Well heeled/round heeled?

An Irishman described a neighbor with the above..... I didnt ask for a definition. Can you help?

Round heels = promiscuous.

There was a biography published last year;
A Round-Heeled Woman: My Late-Life Adventures in Sex and Romance by Jane Juska.

Or maybe he said "well-heeled."

Which begs the question, why does well-heeled, imply well off or of a well-to-do background. Is there an implication that people with good shoes must be well off?

And is 'round heeled' the same thing?

I've never heard the term 'round heeled' before. Accompanied by the word 'lassie' suggests more Scottish than Irish to me. Have I got that wrong?

I've never heard 'round heeled' before. 'Well heeled' implies that the person is able to afford to get his/her footwear repaired with new heels, before the shoes reach a point on no return. Thus, comfortably well off.

The first time I heard "round heeled" was a New York character in the movie "Norma Rae." He said something like, "What do I care if she has round heels."

Well-heeled and round-heeled are two different things. I was trying to be amusing.

It was appreciated as such. I have no comment on the round heeled part of this discussion, since I have no experience relevant to the topic, but I wanted to add another perspective to the well heeled subject. When one is down on their money and luck, they are said to be downtrodden, or down on their heels.