“I’m the low-drama, vibe curator of the friend group,” Alexie says. “But somehow I always end up involved in the drama anyway.” Proud of her RBF, this fiery Aries might be intimidating to some, but Alexie believes her directness is a gift. Actually, she’d love to have a few honest conversations, starting with her childhood bestie Emilie. Up until now, she’s only had eyes for one person in the group: Preston. The two shared a “little smooch” in high school, but are keeping it (mostly) platonic. Currently, Alexie is focused on growing her modeling career and passion for health and beauty. “Whether it’s products, routines, supplements, workouts, or random wellness hacks, I am everyone’s go-to resource,” she says. “Erewhon is basically my second home.” 

“I say I am ‘go with the flow’, ” Ben says. “But I am the flow.” After attending Indiana University, the Calabasas High alum has come back home and found himself right in the middle of some drama between Alexie and Emilie. While he’s planning on settling in New York City, a romance could keep him grounded temporarily. If he had to point a finger at who’s changed the least since high school, it would be Jemma. Perhaps that’s because he’s friends with her ex-fling Dylan, or at least he’s the first person Ben would call with a good piece of gossip. But Ben isn’t paying much attention to any rumors these days. “All I care about is basketball and work,” he says. Time will tell if this Gemini’s love life can squeeze into his list of priorities.

Despite Dylan’s reputation as a player with a bad boy streak, he’s quicker to describe himself as a mama’s boy. Since high school, Dylan has worked hard on bettering himself and becoming a Calabasas cowboy. When he’s not spending time working with horses or riding bulls in local rodeos, he’s lassoing the attention of a Real Housewives of Beverly Hills star’s daughter. And in case you’re wondering, he’s allegedly six-foot-three in boots. “I’d describe myself now as badass,” Dylan says. After a rocky end to high school, he’s still working on finding his footing in the friend group post-college. “Loyalty is just a word to some people,” Dylan says. But don’t worry, there are no secrets here. “Nothing was held back this summer,” he promises. Yes, even all the details of his hookup history with Jemma and Emma. 

Emilie’s attitude toward any unresolved high school drama? “Alexa, play ‘IDGAF’ by Drake,” she says. The fashion influencer doesn’t have patience for any pettiness among the friend group, preferring to “just vibe and focus on [herself].” When she’s not munching on Korean short ribs at Erewhon or sipping a matcha at La La Land, Emilie is searching for her perfect match to start a family ASAP  — even if it gets in the way of her longtime friendships with Kimora and Alexie. And no, she has no intention of settling. “If he’s not potentially my husband, I don’t want it,” she says. But don’t think for one second that Emilie isn’t a mastermind. “Sometimes I play dumb to my advantage,” she says. This Pisces considers herself a confident, empathetic, passionate person. Still, she’s willing to enter her “Reputation Era” if the group pushes her to it.

“My high school self would call my current self very put-together, and I would agree with her,” Emma says. Born and raised in Calabasas, her family was there “before the Kardashians.” Emma left the elite neighborhood for college but returned home to start a swimwear line and curate a "soft luxury life." (Very Cancer-Leo cusp of her.) In the meantime, she works at a Mercedes dealership as her day job. Despite how much Emma’s changed since graduating from Calabasas High, she still considers herself the “outcast” of the friend group. “I’m extremely observant and clock everything,” she says. Case in point: Emma noticed Jemma recently blocked her on Instagram. The two share a history with Dylan, and haven’t seen each other since high school ended. 

The son of hip-hop mogul Master P and the younger brother of rapper Romeo, Hercy has big dreams of his own. After playing for the University of New Orleans basketball team, the self-proclaimed king of Calabasas has his sights on the NBA. “Everything I do is rooted in something bigger than just entertainment,” Hercy says. Faith, family, and discipline are his driving forces, but a blue smoothie from Erewhon certainly helps. “It’s clean fuel,” Hercy says of his go-to order. “Something that feels like it’s adding years to my life.” The extra boost is needed when dealing with the chaos that comes with this friend group. “I don’t hold on to drama,” the Aries says. “If it’s still around, it’s because it hasn’t caught up to me yet.”

While there may be “too many rumors to keep up with” about Jemma, one thing that’s true is that she has “severe Bieber fever.” The 23-year-old wouldn’t mind being one less lonely girl, but she’ll keep any future crushes to herself. “Being in this friend group, I’ve learned to no longer kiss and tell,” she says. Jemma learned the hard way with Dylan, the lover boy of Calabasas High, that some of the women love to enjoy her sloppy seconds. That’s why Jemma views loyalty as a non-negotiable. “Just don’t confuse loyalty with weakness,” she says. Those who break her trust quickly find out how explosive Jemma can be when she’s pushed to it. As far as beef with the others? Jemma prefers sushi. “If you’ve done me wrong, stand on that for life.” 

