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Chapter 16 by olly olly

What's next?

Over the next few weeks..

You continue to hook up with Samantha's sister Claire once a week the next few weeks and when you do you have massively long sexcapades that last for hours with both of you cumming at least a couple times.

The days you don't hook up, you sext. You send Claire more dick pics and she sends you some nudes, in return - including, thanks to a little encouragement some that show her face.

You text not just how much you enjoy each other (including some messages from her such as, "you are one of the very few that can fuck me for hours and make me incredibly wet the whole time," "You are the best sex I've ever had," and "tell me when you're going to fuck me again.") but you also message each other about your other exploits. She tells you about the bad hook-ups she's still having (small dicks, too aggressive) and she makes you tell her about whenever you still fuck your girlfriend.

Claire seems to love the idea of you fucking Emma, but thinking of her. Just as she still seems to get off on you being her big sister's boss.

One night you invite Claire in for a midnight tour of the Google office. She makes you point out where her sister sits in her weekly touch-base meetings with you.

"Does she sit like this?" she asks as she spreads her legs wide open, showing her lack of panties.

"Only when she really needs something from me," you reply.

"Like a promotion?" Claire asks.

"Oh no, for a promotion she goes like this," you say and pull Claire up and then bend her over your desk. You hike her skirt up, displaying her pale white ass to you.

"Please, Mr. John, I need more money. I'll do whatever you want," Claire says with overly dramatic flair.

You assess her ass with your hands and then reach down and rub her wet pussy. "I'd say this cunt is good for a 5% salary bump," you say.

"Oh no, sir, I need more than that!" Claire says.

"Well, I could give you 10% for this ass," you say as you rub a finger around her puckered hole.

"15!" Claire says. You spit on your finger and then insert the tip into her anus.

"12 percent. And that's my final offer," you say.

"Deal!" Claire shouts and you plunge your finger into Samantha's sister's ass.

You have some lube, fortunately, at your desk. It was helpful for all the masturbating you've been doing during the work day. The lube is useful, because it's the first time you've fucked Claire's ass and even if she's done anal before, you've no doubt she hasn't had a cock your size up her ass.

You have to take your time to get inside her, but once you do, her ass feels wonderful. Claire seems to enjoy it too. You could happily fuck Claire's ass for hours, but you figure you shouldn't take your time. You don't want to break her. You fuck Claire up the ass on your desk until you empty yourself into her bowels. You shoot a nice thick load of your semen right deep into her asshole.

After Claire has cleaned herself in the bathroom, she asks you where her sister sits and you show her Samantha's workspace. She sits down in her sister's chair and you get down on your knees, pull Claire forward, and begin to eat her pussy. She tightly grips the arm rests of the chair when she finally orgasms on your face.

What's next?

More fun
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