Everything We Love at Gap

Weekend Inspiration: All the Things at the Gap - The Well Dressed Life

Remember when Gap was the epitome of style?

I sure do.

The first time I shopped there, I was with my Aunt Trish. I had spent the night at her house before babysitting my three cousins (this was so long ago that the oldest of those cousins is now one of my dearest friends). The next morning, we were at Gap and as a thank you, she bought me a pair of khakis. I can still feel how excited I was to carry that navy drawstring bag around the mall. It was like that purchase made me a better person.

A few years later, I was getting ready to graduate from high school and had an incredible opportunity to go to Italy. My mom and I were at the mall getting everything I needed for my trip. We stopped in Gap and bought so many things: a slim pair of navy cotton ankle pants, a sleeveless white button-down shirt, a white cotton cardigan to cover my shoulders for tours of churches and cathedrals. Isn’t funny the things you remember? Just like my first pair of khakis, I wore those pieces to death.

By the time I hit college, the goal was to shop at Express, and Abercrombie. Then came The Limited, Banana Republic, Ann Taylor and the mothership, Nordstrom. Gap didn’t get much love and eventually fell off the radar completely. At this point, I can’t remember the last time I even walked into one, until I took a look at their early spring arrivals. So much of it is cute, affordable, stylish and wearable; I thought it deserved its own post.

Because Gap has a huge inventory, it can feel overwhelming to find the best of the best.  We rounded up a curated list of recommendations, focusing on pieces that are different, versatile and affordable.  You’ll notice jeans didn’t make the cut. If you are looking for a well priced jean option, we recommend Old Navy or KUT, both are available in our Denim Closet.

What I’m thrilled to see is true size inclusion.  All of our recommendations come in sizes from XS – XXL and 00 – 20.  Scroll below for our picks from Gap for spring.


Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

1 Comment
  1. Loved reading this article with your childhood shopping memories! It took me back to the mid-late 80s when I went shopping with my mom at GAP, The Limited and even Banana Republic post-college ca. 1990 (it had a “safari theme” then… and my mom bought me my first brown leather jacket there for me for Xmas!). Remember the “Forenza” v-neck sweaters?! I had it in several colors and wore it for my H.S. senior pic! And now today- that oversized sweater style is back…only wearing the V in the back for a backless look with a bralette or cami underneath. I just ordered one from LuLu’s 🙂 My 16 y.o. stepdaughter shops online there, but I even pulled the plug on a sweater for me there (LOL!). Thanks for the GAP hints – I’ll check them out…love the ruffled blouse and black legging-like pants!

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