Ashley winter's dad died when she was young, she doesn't have many memories of him, it was just her and her mom, they had things easy but Ashley's mom was starting to get lonely, Ashley could tell because her mom did the same thing every day, that was until her mom met James brown, he was a gentleman and not too bad on the eyes, but he did have son the same age as Ashley, the day Ashley met Jordon she didn't mind him, he wasn't as bad as other guys she'd met before, but when James and her mom got married and they moved in with James and Jordon, Ashley and Jordon started to bond, Ashley believed that Jordon was one of her only true friends, until Ashley has a strange encounter with Jordon, making Ashley rethink her relationship with Jordon, Ashley starts feeling more for Jordon, she starts worrying, he's her stepbrother and she had feelings for him, Ashley knew if she told him he'd never look at her the same way, until one morning, something changed, Jordon catches her off guard, with something she never imagined, Ashley in a position she never thought she would be in, she's not sure if she hates it or loves it, but she's sure there will be plenty of people who hate it for her, where will this lead Ashley, will it mess up her entire relationship with her mother, stepfather, and stepbrother, or will love persevere?
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Ellie has lived in Santa Barbara her entire life with her parents and lovely friends. She's had a simple life with no complications and has always kept it that way. In her junior year of high school, she's a little bored of the same old life and is willing to gamble her comfort zone for some fun experiences. And what could be more fun than falling in love?
Zach has finally come back home after two years at a boarding school in England and this sweet little troublemaker has come back ten times worse. With a cigarette dancing between his lips, he screams trouble louder than he ever has before. Coming back into town, he's hoping to reunite with his friends.
Nathan, Brett, Spencer, Ashley, and Ellie.
After finding out that sweet little Ellie is looking for some fun, Zach offers her a bet. If he wins, she has to live with him for a month, in which he guarantees to make her fall in love. If she wins, he'll leave her alone for good.
Their history of being best friends can't repeat itself. Not this time. This time, there's more to the two than just friends.
This time they're going to bet on it and gamble for love.
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