Maid of Honor
Olivia is Jessica’s twin sister, lifelong partner-in-crime, and the Maid of Honor who’s been contractually obligated to love her since 1996. As the older twin by a whole 14 minutes, Jessica never misses a chance to remind her—while Olivia insists those were the most peaceful 14 minutes of her life. When Jessica first introduced Becca, Olivia famously asked, “Are you sure you like her? She doesn’t seem crazy enough to be your type,” proving she knows her sister a little too well. She’s the steady-but-sassy voice of reason who keeps Jessica grounded, organized, and only mildly chaotic, and she wears her Maid of Honor title like she’s been preparing for it since birth.
Maid of Honor
Hannah, one of Becca’s youngest cousins, has basically been her partner-in-crime since they were tiny humans. What started as the two “little siblings” wreaking absolute havoc on their families evolved into a lifelong friendship built on inside jokes, chaotic holiday gatherings, and FaceTime calls that mysteriously last three hours. She’s also famous for showing up to visit Jess and Becca and instantly becoming the life of the party. So when it came time to pick her bridal party, Becca knew immediately—there was no world in which Hannah wasn’t standing right beside her, probably causing just a little more chaos for old times’ sake.
Bridesmaid
Katie is Olivia’s partner, professional truth-teller, and the only person who can match the twins’ energy without running for the hills. She brings blunt honesty, dry humor, and a calmness that Jessica deeply appreciates—mostly because both she and Katie are regularly terrorized by Olivia’s chaotic leadership. As a bridesmaid, Katie is here to keep everyone grounded, hydrated, and mildly afraid of Olivia.
Bridesmaid
Caroline has always been Becca’s built-in guide to life—three years older, infinitely wiser, and never afraid to give the brutally honest advice Becca didn’t ask for but definitely needed. They’ve celebrated the highs, survived the lows, and laughed their way through everything in between. Becca felt so honored to stand by Caroline on her wedding day, and now getting to do it all over again feels like the perfect full-circle sister moment.
Bridesmaid
Destiny has been Jessica’s best friend for over five years, bonding through golf swings, gym sessions, and an impressive amount of unhinged FaceTime calls. She’s the friend who will hype you up at 6 a.m., talk trash on the golf course, and somehow turn every hangout into friendly (but very real) competition. As a bridesmaid, Destiny’s main jobs include keeping Jessica laughing, keeping the drinks flowing, and pretending they’re not trying to out-drive each other the entire weekend.
Bridesmaid
Becca met Hannah at a sorority event and immediately wanted her to be her big—until she found out Hannah was also a pledge. From that moment, though, they were instant best friends. Years of wine nights, chaotic dance parties, conspiracy documentaries, and baking days later, they’re just as close as ever. Hannah still visits Becca and Jess whenever she can, and the two always joked about being each other’s bridesmaids… now it’s finally happening.
Bridesmaid
Shelby is the unexpected hero of Jessica’s Louisville Pride story—the friend who literally saved her life after she passed out from consuming an Olympic-level amount of Liquid IV that Becca kept handing her. (Fun fact: none of us knew Liquid IV had 500mg of sodium… but we learned that lesson the hard way.) As a bridesmaid, Shelby brings lifesaving instincts, unmatched calm under pressure, and the comforting knowledge that she can handle whatever chaos Jessica throws at her next.
Bridesmaid
Becca and Jessica met freshman year when Jessica started at GDS, and they became inseparable almost instantly. Between cheer, track, AP English, and every questionable teenage adventure, they were always side by side. Even through college, Jessica never stopped showing up—usually via a call, text, or FaceTime at wildly random hours. She’s the friend who keeps Becca laughing and brings just the right amount of warmth and chaos wherever she goes.
Bridesmaid
Allysa is Jessica’s “baby friend”—the one she met before she was even 21 and definitely did not provide alcohol for (everyone please pretend you didn’t read that). She’s the partner of Clay, one of Jessica’s lifelong friends from high school, whom she loves equally—but sadly cannot be a bridesmaid because he’s a man and this isn’t that kind of wedding. As a bridesmaid, Allysa brings youthful energy, chaotic loyalty, and the honor of being the designated representative for the Clay-and-Allysa household.
Bridesmaid
Gina is the bridesmaid bonded to Jessica by a shared, unapologetic love for Old Fashioneds—despite the fact that they’ll probably never agree on what actually makes a good one. When she’s not taste-testing every bourbon in a 20-mile radius, Gina is busy being a certified menace to society with her signature party trick: doing the worm in absolutely any public place without hesitation. As a bridesmaid, she brings big-laugh energy, questionable dance-floor decisions, and enough cocktail opinions to keep the reception lively.
Bridesmaid
Jess first met Kaleigh while Kaleigh was on a date at Trellis—thankfully, the date flopped, but the friendship didn’t. Becca met Kaleigh soon after at Lez Night, and just like that, Kaleigh became an essential part of their lives. From laughing until their cheeks hurt to being fully prepared to handle any HR crises that might break out at the wedding, Jess, Becca, and Kaleigh have built a friendship full of love, chaos, and unforgettable memories.
Bridesmaid
Carissa is the friend who delivers brutal honesty with a side of wine—and somehow makes it feel like a gift. With their shared love of wine and Carissa’s honorary title as Mitzie’s third mom, life is never dull (and often a little unruly). She was also one of the first to see Jess’s engagement ring, and you can bet she celebrated accordingly. Becca and Jessica couldn’t imagine their wedding day without Carissa by their side: keeping it real, keeping it fun, and making sure everyone stays just a little bit in line.
Bridesmaid
Rebecca is the badass lawyer who originally intimidated Jessica—until she realized they both have a shared love for top-shelf bourbon and unhinged storytelling. The three of them met at Lez Night at The Pearl and haven’t missed a single month since (at this point, it basically counts as a family holiday). And in true full-circle fashion, the very first night they met, Becca even showed Rebecca a picture of the engagement ring she planned to buy for Jessica… meaning Rebecca has technically been part of this wedding since day one.
Bridesmaid
Annalee and Becca met at Camp Gwynn Valley when they were just six, surviving each other’s chaos like pros. Years later, they reconnected as counselors, and it was like no time had passed—except now with more snacks and slightly fewer scraped knees. Twenty-two years later, Annalee is still a constant light in Becca’s life—she even texted during Becca’s first date with Jess, proving she’s always there for the big moments, the small moments, and the moments that are just plain hilarious.
Bridesmaid
Caitlyn is Jessica’s Army friend who was stationed in Kentucky for five minutes but somehow managed to create the kind of memories people usually need years (and therapy) to unpack. From doing push-ups and jumping jacks together in the Big Bar bathroom (as one does) to immediately matching Jessica’s chaotic energy like it was part of her training, she became an instant staple. As a bridesmaid, Caitlyn brings military-grade hype, unmatched stamina, and the comforting knowledge that she’s already seen Jessica exercise in a nightclub.
Bridesmaid
Sheryl and Becca met in 2022 and instantly bonded over motherhood—and surviving life’s chaos in general. They became fast friends, with Sheryl heroically enduring Becca’s endless phone calls, always cracking jokes, and somehow always siding with Jess in every debate. As Becca's best friend, she has been in the front row seat the watch Jess and Becca's love story unfold. Whether wrangling kids, enjoying a moms’ night out, or just grabbing a bite, they turn every moment into pure, delightful chaos.