I'm not sure if "Harmless like a site that has been exposed for hosting rape videos of minors" is the rabbit hole you wanted to jump down.

From the perspective of a hostile government it's safe to assume that people VPN'ing to known CIDRs of VPNs are doing something subversive. I don't think this is really giving people much security as far as casual visiting goes.

Finding out what they're doing on opposition websites is a much better argument though.