In this work, we investigate a practical secure multiple-input single-output (MISO) wireless transmission of information from a source to a destination assisted by cooperative devices. In the first phase, a space-time block code (STBC) is employed; thus, the source does not require any channel state information (CSI). In the second phase, the cooperative devices are divided into two groups, depending on whether they serve for relaying or jamming. Based on the imperfect CSI toward the destination, the devices allocated to the relay group assist the source in forwarding information, whereas those within the jamming group send artificial noise (AN) so as to prevent the eavesdropper from receiving information. Furthermore, the system utilizes two grouping strategies, referred to as random and adaptive. In the former case the role (relaying or jamming) of each device is predetermined randomly, whereas in the latter case it is determined autonomously depending on the decoding results. We analyze the outage probability of our proposed system with and without power allocation optimization under the assumption of imperfect CSI at the cooperative devices, and their accuracy is verified by Monte-Carlo simulations.