Slip-Ons & Loafers

Slip-Ons & Loafers

Shop premium Men's Slip-ons and Loafers from To Boot New York, offering effortless style and everyday comfort, quality, and durability. Handcrafted in Italy from luxurious Italian calf leather and suede, these loafers, drivers, moccasins, and casual slip-ons feature streamlined silhouettes and easy wearability. Designed for comfort with flexible construction and cushioned support, these luxury men's slip-on shoes provide a comfortable, refined alternative to lace-ups. Wear with jeans, chinos, shorts, or dress-casual ensembles, slip-ons are perfect for both relaxed and polished looks, delivering understated elegance with modern versatility.

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Ravello Black Penny Moccasin Slip-On

Sale price$209.99 Regular price$425.00

Ravello Mid Brown Calf Penny Moccasin Slip-On

Sale price$299.99 Regular price$425.00

Ronny Black Calf Slip-On Loafer

Sale price$314.99 Regular price$450.00

Ronny Burnished Brown Calf Slip-On Loafer

Sale price$314.99 Regular price$450.00

Ronny Dark Brown Suede Slip-On Loafer

Sale price$314.99 Regular price$450.00

Simon Burnished Tan Calf Leather Penny Loafer

Sale price$299.99 Regular price$425.00

Slade Black Deerskin Loafer

Sale price$450.00

Starr Mid Brown Slip-On

Sale price$269.99 Regular price$398.00

Starr Taupe Slip-On

Sale price$269.99 Regular price$398.00