This paper explores the change in contemporary terrorism scenario to point out the translation process from a well-organized archetype of terrorism based on ideology, strategic vision and goals to a totally de-structured and atomized phenomenon, the Lone Wolf Terrorism. The Lone Wolf actor has to be retained not a mere criminal but a complex product of the cultural globalization of terror. He belongs to a “pollinated” generation of terrorist actors. The present contribution focuses on the role of cyber-culture, creating the infosphere, to ignite the cyber-individualism. That explains the appeal of the “Culture of Terrorism” based on “cool” cyber-media products sharing especially in the Web. The Lone Wolf self-proclamed jihadi Terrorist is not just a radicalized actor but he builds his own Self (step-by-step) interacting through the “terrorist infosphere” and “i-volving” because of the force of the decennial (cyber-) enculturation multilevel process.