Crossdressing

Crossdressing is the wearing of clothing and other accoutrement commonly associated with the opposite gender of the dresser. It has been a recurring part of the Final Fantasy series, usually as a joke but sometimes as part of the plot.

Final Fantasy IV
In Fabul, a monk pretends to be Dancing Girl until the player talks to him. Then he reveals his true identity and dances about, taking the name of "Stella".

Final Fantasy V
Faris Scherwiz disguises herself as a male so that she can be the leader of a band of pirates. Early in the game, Bartz and Galuf can sneek in Faris' room and look at "him" asleep. A heart icon appear above their heads as if to indicate infatuation.

Final Fantasy VII
A specific puzzle in Honeybee Inn involves Cloud collecting various articles of female attire in order to audition as the girl that will spend the night with Don Corneo. If the player has found enough items they are chosen as the girl and can play along with the scenario to a certain extent, although the couple is interrupted just as they are about to kiss.

Final Fantasy VIII
An unnamed minor character can be encountered in a bar; during conversation, there is strong implication the character is a transvestite. The player character Squall Leonhart is given the option to ask if he is really a woman. If Squall asks this the character becomes paranoid and wonders how he knew.

Final Fantasy IX
Kuja's outfit, complete with a thong, and demeanor is indicative of crossdressing.

Final Fantasy Tactics
In the Midlight's Deep, the player can sometime encounter a male Time Mage enemy who screams like a female character when defeated. It is unknown if it is a bug or intentional, but it only occurs in that dungeon.

Additionally, Cloud and Onion Knights can equip Perfume and Lipstick accessories, which can otherwise only be equiped by female characters.

Dissidia -Final Fantasy-
Kefka and Cloud can equip the Blonde Wig and Silk Dress (which give the effect "Allure of Honey"). These pieces of equipment can otherwise only be equiped by female characters.