Hi,
The other issue is a bit different. It is related to C64x+ devices and occurs on any emulator that relies on TI's XDS emulation drivers. Your issue seems specific to XDS200 (I was able to reproduce it). It also appears specific to CCSv5.5 as CCSv5.4 did not exhibit the issue.
Because C54x devices have been deprecated in support, it is unlikely this issue will be fixed. Also, most fixes are now being targeted for CCSv6 (as CCSv5 is being reaching maturity) but v6 will not support C54x so that would not be a possibility anyway.
My suggestion is to go back to CCSv5.4 and use that with your C54x development.
Thanks
ki