I wore this dismal outfit to my infusion appointment since it’s usually pretty cold in the office and I knew I’d be keeping my coat on the whole time. Seriously, this is the laziest outfit I’ve worn for ages and ages, and I never would have done it if not for the trench. Between the trench, the hat, and the bag, the nurses had no idea how crap I really looked. I have to keep this from becoming a habit!

I wore this to attend residency Match Day for The Littlest Princess. We were all a little nervous about it, since this is when he finds out where he’s going to spend his next three years – he could wind up really far away, he and his fiancee might wind up having to live apart for a year or two, he could wind up somewhere totally crap and we’d all have to pretend to be thrilled about the placement. Since my hair is so problematic, it isn’t something I can play with, so I chose a loose fitting top that I could fuss with all day. Adjusting the top to keep it in place totally absorbed my nervous energy. It all worked out though, The Littlest is going to be nearby in a kick ass program! Whoo hoo!!

These shoes are Kate Spade in a size 7. Vanity sizing at it’s worst. A decade ago I was a solid 8.5, 9 in most shoes. Now I’m consistently an 8. But a 7? The last time I wore a size 7 shoe I was in grade 7. And it isn’t like my feet are any smaller than they were.

Size 7 or not, I do love the shoes though. Thanks for peeking in!

I went into the city with The Princess and finally met his mother. The Princess and I have been together for 11 years, and while I’ve known his kids from the start, for totally valid reasons, I’ve only begun meeting the rest of his family in the last few months. I figured the lunch ‘meeting’ could be very uncomfortable so I put my outfit together with as many of my current favourites as I thought would be appropriate. That meant my all-time favourite top – this dusty rose knit tee, my current favourite shoes (black Miu Miu’s), my cross body silver necklaces, and my new brass knuckle clutch. I figured the weapon clutch could come in handy if the lunch didn’t go well!

I tried to keep my look very ME but also very neutral. Not too edgy, not too glam. I would have loved to have worn my current favourite bottoms, which are a pair of David Kahn, Brenda Skinny leather look ankle pants, but felt they might be a bit much. It turns out I could have worn any ballsy outfit I wanted – The Princess’s mom is so seriously glam! She wore a black and white outfit: Black pants, a white button up shirt with a double collar, a micro hounds-tooth vest, and an amazing black blazer. Black nail polish (I was going to do my nails in black polish but worried it would be too goth!), and her expertly layered pixie bob completed the look. Her hair is a perfect mix of light and dark grey, blonde and white. I think she looks like what Meryl Streep is going to look like in 20 years.

The lunch went well, we got along well and were comfortable with each other. We were able to talk and laugh and share stories. Of course the things that kept us from meeting for a decade are still in play, so where we go from here is awkward and in question.

* Don’t worry, I took these photos a couple days after I actually wore the outfit, so when I met The Princess’s mom, I was crisply pressed, wonderfully coiffed, contact lensed, and dolled up in make up!

It worked well with jeans and a sweater, so I figured go for something tricky. Skinny legs and a dazzling print.

Love it! I’ve held the trench up against a wide array of closet items and it works with almost everything. Some notable exceptions – lime green neon jeans. I might be able to make it work with a black top, but that’ll be the only way. No brainers are red and jewel tones. I wonder how often I can wear this thing before The Princess demands that I put something else on.