Apple is well known to not play nice with other manufacturers devices.
If you had an Apple TV and Airplay, what you want would be quite easy to do.
Can’t you just move the itunes videos to your shared folder on your PC so your WDTV can see/play them?
If you must play a video file that is on your Ipad to your WDTV, the only way I have found is to use a 3rd party app.
There are lots but I use 8Player. After installing the app ,with Ipad connected, from your PC open itunes>Ipad>select apps tab and scroll to file sharing and find the video app (8player for me) and click “add”. Pick the video files and they will transfer to the app.
Then from the app, select the “WDTV” as your device and find the video to play.
As I said, there are lots of apps that will do this; some are free. I like 8Player.
If the itunes videos you are talking about are movies/TV shows you purchased, they will be copy-protected and using a 3rd party app will not work.
