I thought about titling this post, “Look, Ma, it only took me 35 years to figure out you can wear a dress more than one way!” Seriously, I never wore my sheath dresses over shirts until I started reading career style blogs. In the past, if I was really flinging caution to the wind, I might wear a different cardi over it.

Also, I want to be honest about what motivates my style choices sometimes, bein’ as I’m almost 50 years old, and cannot do things I used to when I was a young whippersnapper in the 80s, with big hair, blue eyeshadow, giant shoulder pads, and plastic stilettos. Like wear high heels well. Sometimes I fall off them, get scared, and go flat for a few days. Then it’s back on the heels again. Until I fall off them the next time.

Calvin Klein sheath (Marshalls clearance); Turtleneck (Target @$13); Slouch boots (Target); Tights (Target); Chain (Burlington Coat probs)

I wear this chain all the time because it goes with everything, and I don’t have to think about it.

Re-visiting old times, I wore this dress in one of the first few pictures of myself I was willing to post in April 2011. I was 20 pounds heavier, and this dress still fits! I think it’s made of Willie Wonka fabric.

I just realized I miss my long hair intensely.

Did I make a mistake cutting it all off? Do you ever regret a major haircut – months after you did it?

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