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Chapter 26 by olly olly

What's next?

Samantha comes to see you in your office a couple days later

"You do know that my sister tells me everything, right?" Samantha says before she's even sitting down. She's bursting with energy, but isn't quite angry.

"Everything?" you ask.

"We've been over this before. EVERYTHING."

"To be fair, it took a little work to drag it all out of her, but in the end she can't say no to her big sister," Samantha says.

"I've had a similar experience with her," you say smirking.

Samantha glares at you.

"Well first off, it sounds like she neglected my dog!" She says eventually, sounding exasperated.

And then looking both ways to make sure nobody can hear you even though you are in your office with nobody around she says, "She told me you used my... you know what... on her!" Samantha whispers.

"Did she tell you that I sucked on your vibrator before I put it in her?" you ask casually.

"No," Samantha admits anxiously.

"See you don't know everything," you say.

You like how much fucking her sister has opened up the nature of your conversations with Samantha. You never could have talked with her about sex before. But now it's like you have a back channel communication aside from your proper Employee-Boss relationship.

"She told me about my favorite lingerie! I should burn it now," Samantha says.

"You're not going to burn it. More likely you'll wear it tonight and think of me when you do," you say cockily.

Samantha blanches because she had already secretly thought about doing that.

Jimmy is too much of a slob himself to notice the mess that was made by you and Claire in their home. But Samantha knew immediately what happened and the called her sister to yell at her.

"The least you could have done is do the laundry!" Samantha said through the phone. But after the call, Samantha secretly leans down and smelled the crusty cum stains on the sheets. She wouldn't have done it if it were just some random guy her sister was fucking, but she was curious about what her boss at Google would smell like.

Later when she learned more about your sex-filled weekend with her sister, Samantha purposely made sure her husband didn't find out because she was debating whether to wear the lingerie to bed and she didn't want him to know why she was wearing it.

"And, just to get everything out in the open, she told you about the anal sex," you say after a while of Samantha not saying anything.

This wasn't how the conversation was going to go in her mind. She didn't expect you to talk about things openly. She thought she was just giving you a warning shot of some kind.

Samantha nods.

"And did she tell you about..."

"Yes." Samantha says cutting you off. She's looking down at her hands. She's not prepared to hear you talk about fucking her asshole - about how you fucked her sister's asshole pretending it was hers.

She's as much surprised by the kinky roleplaying as she is that her sister was able to fit you up in her ass. After how much Claire has talked up your size - going on and on about your horse cock - she doesn't get it. She's not sure if she should be horrified or proud of her little sister.

"Did you have a good weekend too?" you ask.

"I did," Samantha says looking you in the eye again. "Though it doesn't sound like it was quite as exciting as yours."

What's next?

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