Annapolis Pride held its first fashion show fundraiser on Friday, showcasing the work of seven local businesses and two Maryland-based designers. The event took place in downtown Annapolis and aimed to highlight the community’s talent while raising funds for upcoming Pride events.
The nonprofit organization, which coordinates LGBTQ+ programming in Anne Arundel County including the annual Annapolis Pride Parade, sought to create a visible and inclusive event during Pride Month—a celebration officially observed in Annapolis each June since 2018. Due to weather-related delays last year, the parade was rescheduled to October, and organizers chose the fashion show as their largest June event to maintain community engagement.
Models, many from the Annapolis area, presented a mix of vintage and contemporary designs including T-shirts, loungewear, dresses, skirts, bags, and bandannas. Participating Annapolis-area businesses included Stardust Deluxe, All The Rage Vintage, Cupla, Mad Cute Market, Sundara, Local Coast, and a pop-up shop named Here. Baltimore-based designer Jacob Heath and Donny Truitt, the Waldorf-based founder of 17th & Granville, also contributed work to the show. The auction portion of the fundraiser featured original sketches and designs by Christian Siriano, known for winning Season Four of Project Runway.
Board Chair Jake Trudeau emphasized the event’s goal to foster community and provide a safe space for people to express their authentic selves amid current social climates. Co-chair of events Hilarey Leonard credited Groundswell Yoga, which hosted the show at no cost, with initiating the idea to hold a fashion fundraiser.
Participants spoke about their experiences and the significance of the event’s inclusivity. Kilmer Campos, a first-time runway model for All The Rage Vintage, described the event as an exciting opportunity to represent diverse identities and body types within Annapolis’s queer community. A multigenerational group from the Here pop-up shop also took part, with Jessica Marinello highlighting the celebratory atmosphere. Her mother, Patty Watkins, appreciated the inclusive casting call for all sizes and ages, noting it was never too late to try new experiences.
Alex Brown, who modeled for 17th and Granville, noted that the show provided a platform for small businesses and queer voices alike, helping amplify visibility and open new opportunities.
The fashion show served as a fundraiser through ticket sales, a raffle, and an auction to support Annapolis Pride’s future programming, including the upcoming parade and other events planned for Anne Arundel County. Organizers expressed hope that the event will continue to grow as a key part of the local Pride calendar.
