The GRADUATED SECURITY SEASONING APPARATUSES, METHODS AND SYSTEMS (“GSS”) transform user virtual wallet activity and historical fraud reports via GSS components into transaction authorization triggers generated pursuant to graduated, transaction risk-appropriate, escalated security protocols. In one implementation, the GSS obtains a current transaction request, the request utilizing a user virtual wallet account for payment. The GSS identifies a transaction risk type associated with the request, and calculates a transaction risk level associated with the transaction risk type. Based on the transaction risk level, the GSS selects a security protocol for processing the current transaction request; and provide a security data request in accordance with the selected security protocol. The GSS also generates an offer, for an entity involved in processing the current transaction request, of a financial incentive in exchange for assuming the transaction risk level associated with the transaction risk type; and provides the offer for the entity.