Cassandra walked down the quaint beachside street, she’d landed at the island airport a few hours ago and gotten settled into her hotel without any issues. Now it was time to start digging into what was going on around the resort that no one else had the courage to investigate.
Her boss had refused to send her there on the paper’s budget, but she knew that something was up… there was no way such a high end resort had such a low profile, and kept it that way. Any reasonable business would have been shouting their names from the rooftops if they had the kinds of reviews she’d gotten from her sources.
Instead, they were virtually known outside of a small circle of people and worked entirely on word of mouth.
Whatever was going on though, she’d find out.
Cassandra sat at one of the tables by the bar and watched the goings on, at first glance it all seemed pretty normal. People talking and drinking, everyone seemingly relaxed and happy.
It was only when she looked closer that something seemed off.
The men were… older, well dressed with expensive watches and other accessories.
The women were all young and attractive… impossibly so in many cases. They were dressed in skimpy bathing suits, or tiny skirts, and they were hanging on every word the men were saying.
To top it off though, she had watched several of the men leave with their bar mates and head back into the main hotel, presumably heading up to their rooms.
One, perhaps two, might be written off as simply coincidence, but she’d watched at least five couples over the last few hours leave together, and each time more women and men came in to the bar to replace them.
“Excuse me, do you mind if I join you?”
Cassandra’s gaze snapped back from the other tables to look up at a man standing beside her. He was just like most of the other men in the bar, older, well dressed, and well below her standards.
“Sorry, I’m waiting for someone.” she replied with the best fake smile she could muster.
“My apologies for intruding, if you change your mind, I’ll be over by the bar.” he said with a genuine smile that almost caught her off guard. She smiled back and nodded, which he took as a dismissal, which of course it was.
Cassandra reached out and picked up her drink, a fruity cocktail of some kind that the bartender had recommended, and took another sip. She had to remember to find him again and give him a better tip, the drink was fantastic!
Cassandra wasn’t so sure this was a good idea. Sure, at the time it had sounded good, but now…
Tommy had been quite convincing at the time that she should attend the beach party, he’d said it would be a great time, but she wasn’t here for a great time, she hadn’t found anything substantive yet as to what was going on at the resort. Just small weird things that she couldn’t quite put together.
She sighed and walked towards the lights of the party and made a beeline for the bar, where Tommy the bartender she’d kind of befriended, was working.
“Hey Cassandra, great you could make it.” he said with an easy smile.
“Thanks, good to see you.” she said as she looked around at yet another group of young women hanging off the arms of old men. They all seemed to be having a grand old time.
The sound of a glass being slide across the bar snapped Cassandra’s head back around and she saw the glass filled with the colourful drink. Her fingers instantly went to pick it up and brought it to her lips, the taste sending a tingle of excitement through her.
After taking a couple of sips she felt much calmer and she let herself relax just a little bit.
Cassandra was more than a little tipsy and she’d been flirting with Tommy all night at the bar. Things had gotten a little out of hand when he’d taken a break and sat down beside her, his arm around her waist, his hand on her ass, as she leaned in against him.
She’d felt a rush of disappointment when his break was over and he’d had to return to behind the bar, though it did meant she got another drink from him, and that was good too.
She wasn’t exactly sure how longer after that he’d come around to her, grabbed her hand and pulled her behind the bar, but she did remember the thrill as he pushed her up against the back of the shack and kissed her.
It was like her how body came alive, her nipples hardened, her pussy tingled, and when he broke it off, she didn’t even fight it when he set his hand on her shoulder and pushed her down to her knees.
Sucking his cock and swallowing his cum had brought her the most amazing orgasm of her life.
He’d left her sitting there for a while, but eventually she managed to get her legs under herself and came back around to the front of the shack, only to find Tommy gone.
Deprived of her flirting partner, and feeling quite horny, she headed out into the party and started flirting with the guys that were available.
Cassandra touched the cheap ear rings she’d bought at the gift shop, or more specifically, one of the men she’d been sleeping with bought for her. It was the same with the tight little pink outfit she was wearing.
A shadow fell across her and she looked up to see who it was.
“Hi Casey, mind if I join you?” Ben asked.
A giant smile crossed her lips and she pushed her tits out and gave them a little shake, “Of course not!” she enthused and Ben sat down across from her.
Without thinking about it she got up, wiggled her ass over to him, and sat down on his lap, wrapping her right arm around his shoulders.
“So how are you enjoying the resort?” he asked.
“It’s amazing! I love it!” she replied and bounced on his lap a little.
She’d met Ben earlier in the week, she’d been at the resort for almost two weeks and she really couldn’t understand why she’d thought anything unusual was going on.
