Trannies in womens clothing. A 19th-century photograph of a femminielloan ancient culture of cross dressing in Naples, Italy. Usually derogitory, a tranny is a transgendered person, transexualor transvestite. Passing as female Breast forms Cleavage enhancement Hip and buttock padding Tucking. April 2, at 5: Device Cases. I wear the They'll probably let you try on dresses as well. Trannie is a word much like fag or nigger.