About a year ago, my girlfriend mentioned in passing that her dad had this creepy friend back in the day when she still lived at home. According to her, this guy always gave off these really bad 'vibes', as she put it. I could tell she was a bit unsettled even just thinking about him. Secretly though, I was intrigued. The idea of this guy lusting after his best friend's daughter, my girlfriend, was crazy arousing to me.
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At first I just nodded along, pretending to understand her perspective. "That's so creepy, babe. I'm sorry you had to deal with that," I said, acting all sympathetic and supportive. But in reality, my mind was racing with these kinky, taboo thoughts. I couldn't shake the image of this creepy fucker undressing my girlfriend with his eyes, getting all hot and bothered over her attractive body.
As the weeks went by, I slowly started planting these ideas in her head. It was subtle at first, but I'd make little comments like, "Maybe he just thought you were really pretty and couldn't help himself…" or "I bet he was probably really lonely, and a cute girl like you just caught his eye…" Stuff like that.
At first she scoffed at the notion, but I could see the gears turning in her head. She was starting to consider the idea that maybe, just maybe, it wasn't so bad after all. That maybe, on some level, this older guy being attracted to her was a compliment.
Things really took a turn though, when she randomly got a friend request from this dude on Facebook. They had lost touch months ago when her parents split up, so she thought it was weird that he found her. I encouraged her to accept though, telling her it was time to reconnect with her past. And as they started chatting more and more, I told her to really lean into it. To flirt with him, tease him, let him know she was into it.
At first she was reluctant, but as I kept pushing her, she eventually gave in. And damn, was she a natural at it. Sending him cute selfies, complimenting him on stuff, even dropping those sly innuendos. I watched as they went from casual chat to full-on sexting in a matter of days. At first she only did it because I encouraged her, she thought it felt weird, but she slowly learned to enjoy being all seductive and stuff.
The night she finally agreed to go over to his place, I swear I could hardly contain myself. I knew she was nervous, but also so unbelievably excited. And god, the thought of creepy dad friend finally getting his hands on her, fulfilling all those years of pent-up lust… it was almost too much.
But I had to play it cool, so I just watched as she got dressed up like she was going on a real date. A short skirt, a tight top that showed off her tits, sexy lingerie underneath. I knew she wanted to look her best for this creepy old fuck, wanted him to be blown away by her.
I was sitting at home alone, trying to focus on a movie but unable to truly concentrate. My mind kept drifting back to thoughts of my girlfriend and her dad's creepy friend, wondering how their evening was going. Suddenly, my phone buzzed with an incoming text from her. With a racing heart, I snatched it up and opened the message.
"Hey babe… so this might sound crazy, but…" Her message read, followed by a long pause. I could imagine her biting her lip nervously, trying to figure out how to phrase this. "Well, um… the guy, he wants to… y'know… go bare. Without a condom. Since I'm on the pill, he thinks it'll feel better. What do you think? Should I let him…?"
I sat there stunned for a moment, absorbing the implication. This was really happening then, he was actually going to fuck her raw, no protection. Some distant part of me felt a twinge of jealous anger, but it was drowned out by the overwhelming surge of arousal at the thought. I quickly typed out a response.
"Babe, you should do whatever feels right to you. If you want to let him cum inside you, go for it. Live a little!" I hit send, my heart pounding with anticipation.
An hour later, I got another text notification. With trembling fingers, I opened the message, and all the oxygen fled my lungs. There was a photo, a close-up of my girlfriend's glistening, just-fucked pussy. Strings of cum were dripping out of it obscenely.
I stared at it in awe, marveling at the depravity of it all. This was really real, he had truly pumped my girlfriend full of his spunk, just like he must have fantasized about for years. I felt a sick sense of pride that I had encouraged it, that I had helped make this creep's ultimate fantasy come true.
But even more than that, I was amazed by how my girlfriend was throwing herself into this. At first, I'd sensed her reluctance, but it seemed to be fading away, replaced by a newfound hunger to indulge in these forbidden pleasures. She was becoming a totally different person, embracing her inner slut for the thrill of it all.
I invited her to come home after that night, and tell me all about it. The second she walked in the door, I could smell the sex on her. The second she saw my face, she knew I had seen the picture. A shy smile crept across her face, and she shrugged demurely, clearly flushed with excitement.
"Well, we did it. I let him cum inside me…" she said softly, biting her lip. "It felt really good. I'm so glad you encouraged me to do it," she said, grinning mischievly. "I know you get off on me being a naughty girl. Just remember, this has now happened, we can't go back anymore, so no regrets, okay?" she said suggestively, turning and swaying her hips as she walked to the bathroom, probably eager to rinse the other man's spunk from her well-used hole. I knew then that if I played my cards right, this might even continue happening. The other guy was probably more confused than ever before at how the universe must have aligned for him, this old guy who spent years hoping and dreaming of getting laid, to have gotten the chance to spend the night with her.
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