The guys here were amazing conversationalist, and even better in the bedroom.
Ben had plowed her pussy so hard last time that she wasn’t sure she’d be able to walk afterwards, and the orgasm… god, the orgasm.
Her smile turned to a pout for a moment, “Ben… can I ask you something?” she said as seriously as she could.
“Of course Casey.” he replied.
She leaned back a little and gave her tits another shake, “Do you think my titties getting bigger?”
Ben smiled and reached up and took hold left tit and gave it a squeeze, “I don’t know… maybe? I’ve heard that sun and sea air can have that effect sometimes.”
“God I hope so…” she said as she relaxed as Ben continued to massage her tit.
“Ok, my turn to ask you a question.” he said with a playful tone in his voice.
“Of course!” she replied, her smile returning.
“If I promise to bang that tight little pussy of yours just like I did last time, will you let me fuck those growing titties of yours?”
She nodded enthusiastically before she pushed her tits into his face and jiggled them for a moment. Whe she stopped she stopped up, grabbed his hand, and nearly dragged him back to his hotel room.
Casey looked straight at the man approaching her and adjusted her bikini to make sure it was perfect. She’d quite her job months ago and was living at the resort full time now. Her boss didn’t seem to mind at all, just saying that it was one less paycheck to cut that he couldn’t really afford anyway.
She didn’t recognize the man approaching, but he was like all the men that did so, older, confident and she could tell he was going to be amazing… he had her favorite drink in his hand.
“Hi, I’m Nick.” he said, extending the drink to her.
She took it and shot a quick glace over to the bar where Tommy was watching her. She flashed him a smile, he was always making sure she was well taken care of when she was there, she really needed to suck his cock again soon.
Her gaze returned to Nick, “Thanks Nick, I’m Casey.” she replied and clicked his glass in a mock toast.
“Casey is a lovely name. You know I once knew a girl named Casey, she gave the best head.” he replied and slipped his arm around her waist.
She let out a little moan and leaned into him, “Did she? Bet she didn’t let you fuck her ass…” she replied as his arm came up her back and his fingers ran along the side of her tit.
Nick chuckled and nodded, “No… no she didn’t. But I bet you’re the kind of girl who would, aren’t you?”
Casey took a sip of her drink and smiled, “Baby, you can fuck me any way you want to as long as you keep these coming…” she replied with a wink.
Just just loved how good the men at the resort were at talking to women, it made her pussy buzz every time they did so, and it wasn’t long before they were heading back into the hotel to see if she gave better head than her namesake.
Casey shook her tits as the man sat in the chair beside the bed in the VIP suite.
“You like my big fat titties baby?” she asked as she leaned forward to make sure he was getting a good view of them.
The man smiled and nodded.
Normally she met the guys down in the bar, or by the pool, or on the beach, but once in a while a real VIP came along and Tommy would send her up to his room directly.
Tommy really knew how to look after her, which was why when she wasn’t at the resort she was back at his place showing him how much she appreciated all he did for her.
The man reached forward and grabbed her tits, pulling her along with them until she was sitting in his lap.
He hooked his finger on her top between her tits and pulled down on it, popping her nipples out.
“Oh my gosh, would you look at that!” she said in mock surprise. He took one of her nipples between his thumb and finger, and started sucking on the other one.
She reached around and held his head gently, “Mmmmm… yeah baby, suck that titty!”
Her whole body was on fire, pleasure coursing through her, both from the attention he was paying to her tits, and from the excitement of a VIP.
They didn’t come along all that often, but it usually meant a good week of sucking and fucking. Once in a while, it meant even more.
Three weeks ago Tiffany, Casey’s BFF… Best Fuck Friend… had been called to a VIP room and a week later, when the VIP left, he took Tiffany with him.
A shiver of pleasure ran through her at the thought of leaving with a VIP… to be a full time fuck bunny… to be dedicated to one, single cock… it was almost too much to hope for.
The man popped off her nipple and Casey pulled back, slipping down between his legs, and pushing her tits up against his crotch and rubbing them up and down.
“God baby, I want you to fuck these big fat titties so badly…” then she leaned back just a bit again and undid his robe, spreading it wide open, to reveal his hard shaft.
She wrapped her tits around it and pumped up and down, licking the tip with each pump.
It was a few minutes later when he slipped his hand behind her neck and grabbed her hair, pulling her up off of him as he stood up. He tossed her onto the bed, kicked her feet apart and ripped her outfit right off her body.
She lost all sense of reality as he pounded her pussy over and over again, she was sure she was saying something, but her mind was so clouded in a haze of pleasure, she had no idea what words were coming out of her mouth.
All she could do was hope that he liked what she was saying and would fuck her for the rest of her life.
