Brothel Night a Sex Date Story
Copyright© 2021 by Pete Fox
Chapter 5
Erotica Sex Story: Chapter 5 - It is Brothel Night at the prep school. The teen co-eds are raising money for charity. Hannah and her friends are the escorts. Zack and his dad attend along with parents and other adults to buy the girls favors. A new story exploring the what if in a near future where teenage sex dates and a bit of incest are the norm.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa mt/ft Ma/ft Mult Teenagers Consensual Reluctant Heterosexual Fiction School Incest Group Sex Orgy Exhibitionism Voyeurism Big Breasts Clergy Prostitution
Inner Slut
Zack helped Tiffany dress before they headed downstairs. The sheer white toga she had worn earlier waited on the small couch. Tiffany stood naked, her breasts pink-tipped and lemon-sized; they seemed to beg for his touch, but he held back, she wasn’t on the program tonight. She smiled, arms raised, as he slipped the fabric over her head and pulled her long, curly hair through until it spilled down her back. The toga’s wide, low-cut neck made the task easy.
Zack wound the gold cord around her waist, cinching the knot just under her belly button. Even in the low light, the material remained translucent. Sleeveless and trimmed with gold thread at the hem, she looked like Aphrodite herself. Once she slipped into her gold-strapped sandals, they made their way to the first floor.
In the light of the 2nd-floor hallway, the diaphanous material showed off her slender fourteen-year-old figure, most notably her small, pale, pink-tipped breasts perched high on her young chest.
He took her hand before they went downstairs.
“Thank you for inviting me to the game with you. Your game mod is so much fun—I wish I could learn to code like you,” she said, her voice wavering with a hint of nervousness.
“You’re welcome. I can show you some tricks, and we have a club at school, too.”
He squeezed her hand for a moment, then let go leading the way downstairs to the bar lounge. As they entered, Tiffany drew a dozen appreciative stares before they reached the bar. Since she wasn’t on the ‘menu,’ he intended to keep her close, but she had mentioned wanting to see more of the party and meet some of the girls. He assumed she’d be starting as a freshman at Saint-U come September.
The lights in the lounge area had been dimmed even further, making it difficult to see into the far corners. Men and girls were sitting together in groups of two or three, talking quietly, just enjoying each other. His dad’s group had broken up.
“Hi, I’m Melisa,” the tall blonde swimmer said, introducing herself while she wiped down the bar top.
“Tiffany,” the teen replied, taking a seat on a stool.
“How about something sweet for my friend?” Zack asked, leaning next to her with his elbows on the bar.
“I have just the drink for you, Tiffany,” Melisa said, getting busy behind the bar. “It’s named after a very famous child actress who led a wonderful life. She was also very pretty—just like you.”
While Tiffany and Melisa made small talk, Zack checked in on Olivia. She was alone on the loveseat, the blanket pulled up to her chin. As soon as she saw him, her face lit up.
“Hey Zack,” she said, fully awake now.
“How are you doing?” She looked okay, but her hair was a mess of tangles in need of a brush. “Did Mr. Abrams treat you alright? I saw him sitting with you for a while.” He was curious how far the man had gone with his sleeping friend, the old protective instinct still gnawing at him.
“Zack, you saw us? It was wow! He did something amazing to me. You know, down here,” she said, her hand dipping to the middle of the blanket over her lap.
“Really?” Zack asked. Olivia was blushing now, her cheeks deepening to a sudden, bright pink.
“I woke up as he was doing something with his fingers ... right on my clit. He put a couple of his big fingers inside me, too, and just touched me. My body was like, wow. I had an orgasm in no time, after barely having any all night. The Rabbi said I needed a release to feel better, and I do.”
“So, it was good?”
“More than good, Zack. I’ve never had an orgasm like the ones he gave me. It was like waves washing over me from deep inside—it’s hard to explain.” She paused, her gaze lingering on him. “You should learn how to do that, Zack,” Olivia said, her eyes inviting.
Ouch, that hurt. She didn’t think he was any good, and they hadn’t even been together yet.
She saw his face. “I mean, it would be nice if you could learn,” she said.
Hmm, he thought he was okay in the oral sex department. He had practiced on Hannah, and Eva had given him lessons and a beautiful pussy to practice on.
