How Does 'Okay Broke Our Engagement Ninety Nine Times' End?

When I propose to Hailey Morgan for the 18th time, she turns me down for the sake of her childhood friend, Eric Dawson, once again. We've been dating for eight years. So far, I've proposed 18 times to her. But whenever the proposal takes place, Hailey keeps saying that Eric is depressed, so she can't leave his side. As I look at the ring, I can't resist asking, "If Eric is depressed for the rest of his life, does this mean you won't marry me in this lifetime?" Hailey gets mad at me right away. She snatches the ring before throwing it at the floor. "He's my childhood sweetheart! I can't just ditch him, can I? Besides, you've already endured my rejection 17 times! Can't you just keep enduring it for my sake?"

Alessio Romano and I have grown up together. But so far, we've severed our friendship with each other 99 times over Vittoria Belleandi. The first time occurred because Vittoria tried to kill my puppy out of fear toward dogs. When I was fighting with her over my puppy, I shoved her to the ground. So, Alessio called off our friendship for three whole days. The sixth time occurred when Vittoria wanted to experience the feeling of getting confessed to in public. She wanted Alessio, who was already my boyfriend at that time, to do that to her. When I refused to let Vittoria have her way, Alessio cut off all ties with me for seven days. The 100th time occurs when I take away the management right of the branch company, something that Vittoria has been vying for a long time. But this time, Alessio doesn't cut off all ties with me. Instead, he tells me, "Chiara, I already told you that the Don will only acknowledge Vittoria's capabilities and let her stay as a part of the core family once she secures the management right. But you've ruined everything "Now, I can only register my marriage with Vittoria in order to secure her position! Only then will we proceed to discuss our own marriage!" Then, Alessio snatches the marriage application form from my hands. After witnessing Alessio and Vittoria signing their names together, I no longer throw a tantrum. Instead, I take off my engagement ring and book a flight ticket to another destination. But why is it that Alessio keeps begging me to return to him after I've left?

When Edna Crossby ditches the marriage registration for the fifth time, I block her contact number and social media accounts on the spot. If she's in any of the social gatherings, I turn down the invitations right away. I'd rather take the long route than walk past the cafe Edna frequents. If she attends a team-building session, I take the day off without hesitation. Even when Edna shows up on my doorstep with gifts in hand on Christmas Eve, I pretend that I'm not home at all. I don't answer any calls from her. I don't respond to texts she sends me. Just like that, I completely fade away from Edna's world. In the past, Edna used to be the focus of my life. My emotions fluctuated all the time because of her. When Edna flakes out on me for the fifth time, I finally snap out of my lovesick stupor. I don't want to live life like this anymore. Rather than getting abandoned time and again, I might as well live my life on my own happily.

My mother is in the late stages of cancer. Yet, she sits in a wheelchair with an oxygen tube and endures a long train ride just to attend my wedding with Isaac Pudley. But when it's time for him to walk down the aisle, I don't see him anywhere despite screaming his name. It turns out his childhood sweetheart, Megan Ericsson, is having another depressive episode and is threatening suicide again. "Isaac, I can't live without you," she screeches. Isaac is always so stern and composed, but he now holds Megan in his arms and begs me to call off the wedding so they can leave. Relatives and guests watch the spectacle with thinly veiled amusement. To make matters worse, my mother is so angry that she faints. However, Isaac believes that my mother is feigning illness. He only wants to take Megan with him and leave. He even takes away my mother's wheelchair. But he seems to have forgotten that he has hurt me 97 times by now. After he hurts me 99 times, I’ll definitely leave him.

After Katherine Winston delays our wedding for the tenth time, I decide to set her free. At the celebratory party thrown by my friend for his second newborn, I arrive at the venue to congratulate him in advance. When my best friend invites me to a camping trip, I walk away as soon as Katherine shows up. When my company decides to dispatch me to Katherine's company to follow up with the project we're working on, I tender my resignation without hesitation. Even when Katherine's parents visit me in hopes of convincing me to forgive Katherine. But I refuse to leave my residence at all. I take the liberty to delete all the photos with Katherine in them. Then, I block her number and on all social media platforms. Finally, I delete the social media account that has been recording our daily lives as a couple. Just like that, I cut myself off everything related to Katherine. We've known each other for 25 years, and we've been in a relationship for 5 of them. I've always thought that we're each other's only love in life. That is, until the wedding I've prepared for gets delayed for the tenth time. It's then realization finally dawns on me. I should love myself first before loving someone else.

My wife, Rosalind Judd, has been tearing up our marriage certificate 99 times in the past ten years of our marriage. This is her usual tactic to make me apologize and make amends. The first time, I transfer 100 thousand dollars for Rosalind to come back from her travel abroad with her childhood friend, Jackson Lane. The tenth time, she ruins the anniversary I have prepared meticulously and forces me to immediately help him get back to work. The 50th time, she humiliates me in front of my client during the day and forces me to sign over the transfer agreement to a villa at night, while she has a candlelit dinner with Jackson. ... Now, for the 100th time, she forces me to transfer my company shares. Staring at the love bites on Rosalind's collarbone, I suddenly chuckle. Then, I board the plane decisively. This time, I no longer want her.