Is this frequency by chance cross-coupled (radio re-transmit) with another ATC frequency? What you're describing is a classic example of the squelch signal being delayed and holding the one of the cross-coupled transmitters on the air just slightly longer. We do out and back squelch delay tests regularly on our individual frequencies for that very reason as each circuit will exhibit different delay characteristics that can and do change from time to time as TELCOs make minor routing or technology changes. It also explains why only certain aircraft seem to cause it - it's the ATC radio path, not the aircraft. We're talking tens to perhaps one hundred of millisecond delays by the way. Very, very common.