Sheriff's deputies in Hillsborough County, Fla., confirmed Stephanie Ragusa contacted Nick Bollea, Hogan's teenage son, to express sympathy for his arrest for reckless driving, the Tampa (Fla.) Tribune reported Saturday.
"It's not us, Nick, but something 'off' with society, that our situations garner more attention (and) print than the president, the election, or even an earthquake killing thousands," Ragusa wrote in the letter. "Nothing prepares you for nor prevents it; sensationalism."
The 17-year-old Bollea is serving an eight-month jail sentence for crashing a car into a tree last August. That accident left one of his friends with brain damage.
The Tribune said Ragusa has been accused of having sex with two of her students, ages 14 and 16.
Sheriff's spokesman J.D. Callaway said while the letter was disconcerting, there was nothing illegal about it.
"She was just corresponding with someone outside of her jail cell," he said."It wasn't one of the victims and witnesses in her case. At this point in time, it was legal and lawful."