Jail symbolizes your heart and emotions. Specifically it means that you suppress your feelings (keep them captive) and do not share them with others. The logic behind the action is that if people cannot get close they cannot hurt your feelings. Over time you can become so good at suppressing your feelings that you do not even acknowledge them to yourself. For example, a dream where a woman reluctantly releases you from jail means that you are reluctant to open up or share your feelings with others.