When therapist Lina texted, “this fall, the piece of clothing I need is a slouchy blazer,” she was looking for the sweet spot between comfort and credibility. A relaxed blazer paired with a tee and jeans instantly signals approachability while retaining a professional edge. The trick lies in choosing a jacket with a soft shoulder, roll-up cuffs, and an
Sale picks that deliver a laid-back vibe
Madewell’s current Insiders Event offers two of its most forgiving blazers at over 40% off. The brown and blue options both feature relaxed shoulders and cuffs you can fold up for extra ease. Pair them with a simple tee, a striped shirt, a thin sweater, or even a cotton turtleneck for a look that feels effortless yet intentional.
Rag & Bone’s ivory single-button blazer is also available at a staggering 65% discount. Its easy-fit construction and minimal hardware make it an ideal candidate for a casual-professional wardrobe. A denim version in blue adds a hint of structure at the shoulders, while striped cuffs keep the vibe playful.
Hunting pre-loved treasures
For those willing to explore the second-hand market, Gemma’s mantra rings true: “You have to kiss a lot of frogs to find a blazer prince.” Among the finds, a houndstooth and a plaid blazer stand out. Editor Kaitlyn swears by the plaid piece, claiming it’s a daily go-to. Loft’s oversized striped blazer, currently 50% off also makes the list for anyone craving a roomy, relaxed fit.
Pro tip on sizing and styling
Alison, our trusted style source, advises: “Try to size up, if you can — that’s one way to look casual, not stuffy.” Selecting a slightly larger size softens the structure, allowing you to roll the cuffs and keep the shoulders forgiving. This subtle adjustment transforms a potentially stiff garment into a piece that feels as relaxed as your favorite tee.
(Top photo from Paris last year.)
