Chapter 12 - The Shift

The text came in just after lunch.

Marla: “Can’t make it tonight, Kat. Flight delayed. Chicago’s a mess. Raincheck. Make it worth the wait.”

Katherine stared at the message, lips pursed, phone resting against her wine glass. Her robe slipped slightly off her shoulder, forgotten.

All week, she’d been preparing Tommy, watching him, pushing him, shaping him. She told herself it wasn’t time. That Marla would be the real test. The final unlock.

But something shifted when she got that text.

It wasn’t just disappointment. It was relief.

Because now, with no one else watching, there were no more reasons to hold back.

She didn’t send a response. She didn’t warn Tommy.

She just poured another glass, turned on soft music, and waited, legs bare, robe untied beneath the waist. Letting the night write itself.

When the door creaked open and he stepped inside, she knew.

Tommy shut the door behind him, slow and deliberate. He didn’t wait for her to speak.

He stalked forward, eyes locked on her, barefoot, robe barely tied, wine glass in hand and walked with a heat in his body she hadn’t seen before.

“Door wasn’t locked,” he said, voice low, steady.

Katherine tilted her head, smirking. “And here I was thinking I’d still need to train you.”

Tommy stepped into her space.

Her smirk faltered. Just a beat.

He took the glass from her fingers and set it down — gently, deliberately — without breaking eye contact.

“Tonight’s not for training,” he said. “You said I was yours.”

Katherine raised one brow. “Is that right?”

Tommy leaned in, his breath warm against her ear.

“I’m gonna prove it.”

The kiss came hard. Hungry.

His hands found her hips and lifted her onto the kitchen island without a word. Her robe fell open just enough to reveal the smooth inner curve of her thigh, the soft weight of her breast. His mouth claimed hers deep, wet, sure. She didn’t resist.

“Ohhh,” she exhaled against his lips. “So the boy has teeth now…”

“I’m not your boy,” he whispered. “Not tonight.”

He dropped to his knees. Pressed her thighs apart. His face hovered over her pussy — already glistening, hot, needy. His breath hit her like heat from a flame.

“Tommy,” she breathed.

But his tongue was already there — devouring.

She gasped.

“Ohh… fuck…”

He was slower now. More deliberate. Licking her like he was savoring every sound she made, every twitch of her hips, every breath that caught. His hands gripped the undersides of her thighs, spreading her wider, anchoring her open.

Katherine bucked.

“God, you’ve learned,” she whimpered. “Fucking—right there—don’t stop, baby—”

He didn’t.

He licked her with purpose. Let her ride his face, grind her soaked pussy against his mouth, moan until her voice cracked and her legs locked tight around his head.

Her first orgasm ripped through her — sudden, loud, shaking.

“Oh my god…!”

But he didn’t stop.

Her second came faster. Messier. Her whole body trembling as she squirted softly onto his chin, gasping, clawing at the counter.

“Tommy—Jesus—baby, wait—”

“I’m not done with you,” he said, standing.

He didn’t give her time to recover.

Tommy lifted her off the counter, spun her around, and bent her forward again — chest flat to the cool granite, ass arched, pussy glistening and exposed.

She gasped, one hand gripping the edge for balance.

It hit her then — hard and clear.

There was no more holding back. No more teasing.

Her pussy wasn’t off-limits anymore.

Not after the way he touched her. Not after the way he owned her mouth with his tongue.

It was happening. He was going to fuck her.

And she wanted it. She needed it.

Her legs trembled — not from fear, but from the kind of anticipation that steals breath.

She felt the thick heat of his cock slide between her slick folds… rub against her opening… and she whimpered, arching back toward him.

“Tommy…” she gasped.

He gripped her hips tight — and then pushed in, slow, deep, claiming every inch.

Her head fell forward.

“Oh my fuuuck—” she cried, voice cracking as he filled her.

The stretch was real. The depth was unreal.

The wait was over — and it was worth it.

She was finally getting fucked by the boy she trained — no, by the man she had helped create — and his cock was wrecking her just like she fantasized.

“God—yes!” she moaned. “You’re inside me… finally inside me…”

He slammed again, harder. The sound echoed. Her breasts bounced against the stone.

Tommy leaned in, his voice a growl:

“You’ve teased me for weeks. Now I’m taking what’s mine.”

Katherine just whimpered.

And took every inch.

The room spun.

Her robe was gone. Her body bare. Her thighs slick with spit, sweat, and the syrupy flood of her own arousal.

Tommy stood at the edge of the bed — broad-shouldered, flushed, cock glistening from her mouth and pussy. The way he looked at her now… it wasn’t awe.

It was ownership.

