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Chapter 46
by
Jjaymes94
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Dean wakes up
Dean doesn’t wake up from his alarm, instead Brooke’s gently rocks him awake.
“Hey sleepy, I thought I would return the favor for you!” Brooke says.
Seeing his hot girlfriend wake him up was a good start to the morning. Although immediately after she puts on her sleeping mask and goes to sleep. At least this sleeping schedule will only last this week, then hopefully everything will go back to normal. Dean has some morning wood he needs to take care of now. He starts to remember what happened last night and that it wasn’t just a dream. He gets in the shower and recalls the events of last night. He jerks off in the shower, the water washes his cum down the drain.
After his shower, he gets dressed quietly trying not to wake Brooke. He does his normal routine of eating and then leaving for work. Dean takes a brief moment at the front door, the house is silent, it’ll probably stay silent with both Brooke and Richard sleeping on a different schedule then himself.
Dean drives to work. Work always sucks after the weekend. To make matters worse, Dean was told he would be going on a business trip next week, all week. There’s always positives and negatives to his business trips. The positives being he gets to travel, in this case he’s traveling to Florida. He also gets a mini vacation of sorts, he doesn’t work many hours when there so the rest is up for his leisure. The negatives mean not seeing Brooke for a week. Now with his ongoing experiment and master plan, it’s even worse. Dean won’t be able to spy on Brooke and Richard at all. Dean weighs the positives and negatives and this trip in particular didn’t come at a good time. Dean doesn’t remember the plan and what’s to come this week, he will have to check his notes he took when he arrives home.
Dean sulks as he rides home, he doesn’t want to leave next week. The timing of this couldn’t be worse. This week Brooke is on an opposite sleep schedule for the week, the weekend hits and then he goes away for a week. Dean arrives home.
The house is still silent, nobody has been downstairs all day. Dean fetches himself some dinner and eats alone, this has become the new normal now. He has become a better cook because of this if that’s any consolation prize.
Dean has no motivation to do anything else but plop on the couch and be a lazy piece of shit.
Richard doesn’t come down the stairs at his usual time. The sun sets and darkness starts to engulf the room. Dean doesn’t bother turning any lights on, the TV is the only thing illuminating the room.
It passes the time when Brooke wakes up for work, he doesn’t bother to wake her up like yesterday, her alarm can do it. A couple minutes later he can hear the shower turn on upstairs. Richard comes walking down the stairs to finally join Dean. Dean can’t tell if he was expecting him to still be downstairs. They don’t talk much.
Brooke makes her way down the steps and greets the both of them, this time she is more appropriately dressed for work. She is wearing pants this time, although extremely tight, wrapping her curves perfectly.
Dean mentions that he has to go on a business trip for a week next week. He stares at her to see a type of reaction. Brooke doesn’t react sad or happy, she just says okay and goes to her home office to start her day.
Dean watches TV with Richard for a few more hours while Brooke works in her home office. The time comes for Dean to go to bed, Richard didn’t look like he was going anywhere. Dean says goodnight and heads up to bed.
Sleeping in his bed is lonely, the only positive is that he has all the room and doesn’t have to worry about his covers being taken. Dean falls asleep.
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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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