Florida Teacher Arrested for Explicit Texts with Student

Brett Caskey allegedly called a student 'mommy' in sexually charged messages

Feb. 4, 2026 at 6:07pm

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A 41-year-old teacher in Pinellas Park, Florida has been arrested after allegedly exchanging sexually explicit text messages with some of his students, including referring to one as 'mommy' in a disturbing exchange. Detectives began investigating Caskey in December 2025 after receiving reports of his inappropriate conduct with female students, including buying them gifts and engaging in inappropriate behavior on school grounds.

Why it matters

This case highlights the serious issue of teacher misconduct and the abuse of power dynamics between educators and their students. It raises concerns about the need for stronger safeguards and oversight in schools to protect vulnerable students from predatory behavior by those in positions of trust.

The details

Police say Caskey, a coach at the Plato Academy charter school, used his position to gain the trust of female students. He allegedly kissed a student while she sat on his lap in his classroom, and rubbed the outside of another student's thighs. Caskey is also accused of sending explicit photos of himself to a student and referring to her as 'mommy' or 'princess' in their Snapchat communications, while she called him 'daddy'.

  • Detectives began investigating Caskey in December 2025.
  • Caskey was arrested on February 3, 2026.

The players

Brett Caskey

A 41-year-old teacher and coach at Plato Academy charter school in Pinellas Park, Florida who has been accused of engaging in inappropriate and explicit conduct with his female students.

Plato Academy

The charter school where Caskey worked as a teacher and coach, and where the alleged misconduct took place.

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What they’re saying

“Plato Academy Schools is deeply committed to the safety and well-being of our students. We take all allegations regarding employee conduct with the utmost seriousness.”

— Plato Academy Corporate Office

What’s next

Caskey has been charged with lewd or lascivious conduct and is currently in custody without bail. It is unclear if he has entered a plea or retained legal representation.

The takeaway

This case underscores the need for rigorous background checks, training, and ongoing monitoring of teachers to prevent predatory behavior and protect vulnerable students. It also highlights the importance of swift action and transparency when allegations of misconduct arise.