Dark Brown Leather Messenger Bag Smart Casual Outfits Add to WardrobeRemove from Wardrobe FavoriteUnfavorite Shop It Outfits Dark Brown Leather Messenger BagClick to choose itemSmart casual Any styleRelaxedCasualDressyAny weather/seasonColdChillWarmHotSummerFallSpringWinterAny age Teen20 Year Old30 Year Old40 Year Old50 Year Old60 Year OldAll Looks RecommendedFavoritedSign up to see recommended looksGet started FavoriteUnfavorite Clear Sunglasses Black Leather Watch White Short Sleeve Shirt Tan Blazer Black Leather Belt Dark Brown Leather Messenger Bag White Jeans Black Leather Chelsea Boots FavoriteUnfavorite Tan Wool Hat Yellow Print Short Sleeve Shirt Light Blue Denim Jacket Olive Cotton Blazer Dark Brown Leather Messenger Bag White Chinos Burgundy Leather Casual Boots FavoriteUnfavorite White and Black Crew-neck T-shirt Black Leather Watch Dark Brown Leather Messenger Bag Black Socks Black Chunky Leather Loafers Black Chinos FavoriteUnfavorite White Crew-neck T-shirt Navy Denim Jacket Black Leather Belt Dark Brown Leather Messenger Bag Navy Jeans Black Leather Derby Shoes FavoriteUnfavorite White Crew-neck T-shirt Charcoal Barn Jacket Navy Jeans Dark Brown Leather Messenger Bag Dark Brown Suede Derby Shoes Get Personal Outfit Recommendations Outfit & shopping recommendations based on your own wardrobe
FavoriteUnfavorite Clear Sunglasses Black Leather Watch White Short Sleeve Shirt Tan Blazer Black Leather Belt Dark Brown Leather Messenger Bag White Jeans Black Leather Chelsea Boots
FavoriteUnfavorite Tan Wool Hat Yellow Print Short Sleeve Shirt Light Blue Denim Jacket Olive Cotton Blazer Dark Brown Leather Messenger Bag White Chinos Burgundy Leather Casual Boots
FavoriteUnfavorite White and Black Crew-neck T-shirt Black Leather Watch Dark Brown Leather Messenger Bag Black Socks Black Chunky Leather Loafers Black Chinos
FavoriteUnfavorite White Crew-neck T-shirt Navy Denim Jacket Black Leather Belt Dark Brown Leather Messenger Bag Navy Jeans Black Leather Derby Shoes
FavoriteUnfavorite White Crew-neck T-shirt Charcoal Barn Jacket Navy Jeans Dark Brown Leather Messenger Bag Dark Brown Suede Derby Shoes