They fled Los Angeles to enjoy a weekend getaway in New York City.
And Kourtney Kardashian and her BFF Addison Rae donned their third stylish ensembles of the day to grab dinner at a swanky Italian joint on Sunday night.
The 41-year-old KUWTK star and the 20-year-old social media influencer cozied up to one another before being whisked away to their reserved table.
Round three: Kourtney Kardashian and her BFF Addison Rae donned their third stylish ensembles of the day to grab dinner at a swanky Italian joint on Sunday night
Silky chic: Kourtney slipped her curvaceous physique into a stylish silk shirt dress that came in a stunning shade of pale blue and featured a sexy peek-a-boo cutout
Kourtney slipped her curvaceous physique into a stylish silk shirt dress that came in a stunning shade of pale blue and featured a sexy peek-a-boo cutout.
She paired the silky number with some strappy black heels that wrapped tightly around her ankles.
Kardashian kept accessories to a minimum and carried a highly sought after Bottega Veneta pouch in her clutches.
High fashion: Kardashian kept accessories to a minimum and carried a highly sought after Bottega Veneta pouch in her clutches
Besties: The 41-year-old KUWTK star and the 20-year-old influencer cozied up to one another before being whisked away to their reserved table
The POOSH founder’s hair looked ultra sleek and she accentuated her naturally beautiful features with a generous amount of bronzer.
Addison, who turned 20 on October 6, happened to be wearing the same chic shirt dress as Kourtney but in a different material and color.
The Tik Tok star had her hair styled into a slick bun and she highlighted her plump pout with a bit of coral toned lipstick.
Twinning: Addison, who turned 20 on October 6, happened to be wearing the same chic shirt dress as Kourtney but in a different material and color
Sleek: The POOSH founder’s hair looked ultra sleek and she accentuated her naturally beautiful features with a generous amount of bronzer
Out of the way: Meanwhile, the Tik Tok star had her hair styled into a slick bun and she highlighted her plump pout with a bit of coral toned lipstick
She gave her ensemble an edgier vibe by slipping on some sheer black tights and a pair of chunky Oxfords.
Kourtney and Addison looked to be in jovial moods as they strolled next to one another on the sidewalk outside of the restaurant.
Addison carried her cellphone in her hand and appeared to be relaying a funny story to Kourtney as their bodyguard followed in tow.
Jovial: Kourtney and Addison looked to be in extra jovial moods as they strolled next to one another on the sidewalk outside of the restaurant
Chatty: Addison carried her cellphone in her hand and appeared to be relaying a story to Kourtney
Edgy: Addison gave her ensemble an edgier vibe by slipping on some sheer black tights and a pair of chunky Oxfords
Earlier in the day, the dynamic duo were spotted emerging from their hotel after enjoying a night of partying in the Big Apple.
Kourtney looked undeniably chic in a long black trench coat that hit just below her calves.
She oozed sophistication, while rocking a pair of black loafers and carrying a micro Hermes bag in her hand.
Girls trip: Kourtney Kardashian, 41, and Addison Rae, 20, stepped out of their NYC hotel on Sunday in Fall inspired looks. The BFFs spent the morning working out and grabbing smoothies, before heading out for another day of activities
Fall fashion: Kourtney and Addison looked refreshed as they stepped out of their hotel
Capping off the all black ensemble, she threw on a pair of black cat-eye glasses and a black face mask.
She wore her hair down as she walked to her SUV with Addison trailing behind her.
Addison looked evoked retro vibes in printed orange and white dress that loosely mimicked tiger stripes.
Covered up: The eldest Kardashian left lots to the imagination, as the trench coat covered her small frame, exposing only a hint of her ankles
All black: Kourtney paired an all black trench coat with a pair of black loafers and a micro Hermes bag
Shower hair: Addison walked to the car with wet hair, as she conducted business on two cell phones
The micro wrap dress came just below her bottom, and she added an edgy touch to her look, pairing the silky dress with black chunky platform booties.
Addison emerged from the hotel with wet hair, as she conducted business on two cell phones.
She opted for all black accessories, carrying a Prada purse and small sunglasses, as she protected herself with a mask.
Leggy: Kourtney flashed a hint of her leg as she walked from her SUV
City hopping: The pair emerged from their SUV as they walked into a business in Greenwich Village
Street chat: Kourtney and Addison talked outside and drew a crowd before entering a building
Smize: The teen sensation flashed a smile with her eyes, before walking inside
Earlier in the day, the Kourtney and Addison got in an early morning walk around the city.
Kourtney showed off her small frame in a pair of black leggings and a matching Under Armour shirt.
She threw on a pair of black Adidas sneakers and cat-eye frames as she wore a black face mask around her chin.
Addison showed off her toned curves in a pair of tiny black bike shorts, throwing on a brown windbreaker and a pair of white sneakers.
Active: Kourtney showed off her small frame in a pair of black leggings and a matching Under Armour shirt
Walk and talk: Addison and Kourtney chatted before Kourtney took off for a quick jog
Runners high: Kourtney was seen picking up the pace as she did a light jog, hydrating herself with a bottle of water
At one point Kourtney could be seen going for a light jog, before they met up with friends.
Making sure to stay hydrated, the reality TV star carried a bottle of Saratoga Spring water, putting her long hair up in a ponytail.
Addison and Kourtney pulled their masks up as they walked into a juice bar, where they purchased green smoothies.
Greens: The duo, who have shared that they eat avocado pudding almost every morning, picked up a green smoothie as they walked with friends
Morning routine: The Los Angeles based pair, met up with two male friends as they walked around the city with their smoothies in hand
Kourtney and Addison originally met when Kardashian wanted to surprise son Mason, 10, with the Tik Tok star, as a present.
After the initial meet up, the two ended up become close friends with Kourtney acting as a sort of mentor to the budding star.
The pair, though often receiving criticism for their age gap friendship, have spent almost every day together.
The two have traveled to Palm Springs, learned to surf and shared workouts, also frequently dining out at Nobu Malibu
Speaking about their friendship Addison said: ‘I think she has great energy as well and she has so much experience in her life that I can really just look at and kind of learn from.’
Mentor: The Poosh founder has served as a mentor for Addison, as she navigates her newfound stardom