Okay, here's a few bits of feedback:

The prison and guard interactions are off; they don't ring true. Also, prisons have a particular smell and set of sounds that are missing from your setting.

The frisking part should be more personalized. The experience is quite a disconcerting and dehumanizing in reality. Put yourself in the hands of that impersonal, brusque, rubber-gloved prison employee. Imagine the hands pushing bits of you around to search… cupping your breast, maybe a bit agressively to check under and between them. The employee is methodic and practiced in all the movements. Checking your groin, you butt cheeks – searching everything short of a cavity search. The guard's standard kit jangles and thonks on his/her hip with every move. The guard has a smell of their own as well. What's the tambre of their voice? Are they overly rough? Or just brusque and getting the job done as quickly as possible. Do they every look your character in the eye? Or is the character made to feel more like a thing in the search? Create a picture experience for the reader so they can imagine themselves in Sugar's place.

When JJ talks about the events, instead of him telling us about it, flashback and let us experience it with him. Again, what did Crazy Stephen smell like? What was his voice like? What was it like to look into his eyes? What did Farrah look like? How did she speak and move?