AIDS would change it a lot (for the worse)

Judging by your description, I’m just glad the writers weren’t pussies like they are today! This movie would’ve sucked with your thoughts!

I guess you have never heard of "Pretty Woman" (1990). https://www.imdb.com/title/tt0100405/
"The film's story centers on down-on-her-luck Hollywood prostitute Vivian Ward and wealthy businessman Edward Lewis. Vivian is hired to be Edward's escort for several business and social functions, and their relationship develops over the course of her week-long stay with him."

I'm pretty sure AIDS was big news before this film came out summer 1983. Perhaps not so much during the writing/filming. It was a cover story in Newsweek or Time.

Eddie Murphy had the joke in "Delirious" about AIDS "what's next, you put your dick in it and it explodes?"

"How different would it play if set in 1989, to show a rich preppy with a hooker he met in jail?"

I mean just a year later in 1990 we got exactly that with the movie "Pretty Woman" which glamorized the story of a rich yuppie falling in love with a hooker. It was a huge hit at the box office, made Julia Roberts a star & left its mark on pop culture for the entire decade. So it would seem that the trend of that time was rather the opposite of your premise.

Yeah, and Dan would be dead from accidentally ingesting a small amount of fentanyl while trying to plant drugs in Eddie's desk.

There are countless movies since the release of this film, where male lead A ends up meeting, greeting, one night-stand or fling or meets at bar and has sex etc. etc. etc. with female lead. This goes on throughout the decades following the AIDS epidemic. It doesn't matter if she was a hooker, plenty of non-hookers have transmitted the disease.

From History (https://www.history.com/topics/1980s/history-of-aids):

In September of 1982, the CDC used the term AIDS to describe the disease for the first time.

That didn't seem to affect movies like 9 and 1/2weeks, Robocop and Pretty Woman though. The mid and late 80s featured dozens of Blockbusters featuring cheap Hookers.

Look at Pretty Woman made in 1990, AIDS very well know by then. Rich guy has no issue being with her, falling in love with her. Her job really only glossed over in the film.

They make it what they want it to be to suit the film.

In other films the whore is more down beat, more of a desperate loser. It just depends on what they are going for.