November 9, 2026.. Gearing up for the holidays with some great Retro Simplicity Sewing Patterns!

UPDATED HOLIDAY USPS RATES ARE HERE until January 17, 2027.

Collection: Career Patterns

Career & Fanciful Office Professional Styles, or those suitable for the Secretarial Pools! Suits, blazers, skirts, trousers and separates for the working wardrobe. All original vintage sewing patterns from the 1940s to 2000s.

Simplicity 3005 12137 Retro 2024 Sewing Pattern Plus Size Skirts, Full Figure Career or Casual Skirt Set Size 20-28

Simplicity 3005 12137 Retro 2024 Sewing Pattern Plus Size Skirts, Full Figure Career or Casual Skirt Set Size 20-28

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 3039 Vintage 50's Sewing Pattern Classic Shirtwaist Day Dress, Rockabilly Housewife, Button Band, Cluster Pleats Size 16

Simplicity 3039 Vintage 50's Sewing Pattern Classic Shirtwaist Day Dress, Rockabilly Housewife, Button Band, Cluster Pleats Size 16

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 3577 Vintage 60's Sewing Pattern Secretary Blouse, Rockabilly Cropped Topper, Vest, Shirt Set Size 14

Simplicity 3577 Vintage 60's Sewing Pattern Secretary Blouse, Rockabilly Cropped Topper, Vest, Shirt Set Size 14

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 3623 Vintage 50's Sewing Pattern Walking Suit, Blazer Jacket Top, Gored A-Line Skirt Size 18

Simplicity 3623 Vintage 50's Sewing Pattern Walking Suit, Blazer Jacket Top, Gored A-Line Skirt Size 18

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 3709 Vintage 60's Sewing Pattern Secretary Skirts, Flared, Knee Length Skirt in 2 Styles Waist 26 Size S

Simplicity 3709 Vintage 60's Sewing Pattern Secretary Skirts, Flared, Knee Length Skirt in 2 Styles Waist 26 Size S

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 3957 Vintage 60's Sewing Pattern Day Dress Set, Tab Collar Bell Shaped Skirt Shirtwaist Day Dress, 2 Styles Size 16.5

Simplicity 3957 Vintage 60's Sewing Pattern Day Dress Set, Tab Collar Bell Shaped Skirt Shirtwaist Day Dress, 2 Styles Size 16.5

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 3990 Vintage 60's Sewing Pattern Juniors 2 Piece Dress, Jackie O Look, Notched Blouse, Slim Hidden Pockets Skirt Size 9

Simplicity 3990 Vintage 60's Sewing Pattern Juniors 2 Piece Dress, Jackie O Look, Notched Blouse, Slim Hidden Pockets Skirt Size 9

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 4078 Vintage 60's Sewing Pattern Skirt Set, Simple to Make, Secretary Skirts, Huge Pockets, Front Panel with Button & Fringe Trim, Bell Shaped or A-Line 3 Styles Waist 24 Size S

Simplicity 4078 Vintage 60's Sewing Pattern Skirt Set, Simple to Make, Secretary Skirts, Huge Pockets, Front Panel with Button & Fringe Trim, Bell Shaped or A-Line 3 Styles Waist 24 Size S

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 4334 Vintage 60's Sewing Pattern Secretary Separates, Button Tab, Ribbon Detail Blouse, Top, Slim Sheath Pencil or Pressed Pleats Skirt Size 14

Simplicity 4334 Vintage 60's Sewing Pattern Secretary Separates, Button Tab, Ribbon Detail Blouse, Top, Slim Sheath Pencil or Pressed Pleats Skirt Size 14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 4415 Vintage 50's Sewing Pattern Secretary Skirt Set, Simple to Make Modest Skirts 2 Styles Waist 24 Size S

Simplicity 4415 Vintage 50's Sewing Pattern Secretary Skirt Set, Simple to Make Modest Skirts 2 Styles Waist 24 Size S

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 4466 Vintage 60's Sewing Pattern Proportioned Skirts, Simple to Sew, Secretary A-Line Skirt in Short, Medium or Tall Heights Size Waist 24 Size S

Simplicity 4466 Vintage 60's Sewing Pattern Proportioned Skirts, Simple to Sew, Secretary A-Line Skirt in Short, Medium or Tall Heights Size Waist 24 Size S

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 4564 Vintage 60's Sewing Pattern Secretary Sheath Dress, Cropped Jacket, Cover Up Ensemble Size 14

Simplicity 4564 Vintage 60's Sewing Pattern Secretary Sheath Dress, Cropped Jacket, Cover Up Ensemble Size 14

Regular price $12.99 USD

Regular price Sale price $12.99 USD
Simplicity 4675 Vintage 60's Sewing Pattern Rockabilly Day Dress, Slenderette, Skirt Ruffle or Band Detail Size 14

Simplicity 4675 Vintage 60's Sewing Pattern Rockabilly Day Dress, Slenderette, Skirt Ruffle or Band Detail Size 14

Regular price $9.99 USD

Regular price Sale price $9.99 USD
Simplicity 4854 Vintage 50's Sewing Pattern Blouse Set, Button Front, Collar and Sleeve Choices, 2 Styles Size 16

Simplicity 4854 Vintage 50's Sewing Pattern Blouse Set, Button Front, Collar and Sleeve Choices, 2 Styles Size 16

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 4861 Vintage 60's Sewing Pattern Suit Separates, Jackie O 2 Piece Dress, Jacket Top Blouse & Slim Slender Skirt Size 12

