Charles Hurst was the vice principal at Pennbrook Middle School in the North Penn School District when the alleged relationship began.
According to investigators, Hurst befriended a 13-year-old boy and spent many hours with the teen, including trips to the gym, skiing, and 76ers games.
Hurst routinely gave the boy gifts and even an allowance, authorities said.
However, about a year ago, the boy told police Hurst introduced the topic of masturbation and told him it would make him feel "smarter and happy."
The D.A. goes on to allege that Hurst talked about masturbation with the boy about twice a day, either in person or through text messages.
Hurst would even allegedly give the teen an extra $1 in his allowance if he masturbated and told Hurst about it.
Hurst was arrested Friday and faces an arraignment in the afternoon.
He is charged with Endangering the Welfare of a Child, Corruption of Minors and Possession of Cocaine.
Though no longer employed by the district, North Penn administrators released this statement, saying the charges against Hurst are being met with "great concern" and that Hurst had passed clearances and background checks required for his employment.
Hurst had left the North Penn School District and was most recently employed by the Lower Moreland School District as the Assistant Principal at Murray Avenue School.
Lower Moreland officials say Hurst was placed on administrative leave September 17th, and that none of their students are known to be involved in this case.
At the time of his arrest, police say Hurst was found in possession of a loaded gun, which he did have a permit to carry, as well as cocaine, for which he has been charged.