Casual Fashions for Males in Their Fifties

Simple, classy garments can keep the older man looking vital.
Simple, classy garments can keep the older man looking vital. (Image: Jupiterimages/Creatas/Getty Images)

The secret of being fashionable in your fifties isn't to slavishly follow the latest trends – that only makes you look like a wannabe – but instead to stay true to yourself and update or pare down your personal style in subtle ways to fit with the march of time. If in doubt, a wardrobe consisting of a few classic, fitted garments will help you stay on point.

Avoid Fads

Being a fashionable 50-year-old isn't about jumping on the latest trends. These are usually meant for a younger demographic, and adopting them might expose you to suppressed giggles rather than admiring looks. So, don't be tempted by bright displays of boutique trainers or outrageously-captioned T-shirts – leave those to the kids or grandkids.

Be True to Yourself

Chances are, by the age of 50 you already have a personal style you're comfortable with. Maybe you're a rocker at heart, or maybe you favor rugged outdoors gear or a sporty look. There's no need to abandon your long-nurtured self-image, but you will need to tweak it to reflect your age and who you are now. This might involve toning down the look, getting rid of embellishments, loud patterns and bright colors, or updating it by buying modern versions of old favorites.


As you get older, structure does wonders for the body, so opt for fitted – but not over-tight – jackets and shirts, straight leg jeans and casual trousers. These will sharpen your appearance and help convey a trim, youthful impression. Over-size tops and shapeless sweaters might seem like an easy way of hiding those extra pounds, but they only end up making you look heavier.

Timeless Simplicity

While still being true to your own personal taste, invest in a few high-quality garments which convey a sense of timeless simplicity. Go for subtle colors, simple patterns and classics such as the jean, the dress shirt, the lounge jacket, the car coat and the windbreaker, clothes which reflect dignity and enduring appeal.

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