Jake and Josie’s story is filled with meaningful moments that led to the life-changing day of their engagement. They first met during Jake’s first year as a teacher, shortly after he moved to a new town for work. Josie, working as an after-school tutor and part of a morning program, would pass by Jake during morning duty. She broke the ice with her lighthearted flirting, even though Jake was in a relationship at the time. While the timing wasn’t right, their paths continued to cross, and over the next three years, they developed a close friendship. Josie eventually became a teacher at a middle school, and by chance, Jake later joined the same school. On March 10, 2021, Jake finally asked Josie out on a date. They spent the evening at a bookstore and Pub Frato, with Josie jokingly giving Jake a “B” grade for the date. Their connection deepened, and on March 24, 2021, they shared their first kiss under a lamppost on Bridge Street in Ashtabula, Ohio, officially beginning their romantic story. Their relationship continued to grow, marked by unforgettable moments. In their small one-bedroom apartment, they made Alfredo together one evening. As music played in the background, they spontaneously started dancing in the tiny kitchen. It was a simple, unscripted moment filled with laughter and joy. Somewhere in that dance, they both realized they had fallen in love. For their first dating anniversary, they took a magical trip to Universal Studios and the Wizarding World of Harry Potter. They geeked out over wands, butterbeer, and incredible meals. The trip ended with an unexpected challenge when their flight home was rescheduled without warning. While Jake panicked, Josie stayed calm and handled the situation with ease, showing Jake a strength he admired even more. For their second anniversary, they took their first international trip to Punta Cana. They stayed at an all-inclusive resort, enjoying incredible food from around the world, a bit too much rum, and a boat tour where they met two sisters, nicknamed "The Marylands." The sisters tried to convince Jake to propose, but he knew it wasn’t the right time. The trip was full of laughter, tropical drinks, and unforgettable moments by the pool and beach. In the fall of 2023, everything came full circle when Jake learned Halley’s Comet was turning back toward Earth. For years, he had joked that he would propose to Josie when the comet returned in 2061. Seeing the opportunity, Jake decided the time had come. Over the next few months, he secretly discovered what kind of ring Josie loved, even getting her to design one online. He created a custom ring and stashed it in his car, the only hiding spot he had. Jake asked Josie’s father for his blessing and enlisted her brother, Nick, to record the proposal. Despite Nick’s reputation for spilling secrets, he kept quiet. Jake planned a date night to recreate their first outing on Bridge Street. He insisted Josie do her nails, even picking a color to match the ring, though it led to some frustration and tears. Jake encouraged her, knowing how much the night would mean. That evening, after dinner and browsing books, they met Nick on Bridge Street. Under the lamppost where they first kissed, Jake shared how Halley’s Comet was turning back toward Earth that very day. Then, he got down on one knee and asked Josie to spend her life with him. Overcome with emotion, Josie was speechless, tears streaming down her face. Jake, still kneeling, said with a smile, “Well, I kinda need an answer.” With a radiant smile and joyful tears, Josie said yes, creating a perfect memory they would cherish forever.