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Chapter 5 - Chapter 5: Breaking the Virgin Boss

Chapter 5: Breaking the Virgin Boss

Ethan woke up in Mia's bed the next morning with her massive, milk-swollen K-cup tits pressed against his chest. Warm breast milk had leaked all over both of them during the night. Mia was already awake, gently stroking his thick 9-inch morning wood with her soft hand, her eyes full of pure devotion.

"Good morning, Daddy," she whispered, voice husky. "My pussy and ass are still sore from how hard you bred me last night… but I'm wet again just thinking about helping you claim Lila."

Ethan grinned and pulled her on top of him. He slid inside her creamy, cum-filled cunt in one smooth thrust and started lazily fucking her while she rode him.

"Tell me about your boss," he ordered, reaching up to squeeze her leaking tits. Fresh streams of sweet milk sprayed onto his chest with every bounce.

Mia moaned, grinding her hips. "Lila is 27… still a virgin. Very strict, professional, always in tight business suits. She has this ice-queen vibe but I've seen her staring at young guys when she thinks no one's looking. Her body is insane — tall, long legs, C-cup tits that look bigger because she's so slim, perfect heart-shaped ass. She's been single forever because she's too proud to date. I think she's extremely frustrated."

Ethan slammed up harder, making Mia's milk spray wildly. "Good. Tonight after closing, you're going to help me break her. I want her virgin pussy stretched around my cock while you hold her down and feed me your tits."

Mia came hard just from his words, her walls milking him as she squirted.

[Ding! Target orgasmed. +$5,000]

He flipped her over and flooded her womb with another thick creampie before heading to work.

Current Balance: $212,000

The day at the café dragged, but Ethan kept himself busy "helping" customers — especially the hot young moms. Every lingering touch from his Arousal Touch skill left them flushed and squirming. Mia kept stealing glances at him, biting her lip, her blouse already showing fresh milk stains.

Lila, the 27-year-old branch manager, noticed something was different. She was tall (5'8"), with sharp, beautiful features — high cheekbones, full lips, and piercing green eyes. Her body was athletic yet curvy: long toned legs, a slim waist, and a firm, round ass that her tight pencil skirt hugged perfectly. Her C-cup breasts looked bigger on her slender frame, nipples occasionally visible when she got cold.

She kept eyeing Ethan suspiciously… but also with clear interest. The System had already begun its passive work.

At closing time, only the three of them remained. Mia had "accidentally" spilled milk on her own blouse earlier, making her look even more obscene.

"Lila, can you help me in the storage room?" Mia called sweetly. "The new stock is heavy."

Lila sighed and followed. Ethan slipped in right behind them and locked the door.

The moment the lock clicked, Mia changed completely. She grabbed Lila from behind, pinning her arms.

"What the— Mia?! What are you doing?!" Lila gasped, struggling.

Ethan stepped forward, already pulling out his massive, throbbing 9-inch cock. It looked obscene — thick, veiny, dripping precum.

Lila's eyes widened in shock and involuntary lust. "Oh my god… that's… that can't be real…"

Mia kissed Lila's neck from behind. "Shhh, boss. You've been so uptight. Ethan is going to fix that. He fixed me last night… fucked me so good I'm already addicted. Let him take your virginity. You'll thank us later."

Lila tried to protest, but Ethan cupped her face and kissed her deeply. At the same time, his hand slid under her skirt and brushed her panties.

[Arousal Touch activated. Target: Lila Voss. Sexual frustration level: EXTREMELY HIGH (27-year-old virgin with years of repression). Effect multiplying rapidly…]

Lila moaned into his mouth within seconds. Her body betrayed her instantly — her nipples hardened, her pussy flooded, and her thighs trembled.

"No… we can't… I'm your boss…" she whimpered, but her hips were already grinding against his fingers.

Ethan ripped her blouse open. Her perky C-cups spilled out — perfect pink nipples rock hard. He latched onto one and sucked hard while shoving two fingers into her soaked virgin cunt.

Lila cried out, legs buckling. "Ahhh! It feels too good… I've never… oh fuck!"

Mia helped strip her completely. Lila had a stunning body — smooth pale skin, shaved pussy with puffy lips already dripping, and that perfect ass.

