Chapter 1: Manic Monday

I’ve always enjoyed a lighter step after spending a load, even on a Monday. I glided from my town car rejuvenated-- a million bucks, even. Cassidy came soon after, meek and reserved as usual She was far from the howling minx that had wiggled on my cock not 10 minutes ago. I had to giggle at the paradox. “See you tomorrow morning, Miss Black.” I parted with a wink and nod over my shoulder. I skipped towards the Mathematics building; Calculus awaited.

Small, exclusive, and expensive, Pom Tree Catholic Academy was everything desirable for parents looking for an elite religious education for the next generation of silver spooners. There was a good reason we attended the prestigious all-girls think tank (you already know mine).

Brushed gray cobblestone roads cut through the perfectly mowed lawn to connect the campus’s polished brick structures. Each represented a different academic discipline. I often mused how none of the school’s 200ish attendants appreciated how beautiful a bubble we lived in. “How lucky we are...” I whispered through a smile as I listened to my lecture. Class sizes were as minute as you’d expect, giving me plenty of opportunity to ogle the many beautiful students I passed each day. Some were friends, others friends with benefits. Then, there was another column for girls I’d like to add to either list. I was always ready for some networking.

After class, I boarded the fire escape stairs across from the classroom. A tingle crept into my tummy and grew stronger with each step I ascended. My first date was about to begin.

Sara Lynn Hart was lightning in a bottle, and she had the gift to electrify everyone around her. Moreover, she was a future third-generation banker and head of her family’s investment firm. But despite her heretic golden parachute, she opted to spend her time either submerged in tattoos on her skin or cheap vodka in her bloodstream. Our nights together featured hundred-dollar dinners and VIP concert tickets. She was a long, thin rock starlet partner in crime, and I was mad about her.

“Hey, candy girl.” Sara’s sweet voice melted in my ear as I stepped onto the roof. She sprawled across the ledge of the building’s farthest side, a clear bottle of ‘something’ in her hand. Her pixie raven haircut fluttered in the breeze as I approached. “I thought you got lost,” she smirked.

“Not a chance, money girl.” I mewed as I spidered my fingers up her arm and massaged her wiry shoulder. “I’ve missed you.” My hand’s motions forced her uniform blouse to bunch at the sleeve, allowing me to find her latest body art—a delicate blue and brown paisley patterned sleeve wrapped around her arm. I’m no artist, but I could tell that the breathtaking, detailed work cost thousands. “Pretty sexy, Sara.” I nuzzled her sweet-smelling neck as I gushed over her latest investment.

Sara giggled like a schoolgirl as my lips tickled her skin. She passed me the pauper-esque, generic plastic bottle. The burn from the cheap swill tightened my stomach. I hadn’t drunk since my last date with Sara, and it showed. A slight buzz had already warned my chest before I wrapped my lecherous palms around my date’s thin waist. “I’ve been thinking a lot about you, Sara,” I mumbled, pulling her closer.

“Is that right?” she smiled, stepping back off the ledge. A sigh relaxed from her throat as she reached backward and gripped my hardness from behind. “Is THIS what you’ve been using to think about me?”

“Mmhmm...” I grinned as her clenched fingers rode their way up my shaft. My cock head reddened as its skin rippled upward—the pressure building both pleasurable and excruciating—just the way I like it.

“Why’s your cock so sticky, Sunny?” She turned around with a devilish smile. “You’ve already fucked someone today, and you’re ready to go again?”

My heart reveled in the perverse pleasure of Sara’s fingers covered in mine and Cassidy’s fuck juices. ‘It’s funny,’ I thought as I closed my eyes while Sara jerked me. ‘Not a few hours ago, I was balls deep in Cass, glazing her meaty cunt with my pent-up load. Now, I longed to give Sara the same treatment. I bit the soft skin of her neck while I groaned. I never tire of this!

But that’s when that bitch did the cruelest thing ever.

“I’m bored.” She announced, releasing my dick to twitch and spasm under the weight of my thick skirt. “Let’s go get lunch.”

“Wh—what, Sara?!?!” I whined as warmth flashed over me. The blood that had monopolized my dick raced back into my body so fast it made me lightheaded.

But the cold-hearted shrew returned to the ledge and surveyed the landscape. “Looks like school just let out.” Sara grinned.

“I don’t care.” I still clutched Sara from behind and rubbed my crotch on her curvy ass. “Sara, just let me put it inside you for a second-- err, minute.” She turned around and raised an eyebrow at my weird request. I knew it was strange, but she was driving me crazy. I moaned in frustration, almost screaming. “COME ON!”

