Cracky Is My Tim Gunn

With the onset of warmer weather comes the greater selection of footwear.

During the winter months, I favor the black equestrian or motorcycle boot as my preferred mode of transportation. With a pair of skinny jeans, it's an easy uniform that won't break my neck on the ice.

But when the darling buds of May begin to shoot out of the tender branches here in the northern states, we can't wait to expose our ankles and perhaps even our toes. So it was the other morning when I perused a multitude of high-heeled shoes from which to choose.

Would it be the Kate Moss-esque pointy-toe stilettos with the faded black skinny jeans? Or perhaps a round-toe Mary Jane pump to keep the spring demure? Yet the grass was lush and the breeze gentle, so I had a fire in my veins.

I tried on a pair of 4" platform stilettos with with a peep-toe to boot. They felt good. They felt natural. I realized it had been over a year since I'd worn them between pregnancy and winter, and I was ready to unleash myself on spring.

I considered myself in the mirror.

So did the seven-year-old child who showed up behind me.

"Are you going to wear those to work?" he asked.

"Why? Are they too tall?" I asked, genuinely surprised that he had an opinion.

"Yes."

I changed into the simple black stilettos with a humble 3" ground clearance.

"Much better," he said and walked away.

I'll be damned if he wasn't right.

Cracky's Guide to Work Appropriate Footwear With Skinny Jeans

A classic pointy-toe stiletto.

Demure round-toe Mary Janes.

Boots and a jacket are always apropos.

Ballet flats are definitely a do, but I just can't get excited about them.

Not for work, but how do we feel about platforms and skinny jeans for after work?

I'm on the fence. There's something not-quite-right about them, to me. I'll have to ask Cracky what he thinks about platforms for after hours. Hey, at least they're not clogs.