City Bear Share definition Flag A hairy man that hangs out in city parks looking for anonymous gay sex. "I'm going jogging in the reserve right after work." "That place is full of city bears at that time of day. Don't get mauled." City Bear by TK421WhyRntUAtUrPost June 15, 2020 0 0 Get merch Get the City Bear mug. Buy Now — $32.95 See more merch