjoyment that I had received - especially as I noticed that more and more people were going swimming.

"Perfect." I thought to myself sarcastically.

I left the water and walked on shore. I supposed that I could simply go back inside in the hotel and go to the spa, or something along those lines.
 
My path was quickly interrupted by a man, who had little hesitation to approach me:
"Hey, how are you?" were the first words he spoke, before shaking my hand. I was ready to tell him off, until he introduced himself. Ben Gold. Huh, who would have thought that the rival of my father would be here, of all places? But still, I didn't exactly want to be around him - but quickly, I realized that maybe I could use this to my own advantage.

"Hows the water?"

"It was fine. Except for the swarm of Neanderthals ruining the swim for me."
"Oh I just hate when people do that, but since it looks as though your free, i was wondering if you had any free time to play a little game.Do you like games?"

"I do. Why?"

I allowed him to put his hand on my back and guide me a bit.

"So how old are you....a bit young to be working at this company, arent you?"
"I'm eighteen. But I don't exactly work for my father." I replied with a small laugh.

"Do you know how to jump rope? how long do you think you can last...longer than me?" he asked, once we had reached the set-up game. I nodded, seeing how it was a relatively simple game. He put up a wager, and I was interested. Though, once he put the wallet away, I couldn't help but wonder what he had in mind.

"Its no fun to bet money, is it? why dont we bet something more fun....what do you say?"

I was hesitant. Ben, from what I was told, was incredibly manipulating and calculating. He wouldn't have approached me unless he had something in his mind already.

"Well...okay." I said, my own sense of adventure getting the best of me. "What did you have in mind?"
 
"Loser buys drinks. I know 18 is legal here in mexico, but 21 back home....so maybe your dad wont let this happen, should we do something else?"

I'm not sure he knew the effects those words would have on me. But, anyone who knew me long enough, would know that I absolutely hated the idea of having my choices made for me by somebody else; let alone my dad. I shook my head and said "No, I'll take your wager."

I walked over and took the rope, setting it up.

"Go head, you set the bar as high as you can and i will beat it."

"We'll see about that." I said, as confident as ever.

And so, I began to jump rope and it was easy. A child's game, as I would call it. Though, if I had to make one complaint, it was over how my large breasts were bouncing and swaying with every movement I made. It was pretty uncomfortable, to say the least, but I could ignore it.

But I did catch Ben's eyes, which were incredibly fixated on my overly large mounds. I was offended, at first. But then I realized that I could easily use this to my advantage. If he was aroused already, then he was sure to mess up when he would get on the rope. So, I made a show out of it.

But then, the unthinkable happened. Three minutes in, and my top just let loose. Instantly, I felt himself being weighed down and watched as my breasts simply bounced wildly out of my top for Ben, and whoever was nearby enough, to see.

I stumbled on the top a bit, as my arms caught my breasts (or at least, as much as they could). Blushing madly, I did my best to fix my top as discretely as possible as my adversary grinned. "T-That didn't count! It was my top, it just...It just gave in." I said, in the utmost embarrassed tone. "I demand a rematch!" I then added, knowing fully well that he could beat that record.
 
"My gosh, those are huge!"

As if the embarrassment wasn't enough already. The world was essentially spinning in my mind, and he just wouldn't stop continuing to pick on the fresh mental wound by coming closer and asking; "I had no idea those were natural, i thought daddy bought them for you. What size are those things?"

Those things...


"N-None of your business!"
I said, obviously shaken by this as I put on my top again, making sure that the back is tied tightly.

"You stopped, the rules mean you count until you stop, no exceptions. But i tell you what, give me another flash, just a quick one." he said, pointing over to the side so that no one else would have to see. And as much embarrassment was flushing through my veins...it would allow me to get away with this scott free. I hated to lose, and that was a fact.

"Do you agree, or do you want to watch me jump the rope long enough to beat you and then you owe me a drink? And you can pick the next game we play for another wager, because im sure you dont want to end our game like this ... do you?"

"So you name it."


