"*" indicates required fields
REAL WEDDINGS / ISSUE 36
Valerie & Cosimo's Valentine's-inspired engagement party and a black-tie wedding happened 8 months apart - united by a single creative thread: The floral design and event styling of the groom's mother.
Valerie & Cosimo at Hotel X Toronto. Photography: Leydon Photography.
Valerie and Cosimo Pellegrino first crossed paths ten years ago at a Halloween party — he arrived dressed as Austin Powers, which made him hard to forget. For years they moved through the same social circles without the timing ever lining up, until a mutual friend intervened and refused to let the moment pass again. Their first date was a bar hop through downtown Toronto. They didn’t look back. Two years into their relationship, Cosimo had dinner with Valerie’s parents to ask for their blessing. He proposed on the anniversary of their first date, in Taormina, Sicily — a surprise in a garden, followed by a candlelit dinner on the beach. This wedding is featured in the current issue of WedLuxe magazine.
Valerie and Cosimo had no interest in a conventional engagement party. What they wanted was something romantic and moody, closer to a night out than a seated celebration. In January 2025, inside Hotel x Toronto, Rose Pellegrino, Cosimo’s mother and the florist and designer behind Blossom Boutique, made that happen. She conceived and executed every element of the evening – the spatial design, the florals, and the full coordination of the night.
With Valentine’s Day just weeks away, the palette was red and black, carried through in lush floral arrangements, a triple-heart statement sculpture at the centre of the dance floor, and drink menus that were heart-shaped and reflective. Rather than a seated dinner, the evening was built around movement — interactive live food stations, an oyster bar, and lounge areas that kept guests circulating through the space. A dedicated martini-only bar ran all evening, and a custom ice sculpture in the shape of a ring served as a luge at the bar, a quiet nod to the occasion itself.
The entertainment was designed to keep guests off-balance in the best way. A magician worked the entrance posing as event security, planting items in guests’ bags — the moment those items were discovered became one of the running jokes of the night. Later, a Donald Trump impersonator made a surprise appearance. The DJ carried the energy through to the end, the whole evening landing closer to a night out than a party. As guests made their way out, each one left with a custom chocolate box, the final note of an evening that had been considered from start to finish.
Valerie’s lasting memory is the room reveal – seeing what her then future mother-in-law had built from the vision board they had worked on together. “The actual execution was wild,” she says.
Valerie wore a Galia Lahav couture gown with a custom embroidered veil inscribed with “always my forever” and a multi-layered tulle train. Cosimo wore a Loro Piana tuxedo with a black bow tie and Swarovski crystal embellished loafers.
Valerie and Cosimo were married on September 6, 2025 at St. Michael’s Cathedral Basilica in downtown Toronto. Prior to the church, the couple had a private first look at The Imperial Toronto.
The night’s festivities were held at Hotel X Toronto. Guests were welcomed by violinists and a cello player, with cocktail hour flowing between the indoor space and an outdoor terrace with an open view of the sunset. From there, the party moved into the Victory Ballroom – where the mother of the groom brought to the room to life with her floral design and event styling.
“It was important that our wedding reflected who we are as a couple – creating an atmosphere that felt more like a night on the town than a traditional celebration.”
Valerie, Bride
The sweetheart table anchored the room, flanked by twelve-foot custom lamps wrapped entirely in fresh florals. A mix of banquette style and long tables brought a dynamic supper club vibe to the space. For the reception, Valerie’s hair was pulled into a high ponytail and she removed her tulle train. Before the speeches, Cosimo switched into a dark green dinner jacket. Then, before the dance floor opened, he swapped his bow tie for a black polka-dot DION ascot.
The dress code was black-tie affair, and the decor embraced a timeless black-and-white palette with fresh green to add a modern edge.”
Rose Pellegrino, Blossom Boutique
Every detail was thoughtfully considered, extending beyond the décor into the dining experience itself. Every guest’s meal was served simultaneously, ensuring no one was left waiting, while cocktails were delivered directly to seats rather than guests walking to the bar. The evening was hosted by comedian Frank Spadone, who served as MC. Between courses, he performed a series of skits that kept guests engaged and laughing, creating the feel of an intimate comedy show woven into the dining experience.
Entertainment ran continuously from the moment guests arrived — live musicians in the hallway, dancers energizing the reception, and later, mysterious performers dressed in black and white with their faces concealed moving through the crowd, pulling guests onto the floor and keeping them there. At the DJ booth, a custom fluorescent sign hung above a cluster of disco balls, a preview of where the night was headed.
“I was initially inspired by the elegance of vintage black-and-white weddings, although the true driving force behind the design is my mother-in-law. She brought the entire vision to life from the ground up. Without her, none of this would be possible.”
Valerie, Bride
Explore more in WedLuxe Magazine — Issue 36.
Every professional who shaped this story, listed by role.