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Chapter 90
by
Jjaymes94
What happened?
The flight is delayed
The flight has been delayed. Dean was too busy rushing to be on time he never checked his phone about his flight.
Defeated, Dean goes and sits down. He now checks his phone. He now sees the email showing that the plane is delayed, he also sees a text from Brooke, it’s from this morning.
Brooke: Hey Dean we have a double date tonight with Richard and Alexa! See you when you get back today!
Dean almost forgot that Brooke got Richard another date with Alexa, but of course it’s a double date. At least Dean will get to see the progress of Richard, hopefully this date will go much better than the last one. Dean hopes this weekend that his Master Plan will be completed, he isn’t sure how much more of this he can take.
The plane Dean is supposed to be flying on is running late, supposedly it’s supposed to be only an hour. He was still a little drowsy, he nods off for a little bit.
Dean wakes up to the announcement of boarding his plane. He grabs his things and gets in line to board. He decides to text Brooke.
Dean: Flight was delayed, boarding now.
Dean doesn’t receive a message before he has to turn his phone on airplane mode. Dean plays some games on his phone to pass the time on the plane.
The plane lands without trouble, just late because of the delay. He checks his phone on the way to baggage claim, no text from Brooke. Dean collects his things and goes to the parking lot to his car.
Dean drives home from the airport, thoughts run through his head of Brooke and Richard together. Last time he checked Brooke was upset with Richard about trying to have a threesome with Tim. He wonders how it’ll be when he arrives home.
Dean arrives home much later than expected, it’s starting to get dark out. Dean opens his front door to his living room.
What does Dean 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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