Easy "Bubble Gum Popper" achievement
Play level 1 of "A Corrupt Sheriff". When the boy in the upper left window blows a bubble, pop his gum. Wait for him to stop crying and do it again. Repeat the process a total of three times.
Easy "Sugar Lover" achievement
Play level 4 of "A Corrupt Sheriff: The Birthday Cake". After the baker places a pie on the windowsill, leave the crate and steal the pie. Hide in the crate again before the baker comes outside. If he does not place another pie, select the empty window to force him to do so. Repeat the process a total of five times.