[SOLVED: ALEJANDRO] [4] The Madonna

somekindofguy

Acrostic with clues that may require knowledge of Madonna songs?

arks

I think the parenthetical statements are initials of letters in the missing words. For example R:

She asks (WTG) in her theme song ("Who's that girl)

That clues Zooey Deschanel, which fits the blanks.

arks

Okay. Based off the hint I got it. The letters are Album names and the numbers are track numbers.

Animal in a : (Bedtime Story)

Scout uniforms might be made of: (Material Girl): KHAKI

Use these to (Express Yourself)

, reliable (True Blue)

Olaf is one in (Frozen) SNOWMAN

blanket of snow (Like a Virgin)

It’s unlikely this (Papa don't preach?)

In a manner being made, at times (Like a Prayer)

 Item purchased so that a place:

The act of splitting of a (Ray of Light)

When you might vacation to (La Isla Bonita)

Editor-in-Chief for ( 2 wds) (Vogue)

A less artistic form of (Erotica): PORNOGRAPHY

in February ( 2 wds) (Holiday):  GROUNDHOG DAY

This is pretty (Borderline): 

One whose job is to ( 2 wds) (Dress you up): 

It might predict ( 2 wds) (Rain)

She asks in her show’s theme ( 2 wds) (Who's that Girl): ZOOEY DASCHANEL

treofspades

The acrostic solves to nine clues for things of the form "Lady X" the initials of these things spells ALEJANDRO.