To study and to simulate behavioral kinetics of a virtual community we need a trust model. The trust model should be based on purely decentralized peer-to-peer architectures and algorithms. It should involve cooperative tasks or transactions, and model trust as a quantitative (e.g., monetary) unit, so as to combine trust estimates with transaction values. A similar design methodology was adopted by (Androutsellis-Theotokis et al., 2007). This allows design of algorithms for the estimation and propagation of trust estimates throughout the network and depicts the way trust is used in real life. Marsh in his thesis (Marsh, 1994) first formalized trust as a computational concept. In his dissertation he mentions that cooperation between individuals ultimately leads to the formation of groups (Marsh, 1994). In 2004 US Presidential election blogs played an important role. We intend to emulate that phenomenon in the form chat room dynamics and test a model that couples our trust model with a learning automata (Narendra & Thathachar, 1989; Thatachar & Sastry, 2004) type algorithm. The numerical computations show that the behavioral difference among agents of two different types ultimately leads to self-segregation of chat room preferences among agents. A similar notion is characterized and studied by Professor Lada Adamic (Adamic et al., 2005) using raw metadata about blog sphere. The focus of our work is the notion of evolution of trust i.e., allowing the bottom-up development of trust as a result of repeated transactions. In case of trust score calculation enabled cellular mobile phones it should be the case that in the address book of every subscriber there may be number of addresses but that particular subscriber will assign higher trust values to those with whom his previous conversation had some form of “positive” outcome and he will place a confidential special call to some “selected/trusted” person(s) only. We intend to investigate the fundamental reason behind the initiation and outcome of every communication, the role of trust in such scenarios and emerging properties of social networks over time. Please note that this sort of phenomena is well studied in the domain of conversation analysis (Pomerantz, 1984; Schegloff, 2007). This will help us better while designing secure routing protocols and secure QoS based services in ad-hoc networks and sensor networks. This also enhances security and confidentiality in web based social networks and help design trusted online transaction procedures in e-commerce applications like e-bay (http://www.ebay.com).