Christie Brinkley and Daughter Sailor Share Surprising Dating Matches

Supermodel Christie Brinkley, 71, revealed that her youngest daughter Sailor Brinkley Cook, 27, once secretly added her to a dating app for an hour, and they unexpectedly matched with the same men. Brinkley shared this amusing story during a conversation on the “Are You A Charlotte?” podcast, highlighting the challenge older women face in dating, as men over 50 tend to avoid women their own age despite their beauty and achievements.

Sailor’s playful experiment involved linking her mother’s profile and her own, leading to mutual matches. Brinkley detailed that Sailor initiated the trial to see what kind of men would engage, and she was surprised when many decided to connect with both of them. Brinkley, now not on any dating platforms, found it amusing and called Sailor clever for her experiment, which confirmed her observations about dating dynamics for women over 50.

Brinkley’s story caught the attention of Kristin Davis, who expressed shock and amusement at the situation. Christie, who is not currently using dating apps, was taken aback but also appreciated her daughter’s mischievous sense of humor. The supermodel is a mother to three children: Alexa, 39, from her marriage with Billy Joel; Jack, 30, with Richard Taubman; and Sailor, from her marriage with Peter Cook.

Brinkley and Cook’s union lasted from 1996 to 2008, but their marriage ended amid a scandal involving Cook’s affair with a younger woman. Brinkley later described the pain of discovering her husband’s infidelity, especially after learning he was involved with his teenage daughter. Despite their divorce, Brinkley remains close with her children and continues to embrace her vibrant life.