Past Decades Of Outrageously Funny, Whimsical Christmas & Winter Fashions


“Deck the halls with boughs of holly, Fa la la la la la la la!

‘Tis the season to be jolly, Fa la la la la la la la la!


Don we now our gay apparel, Fa la la la la la la la!

Troll the ancient Yuletide carol, Fa, la la la la la la la!”


This is the first verse to the all-time favorite Christmas song “Deck the Halls” and a reminder of how many of us love to dress-up and celebrate the upcoming winter holiday season.

Christmas Tree Costume from the early 20th-century. “Help! Get me out of here please!”


Being said, some of us REALLY want to celebrate the winter holiday season-not only in spirit- but by enthusiastically and whimsically, jazzing up their wardrobe a bit to attend a holiday event or party.

Personally, I don’t think I could see myself draped like a Christmas tree, or dressing like the “Gingerbread Man,” but I do enjoy watching others who have joyfully put together their own personal holiday get-up and fashion statement.

I’ve participated in several Christmas-themed fund-raising, Walkathons or Runs just to smile and laugh at fellow participants in their hopes to win a prize for the best-designed costume. Some of these totally hilarious get-ups must have taken days to create and put together.

Christmas Pudding Race-Lyme Bay (Photography-Source: Pinterest)

Outrageous, comical Christmas and Winter fashions from the last 80 years

Although the Christmas celebration has been around for a few centuries; in 1870, December 25th (Christmas Day) became an official federal, Christmas Day holiday in the United States.Christmas traditions, such as gift-giving, sending holiday-themed cards, decorating trees, and stylish feminine fashions became the norm during the latter part of the 19th-century.

Just for some fun, I thought I’d search through internet photos and gather together some outrageous, unique, one-of-a-kind (couture) Christmas holiday and winter-related ensembles created throughout the last 80 years of fashion, and add some fitting comical statements to go with each one.


Edwardian (Titanic) Era (circa 1901-1919)

“I’m making a festive fashion statement!”

Vintage Edwardian Female Fashion for the Christmas holiday. Source:

The Flapper (Great Gatsby) Era (circa 1920-1930)

“No one can match this crown!”

Vintage 1920’s unusual fashion runway outfit. Source:

The Great Depression Era (circa 1930-1940)

“Oh Christmas tree, O Christmas Tree how lovely are my branches!”

VIntage early 1900’s Christmas tree costume.

The Wartime Era (1940s)

“Glenda-good witch of the North-your Christmas dress is ready and waiting.”

Vintage 1940s Christmas formal dress.

 The Mid-Century Modern, Atomic Era (1940s-1960s)

“I tried to look my best to match the sprinkling metallic Christmas tree.”

Vintage mid-century-retro Christmas outfit. Source:

“I need a hairdo that will make me the queen of the Christmas dance!”

1960’s photo of salon-styled Christmas tree hairdo. Source:

Hippie and Disco Fever Era (late 1960s-1970s)

“I love cute little deer so much, I decided I wanted to look like one!”

1970's Vogue winter fashions
1970s Vogue winter fashions Source:

(Let’s not forget ’70s fashions for the guys!)

1970’s mens fashions-Steppin Out! Source: and Sears Co.

The Yuppies and Hip-Hop Era (1980’s)

“Beam me up, Scotty!”

VIntage ’80s fashion runway holiday cocktail dress. Source

 “O Christmas tree, O Christmas tree…Much pleasure doth you bring my hair!”

Christmas tree hairdo ideas. Source:

Grunge and Indie Era (1990s-2000)

“You’re a mean one, Mr. Grinch, but I love your fur!”

Couture fashion lime green faux fur onesie. (Source:

“Snowflake, snowflake dance around. Snowflake, snowflake, try and touch the ground?”.

Snowflake costume. (Source:

Into the Millennium (2000—)

“Can someone please show me how to make a bow?”

Ribbons, ribbons, and more ribbons! (Source:

And for the guys-

“Honey, I think your knitting instructions for this outfit were incorrect.”

Male Fashion Runway model wearing winter wear. (Source: Pinterest)

 Last but not least, let’s not forget about our four-legged friends.

“O come, all ye faithful, and don’t forget to bring us a doggy treat!”

Doggy Nativity costumes. (Source:

Always remember…

Quote: “Life is better when you are laughing!” Source: Pinterest

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For more stories from Contributing Writer, Patty Penke, check out her blog: Turn Trash 2 Cash

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