I need a vintage makeover

[PenMan]

Don't sell yourself short, Kevin. That's a good look. I agree with others who said that a pair of leather shoes will make a huge difference. Imo they are indispensible to putting it all together. Also, the pants mustn't be too long.

 

[Fletch]

As to shoes: the Stacy Adams Madison gets some good reviews at the online shoe stores and is reasonably priced and available in a slew of colors.

Although if you love chinos and live in a sunny climate, nothing is as classic as a pair of white bucks!

For a good basic suit or jacket, a 3-button no-vent model is easy to find these days and has a classic look. Make sure the lapel rolls up to the top button, and that the pants aren't too narrow thru the knees.

 

[Atomic Glee]

Thanks for all the kind words, y'all, though that pic is quite old now! fortworthgal above has seen me more recently, since I acquired some better duds. Here's a more up-to-date pic of Steph and I: