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Chapter 218
by
Jjaymes94
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Let’s make a deal
“More…” Dean said. Ron smirked, “So you liked what I’ve taught her?” Summer just sat there silently with a smile on her face, just letting the men talk about her. “Yeah, I mean she has improved tremendously, dare I even say to pornstar level good…” Dean said.
“Well thank you,” Ron said taking the credit. “I’ve had a lot of experience and Summer is an eager learner! So you want me to teach her more?” Ron asked.
“Yes… but with boundaries…” Dean said. “Boundaries?” Ron asked. “Yes like…” Dean started to say before Summer interrupted him, “I want to lose my virginity to Dean on our wedding night!” “Right,” Dean agreed, “So that means no sex or penetration of her pussy at all…” Dean said. “Also no kissing… this is strictly business…” Ron just sat there without any shock or disappointment on his face, Dean didn’t know quite how to read him. Dean tried to think of other things but couldn’t. “Is that it?” Ron asked. Dean looked at Summer who then shrugged. “I guess so…” Dean said.
“So what’s in it for me?” Ron asked. Dean was confused by the question considering he gets to have a sexual relationship with a stunning young woman, that should be reward enough. Summer butted in, “Well I can still give you free food at the restaurant…” Ron shook his head, “well that’s a start…” He wanted more… but what?
“Getting sexual favors from my beautiful fiancé isn’t enough?” Dean was a little ticked off. “You said this is strictly business, I have to devote a lot of my free time to this, I’m basically her teacher and should be paid accordingly.” Ron explained. “You want to be paid? You want money?” Dean raised his voice a little. “No, no, calm down,” Ron said, “I don’t need your money, I really don’t need the free food either, but I’d like to see that I’m appreciated in this work relationship.” Dean wasn’t sure what he was getting at, “So what do you want?” Dean asked.
Ron pondered the question and rubbed his chin thinking. “First I would still like the free food from Summer’s restaurant, I’d like to take you guys on your individual bachelor and bachelorette trips. I also would like to be in charge of the lessons, I am the experienced one after all. Lastly I would like to be able to record Summer’s lessons with me for educational purposes and my own personal use.” Ron said.
Summer paying for Ron at her restaurant wasn’t a big deal and Dean wasn’t sure why Ron wanted to take them on their bachelor and bachelorette trips but that was fine. Also he is the expert so he should be in charge of the lesson plan. But the last part… “You want to record my fiancé? No! We don’t want you posting that or sharing!” Dean said. “Woah woah, I never said that, I said for educational purposes, you know to help her and teach her and for my own personal use, I wouldn’t share it with the internet or anyone.” Ron said. Dean was still weary. Summer stuck out her hand, “Deal!”
“Well I guess we have a deal,” Dean said as he shook Ron’s hand after he shook with Summer. “Good!” Ron says.
“I think we should start our lessons right away!” Ron says. “Okay! Summer says with excitement. “Dean, if you would…” Ron says while he stands up and gestures to the front door. Dean sheepishly gets up. Ron walks toward Dean but says “Clothes,” to Summer. She obediently starts to undress. Ron then leads Dean to the front door, Dean glances back to see Summer remove her top, her bra barely holding on to her large breasts. Ron and Dean get to the front door, Dean was unsure what to say… “Thank you…” Dean said, was that the right thing to say? “You’re welcome,” Ron said. Dean left and Ron shut the door behind him.
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A story about being a generous roommate
Dean and Brooke have been dating for quite some time now, completely comfortable together. They love to experiment in the bedroom and try anything. Richard is Dean’s nerdy roommate, they have know each other most of their lives with their parents being friends and neighbors. Dean feels bad for Richard because he has had no luck with the ladies. A virgin nerd who use to live in his parents basement until Dean was convinced by his own parents to have Richard move in with him. Dean figures he could help Richard out once more and share Brooke with him and tap into another sexual fetish of his... win-win? Right?
Updated on Jan 28, 2026
by Jjaymes94
Created on Sep 12, 2020
by Jjaymes94
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