Hello TheMilkMan,
it is generally accepted to use CTRL instead of Shift to achieve that. However, you are right, indeed the ASP.NET ListBox has the same behavior when using CTRL and Shift in order to select items. I've logged the issue and we will address it in the near future. I've also updated your telerik points for the report.
All the best,
Genady Sergeev
the Telerik team
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