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October 26, 2026

Fashion tips for back-to-school dressing from Jess Cartner-Morley

September heralds a refreshing shift towards back-to-school season, a period that provides a chance for sartorial renewal, characterised by a clean slate and a sense of potential. Traditionally associated with the start of a new academic year, this time of year is now embraced by many in the fashion world as an opportunity to rejuvenate wardrobes with fresh styles.

Embracing the New Year in Fashion

While the concept of renewal is generally reserved for January, the fashion industry appropriately marks September as its new year. Unlike the gloomy start of the calendar year, September’s lingering daylight and leftover summer glow create an atmosphere brimming with possibilities, perfect for embarking on new projects and embracing change.

Beyond Just Shopping

Back-to-school season offers more than the excitement of shopping for new clothes; it is a mindset shift after the relaxation of summer. As daily routines return to their fast pace, a refreshed focus and determination emerge. The end of summer signals a move towards more purposeful actions—more coffee, fewer leisurely wines, and a proactive approach to the months ahead.

The Allure of September Shopping

During this transformative month, fashion retailers replace summer attire like swimwear and sandals with structured shirts and purposeful footwear. This transitional period presents a tempting time to shop, necessitating mindful choices to avoid impulsive purchases influenced by seasonal change.

Red Flags and Green Flags in Fashion Choices

Stylist Allison Bornstein offers insights using a “red flag” system to evaluate clothes that might seem appealing but are impractical. For instance, tops requiring specialty bras may pose comfort challenges and indicate a lack of consideration for functional design. Furthermore, adornments like off-the-shoulder necklines that need constant adjustment are practical red flags.

Conversely, “green flags” highlight must-have pieces, often stumbled upon by chance, such as perfectly fitting jeans or a versatile bag. Practical footwear that combines both comfort and style is another wardrobe essential and valid green flag—ensuring these pieces withstand daily life demands.

Practicality Prevails

The key to smart seasonal shopping is combining high standards with practicality. Shoppers should assess whether an item meets both aspirational and day-to-day requirements. It’s important to disregard items that are impractical or won’t serve throughout the coming year, maintaining focus on building a wardrobe for real life rather than fantasy occasions.

Back-to-school fashion represents a balance between aspiration and realism. In adhering to practical standards and resisting the allure of transient trends, individuals can skillfully navigate this season, starting the fashion new year with confidence and agility.

Reporting based on coverage first published by theguardian.com.