It all began in 2017, when Annie was casually swiping through Tinder and stumbled across Tommy’s profile. His first photo? Flexing his glutes at the Grand Canyon. The second? Snuggling an adorable yellow lab. Naturally, Annie swiped right—and the rest is history. Tommy didn’t hold back when it came to planning their first few dates. He kicked things off with a Red Hot Chili Peppers concert, followed by a 2AM Taco Bell run, where he jokingly asked, “Does your family want anything?” Julia, Annie’s sister, was sold—she ordered a Crunchwrap. Annie and Tommy hit it off right away, laughing constantly and forming an instant connection. But somehow, they both ended up in the friend zone, and eventually lost touch for over a year. As Annie continued dating, she found herself comparing everyone to Tommy—remembering how effortlessly he made her laugh and how deeply he made her feel seen and heard. Eventually, she swallowed her pride and reached out. A second first date at Brooklyn Bowl rekindled the spark, and this time, it stuck. Their relationship hasn’t always been picture-perfect—but that’s what made it real. Through every challenge, they chose each other, growing stronger with each step. Tommy pushes Annie to chase her biggest dreams and believes in her even when she doubts herself. Annie brings Tommy back to center, reminding him to slow down, breathe, and enjoy the moment. When it came time to move in together, Annie convinced Tommy to leave his beloved Brooklyn behind and return to his Long Island roots. They found a fixer-upper in Long Beach with “great bones” and, piece by piece, built a life and a home together. Seven years later, Annie knew she was ready for the next chapter. She was waiting for the ring—but Tommy seemed more focused on booking tee times than proposing. Annie started to wonder if it would ever happen. Then came their trip to the Cayman Islands in March 2025. Annie convinced herself not to expect anything, not wanting to get her hopes up. But Tommy had a plan. Under a breathtaking island sunset, he pulled off the ultimate surprise proposal. And yes—the ring was worth the wait. Now, we're getting ready to begin forever. We couldn’t imagine life without each other.