Provided are a method of storing status information in a first content reproducing device, and a method of allowing content to be automatically reproduced in a second content reproducing device based on the status information stored in the first content reproducing device. The method of storing status information includes: monitoring an operation of the first content reproducing device; generating status information about the monitored operation; and storing the status information in the first content reproducing device. The method of allowing content to be automatically reproduced includes: checking if the first and second content reproducing devices are connected to each other; reading a log file recording the status information from the first content reproducing device if the first and second content reproducing devices are connected to each other; interpreting the status information; and selectively performing an operation according to a result of the interpreting.