Sometimes the most casual outfits can be the hardest to put together.

I woke up this past Saturday knowing three things:

  1. Lindsay and I were going to take photos of our outfits;
  2. I absolutely had to wear something really comfortable; and
  3. I was not allowed to wear my Miz Mooz oxfords or my Nine West wedges. (I wear those two pairs of shoes everywhere, with everything, like Groundhog Day lives on my feet. I will not force that on you.)

Another complication: the projected high for the day was eighty-five degrees, also known as Balls Hot.

So it began: a dress? Nope, there is no way I’m shaving my legs. A dress and tights? No, because then I will want to wear my oxfords and no, bad Jen, not allowed. Skinny jeans? Too hot. Wide leg jeans? Ooooooooxfooooords foreeeeeeever.

Straight leg jeans. Long ones. Ones I love, and haven’t worn in months. Yes. Okay. Good. We have achieved pants.

The rest was harder.

I went through shirts and more shirts. Shoes and more shoes. I was so unsatisfied with my outfit that even after Lindsay and I met up, we went back to my house so I could change.

The solution to all of my fashion problems forever? Just wear stuff that’s new, whether or not you intended to wear it together, and you’ll feel better.

Let’s talk about this fucking blazer. This blazer, with its fantastic buttons and striped lining (cuffed sleeves forever) was $30 at the Gap outlet store. Thirty dollars! Blazer! And it buttons over my boobs!

Why yes, I did get those shoes I talked about. They are super comfortable and I should wear them more often.

An interesting note: these jeans (by John Varvatos for Converse) used to be brown and kind of sparkly. They were also Dry Clean Only.

Yeah, right. Like that’s going to happen.

These jeans are also the only thing I’m wearing that I didn’t buy this year.

It’s weird, the things that catch your eye. This v-neck, made by Seattle’s own Cupcake Royale and printed on Alternative Apparel (double swoon) has been on my mind since I saw it on sale for ten bucks in my home ‘hood of West Seattle. A cupcake with antlers. Of course I needed it.

(By the way, I’ve decided that said cupcake is salted caramel. Triple swoon.)

V-Neck: Cupcake Royale, $10
Blazer: Gap outlet, $30
Jeans: John Varvatos for Converse, via Gilt.com, ~$30
Sandals: Payless, $19.99
Hair: Kellianne at Vain