Like any good story, theirs didn’t exactly start the way you’d expect. Taylor and Sherman first met on mutual friends' birthday trip (shout out Shiv and Erica) … while both seeing other people. The timing wasn’t exactly ideal. Taylor was convinced Sherman didn’t even like her, when in reality he had been asking about her for months and had a not-so-secret crush long before she ever realized it. Months later (and a couple of breakups later), they both found themselves single. When Sherman heard Taylor was visiting in D.C., he decided to finally shoot his shot. One week later, he traveled to Pittsburgh and they went on their first official date — and they’ve been inseparable ever since. Since then, they’ve built a life together in Annapolis, purchased their first home, and blended the two most important members of the family: Kenny and Laya 🐶 They balance one another in the best possible way. Sherman is quiet, logical, and calm; Taylor is outgoing, outspoken, and deeply social. Where one is steady, the other is spirited — and together, they form a partnership that feels complete. Their relationship hasn’t just been shaped by exciting milestones, but by meaningful moments that tested and strengthened them. Within their first year together, Taylor unexpectedly lost her dad. During that incredibly difficult time, Sherman showed up for her in ways that made one thing clear — this was a forever kind of love. Two and a half years into dating, Sherman proposed at Taylor’s family cottage in Lake Muskoka, surrounded by family. With roses, candles, and thoughtful details everywhere, it was romantic, intentional, and perfectly them. What began with imperfect timing and a hidden crush turned into a love story neither of them could have planned better. Now, they’re building a home, wrangling their pups, and getting ready to celebrate their next chapter — together.