Annie Pyle and Robert Gorby‘s love story began over Labor Day weekend in 2019 in Newport Beach, California. Bobby had become friends with her twin brother, Willie, who invited Annie and her friend on a bay cruise around Newport Harbor. Bobby helped Annie on board, but their romance didn’t set sail yet.
She was living in San Francisco, so they stayed “just friends” until March 2020 when she returned home for her dad’s birthday. Bobby finally got to take her on a date. The following week, the world shut down for COVID, and Annie quarantined in Newport Beach.
Three-and-a-half years later, Bobby proposed during Halloween weekend in Miami. Annie remembers, “I almost wore my costume, but thankfully, I left the cowboy hat inside!”
Sun Valley, Idaho was an obvious choice for their wedding, as Annie’s family has loved it for decades—her brother was married there, and she even took Bobby here on their first trip together. They enlisted Taylor Holden of Londyn & Grey Events to plan.
A subtle theme of the wedding weekend was “Love Songs.” For the last six years, Annie has curated a playlist of her favorite love songs. The wedding location tied in perfectly—it was formerly the private residence of Steve Miller from the Steve Miller Band.
“I’ve always joked that I wanted my wedding to feel like a music festival—filled with live music, great energy, and distinctly different vibes for each moment,” Annie says. Every event had its own genre. The welcome party was pure rock and roll with The Cowling Band. The reception was all about Motown and pop with West Coast Music. The after-party completely shifted gears into EDM. “I wanted it to feel like a full-on rave, with lasers, tinsel, and that electric late-night energy,” Annie mentions. “Then for the recovery brunch, we brought it back down with a live indie rock band that perfectly matched the laid-back, post-wedding vibes.”
Annie worked with stylist Cynthia Cook Smith to curate her wardrobe with ONE OF for the welcome party catered by The Sun Valley Company. “The dress code was ‘Mountain Cocktail,’ so I accessorized with a western purse from Gabriella Hearst and light blue heels from Black Suede Studio for a splash of something blue,” Annie recalls. For the ceremony and reception, she donned a Danielle Frankel dress. She adds, “The fabric felt perfect for Idaho and every part of the dress just felt like me.” Britt Davis applied her beautiful makeup. Patsy Howser with Escape Salon and Danielle Anspach styled her hair.
The groom put on a custom ZEGNA suit. Before heading onto the dance floor at the after-party, Annie slipped into a Bill Bull dress inspired by a vintage Valentino piece Cynthia discovered with white Gucci block heels for comfort.
At the post-wedding recovery brunch the next day, she put on a white Zhiggi dress with sambas and moonstone Marie-Hélène earrings. She completed the look with a freshly cut bob to surprise her groom.
The bridesmaids wore custom ONE OF dresses and sets. “Working with [ONE OF Founder] Patricia Voto and her team was amazing,” Annie says. “They brought our vision to life, coordinating fittings from Seattle to London to New York.” The groomsmen sported J. Crew Suits.
On June 27, 2025, the couple were married—just ten days after Annie graduated from her MBA program at the Kellogg School of Management. Laura Gordon photographed the weekend, and Jon Hechtkopf Motion/Stills captured it on film. The ceremony took place in a small field surrounded by trees, with wildflowers by Kaitlyn Jane with Two Hands Florals.
Annie’s older brother, Henry, officiated. Annie remembers, “There was a moment when he was talking about marriage and my veil blew in the wind, catching the light through the aspen trees, people told me it looked magical.” Once married, the newlyweds recessed to “Thankful for You” by Andre Gibson and The Universal Togetherness Band.
Cocktail hour commenced down by the river with Annie’s well-curated playlist as the soundtrack. “It felt like something out of a fairy tale book,” Annie shares. Guests found their name cards with their table assignments named after one of the couple’s favorite love songs—”Lovely Day,” “Electricity,” “Crazy Love,” “Love on Top,” and more. On the back of each card was a QR code linking to the playlist. Annie worked with Swell Press on the paper goods herself.
From there, the reception was held in the tent of Annie’s dreams with yellow and white pinstripes and open-air side walls that let in the mountain views and glowing sky. Rasberrys Eatery catered, and Hank & Sylvie’s baked the cake. Roadbars Mobile Bar manned the drink station.
“The speeches and dances were so special, but one highlight was when my dad surprised me by singing a song,” Annie notes. “He chose ‘When You Wish Upon a Star’ from Pinocchio—a nod to my great-uncle Willie, who was one of the animators on the film. It was a sweet full-circle moment for him.” The newlyweds shared their first dance to Josef’s version of “Thinking of You” with their band.
When the reception came to a close, a hidden door next to the dance floor opened to reveal the after-party. The ceiling was covered in tinsel, the walls in deep magenta velvet, and the floor was mirrored, just like a real club. One of Annie’s favorite DJs, SG Lewis, performed. Guests sipped matcha and espresso martinis to stay caffeinated, along with sugar from the sour candy bar.
The couple enjoyed a peaceful return to their new home since they’d only moved back recently. In September, they went on their honeymoon to London, Paris, the Loire Valley, and Biarritz—taking trains everywhere they could.
