A woven stripe shirt over jogger pants is an unexpected pairing on paper and an easy one in practice — the structure up top keeps the joggers from reading like pajamas. Black grounds the whole thing so the stripe stays the only thing doing visual work. This is the outfit for the Saturday that's really a Sunday in disguise: coffee run, laundry, maybe a walk if the weather cooperates. It's proof that a casual weekend outfit for men can include real jogger comfort without looking like you gave up.

Finish with white sneakers, worn with the shirt untucked and half-buttoned over a plain tee.