In so long in Jessica and Me

  • Dec. 17, 2016, 11:07 a.m.
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  • Public

Yesterday after work I was sitting at home waiting for Jess and feeling kind of sad. It had now been more than 3 weeks since we’ve had sex, by far the longest since we’ve started sleeping together, and I didn’t really feel like it was going to happen any time soon.

I was sitting there thinking about this, feeling sad, when she texted me to say that Kevin had suggested they meet up and she wanted to know if that was OK. I think I’m more willing to say bitchy things by text than in person, so I responded, “When am I going to get fucked?”

She didn’t respond right away, probably because she knew I angry. Then she finally wrote, “I can tell him no if you want.”

This pissed me off more because she wasn’t even addressing what I said. I wrote back, “No, go fuck your boyfriend. I don’t care if you don’t care.”

Again it was a while before I heard back. She said, “You’re so fucking frustrating! You’re the one who is so against monogamy and yet you give me shit for not being monogamous. You complain we never have sex but you also never touch me or initiate anything. If I cancel on Kevin tonight I know I’ll come home and we won’t have sex. You’ll just pout and be angry at me.”

Of course, there was a lot of truth to what she said. She conveniently left out how she was fucking Kevin for months without me knowing about it. But still. I knew a lot of it was true and it stung.

I responded, “Let’s fuck tonight. Let’s make it happen.”

And then I playfully added, mostly joking, “Or let’s have a threesome with Kevin.”

Her response, “He would love that! Are you serious you want to do it?”

I thought about it for a while. I really wanted to just have intimate sex with Jess alone. But I also was curious about Kevin and what Jess was getting without me. I just wrote back, “Let’s do it.”

It’s been a while since I’ve written a sex entry.

Kevin showed up together with Jess about 30 minutes later. I met them at the door in bra and panties and planted a kiss on Kevin before I greeted Jess the same way. I was feeling naughty. I felt like this was going to be a revenge fuck.

They both laughed and commented about how I was “ready to go” and I didn’t even really say much. I just started helping Kevin out of his pants. He was barely in the front door and I already had his cock in my mouth.

Kevin is tall and built. His cock wasn’t long, but very thick. He was fully shaved. He wasn’t hard when I first got it out, but I quickly changed that with my mouth.

Jess helped him out of his clothes and then started taking her own off. We moved over to the couch and I sat down, removed my panties, and laid there for him. He followed my lead and started fucking me. About a minute into it, he leaned forward and kissed me.

I’ve probably written this before, but I think the sexiest thing to do while fucking a man is to have him inside of me and also have our lips connected. This position pushed me right into an orgasm, and I was almost embarrassed that I came so soon and so quickly.

He pulled out of me and started fucking Jess. I’m lucky that I’ve had plenty of experiences of group sex, so I feel like I’m good at inserting myself into it. I climbed on top of Jess so that my pussy was in her face and my mouth was right near his cock that was thrusting inside of her.

He started alternating between her pussy and my mouth, while Jess ate me out. It felt like a total porn scene, and I was enjoying it except for the fact that my knees were hurting.

We changed positions. I started licking Jess and he got behind me. I felt his fingers inside of me, and then he started rubbing my ass. I could tell he was trying to lube my ass with my own juices, and I remember thinking that was a sign of someone who’s done this before. I spread my cheeks for him like an invitation, and he started fucking my ass.

I made Jess cum and right around the same time that Kevin came in my ass. That surprised me, that he would cum inside of me like that. And I have to say I hate getting cum in my ass. It’s fine in my pussy, but there’s something messy about it being in my ass. Sorry if this is gross to say, but it’s true. I feel like I can never get it all out.

We all spent a few minutes there together, naked and sweaty and satisfied, and then Jess said to Kevin that she had enjoyed this but felt like she needed to spend some alone time with her “fiancee.” I was surprised she used the word because she always just calls me her “girlfriend.”

Kevin got dressed and left. I don’t think he was at out place for even 30 minutes.

Jess and I had sex again. For the first time in so long. And it felt right. It didn’t feel like we’d been fighting.


Last updated December 17, 2016


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