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.

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.

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.

Chloe is a pretty springtime name symbolizing new growth. Though slightly off its peak in the Top 10 in 2010, Chloe still ranks in the Top 20 and is solidly a modern classic.

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

Matthew was the third most popular boys' name in America throughout the 1980s and '90s, and is still one of the top boy names starting with M. The New Testament Matthew is the epitome of the fashionable classic—safe and sturdy, yet with a more engaging personality than John or William.

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

Jackson is one of those names that's much more popular than you think, coming in near the top of our annual Playground Analysis, which ranks names by grouping all their spellings together. Last year, more than 13,000 baby boys were named Jackson -- along Jaxon, Jaxson, Jaxxon, Jaxen, Jaxyn, Jaxsen, and Jaxsyn -- which counted together makes it the Number 5 boys' name.

Grace, a simple and pure virtue name which originally referred to divine grace, is a fashionable classic. In the early 2000s, it seemed headed for the Top 10 but pulled back from the upward trajectory, which you may consider a very good thing.

Abigail has been in for so long -- the name has ranked in the US Top 100 since the late 1980s -- it's amazing that it isn't more out by now. But Abigail's biblical and historic roots make it a fashionable classic rather than a passing fad.

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.

Weston has gone from being a Jane Austenish British surname to a first name with a relaxed American western cowboy feel. Along with other trendy 'n'-ending boys’ names, Weston is rising in popularity, and is now more popular than ever, ranking in the Top 100 since 2021.

Claire, luminous, simple, and strong, is one of those special names that is familiar yet distinctive, feminine but not frilly, combining historical depth with a modern edge. And though Claire is enjoying revived popularity, it will never be seen as trendy. Claire is also a great middle name choice.

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.

Ian is Scottish form of John, derived from the Hebrew name Yohanan. It is an Anglicization of the Scottish Gaelic Iain, which is also a viable spelling. Ian was introduced to Americans by Ian Fleming, creator of James Bond.

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.

Ryan’s use as a given name was inspired by the surname Ryan, a variation of the Irish O’Riain meaning "son of Rían." Rían is composed of the Irish-Gaelic elements rí, meaning "king" and an, a diminutive suffix. Ryan is considered a unisex name in the US, where variant spellings Ryann and Ryanne are also valid for girls.