Home Collections Fall/Winter 2024

Fall/Winter 2024

Elevate Your Style with The Simple Man's Fall/Winter Collection: Timeless Looks for the Modern Gentleman

Discover the perfect blend of warmth, comfort, and style with The Simple Man’s latest Fall/Winter collection. From cozy flannels and classic sweaters to rugged outerwear and must-have accessories, our curated selection is designed to keep you looking sharp through those chilly months. Shop premium fabrics, tailored fits, and versatile pieces that are perfect for layering, whether you’re heading to a weekend gathering or braving the outdoors. Embrace the season in style with timeless essentials built to last.

Model Wearing 7 Diamonds Anton Long sleeve 4-way stretch shirt in Navy
Sale
Anton Long Sleeve 4-way Stretch Shirt - Navy
7 Diamonds $49.50 USD $99.00 USD
Model Wearing Flag & Anthem Cabot Long Sleeved Shirt in Blue/Black Buffalo Plaid, Front View
Sale
Cabot Vintage Washed L/S Shirt
Flag and Anthem $34.75 USD $69.50 USD
Blue/Black
Howler Brothers Frontside 5-Pocket Pants in Tobacco color, flat lay view
Sale
Frontside 5-Pocket Pants - Tobacco
Howler Bros $54.50 USD $109.00 USD
Tobacco
Howler Brothers Shoalwater tech pants in oregano color, flat lay view
Sale
Shoalwater Tech Pants - Oregano
Howler Bros $49.50 USD $99.00 USD
Oregano
Bridge & Burn Eugene Shirt in Grey, Flat Lay view
Sale
Eugene Utility Shirt
Bridge & Burn $59.00 USD $128.00 USD
Grey
Schott NYC Blackwatch Plaid Flannel Shirt, front view
Sale
Schott Plaid Cotton Flannel Shirt-Blackwatch
Schott $44.50 USD $89.00 USD
Black/Blue/ Green Plaid
Liverpool regent Relaxed Straight Twill jeans in Rye Front View
Sale
Regent Relaxed Straight Wheat Colored Twill Denim
Liverpool $54.50 USD $109.00 USD
Wheat
Liverpool Regent Relaxed Straight Jeans in Pembroke Wash Front View
Sale
Regent Relax Straight Knit Denim - Pembroke Wash
Liverpool $59.50 USD $119.00 USD
Pembroke - medium wash
Fair Harbor Bayshore Fleece Jacket in red and navy wave flat lay View
Sale
Bayshore Fleece Jacket
Fair Harbor $64.00 USD $128.00 USD
Flag & Anthem Chapin Shirt Jacket in Charcoal, Flat lay view
Sale
Chapin Flannel Lined Shirt Jacket
Flag and Anthem $59.75 USD $119.50 USD
Charcoal
Bickley & Mitchell wool waffle knit gloves in black
Sale
Waffle Knit Gloves w/ Fleece Lining
Bickley + Mitchell $25.00 USD $50.00 USD
Black Twist
Navy Twist
Army Twist
Camel Twist
The Normal Stretch Pant Khaki
Sale
Normal Stretch Canvas Pant-Khaki
THE NORMAL BRAND $44.00 USD $88.00 USD
2undr swing shift 2 pack package
Sale
Swing Shift 6" Boxer Brief 2PK
2UNDR $30.00 USD $60.00 USD
Geode
La Quinta/Oasis
Galactic/Boom Time
Navy/Grey Banathlete
Astro Eagles/Top Gun
Green/Grey Cart ath
Mobsters/Vegas
2UNDR men's swing shift boxer brief, Black
Sale
Swing Shift 6" Boxer Brief
2UNDR from $16.00 USD $35.00 USD
Black/Grey
Grey/Blue
Red/Red
Blue/Blue
Navy/Grey
Black/Red
UNL
Tigres
Santa Fe
Freedom2
GREY
Stars and Bars
Pandas
Black Camo
Dark Green
Light Blue
Burgundy
Blue Camo