by Ana Thalia
"Welcome, Miss Hanson. Please follow me," the butler said. She was ushered into a small dressing room, with an attached bath. No bed, just chairs, couches, and places to fold street clothes after changing into the required bikini. "You may change in here."
Colin told her to bring her tiniest, skimpiest bikini and stilettos. That told her what kind of party she was going to attend. After two weeks as his office lover, she knew him pretty well. Rumors of sex parties at his beach home had been around for years.
The butler waited impatiently as she hesitated. This was a big step for her. If she changed into her bikini and heels, and joined the party then she was accepting his wish to make her is party girl, his sex toy, and probably agreeing to "entertain" his rich friends. The butler understood this, too, and gave the impression he didn't think too highly of her.
"Thank you, Giles, or Clive, or whatever your name is," she said, showing him she didn't appreciate being looked down upon. "James is always the chauffeur, right?"
"My name is Dave," he said. "And you're welcome, Miss Hanson."
Samantha entered the room, and he closed the door behind her. She slanted a look back at the door, biting her lip. There was no doubt she'd do whatever Colin expected of her. In the last two weeks he'd showered her with jewelry and high fashion. Her work wardrobe was even upgraded. And he quadrupled her salary.
"Yes, what Colin wants, Colin will get from me," she said. It was kind of embarrassing being used so blatantly, but she really did enjoy it. So exciting. He liked wild and dangerous, sex in public places, in the back of limos. She was now a member of the mile high club, and the scuba club if there was such a thing. He wanted her all of the time, and in the most crazy manners. She could only imagine what would happen at the party. "Orgy?"
An orgy was just a ménage à trois on steroids, so she had no problem with group sex. What worried her were the other women. Young, beautiful women like her, eager to please in any way the men desired. Though Colin knew she'd never been with another woman, Samantha was worried he would expect her to at least make out with other women while his real guests watched.
Samantha quickly stripped. She pulled on black bikini bottoms and then a lacy little off-the-shoulder top. It wasn't a real bikini top, but just as skimpy and maybe a bit more revealing. She wanted to stand out from the other girls, after all. The beautiful blonde accessorized with diamond earrings, silver bracelet, and sky high designer stiletto pumps. And after one last check of hair and makeup, she headed for the party out back.
Dave the butler was waiting to direct her to the proper door out to the pool. Her heels clacked loudly on the hardwood floors, drawing his eyes down to her legs. An appreciative look spread across his face, and then his eyes locked on her barely covered, jostling boobs. Her black lacy top barely clung to her tits, and she suspected he was praying for a wardrobe malfunction.
"Samantha!" Colin called the second she passed through the door.
The pool caught her eyes first. It was huge, with a rocky cliff on the opposite side. She could see openings in the cliff where the pool passed inside to some sort of grotto. Topless women were frolicking in the water, while more jumped off the cliff into the deep end. Samantha counted at least a dozen women in and around the pool. All were either in a bikini and heels, or topless. As she suspected earlier, all of the women looked to be in their early twenties.
Not a wife or girlfriend out of the bunch, she thought.
Of course, the middle-aged men might all be super rich and single like her boss. Colin was married back in his twenties, so had two children before his divorce and playboy lifestyle began. Why get married when you could have any woman you wanted?
"Hi, Colin," she said, heading towards him.
Samantha struck a sassy strut that made her hair and boobs bounce enticingly. She knew why she was there. Part of her was appalled, but yet it all thrilled her to no end. So many men were staring at her, their eyes locked on her body and all wanted her. It was like a fantasy come true. She knew it wouldn't last long, so she wanted to milk it for all it was worth.
Colin met her halfway. He kissed her on the corner of her mouth, which was the most chaste kiss he ever given her, while one hand managed to cop a feel.
"Wow, the girls are very full today," he said, giving her tit another squeeze.
"I haven't expressed today," she said. "I'm about to explode milk all over everything."
He sighed, eyes closing. She glanced down at his tented bathing suit and smiled.
"Let me introduce you around," he said, offering his arm.