“You think I didn’t notice?” he said, voice low, cock twitching in his grip as he stroked it. “The way you talk to Ava. The way you look at me when you think I’m not watching…”

Katherine’s chest rose and fell, lips parted, body trembling.

“I knew,” he said. “I knew you wanted this cock.”

She swallowed, legs spreading slightly, instinctively.

“I know you need it.”

He climbed over her, knee between her thighs, one hand under her ass, lifting her just enough — and slid in. Thick. Deep. Slowly. Until their hips met and she gasped like she’d been stabbed with pleasure.

“Ohhhh—fuck, yes—yes—deeper, baby—stretch me—fuck me open—”

Tommy grunted, pulling her thighs high, pushing harder, faster. The slap of his hips echoed off the walls. His hands caught her wrists, pinning them above her head, and his mouth devoured her breasts — licking, sucking, biting down just enough to make her cry out.

“You’re not the same boy,” she gasped, eyes wide, body jerking under him.

“I’m not,” he growled, voice thick with lust. “And you’re gonna feel that.”

He drove into her, full force — hips rolling, deep strokes punching moans out of her mouth. Her body tightened, locked, then snapped.

Katherine arched violently, eyes rolling back.

“I’m cumming!” she screamed, pussy spasming around his cock. Her orgasm hit hard — a brutal, wet explosion that sprayed up her belly and across Tommy’s chest, soaking his skin in a messy burst that made him grunt.

She gasped when she saw it — the glisten on his abs, the smug grin on his face.

“You just squirted all over me,” he growled, voice dark with pride.

Her whole body trembled, eyes glassy. “Oh my god… do it again… make me do it again…”

But Tommy didn’t stop.

He fucked her through it, watching her twitch and gush and writhe beneath him.

“So fucking wet for me,” he groaned. “You gonna do it again?”

She whimpered.

“Use your words,” he demanded.

“Y-yes! God—yes—make me squirt again—don’t stop—wreck me—fuck!!”

He pulled out suddenly — her pussy clenching at the loss — and flipped her over like she weighed nothing.

“Knees. Up. Now.”

Katherine obeyed, trembling, crawling forward, arching her back like a slut in heat.

He grabbed her hips, dragged her to the edge, and pounded back into her — from behind, deeper than before. His balls slapped against her soaked clit, her body jerking forward with every thrust.

“Take it,” he growled. “This is what you wanted. What that tight little body’s been begging for.”

She sobbed through it. “Oh fuck—fuck—yes—pound me—stretch this pussy—fuck me stupid—”

Tommy reached for the lube she’d left near the headboard. She felt his finger — slick and insistent — press against her tight, twitching asshole, just circling.

Her whole body froze, then shivered.

“Oh god… baby…”

One fingertip pushed inside — gentle but firm — just enough to make her gasp.

“Just a taste,” he murmured, pounding her harder.

She whimpered, voice ragged. “You’re filthy… and I love it…”

He leaned close, mouth hot at her ear, finger teasing deeper.

“This hole’s gonna be mine too. Just like that pussy.”

Her voice cracked — she was drooling into the sheets, body shuddering.

“Yours… anything you want… just don’t stop—”

Tommy’s rhythm turned savage. Her whole body jolted forward with every thrust, his finger still stretching her, his cock pounding her open until she felt like she might break.

She sobbed, blissed out, wrecked.

“You earned this,” she gasped. “I’m proud of you… you earned the right…”

Her voice trembled. “Finish in my mouth. I want it.”

Those words pushed him over.

He pulled out, flipping her onto her back in one practiced motion. Her chest rose and fell, lips parted, eyes wild.

Tommy knelt over her, stroking himself — slow and hard — just inches from her flushed face.

Katherine opened her mouth wide, tongue out, eyes locked on his.

“Give it to me,” she whispered. “Let me taste everything you just claimed.”

With a growl, Tommy came — thick spurts landing across her tongue, lips, and chin. She moaned as it hit, messy and hot, swallowing what she could and smearing the rest across her cheek with the back of her hand.

He leaned down. Kissed her forehead.

Katherine stared up at him, glowing.

“That,” she whispered, breathless, “was overdue.”

Tommy smirked, brushing a hand through her hair.

“It was only the beginning.”

Chapter 13 -- The Edge of Obsession

The morning sun cast a warm glow across Katherine’s bedroom, slipping past sheer curtains and settling gently on skin still humming from the night before. She lay on her side, one leg bent, the sheet pulled lazily over her hips. Her chest rose and fell in slow rhythm — but her mind was nowhere near calm.

She had squirted. For the first time in her life.

She thought about it now — how Tommy’s mouth, his hands, his confidence had awakened something in her. She had mentored him, teased him, tempted him… but now? Now she was feeling things she hadn’t in years. Powerless things. Dangerous things.

