Aye or Nay?

Aye.

Mahjong?

and that would be a video game of some kind.

Mahjong???

Aye...

Mahjong: Nay

Blackjack?

Aye (Have I met you before?)

Mens's cologne (if male: wear it?, if female like it?)- and no, not the musky stuff, but the new light stuff.

If it's the right combination of man and fragrance , then yes...and yes.

Firing someone?

Aye, especially if I can use a cannon :D

Squid?

aye

dim sum?

Aye

Extensive diary/reminder usage on your smartphone?

Aye

Cats?

Aye, the bigger the better...

Hairy caterpillars...

Nay

Stilettos?

On you? Aye! :devil:

Pink elephants?

Nay...
Tattoos?