
Jennifer Lipkowitz and Anthony Sirianni
By Sasha Reid-Dempster
Photography By George Pimentel
The third annual City Couture gala dazzled at the 2025 Living Luxe Design Show, embracing a romantic Fleurs de Rouge theme. Presented by Simons and produced by Diana Pires Events, the evening—held at the Toronto Congress Centre—was a stunning fusion of high fashion and heartfelt philanthropy, all in support of the SickKids Foundation. Guests experienced an immersive evening, complete with lush, rose-inspired decor and a runway show curated by the Toronto Fashion Academy and International Fashion Encounter. With support from generous sponsors—Simons, The Rosarium Luxury Roses, Doorland Group, 2Fifteen by DBS Developments, The Golden Valley Estate Wine & Spirits, Living Luxe, venue sponsor the Toronto Congress Centre, and more—the event raised more than $100,000, contributing to a three-year fundraising total of $275,000. Blending beauty with purpose, City Couture united elegance, empathy and impact in one unforgettable night, proving once again that fashion can be a powerful force for good.





















