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Chapter 52
by
Jjaymes94
What's next?
After work (Main Storyline)
Dean arrives home after an exhausting day at work. Nobody is up to greet him when he enters, as usual. He only has to get through one more day of work until the weekend where he hopefully will get some action from something other than his own hand.
Dean eats alone and takes some time to adjust the cameras and make sure everything is good so he won’t miss anything again. Everything is updated now so it should be good to go.
Dean checks in on the camera in his room to spy on Brooke, she of course is asleep, she won’t be up for a couple hours. It is her last day of working with China and then finally her and Dean could spend some quality time together this weekend before he goes on his business trip.
Dean passes the time being lazy, his new normal.
Alone with his thoughts, Dean reflects on everything happening. He almost forgets what this whole thing was about. This experiment was for Richard to stop being a loser and to be a better person and also for Dean to explore another sexual fantasy for himself. From the looks of this Dean would say that Richard is a better person now that he lost his virginity and is getting laid all the time. Richard’s room is clean and he takes better care of himself and he converses like a normal guy. Also it is definitely satisfying for Dean, he practically masturbates all the time because of it.
Dean thinks a little more, was the experiment a success?
Dean quickly remembers there is so much more Richard needs to accomplish. He may be a better person but he still lives at Dean’s house where his parents pay his rent and he is still unemployed. Lastly he is only getting laid by Dean’s girlfriend Brooke, he needs to branch out and meet someone else and get a real girlfriend.
Dean has an internal conflict, he wants the best for Richard and the experiment won’t be a success unless it is followed all the way through. On the other hand, Dean wants Brooke back, he gets severely less time with her. But it’s so hot that she is having sex with Richard.
What started out as cheating with permission from Dean now has turned into something else. Brooke doesn’t tease Dean about it, she doesn’t make sure he is looking and she doesn’t make it obvious. It is almost as if she’s actually cheating on Dean. It’s not like he can even talk to her about it, she would deny it because it’s part of this twisted fantasy of Dean’s.
Dean weighs the pros and cons of this situation.
What should Dean do?
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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