In a case where "She musta surely known her Tropical chart," a TZ Leo Sun and Virgo Moon give the images for the iconic "Like a Virgin" Lion & Virgin video that put her over the top - and this girl definitely loves her cats with the Moon actually rising in the constellation Leo. But those familiar with Sidereal sign meanings will have no difficulty recognizing the Cancer Sun and Leo Moon is this alternately acute business woman and hungry lust-pot who is always ready for her close-up!
A few quick observations besides the Cancer-Leo emphasis: Angular Moons are the hallmark of pretty much every "media sexpot" for whom we have accurate birth data, from at least the WW II pin-up girls forward. But her single most angular planet spatially - actually less than a degree from the horizon - is that rising Mercury. When pop stars of the last 40 years are collated, and those that have strongly angular Mercuries are examined, the list reads like those who not only had popular success but whose works sprouted commercial empires. Madonna, clever and astute and, above all, a businesswoman, is at or near the top of that list.
The Pluto, surprisiingly, isn't very angular at all. Due to its considerable latitude (it is 11°23' above the ecliptic), it is nearly 7° from the Easpoint in RA, which doesn't count; and it's over 10° above the horizon. And moving to New York didn't inmprove that angular picture. (On the other hand, she has Jupiter angular on the West Coast, and has the Sun exactly on the Midheaven in London, near which she has made her home for many years.)