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Chapter 5 - Chapter 5: Target Acquired – Vanessa

Chapter 5: Target Acquired – Vanessa

The next morning, Ryan's system greeted him with new updates.

[Daily Missions Refreshed]

[Main Mission: Make a Date with One Active Target – Reward: +1 Confidence, $1,500]

[Bonus Mission: Increase Intimacy Level with a New MILF – Reward: Touch Upgrade II]

[Side Quest: Gym Encounter – Vanessa Progression Pathway Unlocked]

[Hint: Timing is everything. She visits the gym between 10 AM – 11:30 AM.]

Ryan checked the clock. 9:52 AM. Perfect.

He suited up in a new athletic outfit—black compression shirt, navy joggers, and the same charming cologne. He even packed a water bottle and towel to keep up the disguise.

The gym was quiet when he arrived. A few regulars were there, but his eyes locked onto the familiar figure of Vanessa stretching by the mirrors. Tight pink leggings, loose tank top, high ponytail. Stunning.

[Target Detected: Vanessa – Gym Trainer – MILF Status: Confirmed – Flirt Level 1, Trust Level 0.5]

Ryan took a mat beside her again, pretending to stretch casually.

She glanced over. "Well, if it isn't the newbie. Back for more?"

He smiled. "Couldn't stop thinking about your technique."

She laughed, a little louder this time. "Flatterer."

[Flirt Registered – Level 2 Achieved]

They stretched side-by-side, and Ryan matched her tempo. She corrected his posture once, placing her hands on his back. He let the contact linger.

[Touch Registered – Progress: 20%]

After a set of planks and lunges, she stood and offered, "Want to try something more fun? Partner squats?"

"I'm game if you are."

Vanessa stood behind him for support. Her hands found his waist as she guided him through the motion. Their bodies were close, and heat built between them.

[Touch Level Increased – Progress: 45%]

[Trust Level: 1 – Conversation Path Unlocked]

During cooldown, she grabbed her water bottle and leaned on the railing near the treadmills. Ryan approached.

"So, do you train full-time or is this just a passion project?"

"A bit of both," she replied. "I do online coaching too. Fitness is my therapy."

"I can see it. You look amazing."

She raised an eyebrow, amused. "Careful, Ryan. Keep talking like that and I might offer you private lessons."

[Event Triggered: Private Training Offer – Vanessa]

[Mission Progress: 70% – Make a Date Trigger Available]

He leaned casually on the railing beside her. "Then let me make it official. Dinner this weekend?"

She looked him up and down. "You've got guts. Alright. Saturday night. But you better still show up here tomorrow morning, same time."

[Main Mission Complete – Reward Acquired]

[Relationship Status Update – Vanessa: Trust Level 1.5, Flirt Level 2, Intimacy Level 0]

[Side Quest Activated: Vanessa – Bedroom Progression Track]

Before he left, she touched his arm playfully. "Don't make me regret it, rookie."

[Touch Registered – 80% to Bonus Mission Completion]

Back at home, Ryan was high on success. Two MILFs, both paths unlocked, dates lined up, confidence rising.

[New Feature Unlocked: Parallel Pathways – Multiple targets can now be pursued concurrently. Relationship levels remain independent.]

[Upcoming Unlock: Harem Synchronization (3 Targets Required)]

His phone buzzed. A message from Olivia.

Hey… I was thinking about our talk last night. Want to join me for lunch? Just something casual?

Ryan smirked.

[Opportunity Detected – Olivia Side Event Triggered: Daylight Date]

He opened his closet. "Time to multitask."

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