Flagging Tits Share definition Flag Flat, sagging tits that old women have. They flail around during sex. Hence, flail + sagging = flagging. Flagging tits. Dude, the old bitch in Jackass 2.5 has some flagging tits. Flagging Tits by laundry room closet July 31, 2011 0 0 Get merch Get the Flagging Tits mug. Buy Now — $32.95 See more merch