Clunky yet cuddly, Wilbur is a stylish name in the UK where it currently sits in the Top 600, as cool as Rupert or Wilfred. Its merits are starting to be rediscovered in the US, where it was last truly popular more than a century ago. A recent year saw it given to 42 boys.

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.

Wyatt has been hot, which is to say cool, for several years now. With its easy Wyatt Earpish cowboy charm, it's relaxed but still highly respectable.

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

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.

With its rugged, country charm and confident sounds, Waylon is among the wave of Old Western names that parents are choosing.

Rugged, outdoorsy, and full of energy, Wilder entered the US Top 1000 back in 2015. Part bad boy, part Western, part preppy, and part nature-loving, Wilder is given to nearly 800 babies each year.

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.

Walker is both a Waspy surname name—as in the W in George W. Bush—but it also has a gentle ambling quality and a creative connection to such greats as writer Walker Percy and photographer Walker Evans, whose father was also named Walker.

Long associated with the Churchill family and common in the West Indies, the distinguished Winston is back in style having been slightly neglected in the US after its brief flash of popularity during World War II. Familiar in England and Wales, recent years have seen in re-enter the Top 500 in the States.

Wells is a newly-famous baby name thanks to pregnancy guru Rosie Pope, who uses it as the short form of the buttoned-up Wellington, name of her youngest child.

Wilfred is one of those Old Man Names that still sounds fusty in the US but is fashionable in the UK. It comes with readymade short forms Will, Wilf, or Fred and might make an adventurous alternative to the ubiquitous William. The central character of Walter Scott's Ivanhoe is the knight Wilfred of Ivanhoe while Wilfred Owen is a well-known British poet, noteworthy for his war poetry.

Wallace is so square could almost be ripe for a turnaround, especially with the hipness imparted by the British Claymation series Wallace & Gromit. And Wally makes an adorable Leave it to Beaver retro-style nickname.

Will has definitely replaced Bill, not only as a nickname for William but as a stand-alone name as well, partly thanks to England's Prince William, also known as Wills. Currently outside the Top 1000 in the US and the UK, it wouldn't feel totally out of style.

Short and cool with rugged charm, Wes is a rising star in the US, climbing the charts along side Wesley and Weston and joining other one syllable options such as Mack, Jett, Tate, and Brooks. Filmmakers Wes Anderson and Wes Craven lend the name a stylish and creative air, but it also has Old Western undertones thanks to its literal meaning, "west".

Wynn or Wyn is a Welsh male name deriving from the very productive gwyn element, which forms part of all Welsh names ending -wyn or -wen, as well as the Gwen names and the Irish Fin- names. Wynn is a soft and gentle yet sturdy choice which feels quietly timeless and charming.

Wiley may be considered a variation of Wylie, a Scottish diminutive of strong, classic William. As such, it may work an appealing way to honor a Bill, Will, or William, or as an alternative to popular Liam.

Alternatively, Wiley may be considered a surname-style name, ultimately derived from two English places: Willey (meaning "clearing of willows") or Wylye (the name of a river, meaning "tricky").

Wylie is a friendly, nonchalant rodeo name with an almost irresistible charm; parents may pick up on its pleasant similarity to the more popular, unisex Riley. Although more masculine, we see Wylie as working as well for boys and girls (Richard Anderson used it for his daughter in 1999). Wylie (or the interchangeable Wiley) can also be an original and authentic way to honor an ancestral William. We don't, however, recommend you spell the name the way Corey Parker did: Wylei. Why lay?

Wolf is a name with a split personality. It can be seen as one of the fierce animal names, like Fox and Bear and Puma, with a touch of the werewolf, or it can be viewed as a quieter, Wolf Blitzer kind of name, fairly common in German (where is pronounced Vulf) and Jewish families, sometimes as a short form of Wolfgang, or even Wolfram or Wolfhart.

Chef Wolfgang Puck has helped soften this thunderous Germanic name; music-lovers will appreciate its association with Mozart, though the composer's middle name Amadeus is more appealing. With Wolf on the rise, however, and parents looking for bolder options, Wolfgang might just intrigue people with its historical feel .