Preppy Names

  1. Schuyler
    • Origin:

      Dutch
    • Meaning:

      "scholar"
    • Description:

      This worthy name, imported by the early Dutch colonists, has been all but overpowered by the phonetic spellings -- Skyler for boys and Skylar for girls. With the surnames-as-first-names trend, however, and the popularity of the Lin-Manuel Miranda's musical Hamilton, which features the Schuyler sisters, perhaps Schuyler might receive some more interest in the coming years.
  2. Shafter
    • Description:

      Shafter is a masculine name with English origins, likely derived from an occupational surname for someone who made shafts for arrows, spears, or carts. The name comes from the Old English word 'sceaft,' meaning 'shaft' or 'pole.' As a first name, Shafter is extremely rare, belonging to the category of occupational surnames that occasionally transition to given names. It has a strong, masculine sound that may appeal to parents seeking uncommon names with a traditional feel. The name suggests qualities of precision, craftsmanship, and utility. While lacking widespread usage or cultural references, Shafter offers a distinctive option for those drawn to names with historical occupational connections, similar to more common choices like Cooper, Smith, or Fletcher.

  3. Sheffield
    • Origin:

      English
    • Meaning:

      "from the crooked field"
    • Description:

      One place-name that doesn't make the cut as a person name, associated with several commercial enterprises. We've seen it used by Chicago Cubs fans — Sheffield is the name of a major street bordering Wrigley Field.
  4. Sidney
    • Origin:

      French
    • Meaning:

      "Saint Denis"
    • Description:

      A contraction name, Sidney comes from Saint Denis and is related to Dioynsius, the Greek god of fertility and wine, although another theory is that it derived from an Anglo-Saxon place name, meaning 'at the wide island.'
  5. Simpson
    • Origin:

      English
    • Meaning:

      "son of Simon"
    • Description:

      Try Simon. Or Homer.
  6. Sinclair
    • Origin:

      Scottish
    • Meaning:

      "from the town of St. Clair"
    • Description:

      Could be a novel way for a boy's name to honor an ancestral Claire.
  7. Sloan
    • Origin:

      Irish
    • Meaning:

      "raider"
    • Description:

      A few decades back, this name -- which hardly shows its Irish roots -- evoked a man in a gray flannel suit; now, though still upscale, it's more likely to be attached to a female.
  8. Sloane
    • Origin:

      Irish
    • Meaning:

      "raider"
    • Description:

      An Irish surname-name that's used almost exclusively for girls these days, given last year to nearly 2000 baby girls in the US vs. 23 baby boys.
  9. Spalding
    • Origin:

      English and Scottish
    • Meaning:

      "divided field"
    • Description:

      Has diverse links to a Groucho Marx character, a bouncing ball, and late performance artist Spalding Gray.
  10. Stafford
    • Origin:

      English
    • Meaning:

      "from the ford by the landing place"
    • Description:

      Sounds as if it should have a Sir before it or a shire following it.
  11. Stanton
    • Origin:

      English
    • Meaning:

      "stony town"
    • Description:

      Seems to stand at attention and salute.
  12. Steele
    • Origin:

      English
    • Meaning:

      "steel"
    • Description:

      This steely surname has a macho image that might feel more appropriate for a romance novel than a baby. But on the upside, it's also sleek and modern, familiar yet unusual, given to only around 100 boys per year in the US.
  13. Stephen
    • Origin:

      Greek
    • Meaning:

      "garland, crown"
    • Description:

      Stephen, also spelled Steven, is a strong and likable classic, with the he's-a-great-guy short form Steve. Though not as well-used or fashionable as it was in its heyday -- it was a Top 25 name from 1946 to 1957 -- it's still a widely used name. It remains an even more popular in Ireland.
  14. Sterling
    • Origin:

      English
    • Meaning:

      "of the highest quality"
    • Description:

      A name with some sterling qualities, most associated with the British currency and silver markets. Sterling has several recent TV associations, with characters Roger Sterling (on Mad Men) and Sterling Archer (on Archer), and actor Sterling K. Brown (on This is Us).
  15. Steven
    • Origin:

      English variation of Stephen
    • Meaning:

      "garland, crown"
    • Description:

      Steven, the phonetic and now predominant spelling of the classier Stephen, has finally dropped out of the Top 100 after seventy years. Steve has become one of the ultimate regular-guy names, right up there with Dave and Joe. and there have been innumerable pop-culture role models among its bearers--from Steven Spielberg to Steven Soderbergh to Steve Jobs.
  16. Stirling
    • Origin:

      Scottish
    • Meaning:

      "from the city of Stirling"
    • Description:

      Though the usual U.S. spelling is Sterling, this is the authentic Scottish family name version.
  17. Stone
    • Origin:

      Word name
    • Description:

      Though some may find such names rather harsh and severe, increasing numbers of parents are gravitating toward this kind of flinty, steely, stony single-syllable name.
  18. Stuart
    • Origin:

      Scottish
    • Meaning:

      "steward"
    • Description:

      This ancient royal Scottish name had a brief vogue in midcentury America, but it would be far from a fresh choice for a baby boy now.
  19. Sumner
    • Origin:

      English occupational name
    • Meaning:

      "summoner"
    • Description:

      Billionaire Sumner Redstone, the nonagenarian owner of CBS and Viacom, practically has a monopoly on his first name — for now. But Hunter, Asher, and Ryder have ushered in a major vogue "-er" names, so it may only be a matter of time before parents discover this one.
  20. Sutton
    • Origin:

      English
    • Meaning:

      "from the southern homestead"
    • Description:

      Swanky sound via New York's ritzy Sutton Place. It fits with current popular boys’ names, due to its two syllables and -on ending. It debuted in the US Top 1000 for boys in 2015, though it is currently more popular for girls.