Chicago Cheek Spread Share definition Flag When two people sleep butt to butt and interlock butt cheeks to conserve bed space. J.T. and Kelton shared a bed last night in Abilene. They did the Chicago Cheek Spread because the bed was too small. Chicago Cheek Spread by turkeymuffins3 March 28, 2011 Get the Chicago Cheek Spread mug.