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Chapter 68
by
Jjaymes94
What's next?
Dean wakes up
Dean wakes up in the middle of the night. He takes a second to realize where he is, forgetting he wasn’t home but in a hotel. He looks at the clock, he only has a couple more hours until he has to get up. He shuts his eyes and falls back to sleep.
Dean’s alarm goes off to start his day. He checks his phone for anything interesting. He looks at any news stories from last night he missed and checks the weather. He lingers on opening the app to view the cameras at home, they probably aren’t up right now, it’s early.
Dean goes to the bathroom to start the shower. He picks up his phone again while he waits for the shower to heat up. One quick glance at the cameras won’t hurt.
Dean first checks in on Brooke in his bedroom. She’s there sleeping which isn’t surprising but what is surprising to Dean is Richard is sleeping there too. Dean’s roommate Richard was cuddling with his girlfriend in his bed while he is away on a business trip. He has mixed feelings about this.
Richard can be seen sleeping on his back with his arm around Brooke. She is laying next to him with her head on his chest and her arms and legs wrapped around him. The covers are up to Brooke’s bare shoulders, neither of them seem to be in clothes. Dean notices the lacy lingerie Brooke was wearing yesterday on the floor on Dean’s side, or Richard’s side now only confirming that they are both naked. Dean only looks a second more before putting his phone down and showering.
Dean’s cock rises in the shower instinctively. He has been jerking off in the shower too much. He tries his best to ignore it, he has to get going.
Dean gets dressed pushing his erect cock down into his pants, he needs a distraction, good thing he has meetings and work to do. Nothing less sexy than sitting in a room with a bunch of old men.
Dean leaves his hotel room to head to the convention center where his business meeting is taking place.
After a couple hours the meeting breaks for lunch. When asked out for lunch by a coworker Dean declines. He figures he would go back to his room to eat food he already has also he has to go to the bathroom.
Dean goes back to his room, the closer he gets the quicker he gets. His bathroom business was more urgent then he thought. Dean gets to his room and goes immediately to the bathroom. He takes his phone out to pass the time.
Up until this point Dean forgot about Richard sleeping in his bed with Brooke. Dean really should move the app for his cameras off his first page, it wasn’t hidden at all, teasing him every time he opens his phone.
Dean gives into the temptation again. He opens the app and flips through the different cameras.
What does he see?
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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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