Try pairing an olive leather bomber jacket with navy jeans to feel fully confident in yourself and look fashionable. Give an air of class to this look by sporting chelsea boots. Just because you're in your 50s, doesn't mean you can't look fashionable, and this combo proves just that.
For something more on the cool and laid-back end, opt for a navy knit turtleneck and navy jeans. Complement this outfit with chelsea boots to instantly amp up the wow factor of this getup. This outfit shows that staying fashionable as you reach your 50s is totally doable.
If the situation allows relaxed casual dressing, reach for a black and white vertical striped long sleeve shirt and navy jeans. Want to go all out when it comes to footwear? Complement your look with a pair of chelsea boots. A look like this can make any mature guy look better than everyone else in the room.
For a casually cool getup, opt for a grey sweatshirt and navy jeans — these two items work nicely together. Wondering how to finish this outfit? Round off with chelsea boots to kick up the classy factor. Searching for outfit ideas for older gentlemen? This pairing goes straight to your favorites.
Reach for a black leather harrington jacket and navy jeans if you seek to look casually cool without putting in too much time. For a sleeker finish, why not complete your ensemble with chelsea boots? The ability to rock combinations like this is one of the dividends of middle age.