Xoo

Canned Heat - Christmas Blues

Presidents of the United States of America - Peaches

Ffs

Hawkwind - Upside Down

Triple pointer. Hawkwind - Wings

Weather Report - Birdland

The Weather Girls - Raining Men

Rainbow - Eyes of the World

Blue Oyster Cult - Lips In The Hills

Dave Brock and the Agents of Chaos - Heads

ZZ Top - Legs

Dave Dee, Dozy, Beaky, Mick and Tich

Cee Lo Green - Forget You

Bee Gees - Night Fever

Kiss - Crazy, Crazy Nights

Heart - Crazy On You

Someone had to... Bing Crosby - White Christmas

Motorhead - White Line Fever

Heart - Rockin' Heaven Down

Nik Kershaw - I Won't Let The Sun Go Down On Me

Sounds like you have Ripple Edit accidentally enabled.

Never seen that with any version of a Cakewalk DAW.

#2 is standard Windows behaviour (try moving a bunch of files in Explorer for instance) so is probably hard to change and also probably not something that *should* be changed as it's then non-standard behaviour.

You don't - you route Windows Audio to loopback to Sonar input to Sonar output to hardware. Windows audio doesn't come into effect after the first step. If you do want to do this, I'd look at a lightweight VST host like Blue Cat Patchwork. Or I'd just load the audio into a dummy project in Sonar and listen to it there. It seems like a lot of effort if you need to run Sonar/Patchwork alongside media player (assuming you can't find a media player that hosts VSTs, and I'm sure one exists).

Maybe some ideas here: https://gearspace.com/board/music-computers/1261800-audio-players-can-run-vst.html