Naughty & Nice Christmas Pin-ups

Christmas pin-ups have been a thing since the start of the 20th century. The modern depiction of Christmastime – a tree decorated with Christmas ornaments, presents underneath its branches, and typically standing beside a fireplace – is used in these pin-ups to set the time of year. The actual pin-up lady herself is usually one of two kinds: sexy wholesome, or sexy mischievous. Pin-up artists have used both examples to celebrate the festivities of this most wonderful time of the year, with some artists dabbling in both the naughty and nice side of their pin-up creations.

Of the many hundreds (probably thousands) of Christmas pin-ups that exist we’ve selected a small handful that show off these two sides of yuletide mirth and merriment. Whether you prefer your pin-ups to be from the nice or naughty side, all of these art pieces would give jolly Saint Nick something to remember on his sleigh ride.

Follow the links below the artist’s name to learn more about who they are and see more of their work.

Happy holidays!


The Nice List:

Gil Elvgren Christmas nice pinup girlGil Elvgren


Alberto Vargas Christmas pin-upAlberto Vargas


Bill Randall Christmas time pin-upBill Randall


Christmas pin-up woman in green dress


Christmas pin-up red dressJacqueline Bissett

Christmas elf painting by Forest H. CloughForest H. Clough


Christmas pin-up by Kent SteineKent Steine


Christmas art by Bill MedcalfBill Medcalf


The Naughty List:

Naught Christmas pin-up artOlivia de Berardinis


Haddon Sundblom Christmas santa pin-upHaddon Sundblom


BAron von Lind Christmas pin-up artBaron von Lind


Keith Garvey Christmas pinupKeith Garvey


Christmas pin-up in red stockings

White Christmas lingerie pin-upNastya Kosyanova

Naughty Christmas pin-up girlJ. Wichmann
Lady Death Christmas pin-upMike DeBalfo & Sanju Nivangune


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