Hipster-Cool Boys Names

I picture these names working on kids running around in Brooklyn, on teens dressed in suspenders and sweaters, on adults in thick-rimmed glasses working at some creative job.
  1. Roscoe
    • Origin:

      English, Norse
    • Meaning:

      "deer forest"
    • Description:

      Fairly popular a hundred years ago but out of the US charts since 1978, the quirky yet edgy Roscoe feels very much in step with the trending o-ending boy names popular now, such as Milo, Hugo, and Otto. A Top 1000 choice in the UK (albeit near the latter end), it could make a cool alternative to Ross, Russell, Robert, and Ronan.
  2. Rowan
    • Origin:

      Scottish and Irish
    • Meaning:

      "rowan tree; little redhead"
    • Description:

      With its gentle sounds and earthy vibes, the name Rowan feels like a fusion of different styles. A word name, a surname, and a gender-neutral name, Rowan is rustic but trendy, blending the vibes of both Owen and Oakley.
  3. Leopold
    • Origin:

      German
    • Meaning:

      "brave people"
    • Description:

      An aristocratic and stately Germanic route to the popular Leo, Leopold is a royal name: Queen Victoria used it to honor a favorite uncle, King Leopold I of Belgium. These days, this royal tie may be seen as a drawback to the name, owing to the cruelty of King Leopold II's rule over the Congo, though it remains popular in Austria, Poland, and France (as Léopold).
  4. Asher
    • Origin:

      Hebrew
    • Meaning:

      "fortunate, blessed, happy one"
    • Description:

      Asher—an excellent, soft and sensitive Old Testament choice—is a baby boy name on the rise, and is a Nameberry biblical favorite.
  5. Rory
    • Origin:

      Irish
    • Meaning:

      "red king"
    • Description:

      This spirited Gaelic classic, which became popular in Ireland via the illustrious twelfth century king Rory O'Connor, makes a highly energetic choice, now used for either sex. Rory's gender split is still trending boyward; it's one of the coolest boys' names starting with R.
  6. Luca
    • Origin:

      Italian variation of Luke and Lucas
    • Meaning:

      "man from Lucania"
    • Description:

      The related Lucas and Luke are both hugely popular boy names in the US and internationally, and now Luca has joined them on boys' popularity lists around the world.
  7. Lachlan
    • Origin:

      Scottish
    • Meaning:

      "from the fjord-land"
    • Description:

      Lachlan is as Scottish as haggis and tartan plaid kilts—a favorite used throughout England, Scotland, Australia, and New Zealand—and just beginning to be noticed in the US: it reached the Top 1000 for the first time in 2013. An ancient name, Lachlan was originally used to describe the Viking invaders of Scotland, those from the land of the lochs.
  8. Wesley
    • Origin:

      English
    • Meaning:

      "western meadow"
    • Description:

      Reminiscent of the Old West, with rugged charm and a gentle, easy-going feel, Wesley has long been a staple on the US charts.
  9. Matthew
    • Origin:

      Hebrew
    • Meaning:

      "gift of God"
    • Description:

      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.
  10. Lennox
    • Origin:

      Scottish
    • Meaning:

      "elm grove"
    • Description:

      Lennox is an aristocratic and powerful Scottish surname name made truly special by that final x. The worldwide fame of British boxer--World and Olympic champion--Lennox Claudius Lewis brought the name into the spotlight as a first name, while as a last it's tied to Eurythmics singer Annie L.
  11. Cillian
    • Origin:

      Irish
    • Meaning:

      "war strife or church"
    • Description:

      Cillian is one of the native Irish names that, along with Aiden and Declan, is becoming an unlikely favorite in contemporary America. The Killian spelling has been more popular in the US, but Cillian's star is rising, perhaps thanks to Irish actor Cillian Murphy, star of Oppenheimer and Peaky Blinders.
  12. Sebastian
    • Origin:

      Latin from Greek
    • Meaning:

      "person from ancient city of Sebastia"
    • Description:

      Sebastian is an ancient martyr's name turned literary, and Little Mermaid hero—think Sebastian the Crab—that's more popular than ever, as a classic-yet-unconventional compatriot for fellow British favorites T Theodore and Oliver.
  13. Lysander
    • Origin:

      Greek
    • Meaning:

      "liberator"
    • Description:

      Lysander is a distinctive Greek name that could be thought of as a more creative cousin of Alexander. In ancient history, Lysander was the name of an esteemed Spartan naval commander and his literary cred comes from one of the two star-struck young men in Shakespeare's A Midsummer Night's Dream, as well as one of the twin sons (the other being Lorcan) of Luna Lovegood, whom we learn about in the Harry Potter epilogue.
  14. Fletcher
    • Origin:

      English occupational name
    • Meaning:

      "arrow-maker"
    • Description:

      Fletcher is a common surname with a touch of quirkiness; it definitely fits into the So Far Out It's In category--and moving further in all the time along with other occupational names from Parker to Forester.
  15. Leander
    • Origin:

      Greek
    • Meaning:

      "lion-man"
    • Description:

      Leander was once an almost unknown name, however, with the popularity of Leo and the rise of Leandro, it now feels like a perfectly accessible alternative to Leon or Alexander. In Greek legend, Leander was the powerful figure who swam across the Hellespont every night to visit his beloved Hero, a priestess of Venus.
  16. Leif
    • Origin:

      Swedish; Danish; Norwegian
    • Meaning:

      "heir, descendant"
    • Description:

      Leif is one of the most recognizable Scandinavian names, thanks to Icelandic explorer Leif Erikson, and is still one of the best, with a pleasant aural association with the word leaf.
  17. Blaise
    • Origin:

      French
    • Meaning:

      "to lisp, stammer"
    • Description:

      As modern as it sounds, Blaise is an ancient Christian martyr name. In Arthurian legend, Blaise is the name of Merlin the Magician's secretary. Its relation to the word and name Blaze gives it a fiery feel. Amanda Beard named her baby boy Blaise Ray.
  18. Sterling
    • Origin:

      English
    • Meaning:

      "of the highest quality"
    • Description:

      A name with some sterling qualities, most associated with the British currency and silver markets, though it could easily be seen as a virtue-adjacent choice, like Merit, Chosen, or Hero. It has been a rising star in the US in recent years, appearing in the Top 400 in the latest count, when it was given to 880 boys.
  19. Quincy
    • Origin:

      French
    • Meaning:

      "estate of the fifth son"
    • Description:

      Quirky in the way that all Q names are quirky, Quincy was once a buttoned-up, patrician New England name, an image countered in recent years by the talented and ultracool musician Quincy Jones (middle name: Delight; nickname: Q).
  20. Santiago
    • Origin:

      Place-name or Latin
    • Meaning:

      "Saint James"
    • Description:

      Santiago is a spirited Spanish name with great crossover potential. It's a place-name (a city in Chile), a surname, and the name of the patron saint of Spain.

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