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Chapter 89
by
Jjaymes94
Who is it?
Dean’s coworkers
Dean’s coworkers are at the door. They ask him to come out for the night, it’s their last night it Florida so it’s time to celebrate with some drinks.
Dean ponders the idea, “Give me a sec?” He closes the door and pulls out his phone to check on Brooke. She is now in the shower. He changes the cameras to see Richard and Tim, they are packing up the computer equipment in the living room. Dean closes his phone satisfied with what he was seeing.
Dean opens the door, “Yea I could go for some beers.” He walks out of his room with his coworkers to the hotel bar.
After a few drinks at the bar with coworkers he forgets about Brooke, Richard and Tim and everything happening at home. Tim looked to be leaving and Brooke was mad at Richard. It seemed like perfect timing for Dean to come home and swoop in.
Dean drank into the night with his coworkers, they leave tomorrow and didn’t have to worry about getting up early. Dean’s flight wasn’t until the afternoon. Dean had an amazing time, he finally got to relax, it seemed to him that everything was going his way.
Much later Dean makes his way back to his hotel room, all his coworkers split up to their rooms to call it a night. Dean fumbles with his room key, eventually getting the door open, he stumbles into his room and passes out onto the bed.
Hours pass and Dean wakes up, he didn’t have an alarm set, there wasn’t any reason for him to get up early, his flight was in the afternoon. He rolls over and checks the clock. He jumps up, he’s late, he slept into the afternoon.
Dean failed to pack last night and he has minimal time to get to the airport. He quickly gets out of bed, he is still wearing his clothes from last night. He grabs his clothes and everything throwing them into his suitcase not caring if it is neat.
Dean didn’t have any time to shower, brush his teeth or hair. He left the hotel room wearing exactly what he was wearing last night. He was off to the airport to catch his flight.
Dean kept checking the time while he was driving his rental car back to the airport. He will be cutting it close. He arrives at the airport and drops his rental car off. He walks with a purpose to the bag check and drops them off as quick as possible. He makes his way to his gate.
Dean arrives at the gate. He checks the time and looks up.
What happened?
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Sharing is Caring
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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