Styling Tips for a VERY big bag

How to Style an Oversized Tote Bag (Without It Wearing You)

There’s something effortlessly cool about a big, slouchy tote — the kind that says, “I have my life together, but I’m not trying too hard.”
The oversized bag has become a wardrobe essential for women who juggle it all — work, travel, school runs, and everything in between.

But styling a bag this size takes a little thought. Here’s how to make it work for you — from proportion play to texture pairing — using The Contents Bag as your style anchor.

1. Think About Proportion

An oversized bag can be transformative — or overwhelming — depending on what you wear it with.

The rule of thumb: balance volume with simplicity.

• Pair your big tote with slim or straight-leg trousers, or a midi dress that moves but doesn’t drown you in fabric.

• If you’re wearing layers, make sure at least one element is structured (a blazer, a sharp collar, or tailored jeans) to offset the relaxed shape of the bag.

• For smaller frames, keep your bag slightly slouched at the shoulder to soften its scale.

Think of it like styling contrast — structured meets easy, neat meets oversized.

2. Dress Cool Yet Casual

The beauty of an oversized tote is how it brings a relaxed energy to any outfit. It instantly says, “I’m out for the day, and I’ve got everything I need.”

Try pairing your tote with:

• Denim and neutrals — faded jeans, a white tee, and a trench.

• Casual tailoring — wide-leg trousers and an oversized shirt.

• Soft knits — a simple jumper, trainers, and your bag slung low on your shoulder.

The key is to keep the outfit grounded and unfussy. Let the bag be the statement piece that ties it all together.

3. Work with Texture

Waxed cotton has a quiet kind of luxury — lived-in, durable, and endlessly tactile. It adds depth to your outfit in a way that leather or canvas often can’t.

To make the most of the texture:

• Contrast it with clean lines — crisp shirts, smooth denim, polished shoes.

• Complement it with natural fabrics — wool, linen, or organic cotton for a tone-on-tone feel.

• Play with colour — the matte finish of waxed cotton looks beautiful against rich neutrals, autumnal shades, or bright pops of tartan.

It’s practical, yes — but it also has character. Every crease tells a story, every mark makes it more yours.