WHAT TO WEAR: Casual Date Night

What to Wear

There’s something to be said for a mid-week date night. Fridays and Saturdays often call for fancy reservations and an outfit to match—dresses, tights and heels for a Fashionista or blazers, button-ups and dress shoes for a Fashionisto. A night out during the week is much more low-key, especially in a college town. No reservations? No problem.

Dressing for a Tuesday or Wednesday night date should be similarly stress-free. An impromptu dinner downtown or a night at the movies should be casual and fun, just like this Fashionista’s outfit. In her quilted jacket, leather pants and knit V-neck, she gives off the perfect relaxed vibe. There’s something effortless about her look. It’s put together and nighttime appropriate, but still unfussy.

For a casual winter date night, a warm jacket is a must. Often the best way to discover a new restaurant is by exploring your city. During a walk downtown, you might wander into a Greek place tucked out of the way or a cute hidden coffee shop. The cold shouldn’t put a stop to this romantic spontaneity. This Fashionista is ready for such an evening stroll with her boyfriend. The parka looks warm, but also has some great feminine detail with its cinched waist.

Her leather jeans elevate the look. Leather is such a wardrobe staple because it’s so versatile. These pants will work well at a sit-down restaurant, but they’re also perfect for catching the game at the campus bar. A leather jean is stylish and cool—and what better vibe to give off on a date with your crush? For date night, this Fashionista paired her great pants with a V-neck. The winter white softens the look, and knitwear provides the perfect delicate juxtaposition to her leather jeans.

She finished the outfit with some of my favorite campus footwear ever. Look at the cut-out heels on her boots! On a mid-week date, ditch the stilettos and look for booties with great hardware. Casual dates are fun and your footwear should be too. It’s the little unexpected details that make even the most casual date great.

One Simple Change: Switch the V-neck for a great graphic tank. It’s the perfect complement to the Fashionista’s leather pants and the perfect look for a concert this weekend.

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