Katherine blinked up at the ceiling, a smirk pulling at the corner of her lips. “That boy is becoming something else.”

Tommy’s morning started slow, but different. He moved through the house like a man who knew exactly what he was doing — from the way he ran his hand through his messy hair to the slight bounce in his step as he pulled on a clean white tee and dark grey shorts.

He grabbed his keys and headed out for errands. Grocery store, protein shakes, a trim at the barbershop. And everywhere he went — eyes followed him. He noticed it now. Women noticing him. Some smiled. One even double-taked.

Confidence wasn’t something he had to reach for anymore. It was on him — like a scent, a posture, a pull.

And then...

“Tommy?”

He turned.

She was standing near the fruit aisle, a basket in hand, and something in her eyes that hadn’t been there before.

“Jess,” he said, calm and smooth.

Jess looked stunning. Even more than he remembered. Her hair was lighter now — wavy and soft. A short white crop top clung to her small waist, and tight denim shorts hugged her round, perky ass like they were made for her. She had that confident walk — but in this moment, it faltered.

“You look... really good,” she said, eyes scanning him. “You’ve changed.”

Tommy picked up a bottle of water, glanced at her with a lazy smile. “You too. Been working out?”

She laughed lightly, tucking hair behind her ear. “A little. I’m just in town for the weekend. My cousin’s birthday.”

“Well,” he said, dropping the water into his basket, “enjoy the visit.”

Jess bit her lip. “You, uh… got plans tomorrow?”

Tommy paused, lifted a brow. “Why?”

“No reason. Just figured maybe we could hang. Catch up.”

He gave her a slow grin. “Maybe.”

That night, Tommy’s phone lit up.

Jess: Hey... I meant what I said. Wanna hang tomorrow?

He chuckled, then opened a message thread with Katherine.

Tommy: Ran into Jess today.

Katherine: Oh?

Tommy: She’s back in town. Just for a few days.

Katherine: And?

Tommy: She asked to hang out. Texted me just now.

Katherine: Well well. Little miss heartbreaker wants another taste.

Tommy: I’ve got her attention now. She couldn’t stop staring.

Katherine: She sees what I’ve been molding. Let her see more.

Tommy: She’s hot. Always was. But now… I think she wants something else.

Katherine: Show her. Make her feel everything she missed.

Tommy tossed his phone onto the bed and leaned back in his chair, arms behind his head, thinking.

Back then, he would’ve stumbled. Pleaded. Chased. But now? Now he was in control. Jess didn’t know it yet but he was going to leave a mark she’d never shake.

And Katherine? She wanted it that way.

Tommy found himself out in Katherine’s backyard, gloved hands buried deep in mulch as he helped her tend the garden. The sun was high and unrelenting, glistening off his skin with every shovel, every tug of stubborn weeds. Sweat dripped from his brow, soaking through his fitted white tank top, clinging to his chest and back. His arms flexed with every movement, his body a display of youthful strength.

Katherine watched from the shade, a tall glass of iced tea in her hand. She wore a wide-brimmed straw hat, sunglasses, and a flowy sundress that teased her thighs when the wind picked up. But her gaze never left him.

“Damn, you’re sexy when you sweat like that,” she said, stepping into the sunlight with the glass.

Tommy looked up, grinning as he wiped his forehead with the back of his hand. “You trying to distract me while I’m working?”

“Maybe,” she said with a playful shrug, handing him the tea. “You’re just making it hard to focus on anything else.”

Tommy chuckled, taking a sip. That’s when his phone buzzed again — and again. He pulled it from his pocket, thumbed over the notifications. Jess.

Jess: Hey, want to hang today?

Tommy: Busy right now. Maybe later.

Jess: I hope so. Can’t believe I ran into you yesterday. Damn, you’ve changed.

Tommy waited a beat before replying.

Tommy: People grow.

Jess: You didn’t just grow, you glowed up.

Tommy smirked to himself, then replied:

Tommy: You’re looking great yourself.

Katherine tilted her head, watching his smile stretch wider with every ping. “Jess?”

Tommy nodded. “She wants to hang.”

Katherine’s grin spread. “You should. Show her what she gave up. Let her regret it a little.”

Tommy raised an eyebrow. “You sure?”

She leaned closer, whispering, “Man, I’d love to be a fly on the wall when you do.”

He laughed, then leaned in too. “There’s a closet in the spare bedroom at my house. Big one. With a good view.”

Katherine’s smile turned into a slow, mischievous smirk. “Oh really now?”

“I could return the favor.”

She sipped her iced tea, her eyes never leaving his. “I like this version of you, Tommy.”