“Don’t go acting all hurt,” she said, catching the look on his face. “The Rabbi is just older and much more practiced. He’s mysterious, too. He asked about you,” she added, bouncing from one topic to the next as she often did.
“What did he want to know?” Zack asked, curious as to why he’d even come up.
“Just what kind of guy you were.” She paused, her expression softening. “I told him you were great—that you were looking out for me tonight. I think he appreciated that.”
Before he could answer, he saw on the large video screens a message flashing Last Call, Last Call in big red letters. The brothel will close in 30 minutes. 50% off your last date. First bus leaves at 1:15.
Olivia sat up on the loveseat, clearing a space and inviting him to join her. Zack glanced at his device. He’d made a dent in his list, but he hadn’t made his way through all of them yet. Physically, he felt ready, his cock straining against his pants, but the mental urge just wasn’t there.
The Brothel app showed three girls in yellow. A dozen more glowed green, but they flickered to red as he watched the screen. Danika, Hannah, Maria, and Rebekah—all red, all busy. Bethany jumped from yellow to green and back to red in a heartbeat. Only Olivia’s name glowed a steady green. He tapped the Request Date button.
Zack scanned the lounge. From his vantage point near the bar, he could see the pool table at the far end of the two rooms, where AD Burns leaned over the green felt with a cue stick. The girls were moving through the crowd, though less than he expected. It seemed the patrons were doing exactly what he was—securing the company of the girl they already had.
Zack spotted Danika near the pool table with an older man—tall, strong, and handsome, Melisa’s father. She was completely naked, her heavy breasts swaying as she bent over the felt, drawing a trail of admiring looks. Zack watched as the man took the pool cue from her hand and whispered something in her ear. In response, Danika braced her hands against the edge of the table. He slapped her backside and gripped her hips, pulling her back as he settled in behind her. Even from a distance, Zack could see the man had a big cock and seen how rough he was with the girls.
Zack looked away. Nearby, AD Burns abandoned his game and snatched Gia as she passed. The pretty, caramel-skinned girl had been in the wrong place at the wrong time without a date.
Not wanting to watch the pair fuck, Zack turned back toward the bar. Tiffany was waiting, holding a tall glass filled with a reddish-pink mix over crushed ice. She caught his eye and smiled, the bright red cherry on top of her drink bobbing as she moved.
She raised her glass. “A Shirley Temple! I like it—it’s sweet and tastes great.”
“I’m glad you like it.” Zack paused as a notification flashed on his device. On the display, Olivia’s name shifted from green to red; the Madam had accepted his date request. “Listen, the Madam just called ‘last call.’ All the men are finishing up before the brothel closes,” he told Tiffany, stepping over to stand beside Olivia.
Tiffany looked around the room, setting her glass down on the wood. Behind the bar, Melisa was busy mixing a pair of drinks for Malory, the waitress.
“I’ll be here at the bar with Olivia. You can sit with us if you’d like,” Zack offered. He watched her, trying to figure out how to keep an eye on Tiffany while still getting his time with Olivia.
“Thanks, Zack. Maybe later, but I want to look around first,” she said, sliding off her barstool and clutching her mocktail as she drifted away.
Well, she wasn’t his responsibility, and this was her house, after all. He turned his attention back to Olivia.
Olivia retrieved her device from the floor, glancing at the screen before she looked up with a smile. “Client number 25 ... is that you?”
“Yes. You okay with that?”
“It’s about time. How many times does a girl have to show you her tits before she gets the ask?” she teased, standing up.
They moved to the long leather couch, the one that had seen so much action earlier, and stretched out. Olivia settled into his arms, resting her head against his chest. They fell silent as they held each other close. It felt strange to him; he’d always thought of her as a sister, and now the boundaries were blurring.
His mind drifted through their history. Tonight, lying together on this couch, was the closest they had ever come to anything sexual. For whatever reason, her mother had kept her off the ‘sex date’ lists. But as one of Hannah’s best friends, Olivia knew everything about Zack—she’d even watched the video of him and Hannah together.
Zack felt he knew Olivia as more than just a regular in their RPG group; they were friends. She’d even been naked with him in the hot tub before. Now, on the couch, her soft hand worked its magic with a slick of spit until he was hard. She stroked him at a steady, easy pace while his fingers traced slow patterns across the soft skin of her back. His cock had become the silent focal point for them both.
