Bookish Sister is one of the main characters in the Rules of Engagement series. Her suggested name is Nicole, but the player can choose a name for her. Her task is to complete the bucket list that was given to her by Nana. She is first seen in Book 1, Chapter 2.
Bookish Sister has brown hair which is tied up in a bun, brown eyes and fair skin. Usually, she wears black glasses and a white sweater over a plaid shirt.
Bookish Sister is an incredibly shy and introverted girl. At first, she only wants to pursue her career in London but gradually becomes more confident and loosens up with the help of Nana's wish list and Audrey.
Cousin has always been jealous of Bookish Sister and her siblings because she thinks that Nana loved them more than her. Now, after Nana's death, she tries to get the whole inheritance for herself by sabotaging her cousins' tasks.
Blaire was Bookish Sister's idol and she previously wanted to get an internship under her. However, after getting the internship, she realized how cold Blaire was and abandoned her former dream career. They met ran into each other in Rules of Engagement: Newlywed, Chapter 3. Bookish sister told Blaire that she and Audrey are starting a business together and Blaire is impressed. They parted ways after they talked.
Bookish Sister meets Audrey in a salsa class aboard the cruise. They become dance partners and also very good friends. If the player chooses so, Bookish Sister has a romantic relationship with Audrey.
Bookish Sister meets Paolo when she went to London to get an internship under Blaire Hall. Paolo was another intern and Bookish Sister's competition, as only one could secure a place in Mansingh International. At first he is rude and demanding to her, even trying to get a coffee from her when they first meet, but later apologizes and go to a pub where the player can choose to romantically advance towards him, However, nearing the end of the pub visit, Paolo steals the badge from Bookish Sister to gain an advantage in the internship.
They met again in Rules of Engagement: Newlyweds, Chapter 3 in the airport. Paolo wants to apologize for what he did and invited her to dinner (premium choice). They talked and he asked for her forgiveness for what he did. She can either forgive him or get back at him. They parted ways after their meeting.
- It's revealed in Book 3, Chapter 7, that she's the second youngest granddaughter/grandchild (of Nana), meaning that she's the older twin of Party-Girl Sister.
- She has a resemblance with Hailee Steinfeld.