That evening, Jess arrived just after eight. The street lamps were on, casting amber light across the sidewalk as she stepped from her car. The click of her heels on the pavement was deliberate. Confident.

She was breathtaking.

Tight, high-waisted skinny jeans hugged her toned legs and perfectly round ass. A cropped, off-the-shoulder white top revealed smooth belly skin and just enough cleavage to tease. Her curly hair spilled in waves over her shoulders, glossy and full. Her lips were painted a soft pink, eyes lined just enough to make them dangerous. And she smelled… intoxicating.

Tommy opened the door, casually leaning against the frame in a clean black tee and joggers. He looked every bit the man she hadn’t expected him to become.

“Hey stranger,” she said, stepping in with a smile.

“Hey yourself. You always dress like that to visit old friends?”

She laughed, the sound soft and knowing. “Only the special ones.”

He closed the door behind her, a quiet click that somehow felt louder than it should have. For a beat, they just stood there in the hallway, the air thick with something unspoken. He nodded once toward the stairs.

“Come on.”

She followed him up the stairs, the hush of her heels on the worn steps, her eyes tracing the line of his shoulders under that thin black cotton. He didn’t look back, but he didn’t have to. She knew he felt her watching.

Upstairs, the spare bedroom felt too small all of a sudden — warm, quiet, the lamp throwing soft shadows on the walls. Tommy leaned back against the headboard, one knee bent, the other stretched out. He looked steady, solid — like he owned the space without needing to say a word.

Jess perched at the edge of the bed, turned just enough that her knee brushed his thigh when she shifted. She glanced around, a half-smile tugging at her lips. “Funny… we never did this before.”

Tommy lifted an eyebrow, amused. “What? An actual bed?”

She laughed under her breath. “Yeah. We spent more time fogging up your backseat than anywhere else. Just kissing. Making out until we couldn’t breathe.”

A low chuckle rumbled out of him. “Worked for me.”

Her cheeks flushed, but she didn’t look away. “You’ve changed,” she murmured, her eyes dipping to his chest, then lower — catching the thick shape pressing against the soft fabric of his joggers. He didn’t adjust. Didn’t fidget. Just let her see it.

“Lot can happen in a few months,” he said, voice calm, warm.

Her knee pressed closer, grazing his thigh. “You look… good,” she breathed. “Better than good. It’s driving me crazy.”

Tommy just sat there, the corner of his mouth curving into a small, knowing smile. He didn’t move an inch.

Jess’s fingers found his knee, tracing up his thigh, slow, testing. Her breath caught when she felt the heavy ridge beneath the cotton. She flicked her eyes up at him, voice trembling. “You gonna stop me?”

His hand closed over hers — gentle, but unshakable. He guided her palm up, laid it flat on his chest instead. “No rush,” he murmured, the warmth in his tone curling around the low promise underneath. “You’ll get it. My way.”

Jess’s thighs squeezed together. She leaned in, eyes locked on his mouth — then kissed him, slow at first, tasting him, her fingers curling into his shirt. He didn’t rush her. He just tilted his head, deepened it when she gasped, tongue sliding against hers, swallowing the soft, helpless sound she made.

Katherine, in the dark slit of the closet, felt her breath stutter — her fingers pressing to her lips. She could feel it — the flip. Tommy wasn’t that boy anymore. He didn’t chase. He didn’t beg. He let her come to him — and she was falling, fast.

Jess’s breath was shaky when she pulled back, lips pink and wet. Her hand dragged up under his tank, fingers grazing his warm skin. He tugged her top up and off in one smooth pull, tossed it to the side without looking.

Her tits bounced free, nipples already tight. Tommy just stared for a beat — then leaned in, mouth closing around one, tongue flicking, teeth grazing just enough to make her breath hitch. He sucked until her back arched, then bit down lightly, pulling a whimper from her lips.

When he pulled back, his voice was rough silk. “Lie back.”

She obeyed — hips shifting as he nudged her further onto the bed, her hair spilling across the pillow. He settled between her thighs, palms dragging her jeans down slow. She lifted her hips for him, eyes wide, pupils blown.

By the time he spread her open, Jess was dripping — soft pink, flushed, needy. He didn’t say a word. He just dipped his head, tongue dragging up her slit in one slow, devastating stroke that made her whole body tense.

“Fuck—Tommy—” Her fingers clutched at the sheets. She felt his mouth curve into a tiny smile against her pussy.

His tongue circled her clit, slow, then flicked, sucked — his hands gripping her thighs, keeping them wide when they threatened to close around his head.

“Keep them open,” he murmured, the words a warm growl against her swollen heat.

