Classic and elegant but with boyish charm, Theodore has become hit name in recent years, vaulting into the US Top 10 in 2021 for the first time ever and into the Top 5 in 2024. A favorite in English speaking countries, it also ranks highly across the UK and Ireland, and in Canada, New Zealand, and Australia.

Henry is well and truly back in style. The classic returned to the Top 10 in the US in 2021 for the first time in over a century, and as of 2024, sits at Number 6. Like James and Theodore, Henry is a strong, traditional name that also manages to feel stylish and gentle.

James is one of the classic Anglo-Saxon names, a stalwart through the ages that is more popular—and yes, stylish—than ever today. It recently came out Number 1 in a poll of America's favorite boys' baby names, and is the most common male name, counting people of all ages, in the US.

William is one of the most enduring of classic names for boys. It's also among the most popular boys' names, as American parents see it as being ideally conservative yet contemporary, and hands-down the most popular baby name beginning with W of all time.

Benjamin is a biblical name that has enjoyed widespread favor for decades, ranking in the US Top 50 for almost half a century and the Top 10 from 2015 until 2023.

Jack may have fallen from its Number 1 place in England, but in the US it's as popular as it was at its height in the 1920s and 1930s. A durable, cheery, everyman form of John, Jack ranks as one of the most popular boy names starting with J.

Samuel has been so popular for so long that it's hard to believe it's still climbing, at its highest point since the 1890s.

Leo is a strong-yet-friendly name that was common among the Romans, used for fourteen popes, and is now at its highest point ever in the US thanks in part to Leonardo "Leo" DiCaprio.

Michael was the Number 1 American boys' name for almost half a century. While Michael has moved out of the Top 10 baby boy names, it's still widely used.

Daniel is one of only a handful of male names that sounds both classic and modern, strong yet approachable, and popular but not cliched. It also has a solid Old Testament pedigree. The only real downside: There are about 10,000 Daniels named each year, making it a less than distinctive choice.

John reigned as the most popular of all boys' Christian names for 400 years, from the time the first Crusaders carried it back to Britain until the 1950s. Then American baby namers finally seemed to tire of this straight-arrow, almost anonymous John Doe of names, replacing it with fancier forms like Jonathan and the imported Sean and Ian.

Joseph is one of the most classic names in American nomenclature, popular with parents from many ethnic backgrounds and having dual-religious appeal.

A solid classic with plenty of history, Thomas strikes the balance between strength and gentleness. A favorite in the UK, a staple in France, and Australia, and never absent from the US Top 100, Thomas feels like a safe bet and a name that fits into any era.

David is an enduring worldwide classic, used from ancient times to the present day.

Substantial, strong, and enduring, Anthony has remained a perennially popular name over the last century. With just a hint of playfulness and just a touch of clunky-coolness, Anthony is a versatile choice that seems comfortable anywhere.

Charles derives from the Germanic name Karl, meaning "man" or "free man", and is a royal name in multiple European countries. A famous early bearer is Charlemagne, King of the Franks and Lombards and then Roman Emperor in the 8th-9th centuries.

During its Top 10 heyday in the late 90s and early oughts, Andrew was one of the "cooler" classic boy names, an update on the old guard Roberts and Richards.

Everett is a preppy but outdoorsy name, with wintery New England vibes. In the last decade, it’s had a leap in popularity, perhaps because of its similarity to trendy girls’ names like Ava and Scarlett, or perhaps because it offers a fresh alternative to 90’s style Evan and Brett.

Arthur, once the shining head of the Knights of the Round Table, is, after decades of neglect, now being polished up and restored by stylish parents, inspired perhaps by the new generation of royals. Arthur has led the list of possible names for the young British princes, chosen as a middle name for Prince Louis, son of William and Catherine, Prince and Princess of Wales.

Robert was the Number 1 boys' name in the US in both 1925 and 1950, and in fact was in the Top 25 for more than a century, giving it true classic status. Strong if not quite stylish, Robert remains in the Top 100 for baby boys as a family favorite.