Rooftop

It's no secret that Richie Tozier has a thing to enter through bedroom windows in the middle of the afternoon. It's always been like this between them for most of middle school.

However, when high school started, Eddie put a break on these encounters.
One night during senior year, Richie and Eddie find themselves sitting side by side on the rooftop of the Kaspbrak's house.

Seems like old habits die hard.