Back in the game! It's been 25 years since Kris Jenner last dated, but the mom of six hasn't lost her touch -- in the second episode of Keeping Up With the Kardashians' tenth season, we learned that not only is Jenner skilled at flirting via text, but she's also happily dating a gorgeous man younger than two of her children (cougar alert!).
How They Met: Jenner and her new beau were introduced during an August 2014 trip to Ibiza, Spain, at Riccardo Tisci's 40th birthday party. Kim Kardashian, Kanye West, and Bieber were all in attendance.