I have no idea why anyone would be going through security with one on in the first place, unless they have some paraphilia for getting caught. That, or you want to risk damaging your penis or testicles. Cock rings shouldn't be worn for any extended period of time, nor do I think you could manage wearing ball weights in a discreet manner.

As for the chastity issue, the CB-3000 has an option for plastic locks to help minimize WTMD detection. Should a pat-down be required, I would assume a visual inspection would take place, much like the case if a piercing is detected. The same would apply for said hypothetical cock ring.