In an Entertainment Tonight interview from October 2018, Tyler Hilton told the story of how he had known Taylor Swift since she was 15, and he was a fan from the beginning of her career. Once they became friends and collaborators, she played him songs from "Fearless" before it was released. The Swift family even let Hilton live in their Nashville houseboat until he could get his own place.
A few days after that first interview, Hilton got to visit Swift when they were both performing in Dallas, Texas. She was in the city for the final American show of the Reputation tour, and the duo took some photos together.
Although the posts have since been deleted from Hilton's Instagram account, he congratulated Swift and her opening acts, Camila Cabello and Charli XCX. He added, "You killed it bud, great seeing you and the fam, come a long way since Teardrops vid we did!!!" (via Entertainment Tonight). At the time, Swift shared a selfie of the duo on her Instagram story, referencing "Teardrops on My Guitar" as well.
