shermain miles

Shermain Miles has been arrested by Chicago Police 396 times since 1978.

*Some people enjoy crime no matter the penalty that comes along with it.

But when you think of those kinds of people, you think of sick sociopaths that may be mentally ill that are serial killers or worse.

Well one Chicago woman, Shermain Miles, has given the term “repeat offender” brand new meaning. Miles, 51, would be considered a real-life Madea with the complaints that some people have against her.

One person said she held them at gunpoint and even Chicago Alderman James Cappleman said she chased him down and she robbed a 75-year-old at knife point.