Shadowing Share definition Flag The sexual act of fucking a guy from the back while he is fucking a woman. Guy 1: Did you, Jenna, and Jordan have a threesome last night? Guy 2: Yeah, we even did a bit of shadowing at some point. Shadowing by 444ndi July 27, 2018 0 0 Get merch Get the Shadowing mug. Buy Now — $32.95 See more merch