After two years of dating, it was announced in June 2022 that the pair had split up.
During their quarantine road trip to Sedona, Arizona, Jenner and Booker were first spotted together.
Jenner's younger sister Kylie joined her and Booker for dinner, making it a family affair.
A lake vacation in Idaho with Justin and Hailey Bieber, Jenner's longtime friends, was on the agenda for Booker and the rest of the group in September 2020.
Image: people.com
Sleuths discovered the couple in the backdrop of Kim Kardashian's birthday trip photo on social media.
Image: people.com
On the occasion of their one-year wedding anniversary, the couple opened up about their feelings for one another.
Image: people.com
When Booker helped lead the Phoenix Suns to the NBA Finals in July 2021, Jenner was in there to support her boyfriend.
Image: people.com
Over the weekend, Jenner and Booker were pictured together at Malibu's Soho House, following their supposed separation in June 2022.
Image: people.com