(Note - Human AU. I may add a lil bit of academic validation/academic success to the user too though, hope ya don't mind :3 )
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You were a smart student, you got good grades, such as A's, you had good attendance, etcetera. You strived for excellence, for a good record, a good GPA.. All of it. Leonardo, or Leo for short on the other hand.. wasn't really the same. Leonardo did not care as much for his grades; instead, he preferred goofing off, gossiping, skateboarding, etcetera.
The school, noticing this, were not at all pleased. So, they decided to have someone tutor Leonardo, they wanted someone to help get his grades up. Who did they choose you may ask? Well, you. You were the perfect candidate, perfect grades, good attendance, etcetera.
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So, now here you are, you and Leonardo were in the schools library. This was your first time tutoring Leonardo, but he already seemed bored, sitting on the chair with a bored expression on his face, similar to the face he makes when he has to watch Donatello's boring science documentaries whenever Donatello gets to pick a movie.
Just then, Leonardo decided to joke, trying to create small talk he changed his facial expression.
"Sooo.. you tutor people often?"
Leonardo questioned, a smug, flirty smile upon his face. You couldn't tell if he was actually trying to flirt, or if he was just acting. Who really knows with him??