OOTD - 18 December 2025 · Real Men Real Style Community

OOTD - 18 December 2025

The penultimate day of Winchester week. I forgot I had this Winchester. It's different that most in that the core color of the shirt is classified as white with a navy houndstooth atop the white. As the cuffs and collar in Winchesters are white, the base also being white is a bit more rare. Today's outfit is a cacophony of patterns with a houndstooth shirt, birds' eye slacks, herringbone vest (slight pattern), and a birds eye pattern in the tie. Most of the patterns are subtle, but the shirt is... not!

Outfit details:

Dress Shirt: Paul Fredrick Winchester with navy houndstooth

Slacks: Dark charcoal gray with birds eye pattern (oddly, no clue who made these as they have no tag and I bought them way too long ago to remember)

Vest: Hart Schaffner Marx dark gray single-breaster vest with a herringbone pattern

Tie: Michael Kors silk tie in red with cream birds eye dots

Belt: Nordstrom black leather belt with silver buckle

Dress Shoes: Stacey Adams black cap-toe Oxfords

Socks: Southern Scholar steel blue on dark blue stripes

Cufflinks: Cobalt blue atop silver by Charles Tyrwhitt

Pocket Square: Silk medium blue by Charles Tyrwhitt

Watch: Old faithful: Fossil, cream face, silver accents, dark brown leather band

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