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 7553 Vintage 80's Sewing Pattern Secretary Dress, Pullover Short or Cap Sleeve Dress, Side Pockets 2 Styles Size 10-14

Simplicity 7553 Vintage 80's Sewing Pattern Secretary Dress, Pullover Short or Cap Sleeve Dress, Side Pockets 2 Styles Size 10-14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 7562 Vintage 80's Sewing Pattern Modest Secretary Blouse Set, Button Front, 3 Styles Size 16-20

Simplicity 7562 Vintage 80's Sewing Pattern Modest Secretary Blouse Set, Button Front, 3 Styles Size 16-20

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 7598 Vintage 60's Sewing Pattern Flirty Mod Dress, Drop Waist, Flared, 2 Styles Size 18

Simplicity 7598 Vintage 60's Sewing Pattern Flirty Mod Dress, Drop Waist, Flared, 2 Styles Size 18

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 7607 Vintage 80's Sewing Pattern Modest Secretary Blouse Set, Pleats, Back Buttons, 3 Styles Size 16

Simplicity 7607 Vintage 80's Sewing Pattern Modest Secretary Blouse Set, Pleats, Back Buttons, 3 Styles Size 16

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 7608 Vintage 90's Sewing Pattern Secretary Dress Set, Coatdress or Pleated Flounce Size 12-16

Simplicity 7608 Vintage 90's Sewing Pattern Secretary Dress Set, Coatdress or Pleated Flounce Size 12-16

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 7664 Vintage 90's Sewing Pattern Career Ensemble, Slim Fit Secretary Dress, Matching Coat, Jacket Size 10-16

Simplicity 7664 Vintage 90's Sewing Pattern Career Ensemble, Slim Fit Secretary Dress, Matching Coat, Jacket Size 10-16

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 7893 Vintage 80's Sewing Pattern Career 2 Piece Dress, Dynasty Secretary Skirted Peplum Blouse Top, Slim Band Hem Skirt 2 Piece Secretary Dress Size 10-16

Simplicity 7893 Vintage 80's Sewing Pattern Career 2 Piece Dress, Dynasty Secretary Skirted Peplum Blouse Top, Slim Band Hem Skirt 2 Piece Secretary Dress Size 10-16

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 7950 Vintage 90's Sewing Pattern Career Separates, Jacket Shawl Collar Oversized Hip Band Jacket, Drop Shoulder Top, Shorts, Skirt, Trousers Size 6-10

Simplicity 7950 Vintage 90's Sewing Pattern Career Separates, Jacket Shawl Collar Oversized Hip Band Jacket, Drop Shoulder Top, Shorts, Skirt, Trousers Size 6-10

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8141 Retro 90's Sewing Pattern 2 Hour Skirt Set, Career and Evening Styles, High Waist, Pin Up Looks Size 10-16

Simplicity 8141 Retro 90's Sewing Pattern 2 Hour Skirt Set, Career and Evening Styles, High Waist, Pin Up Looks Size 10-16

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8174 Vintage 80's Sewing Pattern Tulip Fluted Hem Dress, Evening, Cocktail Party Styles Size 14-20

Simplicity 8174 Vintage 80's Sewing Pattern Tulip Fluted Hem Dress, Evening, Cocktail Party Styles Size 14-20

Regular price $9.99 USD

Regular price Sale price $9.99 USD
Simplicity 8188 Vintage 70's Sewing Pattern Cowl Neck Dress, Blouson, Drawstring Waist Size 12-16

Simplicity 8188 Vintage 70's Sewing Pattern Cowl Neck Dress, Blouson, Drawstring Waist Size 12-16

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8217 Vintage 90's Sewing Pattern Damon Dress Ince Drop Waist Sheath Dress, Over the Hips Long Blazer Jacket Size 12-18

Simplicity 8217 Vintage 90's Sewing Pattern Damon Dress Ince Drop Waist Sheath Dress, Over the Hips Long Blazer Jacket Size 12-18

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 8228 Vintage 80's Sewing Pattern New Wave Dress, Drop Waist, 2 Tone Contrast, Buttons on Skirt or Flounce Size 6-12

Simplicity 8228 Vintage 80's Sewing Pattern New Wave Dress, Drop Waist, 2 Tone Contrast, Buttons on Skirt or Flounce Size 6-12

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 8250 Retro 90's Sewing Pattern Career Trousers, Pants Set, Straight or Boot Leg Cut Size 10-14

Simplicity 8250 Retro 90's Sewing Pattern Career Trousers, Pants Set, Straight or Boot Leg Cut Size 10-14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8293 Vintage 70's Sewing Pattern Easy Jiffy Blouse Set, Drawstring Neck Ruffle, Loose Fit, 3 Styles Size M 14-16

Simplicity 8293 Vintage 70's Sewing Pattern Easy Jiffy Blouse Set, Drawstring Neck Ruffle, Loose Fit, 3 Styles Size M 14-16

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8304 Vintage 90's Sewing Pattern Easy Skirts, 2 Hour Wrap & Tie Hawaiian Sarong Skirt, 4 Lengths Size 8-12

Simplicity 8304 Vintage 90's Sewing Pattern Easy Skirts, 2 Hour Wrap & Tie Hawaiian Sarong Skirt, 4 Lengths Size 8-12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8343 Vintage 80's Sewing Pattern Two Piece Dress, Designer Phyllis Sidney 2 Piece Dress, Oversized Shawl Collar Bloused Shirt Jacket Top with Drop Waist, Flounced Godets Skirt Size 14-18

Simplicity 8343 Vintage 80's Sewing Pattern Two Piece Dress, Designer Phyllis Sidney 2 Piece Dress, Oversized Shawl Collar Bloused Shirt Jacket Top with Drop Waist, Flounced Godets Skirt Size 14-18

