Skip Brentwood

Skip Brentwood III, a character in the Bachelorette Party book, is Diana's fiance who is a senatorial nominee in Connecticut. Although he is first mentioned in Chapter 1, he is first seen in Chapter 4.

Appearance
Skip has light skin, grey eyes and light brown short hair. He wears a grey suit with a white shirt and a black tie.

Personality
Skip can be described as conservative because he doesn't want to jeopardize his campaign for senator. He is also rude towards others and Diana, as well as pompous and selfish. He can be charming at times in front of his public.

According to Diana, he was different before the campaign and more fun.

Bachelorette Party

 * Chapter 1: Let The Games Begin... (Mentioned)
 * Chapter 2: You Can Win It Back (Mentioned; Determinant)
 * Chapter 3: Watch My Hands... (Mentioned)
 * Chapter 4: Double Down
 * Chapter 5: New Player at the Table
 * Chapter 6: Raising the Stakes (Mentioned)
 * Chapter 7: High Roller (Mentioned)
 * Chapter 8: Running a Con
 * Chapter 9: That's Game...
 * Chapter 10: Eighty-Sixed (Mentioned; Determinant)
 * Chapter 11: Deal Me Out
 * Chapter 12: Going Bust (Mentioned)
 * Chapter 13: On a Run... (Mentioned; Determinant)
 * Chapter 14: Call in Your Chips
 * Chapter 15: Give 'em a Show!

Diana
Diana is Skip's fiancee until Chapter 15. They met three years ago at the university's library. He is running for senator and is the main reason why Diana doesn't want to party crazily in Las Vegas. She says that he wouldn't forgive her if she did something to hurt his reputation and thus his chances. When Main Character asks Diana about the wedding, Diana tells her that instead of a bouquet, she will be holding his family's seaxes -medieval knives with a notched blade- as it's family tradition.

In Chapter 4, he calls Diana to scold her about a video that went viral, where it shows her and her friends chasing a stripper. He tells her that she is acting classless and that he will get a plane to Las Vegas to bring her back to Connecticut and stop her from making a fool of herself. According to Diana, he is always disappointed in her and he doesn't believe that she is good enough for him. He arrives near the end of Chapter 8, and chases after your group while you chase after Larry.

In Chapter 15, when Main Character and/or Diana tells him that they had just been kidnapped and were able to escape, he says that if they schedule a primetime interview, Diana's ordeal would be good publicity and give him millions in free campaign advertising. When asked if he cares, he says he cares deeply about economics, international relations, data analytics, and a good pair of khaki pants. When Diana is upset by this and breaks off their engagement, he appears heartbroken, telling her that he wants her to be his "Jackie" (Kennedy) to his "John". She almost fumes at him, saying he is nothing like John F. Kennedy, and returns his engagement ring. He leaves and Diana later mentions that she is happy without him. She says that they will never get back together and that she may have already tweeted a video of him getting dragged offstage.

In the bonus ending, he reappears in Diana's ending in which he has lost everything and goes to the Doomsday Festival to find himself. There he ends up in the thunderdome arena where Diana is the champion. He tells her that he is a changed man and that he wants her back, but Diana proceeds to show no mercy and beats him up.

Main Character and Friends
He is rude towards the group, and considers them a poisonous influence on Diana, as well as the real reason behind her little lapse in judgment.

In Chapter 3, you notice that Diana doesn't seem very happy when talking about her upcoming wedding. Skip's family is very conservative. Main Character can suggest she get a pre-nup, talk to him, or take a stand before it's too late.

Trivia

 * He resembles Colin Harper from The Sophomore, Book 2.
 * In Chapter 4, Diana brings up his competition, the Wilberforce campaign.
 * In Chapter 5's premium scene, Skip guesses that Diana is fond of the perfectionist boyfriend who controls metal. This could be a reference to Beckett Harrington from The Elementalists series.
 * He is the heir to the Davenport Bottled Waters fortune, and his family is old or traditional enough to have a Coat of Arms.
 * One of his major donors is the proprietor of the biggest carob farm in California.
 * On November 3, 2023, they changed the name to Brentwood Bottled Waters.
 * His crimes include fraud.