Latest in the Jon & Kate Plus 8 cheating drama: Jon Gosselin is secretly dating a 23-year-old! No, not that 23-year-old. A new 23-year-old. This time, it’s Hailey Glassman, the daughter of the plastic surgeon who performed wife Kate’s tummy tuck, Radar reports. The two were recently photographed sharing a meal in New York while Kate was on vacation with the kids.