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My Messy Life with Stepmom and Stepsister

Chapter 18 / 30

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Chapter 18

My Messy Life with Stepmom and Stepsister

"Just a kiss? She didn't do anything else? Like, maybe grab your cock or something?" Chloe leaned closer and whispered in his ear, "Or did you guys go to a hotel and fuck?"

"No!" Sam almost choked on his own saliva at her blunt question. "Why would we do that? It's our first time meeting each other, for fuck's sake. Even the kiss was a bit too soon."

Chloe giggled at Sam's reaction, finding it cute how easily he got flustered. "Alright, alright. No need to get so defensive. But let me tell you, Diana is not the type to wait around. If she wants something, she'll get it. And trust me, you won't be able to resist her."

Her words made Sam think of the picture Diana had sent him earlier, making his dick twitch again. She was definitely not shy about showing her desires and her sexy body, and Sam found it extremely arousing.

'If she really wanted to have sex with me next time, would I be able to refuse? She's so fucking hot, and her body is like a work of art...' Sam gulped at the thought and quickly shifted his attention back to Chloe.

"I'll be careful then. But what if things go too fast? We might regret it later," Sam said, trying to be rational, even though his mind was screaming, "Go for it!"

But Chloe just rolled her eyes and waved her hand dismissively. "Nah, don't think too much about it. If it feels good and both of you are okay with it, then just do it. It will also allow you to know if your bodies are compatible, you know? Sometimes, two people can be good emotionally but not sexually. Better to find out now than later."

Sam wasn't sure if Chloe's logic was sound or if it was just an excuse for him to fuck Diana sooner. But then again, he didn't want to wait either. He wanted to experience what it felt like to be inside her tight, wet pussy. He wanted to hear her moan his name as he fucked her hard. He wanted to do all kinds of dirty things with her that he had only imagined before.

And most importantly, he wanted to get rid of his virginity and forget about his stepmother for good.

Though Chloe's words made something click in his head. "Wait, does that mean you also tested your body compatibility with different guys before dating Jake?"

"Pft. Why do you want to know? Are you curious if I've been with other guys besides him?" Chloe tilted her head and looked at Sam with a teasing smile.

"Seriously. Tell me the truth, Chloe." Sam frowned. "You're my sister, and I think I have the right to care about you."

Seeing Sam's concerned expression, Chloe felt touched and couldn't help but reach out and cup his cheek affectionately. "Oh, Sammy, don't worry. Yes, I did hook up with a guy before Jake. But it didn't work out, so we broke up quickly. Then I met Jake, and well... I think he's the one. So no, I haven't slept with many guys, and I'm not planning to."

Sam was relieved to hear that, but he still felt a little uncomfortable knowing that his sister had done things like that with other guys. Yet he couldn't judge her either because everyone has their own life to live. As long as she didn't mess around with multiple guys or become a fuck buddy for others, it was acceptable.

But still... Sam didn't like to imagine her with someone else, especially when he remembered what happened this morning between them. Somehow, the possessiveness of brotherly love mixed with something more was stirring inside him, but he pushed it aside.

"Well, as long as you're safe and don't become someone like those easy girls, it's fine, I guess." Sam sighed and gently took Chloe's hand off his cheek. "Just take care of yourself, alright? You know I worry about you."

"I know, Sam. And I'm glad you're my stepbrother. You're the best." Chloe grinned and leaned in to kiss Sam's cheek. "Now, enough about that. Since I helped you with Diana, I think you should treat me."

"Treat you? With what?"

"Mmm, let me see..."

Chloe's eyes trailed down from Sam's face to his neck and chest, stopping at the bulge in his pants that was not as noticeable as before. Her gaze lingered on it for a second, making Sam feel self-conscious.

Suddenly, an idea popped into her head, and she smirked devilishly.

"I know what to ask." Chloe's eyes glinted mischievously as she looked up at Sam's face again. "I want to sleep with you tonight."

"Huh? What? Sleep... with me? Are you fucking out of your mind?" Sam exclaimed in surprise. "Do you even realize what you're saying, Chloe? How can you ask me something like that?!"

"What are you freaking out about? I didn't say 'sleep' in that way. I mean I want to sleep in a literal sense." Chloe rolled her eyes at Sam's overreaction. "Geez, you're such a prude. I'm just saying I want to cuddle with you, nothing more."

Sam's expression turned from shock to embarrassment, and he rubbed the back of his neck awkwardly. "Cuddle... with me? I mean, isn't it better if I treat you to something else? Like a gift or a meal?"

"Nah, I want cuddles. You have to give something I want, not what you want. So, is it a yes or a no?"

Chloe raised her eyebrow and crossed her arms, waiting for his answer. She knew Sam was weak to her pleading eyes, and she wasn't above using that to her advantage.

But Sam hesitated. The reason wasn't because he didn't want to cuddle with Chloe; it was because of how it might look to others if they found out. More than that, Sam was still struggling with the strange feelings he had towards her ever since this morning. Cuddling would make it even worse.

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