With Green Street 2 officially announced, and the original Green Street still holding cult status among football fans across the world, the timing couldn’t be better for a collaboration rooted in British grit, nostalgia and authenticity. Weekend Offender, long celebrated for its unapologetic connection to terrace culture, youth subcultures and no-nonsense outerwear, has joined forces with actor and producer Leo Gregory to deliver a winter capsule that feels both cinematic and street-ready.
The partnership, WO x LG, taps directly into the raw energy Gregory brought to screens two decades ago, a character now immortalised in football-film history. Yet rather than leaning into pure nostalgia, the capsule reframes that energy for 2025: sharper silhouettes, modern insulation, elevated details and a refined sense of attitude.
This is Weekend Offender at its best, storytelling through clothing, with a collaborator who embodies the culture that has shaped the brand.
A New Winter Collection with Real Substance
The new limited-edition winter collection consists of four outerwear pieces and supporting apparel, each designed to withstand the season while delivering the unmistakable WO DNA: technical fabrics, thoughtful finishing, and a blend of function and defiance. Gregory’s influence is evident throughout, clean but bold, rugged but polished, and always ready for the cold terraces, the late-night city walk or the everyday commute.
This is not a capsule built for costume. It’s designed for real life, the kind of pieces that look as good layered over a knit on match day as they do thrown on with denim and trainers during the week.
Below are the top standouts from the drop.
1. Nicholson Down Jacket – Black / Forest Green
Shop the Nicholson Down Jacket
Arguably the hero piece of the capsule, the Nicholson is high-shine, high-impact and engineered for harsh winter weather. The two-tone Black and Forest Green pairing delivers cinematic presence without tipping into flashiness. Filled with ultra-warm down, it brings serious insulation with a lightweight feel. The glossy exterior nods to classic terrace jackets while the subtle structure keeps it firmly in the modern day. A jacket made for cold stadium nights.
2. Leo Gregory Mono Graphic T-Shirt – Black
A capsule like this wouldn’t be complete without a graphic tee, a simple but sharp nod to Gregory’s identity. The monochrome print feels sleek, wearable and perfect for layering under one of the heavier outerwear pieces. Clean, straight-to-the-point and effortlessly cool, it’s one of those tees that becomes an everyday rotation essential.
3. Rinconcada Jacket – Pure Orange
If the Nicholson is the understated statement piece, the Rinconcada is the bold one. Finished in “Pure Orange,” it takes Weekend Offender’s love of punchy, sport-inspired outerwear and pairs it with Gregory’s cinematic fearlessness. Lightweight, water-resistant and built with enough structure to keep its shape, it’s designed for wearers who don’t mind being noticed. Bright, functional and unapologetically confident.
4. Finsbury Bomber Jacket – Olive Green
A classic silhouette elevated with WO precision. The Finsbury Bomber’s Olive Green tone fits perfectly into the season, while its ribbed trims, clean zip front and lightly padded construction give it that timeless weekend-ready feel. It’s modern terrace style distilled, adaptable, cool and easy to dress up or down. Add a hoodie underneath and it nods to football culture; pair it with chinos and boots and it sharpens instantly.
5. Hampstead Jacket – House Check
Perhaps the most heritage-leaning piece in the lineup, the Hampstead Jacket combines structure with Weekend Offender’s signature house check. It’s smart, sharp and slightly rebellious, perfect for someone who wants outerwear that stands apart from standard winter blacks and blues. The check pattern adds depth and distinction, giving it the refined brutality Gregory is known for.
A Collaboration That Makes Sense
What makes this capsule special isn’t just the designs, it’s the cultural alignment. Weekend Offender and Leo Gregory share an unapologetic Britishness, a sense of defiance, and a deep connection to subculture. This collection isn’t about chasing trends. It’s about representing an attitude that’s been part of the UK menswear landscape for decades.
With Green Street 2 bringing Gregory back into conversation and terrace style continuing its resurgence, the WO x LG collaboration lands at the perfect moment, a winter-ready collection built on authenticity.
A capsule that blends screen presence with street presence. A drop worthy of the legacy.
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