Ethan pushed Lila onto a stack of soft play mats and spread her long legs wide.

"Look at this pretty virgin pussy," he growled, rubbing his fat cockhead up and down her slit. "Been waiting 27 years for a real man to ruin it."

Lila was panting, eyes glassy. "Please… be gentle… it's my first—"

He slammed in halfway.

"FUUUUCK!" Lila screamed, back arching violently. Tears of pain and pleasure ran down her cheeks. "It's too big! You're tearing me apart!"

Ethan didn't stop. He pushed deeper until he bottomed out against her cervix, claiming her virginity in one brutal thrust. Blood mixed with her juices as he started pounding her.

Mia held Lila's legs open, whispering filthy encouragement. "Take it, boss. Let him breed you. His cock is so much better than anything you imagined."

Ethan fucked her hard and deep, turning the proud virgin boss into a moaning mess within minutes. Her tight walls clenched around him like a vice.

"I'm cumming… I'm cumming already!" Lila screamed.

Her first orgasm hit like a freight train. Her pussy squirted around his cock as she thrashed.

[Ding! Target orgasmed. +$5,000][Virginity claimed bonus: +$15,000 (for breaking a proud 27-year-old virgin boss)]

Ethan kept railing her through it, slapping her clit lightly while Mia leaned down and sucked on Lila's nipples.

"Tell me you're my slut now," Ethan demanded, pounding harder.

"I'm your slut! Your virgin-turned-whore boss! Fuck me harder! Ruin me for any other man!"

He put her in a deep mating press, folding her long legs up to her shoulders, and bred her with savage strokes. The sound of his heavy balls slapping her ass echoed in the storage room.

When he finally came, he buried himself as deep as possible and unloaded.

Thick, powerful ropes of cum blasted directly into her unprotected womb. Lila's flat belly swelled slightly from the sheer volume.

[Ding! Creampie successful. +$4,000][Loyalty: Lila Voss — 0% → 82% and climbing fast]

Lila was sobbing with pleasure, kissing Ethan desperately. "I feel so full… so owned… I think I'm already falling for you…"

But Ethan wasn't satisfied yet.

He pulled out, his cock still hard and covered in her juices and blood, and made Mia clean it with her mouth while he fucked Lila again from behind.

For the next hour, he used both women.

He fucked Lila doggy style while she ate Mia's cum-filled pussy. He made Mia sit on Lila's face while he pounded the new boss in missionary, drinking Mia's leaking breast milk straight from the source.

He came inside Lila three more times — each creampie pushing her loyalty higher.

By the time the storage room smelled like sex, milk, and cum, Lila was completely broken.

[Loyalty: Lila Voss — 82% → 100% (Locked!)]

Lila crawled to Ethan on shaky legs and kissed his cock with pure worship.

"I'm yours now, Ethan. Completely. Use the café however you want. Hire more girls. Fuck any mom who comes in. I'll help you."

Mia smiled proudly, her own tits still leaking. "Told you he was addictive, boss."

Ethan checked his System.

New Balance: $261,000

He was getting dangerously close to buying his first real skill.

That night, he took both women back to his big empty mansion.

Rebecca and Sophia were waiting naked, already dripping with anticipation.

The four of them spent the entire night in a filthy orgy.

Ethan fucked all of them in rotation — breeding Mia's milky tits and cunt, pounding Lila's newly stretched pussy, making Rebecca and Sophia 69 each other while he took turns in their asses and mouths.

He made them all squirt. He drank milk from Mia while fucking Lila. He came inside every single one of them multiple times, turning the living room into a cum-soaked playground.

By morning, all four women were 100% loyal, cuddling against him like devoted pets, covered in his seed and kissing each other with cum-covered lips.

Ethan lay back, satisfied but hungry for more.

The neighborhood was ripe.

Next targets were already in his sights — the hot 25-year-old owner of the café, her 26-year-old widowed teacher sister, and their 48-year-old mother who still looked like fine wine with massive tits.

But first, he needed to buy a skill.

With $261,000, he was still far from the 8 million cheapest skill… but with four loyal women now earning money and helping him, the cash would flow faster.

He smiled darkly.

The Mommy Breeding System was working perfectly.

And the real harem conquest had only just begun.

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