She tried — she really did — but when he slid two fingers inside her, deep and curling just right, her hips bucked off the bed. He didn’t stop. He licked her through every whimper, every shaky gasp, until her thighs trembled and her breath broke into pieces.

When her orgasm hit, it ripped through her — her back arched, her pussy clenching around his fingers, soaking his mouth and chin. He didn’t pull away. He licked every drop, slow and unhurried, like she was his favorite secret.

Tommy came up from between Jess’s thighs, mouth glistening, eyes dark with the taste of her. He hovered just long enough to let her catch her breath — the soft brush of his thumb against her clit making her jerk with aftershocks.

“That’s just the warm-up,” he murmured — voice low, steady, the promise in it making her pulse race.

He grabbed her hips, dragged her to the edge of the bed. Her legs fell open, trembling, glistening. Tommy just lined himself up — the thick head of his cock nudging her slick entrance — and pushed in slow.

Jess’s gasp tore through the room. Her eyes flew open, back arching as he forced her to take every inch.

“Oh—fuck—Tommy—” she moaned, her voice high, breathless. The stretch burned in the best way — every inch of her felt raw, filled.

In the closet, Katherine bit her lip so hard it nearly bruised. Her hand slipped under her skirt, fingers sliding through her own wetness. God, look at him, she thought, her pulse pounding. Look at her. Look what he’s become.

Tommy rocked his hips slow at first — deep, deliberate strokes that made Jess clutch the sheets, her knuckles white, her teeth sinking into her lower lip.

“Fuck… yes… yes…” she breathed, eyes squeezed shut. The sound of her wet pussy clung to every thrust — messy, obscene.

Tommy gripped her thighs wider, his pace quickening — the slap of skin on skin echoing through the small room.

Jess’s moans turned shameless. “Oh fuck — Tommy — oh god — yes — fuck me—”

He pounded her harder, the force jolting her body back on the bed. Her tits bounced with every thrust. Katherine’s breath hitched in the closet — her fingers working faster, her other hand bracing her against the slatted door.

Tommy felt her tighten, felt the tremor ripple through her thighs. He pulled out — only to flip her over like she weighed nothing, hauling her up onto his lap as he sat back on the edge of the bed.

Jess straddled him, already whimpering as she sank down on his cock again — her pussy swallowing him deep, wetter than before.

“Ohhh my god — Tommy — I love this dick — fuck—” she gasped, her voice cracking as she bounced on him, thighs flexing. He held her hips tight, guiding her up, then dragging her back down hard enough to make her cry out.

“Faster,” he murmured, his voice dark but calm. “Show me.”

Jess rode him harder — wet sounds filling the room as her pussy clung to him, each slap of her ass echoing. Sweat dripped down her spine. Her hands braced on his chest, her nails scraping lightly as she moaned louder.

In the closet, Katherine’s fingers plunged deep inside her own pussy, her eyes locked on the sight. Jess’s tits bouncing, that wild, hungry look on her face. Is that what I look like? she wondered — her own hips rocking into her palm. God, it’s so fucking hot.

Tommy shifted under Jess — then stood, lifting her like she weighed nothing. She squealed, legs wrapped tight around his waist. He moved her to the headboard, turned her around, bent her forward — her palms braced on the wood, her ass high.

He nudged his cock back in, no warning — burying himself deep.

Jess screamed — raw, desperate — her voice breaking as he slammed into her. The bed frame creaked under the force, the sound of him pounding her echoing off the walls.

“Oh fuck — Tommy — oh my god — you’re fucking me so hard — fuck — fuck — ohhhh fuck—!”

He grabbed her hair, twisting it around his fist, pulling her head back as he drove deeper, faster. Each slap of his hips made her body jolt, her thighs shaking.

“Yeah… take it…” His voice was a rough growl, but so steady — no rush, just relentless.

Katherine bit down on her own moan as she came, her fingers still working as she watched Jess’s body unravel. Her eyes fluttered half-shut, pleasure blooming warm in her belly as Tommy’s pace turned savage.

Jess’s voice pitched higher, nearly crying out, “Fuck — fuck — yes — yes — oh fuck — I’m— I’m—”

Before she could even say it, her body gave out — her pussy clenching hard, a hot gush of liquid squirting out around his cock. She shrieked as the orgasm ripped through her, her legs trembling so violently she stumbled forward, crashing into the nightstand. The lamp toppled to the floor with a dull thud.

Tommy caught her, didn’t let her fall — dragged her back onto the bed, flipped her onto her back, and pushed back inside her soaking pussy. She was still squirting, shaking, gasping as he fucked her through every aftershock.

“Tommy—oh god—please—fuck—fuck—” she babbled, words breaking into raw sounds.

