Cool Classic Boy Names Below the Top 1000

Bartholomew is an apostle's name that's been out of favor for centuries but might appeal again to the parent in search of an old but rare choice. The challenge could be to avoid the Simpson-ish nickname. That character, by the way, has the full name of Bartholomew JoJo Simpson, and creator Matt Groening came up with Bart as an--uh oh--anagram for brat. Two old alternate nicknames are Barty and Tolly.

Wilbur is a stylish name in the UK whose merits are just starting to be discovered in the US. Wilbur, the loveable pig who Charlotte of the Web called Some Pig, is an inspirational hero. And Wilbur and Orville Wright were early aviationists.

In Spanish cultures, and spelled either Bastian or Bastien, this is a fairly common nickname name. The German fantasy children's book The Neverending Story features a young boy character called Bastian Balthlazar Bux, and it has also been seen in several screen versions.

Though Jules hasn't been on the US popularity list in fifty years, it is a current hit in its native France—where it's currently in the Top 10—and we can definitely see it making a comeback here, being far more romantic than, say, Jim.

Fairly popular a hundred years ago but out of sight now, the quirky Roscoe deserves a place on every adventurous baby-namer's long list. It joins Rufus, Roman, Remy, Romulus, and Ray as one of the R names that sound fresh again after too many years of Robert, Richard, and Ronald.

Hollis is a rugged, gentle and quietly used name, given to over 200 boys and 150 girls each year in the US. In 2023, it became one of the newest entries to the US Top 1000, where it fits in with the surnames-as-first-names trend, and other familiar choices like Ellis, Silas, and Holden.

Can Linus lose its metaphorical security blanket and move from the Peanuts page onto the birth certificate? We think it has enough charm and other positive elements going for it for the answer to be yes.

In the past, Orson has felt like a one-person moniker, tied to film director Orson Welles, who dropped his given name of George in favor of his more distinctive middle. While the Citizen Kane creator seemed to own the name during his lifetime, it's now an interesting possibility for any parent seeking an unusual yet solid name. It's started to appear to the celeb set too -- both Paz Vega and Lauren Ambrose have little Orsons.

This name is a classic example of an underused golden oldie that ticks so many boxes - unusual yet traditional, heaps of cute nicknames, a statement name that exudes retro cool. Aloysius is the Latin form of many more common names like Louis, Luis, Luigi and the uncommon but symphonically familiar Ludwig.

Claude is a soft-spoken French name that conjures up the pastel colors of Monet and harmonies of Debussy. In France, it is used for girls as well, in fact in the Tracy Chevalier novel Lady and the Unicorn, the protagonist is a female Claude.

Used almost exclusively in England; would make an equally amiable short form here for Raphael or Rafferty -- and could also stand on its own. If you're looking for boys' names starting with R, this is one of your cooler choices.

Gus is a homey grandpa nickname name that can work as a short form for any of the above or stand on its own as a cutting-edge replacement for Max and Jake--though it was off the Top 1000 from 1978 until 2016, when it squeaked in at Number 999.

Rupert is a charming-yet-manly name long more popular in Britain (where it's attached to a beloved cartoon bear) than in the U.S. Yet we can see Rupert as a more stylish, modern way to honor an ancestral Robert.

Though to most Americans Viggo is a one-person name attached to intense actor Mortensen, it is actually an old Norse name dating back to the Vikings, and is currently the 32nd most popular appellation in Sweden. Viggo Mortensen is a Jr., sharing his name with his Danish father.

This concise one-syllable name, has two possible derivations and two positive meanings associated with it. In Hebrew, it means "heart", while in Russian it means "lion". So strong and simple Lev has both a soft and a fierce side.

Soft and sensitive name often heard in Israel.

Rufus is a rumpled, redheaded (it was the nickname for red-haired King William) ancient Roman name popular with saints and singers (e.g. Rufus Wainwright); now, Rufus is on the cutting edge of cool.

Barnaby, a genial and energetic name with an Irish-sounding three-syllable lilt, is an ancient appellation that manages to be both unusual and highly attractive and deserves to be used more than it is. A sweet-spot name that's a real winner.

Valentine is an attractive Shakespearean name with romantic associations, but those very ties to the saint and the sentimental holiday have sent it into a decline, one which we think may be about to turn around.

Calix is once-obscure name that is starting to see some use in the US, where 62 baby boys were named Calix in 2024. An indirect influence is the actress Calista Flockhart, who introduced Americans to the female version of this attractive Greek name to prominence.