The Denim Jacket
Shown: Gap (OoS) | Similar: Levi's
Officially known as a Trucker Jacket by Levi's, this denim design is the Type III style that's gone virtually unchanged since 1967. It's one of our favorite jackets for summer: It's lightweight, can be tossed around with disregard, and has a lot of character without standing out.
→ Read more: The Fascinating Evolution of the Trucker Jacket
Add nuance to your summer outfit by doubling up on your t-shirts. It adds little in the way of bulk but adds noticeable visual texture; especially when doing a loose tuck.
Banana Republic (similar)
The fabric of chinos in the style of swim trunks: The joggers of shorts. Drawstring options are usually a little looser and inherently more casual. They're super comfortable and when paired with balancing items the result is a put-together but easy-going casual style.
Of the common watch strap materials – metal, leather, plastic, rubber and fabric – a canvas watch strap in summer is the obvious choice. But what's even more obvious is the style-to-cost ratio of this vintage-inspired Timex field watch. Based on a proposed but unused military design that was later donned by my childhood idol MacGyver, it's easy to see why this $65 timepiece made our list of the best watches under $200.
If they were leather they'd be called loafers. Step away from the same-old summer options and introduce a new comfortable favorite that feels purposeful instead of standard.