Molecular doping is known to be able to enhance the conductivity of organic semiconductors (OSC) by orders of magnitude, and is of crucial importance for their applications. While different doping methods are being actively developed, the efficiency of molecular doping is generally still much lower than the doping achieved in inorganic semiconductors and the mechanisms of molecular doping on a microscopic level are often not fully understood. Improving the doping efficiency is an important aspect of optimizing doped OSC systems. From a microscopic point of view the doping efficiency can for example be limited by aggregation of dopant molecules, which hampers the effective contact between dopant and host, or by the formation of trapped charge transfer states which can not contribute to the conductivity. In addition, improving the conductivity by increasing the dopant concentration often leads to undesirable structural disorder in the OSC film. In this context, it would be beneficial if each single dopant molecule could induce more than one charge into the host OSC material. Recently, this avenue was explored successfully and p-type double doping was realized. There, each dopant molecule accepted up to two electrons, inducing two effective charges into the copolymer p(g 4 2T-TT), substantially enhancing electric transport. This observation, while invoking the general interest in doubledoping, also calls for a more detailed understanding of the underlying mechanisms, as well as of material and parameter dependencies. For example further details of the charge formation such as formation of individual polarons and/or bi-polarons upon double-doping are of significant relevance for the transport properties of the resulting doped system. In this work, we investigate a simultaneous charge transfer between two p(g 4 2T-TT) conjugated polymer (oligomer) chains in a close arrangement and a single CN6-CP p-type dopant molecule as illustrated in Figure (a). Our study is firmly based on density functional theory (DFT) calculations taking into account inter-molecular van-der Waals interactions and dielectric environment. While our approach includes the possibility for other electronic processes to occur, the results clearly show double p-type doping in the form of a double integer charge transfer from the conjugated chains onto the dopant molecule: a CN6-CP di-anion is formed along with two individual singly charged polarons, one on each polymer chain. The vibrational IR spectrum we calculate for the CN6-CP:2p(g 4 2T-TT) complex with double doping can clearly be traced back to those of individual polarons and a CN6-CP di-anion. We further demonstrate that the doping induced charges oscillate in space upon geometry displacement along the vibrational normal modes with highest intensities in the IR spectrum. The near-infrared optical absorption spectrum of the complex contains the typical features of intramolecular polaron excitations which in our calculations are distinct from the low-intensity inter-molecular charge transfer excitations also observed.