Lifestyle Travel Celebrity Vacations Caitlyn Jenner Enjoys a 'Fun Day of Golf' with Bachelor Star Peter Weber and His Family "Wisdom and maturity won over youth and enthusiasm," Caitlyn Jenner said on Instagram By Eric Todisco Eric Todisco Eric Todisco is a former digital news writer at PEOPLE. He left PEOPLE in 2021. People Editorial Guidelines Published on June 25, 2020 10:47AM EDT Caitlyn Jenner has a new reality TV star friend! On Wednesday, Jenner surprised her Instagram followers with a photo she shared featuring herself with The Bachelor's Peter Weber. Weber was joined by his brother, Jack, and his dad, Peter Sr., for the afternoon golf session. The foursome was all smiles in the photo, seemingly taken after Jenner, 70, and Peter Sr. were victorious over the Weber brothers in the friendly golf game. "Fun day of golf with the Weber’s," wrote Jenner, who held up a $1 bill in the selfie photo while clad in a sun hat and dark shades. "Wisdom and maturity won over youth and enthusiasm." Peter, 28, commented on Jenner's post and wrote, "Round 2, double or nothing." The Bachelor star's mom, Barbra, also shared some love for the foursome, commenting several pink heart emojis on the photo. RELATED VIDEO: The Bachelor's Peter Weber Calls Girlfriend Kelley Flanagan His 'Little Ray of Sunshine' Caitlyn, Kendall and Kylie Jenner. Source: Caitlyn Jenner/Instagram The golf game between Jenner and the Weber family comes just a few days after Father's Day, where the I Am Cait star was honored by her famous daughters, Kendall and Kylie Jenner. On Sunday, Kylie, 22, shared a throwback father-daughter snap on Instagram, writing, "happy dads day 🤍 love you." Kendall, 24, also honored her dad that day, sharing a video from when she was a young girl, as well as a more recent photo of the two with Kylie. "I love you," the model wrote. Caitlyn Jenner on the Five-Year Anniversary of Her Transition: ‘I Have No Regrets’ The Weber family, meanwhile, celebrated Father's Day on Sunday with their own sweet tributes to their dad. Peter — who is currently in a relationship with Kelley Flanagan, the 4th place finisher from his Bachelor season — shared a throwback shot of himself and Jack, 25, with Peter Sr., writing, "Thanks for always teaching us to spread our wings. Love you Capitán!" Peter Weber’s Mom Calls Kelley Flanagan 'the Daughter I've Always Wanted': 'I Love Her So Much' In his own post, Jack honored his father's career as a pilot, sharing a photo of Jack Sr. holding Lysol while wearing a mask on a plane. "Happy Father’s Day to United’s finest! Just like a true pilot, the Capitán always puts safety first with his Lysol and Mask up front 😂. Love you!," Jack wrote. Flanagan also shared a touching post for the holiday, featuring a photo of herself with her dad and her brother, Johnny, posing on a balcony. "Happy Father’s Day to world’s best dad! I can’t think you enough for being supportive of all my crazy adventures and always being my number one fan," she wrote. "Love you to the moon and back pops! ❤️