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Chapter 116
by
Jjaymes94
Does Dean have a chance?
Of course not
Dean didn’t have any chance, but that didn’t stop him from trying.
Brooke and Alexa were chatting amongst themselves. Dean leaned over and was about to say something. Brooke interrupted Dean and put a hand on his thigh, “Could you go up and give us girls some girl time? I’ll be up in a little don’t worry!”
Dean was shot down before he couldn’t even get a word in. He gave a defeated ‘okay’ and got up. He took one last look at both beautiful women and slowly made his way up the stairs. He stopped at the top of the stairs just out of sight and peeked down, Dean doesn’t believe Brooke will be upstairs soon. Somewhat angry, Dean goes and gets ready for bed, he did have work in the morning and it was getting late.
Dean took some time to get ready for bed. He decided to get into bed naked, maybe he could coax Brooke or guilt her into sex again like the other night. Dean waits for Brooke to show up, he is pretty tired so he shuts his eyes. He doesn’t fall asleep though, he imagines having sex with Brooke, his penis pitches a tent with the bed sheet.
All of a sudden Dean gets a surprise visitor. A pillow gets shoved into his face before he could open his eyes, the sheet that was covering was ripped off him. Dean had no idea what was going on, was he being attacked? Before Dean could truly react to this ****, the mystery visitor straddled him, pinning his arms down. Dean felt the warm sensation of a wet pussy rubbing against his hard cock, it must be Brooke. She pushed the pillow down hard onto Dean’s face making it hard to breath. She pushed her pussy down onto Dean’s cock. It been so long for Dean but his cock is finally feeling the inside of a pussy, the warmth is almost overwhelming. Dean can only hear his own moans, the pillow muffles his own hearing. Dean can barely hear her heavy breathing as she works his cock.
Dean last longer than he thought he would. His head pinned underneath a pillow and his arms pinned down by her legs. He was somewhat trapped but he wasn’t fighting that hard to get loose, why would he? His cock was being relentlessly fucked he couldn’t take much more, the whole situation was hot.
A thought popped into Dean’s head, could this be Alexa? Dean ejaculated into her pussy, she still didn’t stop until grinding on him until she milked his cock completely. Between getting suffocated and basically **** fucked, Dean had his best orgasm in a really long time.
Just as quickly as she appeared she was gone. Dean coming down from his orgasm removed the pillow from his face but she was already gone, he was alone in his room again.
Dean sat up and looked at his closed bedroom door. He tried to process what just happened, there wasn’t any clear evidence who just fucked him, it most likely was Brooke but it was also possible that it was Alexa. Both of their pussy’s would feel like a complete stranger to him at this point in time.
A smile creeped across Dean’s face, whoever it was didn’t matter to him, he had sex again. Dean laid back down, he wasn’t going to worry about the details now, that’s for another time. Sexually satisfied Dean fell asleep.
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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