Lancaster met Stewart in 1998, at the Dorchester hotel. Stewart was in the process of separating from Rachel Hunter, the mother of his two youngest children; Lancaster was living with her boyfriend of 10 years, Micky Sloan, a City trader. A friend dared Penny to ask for his autograph. As she did this, she revealed that she was a photography student at Barking College and that
she would like to take his picture. He invited her to his concert at Earls Court the next day. After the concert, she did not hear from him for nine months. Then, one day, she got a telephone call at the home she shared with Micky in South Woodford, east London. Stewart asked her to have dinner with him; she agreed. A month later, they went to Spain together. By the end of that week, they were a couple (despite her admitting to him that she did not own any of his records). She came home, broke the news to Micky and has been in and out of the tabloids ever since.