Any time a lady carries a parasol as a sign of high-class grace and femininity, and sometimes as a sign of demureness and innocence.
The parasol has been used in cultures all over the world for at least 2,000 years, from Egypt to Greece to China, before making its way to Europe and the United States in the 18th century. This basically kicked in during the 19th century, when it was almost always proper for a well-to-do lady to carry one to keep from getting sunburns on her delicate skin, whereas poor women had to grub in the fields. Now that having a suntan isn't seen as so gauche anymore, it's just symbolic of the lady having aforementioned traits. Plus, it just looks...well, pretty.
A good fighter can take anything and be able to use it as a weapon. Swords, guns, boomerangs, chainsaws, and even... an umbrella?
Yes, despite their standard use as protectors from rain, snow, and sunlight, a parasol can be a deadly weapon in the hands of any fictional character, if used the right way. In this case, they're mainly used for clubbing people to death, but some varieties of umbrellas can shoot things — from bullets to gas to laser beams. Don't be fooled if you see an old lady wielding an umbrella. Get on her bad side, and she'll whack you good!
The carrier isn't Always Female, though: another likely candidate is a Quintessential British Gentleman, given that the umbrella-and-bowler-hat combo was for many years the unofficial uniform of a British businessman. It's a pretty versatile "weapon", too. For starters, you've got a long stick with a hard spike at one end and (depending on design) a crook at the other. Opening the parasol often lets it serve as a shield against attacks (some works get around the impracticality of this by Handwaving that it's somehow reinforced). And if all else fails, you can always just hide a sword in it.
We all know that lightning is electricity, and electricity runs easily through metal. And since the shafts of umbrellas are usually metal, it follows logically that lightning likes to strike umbrellas!
Generally Played for Laughs, it's rare that any lasting injury happens to a character who has this happen to them; apart from the usual effects of such slapstick humor, usually the worst that happens to the character is that their umbrella gets ruined, and they get cold and wet, when in reality, lightning kills or seriously injures people.
The umbrella drink is a cocktail is associated with beaches and Pacific islands, especially Hula and Luaus vacations. A tiki-themed tourist trap is not complete without a row of colorful rum-based cocktails, which are identifiable more by their decorations than by their contents, a visual shorthand for the type of drink one usually doesn't get at the local pub.
Despite their widespread derision as "girly drinks" they are often extremely potent, their smooth fruity taste concealing several ounces of rum. It also adds a bit more street cred when you know that many of these are the descendants of elaborate mixes popularized in speakeasies during the USA's Prohibition Era to mask the horrible flavor of poorly made and stored bootleg liquor.
The karakasa-obake (唐傘おばけ "Tang umbrellaghost"😉, also known as kasa-obakenote is a Japanese fantastic creature with the body of a karakasa - an old oiled-paper Chinese umbrella. It is usually represented as an anthropomorphic being with one eye, an Overly-Long Tongue sticking out of a mouth and one leg in place of the handle. Its leg ends either in a clawed foot or a human foot wearing a geta (wooden sandal). It might or might not have arms.
The karakasa-obake belongs to the class of youkai known as tsukumogami, discarded household objects that suddenly spring to life when they become 100 years old.