Although not exact, it is very similar to the shirt Mark Patton wore in 1985’s A Nightmare on Elm Street 2, in which he played the lead Jesse Walsh.
Mark Patton, the star of A Nightmare on Elm Street 2: Freddy’s Revenge, loved the Easter egg in IT Chapter Two.
Whats more, he was a sensitive character that was seen as possibly being gay, although that was not explicit.
In Andy Muschietti’s 2019 film, Bill Hader’s character, the adult Richie Tozier, wears a yellow button-up shirt with a pattern of crosses or X’s on it.