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Chapter 168
by
Jjaymes94
What's next?
Sunday
Dean woke up Sunday morning in a panic and quickly realized that it had been just a nightmare. Brooke lay peaceful in his bed right next to him.
Dean’s nightmare was about Brooke actually leaving him for Richard. This nightmare made Dean uneasy, it felt too real to him and felt it still could possibly happen.
Dean doesn’t have any good reason to distrust Brooke considering she has been more than cooperative with him. She did the Master Plan all for him, he should trust her, but something just doesn’t sit well with him. Maybe it was all just another game, maybe Brooke wasn’t done with Richard. Dean didn’t know if he was being stupid or if he was on to something.
Brooke laid asleep, she looks innocent to Dean, but he knows what she can be capable of.
Dean tried to fall asleep but couldn’t get the images of Brooke and Richard together out of his head.
Sometime later Brooke wakes up, Dean feels like he hasn’t slept since initially waking up. Brooke shifts in the bed and Dean opens his eyes to Brooke staring back at him. “Good morning sweetie!” She said to him, “how did you sleep?” Dean replied, “good” although that was a lie.
Even though Brooke just woke up, she looks as beautiful as ever. Dean admires her for a moment before Brooke asks him, “What?” Dean can feel the urges inside him building up, he pulls Brooke close to him and they embrace in a passionate kiss.
After a little while Brooke breaks the kiss and pushes Dean away, “Before this gets too far, I just wanted to ask if it’s okay that we don’t have sex today.” Before Dean could object, Brooke continued to speak, “It’s just that I’ve been going at it everyday for a couple months now and I’d just like a one day break... is that okay?” Dean already had a boner and was ready to fuck Brooke, the damage was already done. He had no right to go against her wishes so he begrudgingly accepted her request.
“Thanks for understanding, honey.” Brooke smiled at Dean before getting out of bed. “I’m going to make breakfast!” Brooke left Dean’s room to go down to the kitchen.
Dean watched Brooke’s sexy body as she walked out of his room. How could she do this to him? Dean was left in bed with a boner. He debated whether he should jerk off or not, it didn’t seem he was going to have sex today. She knows how Dean’s life has lacked sex, was she being selfish? Or was Dean being selfish, Brooke has had sex basically every single day for months now and wants a break, after all, the Master Plan was all for Dean. Dean pondered his thoughts and lost his boner from the critical thinking.
Dean got out of bed and slowly made his way downstairs, Brooke should have his breakfast ready soon.
Breakfast was ready and already set out on the table for Dean. Brooke noticed Dean and pulled out his chair for him, “Breakfast is served!” She said cheerfully. Dean sat down and started eating, Brooke sat across from him and starting eating as well.
Dean couldn’t help but remember what happened at breakfast yesterday. He was sitting in the same exact seat Richard was when he was receiving a blowjob from Brooke. But now, Brooke isn’t doing the same for him, instead she wants to abstain from sexual things today. Dean was slightly angry about it.
“So what do you want to do today?” Brooke asked Dean. All he could think about was sex and the fact that he’s not having it. He just shrugged his shoulders. “Well I was thinking we could go to a winery? Like have a nice date, what do you think?” Brooke asked. Dean was indifferent about it, “I guess if that’s what you want.” Brooke was excited, seemed like she really wanted to go, “okay!”
Brooke cleaned up the table and said, “I’m going to shower and then we can go!” Dean knew that Brooke didn’t specifically ask him to shower with her but he wasn’t going to miss the opportunity like he did last time. He also thinks that Brooke could change her mind about the no sex thing today once they are both naked. Dean followed Brooke up the stairs back to his bedroom.
“Oh, so you are going to join me this time?” Brooke laughed as she undressed, the shower had already been turned on. Dean quickly tore off his clothes and followed her into the bathroom, his penis was already at full attention.
Brooke stepped into the shower and Dean followed close behind. She began wetting herself facing away from Dean who had to stand out of the water and wait his turn. He was watched as the water ran over her perfect ass.
Brooke wasn’t paying any attention to Dean so he decided to poke her with his penis to get her attention. “Stop that,” she swatted at his penis. Brooke put some shampoo in her hair now, still facing away from Dean.
Dean tried again, this time pushing himself against her, he reached around her and grabbed her boobs while simultaneously rubbing his cock on her ass.
“Dean!” Brooke scolded him. “I told you not today! I meant it! Please.”
Dean backed off, “Can I at least get in the water and wash your body?”
“You lost touching privileges and you can wait until I’m done.” Brooke smirked at him before turning away from him again.
Dean stood out of the warm water and watched as Brooke cleaned herself in the shower, it was such a tease.
After a couple more minutes Brooke tells Dean, “the shower is all yours” and leaves to dry herself. Dean quickly washed himself and got out of the shower. By the time he was done, Brooke was already dressed in a flowery sundress, she was seated at her mirror, doing her makeup.
Dean threw on whatever clothes he could fine and didn’t put much thought into it. “Ready to go?” He said. Brooke turned around to see Dean and looked him up and down, “No no no.” She stood up and walked over to Dean’s closet and picked out an outfit for him to wear. “Wear this,” she said and she walked back across the room. Dean watched Brooke walk away from him, her small sundress was dangerously short, they showed off her beautiful thighs though.
Dean undressed from the clothes he picked and put on the clothes Brooke told him to wear. Brooke was eventually ready and they both got into Dean’s car and we’re off to the winery.
Dean wasn’t really in the mood to go but it’s what Brooke wanted and she gets what she wants. The positive for Dean was that there was ****.
Dean and Brooke stayed at the winery for a couple hours before heading home. The highlights of the night included Dean noticing Brooke wasn’t wearing any underwear when she uncrossed and recrossed her legs, her dress was so short. Another was that everything seemed normal between the two of them besides the fact that Dean was sexually frustrated for the day. Also many guys were checking Brooke out which realistically made Dean proud of himself for being the one that gets to bang her, well not today but maybe tomorrow.
Brooke had so much wine that she needed a nap after, she went upstairs while Dean sat in the living room. He didn’t realize how tired he was and passed out on the couch.
Both Brooke and Dean woke up after an hour or so. Dean woke up to the doorbell, he was disoriented, he didn’t realize he fell asleep in the living room. Brooke came running down the steps and opened the door. Dean peaked around the door to see who it was.
Who was it?
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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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