He drove into her one last time — hips slamming deep, cock pulsing thick inside her — and emptied himself, hot ropes spilling so deep she swore she could feel it in her stomach. He stayed there, grinding into her, milking every last drop, her pussy fluttering helplessly around him.

When he finally pulled out, his cock slipped free with a wet, obscene sound that made her body twitch. She whimpered, still sensitive, still raw. He collapsed beside her, one arm slung lazily across her waist, his body heavy and warm and undeniably there.

And Jess… couldn’t speak. Not at first.

She stared ahead, eyes unfocused, lips parted, her body barely under her control. It was like she’d been electrocuted and blissfully wrecked all at once. Her pussy still fluttered with aftershocks, and the smell of sex hung thick in the air—hot, musky, feral.

“Holy fuck…” she finally breathed, her voice hoarse, barely a whisper. She turned her head slowly toward him, eyes wide in stunned disbelief. “Tommy…”

He didn’t say anything—just looked back at her, chest rising and falling, his gaze still dark and hungry even through the haze of orgasm.

Jess blinked, then let out a breathless laugh, shaking her head slightly. “What the hell was that?” she asked, a dazed smile tugging at her lips. “You… you just destroyed me.”

Tommy smirked, brushing a hand lazily down her chest. “You said you wanted to feel it.”

“I felt it,” she whispered. “I still feel it. Everywhere.”

She rolled onto her back slowly, carefully, her body aching in the most delicious ways. Her fingers found his chest again, tracing lazy circles over the slick skin, needing to touch him, to anchor herself to something solid.

“Fuck,” she murmured again, eyes roaming over his face, his jaw, his mouth. “Why the hell did I ever let you go?”

He just raised an eyebrow, silent.

Jess exhaled sharply, her expression softening. “You’re… not the same. I don’t know who this man is—but I want him. God, I want him. I want more.”

Her voice cracked with emotion, raw and honest. She bit her lip, her eyes searching his.

“You fucked me like no one else ever has. You didn’t just use my body, Tommy… you took control of it. You owned it. You knew exactly what I needed—even when I didn’t. And now…”

She looked away for a second, stunned by her own admission.

“Now I feel like I just woke up from some long-ass dream, and I’m lying next to the one guy I should’ve never let walk away.”

There was no teasing in her tone anymore. No playful edge. Just awe. Regret. And a desperate hunger that had shifted from purely physical to something deeper.

She leaned in, pressing a soft, reverent kiss to his chest.

“You’re not a boy anymore,” she whispered. “You’re a fucking god.”

And in the closet, Katherine’s hand froze between her thighs, her lips parted in a breathless, fascinated smile.

Because this — this was exactly what she’d been waiting for.

The first to fall.

Jess was his now.

Chapter 14 - Ruined

The next morning, Tommy woke up to the soft buzz of his phone. The screen lit up with a message from Katherine.

Katherine: Watching you last night was unreal. You’ve come so far, Tommy. Proud doesn’t even begin to cover it. Watching Jess fall apart under you like that… God. You’ve learned so much.

From me.

He smirked. There was no question anymore who was guiding this evolution. Katherine had laid the foundation, and now he was building on it — fast. And Jess? She had no idea what she’d unleashed.

A few minutes later, another message popped up.

Jess: Hey… just checking if you need anything? Groceries, food, drinks… whatever you want. I can swing by later. :) I mean, after last night… the least I can do is take care of you.

Tommy grinned wide. Her tone had changed completely — no longer flirty, no longer trying to control the dynamic. She sounded… submissive. Sweet. Soft. Wrapped around his finger like she didn’t even realize it.

He didn’t hesitate.

Tommy: Yea, whatever you think is good food-wise. But I’d just love my dick sucked, for sure.

The typing bubble paused, disappeared, came back.

Jess: ...Bold much?

But also... fuck. Okay. I’ll be there soon.

He tossed his phone aside and leaned back, arms behind his head, the grin never leaving his face. He already knew what kind of afternoon it was about to be.

An hour later, Jess let herself into his place.

She stepped into his room without knocking, already biting her lip. She was dressed casual, but her eyes were burning. Her cheeks flushed. There was a different energy to her — less teasing, more hunger. Obedience laced with wild desire.

“You weren’t kidding,” she said, shutting the door behind her. “No hello. No warmup. Just straight to it.”

Tommy shrugged, sitting back on the edge of his bed, spreading his legs wide. “You offered.”

Jess’s eyes dropped to the thick bulge in his shorts. She exhaled hard.

“Well then,” she said, licking her lips. “Let me suck that big thing.”

She dropped to her knees in front of him without waiting. Pulled his shorts down in one smooth tug. His cock sprang free—thick, heavy, already half-hard.

