Summer to Fall Transitional Dressing

Q. I’m a preschool teacher and 40 something mom.  But I like to be hip and trendy.  I need ideas to wear to work while it is still warm.  I can’t bear wearing tennis shoes and capris like all the other teachers. We can’t wear jeans or shorts, and most of my heels won’t work on the wood chipped playground.  Any ideas?  I’ve got fall covered with tights, boots, flats, and dresses, but it’s this in-between hot and cold season that has me stumped.
-Still Warm in Kansas

A. Well, you certainly already own the flats that can be worn now, so slip into them. As for bottoms, you can wear cotton pants instead of jeans or shorts and how about some knee length skirts with lightweight cotton tops. And when it gets a little chillier just add a thin jacket or cardigan for recess.

Here are a few layered looks to take you through the fall:

Solid deep V-neck vestSophie peacoat sweater Favorite-fit stretch vintage trouser cords

1. Lilah shirt in satin-stripe floral, $98 at

2. Solid deep V-neck vest, $39.99 at

3. Sophie peacoat sweater, $148 at

4. Favorite-fit stretch vintage trouser cords, $79.50 at

Striped scoopneck waffle hoodieFleece trapeze coat,Khaki striped wide leg pants

Layer a button down top under this striped hoodie and add the fleece peacoat for chillier days on the playground .

1. Striped scoopneck waffle hoodie, $26.50 at

2. Fleece trapeze coat, $59.50 at

3. Khaki striped wide leg pants, $59.50 at

BCBGMAXAZRIA Empire Poplin Shirt Womyn 'Olivia' Stretch Twill Pants

1. BCBGMAXAZRIA Empire Poplin Shirt, $138 at

2. Womyn ‘Olivia’ Stretch Twill Pants, $154 at

  • Josie

    I’m also a teacher and I could have written your question! I’ve been solving the warm weather problem with shirt-dresses. Check ebay for J Crew’s Spring line—I got a few really cute ones for around $40 each. They are easy, cool, and look cute with flats or a med. high wedge (I also can’t do heels all day on my feet in the classroom.) My other standby has been walking shorts with short sleeve button downs and colorful lightweight sweater vests (think Stacey London from TLC’s “What not to Wear”)
    The irony of it is I know in a few months when it’s freezing I won’t be able to believe I ever wanted it to get chilly!

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