Men's Size 9.5 Shoes

Step into comfort and quality with our collection of men's size 9.5 shoes, where every pair is crafted to support your adventures, big or small. Whether you're exploring the great outdoors or navigating city streets, our selection offers the perfect blend of durability and timeless style. From casual sneakers to rugged boots, each shoe is designed with versatility and lasting value in mind, ensuring you stay comfortable and confident wherever your journey takes you. At L.L.Bean, we believe that the right footwear can make all the difference, and our men's size 9.5 shoes are here to prove just that.

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Men's Storm Chaser 5 Slip-Ons

A tough, waterproof slip-on with leather upper, rubber outsole, and exceptional cushioning for all-weather comfort.

Pros: High quality Warm and cozy Versatile design Easy to slip on Comfortable fit
Men's Stonington Shoes, Moc-Toes

A rugged dark cocoa leather shoe with sneaker-like comfort, water-resistant protection, and a molded rubber outsole.

Pros: Fit Quality Comfort Style Versatility
Adults' Blundstone 500 Chelsea Boots

A pair of premium black leather pull-on boots with shock-absorbing construction and cushioned comfort.
Men's Downeast Slip-Ons, Wool
Price was from: $110 now: $79.99

A cozy, cocoa-colored slip-on with a wool blend upper, cushioned EVA footbed, and durable rubber outsole.
Men's Urban Storm Shoes, Waterproof Insulated

A rugged, waterproof, and insulated shoe in dark cement, made from leather, rubber, and plastic.
Men's Bean Boots, Rubber Mocs

A Maine-made slip-on boot with waterproof rubber bottom, supple leather upper, and durable chain-tread outsole.
Men's Eco Bay Sneakers, Leather

A pair of black full-grain leather sneakers with recycled rubber outsoles and anti-odor treatment for comfort.
Men's Oboz Sawtooth X B-DRY Hikers, Low

A rugged brown trail shoe with waterproof leather, breathable lining, and multi-directional lugs for superior traction.
Men's Bean Boots, 6"

A weather-ready, Maine-made boot with a supple leather upper and durable rubber outsole for wet conditions.
Men's Elevation H2O Shoes

A lightweight green water-friendly shoe with a breathable nylon/neoprene upper and cushioned EVA midsole.
Men's HOKA Bondi 9 Running Shoes

A black running shoe featuring ultra-cushioned EVA foam midsole and 55% recycled polyester mesh upper.
Men's Keen Targhee IV Waterproof Hiking Shoes

A waterproof leather hiking shoe in bison and black, offering stability, support, and eco-friendly features.
Men's Portland Boots, Lace-Up
Price was from: $200 now: $169

A heritage-inspired black leather boot with a Vibram® rubber outsole, perfect for city exploration.
Men's HOKA Clifton 10 Running Shoes

A lightweight black running shoe featuring a breathable jacquard knit upper and cushioned EVA midsole.

Men's Size 9.5 Shoes

Choosing the right pair of men’s size 9.5 shoes can make all the difference when it comes to everyday comfort, seasonal adventures, and memorable moments spent outdoors. Whether you’re searching for sturdy boots to take on snowy sidewalks, reliable sneakers for weekend errands, or versatile loafers that transition seamlessly from work to casual gatherings, the right fit is essential for lasting support and all-day ease. Winter brings its own set of challenges, from icy paths to chilly mornings, so it’s important to look for shoes that offer dependable traction, insulation, and easy entry—even with gloves on. Many people find themselves reaching for their favorite pair of 9.5 shoes as the days get shorter and the temperature drops, finding reassurance in footwear that stands up to winter’s unpredictability. If you’re shopping for someone else, men’s size 9.5 shoes also make a thoughtful gift—especially for those who appreciate quality, durability, and comfort in every step. A well-chosen pair can become a staple in someone’s daily routine, whether they’re heading out for a brisk walk, tackling holiday shopping, or simply enjoying time with family and friends.

When browsing through men’s size 9.5 shoes, it’s helpful to consider the activities and environments where they’ll be worn most. For those who spend time outdoors, shoes with weather-resistant materials and rugged soles are a smart choice, providing peace of mind when the ground is slick or uneven. If you’re looking for something to wear around the house or on quick trips outside, slip-on styles—like the much-loved comfort mocs that have become a staple for many, even as some styles like the ll bean comfort mocs discontinued have left a gap in the hearts of loyal fans—are always in demand for their convenience and cozy feel. On the other hand, 9.5 sneakers are a go-to for those who value versatility and active comfort, easily pairing with jeans, joggers, or even casual slacks. With timeless designs and lasting value, men’s size 9.5 shoes are crafted to keep up with busy days and changing seasons, offering a reliable foundation for everything from spontaneous snowball fights to relaxed evenings by the fire.

The journey to finding the perfect pair of men’s size 9.5 shoes is about more than just size—it’s about finding shoes that fit your life and your style. Many shoppers appreciate features like cushioned insoles, supportive arches, and durable outsoles that hold up to repeated wear. For those who need a little extra room or are shopping for growing teens, it’s also easy to explore nearby sizes, like Men's Size 10.5 Shoes, ensuring everyone finds their ideal fit. As winter unfolds, having dependable footwear can turn a routine outing into a comfortable, enjoyable experience—whether you’re dashing out to shovel the driveway, meeting friends for coffee, or heading out for a weekend getaway. With a wide range of options to choose from, it’s simple to find men’s size 9.5 shoes that deliver on comfort, quality, and timeless style, ready to support every step of the season ahead.

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Men's Size 9.5 Shoes