The sleeves of the gray henley may be cuffed to expose the blue shirt sleeves. The blue shirt is worn untucked. Navy socks to blend with pants. The gray henley is optional.

Pair a white V-neck T under the chambray shirt. Wear shirt untucked. You may also choose to wear the whiskey colored brogues you originally had in your closet. **to make this look more casual you may choose to wear your Cole Haan chukka boots in lieu of the brogue.

Pair a white V-neck T under the chambray shirt. Cuff sweater sleeves with shirt sleeves casually. Sweater is optional.

Complete look by rolling the shirt sleeves. 

Pair a white V-neck T under the white shirt. Wear shirt untucked. You may also choose to wear the whiskey colored brogues you originally had in you closet. **to make this look more casual you may choose to wear your Cole Haan chukka boots in lieu of the brogue. Sweater is optional. 

Ideal outfit for going to and from the gym and running wekend errands. The watch is optional. Complete with your brown cole haan sneakers.

White shirt collar can tuck inside of black sweater neck or extend out; whichever is more comfortable.

Layer gray henley over striped shirt.

Layer the white waffle tee over the gray t-shirt. The plaid button-down shirt may be worn open, over the white waffle shirt. This ensemble can be dressed up slightly by pairing the boots and buttoning the plaid shirt.

Layer the white waffle tee over the gray t-shirt. The plaid button-down shirt may be worn open, over the white waffle shirt. This ensemble can be dressed up slightly by pairing the boots and buttoning the plaid shirt. 

Layer the white waffle henley over the t-shirt. Use the blue pull-over as the top layer.

This leather jacket can be worn over any of your casual weekend ensembles.

The navy button down should be worn over the gray henley.