There is a crucial difference between the criminal and the outlaw. The criminal is a perverse rebel who acts out against the law. … The outlaw is a supranormal individual who cares about others too much to accept the limitations on eros that are imposed by normal life. Thus the outlaw question moves outside end beyond, not against the law. While the rebel is an antinomian, merely rejecting the established, the outlaw is motivated by a quest for autonomy.

The carrot of happiness has been dangled in front of me, just beyond my reach for as long as I can remember, and I have never gained on it. It is always still just a step beyond me. And, what’s worse, I have been hypnotized by the promise so that I keep going for it, stay in the harness. The moment I turn my eyes from the carrot and ask the radical question about my true desires, I step out of the harness and begin to wander freely in search of what will satisfy my hungers.

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Good men and good women have fire in the belly. We are fierce. Don't mess with us if you're looking for someone who will always be 'nice' to you. Nice gets you a C+ in life. We don't always smile, talk in a soft voice, or engage in indiscriminate hugs. In the loving struggle between the sexes we thrust and parry.

The self-awareness that grows out of the habit of witnessing is nonjudgmental. I look at my actions, my feelings, my experience with soft and compassionate eyes, from a great distance as if I were God or a novelist. The chief rule of the witness is: Judge not. Do not identify with or against anything you observe. The witness must be amoral, a pure phenomenologist. The courtroom of civil conscience must be closed for a time. There is a time when the outlaw switches from contemplation to trans-moral action. But in order to stop the reactionary patterns of thought and behavior that make up the personality, there must be a prior time of inaction. As I gain skill as an objective and compassionate witness, my identity gradually shifts from my persona to my self. In place of the old compulsive, preprogrammed reactions, I find a growing ability to pause between the stimulus and the response. I cease being merely a biological creature who reacts automatically to steak and potatoes, the lure of immediate sex, or the invasion of my territory; I deliberate and choose what is most desirable. I am no longer captive either to my impulses or to the judgments made upon me by my society. In the newfound silence, I find the freedom to disengage from my old self-images and addictions.

Addiction depends upon keeping the multiplicity of our desires unconscious. When I invite all that I am into awareness, I realize that no one substance, activity, or person has the capacity to satisfy me fully. I leave aside the security of the fix and begin the adventure of falling in love with the multiplicity of the self and the world.

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Many people wake up in middle age with the realization that in their youthful romances and early marriages, they were drawn to precisely the kinds of partners they were trying to avoid. All too often we marry stand-ins for our alchoholic fathers, shadowy replacements for our angry mothers, surrogates with whom we try to work out our unfinished childhood dramas. Or we fall in love with someone who incarnates the virtues or vices opposite our own. An orderly man who plans his days marries a spontaneous woman who lets things lie where they fall, lives in the moment, and is perpetually late for appointments.

The outlaw will often wonder whether asserting the right to know, to taste, to experience, to judge is not an act of arrogance. … To become an outlaw, I must decide that my personal experience rather than the mores of the tribe is the authority upon which I will base my judgments. In a bold act of self-love and self-trust, the outlaw proclaims that individual to be higher than the universal.

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Neurotic identity crises come when our defense mechanisms have been too successful and we're encapsulated in the fortress we have constructed with nothing to refresh us in our solitary confinement. So we play the old movies with their stale fears and their unrealistic hopes until we become bored enough to risk disarmament and engagement.