But she rolled her eyes and smiled. “God, Candy girl. You sound like a boy sometimes.”

I stepped away from her and crossed my arms. “I feel like a boy sometimes,” I said, pouting.

She returned to the ledge and peered over after dismissing my attempt to hug her. “Look at all the self-important ants scurrying,” Sara muttered as our classmates scrambled for their driver’s cars or the various extracurricular activities about to begin. She laughed again. “Isn’t that Cassidy down there?”

“My assistant?” I tried to ignore the raging hard-on between my legs and stepped to the ledge. I caught the tail end of Cass chatting with Mr Greenwich, the elder groundskeeper, in the far corner of the campus. It was only seconds before they slipped into the nearby maintenance building.

“Oh my...” Sara recoiled. “She’s a bigger slut than you—literally and figuratively. She screws the groundskeeper?”

“Stop! “ I smirked, trying not to laugh. “Cassidy can do whomever she wants.” And why not? I sure did.

☼☼☼

Sara was dying to check out this grunge band I knew would be awful, but we hopped on a bus headed downtown anyway. “We could have just gotten Victor to drop us off, you know,” I grumbled to Sara as I settled into the filthy vinyl seat towards the back. The dull glow of the useless fluorescent tubes overhead forced me to strain my eyes to read the bus schedule.

“What’s wrong, candy girl?” she mocked as she plopped beside me. She rested her head on my shoulder as her teasing continued. “Too scared to rough it?”

“Bitch,” I grated my teeth across her exposed neck before whispering in her ear. “I LOVE it, rough.”

The girl gasped in surprise, staring wildly into my eyes. She huffed heavy pants as I leaned in to breathe her in-- the intoxicating fragrance of vodka, sweat, and teenage hormones brought my long-wilted shaft back to life.

Sara glanced around the mostly empty bus as it clunked through an intersection. Once she realized nobody was paying us basic bitches any mind, her hand slivered under my skirt and found my throbbing member. I stiffened my legs as she worked my rigid flesh in public—I must say it added to the fun! After another careful scan of the perimeter, she turned to me. “Can we switch seats, Sunny?” She inquired with monotone innocence.

As sweat beaded on my brow, I gawked at her. What was this crazy bitch on about now? Before I could answer, she lifted her ass off the seat slightly and hovered over my lap. She paused to lift my skirt—my pantyless hardness springing out to meet her! I was about to scream until she hiked up her bottom and plunged herself onto my spear.

I clutched her waist as my cock sank deeper. She wiggled her ass and flexed her hot cunt around my starved hardness as she braced herself by holding the seat in front of her. With quiet, fluid strokes, she rode my cock with ease. Sara gushed—her girly jism gushed and trickled down my shaft. Teasing my poor cock for hours made her super horny—further evident from the tiny grunts forcing themselves up from her throat as she continued to ride me.

“Oh fuck.” I breathed hard. My muscles tensed as I tried to thrust upward. “Oh, god.” Our coupling had started subtle and zoomed to furious humping. “Fuck, Sara...” The sensation reduced me to stammers as the bubbling cream slowly climbed my shaft.

“You like that, huh?” Sara’s voice dripped over me. I could barely nod in reply. “Good.” she smiled as she stood, ripped herself from my rigid cock.

“HUH?!? WHAT?!?!” I whimpered, painfully aware of the cool breeze hitting my soaked member. “Sara, what are you doing?”

That bitch shrugged her shoulders. “I’m done for now,” she whispered with a smirk before returning to her seat with crossed legs.

“You can’t be serious!” I growled. My heart sank as the cum retreated, orgasm fading farther and farther away. “Sara, I need to come.”

She retorted with a raised eyebrow. “So jerk off. Right here on the bus.”

“No.” My pouting turned into a scowl as I muttered under my breath. “I’m saving this load for your cute little cunt before the night’s over.”

Sara’s eyes shot open with excitement as she grinned. “We’ll see,” she pretended to scoff as her hand retreated under her skirt. “God, Sunny.” Sara’s wrist flicked as she closed her eyes. “I’m so fucking wet it’s like you’ve already come in me.” Her pace quickened as she fucked herself, eyes shut and head tossed back. Sara dug her feet into the floor as her legs stiffened. Her mouth lay agape as she teetered on the brink of climax. She whimpered when she pulled her fingers from her steaming cunt, and I sat in awe as Sara descended from her near orgasm. She denied herself. “So close.” She said, observing the creamy mess on her fingers. A long, deliberate lick cleaned them all. “I think I’ll save my cum for later too.”