Holdall Smart Casual Fall Outfits For Men After 50

Favorite

Unfavorite

Dark Brown Wool Hat White Vertical Striped Dress Shirt Dark Brown Tie Grey Pocket Square Dark Brown Raincoat Charcoal Check Three Piece Suit Brown Leather Holdall Dark Brown Socks Brown Leather Tassel Loafers

A dark brown raincoat and a holdall are an edgy combination that every modern guy should have in his off-duty collection. You could perhaps get a bit experimental in the shoe department and elevate this outfit by rocking brown leather tassel loafers. This one is an obvious option when it comes to a killer ensemble that transitions easily into fall. Gents who are curious how to dress with style after 50, you have your answer.

Favorite

Unfavorite

Light Blue Dress Shirt Navy Floral Tie Grey Tweed Blazer Navy Overcoat Khaki Chinos Black Leather Holdall Brown Leather Derby Shoes

For a casual outfit, consider wearing a navy overcoat and a holdall — these pieces play beautifully together. To give your look a classier spin, why not add a pair of brown leather derby shoes to your look? When it comes to dressing for autumn, nothing beats a killer ensemble that transitions easily between seasons. Amazingly stylish, this pairing is also age-appropriate.

Favorite

Unfavorite

Black Sunglasses White Crew-neck T-shirt Red Long Sleeve Shirt Multi colored Print Cardigan Black Overcoat Tan Leather Gloves Beige Chinos Black Canvas Holdall Dark Brown Suede Derby Shoes

This modern casual pairing of a black overcoat and a holdall couldn't possibly come across as anything other than outrageously dapper. Finishing off with a pair of dark brown suede derby shoes is a guaranteed way to bring a sense of refinement to this ensemble. Can you see how very easy it is to look on-trend and stay warm come colder weather, thanks to this ensemble? A practical example for any gentleman who's not sure how to dress after 50.

Favorite

Unfavorite

Black Baseball Cap Black Sunglasses Navy Fair Isle Crew-neck Sweater Black Overcoat Tan Leather Gloves Blue Jeans Black Canvas Holdall Brown Suede Casual Boots

This combination of a black overcoat and a holdall is dapper and yet it's practical and ready for anything. Want to dial it up in the shoe department? Introduce a pair of brown suede casual boots to this ensemble. So when summer is over and fall is in the air, you'll find this look to be your everything. This combo is most probably exactly what you're looking for as a mature gentleman.

Favorite

Unfavorite

Black Crew-neck Sweater Black Overcoat Red and Black Check Shirt Jacket Black Sunglasses Charcoal Dress Pants Black Canvas Holdall Grey Suede Desert Boots

We're all seeking functionality when it comes to style, and this modern casual combo of a black overcoat and a holdall is a vivid example of that. And if you wish to easily step up your look with footwear, introduce grey suede desert boots to this look. It's is an obvious pick if you're piecing together a cool summer-to-fall outfit. So if you're searching for a stylish but also age-appropriate combo, this one fits the task well.