CH 10: Retaining Independence

Lila stepped up to her high school, her short skirt swishing against her thighs as she adjusted the strap of her bag. She was on her way to her first class when a familiar voice made her stop short.

“Hey, Lila,” A deep, masculine voice greeted her from behind.

She looked up to see one of the School’s star athletes. Chase, a broad-shouldered jock in a school jacket was grinning at her. His dark brown hair was messy and his green eyes shone bright. He was handsome, in a rough sort of way, his athletic frame filling out his clothes.

“Chase,” she greeted, adjusting her tote bag. “What’s up?”

“Haven’t seen you around in a while,” he said, voice confident. “Wondering if I can still pay to get my dick wet.”

His bluntness nearly made her roll her eyes, it wasn’t the first time she’d heard lines like that, and definitely not from Chase. Just last week, two other students had used the same approach, waving cash in her face and requesting a quickie in the bathroom.

Under normal circumstances, she would have brushed it the comment, went with him to the boy’s bathroom, stripped naked, sucked his cock to get him wet, then bent over and take him deep in her pussy until he blew his load inside her, filling up their condom.

Yet that was before Andrew.

A pang of conflict twisted in her chest. Andrew had swept her into a life she could never have expected. Luxury, comfort, and yes, a good deal of intimacy. She’d moved into his mansion, discovered routines she’d never thought she’d enjoy, and found herself wanting more than just transactional hookups. She thought about the quiet mornings over lavish breakfasts, the endless hallways of that sprawling estate, and how he’d insisted she was more than just a sexual partner. Andrew called her his companion, paying for her company, giving her a beautiful room, and ensuring she never wanted for anything. It was such a stark contrast to these high school encounters, where the unspoken rule was “money first, then sex,” and no emotional strings.

She was growing comfortable at Andrew’s side, grateful for his attention, his seriousness about her future. But even after all the days she’d spent with him, Andrew had never laid down explicit rules about exclusivity. He’d never said, “You can’t sleep with anyone else.” And that left her in a weird gray area. Did Andrew just assume she wouldn’t bother hooking up with other people now that she had him? Or did he genuinely not mind? The uncertainty of it left her in a weird limbo.

There was also the lingering thrill of independence she missed. At school, she’d been her own boss, taking up paid encounters whenever she felt like it. No manager, no corporate oversight, no father figure or guardian. It had been a way to maintain control on her own terms. Sure, Andrew had given her a better safety net, but that sense of personal agency still mattered to her.

Part of her wondered if hooking up with someone on the side would be a betrayal. She recalled Andrew’s gentle voice when he told her she was free to do what she wanted, he seemed to value her autonomy. But was it really okay? Or would he be disappointed if he learned she was still doing these quick, pay-for-play moments in the bathroom? The thought unsettled her, a swirl of guilt, confusion, and stubborn pride. She wasn’t entirely sure if she was ready to let go of this piece of her old life.

Her eyes darted back to Chase. He was still watching her with that expectant smile, waiting for an answer.

She bit her lip, hugging her tote bag closer. Was she about to slip right back into those habits, even if only occasionally? Maybe. On the other hand, Andrew had never tried to lock her down. This might still be part of her freedom.

“Chase,” she said slowly, “I’m not sure if that’s, uh, still an option.” Her tone was hesitant. “Things changed for me recently.”

“Really? You used to love doing this, though. A quick buck, in and out—no pun intended.” He smirked. “I’m just saying, if you’re still open for business, name the price.”

“You got it on you?” she asked quietly, ignoring the twist in her gut that told her she might be crossing a line.

She gagged as the thick, meaty cock forced its way down her throat. The salty taste of his pre-cum filled her mouth, his shaft stretching her jaw to its limits. She choked and sputtered, her throat muscles convulsing around him. She could feel her saliva coating his cock, her lips slick with spit as she struggled to breathe.

Chase held her head in place, his fingers gripping her hair as he thrust into her mouth. His balls slapped against her chin, the force of his movements making her eyes water. She braced her hands against his thighs, her nails digging into his flesh.

With a low groan, he pulled out, his cock slipping from her mouth. A string of saliva connected her lips to his tip, the slick fluid glistening in the light. She gasped, her chest heaving, her heart racing.

Before she could catch her breath, he grabbed her hips and turned her around, pressing her forward until her hands landed on the toilet lid for support.The porcelain was cold against her palms, her ass sticking up in the air. She was already naked, her clothes piled in a corner, her body bare and exposed.

Chase didn’t waste any time, ripping open the condom wrapper and rolling it down his hard shaft, lining up his cock and pressing the tip against her entrance. She bit her lip, a gasp escaping her as he pushed forward, his shaft sliding inside her.

The sudden penetration made her knees tremble, her legs shaking as he sank deeper. Her pussy stretched around him, the sensation almost overwhelming. She could feel his cock filling her, his thickness pressing against her inner walls.

As he started thrusting, she gripped the sides of the toilet, her fingers curling around the porcelain. His hips slammed into her, the sound of skin slapping against skin echoing through the bathroom. She could feel her breasts bouncing with every thrust, her body rocking forward with each impact.

She moaned, her voice low and breathy. The steady rhythm of his cock pounding her pussy made her toes curl, her entire body quivering. It was a different sensation from Andrew’s older, more experienced style. Chase was fast and eager, his thrusts hard and relentless. It was a different type of pleasure, but no less enjoyable.

With every thrust, she could feel him pushing her closer to the edge. His cock stretched her pussy, his thickness rubbing against her inner walls. The friction sent a wave of heat through her, her skin tingling. She could feel the pressure building, the pleasure mounting as he fucked her harder and faster.

