Christie Brinkley | 40 & 44

Former model Christie Brinkley had been married four times and has three children. The first one was with her first husband Billy Joel, while the next one was with Richard Taubman who was a real estate developer. She was already in her forties by the time she gave birth to her second child, a son named Jack. Brinkley then married Peter Cook and welcomed their daughter Sailor Lee at the age of 44.

The model opened up about her difficulties in getting pregnant, and they soon turned to IVF treatments to help her become pregnant. She admitted that they chose to put their investment money on the treatment because they wanted to ensure a safe pregnancy. Fortunately, it worked for them and she was able to give birth to her beautiful daughter Sailor Lee, who looks very much like her mother.