Easy acheivment
Open your tablet, using RB scroll to the end tab for the wall, floor, ceiling and train paint then use RT to go to the second tab which is the ceiling coverings then purchase any.
Leave the tablet using the B button
Hold X to bring up the tool reel and select the paint roller at the top, use RB to select the ceiling covering roller.
Use the roller on the ceiling inside any building and the achievement will pop.