One of two movies where prostitute women struck big
Pretty Woman is interesting in that that woman who is an escort or prostitute by profession went from being broke to being ultra rich by the end and getting married quite likely and having kids and family and all that.
This is the same as Trading Places where James Lee Curtis' Ophelia also goes from being a cheap prostitute to becoming ultra rich and settling down with a classy guy at the end.
There are some cases like that in reality like Anna Nicole Smith (but that's more like a sugar daddy) but there are likely many others unknown.
Another point to consider is while these women did it as a profession to get paid what about those women who go on dates or have short flings and sleep around but don't get paid? How is that any different than these women?
And then get married and settle down.
Anyways Pretty Woman was more of a chick flick for women to go Awww and dream but honestly no guy would normally do this for most part. Of course exceptions exist.