Jodie describes herself as “the most chill, crazy person.” But she isn’t afraid to step up when defending her day ones, like Kimora. She lives with her older sister, Jordyn, Kylie Jenner’s childhood bestie. “I’ve been through a lot from a young age, but I’ve never let that change who I am,” Jodie says. Since graduating high school, the 19-year-old has been busy producing music, making fashion statements, and influencing (her lip combo with MAC sold out in two days). “It’s like, at this point, what do I not do?” she says. True Capricorn energy. Jodie’s looking forward to seeing her friends return from college — she grew up with Hercy, going to his house for Bible study. She’s seen a lot growing up in Calabasas, but Jodie is tight-lipped when it comes to tea. As she puts it: “I’m not messy.” 

Kimora thrives in Coachella season — and she’s hoping to take the main stage one day. In college, she picked up DJing and dropped her first single, a diss track about her ex. (And, no, it’s not about her high school fling with Hercy.) Kimora attended Sierra Canyon  — the same school a few Jenners graduated from —  and got used to spotting celebs on campus. “Drake was pulling up to our football games,” she recalls. Maybe Kimora was a little shy back then, but she’s no longer trying to fit in. “I’m focused on discovering who I am and what I truly believe in.” Still, that hasn’t stopped this Capricorn from being in the know. “I’m always the person who gets the tea,” Kimora says. “I naturally move between different circles, building connections from Sierra Canyon to Calabasas.” Longtime friends with Alexie and Emilie, this summer will test their relationships in new ways.

Nicole has come a long way since being a “shy, timid” girl in high school who posted fashion and beauty videos on early TikTok just for fun. The 22-year-old influencer is proud of the independence (and millions of followers) that content creation has provided her. While she jokes that “my parents didn’t move to America so I could post TikToks,” Nicole never loses sight of the sacrifices they made to give her the life she has today. When she’s not filming GRWMs, Nicole is usually hanging out with her friends and is often referred to as the glue that holds the group together. She hates being in the middle of drama, but her Scorpio self always needs to get to the bottom of things… and sometimes being the glue of the group gets a little sticky. “I want to be cool with everyone.” Unfortunately, keeping the peace is a full-time job with this crew.

With a nickname like “Messy Pressy,” it’s clear that Preston learned from the best: his mother and Real Housewives of Miami star Larsa Pippen. He may not want to admit it, but Preston tends to stir the pot. “I’m always gonna say what everyone else is afraid to,” he says. But he also keeps secrets close to his chest and is a trusted confidant among the friend group. While his dad, NBA legend Scottie Pippen, is known for his skills on the basketball court, you can find Preston in the kitchen, as he’s developed a passion for baking. “I’ve got a mean snickerdoodle recipe,” he says. As for his love life, Preston pleads the Fifth, but everyone in the friend group knows he has eyes for Alexie.

Raine calls herself a Calabasas mom, even though she doesn't have any kids (besides her beloved German shepherds). “I like everything planned, everyone taken care of,” she says. She starts every day with Pilates and is “fully addicted” to Erewhon’s kale and white bean salad. At 18, she booked her first modeling job with Sports Illustrated and is currently pursuing a career in sports broadcasting. Daughter of Poison rock star and reality TV legend Bret Michaels, her family moved to Calabasas when she was in the eighth grade and she quickly fit in with the in-crowd. (It didn’t hurt that she also got a Porsche for her 16th birthday.) Still, Raine would prefer to stay home rather than enjoy the LA nightlife her parents frequented in the ’80s. “I come across as a little reserved,” the Taurus reflects. “I trust dogs instantly; people have to earn it.”

Sterling moved to Calabasas from Alaska to become a full-time model and quickly struck up a friendship with Dylan and Hercy. The transplant believes he brings a “breath of fresh air” to the group dynamic. “I’m quite literally the outsider,” Sterling says. His unique perspective comes in handy when drama starts knocking. “These people actually argue about the most insane things.” He grew up in a small town outside of Anchorage, and his dad, who works in oil, still doesn’t understand the journey he’s on. Sterling is currently dating Brynn, a fellow model and former Dance Moms cast member, who lives in Orange County and travels often. With Sterling starting a new career and balancing a relationship, it can occasionally lead to conflict. Right now, though, he’s following his dreams and making decisions as he goes. “I’m never actually that serious,” he says. “I’m just a boy.” A classic answer from a Gemini man. 

Suede spends her free time enjoying late-night drives with the windows down or sipping her eponymous La La Land order, The Suede, a banana cream latte. Just don’t confuse her for a homebody. Suede loves a hot-girl trip to the South of France or a sexy fling for a month in Amsterdam. “I like to fly private when I can,” she says. Spotted with Scott Disick, exes with Kid Cudi, and famously seen on Drake’s yacht in Saint-Tropez, Suede isn’t known for low-key relationships. Introduced to the Calabasas crew by her friend and fellow creator Nicole, Suede fits right in with — and even sparks a new relationship. “I’m the one people call when they want the real answer,” Suede says. “Even if they don’t like the truth.” Still, she has no interest in dragging out any drama. “If it matters, I handle it,” she says. “If it doesn’t, I move on.”

