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Chapter 100
by
Jjaymes94
What's next?
An empty living room
Dean opens his eyes, he felt he just had them shut for one second but nobody was in the living room anymore. He struggled to keep his eyes open, he thought he could hear noises coming from upstairs. Dean drifted off to sleep again before he could investigate.
Dean wakes up again but this time much later, it was late morning. He doesn’t feel good, must be from the booze last night. He gets up off the couch, he was still naked from the night before. He needed to get to a bathroom.
Dean rushed upstairs to his bathroom, he passed Richard’s room which was closed. He was in too much of a rush to listen in.
Dean went through his bedroom door, his bed still made from the night before, Brooke didn’t sleep in their bed last night. Dean rushed into the bathroom not sure if he needed to throw up or go to the bathroom.
Dean sat on the toilet, his head in his hands, he felt like shit. He sat on the toilet for awhile, his head was spinning. He finally left the toilet, at least he held his liquor and didn’t throw up.
Dean leaves the bathroom into his room, his bed still made, he remembers now that Brooke never slept here. He crawls into bed to possibly get more sleep. He wants to check his phone to see where Brooke is. He ended up leaving his phone downstairs with his pants. Frustrated he lays in bed with his eyes shut.
The next time Dean opens his eyes it’s the afternoon and Brooke is entering the bedroom. Her hair is disheveled and she was still wearing her soaking wet thong and nothing else. She crawled into bed not noticing that Dean was awake. Brooke falls asleep before Dean could say anything to her.
Dean laid awake thinking about the events of last night and what could have happened after he fell asleep.
The faint noises of moans can be heard coming from down the hall. Dean checked next to him although he already knew Brooke was next to him. It definitely wasn’t Brooke for once so that was a relief. Richard and Alexa must be having some fun.
Dean finally felt better and went into the bathroom to wash his face. Upon returning, Brooke was awake. He joined her in bed.
“Hey baby,” Brooke says with a yawn. “Hi” Dean says, he felt uncomfortable. Brooke tried to talk to him like normal but Dean wasn’t being very talkative. Both of them seemed to be avoiding the obvious.
Brooke finally talks about it, “Do you want to talk about last night? I’ll tell you everything if you want.”
Dean wasn’t sure if he wanted to hear about last night or not.
“I can give you as much or little detail as you want!”
Alexa can be heard moaning down the hall, both Brooke and Dean can hear it but ignore it.
Dean gives it some thought...
Does Dean want to hear about last night?
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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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