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Chapter 21
by
Jjaymes94
What does Brooke do?
She opens the door (Main Storyline)
Brooke slowly opens the door to not make any sound and sticks her head in. She takes a step back and waits in the hallway, Richard appears in the doorway wearing only boxers. They whisper back and forth, Dean is unable to hear what is being said. Brooke grabs both of Richard’s hands and pulls him in for a kiss. They talk some more and Richard goes in for a kiss! Brooke then pushes past Richard into his room pulling him behind her. The door swings shut but doesn’t latch. Here is Dean’s chance.
Dean tip toes quietly and as fast as possible to Richard’s door. Expecting to hear them making out but all Dean hears is them talking. “...can’t you just give me some release? Look at it” obviously Richard is referring to his penis. He continues, “I know you like sucking it and I’m tired of jerking off!” Brooke interjects, “No babe, if you want this to work out and Dean to not find out, we need to go by my rules! Please just listen.” Dean hears the sound of elastic, Richard’s boxers being pulled up probably, “Fine” Richard says sounding defeated. Brooke continues,
“Okay for this to work out we need to not rush into things, giving you a blowjob every day for a week was probably a mistake since you have no experience on how relationships work...”
‘Relationship?’ Dean is confused.
Brooke continues, “We’re going to start slow and build things up, adding spice every now and then...”
Brooke still seems to be sticking to Dean’s plan even though now she’s is claiming it to be her own.
“For the rest of this week you’re going to pleasure me, I’m going to teach you everything you need to know, oh and also stop jerking off, you’ll only be cumming in me from now on.”
That last sentence made Dean’s shorts tighter, he reaches his hand into his pants to stroke his cock. He vaguely remember his plan and this sounds correct but he can’t be sure.
Brooke is still talking, “You please me and I’ll return the favor, this is how it works. Believe me, Dean has no idea and will have no idea about all of this if you just listen to me.” Richard speaks for the first time is awhile and all he said was “Okay... now what?” Brooke happily responds, “We make out!” Dean hears the springs of the bed bounce, he closes his eyes to imagine what is happening.
Brooke jumps on top of Richard and straddles him. The distinct sounds of kissing can be heard. Dean quickens his pace. Every so often Brooke says some things, “Open your mouth.” “Stick your tongue out.” “Yeah like that.” She is coaching him to make out. The bed creaks as Brooke rocks forward and back probably on Richard’s hard cock in his boxers. The lip smacking stops for a moment. Dean is on edge. Richard asks, “Can I touch your tits?” Brooke responds, “Well of course, they are all yours!” Dean hears the sounds of Brooke’s shirt hitting the floor. He pumps his cock hard and cums once again in his pants. Satisfied with what he has heard he retreats to his bedroom, the sounds of his roommate and girlfriend making out behind him.
Dean collapses on the bed and falls asleep.
What's next?
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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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