black skinny jeans

My Husband Challenged Me to Make This Item From Goodwill Look Good…

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When out shopping for the last husband goodwill challenge, this shirt caught my husband’s eye and he challenged me to make it look good. I accepted without seeing the piece. Game on! I really had no idea what to expect! When I finally saw this item I was pretty speechless haha. Okay, that’s a lie, I did have words. It was wow, yikes, and wow. 😉

Here’s what he picked out:


It’s not my style and he knew this (it is a challenge after all), but I was determined to make it look somewhat good!

Related: 10 Tips on How to Shop for Clothes at a Thrift Store


I chose white skinny jeans for a more modern approach and a blazer because I was not a fan of the color or print and I wanted to cover it up as much as I could 😉 Plus I thought it matched the business vibe of the shirt with the buttons and collar.

Related: 6 Ways to Wear White Skinny Jeans 

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The long ties in the front are supposed to make a bow but it was such an awkward place for a bow. And the ties weren’t even that long so it didn’t quite form a bow. It was like hey everyone, take a look at my nubby nub.  So instead, I wrapped the flaps around and I actually kinda liked that new detail.

Related: 15 Ways to Wear a Black Blazer

I added my black bag because structure makes anything look more expensive. And heels of course, because that always classes up a look.

Related: How to Look Expensive


His thoughts behind the piece: “I liked that this top was a color and print that she wouldn’t like to make it a true challenge for her. I didn’t like thinking she could actually make it work because I wanted to win. But she did make it work and I lost…but that’s okay. I’m very impressed by how she made it work and used the different features like the flaps in the front to make it look better.”

I think there’s a difference between just being trendy and having style. I feel like anyone can wear the latest trends, but style is about being able to create. Not saying I’m amazing at it, but I like being able to stretch my skills and mind at times!

Related: My Chic Thrifted Finds

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How do you think I did? How would you have styled this? Let me know in the comments!

goodwill challenge


Founder and editor of My Chic Obsession, Carolyn is your trusted fashion maven. Carolyn's drive to help others achieve a classic and timeless wardrobe fuels her posts, making a go-to resource for style seekers worldwide. Beyond the wardrobe, she resides in the heartland of the Midwest, dreaming up new ideas and raising her two lively boys - her biggest fashion critics.