So I've shared my gf Jenny with another guy a few times in our relationship, starting with my best friend. We'd also met a few guys and girls online and had threesomes, and even a couple times I had her go alone with another guy and record videos for me. But the thing is, I always set these up. She's generally a pretty shy person, especially around new people. So it worked if she didn't have to do any talking and could just walk in with me and take her clothes off lol.

One thing I had told her would turn me on so much is if she had sex with another guy without me knowing and told me after.. yeah I asked her to sort of actually cheat on me lol. I'd seen her have sex with other men, it didn't seem like there was a big difference. I thought that sounded really hot but she's so shy and reserved I realistically thought it would just stay dirty talk during sex. So, the last time I said that had been a long time at this point, we kind of fell out of the whole swinging/sharing thing for a while. It had probably been two years since either of us had sex with anyone else. We were just both really busy and it's kinda difficult to start again once you stop lol, a lot of nerves

One night during sex I mentioned how long it had been since shed been with another guy, and told her I wanted to see her do it again. And then I told her again that it would really turn me on if she did it without me knowing she was going to, recorded a video and then showed it to me. Then she said something surprising, she told me she had someone in mind she might want to do it with. I was kind of caught off guard, I couldn't imagine who it could be

I know i told her i wanted to surprise me, but i was too curious, i had to know who. She told me it was Jeff. To give some background here, she had recently started a new job. The coworker she was working with most closely was an older guy in his 40s, Jeff. I knew he was married, ex military, and sort of took it upon himself to try and be my gfs mentor. She actually had told me she found him kind of annoying, because she felt she was well qualified for the job and didn't need his advice.

I was shocked, I asked her if she thought he would be down for that. She paused and looked away from me putting her face against my neck and kissed me there and told me they'd already hooked up. My heart started beating like crazy. What?! I actually thought she might just be teasing me and this was just roleplay. I asked her how this ended up happening.. she told me she made the first move.

Jeff would often talk about his wife, and this was what made Jenny wonder what would happen if she started flirting with him. She told me their first move was when he touched her butt while hugging him before they left work. She texted him and playfully called him out for doing it, then asked if he wanted to see it. She took a picture of her ass for him and sent it to him, she had sent this same picture to me while I was at work, I thought it was random but I realized why she had done that

She told me she'd sent him a few more nudes and they would text and talk about what they liked sexually. Then one day after work ended and everyone else left they went into the breakroom where there were no cameras and she sucked him off. He was amazed that she could take his cock nearly all the way down her throat, something his wife had never done for him. She said that time only lasted about a minute or two before he came down her throat. I kissed her every day when she came home from work..I realized I must have kissed her lips like 20 minutes after his dick was in her mouth.

Then after that they were sending sexual text messages daily, with him carefully deleting their conversations. It was actually a little scary how she'd been able to hide it from me the entire time she was doing this lol. She told me the next time they were alone she started sucking him, but he pulled her up, took down her pants, bent her over and started rubbing the head of his cock along her pussy, getting the tip wet before pushing it into her.

She tried to tell him not here, acting coy but he ignored her and just kept working the tip into her, then slowly pushed it all the way in. I was like hold on, did he use a condom?? She told me he didn't. He pounded her from behind and then came inside her. Once again, my heart is fucking racing.

Jenny had been taking a break from her birth control. I had mainly been using condoms to fuck her pussy and only going raw in her ass(which she likes a lot anyways and often asks for) Once in a while I would get a Plan B so I could cum in her pussy, but I didn't like to do that often often bc of its side effects. It had probably been a few months since I'd done that, but Jeff got to fucking cum in my girlfriends pussy?? She told me he had a vasectomy and couldn't get her pregnant. Since then he'd been fucking her twice a week. I suddenly realized that the times she immediately asked me to fuck her ass right when we started were because he had fucked her pussy earlier in the day and she was probably worried I'd recognize the feeling of fucking her after another guy.

I felt a really complicated mixture of emotions. I was rock fucking hard, but also felt like.. kinda actually cheated on. This had started a few months ago and she didn't tell me yet. I wondered when she would have told me if I hadn't brought up the subject, or would she not have told me at all? I think that carrying on a secret affair was one aspect that turned her on a lot

Then there was the fact that she was letting him cum in her. I was so fucking jealous, even though he couldn't get her pregnant. There were so many times I wanted to fill her pussy so badly, but I didnt..and meanwhile Jeff was doing it the whole time. He was getting something from my gf that I didn't even get regularly.

Jeff didn't take any videos with her, but she did try. He was afraid his wife would end up seeing them. But he sent Jenny a video of himself stroking his cock to the pics she'd sent him. His cock was fucking huge. Mine is not small, it's about 7 inches n average thickness. His had to be 8 and fucking thick. I don't think any guy she'd been with before had a dick that big.

We had this whole conversation while I was inside her and rubbing her clit. I took off the condom I had on and slid my raw cock in to her and started fucking her so hard. My girlfriend was a cheating slut who had come home to me after another man came inside her and told me nothing, keeping it a secret from my the whole time.. I put all of my aggression and the jealousy I was feeling into pounding her cunt and came so fucking hard inside her. I didn't give a fuck if taking plan b made her feel uncomfortable right then.

I knew ultimately I couldn't really be mad at her. I did literally tell her I wanted her to do this, even though at the time I really never thought it would happen. Would she have done this if I hadn't told her to? Hmm..maybe not,  but maybe she would have and I just never would have found out, there's really no way to know. But ultimately I did cause it, it just ended up affecting me in ways I didn't expect

They kept hooking up for a while after that, but both ended up quitting that job and going elsewhere. I think they hooked up once after that point, but he was extremely paranoid about his wife finding out and was extremely weary about meeting her outside of work. I know still texts her once in a while, but it's been a long time since they've met in person. Honedtly, it would turn me on a lot if I found out she was fucking him again without me knowing.