Chapter 57
by
Jjaymes94
What’s happening?
Brooke and Richard
To Dean’s surprise both Brooke and Richard are up and in the living room. Even more of a surprise, they both are fully clothed and not all over each other. They seem to be talking.
Dean takes out his headphones, puts them in his ears and listens in to their conversation.
“It’s okay to be nervous” Brooke is consoling him, “It’s your first date ever, so it’s understandable.”
It’s weird for Dean to see Richard like this. Whenever he is fucking Brooke he seems to have all the confidence in the world and turns into a cocky shit. But when he isn’t he is like his old self, self conscious, shy, nervous.
Brooke reassures Richard that I’ll be fine and not to worry, plus that she will be there to help him out. He shrugs and still seems unsure about everything. Brooke wants to give him some confidence, he looks so helpless right now.
Dean watches on as Brooke can be seen grabbing his crotch. “You turned me into your little cock slut” Brooke says. Richard looks at her and stutters. She continues, “You don’t think you could do the same with Alexa?” She strokes his cock through his sweatpants. Brooke doesn’t give Richard time to answer. “Do you think she is hotter than me?” She takes his cock out of his pants and strokes it close to her face.
Dean quickly shuts and locks the door to his office and undoes his pants to get to his cock.
Richard is speechless, but you can see his shyness turn into cockiness with every stroke Brooke takes. Dean is amazed at how much his attitude changes because of Brooke.
Brooke licks the head of his cock while looking into Richard’s eyes. “Wouldn’t you rather have Alexa doing this to you?” Brooke says as she slurps on his cock.
*slurp slurp*
After a couple moments of hearing just the sounds of Brooke’s lips smacking on Richard’s cock, he answers, “Yes I would.”
Brooke stops sucking Richard’s dick but continues to stroke it, “What?” She is confused... Richard continues, “Yeah I would rather have Alexa sucking my cock right now, I bet she’s better than you.” He’s becoming cocky.
Dean can’t believe what he is hearing. He is loving that his girlfriend is being spoken down to.
Brooke pauses for a moment, her face becomes angry... “Oh yeah?” Richard responds, “Yeah.” Richard is testing her, Dean knows this.
Brooke turns her anger to Richard’s cock. She pumps his cock hard and slobbers on it, trying her best to please him. She fell right into his game. This only confirms to Dean that Brooke is jealous of Alexa.
Brooke continues to give Richard’s cock her full attention. Meanwhile Richard is watching TV flipping through the channels giving Brooke zero attention or respect.
Dean continues to jerk his cock off at the sight he witnesses. His girlfriend doing all she can to please his roommate and his roommate not giving a shit about her.
Brooke takes her shirt off exposing her perfect breasts trying to get Richard’s attention. Instead of looking at her Richard changes his attention from the TV to his phone. Brooke drools over his cock making it nice and wet. She notices he is still not paying attention to her. She decides to put his cock between her tits and bounces them up and down to jerk his cock.
Brooke is working hard to please Richard, she breaks a sweat. Richard flips through his phone. Dean jerks his cock in his office trying to hold out to see what is to come.
Although Richard is only interested in his phone he starts to stiffen up, he seems close to cumming. Brooke bounces her tits up and down as fast as she can. She leans her head down and sticks out her tongue making contact with the head of Richard’s cock with every downstroke. Without warning Richard while still watching his phone ejaculates into Brooke’s mouth, onto her face and her tits. She takes his cock in her hand and slowly squeezes out the remaining cum. She licks it off and looks up at Richard for approval.
Richard still looking at his phone stands up knocking Brooke back onto her butt. As she sits on the ground Richard turns his phone to Brooke, “Alexa’s so hot isn’t she?” He presumably showed her a picture of Alexa. Richard walks away from her and heads upstairs. Brooke is left on the floor, her face covered in Richard’s cum, her face in complete shock. Dean came at the sight of his girlfriend completely humiliated.
Dean’s work day is over now, he drives home. Tonight’s date night.
What's next?
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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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