HENDRY COUNTY, Fla. - New details emerge involving the former Southwest Florida teacher arrested during an undercover sex sting.

Clewiston police officers set up an undercover sting on Craiglist. The ad, "Young and Ready to have some fun." Jeffrey Scott Holsclaw, a drama teacher at Clewiston Middle School took the bait.

In discovery documents just released from the State Attorney's Office, he sent the undercover officer an e-mail saying "I'm interested to find out more about you? Are you GFE? How old are you?" The officer responds saying "I don't know what GFE is, I'm 15, and looking to make some cash."

According to the documents, several of the e-mails exchanged were during school.

Holsclaw sends an e-mail saying GFE is "girlfriend experience," send pics and we'll talk.

They go back and forth, Holsclaw writes that he's, "kind of nervous about the underage part", he asks how old she is and if she's still in school.

She writes, "you could be a cop."

He says, "I'm nervous talking through e-mail for the same reason," and says he's not a cop.

He responds again, saying he had to get back to work and to call him tonight.

Later that night, he wants to know what services she performs, and says he's "very nervous. I don't do this that often and asks her if she knows what discretion is?"

The two exchange numbers, meet up, and that's when he was arrested.

Holsclaw is facing several charges including prostitution, sex offense against child, and using computer to seduce solicit a child.

Holsclaw was charged with prostitution back in Ohio before he came here to Southwest Florida. The details of the case are unknown because it was expunged.

Holsclaw's contract with the Hendry County School District ended in June and was not renewed. However, we have learned his teacher's certificate with the Florida Department of Education is valid until June 2009.