Haha yeah I was surprised to see this word! "to woo" is an older word not used as much, and it means to court, or to try winning the affections (love) of someone via romantic strategies. ヾ(❀╹◡╹)ノ~
It's a shame (not for you) that the practice of wooing shrunk to "You like me or not?" so that the word itself isn't known anymore^^ (Though some of some "tacticts" seem either ridiculous OR creepy - which stems from them being designed to reach participants living in semi-seclusion)
is it only me who don't know the meaning of "woo"?. it make me confuse and make my fantasy go anywhere.
but i like this plot. an agresive seme.. ε=ε=(ノ≧∇≦)ノ