Samantha was paraded around the party, introduced to all of the men attending. They were all pretty much Colin's age, between forty-five and sixty by her best guesstimate. Colin didn't introduce her to any of the other women, which confirmed their status. Well, there was one man she wasn't introduced to, since he was busy banging a redhead on the diving board.
"Does that happen often here?"
Colin shrugged, "Bill has a thing for diving boards."
"And redheads?"
"Hair color isn't important, as long as she is willing and beautiful," he said. "In that order."
Despite understanding how uncomfortable it must be for the redhead, visions of being the woman on the diving board filled her head. Her first time was on a diving board, so she'd never forget it. The experience was surprising good, too. And it was her father's long time best friend who deflowered her like that.
"I saved the best for last," Colin said, guiding her towards four men in bathing suits and sipping champagne. "These men are my best friends."
They all had a look about them. They were fit, despite their age, with graying hair. Otherwise, they were tall, dark, and handsome. They reeked for great wealth and power, too. Samantha's skin tingled all over, and she felt hot slickness spread between her legs.
"Guys, this is Samantha Jo Hanson," Colin said. "As you can see, I wasn't exaggerating at all about how drop dead gorgeous she is."
"Hi, guys," she said, smiling brightly.
"This guy is Reginald Vanderhaus," Colin said, indicating the oldest looking friend. He was pretty much silver-haired, and looked to be a very handsome sixty to her. "Of the Rhode Island Vanderhauses."
"Call me Reggie," he said, his eyes falling into her deep cleavage.
They were all staring at her tits. She was pretty sure Colin had already clued them in on her lactating breasts. Samantha was prepared to be quite indulgent with her hot mother's milk. Indeed, she rather looked forward to it.
"Pleased to meet you, Reggie."
"This next gawker is Sean Dubois," Colin said.
"Hello, Samantha," he said. Sean looked the youngest to her, though close to her boss's age. He had the least amount of gray. "Colin has told us so much about you."
"I hope it was all good," she said, wagging her brows. "Because I can be very naughty."
A couple of them groaned softly. Oh yeah, they had plans for her. Seeing the proof made her insides all hot and mushy. She struggled to keep her arousal hidden, but felt her nipples tighten and rise.
"This is Neal Holland," Colin continued. "King of the Hedge Funds."
"Please you meet you, Samantha," Neal said, stepping forward to kiss her. She turned her face at the last instant, taking his kiss on the cheek. "I've wanted to meet you for some time now."
"That's so sweet," she said.
"And last, and certainly least, Oscar Del Ponte," Colin said with a chuckle.
Samantha had actually seen Oscar at the office before, though was never introduced. He was one of Colin's business partners.
"¡Ay, caramba!" a woman cried.
Samantha glanced to her left. A beautiful Latina was bent over one of the round patio tables. Her bright red bikini was on the ground, and a rich man was yanking her waist-length brown hair and plowing into her from behind. Her back bowed, and a look of pure bliss filled her beautiful face.
"Looks like Sofia's having a good time," Reggie said.
"N
ot as good as James," Neal said.
Samantha stared at the beautiful woman. Biting her lip, she knew soon she'd be in a similar circumstance. Public sex was so thrilling, yet very embarrassing. With Colin, it was mostly public sex.
"Holy crap, how big is he?" Samantha whispered, eyes widening.
"He's a monster, that's for sure," Oscar said. "Some of the girls are afraid of him."
"I can't imagine why," she said, and swallowed the lump in her throat.
Colin stroked Samantha's hair while they all watched James and Sofia. Her milk-laden tits ached, and Samantha began to pant as her body heated up. Looking around the pool and patio, she spotted three other couples going at it, too.
The orgy was getting started.
"Oh my," she whispered when Colin's hand moved down her back and grabbed her butt. His other hand came up and lifted her chin. He leaned down. Her eyes locked on his slightly parted lips, and her lips parted. She could feel the crazy starting to fill her mind.
"Mmmm," she moaned into their kiss. He pushed in harder, his hand dropping to her chest. "Mmgggh."
Passion quickly flared, and Samantha felt need and desperation filling her body and soul. His hands squeezed her butt and tit harder, and she felt the let down. Milk began to seep out into his palm, getting her skimpy little top wet. Soon she felt milk dribbling down her belly.
