Isolated Connection confronts the digital phenomena that is so popular throughout the youth community. Social media has enabled us to acquire hyper-socialising skills and techniques in connecting with one another. With time there are evident-based theories that suggest the more social we are online, the more isolated we become. As a young adult from Generation Y, I have noticed that although social media presents an ideal accentuation upon the human condition of being social species, it is symptomatically evoking another form of human condition, which is loneliness. The effects of social media online create extra pressures on individual’s appearances, successes and reputation. The symptom that encompasses loneliness correlates with anxiety, stress and depression. Young people are wandering through time in cyberspace, deceived by the phenomena of hyper-socialisation, all while the vulnerability of human-needs are constrained to the company of the self.