Her mouth dropped open. “God damn.”

Tommy smiled lazily, watching her reaction. “What’s the matter? Too much for you?”

Jess grinned up at him, her eyes wide with dirty awe. “It might stretch my throat out. But I’m gonna love every second of it.”

She leaned in and licked the underside of his shaft, slow and wet, from base to tip. Then she wrapped her lips around the head and sank down, inch by inch, her spit already coating him.

Tommy let out a low groan. “Fuck, Jess… look at you.”

She began bobbing her head, slow at first, her hand stroking what her mouth couldn’t fit. Saliva dripped from her lips, down his shaft, slicking his balls. The sound—wet, sloppy, hungry—filled the room.

“Oh fuck, you like that, huh?” she said, pulling off briefly, her voice raspy. She spit on the head, smeared it with her palm, then swallowed him again. “This dick’s too good. It’s fucking addictive.”

Tommy growled, fingers tightening in her hair. “Mmm. I see you’ve been practicing.”

She giggled around his cock, then pulled off to speak, hand still stroking him. “Well… college gave me a little experience.”

“Oh yeah?” Tommy raised an eyebrow. “Been busy while I was gone?”

Jess shrugged with a sly grin. “I mean… one guy I practiced on. But not like this.” She kissed the tip, then licked it slowly. “He was smaller. This is… different. This is bigger. Thicker.”

Tommy moaned deep, watching her sink her mouth back down his shaft.

After a few messy strokes, she came up for air again.

“Only one guy I fucked,” she said between strokes, her voice casual and filthy. “And just two others who ate me out.” She gave a slow, nasty suck, her eyes locking with his.

Tommy’s hips lifted slightly. “Mmm. That it?”

She smirked, wiping spit from her chin with the back of her hand. “Oh… and one guy opened up my ass a little.”

His eyes darkened.

“He had a tiny dick though,” she added with a wink. “So… didn’t really count.”

She immediately swallowed him again, bobbing faster now, slurping, gagging, spitting, her hand twisting in rhythm, the wet gawk-gawk sounds echoing through the room.

Tommy let out a feral groan. “Jess—fuck—you’re filthy. I love this side of you.”

She pulled back, strings of spit connecting her lips to his cock. Her voice dropped to a whisper. “I didn’t even know this side existed until you brought it out.”

Then she went back down like she needed it, like his cock was her addiction. Tommy leaned back, letting her work, groaning low, the tension building fast.

Jess’s lips slid down Tommy’s cock, wet and greedy, her cheeks hollowing with every suck. Her hand worked what her mouth couldn’t take, wrist twisting, spit slick between her fingers and his shaft. The rhythm was steady—messy, obscene, filled with sloppy gawk-gawk sounds that echoed off the bedroom walls.

Tommy looked down at her, breath thick. “You said you only fucked one guy in college,” he muttered, his voice low and dangerous. “Tell me how it went down.”

Jess pulled off, gasping, then smiled wickedly. “He was a senior. I was bored. Came back from a party a little tipsy… he was already in my bed.”

She stroked him slow, teasing him with just her fist and her breath. “I let him fuck me from behind while I was still half-dressed. Face down, ass up, panties at my knees. Didn’t last long… maybe five minutes. And he kept moaning about how tight I was.”

She kissed the head of his cock, licked a slow circle around it. “He wasn’t anything like you though. Didn’t stretch me. Didn’t own me. I just laid there.”

Tommy groaned, hips twitching slightly. “What about the guys who ate you out? Start with the first one.”

Jess giggled, giving a few slow pumps of his cock. “That was at a party too. Drunk. Upstairs in someone’s bedroom. We were making out and he went down on me right there on the floor.”

She leaned in, tongue teasing his slit. “Didn’t even finger me. Just kept licking, trying too hard. I faked the orgasm.”

Tommy chuckled, eyes narrowing with heat. “The second?”

“That one was better,” she admitted. “We were in his car. Backseat. He made me lay across it with my legs up… tongue was decent. Got me close, but I wanted a real cock in me.”

She gave his shaft a long, wet stroke, then sucked the tip deep into her throat, gagging lightly, letting spit drip from her chin. She looked up at him, eyes glinting. “You wanna hear about the guy who opened up my ass?”

Tommy let out a rough exhale. “You better fucking tell me while you suck this dick.”

Jess dove back down, lips wrapped tight, head bobbing twice before she pulled back with a wet pop. Her voice was breathy and full of sin. “We were messing around… I told him I wanted to try it. Just to feel what it was like. He was nervous. I had to guide him.”

