I don't know much about Florida, but...
In prison, 'keistering' is very common... in fact, your 'keister' is pretty much the same as an extra pocket. My first day attending the receiving corrections facility, my cellmate quickly asked me if I 'packed my trunk' when I arrived. The same day, I was in line for the phones in the yard, some skinhead dude walks up and asks me and a couple dudes standing nearby if we want to share a cigarette. We oblige, and he reaches into his drawers as he pulls a rubber glove, while grimacing, from his asshole, containing a small pouch of tobacco, papers, and a mini-bic lighter. I didn't smoke any of that cigarette, I promise.
My first visit, while in line to get frisked before entering the visiting area, there was another line on the other side of the room of inmates leaving the visitation area to go back to population. Long story short, a dude got bopped for trying to bring an oz of herb through his 'trunk' that his girl slipped him during his visit (makes you wonder when and how he slipped 'it' in there?) I could hear a conversation from behind one of the frisk booths that was like,
Guard: "Hold position, cough for me please"
Iname: "*Cough cough*"
Guard: "hold position 'Sargent, assistance needed in booth 2'"
Inmate: "I don't got nothin' man!"
Guard: "Hold position!"
Then apparently, they pulled a oz of herb compressed into dildo form tightly wrapped in saran wrap and a condom... I caught a glimpse of it as they walked away carrying the 'evidence' in a ziplock bag. I heard later on that his girl brought it in through her vag, and as they found the contraband on the inmate, they caught her in the parking lot.
Many, many more keister stories that I've tried to forget, but I remember those the most.
I will admit, I ended up smoking cigarettes quite a bit and weed a few times... but those times, the 'contraband' was always brought in through the guards, and I assume they don't need to 'keister' anything to bring it in...