Matthew Lawrence & Chilli Tell Their Love Story, from Flirting on a Plane to the ‘Masked Singer

Celebrity Spotlight
2 Video Views·Jan 13, 2026

Matthew Lawrence and Chilli are looking back on the unexpected beginning of their real-life love story — one that started with a brief pass-by at a ’90s convention and turned into something much deeper thanks to a snowstorm, a delayed flight and a little hand sanitizer. Matthew was rerouted onto Chilli’s flight through Atlanta, where an easy conversation helped spark a connection. “She had me at a giggle,” Matthew recalls, while Chilli admits she clocked him instantly: “I sized you up and down… and started Googling you.” What followed was months of friendship, with marathon six-hour phone calls that “just naturally evolved,” grounded in shared faith, honesty and intention. Now, the ‘Boy Meets World’ actor and the TLC singer open up about finding love and cheering each other on — from Matthew’s time on ‘The Masked Singer’ to the joy of finding something real when the timing was right. Their show 'Second Chance Love' is now streaming on Hallmark+.