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Chapter 167
by
Jjaymes94
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Lingering Questions
“I still have some more questions...” Dean said breaking eye contact with Brooke to look around the room again. “Okay, shoot, what do you want to know?” Brooke said with a smile, she was happy to oblige.
Dean had so many questions bouncing around in his head, it was hard for him to focus on just one. “Do you want to see Richard again?” Dean said. He looked at Brooke to see her genuine reaction. She looked a little thrown off by the question, “Well I mean, I’m going to probably see him again, he is dating my best friend.” Brooke said. She didn’t get what Dean was trying to say, “No, no, I mean do you want to see him again like sexually?” Brooke realized what he mean, “oh, well if that’s what you want!” Dean quickly butted in before she could get excited, “Oh no no, I don’t want that! I was asking if you wanted that.” Brooke understood, “Oh okay” she laughed. Dean didn’t think he got an answer, “Well do you?” He said. “Oh no baby, I’m ready to leave the Master Plan in the past, you’re all I need honey.” Brooke said with a smile.
“Did Richard want you?” Dean asked.
“Yeah, he wanted me, not as much as his father, Mike” she joked. Dean wasn’t in the joking mood, he was more serious. Brooke explained, “Well I mean, he wasn’t very good at showing his affection other than by fucking me, which he did whenever he got the chance.”
Dean had a follow up question, “Did he think you were going to leave me today to be with him?”
“Well yeah, you saw him, he looked devastated when I shut the door” Brooke said. “Did you ever tell him you were leaving me for him?” Dean asked. “Actually no, he would always talk about the future and stuff while I was sucking his dick so I never spoke, he wanted to be the next Hugh Hefner and have a playboy mansion. He wanted a harem of girls, starting with Alexa and me. So really he didn’t just want me, he wanted me in his group of women.” She shook her head like she was disappointed with Richard.
“So was Alexa on board with all of this?” Dean asked. “As far as I know she was all for it, like I said she loved fucking his cock more than I did and I really loved it.”
Dean remembered a time when he was being fucked and smothered by a pillow, “Were you the one who fucked me while suffocated me with a pillow?” Dean asked. “Well of course,” she laughed, who else would of it been?” Dean found himself a little disappointed, “Alexa?” Brooke laughed out loud, “Richard wouldn’t have allowed that, she is his fuck doll.” Dean quickly pointed out, “Were you not his fuck doll also?” Brooke smirked, “Well you got me, but that’s different because I was in on the Master Plan! I called the shots... well sometimes.”
“What do you mean, sometimes?” Dean asked.
“Well you only had written down some plans and then you told me to improvise, and I did for a little bit,” Brooke said. “But then Richard started doing whatever he wanted to me and I let him, I mean I didn’t care how I was getting that great dick of his, just as long as I was getting it.” Brooke continued, “A lot of the stuff that happened was Richard’s ideas and I went along with it because I knew you’d like it, it was authentic, like I was really cheating on you, was I right?”
“I mean yeah.” Dean said. “Well then, mission accomplished!” Brooke happily said. Brooke gets up and starts putting all the pictures back into the box. “Wait I’m not done yet!” Dean said. “I’m still right here, dummy.” She continues to shuffle through the box. “Oh and you should do a better job of hiding this.” She tossed a microphone on Dean’s lap, “You’re lucky I found this while we were packing up his room.” It was the microphone Dean haphazardly threw into Richard’s room. Dean threw it back into the box Brooke was packing up.
Dean stared at the ground, “I gotta ask, did he really cum in you 18 times yesterday?”
“18 times? What, where did you even get that number?” Brooke asked. “It was written on you in sharpie!” Dean retorted. “Really? Well to be honest I wasn’t keeping track, although 18 is my favorite number.” Brooke answered. “So you don’t know?” Dean asked again. “I’m sorry but I don’t remember, it was a lot though... you could ask Richard if you want,” Brooke teased him. “Very funny,” Dean rolled his eyes. “Have you at least been taking your birth control?” Brooke looked at Dean, “Babe, I have a IUD you know this. It’s like you don’t even pay attention.” She shook her head. Dean forgot she had an IUD inserted awhile back to prevent her from getting pregnant. The great thing about it was that he could cum in her without worry, although the IUD was preventing Richard’s cum from impregnating Brooke more than Dean’s at this point.
“So are we good?” Brooke said as she was turning the TV off. She made her way to her closet putting the box back in its place.
“No I have some more questions,” Dean said. Brooke looked a little annoyed, she wanted to be done with the interrogation. “Go ahead, I’m listening,” Brooke said as she was getting dressed.
“If you could change anything about the Master Plan, would you?”
Brooke immediately answered, “No, honestly there isn’t anything I would have wanted differently, it was fun, we explored your kink and that’s that.”
“Hypothetically then, would you do it all over again? Like...” Dean asked before Brooke interrupted him, “In a heartbeat.”
“You didn’t even let me finish,” Dean said. “Oh sorry honey, what were you going to say?” Brooke said while facing away from him and toward her closet. “I was going to say, with Richard or with someone else?” Dean watched her closely to gauge a reaction.
“If it’s what you wanted then to be completely honest with you, yes and yes, it was fun.” She looked back at Dean who didn’t seem all too thrilled with that answer. She continued her train of thought, “but that’s all hypothetical babe, let’s just settle down with all that extra stuff, I just want it to be you and me!”
Brooke walked over and embraced Dean in a hug, “I love you honey,” Brooke said into his ear.
“I love you too.”
Dean and Brooke went about the rest of their day, no mention of the Master Plan or Richard or anything about the events of the past couple months. They relaxed, watched a movie and Brooke made them a home cooked meal. It was a lazy day for both of them, you would have thought it was a Sunday but they both needed a rest anyway.
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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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