Madison and Jeffrey’s story began in seventh grade at Conway Middle School in Conway, Washington. Madison had been at Conway since third grade, and Jeffrey arrived in seventh grade as the new kid — so, naturally, Madison immediately had a crush on him. As fate, or middle school, would have it, they became each other’s first boyfriend and girlfriend. Their seventh-grade romance lasted into eighth grade, until Jeffrey broke Madison’s heart with their first breakup. Thankfully, in true small-town fashion, they stayed friends over the years, even while attending rival high schools and colleges: Madison at Mount Vernon and Washington State University, and Jeffrey at Burlington and the University of Washington. Nearly two decades later, in 2023, Jeffrey started popping up in Madison’s Instagram DMs with flame emojis and sweet comments — most of which Madison did not respond to. Then, on the Fourth of July, Jeffrey posted a photo in an American flag robe, Madison finally sent a flame emoji back, and Jeffrey wisely took his chance. Soon they were messaging, texting, calling, and FaceTiming every day. That August, Madison flew to Portland to visit Jeffrey, and they spent the weekend on the Oregon Coast in Cannon Beach, where they officially decided to give their story another chapter. Over the next few months, Jeffrey used what felt like 100,000 airline miles flying from Portland to Austin to visit Madison, until he moved to Texas in December 2023. In March 2026, Jeffrey proposed at The Vineyard at Florence, a winery tucked out in the country about 25 minutes from where they live. From seventh-grade crushes to Instagram flames to forever, Madison and Jeffrey are so excited to celebrate this next chapter with all of you in February 2027!