Looking to wear a messenger bag without looking like you borrowed it from the postman? You’re in the right place.
In this quick guide, you’ll learn exactly how to wear a messenger bag for comfort, style, and practicality — without the awkward strap slips or bulging pockets.
And if you want something that looks good and does the job? Our handmade crossbody bags are brilliant messenger-style options — practical, durable, and completely unique.
Let’s get into it.
Should You Wear a Messenger Bag Across Your Body?
Yes. Always.
Messenger bags are built to be worn diagonally across your body. Strap over one shoulder, bag on the opposite hip. That’s what keeps the weight balanced and your hands free.
Wearing it on one shoulder might seem quicker, but you’ll be adjusting it all day. One wrong move and it’s halfway down your arm. Not ideal.
Where Should a Messenger Bag Sit?
Quick rule: if it’s banging your thigh or squeezing your ribs, it’s in the wrong place.
Your messenger bag should sit just below your hip — high enough to move with you, low enough to stay out of the way.
Heavy bag? Bring it slightly higher. Closer to your centre of gravity = less strain and better balance.
Can Women Wear Messenger Bags?
Of course.
Forget the marketing. Messenger bags are functional, roomy, and often more structured than regular crossbody styles — which many women prefer. The trick is to style it your way:
- Pair with a tailored coat or oversized knit
- Match colours to your shoes or scarf
- Go bold with shape, keep the outfit simple
Want a softer, handmade twist? Our crossbody bag collection features bags that echo the messenger silhouette — but with more texture and character.
When Should You Choose a Messenger Bag Over Other Styles?
Here’s when a messenger bag makes perfect sense:
- You need more space (think tablet, sketchbook, snacks, chaos)
- You want something structured but not corporate
- You’re commuting, working, or walking a lot
- You like crossbody bags but want a more squared-off look
If that sounds like you, you’re in messenger bag territory.
FAQs
Is a messenger bag the same as a crossbody bag?
Not quite. All messenger bags are crossbody bags, but not all crossbody bags are messengers. Messenger bags usually have a flap and boxy shape.
Are messenger bags comfortable for long days?
Yes — especially when worn properly. Adjust the strap so it hugs the body without swinging.
Can I wear a messenger bag with a dress?
You can — just go for a softer shape if you’re aiming for balance. Chunky bag + floaty dress = not always the vibe.
What’s the best way to style a messenger bag?
Let the bag be the bold piece. Keep the outfit simple and balanced — oversized coats, boots, denim layers.
Are messenger bags good for travel?
Definitely. They’re secure, roomy, and low-profile. Perfect for city breaks, markets, and airport dashes.
Need one that’s practical and a little different? Explore our handmade crossbody bags — built to be used, worn, and loved daily.
