In September 2023, Rylee announced that she was joining the cast of DWTS Season 32 as a pro dancer and had been teamed up with Harry. After seeing their chemistry on stage, many fans began speculating that she and Harry were an item.
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Given that Rylee is currently unattached from Truman, there is a chance that she may be dating Harry. However, given that Rylee is Mormon, Harry may not be the best partner for her. Harry is 8 years older than her and previously appeared on the first season of Netflix's Too Hot to Handle, a reality show where hot singles must live in a villa together and refrain from having sex in order to win money. The show was a challenge for Harry, to say the least.
Neither Rylee nor Harry have confirmed they're in a relationship. However, Harry did tell People: "We're trying our best to focus on the dance, and whatever happens, happens. We’re just enjoying being together.”
DWTS host Julianne Hough also referred to them as "lovebirds" on air.