Dianna Agron leaned into a darker, more directional mood across two back-to-back appearances in 2014, trading her usual soft, feminine polish for sharp silhouettes and statement boots.
From a cool-girl concert look in San Francisco to a fashion-forward red carpet moment in Los Angeles, the actress proved how the right footwear can instantly shift an outfit’s tone from pretty to powerfully edgy.
Dianna Agron Goes Cool-Girl in Rag & Bone Harrow Booties at AlunaGeorge Concert
Dianna Agron served up a bit of edge while attending a live performance of AlunaGeorge at the W Hotel in her hometown of San Francisco.
This was a refreshing change of pace from the stunning star, who always looks charming and effortlessly elegant in chic ensembles and pretty dresses.
Dianna Agron sharpens her all-black ensemble with a textured Rodarte tail coat and graphic Theory dress, grounding the look in sheer tights and sleek ankle boots at the AlunaGeorge concert held at the W Hotel in San Francisco, California, on April 18, 2014 (Credit: Drew Altizer / Apega / Brian To / WENN)
Clad in head-to-toe black, Dianna looked cool and sophisticated in a stylish tail coat from Rodarte for Opening Ceremony over a short-sleeved dress with graphic prints from Theory.
She kept her hair and makeup simple and finished off her look with an assortment of rings and gold necklaces, black tights, and black ankle booties from Rag & Bone.
A closer look at Rag & Bone’s “Harrow” booties reveals their sculptural split shaft, wraparound strap detail, and stacked heel
The gorgeous actress wore the Rag & Bone “Harrow” booties in black; they feature glazed leather, split shafts, wraparound ankle straps, button closures, round toes, and stacked heels.
Rag & Bone “Harrow” Leather Ankle Booties in Black with Wraparound Straps and Stacked Heel, originally retailing for $495
This wasn’t the first time that Dianna opted for edgy footwear instead of pretty heels to complete her ensemble.
One month earlier, the Glee star stepped out on the red carpet in a striking pair of black boots to celebrate the 35th anniversary of The Museum of Contemporary Art (MOCA).
Dianna Agron Elevates Louis Vuitton Knit Dress With Sculptural Wraparound Boots at MOCA Gala
Dianna Agron pairs a striped Louis Vuitton Fall 2014 knit dress with curved-heel wraparound boots, adding edge to the sculptural, feather-detailed skirt at the 35th Anniversary Gala of The Museum of Contemporary Art (MOCA) presented by Louis Vuitton in Los Angeles, California, on March 29, 2014
The actress wore a sleeveless knit dress from Louis Vuitton’s Fall 2014 collection, which features wool stripes, thin straps, and cutout feather details.
She styled it with a black leather belt, an assortment of rings, and wraparound boots with curved heels from Louis Vuitton.
Close-up of Louis Vuitton’s wraparound boots shows the curved heel, layered straps, and sharp almond toe that define the silhouette
Step Into the Look: Edgy Ankle Boots That Channel Dianna Agron’s Sharp, Modern Style
If Dianna Agron’s sculptural ankle boots caught your eye, these curated Your Next Shoes features highlight similar silhouettes—from wraparound straps to sharply contoured heels—showing how celebrities style statement boots with equal parts polish and attitude.
👢 Explore Celebrity Boot Moments Similar to Dianna Agron’s Edgy Ankle Boots:
- 🍂 Reese Witherspoon’s Rag & Bone Harrow booties show the same western-leaning silhouette in a daytime outfit, with stacked heels and contrasting wraparound ankle straps that echo Agron’s pair.
- ✨ Hilary Duff’s Rag & Bone Harrow booties offer another direct match for readers who want more of the same model, styled here as an easy off-duty black ankle-boot option.
- ❤️ Taylor Swift’s red Rag & Bone “Harrow” boots revisit the same boot in a richer colorway, making this a useful companion piece for showing how the Harrow silhouette shifts from black to statement-making port red.
- ✈️ Kendall Jenner’s Louis Vuitton “Republic” ankle boots lean into the same sharp, high-fashion mood as Agron’s Louis Vuitton pair, with glossy leather and a structured, biker-inflected finish.
- 🔥 Chiara Ferragni’s Louis Vuitton “Patti” wedge boots push the look in a more architectural direction, but they share the same strong, fashion-forward edge that makes Agron’s MOCA boots stand out.
- ⛓️ Ashley Tisdale’s Louis Vuitton “Star Trail” ankle boots are a good adjacent pick for readers who like black Louis Vuitton boots with attitude, trading Agron’s sculptural wraparound lines for a shinier, moto-inspired shape.