Don't Want Your Bag to Go Out of Style? Buy This

At the top of our current most wanted list? A new bag. These days, we're looking to invest in quality items that are not just built to last, but equal parts chic and timeless (you know, so we don't have those What were we thinking? moments a year in). Enter Hobo Bags, the indie-chic accessories brand we've been relying on lately. Unlike many other regrettable handbag purchases we've made over the years, they actually look better over time, as the leather softens and acquires character through natural wear and tear.

We're not alone in our love affair with these bags, either. Two of our favorite bloggers, Maddie Greer and Rebecca Laurey, have been making Hobo bags a staple in their day-to-day wardrobes too. Ahead, see how these fashionable friends wear their bags, including the street style–ready outfits they're styling them with for fall.

The Goes-With-Everything Bag

Both bloggers agree that the number one handbag style to invest in is a crossbody. For Greer, choosing a simple style in a neutral color is key. "Especially living in NYC, it's so easy to throw on and really goes with any outfit," she explains. No matter where you live, though, a crossbody bag is ideal for busy girls who want to run around hands-free without sacrificing style.

Both girls are fans of this compact leather crossbody from Hobo, designed with the brand's signature boho-tinged fringe tassel. According to Laurey, "This bag is the perfect day-to-night size. It's like a chameleon that changes with the look you style it in." We love how both she and Greer opted for of-the-moment plaid blazers, adding the heritage prints to their vintage-inspired outfits.

The Day-to-Night Hero

The Fern crossbody is another style that Greer relies on for busy days. It's a minimalist's dream, fitting just the essentials: a phone, card holder, and lipstick. Greer likes to pair her on-the-go bag with comfortable vintage maxi skirts, cozy sweaters, and flat loafers that she can walk in all day. She loves the '70s feel of this bag and the flawless functionality of the double zip, but the ultimate reason this one is a winner for her? "I always love investing in bags like this because I know that I will have them for a long time, and I choose a style that will always be around," she says.

The Made-to-Travel Essential

Laurey agrees on the importance of investing in a bag that's classic and will last for years to come. "When I get a new bag, I tend to use it every single day for months, so I'm always for quality over quantity." Consider these our new shopping words to live by.

While traveling or on those particularly crazy days that require a nighttime outfit swap, Laurey trades in her everyday crossbody for this larger tote. The chic suede carryall fits all of her in-flight and on-the-go essentials, and the double strap means she can hold it by the top handle or throw it over her shoulder as she's rushing through TSA checkpoints. The key to getting Laurey's laid-back busy-girl look? Opt for a light, printed maxi and snug white tee with this rock 'n' roll–inspired bag, crafted in suede hide. Now, all that's left to do is plan a weekend adventure and bring this bag along.

Convinced to invest in quality? Shop all of Hobo Bags' crafted leather handbags online now.