Most of us have a reliable daily uniform—that specific pair of shoes and a bag that work whether we’re grabbing coffee or heading to a meeting. For Ashley Benson, that foundation usually involves a mix of athletic staples and high-end leather.
When spotted in Los Angeles on September 4, 2013, Benson leaned into a practical, off-duty look that remains a blueprint for casual street style.
She paired a graphic grey sweatshirt with black leggings and low-profile Nike sneakers, a choice that kept the focus on her footwear and carryall.
Ashley Benson frequently carries her elegant Saint Laurent bag, showcasing her effortless style (Credit: WENN)
The focal point of her outfit was the Saint Laurent ‘Sac de Jour’. While she opted for a relaxed gym-ready aesthetic, the structured tote added a sharp contrast to the soft textures of her sweater and leggings.

This particular Saint Laurent bag has become a mainstay in her rotation. Its popularity lies in the architecture: the accordion sides and sturdy top handles make it functional for daily use without losing its shape.
For those focusing on the full silhouette, a slim sneaker helps balance the weight of a larger tote, creating a streamlined look that works across seasons.
The Off-Duty Formula Worth Repeating: Sneakers Ground, the Bag Elevates
As this look shows, Ashley Benson’s street style works thanks to contrast—streamlined sneakers keep everything effortless and wearable, while a structured designer bag sharpens the silhouette.
It’s a balance that extends far beyond a single outfit, offering a reliable formula for everyday dressing that still feels considered and polished.
👟 Explore Sneaker-and-Designer-Bag Style Moments:
- 🎨 Gwyneth Paltrow’s Chanel Graffiti tote with Givenchy slip-on sneakers leans into a directional travel mood, where sporty ease meets a statement luxury bag that injects color, texture, and edge into a pared-back airport look.
- 🌸 Elle Fanning’s Gucci Ace sneakers and Gucci Dionysus Blooms handbag highlights a coordinated fashion-girl pairing, with embroidered sneakers and a bold floral bag working together to keep casual dressing polished and visually rich.
- 💙 Rihanna’s New Balance sneakers with Lady Dior and Dior Addict bags offers a confident high-low mix, proving that athletic sneakers can feel even more elevated when contrasted with ultra-refined, heritage luxury handbags.