Many years ago, Logan saw a post on Facebook about a couple who went to Goodwill on a date and picked out each other’s clothes for $10 or less. They then wore those clothes to dinner immediately afterwards. Logan was adamant we do the same!
I wasn’t so sure about it, since I was fairly certain he would pick out an 80s prom dress or something equally ridiculous. But he got some friends of ours to agree to go with us, so we went.
I’ll be honest with you — I was a little terrified. Not only do I dislike shopping, I did not trust Logan to pick out something I liked. And my little introverted self definitely did not want to wear something crazy out in public!
But I took a leap of faith and trusted Logan not to embarrass me.

Do I look nervous? I was nervous.
Logan picked out a couple of dresses for me to try on, and there was a clear winner!

I was thankful he decided I needed a cute $6 dress. It got plenty of use over the next few years, so much so that it eventually got a hole and I had to get rid of it. Despite me trying to find something decent for Logan, I was limited by sizes. But he actually still wears those shorts!
We, along with our friends who were with us, changed into our “new” clothes and headed to dinner together. It was surprisingly so much fun that Logan and I decided to try it again the following year and ended up having even more fun. I accidentally picked a ladies shirt out for him, so we ended up going back after our meal to get him a men’s shirt. He found me another cute dress, which is still hanging in our closet. (You can actually see this date in action in our very first Instagram highlight here. We were very new to Instagram back then, so be warned, ha.)



Since then, we’ve done many more dates like this and have even put a couple of them on our YouTube channel! Logan has found several more great pieces of clothing for me since then, and much of my closet is because of our thrift store dates.
This is the date where Logan picked something I felt super uncomfortable wearing at first but now it is honestly one of my favorite dresses. I’m so thankful he took a risk in picking this one and I’m glad I was brave and wore it anyway.
And this is the date where I refused to buy the cute yellow dress (because it was so form fitting) and Logan still regrets not buying it anyway!
What we’ve learned from thrift store dates
It’s crazy how going on these dates and picking each other’s clothes has made us realize a few things. It’s one reason we encourage couples to try new things together (one of the things we talk about in our Date Night Guide). You just never know what you might learn about yourself or your spouse! Here are some things we’ve learned:
- Logan is great at picking out my clothes. He picks things that I would never pick myself but end up looking much better than I expect.
- We LOVE thrift store shopping. Most of our clothes now come from thrift stores!
- Getting out of our comfort zone sometimes is a very good thing.
We also learned that we love each other enough not to embarrass each other. It’s still funny to pick out embarrassing clothes for the other to try on, but we don’t end up buying it.
So are you ready for the challenge? Do you trust your spouse to pick out your clothes? Make your next date one to remember!
Want a way to keep track of your dates? Check out our free Date Night Tracker!

