This combination of a charcoal wool blazer and jeans is undeniable proof that a safe getup doesn't have to be boring. Brown work boots will bring a more laid-back vibe to an otherwise sober ensemble. Surely a savvy pick when it comes to style tips for gents in their fifties.
For a fail-safe classic and casual option, you can rely on this combination of a black overcoat and jeans. For something more on the casually edgy side to finish off your look, add a pair of brown work boots to the equation. This one is a good-looking but also age-appropriate pairing for older gents.