Disable your Ad Blocker! Thanks :)
Chapter 195
by
Jjaymes94
Where should Dean sleep tonight?
The Guest Room
Dean decided it was better to leave Brooke alone for tonight then to bother her getting into bed. Now for the second night in a row Dean has slept in the guest room.
Dean woke up Sunday morning forgetting where he was for a moment. Since he got to bed so late he slept in a bit. He rubbed his eyes before looking at the clock again and realized he slept into the afternoon. Dean got up and left the guest room to see what was happening elsewhere in the house. Brooke’s door was open so she probably wasn’t in there anymore. Dean headed downstairs, the house was silent. He entered the kitchen and Brooke wasn’t anywhere to be found, she must be out.
Dean found some food on the table covered, it was waffles. He guessed that Brooke cooled off, she made him breakfast after all. There was a post it note on the table, all it said was ‘running,’ Dean sat down and ate the breakfast provided for him.
After awhile Brooke came in through the front door, Dean greeted her at the door. Brooke was out of breath and sweaty but she still looked stunning. She took her earbuds out and noticed Dean looking at her, “Hi” she said in a pleasant way. Dean was admiring her glowing body and the lack of clothing she was wearing. She had a tight sports bra on skin tight bike shorts on that showed off her toned ass perfectly. “Hey,” Dean said, “how was your run?” Brooke chugged some water, “good good.” She walked away towards the laundry room. Well at least she was talking to Dean and seemed to be in a good mood.
Brooke walked past Dean now completely naked, she must have stripped her clothes and put them in the laundry. She was texting on her phone and had a little smirk on her face. Dean wonders what that is about and was she trying to tease him on purpose? She continued walking as if Dean wasn’t there, it definitely wasn’t an invitation. Dean stayed put, if this was some sort of battle or mind game, he wasn’t going to lose, he wasn’t caving first.
Dean heard the shower turn on and then some time passed and then the shower turned off. Brooke eventually joined Dean downstairs in a bathrobe and towel wrapped around her head. She still was on her phone texting and smirking. So consumed with her phone she didn’t acknowledge Dean.
When Brooke wasn’t texting she talked to Dean like normal but the conversation never went anywhere. Then she went right back to texting on her phone.
Brooke actually let out an audible giggle which prompted Dean to say something finally. “One of your girlfriends being funny?” He asked. Brooke was smiling at her phone before raising her eyes to meet Dean’s. She looked back down at her phone, “Actually it’s Chris.” Dean was somewhat confused but also not surprised that it was Chris texting her. “Why?” Dean asked sounding offended. “He texted me and he’s being funny,” Brooke was getting defensive. Dean dropped it. She probably is doing this on purpose to bug Dean.
Brooke left Dean downstairs without saying anything.
A couple hours pass before Dean sees Brooke again. He was getting hungry so he immediately asked Brooke, “what are we doing for Dinner?” Brooke was quick to answer, “I got it covered, don’t worry about it.” That was the end of there conversation, Brooke went off to do other things around the house.
The doorbell rang and caught Dean by surprise, he looked around and Brooke was absent. He got up and opened the door.
It was Chris. He was completely decked out in his uniform. “Hey Dean! Got your pizzas here!” He said with excitement. Dean didn’t say a word while Chris made his way inside putting a stack of three pizzas on the coffee table. So I guess this is what Brooke meant by having dinner covered…
Brooke came out from wherever she was and saw Chris, she smiled, “Hi! Fancy seeing you here!” She was acting playfully. Chris went over and hugged Brooke, tightly squeezing her. “Hey babe,” he said, “Why didn’t you just tell me to bring some pizzas over? Why did you order them?” Brooked smiled “I don’t know,” she shrugged, “I figured you would see it anyway and come!”
Dean realized this was to get around the rule that she wasn’t allowed to invite people over.
“Yea but now you gotta pay full price!” Chris said. Brooke shrugged, “eh, Dean said he would take care of it, isn’t that right Dean?” Dean let out a “uh…” Brooke interrupted, “Go ahead and pay the man!” She said in a joking manner but still actually wanting Dean to pay Chris for the pizza. Dean went along with it and got his wallet and paid Chris for the pizzas. “Thanks bro,” Chris said. Brooke echoed him, “Yeah, thanks bro!” She giggled.
Brooke picked up two of the three boxes and handed them to Chris, “here you go, these are yours! It’s your favorite!” Brooke said with a smile. Chris thanked her and gave her a kiss.
Dean didn’t know whether to be turned on or mad as the situation occurring right in front of him. Dean can’t help but think he has developed a humiliation kink.
Dean and Brooke shared a pizza while Chris devoured two pizzas. Dean was grossed out by how quickly and how much Chris ate and couldn’t believe Brooke didn’t feel the same.
“Guess you gotta get back to delivering pizzas?” Dean asked Chris. “No! Please stay!” Brooke said while grasping Chris’ hand. It was obvious where this was going. The game dictates that she has to sleep with him since he stepped foot in the house or else the game would end. Also Chris would be an idiot to turn down sex from such a gorgeous woman. “Well I don’t have anymore deliveries tonight anyway…” Chris said. Brooke didn’t have to beg after all.
Brooke excused herself and Chris from the table and wished Dean a good night. She took Chris’ hand and walked him out of the kitchen, up the stair and into the bedroom. Dean looked at the clock, it wasn’t even late but he knew they didn’t go upstairs to sleep.
Dean didn’t care to watch them on the cameras but he was feeling horny. The thought of him rubbing one out in the house while his girlfriend gets fucked turned him on. It didn’t take long for him to finish. Now he didn’t really know what to do with the rest of his time. He was jealous of Chris.
Dean spent the rest of the night trying to ignore the sound coming from his… well what used to be his room. After awhile he decided that sleep would be best, hopefully they don’t keep him up. Dean retired to the guest room or his new room. He discover some of his work clothes were moved to his new room, that was nice of Brooke he thought… or was that more convenient for Brooke so he wouldn’t interrupt them…
Dean laid in bed awake for awhile, his mind filled with thoughts and his ears hearing everything going on in the house.
What's next?
Disable your Ad Blocker! Thanks :)
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
- 23,931 Likes
- 4,147,804 Views
- 2,023 Favorites
- 2,093 Bookmarks
- 366 Chapters
- 233 Chapters Deep
Comments moved below the chapter.
Jump to comments
Comments