Men's Date Night Outfits
(145)For a sophisticated evening, men's date night outfits bring together timeless style and modern flair. From tailored blazers and crisp shirts to dark jeans and sleek shoes, these looks are perfect for making a lasting impression. Complete the look with a stylish watch or leather jacket for added polish, and explore HUGO BOSS pieces that ensure you’re dressed to impress.
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Round cufflinks with black-enamel insert
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Black
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Silver-tone automatic watch with white grooved dial
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Silver
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Silver-tone watch with blue dial
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Silver
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Gold- and silver-tone watch with green grooved dial
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Silver
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Silver-tone watch with black dial
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Silver
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Brushed-and-polished stainless-steel watch with grooved dial
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Silver
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Skeleton-dial watch in stainless steel with link bracelet
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Silver
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Grey-plated watch with leather strap
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Silver
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Stainless-steel watch with racing-inspired details
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Silver
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Stainless-steel chronograph watch with matte-blue dial
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Silver
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Stainless-steel watch with Japanese automatic movement
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Silver
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Stainless-steel link-bracelet watch with black dial
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Silver
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Silver-tone watch with turquoise dial and rotating bezel
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Silver
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Green-dial chronograph watch in silver-tone steel
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Silver
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Silver-tone chronograph watch with blue dial
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Silver
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Silver-tone watch with blue dial
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Silver
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Silver-tone watch with green dial
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Silver
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Silver-tone watch with grey dial
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Silver
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Silver-tone chronograph watch with blue dial
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Silver
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Two-tone chronograph watch with green dial
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Silver
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Stainless-steel chronograph watch with transparent dial
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Silver
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Stainless-steel automatic watch with green dial
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Silver
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Silver-tone automatic watch with blue monogram-textured dial
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Silver
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Silver-tone automatic watch with red monogram-textured dial
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Silver
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Silver-tone watch with orange dial and rotating bezel
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Silver
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Silver-tone watch with red dial and rotating bezel
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Silver
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Silver-tone chronograph watch with green dial
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Silver
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Blue-dial watch with stainless-steel link bracelet
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Silver
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Link-bracelet digital watch with black dial
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Silver
Available Sizes
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Stainless-steel automatic watch with skeleton dial
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Silver
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Blue-dial watch with stainless-steel link bracelet
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Silver
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Link-bracelet watch with blue layered dial
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Silver
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Link-bracelet automatic watch with groove-textured dial
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Silver
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Link-bracelet chronograph watch with white dial
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Silver
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Grey-plated watch with mesh bracelet
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Silver
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Link-bracelet chronograph watch with green grooved dial
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Silver
Available Sizes
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Two-tone chronograph watch with blue dial
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Silver
Available Sizes
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Black-dial watch with stainless-steel link bracelet
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Silver
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Multi-link-bracelet chronograph watch with blue dial
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Silver
Available Sizes
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Two-tone chronograph watch with olive dial
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Silver
40 products out of 145