The Bobbi Rain Boot Style Guide for Men

Bobbi Rain Boots for Men - Merry People US

The Bobbi Rain Boot Style Guide for Men

Quality waterproof boots are essential part of every man’s wardrobe.  Sure, it is easy enough to put together a nice outfit with sneakers or leather boots - but what do you do when the weather turns? Investing in a stylish pair of rain-ready boots will keep you looking on point all day, no matter where your journey takes you. 

But many wellies are not designed with fashion in mind. Sure, tall boots are amazing when you are working outside, but what about when you are heading out to lunch with friends or camping in summer? Enter our best-selling Bobbi rain boot! 

With a timeless Chelsea-style design, Merry People Bobbi boots are perfect for guys searching for weatherproof footwear that pairs well with jeans, trousers, or even floral print shorts - as highlighted below by our Ops Manager Tim!

Seamlessly merging fashion and function, the Bobbi ankle boot will keep guys looking sharp (and dry) all day whether you are working on a farm, commuting across the city, partying at an outdoor festival, or having dinner with friends. We don’t want your perfect men’s rain boot to be a one-trick pony, pulled out begrudgingly on rainy days; rather they should be boots you feel confident wearing on a normal day - wherever that takes you! 

Keep scrolling to see the many ways and places guys have worn our Bobbi wellies!

(If you aren’t sure of your size, be sure to check out our updated Size Chart; we currently fit up to a men’s size 11.5 (11.2 inches), and our gumboots will soften and stretch with wear to give a bit more space.)

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Adonis, a farmer in Hawaii (Aina & Co Supply), wears his Bobbi Gumboots in Black with cargo pants to work outside on dusty days.



Likewise, Ben at Quamby Farms in Victoria, wears his Bobbi Gumboots in Alpine Green & Black with shorts for harvesting potatoes in late summer.



Heading across the world, Xavier, a photographer at @oddsockssociety, found his Bobbi Gumboots in Black perfect for exploring the natural beauty of Iceland. The ankle boot design works great with slim jeans for dinner in Reykjavik and then for staying dry to explore Skógafoss Falls.

Xavier in Iceland in his Merry People boots 

Similar to Xavier, Mitch in Washington State also found his Bobbi Gumboots in Black perfect for looking sharp and staying dry during an autumn beach cleanup on the Pacific coast.

Mitch in Washington Coast Cleanup

READ MORE: Washington Coast Beach Cleanup with Sky & Mitch


Really highlighting the versatility and unisex design of our waterproof rain boots, Merry People founder Dani and her boyfriend Nick, the co-founder of HoMie Melbourne, wore matching Bobbi ankle wellies to celebrate moving into their new home.



Our Ops Manager Tim is no stranger to the many ways to wear Merry People Bobbi rain boots! Here he is wearing our Beetroot Red & Light Pink wellies to the Merry People Christmas party with a truly spectacular matching floral short set that would not look out of place as a music festival!

Tim wearing floral shorts and Merry People ankle rain boots


Then here he wearing the Bobbi Gumboots in Black for motorbike adventures with his girlfriend (who is wearing our Bobbi Mustard Yellow ankle rain boots).

Tim's motorbike adventures

… and Tim again! This time in a more office-ready outfit and celebrating the arrival of the weekend on the walk home.  Shown here with our Bobbi Rain Boots in Alpine Green & Black and our Merry People x BLUNT umbrella!

(Want to know more about our limited BLUNT umbrella or snag your own? It is currently shipping from Australia, so just send us an email at to find out more)

Tim and BLUNT umbrella


Lastly, we didn’t forget about the little men! Our Bobbi Kids Rain Boots are perfect for kids to get out and play with Dad!

Father and son wearing Merry People kids rain boots in alpine green

(Photo from a lovely customer! We love seeing your images, please feel free to always share with us on Facebook, Instagram, email or even via our chat)


Stay Merry everyone! xx

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