Every few years I decide that it’s time to update my wardrobe and shake things up. We go through stages in life, and once in awhile you need to reinvent your appearance to reflect the inner changes. I mean sure, you shouldn’t judge a book by its cover … but let’s face it. We all judge books by their cover and choose whether or not it’s a book we want to read.

I’ll be the first to admit that I have no fashion sense. I never have, and I’ve accepted that I never will. Deciding what colours look right together, or what styles are cool is kind of my kryptonite. And like all good superheroes, when I find a weakness in myself I look for sidekicks who can make up for my shortcomings.

In choosing a sidekick for this particular task, I usually find a female friend (or in this case two) who I think have a good fashion sense and will be fun to spend the day with. This time around I drafted my friends Bonnie and Sandra, whom I had met while working at Kidsbooks. We all found a rainy Sunday to dedicate to this task, and spent nearly 8 hours picking out clothes. (Actually, they picked out clothes. I trusted their advice and paid the bills.)

When the day was over Bonnie and Sandra took snapshots so I could remember how to put together these outfits. Here’s a sampling of the photos, and I’ll let you decide for yourselves if they did a good job or not.