More Style Mishaps + What I Wore Sunday

This is what I wore today:

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But actually I kept my coat on all through Mass, so the overall look was more like this:

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Which reminds me: I have a tough time figuring out outerwear.  Growing up in Florida, a coat was something I needed only a few weeks out of the year.  I never thought of it as part of my outfit, just something to throw on to keep warm, like a blanket.

Fast forward to first year of law school, and I’m wearing a red, bulky Lands’ End parka with my black skirt suits.  Not the cute, quilted, fitted parkas I see around nowadays.  Just big, bulky, functional.  Fortunately, I caught on and bought myself a dressy wool overcoat (still red!) before I entered the working world.

Okay, so fast forward some more to a few weeks ago.   I went to a Christmas concert with a friend, and the night was cold and rainy.  I got it stuck in my head that I had to wear the trench/ rain coat, and not my standard wool overcoat.  But, I was afraid I would be too cold in just the trench plus my standard church/ dressy uniform of pencil skirt + cardigan/ sweater.  (Plus most of my sweaters are showing their age, and they seemed a bit shabby to wear to the concert).

So, I wore this:

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but also put on this my new-to-me blazer, over the sweater and under the raincoat.

This blazer has an identity issue.  Worn with navy, it looks black (as in this outfit from a few weeks ago):

Ralph Lauren blazer infinity scarf pencil skirt brown boots

But worn with black, it is definitely, definitely navy.  I didn’t realize this until I already was at the concert, looking like a color blind Hogwarts dropout:

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I was going for something like this:

But I think my look was more:

Hermione

And I don’t like the logo thingy on the pocket, anyway.  So this thing is going up on Ebay.  (Maybe it will find a nice Catholic owner who will take its newly-converted self to Mass every week?  😉

The whole experience left me yearning after a dress, something that (a) is long sleeved and warm, (b) is dressy enough to wear to church, concerts, parties, etc., but (c) is casual enough to wear with flat boots, and (d) doesn’t cost anything.  Ha!  So, yeah, I’ve been doing a lot of browsing online:

Links available here.

Links available here.

Probably the most frugal/ versatile thing to do is buy a non-shabby sweater.  But part of me just wants a new dress.

But even a warm dress might not be warm enough with just a trench coat.  I can’t figure out how to do outwear.  I just don’t get it.

What about you?  What’s your go-to outfit when it’s wet and cold but you still need to dress up?  Do you prefer dresses or separates?

Linking up with FL&P today.

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