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Price:$79.95

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VTG 1950s Pennleigh Sanforized Cotton Plaid Shirt Ivy League Midcentury M

Miss Kitty

Handpicked by Miss

BestVintageEver ·

Williamsport, Pennsylvania

Arrives soon! Get it by Oct 1-5 if you order today
Oct 1-5

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Star Seller. This seller consistently earned 5-star reviews, shipped on time, and replied quickly to any messages they received.

Highlights

  • Handpicked by BestVintageEver
  • Vintage from the 1950s
  • Size: Chest size: 44; Collar size: 15.5
  • Materials: Cotton

What you’ll love about this Pennleigh 1950s shirt is the crisp sanforized combed cotton fabric—an authentic mid-century textile treatment designed to prevent shrinkage—combined with a classic sky-blue shadow plaid that reads pure Ivy League Americana.

Condition:
Excellent vintage condition. Fabric remains crisp with strong color, but there is a small spattering of rust on the tag area, as shown. Structurally sound with intact stitching and buttons. Light residual storage scent possible.

Fit Snapshot:
Marked medium with a 44" chest. Classic mid-century trim cut; shorter body length typical of 1950s shirts designed to be worn tucked.

Provenance Note:
Pennleigh was a J.C. Penney private label active mid-century, known for solid everyday menswear produced during the 1940s–1960s. Many garments were manufactured in Japan during the post-war export boom when Japanese mills produced high-quality cotton textiles for American retailers.

Pop Culture & Screen Style References:
Channels the collegiate Ivy League aesthetic seen in Dead Poets Society, early Mad Men flashbacks, and classic campus wardrobes of the 1950s.

Style Aesthetics:
🔥 Ivy League Classic
📈 Mid-Century Americana
🌿 Heritage Preppy

Styling Tips:
• Pair with cuffed khakis and penny loafers for authentic Ivy styling
• Works well layered under a vintage cardigan or tweed sport coat
• Great wardrobe piece for film/theater productions needing authentic 1950s menswear
• Also pairs well with dark denim for a casual mid-century inspired look

Measurements:
Chest: 44"
Shoulder: 17"
Sleeve (shoulder): 24"
Sleeve (underarm): 20.5"
Length (shoulder to hem): 25"

Approx. Modern Size Conversion:
Men’s Medium (trim vintage cut)

Fit Guide:
Example reference: someone approximately 5'7"–5'11", 155–180 lbs typically fits a vintage 44" chest shirt depending on build. Vintage shirts often have slightly shorter torso lengths than modern equivalents.

Fabric / Materials:
100% combed cotton, sanforized

Sustainability Note:
Buying vintage garments extends the life of high-quality textiles already produced and reduces demand for new manufacturing.

Costuming CTA:
Costuming a film, theater, or creative project? Contact Miss Kitty — we have extensive vintage inventory not yet listed and can offer excellent bulk/volume discounts for productions. Ideal for authentic mid-century campus or Americana looks—think Mad Men, Pleasantville, or classic Ivy-League style wardrobes.

• Thank you for shopping with The Cat’s Pajamas Vintage.
• Please contact Miss Kitty with any questions prior to purchase. We are happy to provide additional details, measurements, or photographs upon request.
• All sales are final. Vintage items are one-of-a-kind and sold as-is. Any condition issues are fully disclosed in the listing; otherwise, items are considered to be in excellent vintage condition for their age.
• Orders ship within 2 business days (often the same or next business day). Expedited shipping is available by selecting the appropriate shipping option at checkout, where applicable.
• International buyers are responsible for all customs duties, import taxes, or fees. All shipments are accurately declared in compliance with customs regulations.
• Please note that vintage garments may carry light residual scents from prior storage or a freshly maintained studio environment.

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  • Order today to get by Oct 1-5
  • Returns & exchanges not accepted
  • Free shipping
  • Ships from: Montoursville, PA

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BestVintageEver
BestVintageEver ·

Williamsport, Pennsylvania

We calculate this number using a recency-weighted average of all ratings, with a rating's value decreasing by half each year to best reflect the current experience. 4.9
·
1.1k sales
·
15 years on Etsy
Miss Kitty
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Smooth shipping Has a history of shipping on time with tracking.

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Listed on Jul 10, 2026