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Chapter 55
by
Jjaymes94
What's next?
A nice awakening
Dean naturally wakes up in the middle of the night again his penis is already erect, his body knows what time it is. He grabs his phone to check out the cameras, what are Brooke and Richard up to?
Dean first checks the living room, he is wrong. He flips through a couple more before finding them in Brooke’s office.
Richard is sitting in her office chair with Brooke sitting on top of his cock, both of them are facing the computer. Brooke had her top pulled down under her boobs and is completely bottomless. Richard is completely naked as Brooke bounces up and down on his hard cock but seems to be on the computer at the same time. Dean listens in.
“What about her?” Brooke asks Richard. She is slowly grinding up and down on him. He says no. Brooke can be seen rolling her eyes as she clicks away. Dean realizes she is trying to pick someone out for Richard. Dean whips his cock out and strokes to the ongoing sex session.
Richard continues to disagree with people Brooke keeps showing him. “I wanna fuck your ass now.” Richard demands of her. Brooke obeys turns around spits on his cock and then slowly sits down on him. She squeaks with pleasure as he fits all the way in. Brooke slowly starts bouncing up and down again and continues to click on the computer.
Surely there must be someone that Richard is interested in. Brooke seems to be bouncing up and down faster, her tits bouncing nicely as well.
“Wait, what about her?” Richard speaks up pointing to the screen. Brooke starts to speak, “oh she’s not...” Richard interrupts, “I thought you said I could have anyone?” His tone is stern. “Well she might be hard to...” she says. He interrupts her again, “Her.” He grabs a fist full of her hair and makes her look at him. He fucks her back, making loud slapping noises against her butt. She whimpers, “okay daddy. I’m gonna cum.” She barely got the words out before she moaned. Once she was done, Richard released her hair and pushed her up and bends her over the desk. He lunges balls deep into her ass. Brooke bites her hand, she is trying not to be too loud. Richard while still fucking Brooke, looks at the computer clicking away presumably looking through photos of this mystery girl. He continues to pound Brooke’s ass over the desk, “She’s hot” he says, his eyes staring at the computer screen. He continues, “Are you gonna get jealous when I’m fucking her instead?” Brooke doesn’t answer the question but begs Richard to cum in her ass, “please cum in my ass! Please please!” Still looking at pictures of Brooke’s friend, he thrust harder. Dean jerks off faster. Richard pushes his full length into her ass and moans cumming deep inside her. Dean also cums all over his own chest.
Richard pulls his cock out of Brooke and points to the computer, “make it happen.” He leaves Brooke and the office a mess. He doesn’t care to help her clean up. Dean also cleans himself up. He watches the cameras and sees Richard took a seat on the couch while Brooke gets back to work.
Dean hopes this mystery girl with become Richard’s new girlfriend and one of the three remaining tasks will be completed getting that much closer to the end of the master plan.
Dean gets up to go to the bathroom before falling back asleep. When returning back to his bed he decides to check the cameras again. Brooke isn’t in the office anymore. He checks the living room.
Brooke is between Richard’s legs licking and sucking on his soft cock, which is still really big while he sits on the couch watching TV. She is cleaning his cock up. Richard is a lucky guy, Dean thinks. He isn’t ready to jerk off again so he just turns his phone off and goes to sleep.
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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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