Pleakley first appears in drag in the original Lilo & Stitch. His outfits are put together with what he could gather around him on Earth and what he thought was appropriate. Essentially, he has to work with what he had and mismatch different items. We see him wear bracelets, ladies hand bags, a dress that doesn’t fit his body correctly, and shoes!

Now, what I always thought was cute is that Pleakley, having three legs, would wear one matching pair of women’s shoes, and the third shoe would not match.