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Jessie gave birth to Tiffany at 16 years old, and she has always been the one looking after her. However, 20 years later, Jessie and Tiffany are very distant from each other due to Jessie's questionable lifestyle choices.

Tiffany sometimes talks to the player about staying away from her mother and her lifestyle. Jessie and Tiffany no longer hold a strong bond or mother-daughter relationship with each other anymore.

Despite their opposing personalities, Nikki and Tiffany are fairly decent friends. Deep down, Tiffany thinks that Nikki is a weird girl, but bears no negativity toward Nikki nonetheless.

Not much else is known about their relationship due to their lack of any interaction on-screen. Although they're never shown on-screen together, Tiffany and Audrey are close friends from school, and Tiffany mentions her several times during the game.

A few things she mentioned are that Audrey has offered Tiffany drugs before, but Tiffany hated them and never tried it again. Another example is when the player gives Tiffany a gift, Tiffany occasionally states that Audrey is going to be jealous of her.

In addition, Tiffany sends a picture to the player of a panty shot of herself, the text states that her "bestie" took that picture in class when she wasn't paying attention, implying that Audrey was the culprit.

Tiffany is a student of Aiko's and is very polite to her, referring to her as "Ms. Yumi" despite the fact that Aiko told Tiffany that she is allowed to call her by her first name.

Aiko seems to think Tiffany is slightly annoying, but Tiffany seems to like Aiko a lot. Tiffany loves hearing her lessons in class and checks up on her grades and scores on occasion.

Tiffany and Kyanna get along with each other very well. Due to her motherly characteristics, Tiffany really loves Kyanna's son and will babysit him whenever Kyanna is busy.

During one of their friendly chats, the player runs into them playfully arguing at the gym whether Kyanna should pay Tiffany or not, Kyanna insists on paying Tiffany and Tiffany insists that she did it out of kindness, not for the money.

As such with all the girls, Tiffany has a positive relationship with the Player. She is very polite and benign to the Player.

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