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Chapter 26
by
Jjaymes94
What's next?
2am Wake up
Dean wakes up to Brooke getting back into bed. Confused he checks the clock, it’s 2am. Where was she? Was she messing around with Richard or did she just come back from the bathroom. Dean’s mind races on making it hard to sleep. He decides to get up and go to the bathroom himself. He can’t help himself and jerks off into the toilet. Relaxed now, Dean falls back asleep.
His alarm wakes him up, almost Friday. The agenda for his master plan today:
69 with Richard
If she is even following the guidelines anymore, she went a little rouge yesterday. Brooke is fast asleep, Dean showers gets dressed, eats and leaves for work. Nothing out of the ordinary this morning.
Driving to work he’s not even worried about them 69ing, it’s not really anything new, it’s just eating out and a blowjob, they already did that just not at the same time.
Work seems to last forever but it took Dean’s mind off of everything.
He arrives home like he always does, parks and heads inside. He heads to the kitchen, no Brooke but that sometimes happens but no food? She didn’t make Dean dinner today. Where is she?
Dean reaches the bottom of the stairs and can see Richards door is wide open... that’s weird. He runs up the stairs and wakes into Richard’s room, he isn’t there. That’s also weird... Dean notices his room seems to be cleaner too. The plan is working? Dean turns and heads to his room, no sign of Brooke.
Lastly he runs downstairs and checks her office and finds her sitting behind her desk. “You’re home already? What time is it? Oh shoot.” She seems overwhelmed. “I’m sorry I lost track of time and didn’t make dinner. I have good news though!” Disgruntled from no dinner Dean lazily says, “What is it?” Brooke excitedly explains that she is working with a company is China to produce her clothes! Dean can’t help but think if she 69ed with Richard already or not yet. She continues talking. It’s huge news, but the negative is she has to work during working hours in China which is a 12 hour difference starting next week.
“Do you know where Richard is?” Dean asks curiously. Brooke pauses for a second, “His parents picked him up this morning, I guess he is doing something with them today.”
Brooke working the exact opposite time Dean is is going to change up his normal routine a lot.
Dean changes and starts to make his own dinner. Brooke quickly pops into the kitchen, “Hey I gotta run to my apartment to get some stuff for work, I’ll be right back.” He waves goodbye.
About 3 hours later, Dean vegetates on the couch watching TV. He jerked off after the first hour Brooke was gone, imagining Brooke sitting on Richard’s face deepthroating his cock in her apartment. She said she would be right back but hasn’t returned any texts.
Conveniently Brooke and Richard arrive at the same time. What a coincidence. Dean greets them. Brooke says unprovoked, “How funny is it that Richard’s uber dropped him off at the same time I arrived home?” Dean chuckles at the irony. He doesn’t even bother asking what took so long. Brooke heads back to her office with the piles of fabric and what not she brought back from her apartment. Richard stops to chat with Dean, even talking to him about his day with his parents, whether that was a cover story or the truth.
Richard did seem like a more friendly and better person, he actually left his room for once. Was it crazy to think that a girl making him sexually happy can change his life around? Dean can’t stop the experiment now, it’s just about to get more exciting. Especially because what is on the agenda tomorrow.
What’s the plan for tomorrow?
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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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