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What Never to Wear on a First Date, According to Stylists

Your outfit can make or break the vibe. Discover the surprisingly common pieces that stylists say sabotage first-date confidence—and what to wear instead.

The image shows a poster for a concert featuring a woman in a dress and a man in a suit. The poster...
The image shows a poster for a concert featuring a woman in a dress and a man in a suit. The poster has text written on it, likely describing the event. The woman is wearing a long, flowing dress with a high neckline and long sleeves, while the man is standing behind her with his arms crossed. Both of them have a serious expression on their faces, suggesting they are in the middle of a performance.

What Never to Wear on a First Date, According to Stylists

Choosing the right outfit for a first date can be tricky. Stylists suggest avoiding overly trendy or uncomfortable pieces that might distract from the experience. The key is balancing personal style with a look that feels effortless and appropriate for the occasion.

Certain fashion trends are best left for other occasions. The ‘naked dress’ look, sheer fabrics, or overly glittery Euphoria-inspired makeup can feel out of place on a casual coffee date. These choices may also leave the wearer feeling self-conscious or overdressed.

Comfort and practicality matter too. Tube tops and strapless styles often slip or require constant adjusting. Low-rise or ultra-low-rise jeans can be uncomfortable, especially on active dates like hiking. Oversized barrel jeans or athleisure, such as leggings and sweatpants, might send the wrong message—suggesting little effort went into the outfit. Stylists also advise against loud makeup or hyper-fashion pieces that clash with the venue’s dress code. Instead, the focus should be on timeless, well-fitted clothing that reflects personal style without relying on extreme trends. No specific brands are recommended, as the priority is on fit, confidence, and suitability for the setting.

The right first-date outfit should feel natural and put-together. Avoiding overly revealing, uncomfortable, or overly casual pieces helps create a positive impression. The goal is to dress in a way that allows the conversation—and the connection—to take centre stage.

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