“Olivia, why are you here?” Zack asked. It was the question he’d never found the words for with Hannah. The why.
She leaned back, turning her head until their eyes locked. Her hand stilled, her warm fist simply holding him as she gathered her thoughts.
“It was an easy choice,” she said, letting the words hang in the air between them.
“What do you mean?”
“I’m on scholarship. Part of the requirement is a set number of service project hours each semester. The dean’s office—Fr. O’Malley—has a list of approved projects.”
“Brothel Night is a service project?”
“It’s on the list.” She resumed her rhythmic stroking, her expression unreadable. “I chose to come here. It wasn’t a hard choice to make.”
“Coming here and having sex with strangers was an easy choice?” Zack wasn’t trying to be a prude; he just wanted to understand her perspective. He was already comfortable with the idea of sex work and parents arranging dates for their teens, but this felt different.
“Yes, Zack. Spending an evening on my back having sex with some nice men was an easy choice. No need to spend a week on the Appalachian Trail doing backbreaking labor or teaching unemployed journalists how to write basic code. Just sex for a weekend, and I’ve knocked out almost all my hours until next semester.”
It made sense, he guessed. As she leaned back, she gave him an opening to reach for one of her breasts. It was small but firm—a perfect handful—and he toyed with the soft nipple while he processed what she’d said.
“Volunteering tonight is already helping me and my mom,” she continued. “The exposure to a certain class of men ... two clients even offered to interview her for higher-paying positions at their companies. Just because I opened up to them and made a connection while we were together. And I know that next year, when I need a summer internship, I have men to call who will actually hire me. You have it easy with your dad’s connections, Zack. I have to work to get noticed.” She ran a hand across his chest and leaned in to kiss his cheek.
“I hadn’t thought about all that,” he admitted. “So ... you had fun tonight?” Olivia didn’t look unhappy, but he felt he had to ask.
“Zack, if you haven’t figured it out, there’s an inner slut inside most of us girls—or a ‘whore,’ as Brothel Night likes to call us. For hundreds of years, the world told girls to bury that desire, that sex was bad. But not here.” She ran her hand over his chest, her fingers grazing his sensitive nipples.
Olivia continued, her voice steady as she unloaded feelings she’d clearly kept bottled up. “I think and dream about getting fucked all the time. Tonight, there is no shame in it. We get to be that slut, and these men love us for it. Your shy Danika, that ‘princess’ Rebekah—they want to be here. They want to act on that part of themselves, even if they deny it. Each of us has a reason, whether it’s for family, making connections for a career like I am, or just the desire for great sex with experienced men.”
She fell silent after her longest speech of the night, relaxing back into his arms.
“I understand,” Zack said, though his mind was racing. “But what does your mom think? She had to sign the permission form, and yet she’s never let you join the sex date circuit with Hannah.” He searched for the logic behind the disconnect.
Olivia leaned back into the plush leather, her movement confident. She allowed Zack to palm her firm, conical breast while her own hand remained wrapped around his stiffening cock. They hadn’t reached the point of no return yet, but the air between them was thick with a new kind of tension. Olivia was in full control.
“Ha! I haven’t ‘joined’ the sex date craze because I don’t want to,” she said with a sharp, playful glint in her eyes.
Zack’s confusion was written all over his face. “But you just said you dream about sex—about having lots of it.”
“Look around, Zack. What did you see tonight?” she asked, her voice steady.
“Mostly older men with younger girls...” he said. The lightbulb of her reasoning was finally flickering on in his dense head.
“Exactly. I’m not interested in most boys our age. Well ... except for one.” As she spoke, she gave a firm, teasing tug on his cock, her tongue flicking against his nipple.
Zack’s mind raced. He’d thought about Olivia often, especially after seeing her naked in the hot tub, but she was Hannah’s best friend. She’d never given him a single hint that she wanted anything more. Now, she was looking up at him, her big brown eyes locked onto his, as a dozen scattered clues finally coalesced in his “young, stupid male brain.”
“Olivia ... can I take you out on a real date?” He didn’t mean just writing code together or making out in the hot tub.
