Category: cheating girlfriend

This time her boss made her undress before tak…

This time her boss made her undress before taking him into her mouth. She could tell he wasn’t going to be content with a blowjob today. Not when they had all day. She knew this was coming and she was nervous but her pussy ached in anticipation anyway.

Still, she felt bad that her fiance wouldn’t be the one to take her virginity on their wedding night like they had always planned. She hoped at least he wouldn’t be able to tell.

Warning Sign: Your friend’s party was a…

Warning Sign: Your friend’s party was apparently quite a bash. It sucks that you had to miss it. You heard your girlfriend had a particularly good time. And that she was the life of the party. And really drunk. And still in your friend’s apartment when everyone else left.

Warning Sign: You complained to your girlfrie…

Warning Sign: You complained to your girlfriend when she accepted your neighbor’s invitation to work out together. You thought he was disrespecting you by asking her, and it would be awkward for both of you if he got the wrong idea. Plus what if their friends saw them running together? At least you knew she wouldn’t do anything. She’d never jeopardize the future you were planning together over someone like that. She preferred intellectuals, not guys with muscles and tattoos. She would never be the kind of girl who would let a guy fuck her just for a big cock.

Warning Sign: Your girlfriend just left the p…

Warning Sign: Your girlfriend just left the party without telling you.

What did you think would happen? There were a…

What did you think would happen? There were a lot of rough guys at that party. When you had such an obvious fight with her and stormed out, it signaled to everyone that she was now a completely undefended, hot piece of ass who didn’t even have a ride home..

Warning Sign: He told you he fucked your girl…

Warning Sign: He told you he fucked your girlfriend. He said he had her moaning on his bare dick the whole night. But you know he’s just saying that to bully you. She wouldn’t betray you like that. And if he was fucking her, he would keep it a secret, right?

John wasn’t stupid. He knew not to leav…

John wasn’t stupid. He knew not to leave him alone with his girl for real, no matter how faithful and devoted he thought she was. They had him over for dinner out of obligation, but he watched his friend like a hawk.

What he didn’t expect is that the friend would invite himself over the next day, shortly after John left for work, but but before she did. And about how her politeness and innocent curiosity about his visit would very quickly put her in an easily compromised position.

Her boyfriend’s roommate was a bully and…

Her boyfriend’s roommate was a bully and a jerk and he didn’t make a secret about the fact that he wanted to get her naked. On top of it, her boyfriend owed him money and needed the apartment, at least until the school year was over. He, at least, was stuck.

And for her it was getting more and more complicated. She was surprised to discover she apparently had a thing for tough guys, and it felt really hot to be wanted. She took to wearing skimpy clothes around him just to get a reaction. Playing with fire. Her boyfriend wasn’t keeping up with her in the bedroom, he was up studying most nights, or stuck in the lab again. The stupid roommate with his muscles and gym shorts was seriously starting to fuck with her composure. More and more she was anticipating an encounter where he brushed off her meaningless protests and she ended up bent over the couch with her pussy finally getting the pounding it deserved. It wasn’t a question of whether or not she would be willing to cheat on her poor boyfriend. It was starting to feel inevitable.

Eventually he cornered her in the kitchen one morning after her boyfriend had left. He was dressed up for work, she still in a nightshirt and sweatpants. He caressed her cheek, then his hand wandered, until he found his way down her pants. Despite her expectations, she froze at first, stood there blushing and almost panicked, but then his finger pushed into her and she sighed despite herself. She felt bad, but they both knew this was coming. He finger-fucked her there while she stood in her poor boyfriend’s kitchen, panting with her eyes closed, bowl of cereal completely forgotten on the counter. He didn’t stop until she came, then he kissed her mouth and he left for work. They didn’t say anything to each other the whole time, nor did they act any different that night once her boyfriend was back.

But the line had been crossed. It went without saying that the next time her boyfriend left early he was going to try to fuck her and she was going to let him. As soon as they were alone she went right to his room, in just her panties and bra. He was waiting. He pulled her down her almost gently. With a little encouragement, though, she got the rough sex she wanted. His cock filled her up and he rode her hard. She did ask him to use a condom – her boyfriend had never been inside her without one. But he said no, so she gave in to that too and let him in bareback. She didn’t tell him where to come, so the first time she ever cheated on her boyfriend was also the first time a man ever ejaculated in her. The feeling made an impression. They spent the rest of the morning lounging around naked, exploring and teasing each other. When he started to get hard again, she sucked him off and swallowed, another first. Then she stretched out on the bed like a cat while he made her breakfast. Two days a week her boyfriend would be leaving early. He told her next time he was going to tie her to the bed post. She was so excited, she could hardly wait.

Warning Sign: Your roommate hits on your girl…

Warning Sign: Your roommate hits on your girlfriend right in front of you and you can barely do anything about it. He’s subsidizing your rent. It shouldn’t mean he gets to fuck your girlfriend, but it wouldn’t be a good idea to punch him, no matter how much you want to. And now you have an early class two days a week and most days you are leaving her alone, sleeping beautifully in your bed while your roommate sleeps down the hall. You mostly trust her. But what if one day she was feeling curious, or naughty, or a little bit dissatisfied? Maybe all those things. All she would have to do would be to walk ten paces down the hall in her nightshirt and panties and his fingers would be inside her before you were out of the building.

He said he was -almost- disappointed at how qu…

He said he was -almost- disappointed at how quickly your fiance dropped her panties for him. It was like she was expecting it. She always seems so innocent, he was expecting more of a challenge.

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