Quirky, Vintage Boy's Names

Names for a quirky, old-fashioned, confident, strong-willed, whimsical, bright, little boy.
  1. Milo
    • Origin:

      Latin and Old German
    • Meaning:

      "soldier or merciful"
    • Description:

      Milo is most commonly considered to be Germanic name derived from the Latin word miles, meaning "soldier." However, there is evidence to suggest it also may have independently spawned from the Slavic root milu, meaning "merciful." Milo predates brother name Miles, a variation that evolved when the name immigrated to the British Isles in the Middle Ages. Mylo is an alternate spelling.
  2. Jude
    • Origin:

      Latin diminutive of Judah, Hebrew, Arabic
    • Meaning:

      "praised; to be generous, to be good to others"
    • Description:

      Jude is a modern star, maintaining a steady level of popularity -- but not TOO much popularity, in the US at least. Thank Jude Law and the great Lennon-McCartney song "Hey Jude", double-handedly responsible for propelling Jude up the charts.
  3. Leo
    • Origin:

      Latin
    • Meaning:

      "lion"
    • Description:

      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.
  4. George
    • Origin:

      Greek
    • Meaning:

      "farmer"
    • Description:

      Iconoclasts though we may be, we like Fred, we like Frank, and we like George, which was among the Top 10 from 1830 to 1950, when the number of little Georges started to decline. Solid, strong, royal and saintly, yet friendly and unpretentious, we think that George is in prime position for a comeback, especially since it was chosen by Britain's royal couple.
  5. Levi
    • Origin:

      Hebrew
    • Meaning:

      "joined, attached"
    • Description:

      Levi, lighter and more energetic than most biblical names, with its up vowel ending, combines Old Testament gravitas with the casual flair associated with Levi Strauss jeans.
  6. Otis
    • Origin:

      Variation of Otto, German
    • Meaning:

      "wealthy"
    • Description:

      Otis has real appeal for parents attracted to its catchy O initial and combination of strength and spunk. The appealing hero of the British TV show Sex Education has done much to propel Otis into the forefront of cool names.
  7. Ira
    • Origin:

      Hebrew, Sanskrit
    • Meaning:

      "watchful one; wind"
    • Description:

      Succinct and sharp, Ira is one of the shortest Old Testament names, belonging to one of King David's thirty 'mighty warriors.' It was widely used in the US from the 1880s to the early 1930s (it was Number 57 on the Social Security list in 1881), but fell off completely in 1993, only to return in 2016. Currently, it is in the latter half of the US Top 1000, given to around 260 boys each year.
  8. Walter
    • Origin:

      German
    • Meaning:

      "army ruler"
    • Description:

      Walter was seen as a noble name in the Sir Walter Raleigh and Sir Walter Scott era, but it then spent decades in baby name limbo. Now quite a few independent-minded parents are looking at it as a renewable, slightly quirky, classic, stronger and more distinctive than James or John, second only to William among the handsome classic boy baby names starting with W.
  9. Tobias
    • Origin:

      Greek from Hebrew
    • Meaning:

      "God is good"
    • Description:

      Tobias is one of a number of s-ending boys' names that are riding a wave of popularity. With its Old Testament-Dickensian feel, it's a name with a distinguished pedigree.
  10. Lewis
    • Origin:

      English variation of Louis
    • Meaning:

      "renowned warrior"
    • Description:

      Lewis is the best spelling to choose if you want this pronounced with the S. It was a Top 100 name in the US from 1880 to 1930, reaching Number 30 in 1880 and while it has declined in use, it has remained in the Top 1000 since stats began.
  11. Wilbur
    • Origin:

      German
    • Meaning:

      "resolute, brilliant"
    • Description:

      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.
  12. 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).
  13. Frank
    • Origin:

      Diminutive of Francis or Franklin
    • Meaning:

      "Frenchman or free man"
    • Description:

      A Top 10 name from the 1880s until the 1920s, Frank has been falling for decades but last year reversed course for the first time in a century, edging up the popularity list a few notches. And Frank still has a certain warm, friendly real-guy grandpa flavor that could come back into style, like other such choices as Jake and Jack.
  14. Rupert
    • Origin:

      German variation of Robert
    • Meaning:

      "bright fame"
    • Description:

      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.
  15. Cohen
    • Origin:

      Hebrew
    • Meaning:

      "priest"
    • Description:

      Cohen is a common last name among Jews and an important spiritual name in the Jewish religion, associated with the hereditary priests who claimed descent from the biblical Aaron. As a result of its religious significance, Cohen is considered by some to be inappropriate to use as a first name, particularly by people with no Jewish heritage.
  16. Benedict
    • Origin:

      Latin
    • Meaning:

      "blessed"
    • Description:

      Parents who like Ben and Benjamin but find those forms too popular sometimes consider Benedict as a more distinctive choice. Unlike the Old Testament Benjamin, Benedict is the name of the saint who formed the Benedictine Order and of fifteen popes,including a recent one.
  17. Hank
    • Origin:

      Diminutive of Henry, German
    • Meaning:

      "estate ruler"
    • Description:

      Hank is a midcentury guy nickname (which actually dates back to the seventeenth century) of the Al/Hal/Dick school, which has been on recess from the playground for decades. Now it's just beginning to be given on its own again, appreciated for its earthy, sportsguy cool. Hanks Aaron and Greenberg (born Henry) and Hank Williams (born Hiram) Sr and Jr. are worthy namesakes.
  18. Franklin
    • Origin:

      English
    • Meaning:

      "free landholder"
    • Description:

      A doubly Presidential name, via Pierce and Roosevelt, Franklin was given an initial boost via the fame of Benjamin Franklin. It also has a literary tie to the main character of the Wilkie Collins classic The Moonstone.
  19. Abraham
    • Origin:

      Hebrew
    • Meaning:

      "father of multitudes"
    • Description:

      Abraham is among the most classic baby names that's still widely-used today, popular for its references to both the Bible and American history. The Biblical Abraham was the first of the Old Testament patriarchs and is considered the founding father of the Jewish people. He was originally named Abram, until, according to Genesis, he was told, "No longer shall your name be Abram, but your name shall be Abraham, for I have made you the father of a multitude of nations."
  20. Marlow
    • Origin:

      English
    • Meaning:

      "driftwood"
    • Description:

      Marlow is a suave, unusual surname-name that was chosen by Celine designer Phoebe Philo for her older son. This is a name with many spellings and many difference in gender identity. Marlowe is decidedly female, with only 10 percent of the babies named Marlowe male, while Marlow is 25 percent male, and Marlo is evenly divided.