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

Don’t do it unless you want to.

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

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).

What are the coolest new smart home gadgets to upgrade your living space?

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.

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

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.

What is Opec+ up to? - Financial Times

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

Reasons against it? Basically,

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.)

It’s back! Massive $400 price drop now live on 2TB Space Black M4 iPad Pro at Amazon - 9to5Toys

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

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.

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

Prints Aren't the Only Stable Thing About Your Fingers - Newser

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

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

4) Entertainers.

What are some life hacks for living on your own?

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.

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.

d) Stunt doubles.

My stepdaughter’s mom tells her I’m not a real dance teacher, but my stepdaughter has seen me in action. Why does she still question my abilities?

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.

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

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.

What to watch for in today’s NASCAR Cup race at Michigan International Speedway - NBC Sports