"Look," Reggie said. "Milk."
"Oh man," Sean said.
Colin broke free of the kiss. Her head spun wildly. She felt so light-headed and breathless. Her boss pushed her into Sean's arms.
"Oh!" she cried, and then Sean claimed her lips in a deep kiss, his hands roaming her body. "Mmmm."
Just as she was getting into that kiss, he pushed her away. Reggie folded her into a tight embrace, and then kissed her. Passion ignited again as that kiss lingered, and his hands roamed. The silver-haired guy's hand slipped under her bikini bottom and rubbed her tingling, wet pussy with some vigor.
"Ooooooh," she groaned into his mouth.
Samantha felt hands in her hair, on her butt, someone even reached around and fondled both of her tits. Reggie opened her mouth with his, and their tongues instantly began to play. All that stimulation sent sweet little ripples through her body, taking her breath away.
"Aaiiee!" she cried when Neal pulled her away from Reggie. He pressed up behind her, and she discovered it was his hands fondling her. He kissed and nibbled her neck and shoulder. It felt amazing. One of his hands replaced Reggie's in her bikini bottoms, rubbing fierce circles around her sopping wet pussy. "Oh baby."
Oscar stepped up and yanked her top off. Samantha gawked at him open-mouthed, her body trembling. She felt so hot and tingly, and her pussy was so achy. Neal's bulging hard-on pressed into her butt crack, and then Oscar grabbed a tit with both hands and squeezed.
"Hello!" Oscar cried as milk squirted out to splash into his bare chest.
"Game on," Colin said, yanking her from between the two men. "You're the best, Samantha."
He claimed her lips in a deep, passionate kiss. She clung to him desperately, knowing he was about to fuck her stupid. The beautiful blonde ground her sex against his bulge, her body aching with need.
"Oh baby, you make me so crazy," she whispered.
Colin kissed his way down her neck, across her shoulders, and then down to her breasts. He rubbed his face all over her heavy tits, getting his face wet with her leaking milk. The billionaire licked and sucked on her tits and nipples, making more and more milk flow. He squeezed her tits, making milk squirt into his blissful face.
"No, you make me crazy," he said, lifting her up and laying her atop a patio table. Colin pulled her bikini bottoms off, leaving her in nothing but jewelry and heels. "You are so beautiful."
Colin pushed her legs up in a big V, and then kissed and nibbled his way from the tip of her stiletto heel, to her hot, achy pussy. He licked, nibbled, and sucked on her folds and clit, before thrusting a finger into her and sucking really hard on her clit.
"Aaiiee! Oooooh," she cried. "Yes. Yes!"
Samantha's back bowed as the most amazing waves of pleasure flowed through her. He finger fucked her, while flicking his tongue across her sensitive nub. She writhed and gasped, tangling her fingers in his hair. Colin had mad cunnilingus skills. The blonde beauty ground her pussy into his mouth, desperate to milk it of every ounce of pleasure.
"Yes. Yes," she gasped out. "Just like that!"
"How about just like this?" Colin said, rising up and pushing his swim trunks down. His cock sprang up and pointed straight at her pussy. Samantha stared at his dick hungrily. That cock had given her so much pleasure over the past couple of weeks. "Are you ready?"
"Yes," she whispered, throat tight. "Fuck me, baby."
Colin rubbed his cock all over her pussy, before he got it nestled deep between her pussy lips. Her breath caught, watching that long, thick cock. He grinned down at her, and then thrust. It looked as good sliding into her as it felt.
"Uggh!" Samantha cried. He stretched her out so sweetly. The most wonderful sensations rippled through her overheated body. Colin pulled back and thrust again, deeper. He was a master at making her feel ever inch of him. "Ooooh. Yes. Yes."
Samantha grabbed her tits and squeezed as she stroked up. Twin streams of milk fountained up. Hot, creamy milk splashed into his face and rained back down on her. Colin licked the milk off her tits and neck, while plowing into her with relish. The other four rich guys gathered around the table to watch her with hungry eyes.
