Lady Angelina Durless (アンジェリーナ ダレス Anjierīna Daresu), nicknamed Ann and her fitting title Madame Red (マダム レッド Madamu Reddo), is the widow of Baron Barnett, younger sister of Rachel Phantomhive and aunt of Ciel Phantomhive. As her title suggests, she is known for her red hair, eyes, make-up and clothing. She obtained a medical license and works as a doctor at the Royal London Hospital.
In the past, Angelina was quite withdrawn and shy because of her red hair, but in the present she has a crude and frivolous nature. For example, she suggests Sebastian Michaelis should work for her on account of him being handsome whilst stroking his backside. She also attempts to make Undertaker laugh by telling a dirty joke.
She appears to care deeply about Ciel Phantomhive, treating him like her own son, but harbors a general disregard for human life, as she works with Grell Sutcliff to perform the Jack the Ripper murders. Nonetheless, she cannot bring herself to kill Ciel when encouraged to by Grell.
Fitting her title as "Madame Red", Angelina is almost always clad in red clothing and makeup, normally consisting of a red skirt and matching waistcoat, under which is worn a ruffled white blouse. She also often wears a red hat and carries a red parasol. She tends to wear black gloves. Her crimson hair is kept in a bobcut. Her eyes are the same color.
She initially hated her red hair, which she inherited from her father, and she usually covered it up and kept her bangs long to hide her face, until Vincent Phantomhive stated he liked her hair, which he said reminded him of "red spider lilies in full bloom." After this, Angelina cut her bangs and always dressed in red. She is 168 cm (5'6") tall.
Angelina fell in love with Vincent Phantomhive when she was 15, but became distraught when she found out that her sister was marrying him. Because she was very close to her sister and cared deeply for her, she tried to be happy that the two people she loved most were getting married. However, after their marriage, she came to hate the color red again. After Ciel was born, she worked to earn her doctor's license, against the wishes of her parents. She frequently played with Ciel and Elizabeth Middleford, stating that these were the people she loved the most.
After Angelina recovered, Rachel invited her to Ciel's tenth birthday party; Angelina stated she did not really want to attend, but went anyway. Upon arriving, she witnessed the Phantomhive manor burning and learned that her sister, her husband and their son were killed by the color she hated - the burning red of the fire. Shortly after this, Angelina began to murder her patients who requested abortions, stating that because they did not want their life, womb, or happiness, she would take it from them. It was after one of these murders when she met Shinigami Grell Sutcliff, who offered to assist her.Angelina later married Baron Barnett, who treated her lovingly and gently, stating that he did not mind that she harbored feelings for another. She called him an honest and pure man who treated her well and made her happy. She became pregnant, but after a carriage accident in which her husband was killed, her womb and unborn child had to be removed to save her own life. Rachel frequently visited her in the hospital, understanding the pain she was in. However, Angelina became even more bitter about her sister's marriage, as Rachel had Ciel while Angelina could now never have children of her own. Her loss also caused her great strife as a doctor, as she regularly performed abortions on prostitutes, who considered pregnancy nothing but a nuisance.
Several months after she began the killings, Ciel returned alive. Angelina was overjoyed when Ciel returned, and did not mind when Ciel refused to share what happened, stating that his return was enough.