Teddy Boys
Winkle Pickers were worn in the 50’s and 60’s sometimes by Teddy Boys instead of Brothel Creepers and, more commonly by Teddy Girls. They were also worn by Beatniks, Rockabillys and later Modernists and Mods (Modernists being early Mods). The Mods attached a Cuban heel to them and called them Beatle Boots.

1950s
Winklepickers, or winkle pickers, are a style of shoe or boot worn from the 1950s onward by British rock and roll fans.

Not the ultimate in comfort, but exotic in style, the winklepicker shoe periodically returns to the fashion forefront. The 80s lore of gothic fashions dusted off the pointy-toed winklepicker, exposing a new generation to the extreme fashion of pointy-toed shoes and boots.

Winklepickers or winkle pickers are a style of shoe or boot worn from the 1950s. The feature which gives their name is the very sharp, long pointed toe.

Poulaines
Pointed shoe may refer to the following shoes or fashion boots with very long, pointed toes: Crakows or Poulaines, 15th- and 16th-century Europe. Winklepickers, 1960s to present, Britain and Germany. Mexican pointy boots, 21st-century Mexico and southern United States.

: a shoe with a sharp-pointed toe.

Beatle boots originated in October 1961, when English musicians John Lennon, George Harrison and Paul McCartney saw Chelsea boots whilst in Hamburg, being worn by a London band, and then went to the London footwear company Anello & Davide to commission four pairs (with the addition of Cuban heels) for the Beatles, to …

Mods in the sixties wore Chelsea boots, Cuban heel boots, chisel toes (Winklepickers with the point squared off), Wing Tips (or brogues) or loafers. Denson was a favourite brand selling fashion shoes for men in the 60s.

You’ll know these snub-nosed shoes when you see them because they are hideous and cheap looking. Ugly square-toed shoes. However, note that certain brands can call a chiseled toe a square toe. This will usually be an almond toe with a leading edge that is rather straight across the front.

Serendipity is a noun, coined in the middle of the 18th century by author Horace Walpole (he took it from the Persian fairy tale The Three Princes of Serendip). The adjective form is serendipitous, and the adverb is serendipitously. A serendipitist is “one who finds valuable or agreeable things not sought for.”

Famously worn by John Lennon on the cover of The Beatles’ ‘Abbey Road’ album, Spring Court was launched into the fashion scene with a new impetus.

Winklepicker. Winklepickers, or winkle pickers, are a style of shoe or boot worn from the 1950s onward by British rock and roll fans. The feature that gives both the boot and shoe their name is the very sharp and long pointed toe, reminiscent of medieval footwear and approximately the same as the long pointed toes on some women’s high-fashion…

It was only in the 1950’s that Winklepicker reappeared on the fashion scene. Although the Teddy Boys championed the Creeper, Winklepicker also became a favourite. The pointed toe sharpened their counter-culture look in an age that was still very conformist.

A winkle-picker is a sharp, pointy tool to pry off the shellfish. The sharp point of a shucking pin lent its distinction to a style of pointy-toed shoes dubbed winklepickers. These crazy shoes were first popularised in the early 50s by a group of rebellious London teens called Teddy Boys.

In the early 1960s, the winklepicker toe was popular with modernists, the forerunners of the mods. In the early 1960s, the point was effectively chopped off (they hung on for longer than that in the UK) and gave rise to the “chisel toe” on the footwear of both genders.