This paper advances new directions for cyber security using adversarial learning and conformal prediction in order to enhance network and computing services defenses against adaptive, malicious, persistent, and tactical offensive threats. Conformal prediction is the principled and unified adaptive and learning framework used to design, develop, and deploy a multi-faceted self-managing defensive shield to detect, disrupt, and deny intrusive attacks, hostile and malicious behavior, and subterfuge. Conformal prediction leverages apparent relationships between immunity and intrusion detection using non-conformity measures characteristic of affinity, a typicality, and surprise, to recognize patterns and messages as friend or foe and to respond to them accordingly. The solutions proffered throughout are built around active learning, meta-reasoning, randomness, distributed semantics and stratification, and most important and above all around adaptive Oracles. The motivation for using conformal prediction and its immediate off-spring, those of semi-supervised learning and transduction, comes from them first and foremost supporting discriminative and non-parametric methods characteristic of principled demarcation using cohorts and sensitivity analysis to hedge on the prediction outcomes including negative selection, on one side, and providing credibility and confidence indices that assist meta-reasoning and information fusion.