Anniversary SaleBOSS Hutson Slim Fit Green Windowpane Check Virgin Wool Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Huge Slim Fit Grey Plaid Virgin Wool SuitSale: $534.99Sale price $534.99After Sale: $799After sale price $799
Anniversary SaleBOSS C-Cyral Zip JacketSale: $267.99Sale price $267.99After Sale: $399After sale price $399
Anniversary SaleBOSS Sigmon Zip Shirt JacketSale: $164.99Sale price $164.99After Sale: $249After sale price $249
Anniversary SaleBOSS Huge Slim Fit Textured Virgin Wool SuitSale: $534.99Sale price $534.99After Sale: $799After sale price $799
Anniversary SaleBOSS Houston Slim Fit Navy Stretch Wool Blend SuitSale: $534.99Sale price $534.99After Sale: $799After sale price $799
Anniversary SaleBOSS Hutson Slim Fit Dark Green Microcheck Virgin Wool SuitSale: $400.99Sale price $400.99After Sale: $699After sale price $699
Anniversary SaleBOSS Pallas Solid Cotton Piqué PoloSale: $73.99Sale price $73.99After Sale: $109 – $119After sale price $109 to $119
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Anniversary SaleBOSS Hutson Slim Fit Dark Blue Windowpane Check Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Noel Bit LoaferSale: $129.99Sale price $129.99After Sale: $199After sale price $199
Anniversary SaleBOSS Skiles Padded Bomber JacketSale: $199.99Sale price $199.99After Sale: $299After sale price $299
Anniversary SaleBOSS Hanry Slim Fit Textured Virgin Wool Sport CoatSale: $433.99Sale price $433.99After Sale: $649After sale price $649
Anniversary SaleBOSS Huge Slim Fit Tan Virgin Wool SuitSale: $599.99Sale price $599.99After Sale: $899After sale price $8995(1)
Anniversary SaleBOSS Thompson Solid T-ShirtSale: $64.99Sale price $64.99After Sale: $99After sale price $995(1)
Anniversary SaleBOSS Sienne LoaferSale: $129.99Sale price $129.99After Sale: $199After sale price $199
Anniversary SaleBOSS Hutson Slim Fit Light Blue Windowpane Check Slub Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Huge Slim Fit Light Blue Mélange SuitSale: $534.99Sale price $534.99After Sale: $799After sale price $799
Anniversary SaleBOSS Jared 3-in-1 Water Resistant CoatSale: $334.99Sale price $334.99After Sale: $399After sale price $399
Anniversary SaleBOSS Jacquard Silk TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99
Anniversary SaleBOSS Hutson Slim Fit Medium Blue Textured Virgin Wool Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Parlay Tipped Cotton PoloSale: $64.99Sale price $64.99After Sale: $99After sale price $994.8(6)
Anniversary SaleBOSS Huge Slim Fit Blue Microcheck Virgin Wool SuitSale: $534.99Sale price $534.99After Sale: $799After sale price $799
Anniversary SaleBOSS Sienne Moc Toe LoaferSale: $129.99Sale price $129.99After Sale: $199After sale price $1993.7(3)
Anniversary SaleBOSS Hanry Slim Fit Knit Cotton Blend Sport CoatSale: $399.99Sale price $399.99After Sale: $599After sale price $599
Anniversary SaleBOSS Hutson Slim Fit Grey Mélange Textured Virgin Wool Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $6995(1)
Anniversary SaleBOSS Hybrid Bomber JacketSale: $199.99Sale price $199.99After Sale: $299After sale price $299
Anniversary SaleBOSS Teylor Plain Toe DerbySale: $199.99Sale price $199.99After Sale: $299After sale price $299
Anniversary SaleBOSS Genius Slim Fit Flat Front Wool Dress PantsSale: $129.99Sale price $129.99After Sale: $198After sale price $1985(1)
Anniversary SaleBOSS Hutson Slim Fit Dark Blue Microcheck Virgin Wool Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Hutson Slim Fit Light Light Purple Houndstooth Check Virgin Wool Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Boss Huge Cotton & Virgin Wool SuitSale: $799.99Sale price $799.99After Sale: $1,199After sale price $1,199
Anniversary SaleBOSS Hutson Slim Fit Purple Houndstooth Virgin Wool Sport CoatSale: $467.99Sale price $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Hanry Slim Fit Heathered Grey Knit Cotton Blend Sport CoatSale: $399.99Sale price $399.99After Sale: $599After sale price $599
Anniversary SaleBOSS Teylor Bit LoaferSale: $199.99Sale price $199.99After Sale: $299After sale price $299
