Kylie Jenner’s best friend Anastasia Karanikolaou – aka Stassie Baby – was out again on Wednesday.

The swimsuit model wore a strapless gray dress over a low-cut black lace bra that made the most of her figure while on the town in NYC.

The blonde was with her beau, 22-year-old Jaden Hossler.

Known professionally as Jxdn, he is an American singer-songwriter and TikTok personality from Chattanooga, Tennessee.

Hossler rose to prominence on the video sharing app TikTok in 2019 before beginning a music career in early 2020 with the release of his debut single Comatose.

The event was Victoria’s Secret Celebrates The Tour ’23 at The Manhattan Center.

The night before Stassie looked radiant at the PrettyLittleThing X Naomi Campbell New York Fashion Week show on Tuesday.

The 26-year-old wore a very plunging and semi-sheer gunmetal gray dress that showed off not only her cleavage but also the top of her tummy.

And the dress was also short enough to display her long, toned legs as she wore strappy heels.

Stassie wore her blonde hair down in soft waves and added bronze makeup that went well with her Malibu beach girl tan.

The beauty got her start as a bikini model as she posed with pal Kylie on Instagram, and has grown into a top model and influencer.

Also seen at the event was Stassie’s pal Jonathan Cheban, aka Foodgod, who is close pals with Kim Kardashian.

Stassie has been friends with Kylie for more than 10 years. They met at a Barnes & Noble store in Calabasas, California when they were in middle school at age 13.

‘She’s definitely my oldest friend,’ Jenner said of Karanikolaou on the season 3 finale of The Kardashians. ‘We grew up together, we’ve been through so much together. She’s like a sister.’

Karanikolaou has close to 11 million followers on Instagram and almost 1M YouTube subscribers.

Karanikolaou did not grow up in a wealthy family and now supports her family.

Her mother struggled with addiction, she shared on Call Her Daddy.

In June, she and her sister announced in a joint Instagram post that their mother had died.

‘Heaven gained someone so special,’ the girls wrote in the caption. ‘We’ll miss you everyday. We know you’re at peace now with papou… We love you to the moon & back forever.

Despite being on-again off-again for much of the beginning of the year, Karanikolaou is back together with TikToker Jaden Hossler.

And she is pals with Sofia Richie, Hailey Bieber and Kylie’s older sister, model Kendall Jenner.

Last year, she posed for Alexander Wang’s bodywear collection. She also has a collection with Pretty Little Thing that launched in 2021. And she has modeled for Rihanna’s Savage x Fenty lingerie brand. She and DJ Zack Bia launched Sunny vodka in March 2022.

Also at the event were Emily Ratajkowski, Lori Harvey, and Julia Fox.

Lori, 26, was a sight to see as she also chose a low-cut, see-through, black number for the stylish occasion.

And 33-year-old Julia was nearly nude underneath a black leather trench coat that she left open to expose barely-there underthings.

PrettyLittleThing’s collaboration with the iconic 53-year-old British supermodel was engineered by the brand’s founder Umar Kamani, who happens to be a very close friend of Campbell’s.

Emily displayed her keen eye for fashion in her frock, which featured an asymmetric short-sleeved design with a deep cowl neckline.

The runway regular paired it with a pair of black, dip-front, thong underwear that was visible underneath.

She kept the outfit simple by rounding it out with classic black, open-toe high heels that revealed a nude pedicure.

Her long and toned pins were tanned and moisturized as she led the wave of celebrities there to see Campbell’s new designs.

The California-bred superstar risked a nip slip in the revealing ensemble, which showed off much of her ample cleavage.

She accessorized with a small black handbag and wore small but chunky gold hoop earrings in her ears.

The mother-of-one was back to her natural brunette hair color after experimenting with a ginger hue for a few weeks.

Her tresses were styled in a deep, precise center part with grown-out curtain bangs framing her stunning visage.

Lori’s outfit featured a hooded design and fit snugly to her curvy, pilates-honed figure.

The SKN by LH founder wore black fishnet tights underneath the long dress and added Christian Louboutin footwear.

Steve Harvey’s entrepreneur and socialite daughter elevated the getup by accessorizing with statement-making gold jewelry.

The influencer, who counts Hailey Bieber as a close friend, showed off supersized gold hoop earrings.

She also donned not one, but two chunky Chanel chokers – one a chain link style with a nameplate, and the other a black base with gold ornaments.

Harvey’s glossy dark locks were slicked back and styled with a middle part and her signature baby hair perimeter.

Additionally, the skincare enthusiast wore a pair of velvet black gloves and stepped out in a face of flawless makeup.