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Men's Date Night Outfits
(143)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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Clockface
-21%
Available Sizes
- pcs.
Silver-tone automatic watch with white grooved dial
Featuring a grooved dial and partial rear skeleton, this BOSS Menswear watch delivers modern sophistication to seamlessly complement your wardrobe. Hypoallergenic steel. Automatic precision movement.
£339.00
£269.00
-
Silver
-18%
Available Sizes
- pcs.
Silver-tone watch with blue dial
Offset by fresh white subeyes, the blue dial of this HUGO Menswear watch strikes a modern note. Brushed and polished steel lends light-catching appeal.
£169.00
£139.00
-
Silver
Available Sizes
- pcs.
Gold- and silver-tone watch with green grooved dial
Combining gold and silver tones with a green textured dial, this BOSS Menswear watch offers a luxe everyday look. H-link bracelet for a custom fit.
£199.00
-
Silver
-32%
Available Sizes
- pcs.
Grey-plated watch with leather strap
A contemporary three-hand watch by BOSS. Crafted in stainless steel with a grey-plated finish, this elegant watch is set with a two-layered dial in a silver-white tone with stamped-down numbers and a date window. This timepiece secures with a leather strap in grey for tonal appeal.
£219.00
£149.00
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Silver
-20%
Available Sizes
- pcs.
Stainless-steel watch with racing-inspired details
With a sculpted case surrounding a modern white dial, this HUGO Menswear watch takes inspiration from the race track. Checkerboard pattern for sporty edge.
£199.00
£159.00
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Silver
Available Sizes
- pcs.
Silver-tone watch with black grooved dial
Combining cool steel with a textured black dial, this bold BOSS Menswear watch is a versatile accessory. H-link bracelet to achieve the perfect fit.
£179.00
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Silver
-20%
Available Sizes
- pcs.
Silver-tone watch with black dial
Featuring a circular-brushed dial with a raised logo plate, this HUGO Menswear watch gives off vintage character. Elegant silver-tone link bracelet. Water resistant.
£149.00
£119.00
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Silver
Available Sizes
- pcs.
Brushed-and-polished stainless-steel watch with grooved dial
With cool steel and a distinctive textured dial, this BOSS Menswear watch adds understated luxury touch to any look. H-link bracelet for custom fitting.
£179.00
-
Silver
Available Sizes
- pcs.
Skeleton-dial watch in stainless steel with link bracelet
This HUGO Menswear watch features a skeleton dial, offering glimpses of the quartz movement within. An H-link bracelet allows for a custom fit. Contemporary case.
£199.00
-
Silver
Available Sizes
- pcs.
Stainless-steel chronograph watch with matte-blue dial
With its clean, architectural design, this BOSS Menswear chronograph watch is a confident style choice. Blue layered dial with a matte finish. Refined link bracelet.
£329.00
-
Silver
Available Sizes
- pcs.
Stainless-steel watch with Japanese automatic movement
Featuring a partially visible automatic movement front and back, this BOSS Menswear watch adds performance style to any look. Integrated link bracelet. 100m water resistance.
£279.00
-
Silver
Available Sizes
- pcs.
Stainless-steel link-bracelet watch with black dial
In stainless steel with a link bracelet, this multifunctional HUGO Menswear watch has a clean, everyday design. Brushed black dial with modern logo plate.
£169.00
-
Silver
Available Sizes
- pcs.
Round cufflinks with enamel insert
With textured detailing on the sides, these BOSS Menswear cufflinks will enrich any formal look. Set with a contrasting enamel insert. Measurements: 1. 5 x 1. 5cms.
£82.00
-
Black
-22%
Available Sizes
- pcs.
Silver-tone watch with turquoise dial and rotating bezel
This diving-inspired BOSS Menswear watch features luminescent-filled indexes for visibility in the dark. Vibrant sunray dial. Rotating bezel with two-tone aluminium inlay.
£229.00
£179.00
-
Silver
Available Sizes
- pcs.
Green-dial chronograph watch in silver-tone steel
With an improved comfort fit on the link bracelet, this BOSS Menswear watch is ideal for everyday wear. Green brushed dial with multiple subeyes.
£279.00
-
Silver
Available Sizes
- pcs.
Silver-tone chronograph watch with blue dial
A sports-luxe essential, this BOSS Menswear watch is inspired by the lines of classic automobiles. Blue sunray-brushed dial with dashboard-style subeyes.
£329.00
-
Silver
Available Sizes
- pcs.
Round cufflinks with black-enamel insert
With subtle engraved branding, these BOSS Menswear cufflinks will complement any dress shirt. Crafted in highly polished brass with a black insert. Measurements: 1. 6 x 1. 6cms.
£72.00
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Black
Available Sizes
- pcs.
Round brass cufflinks with Double B monogram insert
In highly polished brass, these BOSS Menswear cufflinks will elevate your formal looks. Round head with monogrammed mother-of-pearl insert. Diameter: 1. 6cm
£89.00
-
White
Available Sizes
- pcs.
Two-tone chronograph watch with green dial
A multifunctional design inspired by the spirit of aviation, this BOSS Menswear watch combines silver, green and gold tones for modern elegance. Bold reflector ring.
£279.00
-
Silver
Available Sizes
- pcs.
Silver-tone watch with blue dial
With a silver-tone link bracelet, this HUGO Menswear watch has a blue, multi-eye dial featuring a moulded reflector ring. Branded case side.
