Cross-body bags were once reserved for moms and mailmen. But as with other ‘80s staples that are reappearing for the fall, savvy designers have given it a glamorous makeover. The new cross-bodies are made of buttery soft leathers, redone in contemporary shapes, and adorned in hardware.
What’s so appealing about the cross-body bag? The hands-free factor is liberating. I particularly opt for these styles when running errands or going out at night. I also love how they can instantly lend an outfit a relaxed vibe. Of course, as a fan of contrast, I prefer wearing these casual bags with girly things – frocks, florals and frills. Few things are chicer than a fabulous dress with a long chain bag draped on your shoulder.
To keep the silhouette polished and not juvenile, it’s key to choose a size that doesn’t overwhelm you. Look for shapes that lie effortlessly against your body, whether it be saddle, pouch, or bucket. Don’t wear it too long or it looks sloppy.
Convertible bags earn extra points for its versatility and multi-use purpose. You get two or more styles out of one great bag. Hey, it’s a recession. Shop smart and get more bang for your hard-earned buck.
Read on for my top 10 picks!
Treesje Jovi Cross-Body, $368. The exact bag seen on Blake Lively as Serena van der Woodsen. The red color is so rich for fall. (Also comes in black, gray, and silver.)
Tano Take A Vow Convertible Shoulder Bag, $228. It’s a shoulder bag! It’s a cross-body bag! Say hello to your new BFF.

Alexis Hudson Glam Mini Cross-Body, $250. I kind of need this little guy for late night dance escapades. (Also comes in white, tan, and turquoise.)

Dolce & Gabbana ‘Miss Night & Day’ Hobo, $1,995. If you can only splurge on one bag this season, this gorgeous convertible with resin chain strap is it.
Tory Burch Studded Messenger Bag, $575. The socialite designer adds a dash of punk to the equestrian base.
Deena & Ozzy Bucket Bag, $38. The easy drawstring closure will make this your everyday go-to bag…the price doesn’t hurt either.
Sissi Rossi Medium Leather Bag, $540. I love how this bag has the feel of your favorite worn-in jeans.
Alexander Wang Brenda Bag, $725. The beloved bag of celebs and models is redone in a girly blush hue for the fall. (Also comes in black, bone, and denim.)
Marc by Marc Jacobs Metallic Twisted Q Derby Bag, $188. A straightforward style you can’t go wrong with. (Also comes in gold.)
Chinese Laundry Small Drawstring Cross-body, $60. Add some color to your bag wardrobe. (Also comes in gray.)
– PAULA LEE