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Ruby and Steven fell in love in high school but separated due to family feuds. Ruby initiated the breakup; Steven agreed, believing she'd discovered his father's role in her father's death. Afterward, Steven changed his surname to Gibson, founded Gibson Tech, while Ruby became a freelance writer. Though never contacting her, Steven monitored Ruby's life, learning of her workplace harassment resignation and continued single status. Now successful, he orchestrates her business trip to the city of Syntherra. They reunite, but Ruby mistakenly thinks he's married and withdraws. Even after clearing this misunderstanding, unresolved family conflicts keep her distant. Steven persists, proposing cohabitation without publicity and dating without marriage discussions. Still deeply in love, Ruby succumbs to his gentle persistence, agreeing to a short-term relationship.

In his previous life, Kent kindly advised his father-in-law's family to accept a compensation of ten million for the demolition, only to be treated like a dog and imprisoned for three years, ultimately meeting a tragic end. After being reborn, the Chambers family faced another demolition. This time, Kent refrained from giving any advice, even agreeing to be kicked out by his wife. He allowed them to demand an outrageous price, arguing with the developer from ten million to one hundred million. Kent, relying on his memories from his previous life, decided to buy an old house in the neighboring village while his ex-wife's family continued to create a scene there. Unbeknownst to him, the developer had quietly changed their plans, and the old house became part of the demolition project. The next day, Kent received a contract worth millions for the demolition! In this life, it was his turn to be the millionaire.

Leah, the daughter of the chairman of CloudSky Airlines, had always dreamed of becoming a pilot. In high school, she fell in love with Harvey and chose to abandon her aspirations to become an air traffic controller for him. Seven years into their marriage, she waited in the control room for his return, only to discover his ambiguous relationship with flight attendant Sheila, leading to their divorce. By then, Leah had been diagnosed with stomach cancer. To ensure Harvey's flying safety, she decided to forgo treatment and continued working. When he confronted her about neglecting her health, Leah realized she could no longer sacrifice herself for someone who didn’t value her. She chose to divorce Harvey. After Leah left, Harvey felt the void in his life without her care. He longed for her return, but she was already building a new life.

Cyrus Kenly, born into immense wealth with the world's richest mother and influential aunts, was injured saving his childhood sweetheart Ellen Steel from a car accident. He was initially diagnosed with permanent paralysis, but his mother's elite medical team cured him. To test Ellen's character, Cyrus continued pretending to be paralyzed while dating her. Before their wedding, when he planned to reveal his true condition, he discovered Ellen's affair with his close friend Skyler Buck, along with her arrogant attitude. Restraining his anger, Cyrus decided to transform the wedding into a divorce announcement. During this low point, he helped Averi Peterson recover her stolen purse. Learning of his situation, Averi agreed to marry him. At the wedding, Cyrus announced his divorce from Ellen, who promptly had Skyler propose to her, turning the event into a battle of weddings.

Mark Dalton engaged in charity work and financially supported Carla Fulton, who was in poverty. Carla mistakenly believed that she held a special place in Mark's heart and gradually became arrogant. Five years later, after graduating from university, Carla, in an attempt to show off, lied that Mark was her brother and brought her classmates to intern at his company. Mark, busy with the company's IPO, delegated the task of arranging the internships to his subordinates. The subordinates did not dare to stop her, allowing her to act recklessly within the company. She fired the technical team and declared herself the chairperson. When Mark was negotiating a partnership with Saturn Group, Carla's outrageous behavior caused the deal to fall through, and Mark was so furious that he fainted and was hospitalized. Carla continued her reckless actions, pushing the company to the brink of bankruptcy, and even planned to sell it. After Mark regained consciousness, he exposed her lies. Resentful, Carla teamed up with a rival company to sabotage Mark's projects. In the end, Mark uncovered the conspiracy, Carla was arrested, and the company successfully went public with the support of Saturn Group.