Just found this interesting gallery. I enjoyed the watch and fountain pen pairings.
Here's my attempt to contribute.
The pen bears no branding on the barrel nor the clip, but it came with a Parker 14K nib that looks like it's made to match the size of the pen (rather petite), so I have no reason for suspecting that this pen didn't originate from the Parker factory (probably made for others which explains the lack of branding).
The watch is an Aristocrat Railroad Special. My research indicates that this is a product from the 40's (it has the stamp 42 inside the back). It wasn't working when I got it, but when I opened the watch and had a look, I spotted something that jutted out of one of the gears in a weird angle, using one of my dental picks (I have those for restoring fountain pens), I tried to nudge the odd part, and after a few tries, the "part" got dislodged from the gear and guess what... the watch started ticking (it has been running since, when wound every 2 days or so). What do you know?