£179.00
-
Silver
Available Sizes
- pcs.
Silver-tone watch with green dial
With oversized markers on the green, brushed dial, this HUGO Menswear watch adds modern style to any look. Clean case and sleek mesh bracelet.
£179.00
-
Silver
Available Sizes
- pcs.
Silver-tone watch with grey dial
With oversized markers and an 'H' sweep tip, this HUGO Menswear watch has a masculine grey dial. Silver-tone steel with modern link bracelet.
£179.00
-
Silver
Available Sizes
- pcs.
Silver-tone chronograph watch with blue dial
With an improved fit on the bracelet, this BOSS Menswear watch is the ideal everyday choice. Silver-tone steel offset by a blue, multifunctional dial.
£279.00
-
Silver
-30%
Available Sizes
- pcs.
Link-bracelet digital watch with black dial
A directional digital watch by HUGO. Featuring a black dial and distinctive case shape, this modern accessory secures with a stainless-steel link bracelet.
£169.00
£119.00
-
Silver
Available Sizes
- pcs.
Stainless-steel automatic watch with skeleton dial
Showcasing the intricate mechanics within, this BOSS Menswear watch is engineered with a Japanese automatic movement. Polished Roman numerals. Elegant brushed green dial.
£329.00
-
Silver
Available Sizes
- pcs.
Stainless-steel chronograph watch with transparent dial
In silver and black tones, this architectural BOSS Menswear watch brings contemporary elegance to everyday looks. A transparent dial reveals the movement beneath.
£329.00
-
Silver
Available Sizes
- pcs.
Stainless-steel automatic watch with green dial
Engineered with a Japanese automatic movement that's partially exposed front and back, this BOSS Menswear watch is ready for adventure. Link bracelet. 100m water resistance.
£279.00
-
Silver
-20%
Available Sizes
- pcs.
Silver-tone automatic watch with blue monogram-textured dial
Combining steel with lightweight aluminium inlays, this BOSS Menswear watch offers a diving-inspired aesthetic, powered by a hybrid automatic movement. Fresh dial with monograms.
£349.00
£279.00
-
Silver
Available Sizes
- pcs.
Silver-tone automatic watch with red monogram-textured dial
A precision-crafted BOSS Menswear watch powered by a hybrid automatic movement. Bold monogram-textured dial. Lightweight aluminium inlay on the rotating bezel.
£349.00
-
Silver
-22%
Available Sizes
- pcs.
Silver-tone watch with orange dial and rotating bezel
Featuring a two-tone aluminium inlay on the rotating bezel, this BOSS Menswear watch has a statement sunray dial. Luminescent hands for low-light visibility.
£229.00
£179.00
-
Silver
-22%
Available Sizes
- pcs.
Silver-tone watch with red dial and rotating bezel
Featuring a colourful dial with luminescent indexes, this BOSS Menswear watch has a rotating bezel with a two-tone aluminium inlay. Elegant link bracelet.
£229.00
£179.00
-
Silver
Available Sizes
- pcs.
Silver-tone chronograph watch with green dial
With brushed and polished finishes, this BOSS Menswear watch has a bold green sunray dial with luminescent hands for low-light visibility. Multifunctional subeyes.
£329.00
-
Silver
-29%
Available Sizes
- pcs.
Link-bracelet watch with blue layered dial
A contemporary watch by HUGO, engineered in steel with multi-eye movement, grained and matte detailing on the layered blue dial and a link bracelet.
£239.00
£169.00
-
Silver
-29%
Available Sizes
- pcs.
Link-bracelet automatic watch with groove-textured dial
A link-bracelet watch in stainless steel by BOSS, set with a black groove-textured dial and engineered with a Japanese automatic movement.
£339.00
£239.00
-
Silver
-29%
Available Sizes
- pcs.
Grey-plated watch with mesh bracelet
A modern watch in grey-plated steel with a vertically brushed dial, stamped-up indexes and a mesh bracelet by HUGO.
£139.00
£99.00
-
Silver
Available Sizes
- pcs.
Link-bracelet chronograph watch with green grooved dial
Featuring a creative grooved dial, this BOSS Menswear watch balances aquatic-inspired tones of silver and green. Integrated H-link bracelet. Hands with luminescent fill.
£279.00
-
Silver
Available Sizes
- pcs.
Two-tone chronograph watch with blue dial
Featuring brushed and polished indexes, this aviation-inspired BOSS Menswear watch is designed in golden and silver-tone steel. Blue dial with sunray brushing.
£329.00
-
Silver
-30%
Available Sizes
- pcs.
Blue-dial chronograph watch with link bracelet
A modern chronograph watch in brushed and polished steel with a blue dial, link bracelet and signature clasp by BOSS.
£329.00
£229.00
-
Silver
-28%
Available Sizes
- pcs.
Multi-link-bracelet chronograph watch with blue dial
A distinctive chronograph watch with an integrated link bracelet by BOSS. Featuring gold-tone details, this accessory has a blue dial with diamond-cut rings.
£249.00
£179.00
-
Silver
Available Sizes
- pcs.
Two-tone chronograph watch with olive dial
Combining olive, golden and silver tones, this BOSS Menswear watch takes inspiration from the sleek lines of classic cars. Dashboard-style subeyes for maximum function.
£349.00
-
Silver
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