Valentine’s Day isn't just for the city crowd.
Whether you’re planning a quiet dinner after a long day in the saddle or heading into town for a night of dancing, you need an outfit that balances rugged tradition with a bit of romantic flair. This look is built for the man who wants to clean up sharp, show off a little personality, and stay true to his roots.

What’s in the look
STS Ranchwear Grandale Wool Jacket
Think of this as the "black tie" of the high plains. The Grandale Wool Jacket provides a structured, formal silhouette that instantly dresses up whatever you’re wearing underneath. The heavy wool blend keeps the February chill at bay, while the deep black finish acts as the perfect anchor for a high-contrast look.
→ Shop the STS Ranchwear Grandale Wool Jacket
Cinch Men’s Hot Pink Long Sleeve Shirt
They say real cowboys wear pink, and there’s no better time to prove it than Valentine’s Day. This Cinch button-down provides a bold, energetic pop of color that stands out beautifully against the dark wool of the jacket. It’s a confident choice that shows you’ve put effort into the evening without losing that classic Western edge.
→ Shop the Cinch Men’s Hot Pink Long Sleeve Shirt
Wrangler Men’s Retro Slim Fit Jeans (WLT88BZ)
When you're heading out for a special occasion, the fit of your denim is everything. These Wrangler Retro jeans offer a more tailored, modern cut that looks just as good in a steakhouse booth as it does in a stirrup. The clean, dark wash keeps the outfit looking polished and intentional from top to bottom.
→ Shop the Wrangler Men’s Retro Jeans
Justin Men’s Exotic Ostrich Truman Boots (Cognac)
If you want to pull out all the stops for your date, you go with exotic leather. These Justin Truman boots feature a rich Cognac Ostrich skin that adds incredible texture and luxury to the look. The warm, reddish tones of the leather perfectly complement the pink shirt, creating a sophisticated color palette that’s hard to beat.
→ Shop the Justin Ostrich Truman Boots
Resistol Straw Hat
A cowboy’s look is never truly finished until he puts on his hat. A crisp, clean Resistol straw hat adds the final touch of class to The Cowboy Valentine. It draws the eye up and keeps the overall aesthetic feeling fresh and bright, ensuring you look your absolute best the moment you walk through the door.
Valentine’s Day is about making a statement, and there’s no better way to do that than with a look that’s as bold as it is classic. By pairing premium textures like wool and ostrich with a fearless pop of colour, you’re not just getting dressed—you’re showing up with confidence. Whether you're treating your significant other to a night out or just want to level up your winter wardrobe, this look is your go-to guide for Western sophistication.