There are 5 areas of clothing to change on a male/female (Jewellery and Accessories do not count):
Head
Hands
Torso
Legs
Feet
Whilst in a play space press
to bring up the menu and scroll to Wardrobe. Once in the wardrobe set new clothes in the 5 areas above and the trophy is yours.
From the start you have enough clothes to get thisHere's a video