There are two types of people in the world: those who throw on the first clean thing they see, and those who treat getting dressed like it’s a Met Gala invite. I live somewhere in between. My Pinterest boards are a carefully curated aesthetic, but my real-life wardrobe? More “grabbed whatever was in the laundry basket.” So, in a moment of fashion-induced chaos, I decided to outsource my style crisis and let ChatGPT dress me for a week.
Yes, I gave full control of my outfits to artificial intelligence. Think of it as the ultimate blind date: me, my closet, and a chatbot that has no clue about my body type but swears it can “elevate my vibe.” Could AI really style me better than I style myself? Seemed like a good time to find out. Spoiler: things got interesting.
Day 1: The “It Girl” starter pack
I asked what to wear to brunch, and AI came through with: “a satin slip dress layered with an oversized blazer, gold hoops, and chunky sneakers.” Cute, except my closet said try again—no slip dress in sight. I swapped in a silky skirt and crop top, and honestly? Walking into brunch, my friends immediately asked, “Okay, who styled you?” Victory.
AI 1, Me 0.
Day 2: Work-from-home chic (apparently a thing)
My WFH uniform usually screams “Zoom torso only”—a nice top with sweatpants. But ChatGPT wanted “wide-leg trousers, a fitted tank, and layered necklaces.” So I played along (minus the tangled necklaces). Did I feel overdressed to answer emails? Yes. Did I also feel like I should star in a #GirlBoss stock image? Absolutely.
Day 3: Gym rat, but make it fashion
Asking AI for a gym fit was… a choice. Instead of the classic leggings-and-sports-bra combo, it pitched “a two-tone activewear set with a cropped zip jacket, sleek high ponytail, and tinted sunglasses.” Sunglasses. For cardio. I skipped the shades, but the look still gave “I actually enjoy working out.” Revolutionary.
Day 4: Date night drama
Apparently, AI thinks I moonlight on Euphoria. It suggested “a corset top, leather pants, strappy heels, and glossy lips.” Chic, yes. Comfortable, no. I compromised with faux leather trousers and kitten heels. The compliments flowed, but let’s be real—I changed into sweats as soon as dessert was over.
Day 5: Grocery store runway
Could AI glam up a milk run? The answer: yes, maybe too much. It suggested “denim overalls, a crop top, layered chains, and retro sneakers.” Did I look like I was about to film a TikTok haul instead of buying oat milk? 100%. But a stranger complimented my sneakers in the produce aisle, so I’ll take it.
What I learned from letting AI dress me
AI is bold. Not once did it suggest my oversized hoodie, no matter how many times I tried to sneak it in.
Your closet is the filter. ChatGPT throws out Pinterest-perfect outfits, but reality depends on what’s hanging in your wardrobe.
Confidence is the accessory. Even when I felt unsure (looking at you, corset top), stepping out of my comfort zone made me walk taller.
So… can AI really build a better outfit?
Honestly? Kind of. AI doesn’t know my budget, body type, or that I live in a city where sweating through leather pants is a weekly hazard. But it does know how to piece together current trends and nudge me out of a fashion rut.
Am I letting a chatbot dictate my style forever? Absolutely not (long live hoodie supremacy). But when I need inspo, AI is officially my stylist-on-call. Because the best outfit isn’t the one Pinterest—or even AI—approves of. It’s the one that makes you feel like that girl, oat milk in hand, strutting down the grocery store aisle like it’s Paris Fashion Week.
Lead image credit: Netflix
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