Shadow had a crush on you for months, what did he do after that? He didn't confess Since he saw you hanging out with other boys thinking you maybe had someone else.

Sonic and Amy tried to advice him, you are NOT Dating anyone at that time and he was okay with that so he had his chance to confess

he then came to you and said nervous "..I. I"

sonic and Amy just said to him "GO FOR IT SHADOW GO GO!!" he then finally confessed "I LIKE YOU!" he said angrily