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Chapter 9
by
Cmello
What's next?
Office chat
Riley gets into your office dressing sexy as ever. She has grown so much more confident the last few days as she casually strolls over and sits down in your bosses desk. It’s crazy, the shy, cute girl has become confident and hot, She was off interviewing today and wore a red top, long black skirt and black stockings. She looked fucking hot.
“So, why did you want to talk about?” Riley asked with a smile
Kyle speaks, “Tyler and I made a deal. That you will have to spend an entire day with me at my house in my pool with me. You can wear as much… or as little as you like. We can do as much or as little as you like but you’ll be there from 9-5 Saturday.”
Riley’s eyes drop and her mouth is agape but she keeps listening and doesn’t interrupt

Kyle continues: “In exchange I’m going to be less rough on Tyler at work and give him some information.”
“What kind of information?” Asked Riley.
You hold your breathe. You didn’t think about this. You let Kyle continue:
“Men stuff. Help him out when it comes to sex and the likes. Basically, it would be great for you too. Could lead to more bedroom fun.”
Wheeeu he covered for you. Riley wouldn’t like you inquiring about another woman. Though it did seem like your boss was helping you out with sex tips. Further embarrassing me but that might be better than the alternative.
You didn’t know what deal he was going to offer and now you will have to picture what you imagined happening at the pool. You shutter thinking about Riley in the pool. Seduced by Kyle to strip down. Playing with and sucking his cock…

However, you really want this info on your sister so you push though thoughts down.. you’ll also have to figure out what you’re going to tell Riley why she has to go over there. Probably best to admit to getting sex tips…
Riley broke you out of your thoughts by saying, “deal.”
In which Kyle stands up and says they need to shake on it.
Riley reaches for Kyle’s hand and he says, “uhh noo, that’s not how I want you to shake.” Indicating towards his cock. Riley looks at you and you nod your head.
Riley gets on her knees and pulls out Kyle’s cock. “In your mouth. I want you to get my cock a little wet before you shake it. As a sign of good faith of a deal well struct.
You swear Riley licks her lips before taking Kyle’s cock in her mouth.

“Show your blyfriend hodeep you can suck baby.” Moans Kyle and Riley takes him deeper. This goes on for a minute before you interuot, “I think we’re okay to shake on it now.”
Riley and Kyle break out of their trance as Riley takes Kyle’s cock in her hand. Spit falling off the tip. She jerks him off while looking up saying, “Deal?”

Kyle returns the phrase, “deal. You can go. Looking forward to Saturday.”
As she was leaving Riley turns and hikes up her skirt looking at you biting her lip. God she’s sexy. She purrs, “I trust you Tyler and looking forward to seeing how this deal benefits us. Maybe later tonight”

And with that she was out. Leaving both me and Kyle with boners.
____
Later pool day chapter:
What's next?
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Approved cheating
Workplace sexting gone wrong
Story starts off focusing on a couple and how they are tricked/seduced by the man’s boss. The story then takes some wild turns as more information becomes known. Tyler realizes the once unwanted girlfriend sharing can be used to his advantage to get what he wants. He has the opportunity to upgrade his sex partner. He has the opportunity to make his sister his.
Updated on Jan 15, 2026
by Cmello
Created on Oct 4, 2025
by Cmello
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