If you have some black sheep ancestors you have been hunting for, what more logical place to look for them online than at http://www.blacksheepancestors.com.
There you will find links to both free and pay sites leading to all sorts of pirates, criminals, felons, scofflaws, etc. Some of the records are recent as well as historic. Warning: it is easy to spend a lot of time following leads at this site.
So if you are looking for prison records, outlaw and criminal biographies, historical court records, executions, insane asylum records, pirates and buccaneers, etc for the USA, UK or Canada, give this site a try.