Is it socially acceptable for individuals to wear clothing typically associated with the opposite gender? What are some reasons for or against this practice?

Socially acceptable? It depends on which bit of society you live in.

b) In light entertainment: female impersonators/comedians; pantomime dames in British theatre.

If you’re going to do it, do it 100% and do it well. You’ll enjoy it all the more and so will the people around you. It’s often good for a round of applause or a free drink.

What kind of book did you write after turning 55?

c) Drag queens and Drag kings – an exaggerated satirical sub-section of the light entertainment field.

Don’t do it unless you want to.

2) Fashion crossdressers - some metrosexuals and most women fall into this category. Women in trousers – seen as a sexual and social aberration in 1900 – had become the norm by 2000.

Why does it seem that Quora's "moderators" base their moderations on personal beliefs and views by deleting answers that are only violating their personal feelings?

4) Entertainers.

Ignore people who will quote their religion at you (unless it’s your religion too).

There are many reasons. This can be broken down into the eight broad categories below, though most people only think of no.6:

A kid threw a stone at my car. I confronted his mom (who was nearby). She said, "You can't prove it was my son." How should I have reacted?

1) Occasional crossdressers - Hallowe'en, practical jokers, fancy dress parties, students' rags... etc.

8) Those forced into crossdressing. This category is included for completeness but barely seems to exist in real life today. It was however observed in the period 1850-1950 when boys were occasionally forced into girls' clothes as a punishment at school or in the home. It is a staple of fiction – to escape from danger (Some Like It Hot), to obtain a job (Tootsie, Mrs Doubtfire), or forced by a sadistic female relative (much transvestite erotic fiction).

In Lancaster County, Pennsylvania or Salt Lake City it won’t be accepted. In Rio or Douarnenez at Mardi Gras it’s practically compulsory. (Seriously, I counted the men in skirts in a bar in Douarnenez: one in six.)

NASCAR hopeful for deserved return to Mexico City in 2026; will INDYCAR join? - FOX Sports

If it’s merely your sexual fetish — see 3) above — don’t do it in public. You’ll look ridiculous and possible offend decency laws.

5) Other professionals: the occasional spy/undercover policeman/criminal in disguise. Gay prostitutes.

Reasons against it? Basically,

Teens like me, what are your expectations when entering adulthood?

a) In serious entertainment, actors playing a role. From Mark Rylance as Cleopatra or Judi Dench as Olivia to Antony Perkins in Psycho. Japanese Kabuki and Nō players. Sopranos singing "breeches" roles in opera.

d) Stunt doubles.

7) Transsexuals – for many of them the cross-dressing is merely an incidental stage in their transition of identity. Once achieved, the wearing of the clothes of the other sex becomes the norm, and can no longer be called crossdressing.

How is it, in the USA, a country with 334 million people, the choice of President comes down to two aged men, one of whom is a liar as well as a criminal, one who appears to be on his way to dementia. Surely a democratic country can put up better?

Don’t do it in places where it’s illegal, like Russia.

6) Transvestites – what most people first think of. For transvestites, crossdressing is an end in itself; motives many and various. For most, these go back to childhood or before birth and are obsessive.

3) Fetish crossdressers - who use clothes as a substitute for, or an essential precursor to, sex. This is commonest among teenage boys, but usually disappears or develops into transvestism later. It is rarely seen in public, although the word "fetish" is often misapplied by those who should know better.

Why do subpar women think that they are nines and tens?