if depends on the features of the dress
Yes. Grey and silver are considered "neutral" so they will go with most colors
You could match it with a slightly darker grey shoe or choose black or nude, depending on your hosiery. However, grey is quite neutral so don't be afraid to kick it up with some bright colored pumps. Teal, red or even a bright green could look fabulous.
yes
yes
Yes they both match together
No it wouldn't pink or white pearls would match with a Crimson coloured dress
Yes, there are dyes on the market that will allow you to dye your gloves to match up with your dress.
Yes
yes
no
grey
You could use darker shades of grey or browns use these colours to make a smokey eye effect. But watever you do don't match your makeup with your dress that's one of the sins in beauty trust me lol.