And wordlessly, without moving from my spot, I simply undid my top again and let my mounds bounce free. I'm not sure why I did that - maybe I didn't want him to think that I was afraid of my dad's employes seeing (besides, they were all inside at a quick conference), or maybe I wanted to make it seem like it was my decision. And so, after a few seconds, I quickly tied it up again.

"There, are you happy?" I asked a bit bitterly.

"Y-You can pick the next game. I can beat you at it." I said, almost as if I wanted to win back my honor.
 
"I bet I can hold my breath longer than you under the water....if you lose, you need to run up and down the beach topless...."

I raised both eyebrows to that, before exclaiming "W-What?"

"Okay thats too much...and ive already seen your tits....if you get this wrong you have to wear your bottoms like a thong, let me adjust them, and then you have to go into the hotel, past the conference, up to your hotel room and come back down to give me your hotel pen."

I still thought that this was a bit much but...I wasn't one to back down from a wager. Besides, from what he just finished suggesting, this didn't seem all that bad. I was going to win this, nonetheless. After all those swimming lessons and practices, I couldn't possibly see this as risky.

"What do you want if you win?"

I grinned and said "Okay, if I win, I want you to cut on your operations in New York city.", knowing full well that such a move would hurt his company a notch. I had to admit though, that I surprised when heard him say that it was a deal. If he hoped to damage my confidence a bit by agreeing, I had to admit; it worked.

Soon, we were facing one another before diving deep into the water and I thought that I was doing pretty good. At first, anyway - until I started to feel his fingers go for my swimwear. I swatted his hand though they just got more brave and daring - and soon, I was spending quite a bit of energy just fending him off. I didn't need another wardrobe malfunction. I didn't want to lose.

...But I needed air.

...

...

...

A loud gasp escaped my lips as I quickly went to the surface for air.
 
"Out of the pool. A bet is a bet" he said after following me out of the water with a triumphant grin on his face.

"You cheated!" I exclaimed, but he was having none of that. In an instant, I felt myself being turned away and his hand just...reached down and tugged on my bikini bottom. I gasped loudly at this sudden intrusion, and felt him manipulate the material, forcing it into a thong.

*Spank*

My skin flushed with embarrassment again.

"Go get me your hotel pen. Think about the next game you want to play, and if you come back with an idea, maybe we can have another wager....unless youre ready to admit that you cant beat me natalie."


Fuming, I bitterly went back to the hotel, ignoring the whistles from bystanders, as I went through them all with my bikini bottom looking like...this. My god, this was just too much. I thought of just undoing what he did but I wasn't one to 'cheat' like that. Instead, I put on a brave face and quickly went to my room, hoping that no one I knew saw me.

Soon enough, I left the hotel again with the pen in hand. I handed it over to Ben and said "Okay, here's your pen. May I undo what you just did?"
 
"It looks like Miss Big Tits has a sweet little ass to go along with developed body if hers."

"D-Don't talk to me like that!" I responded as he continued to embarass me like that. Miss Big Tits? Sweet little ass? Just who did he think he was talking to?

"You forgot to ask me nicely. And i need to know what the next bet and wager will be -- once i agree, you may undo that....for now." he said with a wink, which sent a shiver down my spine (almost as if he was planning something again), answering on whether I could undo that last debt of our bet.

"Okay fine, for our next bet..."
I said, looking around if I could think of anything, quickly eying a stick that was in the sand "A simple game of Tic Tac Toe. Simple enough, right? If I win, you'll have to oblige your employes to wear my father's company shirts for a week."

And when he asked about what I could possibly lose, I didn't quite know what to say. My mind did however go back to him asking:

"What size are those things?"

"I'll give you one of my bras, seeing as you wanted to know their size. How about that?" I asked.
 
"If we go up to you room, letting me pick out the bra i want, and then you personally autograph it, so its clearly your bra, then yes, I will agree...and im going to need to see you wearing it, just to know that its yours and the size is true."

