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Chapter 110
by
Jjaymes94
What does Dean do?
Investigates
Dean decides to investigate and snoop around his own house. Since coming back only a few days ago, Dean has somewhat found himself feeling like a stranger in his own home. Nothing necessarily was different as far as appearances but something felt off.
Dean witnessed all the events that happened in his home while he was away, that could be a reason of his stranger-like feeling. It could also be the possibility of not feeling like the top dog anymore. It was Dean’s house, he should feel like the king. With the Master Plan in place, Dean in his mind, was calling all the shots, so why did it feel like he has lost control of the situation. Dean argued with himself in his mind.
Dean searches around the house, he really doesn’t know what he is looking for. He just wants to spy on Richard and Brooke and see if they are hiding anything. Dean spied on them a lot so it would be surprising if he came across something that he didn’t already know.
Dean starts by going upstairs in his own room. He trips over the blonde wig Brooke discarded last night. He throws it into her closet. But then he gets the idea to look through Brooke’s things in her closet. Clothes, clothes and more clothes, Brooke had way too many things. Dean had to push his way through the endless amount of clothes to the back of the closet where he finds a couple of boxes. Dean wonders if there is anything worth while in them.
Dean looks over the stack of boxes. Dean doesn’t have any idea when Brooke and Richard will be back and he doesn’t have time to look through everything. He sees a box on the bottom sticking out a little. Upon closer inspection it looks like blonde hairs are stuck to it. It must be where the wig was stashed, he pulls the box out a little further to open the lid and find out what else is inside.
Dean reaches his hand in and grabs a handful of something. He pulls out Polaroid pictures, the first one is of Brooke just smiling at the camera, looked like it was a selfie. Dean was unsure of where this photo was taken but it was dated a couple weeks ago. He has never seen this photo before.
Dean flipped through more pictures, Brooke was sucking a big cock, Dean has seen Richard’s cock enough to know that it was his. There must have been hundreds of photos, all of them dated within the past month. Dean could feel his boner pushing at the front of his pants. The photos progressively got more provocative. None of the photos showed Richard’s face but Dean knew his cock. Brooke seemed to document everything she did with Richard. Why was she keeping this?
Dean reached his hand in the box again to see if there was anything else besides pictures. He felt fabric and pulled it out, it was the shredded remains of the lingerie Richard tore off of Brooke that Dean bought her.
He continued his search. He felt around and found some plastic packaging. He inspected what it was for. It was one of those dildo making kits where you use an actual dick as the mold basically cloning it. The contents of the box were gone, Brooke must have already used it. Dean assumes Brooke must have wanted a dildo of Richard’s penis. The dildo wasn’t in the box, where could it be?
Dean hears a noise, Brooke and Richard must be back. He quickly shoves everything back into the box and he quickly exits the closet. Dean walks down the hall to the stairs to check out what the noise was.
No one was there. Dean went downstairs and looked out the window, no one. It must have been his imagination or something else. It was too risky being upstairs, he wouldn’t be able to hear if Brooke and Richard came home. Dean could just find another time to check out the rest of the contents of that box. He wonders if she has anymore secrets.
Dean thinks, ‘what now?’
Where should Dean continue his investigation?
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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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