Tobacco Briefcase Dressy Summer Outfits After 50

Favorite

Unfavorite

Clear Sunglasses Light Blue Dress Shirt Purple Tie Beige Print Pocket Square Purple Double Breasted Blazer White Dress Pants Dark Brown Leather Briefcase Dark Brown Leather Loafers

This combo of a purple double breasted blazer and a tobacco briefcase is perfect for most casual occasions. For extra style points, complement this look with a pair of dark brown leather loafers. This here is hard proof that it is actually possible to survive the summer heat, all while looking fresh and breezy. With an outfit like this, any middle-aged guy is guaranteed to put most 20-somethings to shame.

Favorite

Unfavorite

Clear Sunglasses Light Blue Dress Shirt Dark Green Tie White Pocket Square Navy Blazer Dark Brown Beaded Bracelet Charcoal Dress Pants Brown Leather Briefcase Dark Brown Leather Tassel Loafers

This pairing of a navy blazer and a tobacco briefcase is extremely easy to imitate and so comfortable to work as well! Go ahead and add a pair of dark brown leather tassel loafers to the mix for an air of sophistication. Clearly, you're looking at a nice choice for a boiling hot day. So if you're after outfit ideas on what to wear as you step into your 50s, this combo is ideal.