Eventually Ever After: Part 7

by Jayden

Welcome to my story. One of the real stories about Richard and me. Click here to go back to the beginning of Eventually Ever After.


Before I had come over for the day, we had made a plan. The plan was to have a quickie and then get our work done. But when he touched me, and when he kissed me, I stopped caring about being productive. I just wanted to be with him.

“I’m going to drink the rest of this iced tea, and then we can go in the bedroom,” he said.

I was jittery. So jittery. “That sounds good,” I said. I wasn’t sure what else to say. Despite the fact that I write about sex all the time and we had been roleplaying sexual encounters online for a week, I was embarrassed to talk dirty to him. Super embarrassed to say anything, to call him Sir out loud, even though I had done it once or twice on the phone already, and I did it in text all the time.

But could I do it in person?

I was about to find out.

Waiting for him to finish his drink was torture. Watching him sip at it slowly, talking about completely normal things. I wanted him to hurry up and finish the drink, but I was so nervous. We had talked about so many things, so many options. The thing that stuck out the most to me was that he wanted to fuck my ass. It was the first thing he wanted from me.

And here’s the thing. It had been a really long time since someone had been in my ass. Once upon a time, I had been using plugs to keep my ass nice and ready, but that time had long passed. My husband Nick and I had previously agreed no one else could fuck my ass, which was fine with me because I didn’t really like it anyway. It was hot in theory, but I didn’t love it in practice.

And Nick hadn’t shown any particular interest, so I was sure my ass was going to be very tight. On top of that, I had a feeling that Richard could last a long time. And then what? Would it hurt a lot? Would it just get worse and worse as time went on?

I had spent the previous 24 hours trying to stretch my ass out for him, fingering it, even using a small plug, but I knew that it would all pale in comparison to Richard actually fucking my ass. I’ve always said that size isn’t as important as society would want us to believe, but Richard was a fair amount bigger than Nick. And when it came to anal, that size seemed…substantial. I just sat there, equal parts excited and worried. It was intoxicating.

He finished his drink and put the cup on the table. “Let’s go in the bedroom.”


Be sure to come back Monday for more Submission and Domination questions! And check daily for more Kinktober posts!

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