Celebrity Hailey Bieber Hailey Bieber Wore a Vintage Set and Sky-High Mary Janes to Drink Tequila With Kendall Jenner “It’s giving on my ass by the end of this glass." By Averi Baudler Averi Baudler Instagram Averi is a Chicago-based news writer and has been at InStyle since 2022. She covers all of the latest happenings in the entertainment industry, focusing on celebrity style and breaking news. InStyle's editorial guidelines Published on June 2, 2022 @ 03:15PM Pin Share Tweet Email Photo: TheImageDirect.com Hailey Bieber and Kendall Jenner just proved that mid-week drink dates are a must for any BFFs — even the world-famous kind. On Wednesday, Hailey was spotted heading to sip cocktails with her longtime friend in New York City, and her outfit was a masterclass in proper happy-hour dressing. Always a fan of a tiny top, Hailey sported a cropped vintage Jean Paul Gaultier pinstripe vest for the occasion, paired with a matching high-rise midi skirt. Both pieces featured multiple pockets and white stitching, but the top's silver buttons were traded for a full-length zipper on the skirt. Hailey kept with the all-black theme by accessorizing with sky-high platform Mary Janes, a simple shoulder bag, and skinny sunglasses. She wore her honey-blonde hair straight and parted down the middle. Later that day, Hailey posted on her Instagram story to give followers a behind-the-scenes look at her hump day festivities while hyping up Kendall's tequila brand, 818. "It's giving on my ass by the end of this glass," Hailey quipped after taking a sip of the mystery concoction on her Story, which she captioned, "Testing some very delicious @drink818 cocktails for a very special occasion @kendalljenner." Hailey Bieber Instagram Hailey Bieber's Take on Business Casual Includes a Micro Mini and an Oversized Blazer Hailey's post comes just a few days after she got candid about her relationship with social media. In a video posted to her YouTube channel in honor of Mental Health Awareness Month, Bieber opened up about the difficulties of having a large platform. "Something I've found to be really hard for me, really taxing on my mental health is social media," Hailey said. "I'm somebody who struggles with people-pleasing and really wanting everybody to like me and caring a lot about what people have to say and what they think." "But also, I appreciate social media and I think it's a beautiful tool to be able to connect with people," she added. "There's a lot about it that I also do love and I'm in a space where I'm trying to have the healthiest relationship with social media that I possibly can."