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Chapter 179
by
Jjaymes94
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The Weekend
Dean arrived home after work, his weekend was just starting and he had plans for Brooke and him. Brooke greeted him at the door with a kiss, she was happy to see him. “How was your day?” Brooke asked him. “It was fine, just glad to be home with you!” He said. Brooke smiled at him and blushed.
“So what’s for dinner?” Dean asked Brooke. “About that,” She giggled, “I don’t have anything ready… I was thinking we go out to eat? Is that okay?” She asked. “Of course honey! Let me go upstairs, change and what not.” Dean said.
Brooke sat back on the couch and continued watching her show. Dean left her to go upstairs and change. At the top of the steps he got an idea.
Dean continued to his room and pulled out his phone. He called a pizza place and ordered delivery. Now all he had to do was wait, this was certainly going to be a surprise to Brooke.
Luckily this pizza place was quick and close by so Brooke wouldn’t wonder why Dean was taking so long. Dean stripped himself of his closes and got comfortable on his bed. He pulled up the cameras and watched the living room where Brooke was still sitting on the couch.
10 minutes passed and the doorbell rang. Brooke was clearly confused to who was at the door. Dean watched as she got up and opened the door.
“Hello?” Brooke said. The pizza man looked like all he ever did was eat pizza and didn’t know what exercising was, clearly a good test to see if Brooke is serious about the game. The man had a scruffy beard that was very spotty, his face had acne, his appearance screamed ‘“a virgin who lives in his parents basement.’
The pizza man tried to hand her a pizza, “Here’s your pizza.” Brooke didn’t take it, “I’m sorry but I didn’t order a pizza…” The man sighed and looked at the receipt on the box, “Says here that a ‘Dean’ ordered it.” Brooke had to realize the surprise now. “Oh, sorry, that is for me!” Brooke said.
The fat man was still standing outside the door and wasn’t inside. Brooke tried to take the pizza from him, “That’ll be $20.” The pizza man said. “Oh, right, let me go get some money…” Brooke turned around to go find her wallet. Dean could see that the man was looking at Brooke’s ass as she walked away.
The pizza man said, “I’m gonna put the pizza down on the table, okay?” Brooke really didn’t think about it, “okay, sure.” Dean watched as Brooke suddenly realized, she stopped in her tracks and turned to look at the pizza man. “Wait!” Brooke said but it was too late. He took a couple steps into the house to put the pizza box on the end table near the couch. “What?” He asked.
The pizza man was inside the house. According to the rules, Brooke had to fuck him.
Dean watched as Brooke took a deep breath, she rolled her eyes, “oh never mind.” She walked back to the pizza man, “Listen…” Brooke shut the door behind him. “I don’t have any money…”
The pizza man was confused on why she shut the door and how she didn’t have the money. “Then I’m taking the pizza back…” He said while reaching for the pizza.
Brooke quickly reached for his crotch and squeezed gently. She must have managed to grab his cock under his large belly because he froze. “I can pay a different way…” She said.
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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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