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Couple Plan Fun Date Night Game Wearing Everything They Touch In Store

Jul 10, 2026
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A couple’s date night took a hilarious turn when they challenged each other to blindly pick outfits from a department store — and then wear whatever they landed on. Husband and wife Ian and Ana Ryan, from between Destin and Panama City Beach, Florida, love making people laugh with the content they upload to social media. The videos make for a lighthearted change from their more serious content, like struggles with infertility, and for one a recent video, they decided to hop on a trend. The date night challenge saw the couple head to their local Marshalls store, in Destin, on May 23, where Ian and Ana skimmed the rails with their hands and had to purchase and wear whatever they stopped on. Ana, who went first, landed on a blue lace top, red culotte-style shorts, and a pair of white loafers; while Ian landed on a Hawaiian shirt, leaf-patterned pants, and a pair of bright yellow Nike running spikes. The couple initially thought Ana's outfit was rather out-there, given that it was never something she would never wear, but when they later posted a video on social media, the majority of comments said Ian had made the worse choices and Ana rocked her look. Ian and Ana, both 29, then headed to a smoothie bowl restaurant for their date night, where they asked a member of staff to record a video of them showing off their outfits.
#Humor