Kerry Michelle "Care Bear" Hennessy (Portrayed by Amy Davidson) Kerry is the middle child and not very happy about it. She is often seen as unattractive when compared to beautiful older sister, Bridget. She was accused by Bridget of stealing her (ex-) boyfriend, Kyle. She is sarcastic, and constantly makes snide remarks about essentially everybody, though less to her mother. She is also a passionate activist who cares about animals rights. Later, she lost her virginity to Bruno (her boyfriend in Europe) later in the third season. She is often annoyed at her sister and is easily upset. She is also very artistic and keeps a sketchbook. She is the smart child, but often shows naiveté.