Chubbies 5.5" Originals Stretch Short "The Khakinators" in Khaki — Size Medium // Preowned

Chubbies is the brand that essentially revived and modernized the short-inseam men's short as a mainstream wardrobe category — a direct-to-consumer label that built a devoted following by committing fully to the 5.5" inseam as its signature silhouette at a time when most men's shorts were landing at seven, nine, or eleven inches, and by delivering that short-inseam construction in comfortable stretch fabrics with enough quality and character to earn genuine daily rotation. The brand has maintained a loyal customer base built on the combination of its distinctive silhouette, its easygoing marketing personality, and the straightforward quality of its core stretch construction. The Khakinators is one of Chubbies' most classic and versatile colorway expressions of that silhouette. This pair arrives in good preowned condition; please note for complete transparency that slight lighter discoloration spots are present on the front and back of the left leg as pictured — please review all listing photographs carefully before purchasing.

The 98% Cotton, 2% Elastane construction provides the natural breathability, surface character, and everyday comfort that the Originals short's casual positioning demands, with the minimal Elastane addition delivering just enough stretch and recovery to ensure the 5.5" inseam sits and moves comfortably through an active casual day without restriction. The Khaki colorway is the most versatile and wardrobe-useful color a short-inseam short can come in — a warm, natural neutral that pairs naturally with every polo, tee, and casual shirt color in a warm-weather rotation and reads as clean and considered in any casual context from the beach to the backyard to the bar. The classic Chubbies short-inseam fit and stretch construction complete a short that delivers the brand's signature silhouette in its most universally useful expression.

Product Highlights

• Brand: Chubbies
• Model: 5.5" Originals Stretch Short "The Khakinators" in Khaki
• Condition: Preowned — Good condition; noted flaw: slight lighter discoloration spots on front and back of left leg — please review all photos carefully
• Color: Khaki
• Material: 98% Cotton, 2% Elastane
• Size: Medium
• Features: 5.5" inseam signature Chubbies silhouette, stretch comfort Cotton-Elastane construction, classic short-inseam fit, versatile everyday casual wear

Detailed Measurements

To ensure an accurate fit, please compare these flat-lay measurements to a similar item you already own:

• Waist (Flat): 14" across
• Total Length: 14.25"
• Inseam: 5"
• Rise: 10"
• Thigh (Flat): 12"
• Leg Opening: 11"

Style & Care

The khaki colorway and 5.5" inseam silhouette make these shorts a natural anchor for warm-weather casual dressing in the Chubbies tradition — wear them with a solid polo and clean leather sandals for a classic short-inseam coastal casual look, pair them with a lightweight tee and boat shoes for a relaxed beach or backyard outfit, or wear them with a linen button-down and clean leather sneakers for a casual warm-weather combination where the short inseam and neutral khaki do the work without effort.

• SKU: UPC359
• Care: Machine wash cold with like colors on a gentle cycle; tumble dry low or hang to dry. The 98% Cotton construction will soften naturally with washing — turn inside out to protect the khaki colorway and handle the noted discoloration areas gently. Avoid high heat to preserve the Elastane stretch recovery and the integrity of the khaki colorway wash after wash.