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Here are some examples:

He was facing five years on each count and you are also facing a habitual sentence, she told him, and you can actually get double.

Prosecutors counter that it is more common for a defendant facing a habitual sentence to make an "open plea" - legal jargon for what is poetically termed "throwing himself on the mercy of the court."

He's turned so much around, and it doesn't make sense for him to be facing a habitual sentence now,

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Habitual offenders (aka repeat offenders, or career criminals) are people who are convicted for another crime after being previously convicted. A habitual sentence is the sentence a habitual offender serves.

The law varies, but usually the punishment is more severe for people who repeatedly break the law—“you can actually get double” refers to this.

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