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Timothy the Timid definitely lived up to his name. He was extremely shy and was especially not fond of being near others whether they were people or portraits. Timothy had many fears but would always get especially paranoid when people stared at him. His fears stemmed from childhood trauma of being kidnapped by Dark wizards as his parents were high-ranking Ministry officials. What exactly happened and why is still yet not known as Timothy refuses to talk about it, even with those who he has grown comfortable around. His years after the incident as a student at Hogwarts School of Witchcraft and Wizardry were the hardest because he was forced to be around crowds. The trauma was so severe that Timothy even hid from his closest friends. In 1995, two of his portraits were hung in the castle hiding various shortcuts, one hid a secret passage between the fifth floor and the Herbology corridor. Another painting hid the passage between the fifth floor and the Transfiguration Courtyard. Due to his shy nature, whenever anyone starts paying attention to him, Timothy panics and hides out of his frame so that he won’t have to interact with anyone. There is a way to gain his trust or coax him enough so that he does stay, however, he still keeps his conversations minimal. Much to Timothy’s irritation, beside both of his portraits are the Those Who Watch painting that contained two eyes capable of speech which constantly stared at him. He is more afraid of being stared at by two eyeball paintings than he is of people so he is always asking students to cover the other portraits up because the eyes made him uncomfortable.