“Zack, that would be nice. Maybe I could even stay over ... just the two of us,” she said. Her eyes drifted momentarily across the crowded room, taking in the chaos around them, before returning to him.
God, girls were confusing. After all this sex, he still didn’t get them. He had a feeling he never would. His ‘meeting’ with Melisa could not come soon enough.
“It’s a date then, and you can stay over.” He pulled her up against his chest and kissed her. She stroked his cock as they kissed.
Conversations
“Hey, look who I found wandering around,” Hannah’s voice cut through the air. Zack and Olivia were locked in a deep, open-mouthed French kiss on the couch, but they both pulled back at the sound.
Olivia opened her eyes, and Zack did the same as she broke the kiss to face her friend. Hannah stood there with Tiffany, completely nude. She reveled in the freedom of it, her lingerie long since abandoned.
Tiffany, meanwhile, still had most of her toga on—though during her walkabout, she had let it slip from her shoulders. Her small breasts were fully exposed to the room, the sheer material bunching at her waist, held in place only by that thin golden cord. She looked delicious.
Just after 1:00 a.m., the clients began drifting toward the front of the house, most accompanied by their final dates of the night. The Madam stood by the exit, her expression appreciative as she thanked each man. Beside her, a nurse waited with a hypo-spray, tapping each man’s arm to deliver a “downer”, a quick dose to flush their systems of any lingering effects from the Stim patches.
Hours earlier, the guests had transformed the formal dining room into a makeshift locker room, swapping street clothes for their evening attire. Now, they filtered back out, finding seats in the Saint-U autonomous buses that would ferry them to their cars or homes.
Brock had driven them out personally before the other clients arrived; as the chief corporate sponsor, he’d had details to oversee. Zack stayed right where he was on the couch with Olivia, with no bus to catch. After their talk, the immediate urge for sex had drifted away, replaced by the arrival of Hannah and Tiffany. Now, surrounded by three fourteen-year-old girls, suddenly deep in a flurry of chatty conversation, he found himself looking for an exit.
Once again, Melisa provided his excuse. She was busy stacking dirty glasses into tubs for Malory and the other waitress to cart back to the kitchen. Zack slipped away to the bar, claimed a stool, and watched her work for a moment before spinning around to survey the emptying room.
Mr. Abrams spotted Zack and headed over, his kimono draped over his shoulder. He did have a big cock even at rest, the unwanted thought passed through his head as he stopped at the bar. Melisa was busy elsewhere.
“Zack, hey, I’m heading out,” Abrams said. He turned his back to the bar, joining Zack in watching the girls move through the room. Now that the clients were leaving to change, the girls were settling into their own circles, their nakedness a natural part of the house’s shifting rhythm. “Rebekah, of course, is staying over with the rest of the girls.”
“Sir, it was good to meet you. And Rebekah ... she was great company,” Zack replied, mixing a formal tone with what he hoped was a solid compliment about the Rabbi’s daughter.
“Good to hear that from you, Zack. She can be very good company.” Abrams paused, his gaze scanning the crowd. “I was looking for your dad. Have you seen him?”
Zack hesitated, thinking of the moves his father had made to protect his privacy before disappearing with Charlie. He decided to give Jonathan a partial truth.
“Last I saw him, he was with Mr. Wilks upstairs. Dad won the auction for Tiffany, so I think they’re still hammering out the details.” It was mostly true, and enough to satisfy the man for now.
“That’s good news for him—and well, maybe you,” Abrams said, pausing. “As he is your head of household, I wanted to ask him about setting up a ‘sex date’ for you and Rebekah. I assume you would be interested?” He fixed his gaze on Zack as he finished.
“Of course, uh, Jonathan. I would love to have a date with her.” Zack meant it. He hadn’t spoken to Rebekah since they had cleaned up Danika after the bukkake, but he liked her. She was different; he sensed she had a more worldly view, one very much like his own.
“I’ll get in touch with your dad this week and set things in motion. We’re heading back to Israel for the summer, so your ‘date’ would need to happen before the end of the school year.” Abrams paused, as if the idea had just occurred to him. “You should come over for a visit—to Israel. We have a nice apartment in Haifa, right near the sea.”
Zack didn’t even have to think. “I would like that, thank you.” It was a no-brainer; he’d always wanted to see Israel. “I’ll ask my dad.”
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