How can I start cruising around in another city, without doing job?
Edit: Just re-examined your screenshots.
You've switched to the FORD F-150
Assuming the issue isn't with the ability to Free Roam, but that you can't seem to switch locations:
Set the driver for the Porsche as yourself again.
Then, if still not in Portland, use the Quick Travel feature to go to your garage in Portland.
If this still doesn't work perhaps there's something at work in the mods affecting the gameplay? (although this seems unlikely)