She smirked, licking the underside of Tommy’s cock. “Bent over the couch. He spit on my ass, fingered me a little, then pushed that tiny thing in. It slid in easy. Kinda hot, but he didn’t do much with it.”

Tommy groaned, one hand gripping the back of her head, guiding her back to his cock. “You wanted it,” he growled. “You chose to give your ass away.”

She moaned as she swallowed him again, bobbing harder, messier, her throat gurgling around his thick shaft.

When she pulled off again, her face was flushed, spit running down her neck. “You’re still the first man who ever earned my mouth like this,” she said, eyes glowing. “The others? I just let them.”

He leaned back slightly, stroking her cheek with the back of his fingers. “What else, Jess?” he murmured. “Tell me something filthy. Tell me something no one else knows.”

She hesitated, cheeks heating, but then her smile turned devilish. “I ate pussy once.”

Tommy raised a brow. “No shit?”

“My roommate. Sophomore year. We were drinking. Got dared during some stupid game…” She started sucking him again, slow and intense, then pulled off mid-stroke. “I ate her on the couch while her boyfriend watched.”

“Fuck.” Tommy’s voice was tight now, hips flexing slightly. “And?”

“She sat on my face. Rode my mouth.” Jess licked from base to tip. “I didn’t think I’d like it, but she tasted good. She came so loud the guy almost came in his pants watching.”

Tommy grabbed her jaw gently, made her look up at him as she stroked his cock. “You’re full of filthy little secrets, aren’t you?”

She smiled sweetly, then opened her mouth wide and deepthroated him, burying her nose against his pelvis. Her throat worked around his cock like it belonged there, the sound raw and beautiful.

Tommy groaned. “That’s it, Jess. Get that fucking throat ruined. God damn…”

She came up for air, voice hoarse and dripping with lust. “I want you to cum down my throat, Tommy. I want to feel it shoot. I want to fucking swallow you.”

"Not yet" said tommy.

Jess had Tommy’s cock soaked in spit, stroking and sucking with hungry rhythm, her mouth and hand working in perfect sync. Her eyes were wild with lust, her body flushed, and every few seconds she’d pause to confess, her dirtiest memories spilling out between deep-throated slurps.

Tommy’s voice came thick with control. “You’ve been holding back. Give me the one you really loved. The one you weren’t gonna tell.”

Jess paused, breathing hard, her lips wet and parted just above the head of his cock. She hesitated—but just for a second.

“There… was one more,” she whispered, cheeks burning, voice ragged. “Wasn’t a guy though.”

Tommy raised a brow, eyes narrowing. “Oh yeah?”

Jess’s lips brushed his shaft as she spoke. “She was older. Like mid-twenties. My friend’s cousin. Stayed with us for a week one summer. She was flirty… in this slow, confident, dangerous way. I kept catching her looking at me when I walked around in just a T-shirt and panties.”

She stroked him as she talked, her pace picking up again. “One night, we were up late drinking. Everyone else went to bed. I was tipsy. She came into my room, shut the door, sat on my bed and said, ‘I’ve been thinking about how sweet you’d taste.’”

Tommy groaned, his hips twitching.

“She didn’t even wait for me to say yes. Just pushed me back, pulled my panties off, and went down on me like she’d been starving for days.”

Jess swallowed him halfway again, humming as she sucked, then came off with a wet pop.

“Her tongue was so slow. So deep. She fingered me with one hand and held my hips down with the other while I came all over her face. I screamed into my pillow.”

She licked from base to tip, then flicked her tongue against his slit.

“After that, she stripped naked, sat on my face and rode my mouth. Told me exactly how to lick, how to use my fingers. She made me eat her until her legs were shaking. I didn’t even know I liked girls until her.”

She grinned up at him. “But I loved her. That night… I felt owned. Soft and rough all at once.”

Then she swallowed him again — slow, deep, her throat wrapped tight around his cock, tongue dragging along the underside. Her eyes watered, her nose pressed to his skin. She didn’t stop. She kept sucking, harder now, slurping, moaning like it was her getting fucked.

Tommy let out a brutal groan, his hand gripping the back of her head. “Jess! Fuck, you’re gonna make me—”

She moaned around him, messy and loud, spit running down her chin. Her hand pumped faster, her throat working like a vice.

He came with a growl, cock jerking in her mouth, hot cum spilling straight down her throat. Jess swallowed everything, sucking him through the orgasm, milking him gently until he slumped back.

She pulled off slowly, licking her lips with a filthy little smile, face flushed, lips swollen.

“I’ve had girls,” she whispered, her voice sultry and soft. “But I’ve never had a man like you.”

Tommy leaned back, staring down at her, breathless and wrecked. Jess sat on her heels like a good girl, panting, glowing.