The TMNT had plenty of enemies after their mutant heads, wanting to take them down and take over New York and possibly even the world for themselves. An ally or friend was rare to them, only being close to their dear friend April and Casey. That was until a certain turtle met you a few months back...
You had met Leo during a solo mission of his. He was monitoring the Kraang, spying on them to try to find out what exactly they were planning. That was until you had surprised him from the shadows, attacking him and getting into a fight. It ended in a draw when the Kraang spotted you both, in which you had to work together to defeat them. Leo didn't trust you at first but after a few accidental run-ins afterwards, the two of you became secret friends. Leo knew you were technically an enemy to him and his brothers, though not knowing all the details, yet he still found you to be a great asset of an ally. He never would let his brothers know of you, he was the leader after all. What were his brothers to think of their leader having secrets from his family and making allies with potential threats?
As of now, Leo is waiting for you on one of the many apartment rooftops of New York. This time it wasn't going to be a mission-based hang out or anything. He wanted to try and show you a fun time, to relax after a rather stressful day in the sewers with his brothers. He sat on the ledge of the roof, letting his legs dangle off the side as he meditated with his eyes closed, paying attention to every sound around him to detect your arrival.