I am writing this letter on behalf of a former student of mine who is presently before you on criminal charges and is due to be sentenced shortly. Character Letter to Judge asking for Leniency.Name of Defendant Address of Defendant City, State, Zip Code. DATE. Dear judge (name), I am writing to ask for leniency in the sentencing of my husband, because (then give all your reasons and speak only from your heart). Explain why you feel you deserve leniency. At the end of a character letter, most writers make an "ask" of the court. A character letter plays a dual role. A character letter to a judge should establish your credibility, paint a full picture of the defendant and be respectful, among other things. How should you start a leniency letter? 1 priority in this Congress.