Answer 1: unlikely since Nakyum and Seungho don't really leave the house.
Answer 2: because he fucked him until he got sick with a fever and almost died before; he was checking to see if he was ill again.
Answer 3: he called Nakyum a prostitute before he left for the official's examination, implying that whoring himself out to Seungho was all he is good for and Seungho picked up on his whorish behavior and why he was acting that way and was breaking him out of it, he went to Jung's room because he wanted to kill him but he was already gone, that why Seungho remarked on Jung still causing trouble in his relationship with Nakyum even in absentia

Did the assasin already tried to kill namkyun???
Why did yoon get so worried when he saw namkyun fell asleep???
And what did jung guy do to make yoon terrorize the books with a sword????