Since there are sooo many looks, I am skipping the pleasantries and diving right in.
A Henley as is with chinos or jeans and a pair of boots or sneakers.
A Henley worn under a long sleeve plaid shirt and a pair of jeans. Tuck the Henley in and leave the plaid unbuttoned. You may even add a belt if you wish. You can even roll up the sleeves a bit. If it’s cold outside add a beanie.
Mix things up a bit by picking a stripped Henley instead of a solid one. Wear it with a pair of Chinos and sandals for a relaxed look or if you feel like dressing up a bit, then wear the striped Henley and chinos combo with a bomber jacket and substitute the sandals for boat shoes. Sunglasses will add some zing to your look.
A Henley layered with a Gilet.
You can an extra layer between the DB Blazer and the Henley by wearing a dress shirt over the Henley. A cool idea would be to pick the Henley shirt and the double breasted blazer in solid tones and neutral hues and pick a funky shirt, maybe with polka dots or pinstripes or subtle prints in pastel or deeper tones. You can pick a plain shirt too if you are not sure of being able to pick the correct prints but still pick a nice shade for the shirt.
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