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2.
To upload or download information from the side of a PC, usually through a USB port.
I'm sideloading the music to my Zune
by Jerse47 March 01, 2009
 
1.
To download a file, esp. an application, to a smartphone or other electronic device outside of the accepted or usual channels.
The app center says the eBay app isn't available yet for the new OS on my phone, so I had to sideload an earlier version from a Dropbox link I found.
by Eduardo Suave September 06, 2011
 
3.
To transfer content from one device to another, within a range of permitted devices. Often you need to do this within a certain time frame
If you haven't got time to watch that movie on your PS3 then just sideload it to your PSP and watch it on the train
by DJDK August 01, 2011