Two dates in Don't be asking

  • Jan. 13, 2020, 5:45 p.m.
  • |
  • Public

I’ve got so much to write about! Two dates in the last week. Both of them were more involved than anything I’ve done before then. It feels good to finally be making this real.

Raph. The think I liked most about Raph when I first met him is that he’s a very dominant guy. This is really what I’ve been looking for. I can be dominant at home with my husband. If I’m going to be playing with other people, I want to be submissive. Unfortunately I seem to often run into guys that are also submissive.

Playing with Raph really meant playing. We didn’t go out for drinks of food, I just went right to his house. When I got there, he kissed me and instructed me to undress. This was definitely awkward and I didn’t want to at first. I don’t want to imply that he forced me to do something against my will, that’s not what happened. But I was at least hesitant.

I think he could sense my reluctance, so he started saying other dominant things to me to put me in the mood. That worked. After he really put me in a submissive mind space, he told me again that when I’m at his house I will be naked, and I complied.

We established a safe word and we talked about our kinks. I really enjoyed hearing what he was into and felt vulnerable (in a good way) telling him some of my naughtier fantasies. I masturbated for him and he sat there and watched me, fully dressed. I was embarrassed when I had an orgasm, but he helped me feel comfortable. He kissed and touched me. He asked me if I wanted to have sex with him and I said yes.

He took his dick out and I played with it. I kissed and licked and sucked. It turned me on so much that I was actually giving a blowjob to a man other than my husband. Per my agreement with my husband, I was sending him random updates by text message about what was going on. I knew he was going to be so excited when I sent the message that said, “I just sucked his dick.”

He responded immediately “Is he going to fuck you?” and I wrote back “I think so.”

But instead Raph told me to make him cum with my hands and mouth, so I did that. Afterward, he told me he wanted to go slowly with me, and that sex would be “later.” I guess I wasn’t too disappointed because just sucking him was more than I’ve done on any other date so far.

We’ve agreed to meet up again on Thursday, and I’m pretty sure we’ll have sex.

Dani. I went to my work event on Friday night, and after I’d completed what I needed to do for work for the evening, I went to the hotel bar and Dani showed up. She kissed me in the bar and it was hot to have a lesbian kiss so publicly like that. I haven’t really been with a woman since before I was married, and I think attitudes about public stuff like that were different back then. So it felt liberating to be so open.

We had a couple drinks and talked and kissed, and I texted my husband that things were going well but we were just hanging out in the bar. After a few hours, it was getting late and I suggested going up to the room. Dani said she had to get her bag from her car, so I went up first without her.

I texted my husband, “Headed to the room now. We are definitely going to fuck.”

He texted back “OK” which kind of surprised me. I was expecting something more enthusiastic. I was really horny and I decided to try to be a work more to fulfill his cuckold fantasy than I had been.

Me: “What are you doing right now?”
Him: “Sitting in front of the computer.”
Me: “Watching porn?”
Him: “Yes.”
Me: “Good. That’s what I want you to be doing. It’s Friday night. I’m about to have great sex and you’re sitting at home alone playing with your small dick.”

I felt a little guilty as I was writing that. I kind of knew it was what he wanted to hear, but playing this role doesn’t really come naturally for me.

Him: “I’m not getting any sex tonight, but you are.”
Me: “Exactly. You sit at home stroking your dick while I real person.”
Him: “Because I don’t satisfy you.”

Him saying that was definitely a sign he was getting into it.

Me: “Nope. I need to fuck other people to get the satisfaction you can’t give me.”

Dani came into the room at this point, so I sent one last message: “I want you to stay awake until I text you that we’re done. I don’t care how late it gets.”

We didn’t waste any time. If I thought Dani was a little shy last time, it was all gone this time. We had sex for about 90 minutes straight. She was a little rougher with me than I would have liked, but I guess that’s what happens when you’re with a new person for the first time. I made her cum twice and she made me cum once. Then we started cuddling. I thought we were done, but we ended up having sex again.

It was almost 4:00 in the morning when she said she was going to take a quick shower, which I guess indicated we were really done. I text my husband only this: “We fucked twice. Go to bed.”

We had sex again in the morning. On Saturday, we had breakfast together and then she went off and entertained herself while I did work stuff. I was busy most of the day. By nighttime, we met up again and went right to the room. Both of our minds were on the same thing.

When we left to come home on Sunday morning, We’d had sex I think five times. I say “I think” because sometimes it was hard to tell when one time ended and another time began.

Now that it’s Monday, and if I’m being honest, I don’t think I like Dani. I didn’t really like her personality. I don’t regret anything we did. But I’m not sure I want to see her again.


No comments.

You must be logged in to comment. Please sign in or join Prosebox to leave a comment.