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8428 Vintage 80's Sewing Pattern Secretary Dress, Pleated Shirtwaist, Modest, Pockets, 2 Styles Size 12-16

Simplicity 8428 Vintage 80's Sewing Pattern Secretary Dress, Pleated Shirtwaist, Modest, Pockets, 2 Styles Size 12-16

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8505 Vintage 80's Sewing Pattern Secretary Skirts, Fuss Free Fit, Curve Hugging Sheath Skirt, Shaped Waistband 3 Styles Size 10

Simplicity 8505 Vintage 80's Sewing Pattern Secretary Skirts, Fuss Free Fit, Curve Hugging Sheath Skirt, Shaped Waistband 3 Styles Size 10

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8508 Vintage 70's Sewing Pattern Blouson Dress, Button Band Shirtwaist, Long Sleeves Size 10-14

Simplicity 8508 Vintage 70's Sewing Pattern Blouson Dress, Button Band Shirtwaist, Long Sleeves Size 10-14

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8597 Vintage 60's Sewing Pattern Chanel Style Mod Suit, Jackie O Blouse, Skirt, Jacket Size 12

Simplicity 8597 Vintage 60's Sewing Pattern Chanel Style Mod Suit, Jackie O Blouse, Skirt, Jacket Size 12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8620 Vintage 80's Sewing Pattern Mock Wrap, Faux 2 Piece Secretary Dress, 5 Styles Size 10

Simplicity 8620 Vintage 80's Sewing Pattern Mock Wrap, Faux 2 Piece Secretary Dress, 5 Styles Size 10

Regular price $9.99 USD

Regular price Sale price $9.99 USD
Simplicity 8650 Vintage 60's Sewing Pattern Mod Separates, Clutch Band Trim V Neck Jacket, Coat, Pleated Skirt, Top, Flared Pants Size 12

Simplicity 8650 Vintage 60's Sewing Pattern Mod Separates, Clutch Band Trim V Neck Jacket, Coat, Pleated Skirt, Top, Flared Pants Size 12

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 8726 Vintage 90's Sewing Pattern Career Dress, Make Your Own Styles, Sheath, Blouson, Rockabilly Flared Size 8-14

Simplicity 8726 Vintage 90's Sewing Pattern Career Dress, Make Your Own Styles, Sheath, Blouson, Rockabilly Flared Size 8-14

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 8749 Vintage 70's Sewing Pattern Day Dress Set, Simple Drop Waist Gathered Skirt Secretary or Boho Summer Dress 3 Styles Size 10

Simplicity 8749 Vintage 70's Sewing Pattern Day Dress Set, Simple Drop Waist Gathered Skirt Secretary or Boho Summer Dress 3 Styles Size 10

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8802 Vintage 90's Sewing Pattern Modest Ensemble, Artworks High Waist, Midi Length Skirt Top Stitch Details Secretary Dress, Boxy Jacket Cover Up Size 6-12

Simplicity 8802 Vintage 90's Sewing Pattern Modest Ensemble, Artworks High Waist, Midi Length Skirt Top Stitch Details Secretary Dress, Boxy Jacket Cover Up Size 6-12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 8831 Retro 2019 Sewing Pattern Amazing Fit Collection Plus Size Dress, Princess Seams, 3 Styles Size 20W-28W

Simplicity 8831 Retro 2019 Sewing Pattern Amazing Fit Collection Plus Size Dress, Princess Seams, 3 Styles Size 20W-28W

Regular price $9.99 USD

Regular price Sale price $9.99 USD
Simplicity 8865 Vintage 80's Sewing Pattern Suit Blouse Set, Flange, Buttons, Lace, 4 Styles Size 8-14

Simplicity 8865 Vintage 80's Sewing Pattern Suit Blouse Set, Flange, Buttons, Lace, 4 Styles Size 8-14

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 8972 Vintage 70's Sewing Pattern Easy Summer Shirtwaist Dress, Sundress Size 8-12

Simplicity 8972 Vintage 70's Sewing Pattern Easy Summer Shirtwaist Dress, Sundress Size 8-12

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 9015 Vintage 80's Sewing Pattern Modest Secretary Dress, Hip Yoke, Pleats, Blouson, 2 Styles Size 18

Simplicity 9015 Vintage 80's Sewing Pattern Modest Secretary Dress, Hip Yoke, Pleats, Blouson, 2 Styles Size 18

Regular price $7.50 USD

Regular price Sale price $7.50 USD
Simplicity 9017 Vintage 80's Sewing Pattern Career Suits, Easy To Sew Pretty Woman 2 Piece Power Suit Dress, Peplum Jacket Blouse, Slim Pencil Skirt Size 16-20 PART CUT

Simplicity 9017 Vintage 80's Sewing Pattern Career Suits, Easy To Sew Pretty Woman 2 Piece Power Suit Dress, Peplum Jacket Blouse, Slim Pencil Skirt Size 16-20 PART CUT

Regular price $5.00 USD

Regular price Sale price $5.00 USD
Simplicity 9017 Vintage 80's Sewing Pattern Career Suits, Easy To Sew Pretty Woman 2 Piece Power Suit Dress, Peplum Jacket Blouse, Slim Pencil Skirt Size 16-20 UNCUT

Simplicity 9017 Vintage 80's Sewing Pattern Career Suits, Easy To Sew Pretty Woman 2 Piece Power Suit Dress, Peplum Jacket Blouse, Slim Pencil Skirt Size 16-20 UNCUT

Regular price $5.00 USD

Regular price Sale price $5.00 USD