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

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

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

Don’t do it unless you want to.

Im happy but there is a heavy feeling of sadness in my heart that I just can't remove. Why am I like this?

Reasons against it? Basically,

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.

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.

AI Is Upending the Job Market, Even at AI Companies Like Anthropic - Business Insider

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.)

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

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

Evan Engram embraces the “Joker” role in the Broncos’ offense - NBC Sports

4) Entertainers.

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

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.

If Russia needs the resources to fund the war in Ukraine, why doesn’t it throw open its doors to visa free western tourism? Enough people would be interested, & it would start to get some hard currency as €, CHF, £, SEK, $, JPY in the tills at shops.

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

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.

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.

Measles vaccinations drop as CDC updates travel guidance - Yahoo

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

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.

d) Stunt doubles.

"More problems than it was helping”: Behind the growing distrust of antidepressants - Salon.com

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).

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.

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

Scientists stunned as heat caught on camera ‘bouncing like sound’ for first time ever - Daily Express US