What would your life look like if you stopped letting embarrassment and judgment hold you back? How many opportunities, adventures, and memories are you missing out on because you’re worried about how you’ll be perceived?

In this episode of the Say Yes Experience Podcast, Jessica shares a hilarious yet eye-opening story from Day 11 of her 100 Days of Say Yes Experiences Challenge. For Mother’s Day, she and her son went thrift shopping, picked out the most outrageous outfits they could for each other, and then wore them—proudly or not so proudly—out to dinner.

One of them walked tall, smiling and laughing, completely unbothered by what anyone thought. The other? Hunched shoulders, nervous glances, and wishing they could disappear. But as the night unfolded, something shifted. What started as a silly experiment with mismatched clothes turned into a powerful lesson about confidence, courage, and the freedom that comes from living unapologetically.

In this episode, you’ll discover:

If you’ve ever felt held back by fear of judgment or the weight of other people’s opinions, this episode is your reminder that you don’t have to live that way anymore. The freedom you want is already available—you just have to choose it.

So if you’re ready to stop shrinking, stop second-guessing, and finally start living boldly for yourself, this episode is your permission slip to begin.

✨ And wait until you hear what happened in the parking lot after dinner—it’s the perfect example of how quickly embarrassment can creep back in… and what you can do about it.🎁

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