Recently, I was chatting with Travis Griggs about how to improve the VisualWorks tools. One small thing I mentioned was that Trippy could put icons before the variable names to indicate the type of object stored in the variable. We thought it would be quick to implement so we worked on it together and came up with a nice implementation within about an hour and a half. I've added a few more icons since then to make it more useful.
Here's what a Trippy window looks like now:

You can find the code in the Cincom Public Store repository in a package called TrippyIcons.
Enjoy