When Chiara DeSantis was 10 years old, she started losing her hair little by little. She was diagnosed with alopecia, a condition that left her without any hair by the time she was in high school. Despite that, Chiara never felt the desire to wear wigs or hide her alopecia at all. With that said, dating life can be difficult for her. So Barcroft set up a blind date with Chiara and Michael to see if he could accept her for who she is. Based on what we saw, it looks like this was a genuine love connection.