Simplicity 4861 Vintage 60's Sewing Pattern Suit Separates, Jackie O 2 Piece Dress, Jacket Top Blouse & Slim Slender Skirt Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 4861 Vintage 60's Sewing Pattern Suit Separates, Jackie O 2 Piece Dress, Jacket Top Blouse & Slim Slender Skirt Size 16

Simplicity 4861 Vintage 60's Sewing Pattern Suit Separates, Jackie O 2 Piece Dress, Jacket Top Blouse & Slim Slender Skirt Size 16

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 4963 Retro 2004 Sewing Pattern Skirt Set, School Girl, Party Looks, Mini, Pleats, Tiered, 8 Styles Size 12

Simplicity 4963 Retro 2004 Sewing Pattern Skirt Set, School Girl, Party Looks, Mini, Pleats, Tiered, 8 Styles Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5008 Vintage 70's Sewing Pattern Party Dress Set, Ruffle Trim, Platter Collar, Modest Secretary or Cocktail Party Dress, 3 Styles Size 10

Simplicity 5008 Vintage 70's Sewing Pattern Party Dress Set, Ruffle Trim, Platter Collar, Modest Secretary or Cocktail Party Dress, 3 Styles Size 10

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5008 Vintage 70's Sewing Pattern Party Dress Set, Ruffle Trim, Platter Collar, Modest Secretary or Cocktail Party Dress, 3 Styles Size 10

Simplicity 5008 Vintage 70's Sewing Pattern Party Dress Set, Ruffle Trim, Platter Collar, Modest Secretary or Cocktail Party Dress, 3 Styles Size 10

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5113 Vintage 60's Sewing Pattern Secretary Dress, Blouse, Jumper, Slight Cap Sleeve Jumper Dress, Tie Collar Long Sleeve Office Secretary Blouse Size 12

Simplicity 5113 Vintage 60's Sewing Pattern Secretary Dress, Blouse, Jumper, Slight Cap Sleeve Jumper Dress, Tie Collar Long Sleeve Office Secretary Blouse Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5113 Vintage 60's Sewing Pattern Secretary Dress, Blouse, Jumper, Slight Cap Sleeve Jumper Dress, Tie Collar Long Sleeve Office Secretary Blouse Size 12

Simplicity 5113 Vintage 60's Sewing Pattern Secretary Dress, Blouse, Jumper, Slight Cap Sleeve Jumper Dress, Tie Collar Long Sleeve Office Secretary Blouse Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 12

Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 12

Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 14

Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 14

Simplicity 5134 Vintage 80's Sewing Pattern Secretary Dresses, Flared Skirt Shirtwaist Dress, Detachable Collar, Cuffs, Bow Tie Size 14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5140 Vintage 70's Sewing Pattern Disco Separates, Annie Hall, Fitted Blazer Velveteen Suit Jacket, Kilt Pleats Skirt, Cuffed Pants Size 8

Simplicity 5140 Vintage 70's Sewing Pattern Disco Separates, Annie Hall, Fitted Blazer Velveteen Suit Jacket, Kilt Pleats Skirt, Cuffed Pants Size 8

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5140 Vintage 70's Sewing Pattern Disco Separates, Annie Hall, Fitted Blazer Velveteen Suit Jacket, Kilt Pleats Skirt, Cuffed Pants Size 8

Simplicity 5140 Vintage 70's Sewing Pattern Disco Separates, Annie Hall, Fitted Blazer Velveteen Suit Jacket, Kilt Pleats Skirt, Cuffed Pants Size 8

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5142 Vintage 60's Sewing Pattern Rockabilly Dress Set, Smooth Front Panel Kimono Sleeve Day Dress, Hidden Front Pockets, 2 Styles Size 14

Simplicity 5142 Vintage 60's Sewing Pattern Rockabilly Dress Set, Smooth Front Panel Kimono Sleeve Day Dress, Hidden Front Pockets, 2 Styles Size 14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5142 Vintage 60's Sewing Pattern Rockabilly Dress Set, Smooth Front Panel Kimono Sleeve Day Dress, Hidden Front Pockets, 2 Styles Size 14

Simplicity 5142 Vintage 60's Sewing Pattern Rockabilly Dress Set, Smooth Front Panel Kimono Sleeve Day Dress, Hidden Front Pockets, 2 Styles Size 14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 5150 Vintage 60's Sewing Pattern Mod Secretary Separates, 2 Piece Dress, Dickey Front Blouse Top, Sheath or A-Line Skirt Size 12

Simplicity 5150 Vintage 60's Sewing Pattern Mod Secretary Separates, 2 Piece Dress, Dickey Front Blouse Top, Sheath or A-Line Skirt Size 12

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 5150 Vintage 60's Sewing Pattern Mod Secretary Separates, 2 Piece Dress, Dickey Front Blouse Top, Sheath or A-Line Skirt Size 12

Simplicity 5150 Vintage 60's Sewing Pattern Mod Secretary Separates, 2 Piece Dress, Dickey Front Blouse Top, Sheath or A-Line Skirt Size 12

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 5169 Vintage 60's Sewing Pattern Suit Separates, Blouse, Skirt, Jacket, Full Figure, Jackie O Size 20.5

Simplicity 5169 Vintage 60's Sewing Pattern Suit Separates, Blouse, Skirt, Jacket, Full Figure, Jackie O Size 20.5

Regular price $7.50 USD

Regular price Sale price $7.50 USD