Supermodel Christie Brinkley, 71, and Look-Alike Daughter, 27, Matched with the Same Men on a Dating App

Not every mother and daughter can say they’ve shared a wardrobe, a hairstyle, and a few potential suitors. But for Christie Brinkley and her daughter Sailor, a playful experiment in online dating led to a revelation that left the supermodel marvelled.

Speaking on the "Are You a Charlotte?" podcast, Christine Brinkley revealed she and her daughter, Sailor Brinkley-Cook, once matched with the same men on a dating app, unknowingly competing for romantic attention across generations.

In a moment that surprised even her, the supermodel shared the unexpected story during the lighthearted segment about modern dating. The "Vegas Vacation" actress recalled with a laugh:

"My daughter Sailor, she's so mischievous. She wanted to see what kind of guys, and she put me up there with a name. She said, 'Mom, you're right not to go on it because the same guys that said yes to me are saying yes to you,'"

Christine, 71, born February 2, 1954, continues to capture attention with her ageless beauty and signature optimism. Her daughter, Sailor, just turned 27 on July 2, 2025, as seen on her Instagram page.

She captioned her post, "GRATEFUL IS AN UNDERSTATEMENT!! 27 years on this planet!!! And every year it keeps on getting better!!!! I am the luckiest girl alive to have such an abundance of love in my lifetime. Thank you thank you THANK YOU [sic]."

Sailor is also a model and a frequent feature on her mother's social feed. Their close relationship is evident in glimpses from several moments. In one Instagram post, Christine and Sailor had an outing. She captioned the post:

"Fit Dance with Sailor before heading out to Linda Well's @airmailweekly / @ferragamo Dinner Party! So fun to catch up with so many of my favorite people! Thank you! 🌼#fitdance [sic]."

The proud mother also celebrated her daughter with a post captioned, "From Artist to Work of Art! 🌻 (Or piece of work!) 😜Happy Birthday Sailor Lee I L💛VE YOU!"

The mother-daughter duo were also seen in a post celebrating Mother's Day. Christine captioned the moment, "There's no place like… H💙ME‼️❤️❤️❤️ My babies all came home for #mothersday and made a "Build your own Pizza" lunch! Fun! Thank you @alexarayjoel @ryanjgleason @jackbrinkleycook @sailorbrinkleycook @itsfurtun and @artminsta for these delightful pix! (De light was beautiful 😜)."

Christine's openness to love has never wavered. In an April 2025 interview with TODAY, she confirmed she still believes in falling hard and fast.

"I fall in love at the drop of a hat. So I have to be careful," she admitted during the segment. "I do love being in love. There's nothing better... I've realized through some of the scarier events in my life that love is the most important thing. It simply is."

That sentiment runs deep through the supermodel's personal life. A four-time divorcée, she's had her share of public relationships, most famously with musician Billy Joel. She described in a Loose Women interview as the love of her life.

Reflecting on their past together, she said, "I had some of the best years of my life with Billy... It was incredible." She added, "The goal is always to try and stay friends forever. With Billy, luckily, that's what we are."

Brinkley was married to Jean-François Allaux (1973–1981), Billy Joel (1985–1994), Richard Taubman (1994–1995), and Peter Cook (1996–2008). She shares three children: Alexa Ray Joel (with Joel), Jack Brinkley-Cook, and Sailor (with Cook).

Despite past heartbreaks, Christine's spirit remains undimmed. Whether she's celebrating her daughter's birthday, sharing joyful moments with her kids, or joking about turning into a "piece of work," she keeps her outlook warm, candid, and filled with gratitude.

For now, it seems the "Jack and Jill" actress is enjoying the love that surrounds her, whether from her children, her friends, or the occasional swipe-right suitor.