Oscar is one of the most stylish Old Man Names of our era. While it's softened slightly in popularity over the past 20 years, that may be considered a very good thing.

Simon is pure and simple (not in the nursery rhyme sense), and an appealingly genuine Old and New Testament name that's not overused. These factors make Simon a stylish yet classic choice.

See the popularity graph below for the name Theo? It's been heading straight uphill since 2010, when it hopped back onto the Top 1000 after a 60+ year absence.

Though some might find it a bit heavy-booted, Ivan is one of the few Russian boys' names to become fully accepted into the American naming pool.

Roland is a chivalrous old name made famous by the supposedly eight-foot-tall romantic hero and nephew of Charlemagne, celebrated in medieval poetry and song. It is more widely heard in the US now in its Spanish form, Rolando. You might want to consider rollicking short form Rollo, either on its own or as an abbreviation of Roland. Orlando is the graceful Italian form.