Anniversary SaleBOSS Parlay Solid Cotton Piqué PoloSale: $84.99Sale price $84.99After Sale: $129After sale price $129
Anniversary SaleBOSS Kaiton Slim Fit Flat Front Stretch Cotton ChinosSale: $119.99Sale price $119.99After Sale: $179After sale price $179
Anniversary SaleBOSS Chelsea BootSale: $199.99Sale price $199.99After Sale: $299After sale price $299
Anniversary SaleBOSS Hank Slim Fit Micropattern Cotton Dobby Dress ShirtSale: $92.99Sale price $92.99After Sale: $139After sale price $139
Anniversary SaleBOSS Pye Johnny Collar PoloSale: $84.99Sale price $84.99After Sale: $129After sale price $129
Anniversary SaleBOSS Roan Kent Slim Fit Performance Button-Up ShirtSale: $98.99Sale price $98.99After Sale: $149After sale price $149
Anniversary SaleBOSS Caleb Suede BeltSale: $65.99Sale price $65.99After Sale: $99After sale price $995(1)
Anniversary SaleBOSS Hutson Slim Fit Plaid Wool Blend Sport CoatSale: $400.99 – $467.99Sale price $400.99 to $467.99After Sale: $699After sale price $699
Anniversary SaleBOSS Thompson Solid Cotton T-ShirtSale: $44.99Sale price $44.99After Sale: $69After sale price $69
Anniversary SaleBOSS Lomaro Short Sleeve CardiganSale: $129.99Sale price $129.99After Sale: $199After sale price $199
Anniversary SaleBOSS Joris Leather BeltSale: $38.99Sale price $38.99After Sale: $59After sale price $59 Only a few left
Anniversary SaleBOSS Vinston SneakerSale: $149.99Sale price $149.99After Sale: $230After sale price $230
Anniversary SaleBOSS Medallion Silk TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99
Anniversary SaleBOSS Cal Relaxed Fit Shirt JacketSale: $149.99Sale price $149.99After Sale: $229After sale price $229
Anniversary SaleBOSS Sash Woven Elastic BeltSale: $62.99Sale price $62.99After Sale: $95After sale price $95
Anniversary SaleBOSS Hutson Slim Fit Navy Virgin Wool Double Breasted BlazerSale: $499.99Sale price $499.99After Sale: $749After sale price $749
Anniversary SaleBOSS Parlay Cotton PoloSale: $64.99Sale price $64.99After Sale: $99After sale price $99
Anniversary SaleBOSS Medallion Silk TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99
Anniversary SaleBOSS Medallion Silk TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99
Anniversary SaleBOSS Roan Slim Fit Button-Up ShirtSale: $98.99Sale price $98.99After Sale: $149After sale price $149
Anniversary SaleBOSS H-Mordo Suede Trucker JacketSale: $435.99Sale price $435.99After Sale: $649After sale price $649
Anniversary SaleBOSS Assorted 5-Pack Cotton Blend Ankle SocksSale: $19.99Sale price $19.99After Sale: $30After sale price $30
Anniversary SaleBOSS Jacquard Silk TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99
Anniversary SaleBOSS Zed Jersey Herringbone Adjustable Baseball CapSale: $35.99Sale price $35.99After Sale: $55After sale price $55
Anniversary SaleBOSS Men's Tiburt T-ShirtSale: $64.99Sale price $64.99After Sale: $99After sale price $995(1)
Anniversary SaleBOSS Assorted 3-Pack Stretch Cotton Boxer BriefsSale: $32.99Sale price $32.99After Sale: $49After sale price $49
Anniversary SaleBOSS Hank Slim Fit Solid Cotton Dress ShirtSale: $84.99Sale price $84.99After Sale: $129After sale price $129
New Relaxed TailoringClassic suiting is reimagined with polished, laid-back styles for spring occasions and beyond.Suits & SeparatesDress Shoes
Anniversary SaleBOSS Assorted 5-Pack Solid Cotton Blend Dress SocksSale: $29.99Sale price $29.99After Sale: $45After sale price $45
Anniversary SaleBOSS Kaiton Slim Fit Flat Front Stretch Cotton Blend Dress PantsSale: $133.99Sale price $133.99After Sale: $199After sale price $199
Anniversary SaleBOSS Micromedallion Silk Jacquard TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99
Anniversary SaleBOSS Roan Kent Slim Fit Short Sleeve Performance Button-Up ShirtSale: $98.99Sale price $98.99After Sale: $149After sale price $149
Anniversary SaleBOSS Cai Relaxed Fit Button-Up ShirtSale: $149.99Sale price $149.99After Sale: $229After sale price $229
Anniversary SaleBOSS Medallion Silk TieSale: $65.99Sale price $65.99After Sale: $99After sale price $99