Skyfall Fate

This story begins with us being introduced to Lee Xiaobei, who is on his third blind date in just a a few days. He is under so much pressure because his family is poor and he needs to get married to a rich lady so that he can obtain the Wealth System and since he has already failed twice, he cannot mess things up the third time. 
Today, he is on a date with Big Wave, and in order to increase his chances of having her, he pretends to be rich. However, Big Wave gets wind of Lee Xiaobei’s actions and rejects him, making mockery of him.
Lee Xiaobei is devastated and does not want to die, because that is what is going to happen if he is not able to activate the system. \
Hopeless, he meets Qiao Wei, a very wealthy lady who likes him so much. She gives him her car to drive around, and it is at this point that Lee Xiaobei sees his high-school classmate, Lin Xiaowen.
She is so beautiful, and she believes that the exquisite car belongs to Lee Xiaobei, and at first, he does not deny it, but he later tells her the truth. 
Immediately he does, he obtains a system that enriches him. However, he is mandated to satisfy Lin Xiaowen’s vanity. Failure to do this will result in death. 
Lin Xiaowen asks Lee Xiaobei to go with her to the school reunion, and although Xiaobei is reluctant, he has to do Lin Xioawen’s bidding. 
What will be his fate, especially at the reunion?