I Tried Ralph Lauren's AI Stylist—Here Are 3 Fall Outfits It Suggested for Me
For many years, the Ralph Lauren brand has been associated with a specific style aesthetic that is tailored, classic, somewhat preppy, and always distinctive. However, achieving similar results when creating outfits at home can often be challenging, which is why the brand is introducing Ask Ralph. This digital styling and shopping tool, powered by AI and available exclusively in the Ralph Lauren app, is designed to address various styling dilemmas and shopping needs—ranging from what to wear to the office to finding the ideal gift, among other things. For each inquiry, the app provides three outfit suggestions, allowing you to refine your choices until you discover your perfect look. The aim is for the app to learn your style preferences over time and offer personalized suggestions. "It should be a fun learning tool," explains David Lauren, the brand's chief branding and innovation officer. He believes that the appeal lies in "learning about fashion history, style, and how to put together combinations you might not have considered." It’s like having a personal stylist at your fingertips to provide cool ideas and interpret the brand's aesthetic for anyone, anywhere—from a shopper in New York to a customer in China. "You get to ask, What would Ralph do?" Lauren remarks.
I spent an afternoon experimenting with the AI stylist, prompting it to create three fall outfits for me. Each time, it required only one or two follow-up questions before I found a look I was eager to try on, from an outfit for a fall wedding to a chic way to wear the classic Polo baseball cap. Check out the outfits it selected for me and shop them below.
Look 1
(Image credit: Polo Ralph Lauren)
The Prompt: "What should I wear to a fall wedding?"
The Look: As wedding season is in full swing, I wanted to assemble an outfit for attending fall ceremonies, so my first request to the style assistant was for outfit ideas. It naturally suggested a variety of lovely midi and maxi dresses from the brand's seasonal lineup, each accompanied by matching accessories like shoes and bags. One of the first picks was a satin bias-cut slip dress that would be perfect for a wedding and could easily be worn again for cocktail events and dinners—subtle yet versatile. I appreciated that the app paired my outfit with appropriate finishing touches, which eliminated a lot of guesswork. It combined the navy slip with camel-colored accessories: strappy sandals and Ralph Lauren's elegant Polo ID Clutch Bag.
Shop the Look
- Polo Ralph Lauren Satin Midi Slip Dress
- Polo Ralph Lauren Leather Kitten Heel Sandal
- Polo Ralph Lauren Polo ID Leather Clutch Bag
Look 2
(Image credit: Polo Ralph Lauren)
The Prompt: "How should I style a Polo baseball cap for fall?"
The Look: I arrived at the brand's SoHo store just as the US Open was wrapping up. After seeing numerous celebrity looks featuring the iconic Polo baseball cap, I was eager to add one to my wardrobe. I entered "How should I style a Polo baseball cap for fall?" in the search bar and received several outfit suggestions highlighting the cap's sporty vibe. Wanting something a bit more refined, I kept refining my search until I discovered a polished combination: a striped button-down shirt, Curved Tapered Jeans (the brand's latest denim style), and classic penny loafers. To tie it all together with that distinct Ralph Lauren flair, the AI stylist suggested a mini ID bag in brown suede and thick cable-knit socks to wear under the jeans.
Shop the Look
- Polo Ralph Lauren The Iconic Cotton Chino Ball Cap
- Polo Ralph Lauren Oversize Fit Striped Cotton Shirt
- Polo Ralph Lauren Curved Tapered Jean
- Polo Ralph Lauren Calfskin Penny Loafer
- Polo Ralph Lauren Cable Knit Crew Socks
- Polo Ralph Lauren Polo ID Suede Mini Shoulder Bag
Look 3
(Image credit: Polo Ralph Lauren)
The Prompt: "Show me a casual-cool way to wear a barn jacket."
The Look: Finally, I focused on a fall trend that Ralph Lauren is currently excelling at: the barn jacket. From my initial search, I found the exact piece I wanted to base my outfit on, the Cotton Utility Jacket, and modified my search to generate outfit ideas centered around that style. The brand's signature preppy aesthetic was among the first styling suggestions, so I used keywords that better reflected my own style—like "minimalist," "sleek," and "trend-forward"—to arrive at a look I was excited to try on in real life. The result was the same Curved Tapered Jeans paired with a heavyweight white T-shirt and Western ankle boots to add a bit of edge to the jacket. I immediately loved it.
Shop the Look
- Polo Ralph Lauren Cotton Utility Jacket
- Polo Ralph Lauren Relaxed Fit Cotton Jersey Tee
- Polo Ralph Lauren Curved Tapered Jean
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I Tried Ralph Lauren's AI Stylist—Here Are 3 Fall Outfits It Suggested for Me
From a wedding guest outfit to the way I should style the classic Polo baseball cap, here's what AI stylist Ask Ralph selected for me.