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Chapter 35
by
Jjaymes94
Where does Dean hide?
His bedroom
Dean’s first thought and the best place to hide was his own bedroom. He quickly and quietly makes his way down the hall to his own bedroom hoping he wasn’t seen or heard.
Dean stands at his doorway slightly peeking out listening for any clues as to where they are. He waits unsure of what to do, they could be anywhere downstairs and they could be coming up at any point. All Dean can do is listen.
Dean’s room is a good distance from the stairs so he really isn’t able to hear what’s going on. He hears talking but none of its audible, the TV might be on or it could just be Brooke and Richard.
Dean mind runs with the thought that he could be missing them having sex right now. The risk of being caught might out weigh the reward. Luckily for Dean he doesn’t have to make a choice. Footsteps can be heard running up the stairs.
Brooke is first up the stairs not wearing her dress anymore. She only has her lingerie on that Dean bought her. She is pulling Richard by the hand, he is only wearing his boxers. Dean didn’t miss a thing, he feels his penis start to grow.
Brooke and Richard share a kiss in the hallway just at the top of the stair. Dean has the perfect view. They start to make out, slipping each other their tongues. Dean started to get hot, he pulled at his pants as they were getting uncomfortably tight.
Richard tries to lead Brooke into his bedroom. She pulls him back and shakes her head. Dean strains to hear, the only words he can hear are ‘better idea.’ Brooke grabs Richard by the hand leading him straight towards Dean’s room and Dean right now! Dean tries not to panic, he needs to hide. Quickly he jumps into his trusty hiding spot, his closet. He steps in some of his cum from earlier that day.
Moments later Brooke and Richard come bursting into the room. Their arms intertwined, lips not breaking contact. Dean watches through the cracks in the door, he knows what is about to happen.
They fall on to the bed, Brooke on top of Richard, she straddles him rocking back and forth dry humping him while she continues to suck on his lips.
Dean carefully pulls out his cock making sure not to make any noise. This is a huge moment for his plan and a huge moment for Richard, who is going to lose his virginity. This a big turning point in his plan that only started a little less than two weeks ago and Dean gets to witness it.
What's next?
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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