Clayton and Morgan originally met at a Blues Traveler's Concert during St. Louis' annual Mardi Gras Pet Parade. Later that same month they met again at a trivia night hosted by Morgan's Grandfather, where Morgan's Aunt Nancy insisted they go out for drinks. Long story short, Morgan's cousin Julia wrangled Clayton and Morgan to meet at McGurk's Irish Pub to celebrate Clayton's birthday. Clayton and Morgan began dating on May 4th, 2015.

On Saturday, April 28th, Clayton and Morgan had a full agenda: pick up the keys to their new Lakeview apartment, grab brunch, take Pacha on a walk around South Pond in Lincoln Park and continue packing. The early afternoon went as planned, keys were picked up, brunch at a popular spot, and it was time to take Pacha on a walk. Earlier that week, Clayton had fully convinced (without a lot of effort) Morgan that he was asked to bring Pacha to the park that coming Saturday for a photoshoot. That 'photoshoot' was for a Chicago Animal Rescue Magazine called PAWS. Now in Lincoln Park, Clayton was steering them to walk around South Pond to end up at his predetermined spot. Not to Morgan's knowledge, her close friend Connie was dressed in camouflage, hiding in a bush, and ready to snap pictures. While distracted, Clayton had corralled both Morgan and Pacha out onto a small pier that secluded them from others walking in the park. Morgan and Pacha were the first to reach the railing, and when turning around, Clayton was down on one knee.