Jason Master
patreon
The Roommate Sissy... The beginning
🕑 Added 2023-12-03 06:08:41 +0000 UTCJohn sat in his bedroom watching television. It had been a long week and all he wanted to do was relax. But as soon as he got settled, Timothy walked in.
Timothy was the most obnoxious roommate that John had ever had. He was constantly bringing home different girls and having loud sex all night. On top of that, he never did his dishes or cleaned up after himself. Timothy always tells John it is a lady's job to do it. Basically calling John a female.
"Hey, dude," Timothy said, plopping down on the couch. "What's up?"
"Nothing much. Just trying to relax after a long week," John said.
"Oh, you mean from cleaning the apartment for me?" Timothy laughed. "You should be used to it by now."
"Fuck off, man. I'm tired of being your maid," John said.
"Aren't maids supposed to have sex with their employers? I bet you would enjoy that," Timothy smirked.
"Fuck off."
"Speaking of maids, check this out," Timothy said, pulling out a laptop. "Look what I found online."
Timothy opened a video of a girl in a sexy French maid outfit. She was on her knees sucking a big black cock.
"You like that, don't you, bitch," Timothy teased.
"Shut up, asshole," John said.
Timothy scrolled down and revealed more images of the maid getting fucked in every hole. "She looks pretty hot. I bet you wish she was here cleaning for us right now," Timothy said. "Hehe, I bet you want to wear a cute outfit like that and serve me."
"You're a sick bastard, you know that," John said.
"Just joking around, dude. No need to get your panties in a bunch. But if you ever want to dress up like that, just let me know. I could be your master," Timothy laughed.
"I'll pass."
He left the room as John thought about the last girl he met six months ago. A cute petite woman off of Tinder. John felt like they were hitting it off well. But when he got back to the apartment for the main course. Timothy burst into the living room stopping any action. Timothy grabbed the woman and pulled her to his bedroom.
Timothy was a total player and always hooking up with anyone John brought over. He knew how much it annoyed John, but he couldn't stop himself. He loved making his roommate angry.
John remembers that day clearly. He went to go to sleep but Timothy 'accidentally' left his bedroom door open. John looked into the room to make sure his date was okay. But he saw something he never imagined.
Timothy was fucking the woman while looking at him. John date eyes found him. Timothy had his huge cock shoved deep inside her tight pussy. His date looked like a slut with her ass in the air. She moaned and cried as Timothy fucked her hard. The loud smacking howling into John's ears.
John felt humiliated and hurt. He knew that he would never find a good girl as long as Timothy lived with him. Timothy always fucking the girls first.
The sex between Timothy and his petite date sounds like a jackhammer. They were going at it so hard, that John wondered if his date was even enjoying it. She must have because he heard her moaning louder and louder. Timothy's dick was too much for her to handle, but she was taking it like a pro.
"Come on, bitch. You can do better than that," Timothy yelled, slamming his cock deep inside her. "Take my fat cock like the slut you are."
"Oh god. You're so big. I'm gonna cum," his date screamed.
"That's it. Cum on my cock, bitch. Make me fuck you harder," Timothy yelled, his hips moving faster and faster.
The bed was rocking and shaking as Timothy fucked his date's pussy. John quietly went to his room, jerking off to the sounds and drifting off to sleep. That was John's last chance in a while to get some pussy. He has been out of the dating game all because he is too scared of Timothy getting his hands on his next woman.
He lay in bed getting ready to drift off to sleep again as he received a text from Timothy. It reads. 'Bro I just found something weird online. Why don't you check it out.'
The title of the video is from straight male to sissy servitude. John didn't know what a sissy is.
Does press play or finally decide to leave this hell hole and get away from his tormentor?