She gasped, her body tensing, her legs shaking. With one final thrust, he buried himself deep inside her, his cock pulsing as he came. His cum filled the condom, the pressure making her moan as the orgasm hit. She moaned, her eyes rolling back as the waves of pleasure hit, her pussy clenching around his cock.

Her knees trembled, her legs weak, the aftershocks rippling through her. Chase didn’t stop, continuing to pump into her, his movements slower and more deliberate. The sensation of his cock sliding in and out was almost too much, the pressure driving her wild.

After what felt like an eternity, he finally pulled out, slid the condom off, tied it off, and tossed it onto her back. She shuddered at the sudden contact, still panting, her body sensitive and spent. He let out a satisfied sigh, the sound of his zipper being done up making her shiver.

“That was great,” he said, his tone smug. “You’ve still got it.”

“Thanks.” She panted, pushing herself up from the toilet, her legs wobbling slightly.

“How much?” he asked, pulling his wallet out.

“$50 as always,” she replied, standing upright.

“I fuckin love how cheap pussy is at this school,” he laughed, pulling out some bills and handing them to her. “If only all girls were like you.”

“Thanks,” she mumbled, taking the money and quickly getting dressed.

“I’ll catch you later, Lila,” he said, leaving the stall.

“Yeah, see ya,” she muttered, still trying to catch her breath.

She could hear him leave the bathroom, the door closing behind him. Alone, Lila sat down on the closed lid of the toilet, her legs still shaking slightly.

She couldn’t help but feel conflicted. The money in her hand felt good, the familiar rush of cash earned without much work. Yet she was also keenly aware of the mess between her thighs, the sticky residue of Chase’s pre-cum coating her lips.

It had been quick and efficient, just the way she liked it. But part of her couldn’t help but wonder if it had been worth it. She had enjoyed the rough sex, the way he had taken her, his cock sliding in and out of her tight pussy. But a part of her was still bothered by the way things had changed so quickly, the abruptness of his offer and her hasty decision.

She sighed, running a hand through her hair. Maybe she was overthinking things. After all, Chase had been a regular hookup for a while. He had never treated her badly, and he had always paid up. It was just a quickie, nothing more.

Still, a faint nagging voice in the back of her mind persisted. What would Andrew think?

She shook her head, brushing the thought aside. It wasn’t like Andrew owned her, not really. She was still free to make her own decisions, and if this was something she wanted to do, then it was her choice.

Standing, she tucked the bills into her bag and walked over to the mirror, checking her reflection. Her face was flushed, her hair a little messy, but otherwise she looked fine. She ran her fingers through her hair, smoothing it out, and took a deep breath.

“I’m okay.” She nodded, meeting her own gaze. “I’m still me.”

The words were a comfort, reassuring her that she was still the same girl. She could make her own decisions, and Andrew’s opinions weren’t the be all and end all. She had her own autonomy, her own wants and needs, and her hookups were a part of that.

“Oh,” A male voice said from the doorway, making her jump. “I’m sorry, I...”

The guy’s eyes widened, his gaze lingering on her nakedness. She was petite, her frame slender, her skin pale. She could see his gaze moving down her body, taking in the soft curve of her breasts, the subtle jut of her nipples, the smoothness of her pussy.

“Oh shit, sorry,” she giggled, putting her hands on her waist and facing him directly, showing off her curves. “Don’t mind me, I’m just ... finishing up.”

“I ... um...” His face was red, his eyes locked on her body

“Got any cash on you, Devon?” she asked, walking towards him.

“Y-yeah,” Devon stammered, still staring at her.

“How much?” she asked, her voice low and sultry.

“Fifty,” he said, fumbling for his wallet.

“Want to buy a fuck?” She purred, placing a hand on his chest.

“S-sure,” he stuttered, his eyes wide.

“Give me the cash, then,” she said, her tone playful.

He pulled the bills from his wallet and handed them to her, his eyes never leaving her body.

She took the money and tucked it into her bag. Then, she took his hand and led him into the stall, shutting the door behind them.

She was back in business, indulging in the quick, no-strings encounters she’d known for so long.

She didn’t want to end up as someone whose every action was decided by a powerful man. She liked that Andrew was generous, yes. She liked that he treated her well, valued her beyond a quick bedroom session. But the plain fact remained: in his house, everything revolved around him. Meals, clothing, sex. It all aligned with his tastes and timetable. And in the secrecy of this high school restroom, where the walls were dingy and the light was dim, Lila could reclaim a tiny bit of control.

Even if it was a brief encounter.

Lila let out a long breath as she settled onto the toilet as she glanced at the time on her phone. She’d already missed her first two classes. Annoyance flickered through her, she hadn’t exactly planned to skip the morning’s lessons. But the parade of familiar faces who’d come knocking one after another changed her plans. She recognized each one: Alex, who she’d once met in the library; Trevor, a shy boy from the advanced math course; Jamal, who usually winked at her in the hallway whenever they passed; Kurt, a quiet junior with an unrequited crush; and two others she barely knew by name. What started with a single, hasty hookup snowballed into one student after another paying her for a quickie.

The last student, a broad-shouldered senior named Greg, had just slipped out of the stall, leaving her to catch her breath. The floor around her was littered with open condom wrappers and used condoms, some still leaking, others tied off. Even with protection, the students weren’t the most careful or respectful when using her holes. Each new partner had barely given her a moment to recover before taking their turn, leaving her body aching, used, and utterly spent. She had spent the morning naked, letting each guy pound her to completion and slip away, their payment in her pocket.