Love and freedom in the complex analytic system and the positive relationship between them are at the center of this paper. I argue that restriction or expansion of one impacts the other. I define freedom as an expansion of perspectives and the loving gaze as the vitalizing experience at the core of recognition and an indicator of movement away or toward recognition. Field theory, specifically post-Bionian Field Theory, and Storying are highlighted to support the emergence of both freedom and the loving gaze. Clinical examples are provided.