Considering other musician's singles, i think that's a seriously impressive list!
I'd give these ones more than my time of day...but i'm a Madonna tard
"Holiday"
"Lucky Star"
"Borderline"
"Material Girl"
"Crazy for You"
"Angel"
"Into the Groove"
"Dress You Up"
"Love Don't Live Here Anymore"
"Live to Tell"
"Papa Don't Preach"
"True Blue"
"Open Your Heart"
"La Isla Bonita"
"Who's That Girl"
"Like a Prayer"
"Express Yourself"
"Cherish"
"Oh Father"
"Dear Jessie"
"Keep It Together"
"Vogue"
"Justify My Love"
"Rescue Me"
"This Used to Be My Playground"
"Erotica"
"Deeper and Deeper"
"Bad Girl"
"Fever"
"Rain"
"Secret"
"Take a Bow"
"Bedtime Story"
"Human Nature"
"You Must Love Me"
"Don't Cry for Me, Argentina"
"Another Suitcase in Another Hall"
"Buenos Aires"
"Frozen"
"Ray of Light"
"Drowned World/Substitute for Love"
"The Power of Good-Bye"
"Nothing Really Matters"
"Beautiful Stranger"
"American Pie"
"Music"
"Don't Tell Me"
"What It Feels Like for a Girl"
"Hollywood"
"Nothing Fails"
"Hung Up"
"Sorry"
"Get Together"
"Jump"
"4 Minutes"
"Give It 2 Me"