This blog by 4X4FW has great topics, written and illustrated very well and to the point about the history of the telegraph, telephone, through wireless radio all the way up to the smart phone of today. Take a look.
Merle Taylor was a WW2 CW trainer in Canada and here is a fascinating article about her life.
Modern day Navy teaching morse code for Lamp Light communication decoding and counter intelligence training.
This article from 1939 Radio News is probably one of the first written about portable radio operation. Even though its not related to CW directly, we do a lot of portable operations and this article has interesting insight into the future.
This blog is written by a Canadian railroad enthusiast and there is a page compiled listing Morse code in the movies. There are other interesting telegraph related pages too.