Having issues signing in?
Use one of the following methods below to sign in.
Free international shipping on orders over $130 USD
Cushy EVA midsoles Incredibly light and flexible to move all day (and night).
Soft breathable linings keep your feet cool and dry, you can ditch the socks.
Anti-slip rubber outsole Avoid slippery moments in our Trade Mark Rollie tread.
Orthotic-friendly removable footbed Swap in your own insoles for a perfect fit.
Australian designed using cutting-edge innovation, originality, and extreme attention to detail.
Mixed materials
Made with considered design and premium mixed materials, we craft extreme cushioning and lightness into every shoe.
In this shoe I am a perfect 38 (usually find 7.5 snug and 8 too big). This is my second pair of Rollie penny loafers because I wore the last ones into the ground. They gave me no blisters. I am on my feet all day as a teacher and they were immediately comfy and supportive. Bring out more penny loafers!!
Quality |
Rated 5 out of 5
Poor
Excellent
|
---|---|
Fit |
Rated 1 on a scale of minus 2 to 2, where minus 2 is Runs Small, 0 is True and 2 is Runs Large
Runs Small
True
Runs Large
|
Vince Lebon has been doing shoes for a long time. After a decade of designing for some of the biggest names in Aussie shoe brands, he felt like something was missing and thus, an idea was born. He wanted to create a comfortable, on-the-go shoe that felt just as good as it looked. Through trial and error, a decade of learning — and relearning — we’ve perfected our craft. Our take on comfort is design-conscious. We take the latest technology and marry it with technical design to bring you a wearing experience like no other.
All Day ComfortAll Day ComfortAll Day ComfortAll Day Comfort
Shipping in Australia via Auspost and Startrack Express.
Fee Standard Shipping on orders over $60
International Express shipping via DHL.
Dispatch within 1 business day.
See all shipping options here
Returns
Enjoy free and instant returns with Refundid in Australia*
Enter your postcode (Australia) or country below to see your delivery options.
Proudly Australian owned and operated.
Rollie Nation 2025
From 60's mod to Rockabilly rebels, the Penny Loafer style has been a worn by trendsetters of all kinds, around the world and across the ages. Our rounded toe Penny Loafer is crazy light and super comfy. With a cushioned footbed and no breaking in blisters, you'll be ready to roll from first wear.
Get access to your rewards, referrals, and more