Dog Walking

Schnauzers, Dachshunds, and Labradors--oh my! Nothing brings a smile to our face quite like a totally cute canine, especially when there's a well-dressed owner in tow. Oh yes, we have a serious soft spot for (wo)man's best friend and cute ensembles too, so getting the opportunity to showcase them both in one truly delightful What They Wear story is a real treat. Whether it's Ashley Olsen's ladylike skirt or Mulberry's luxurious outerwear, we've got a handful of top-notch outfit ideas that are perfect for partaking in casual activities with your favourite furry friends. But don't just take our word for it, read on for all the details of these functional-yet-chic looks, and don't forget to tell us which pooch-and-outfit combo is best in show!

WHO: Ashley Olsen
WHAT: Walking Barry Hamile, a friend's Dachshund, in Tribeca early last month.
WEAR: Commes des Garcon button-up blouse; vintage Chloe skirt; Prada Baroque Round Sunglasses ($290); The Row Day Luxe Bag (price upon request); Chanel sandals.
WHY: Who says your dog-walking outfit has to be comprised of sweatpants and gym shoes? Certainly not Ashley Olsen! The fashion mogul was snapped out in New York last month with her ridiculously cute pooch wearing a white button-down blouse with a midi skirt and flat sandals. Though Olsen's prim, ladylike look may not be ideal for a trip to the dog park, we think it's an excellent choice for a stroll in the city. That said, we suggest checking out Theory's Edeen Shirt ($225) or American Apparel's Italian Long Sleeve Button-Up Shirt ($75) and pairing either top with Whistles' Sienna Pocket Midi Skirt ($174) to construct a likeminded ensemble. As for your accessories, Zara's Strappy Sandals ($80) and Coach's Madison Small Leather Tote ($360) are both worthy look-a-like substitutes for Olsen's pricier picks.

WHO: Streetstyle
WHAT: Out and about in London with a pack of Scottish Terriers.
WEAR: Blush pink blouse with ruffled collar; red trousers; black satchel bag.
WHY: If you're a busy women on the go, we recommend taking a page from the stylebook of this stylish civilian. The brunette beauty looked perfectly polished in a pink long-sleeve sheer blouse and red trousers. Not only is the colour combo a spot-on choice for fall, but these sophisticated separates will take you from the office to dog walking to a dinner date without missing a beat. We're also fans of Tory Burch's Cecilia Ruffled Silk-Georgette Blouse ($350) and Topshop's Dirty Pink Short Sleeve Scalloped Tier Blouse ($56), and think either top would look stylish worn with Trina Turk's Zantop Pants ($208) or ASOS' Crop Skinny Pants with Pintuck Detail ($73). Whatever combination you decide on, we promise the resulting look will be equally chic and notable.

WHO: Mulberry
WHAT: Look 12 from the F/W 11 show featuring Pippa, the Miniature Schnauzer.
WEAR: Belted Boyfriend Jacket ($7000, 212.453.4722; Long Gathered V-Neck Dress ($310, 212.453.4722); Tillie Booties ($1100, 212.453.4722).
WHY: Mulberry's Creative Director Emma Hill definitely set the standard for luxurious dog-walking attire with her F/W 11 collection for the British fashion house. In the look above, Hill styled the airy floor-length frock with an oversized fur coat, resulting in an intriguing city-chic-meets-English-countryside look! If you too are a fan of this mix, but can't invest quite so much, no need to worry, dear readers, because we've found some pretty awesome alternatives! For example, we love Zara's Natural Fur Coat ($399) and Alice + Olivia's Alice And Olivia Petra Faux Fur Jacket ($365), which will definitely come in handy come winter. Once you've picked your outerwear, style it with a thin belt to cinch the waist and team it with Need Supply Co.'s Leopard Print Chiffon Skirt ($48).

WHO: Minka Kelly
WHAT: Taking her cockapoo Chewie on a stroll in Soho back in May.
WEAR: Free People Sahara Star Sweater ($88); green shorts; Ray-Ban sunglasses; nude flats.
WHY: A leisurely walk with your canine calls for comfortable, throw-on-and-go attire, which is why we're smitten with the outfit Minka Kelly put together recently. We love that the actress opted for a fall wardrobe staple--the chunky knit sweater--and teamed it with a pair of shorts for a smart transitional combo that is perfect for this time of year. We also approve of her basic nude flats, which give her laidback ensemble a polished finish. To achieve a similar look, pick up her exact Free People sweater or try Kensie's Open-Knit Sweater ($78) or Paul & Joe Sister's Ramses Open-Knit Wool-Blend Sweater ($390); both are cute and cosy alternatives you'll want to wear all season long. To complete your outfit, snag J. Crew's Saunter Twill Shorts ($98) and Calvin Klein's Ballet Flats ($122).

WHO: Jordana Brewster
WHAT: Arriving at the veterinarian office with her Labrador Henry in Sherman Oaks last month.
WEAR: Petit Bateau red striped top; AG by Adriano Goldschmied Stilt Jeans ($235) in 28 Years Dirty; TOMS' University Red Rope Sole Classic Shoes ($54).
WHY: You can never go wrong with easygoing separates when hitting the streets with your pup, as demonstrated by Jordana Brewster. The actress showed off some cool and casual flair, when she wore a red striped top by Petit Bateau with AG Adriano Goldschmied rolled-up distressed jeans and red TOMS slip-ons. Whether you're running errands or chasing your dog at the park, unfussy clothing and footwear make for an ideal combination. If you're in the market for similar basics, don't miss R13's Striped Shirt ($195) or Saint James' Meridien II T Shirt ($95) as well as The Cropped Kicker Jeans ($163) in Patricia Wash by Joe's Jeans. Just don't forget to snag a pair of Soludo's Dali Shoes ($26) in Red to give your dog-walking outfit a Brewster-inspired finish.--Jessica Baker