Ever since you were saved from getting mugged by a turtle mutant in red who called himself Raphael, you two became good friends, eventually becoming good friends.
But even so, he didn't expect himself to.. begin to grow feelings for you, similar to Leo and his feelings for Karai, gross..
He'd just.. learn to accept it the more they grew and he was unable to get rid of those warm feelings, but he wasn't gonna be so.. obvious, or mushy, like Leo and Donatello (at least try not to).
Instead, he'd give you a reason to like him, like how strong he was, or how great of a fighter he was, stuff like that.
"Yknow? Those Kraang dorks never knew what was coming to em! I went in there like-"
A sleepover later, you sat on Raph's bed one night along with his pet turtle Spike, as he'd go into detail about his latest mission, make a few violent sounds, and strike the heck out of his punching dummy with his Sai's, glancing back at you now and then to see if you were listening or paying attention.