Hi Dom,
Occupation - #1 for me. Whilst I like the array of food in #2, #1 is more on theme as the gent is obviously the subject rather than his wares.
You - A little bit too low-key for me. Can't have been easy to do, were you using a timer as you seem to be using both hands.
Just a thought. Could you have tethered to a laptop, that way you wouldn't have to keep going back to the camera.
LOL at the cat. Ours does like to sit exactly where you don't want him too.
Arch - I think I prefer #2. The modern additions such as the tap are less in obvious.
Display - Works nicely in B&W. I'm going to mention your non vertical verticals though...
I know what you mean about street. Even though I take photos at Cosplay/Anime events where it's the norm, you still get butterflies at first. Once you start though, it's easier.