"You're the best, Samantha," Colin gasped, his hips slapping into her butt cheeks.
"I…beg…to…differ…sir," she said in sync with his deep thrusts. "I'm…ugh! Blessed!"
Looking around, she noticed the men surrounding the table were all stroking themselves through their bathing suits. This was going to be her first gang bang. It wasn't something on her bucket list of sex acts to perform, but since hooking up with public sex loving Colin she was becoming more and more uninhibited. Samantha was taking wild and crazy to a new level.
She pulled her knees closer, placing her stiletto-heeled feet on Colin's chest. He was lost in the glory of fucking, so had no idea what her crazy little mind had thought up. A wicked little smile curled her lips, and Samantha thrust her legs straight out.
"What the…?" Colin cried, as he was thrust away and pulled out of her body.
"Oopsy!" she said when he stumbled back into the pool.
The men around her laughed, and pounced. Someone thrust fingers deep into her pussy, while another claimed her lips. Two others each sucked on a nipple, pulling lots of hot, creamy mother's milk from her tits. Colin pushed them all away when he returned, huffing and dripping wet.
"What the fuck?" he said.
"I know," she said and giggled. "You're making me crazy!"
"I'll show you crazy," he said, and flipped her onto her belly atop the table, legs hanging off the edge. Her eyes widened when he lifted an open hand high. "Are you going to be good?"
"You're not really going to – ?" she started to say.
Thwack!
"Aaiiee! Oooh," she cried, her right butt cheek stinging.
Thwack!
Now her left butt cheek stung. And he really spanked the hell out of her butt then.
Thwack! Thwack! Thwack! Thwack! Thwack!
"I'll be good! I'll be good!" she cried, kicking her feet and clawing at the table. "I promise to be good!"
"Wrong answer!"
Thwack! Thwack! Thwack! Thwack! Thwack!
"I'll be bad!"
"Damn right you will," he said, and grabbed her hair. She was yanked off the table to kneel before him. His cock slapped her in the face. "Be bad."
"Mmmggh," Samantha moaned, wrapping a hand around his cock and guiding it into her mouth. She went down on him over and over, until her lips were wrapped round his base and his cock was halfway down her throat. "Hggmmmgh."
"Oh man!" Oscar said. "Did you see how fast she took him down her throat?"
"I'm right here," Samantha said. "I can hear you."
She wagged her brows, lifted his cock high, and buried her face in his hairy balls. The beautiful blonde motorboated his nuts, licked, and sucked until Colin was groaning and trembling. Then she went down on him again.
"Ugh!" he cried, filling her mouth with creamy cum.
"Mmm," she moaned, and swallowed it all. Licking her lips, she looked around with sultry eyes. "Who wants to be next?"
"Funny," Colin said. "Because I'm not finished with you yet."
"What?" she said. He pulled Samantha to her feet, and then pushed her back upon the table. Before she knew it, Colin was thrusting into her again. "Ooooooh. God. Yes."
Her pussy clamped down on him. The sensations rippling through her overheated body intensified. Her lower belly started trembling. She wrapped her legs around him, trying to get him deeper. Always deeper.
"Yes! Yes!" she cried. "Oh god yes!"
"Fuck her!"
Colin's friends were urging him on. He didn't really need encouragement, but she didn't mind. He was amazing, rocking her world, making her body sing. Then he grabbed her tits, strummed her sensitive nipples with his thumbs, and pushed her over the top.
"Aaaggh!" she cried when her body convulsed and intense pleasure washed through her. She bucked and writhed, while he squeezed milk out of her tits in squirt after squirt. Hot milk rained down on her, soaking Colin as he thrust hard and fast into her body. "Oooooh, baby."
"That was awesome," Sean said, moving up next to her head.
Samantha laid huffing and puffing, her body trembling after the orgasm. Sean caressed her sweat and milk drenched face, and then tangled his fingers deep in her soft hair. He traced her lips with the tip of his dick, before sliding deep into her mouth.
"Mmm," she moaned as he thrust deeper and deeper, fucking her mouth upside down. His nuts slapped her across her eyes. After only a few thrusts, Sean pushed down into her throat. "Uuugh."