Inside Katie Holmes's Incredibly Secretive Dating History

Holmes and Vitolo Jr. were first linked in September 2020, showing off a little PDA during some of their romantic dates around New York City, Entertainment Tonight reported. Two months later, the former couple made their relationship Instagram official on Holmes's birthday after Vitolo Jr. gave the actor a sweet shoutout in a now-deleted post, marking the first time the two publicly acknowledged their romance.

They celebrated Valentine's Day together in February 2021, and Holmes posted a bouquet of red roses on Instagram with Vitolo Jr. tagged. However, in May 2021, a source confirmed the pair's split to People, noting "they are at very different places in life."