Drama runs in the family for Real Housewives of Miami star Larsa Pippen and her son Preston (known as Messy Pressy among friends) who began the series armed with expert advice. “She told me, once there’s a camera in front of the group, people are going to act differently,” Preston tells Tudum. “So that was my mentality going [into filming].” Off camera, the duo are inseparable, often spotted dancing side by side on nights out. “My friends are obsessed with my mom,” Preston says. With Larsa based in Miami and his dad, Scottie Pippen, living in Calabasas, Preston says both parents are making their case for where he should live next — with some pretty lavish incentives. “Everybody’s trying to buy me a car,” he jokes.

You likely know the name Scottie Pippen — six-time NBA champion, Olympic gold medalist, certified basketball royalty. But his son Preston? He’s carving out a legacy all his own. He may not be running up and down on the court, but when it comes to baking, he’s already making MVP-level moves. “Preston’s dad is one of the GOATs in the NBA,” Hercy says, “And Preston is one of the GOATs in the kitchen.” After college, Preston returned home to live with his dad in Calabasas.  

“I made a series of bad decisions which I managed to live through,” Bret Michaels jokes to daughter Raine as they talk about her future over a game of basketball. Growing up on the road with her lead singer dad’s band Poison, Raine got an unfiltered education in rock-star chaos. “I saw a bunch of boobs at his concerts,” she laughs. Now the spotlight is shifting to Raine — and figuring out what success looks like on her own terms. And if anyone knows the highs and lows of living life on camera, it’s Bret. “My dad is the king of reality TV,” Raine tells Tudum. Looking back on his Rock of Love era, Bret offered her one piece of advice, Raine says: “This lives on forever, so be careful what you do. But at the same time, just be yourself — that’s really the best thing you can do.”

“My sister's a tough cookie,” Jodie tells Tudum. Childhood besties with Kylie Jenner, Jordyn Woods is familiar with the lifestyle that comes with being a reality TV star — and, as a content creator with more than 11 million followers, paved the way for her sister to work with elite brands . “My sister ran so I could walk,” Jodie says, giving credit to Jordyn. The two are “so close” and tell each other everything. “She always tells me, ‘Your individuality is your power,’” Jodie says. And that’s what Jodie brought with her into Calabasas Confidential. “I'm excited for us to watch it together and really discuss everything,” she says. 

Percy Miller — better known as rap and hip-hop mogul Master P — is Hercy’s dad. Given Master P’s impressive real estate portfolio, it’s not surprising Hercy is happy to be back home. But after growing up in a family that revolutionized the music industry, Hercy is eager to carve out his own success. Master P has been all-in on Hercy’s basketball journey for years — even serving as an assistant coach during the University of New Orleans’ 2025–2026 season. Still, the record executive keeps it real when it comes to his son’s NBA ambitions. “It’s time to get serious,” he tells Hercy. “You’re a man now.”

Hercy’s brother Romeo is a rapper, producer, actor, and full-on mogul in the making. And in classic big brother fashion, he’s got one major concern: Hercy going all-in on basketball. Romeo’s message? Don’t bet everything on the NBA. Following the blueprint their dad Master P built in both music and business, he wants Hercy thinking bigger by investing his time and energy across multiple lanes. For Romeo, success isn’t one thing. It’s music, entrepreneurship, philanthropy, and making sure the family legacy stretches far beyond the court.

Former Real Housewives of Beverly Hills star Brandi Glanville proudly considers herself “the cool mom” to son Mason and his inner circle. She’s prone to dishing on her love life (“I haven’t had sex for two years”) and baring all in her bestselling memoirs — there’s a reason her podcast is called Brandi Glanville Unfiltered. Now Brandi is turning her signature honesty toward the next generation, swapping dating war stories with Mason’s friend Emilie and delivering the kind of candid advice only she can. Her verdict on the local dating pool? “The men of Calabasas are simps,” Brandi says with a laugh.

Sterling met his girlfriend, Brynn, at New York Fashion Week, when they were both fledgling models — a romance among the runways. A former Dance Moms star, Brynn is familiar with the world that comes with reality TV and has concerns that Sterling is a little too trusting with his new Calabasas pals. She’d be more than happy to be Sterling's roommate, but he prefers to take things slow. For now, Brynn lives in Orange County and teaches dance, but who knows what the future holds for these two .

Mason and Emilie have been friends since their Sierra Canyon days, graduating together in 2021. She describes Mason as “the tall model nepo baby of reality star mom and heartthrob actor dad.” Growing up, Mason’s life played out in front of cameras long before he could drive. His mom, Brandi Glanville, became a star on The Real Housewives of Beverly Hills, while his dad, Eddie Cibrian, is an actor. Their highly publicized split — after Eddie left Brandi for singer LeAnn Rimes — became tabloid fuel for years. “It’s kinda cool because I can look back and find a million pictures of me as a little kid at like soccer practice,” Mason says about the paparazzi photos of his youth. “Kinda creepy, but kinda cool.” These days, though, he says they’re “just a normal family.”