I bit my bottom lip and then nodded. He certainly was good at pushing a deal and making it profitable for himself. "Fine. Okay, I agree with this." I said, and once we both agreed, I fixed my bikini bottom and went over to him, as he waited with a stick in hand for our quick little game of Tic Tac Toe. Nothing hard. It's just so simple.

"You can choose if you want to go first or second."

"I'll go first." I bravely said, before drawing the X on the top left corner.

..

...

And within twenty seconds, a situation all too familiar already emerged itself. "I-I lost?" I muttered in disbelief.
 
"Dont frown...i will give you another chance to play a game and win."
"Fine, but you pick the next one. I don't think I'm good at picking them."

And then he patted my backside again - and although it still wasn't making me any more comfortable, I didn't feel so vulnerable like when he manipulated my bikini bottom. Regardless, I wanted revenge, somehow, and getting angry for his bold hands wouldn't help my cause in any way.

His arm snaked possessively around me as we went through the hotel, once again my eyes scanning the place thoroughly in case my father or someone I recognized saw me like this. Luckily, once again, it wasn't the case and in due time, I opened the door to my room. Not much was in there, save for my suitcase (which I had left on the bed) with my clothes assorted in the nearby dresser for my two week stay.

I showed him the drawer and asked him to pick which bra he wanted me to 'try' on and once he made the selection between the assortment of different bras (though each as supportive as the next. I wasn't a fan of any flimsey material) I made my way to the bathroom to change. I wasn't going to flash him again.

"Don't get too cocky." I said bitterly, before going in and changing. It took less than a minute, obviously and soon I was out. I couldn't help but feel a bit on 'display' for him, until I went back in the bathroom and changed back into my bikini top.

When I had gone back out to sign it, I couldn't help but ask; "What's our next game?" in a bit impatient tone. I wanted to win...I had to.
 
"What's our next game? Make sure its clear that you signed it. or i will make you do another one for me."

I sighed, signing with great attention so that he wouldn't complain about some technicality. Natalie Smith was soon written on the bra. He happily then took it and then looked at it, his expression changing to one of disbelief:

"32G!!!" he exclaimed loudly, before his eyes stared right into the cleavage "I didnt know letters went that high...what happened to a double D?!?"

I looked away, trying to hide the embarrassment on my face. Though my gaze quickly went back to him, as he continued (only this time looking into my eyes)

"I knew you were going to ask that question....so ive taken a pair of your panties and hid them in your hotel room, you have 2 min to find them -- if you do, you win, and if you dont, then you will change into them and only then....in addition you will let me motorboat those huge G tits! two full min for that motorboating because im going to need lots of time to work over those huge things!!"

"Isn't that a bit much?!" I exclaimed, though apparently it wasn't - as his eyes went back to the cleavage, then back to mind as he added that I have to change facing him. I bit my lip again, anxious as I've ever been. Hesitantly, I agreed even though once again, his eyes were scanning my body as much as he could. "F-Fine. But since it's such a huge bet you're making, I'll be willing to do this only that, if I win, you have to give me half your income this coming year. Are you sure that you want to do this?" I asked.

But apparently it was something he was willing to risk. On his mark, I began to searching up and down my room - thinking that seeing as my room wasn't exactly vast, that I could find it. Oh, how wrong I was. "Come on, come on..." I said, as I undid my bed looking for them but soon, time was up.
 
"Make a choice, one or the other Miss 32G....i want to hear it."

Ugh. I know, I should have probably, at this moment, accepted my losses and just gone with it...but I was so desperate to win this time. To regain my dignity after this whole ordeal? So, my pride got the best of me, as I actually decided sweeten the deal for this pervert.

"Okay. 90 seconds and if I lose...I'll double the time. How about that?" I asked.
 
I figured that he would be disappointed - given that I had no naughty story to tell him, seeing as I was completely inexperienced. Still...why would I tell him that?

"Agree and i will start the clock."

"Agreed."

And I rushed over to under my bed, convinced that it would be there. Unfortunately...it wasn't. And so I tried to pull out my mattress - though didn't have the strength. And as I tried, I wasted more and more time until...

Time's up.
 
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