Caitlyn Jenner wasn’t on the red carpet of the Oscars, but she still celebrated the occasion. In February 2017, Caitlyn dressed up for the 25th Annual Elton John AIDS Foundation’s Academy Awards Viewing Party, which she attended with transgender model Andreja Pejić, who looked stunning in a monochromatic ensemble.
The pair sparked dating rumors as they remained inseparable during the party. They were spotted cozying each other while posing for photographs at the event.

We last saw Caitlyn at a UCLA basketball game in February. She dressed casually in skinny jeans, a pullover, and slingback mules. This time, however, she got all dolled up for Sir Elton John’s Oscar party.

Caitlyn wore a shimmery gown from Rachel Gilbert. It features a low, V-shaped neckline and sheer short sleeves. Her dress also has beaded embellishments and nude lining for coverage.
The 67-year-old television personality styled her hair in a side-swept updo with soft tendrils. She also wore a clutch from Judith Leiber and a pair of silver heels. Finally, she completed her look with shimmery eye makeup, soft pink lips, and earrings from Ronda Kamihira.

Caitlyn posted a photo of her getting ready for the party on her Instagram, sharing the details of her look.
Andreja Pejić’s Striking Black and White Ensemble
Meanwhile, Andreja looked gorgeous in her black and white gown from J. Mendel. The open-back dress featured long sleeves, flirty cut-out details, and a thigh-high slit. The dress was detailed with black trim and tied with a thin black ribbon belt.

The model teetered on a pair of black pointy-toe pumps from Stuart Weitzman and sparkled in diamond jewels from Stefere. She finished off her look with a chic bob and dusty rose lips.

Andreja Pejić and Caitlyn Jenner’s Post-Party Glam
It seemed like the pair also headed to the Vanity Fair Oscar Party since Andreja posted a photo of her and Caitlyn on Instagram at the event. In addition, Andreja shared details of her new hairstyle, which she dubbed “Betty Draper post-divorce.”
Explore More Stunning Looks from the 2017 Elton John AIDS Foundation’s Oscars Party
The 2017 Elton John AIDS Foundation’s Academy Awards Viewing Party was a star-studded affair, showcasing an array of stunning ensembles.
Notably, Vanessa Hudgens turned heads in a white Kristian Aadnevik gown featuring daring double slits, complemented by Stuart Weitzman’s ‘Nudist’ sandals. Her look was angelic and sultry, perfectly balancing elegance with a hint of edge.
Explore more unforgettable outfits worn by celebrities like Freida Pinto, who lit up this glamorous event, where fashion and philanthropy intertwine.