The Oxford English Dictionary and Webster's Third International Dictionary point out similarities with words including:
The medieval French word pucelle referred to a young adolescent girl or a virgin, although this comes from a slang term for virginity puce (= flea) rather than referring to cats (but cf. French chatte (female cat), a current vulgarism for the female pudenda). In the 17th century, the term was also used to refer to women in general. Philip Stubbs, an English pamphleteer, wrote in his 1583 book "The Anatomie of Abuses" that "the word pussie is now used of a woman".
It has been informally suggested in folk etymology that it is a shortened form of the word "pusillanimous" which is defined by the Oxford English Dictionary as "showing a lack of courage or determination" or cowardly. This meaning would seem to be consistent with the intention of the word "pussy" when used as an insult toward a man. This term, however, comes from the Latin words pusillus (petty) and animus (spirit) and is unrelated to the Germanic derivations of puss and pussy.
To pussyfoot around the question or point means to be evasive, cautious, or conceal one's opinions. The reference is to the careful soft tread of the cat and has no vulgar implications, other than obvious ties to weakness, which "pussy" sometimes connotes.
Pursy (pronounced with a short u, and with the r slurred or silent) was in turn derived from an Old French word variously spelled pourcif, poulsif, poussif, meaning "to push, thrust, or heave." In this sense, it is cognate with the modern French verb pousser, also meaning "to push."
The word pussy can also be used in a derogatory sense to refer to a male who is not considered sufficiently masculine (see Gender role). When used in this sense, it carries the implication of being easily fatigued, weak or cowardly.
Men dominated by women (particularly their partners or spouses and at one time referred to as 'Hen-pecked') can be referred to as pussy-whipped (or simply whipped in slightly more polite society or media).
The double entendre has been used for over a hundred years by performers, including the late-19th-century vaudeville act the Barrison Sisters, who performed the notorious routine "Do You Want To See My Pussy?" (see entry for more); the Popular Great Depression Era song My Girl's Pussy, the Funkadelic song "Pussy", and the character Pussy Galore in the James Bond series, as well as the 1983 film, Octopussy. On his album, The Gold Experience, Prince sings a song about a female protagonist named Pussy Control. The Belgian band, Lords of Acid, also has a song called Pussy, almost every line of which is a double entendre.
One surprisingly risqué joke, especially for 1940, appears in the W. C. Fields movie, The Bank Dick. The bar that Fields frequently attends (tended by Shemp Howard) is called the "Black Pussy Cat", with "Black Pussy" arched over "Cat" to give it some visual separation. However, it was apparently tame enough that the Hays Office did not take action. Another notable usage is in the British comedy Are You Being Served?. The character Mrs. Slocombe is often heard to be concerned with the welfare of her pussy (cat), presumably unaware of the secondary meaning. This joke was also used with some other cast members of the show (particularly Messrs. Rumbold and Grainger), showing their unawareness, with lines such as "I hope this (meeting) won't take very long, it's very unfair on Mrs. Slocombe's pussy". In the episode "Calling All Customers", Mrs. Slocombe calls a lonely trucker on Mr. Humphries’ CB radio, setting up perhaps the most intricate "pussy" joke of the series. The trucker tells her he’s hauling dynamite, and proceeds to ask her about her interests. She notes gardening, but that her pussy is her favorite hobby. She exclaims that she has a mantel full of trophies and that it wins a medal every time she shows it. Then follows the sound of screeching tires and an explosion. Mr. Humphries laments "He’s pulled off for a coffee".
The double meaning of the word was exploited in a 2005 episode of the American comedy program Arrested Development, where the word was censored if used as an insult, but not censored if used to mean sweet or gentle (as in pussycat). This also can apply to using pussy as a word for weak. On the television series Drawn Together, the episode "Alzheimer's That Ends Well" features yet another instance of the above. In this episode, Princess Clara receives an "extreme vaginal makeover", but continually exclaims that something is wrong. In one scene, she claims it has freckles, to which Wooldoor replies, "Lots of pussies have freckles, like Ron Howard". In the South Park episode "Fun with Veal", after giving up meat temporarily, Stan Marsh discovers his body is covered in sores. The doctor informs Stan that the sores are actually tiny vaginas, and that not eating meat is turning Stan into "a giant pussy". In neither of these latter two instances is the word censored.
Steve Martin had a stand-up bit (found on his "A Wild and Crazy Guy" recording) in which he declared that a woman he'd met had "the best pussy . . ." He then realized what the audience was thinking, and immediately expressed outrage and disgust that "You can't say anything any more without people taking it dirty." He then muttered that "that cat was the best fuck I ever had," (suggesting bestiality).