My Second Session With Master Chris

Published by submissivesara on

*WARNING: There might be some content in this post that may bother some.

Welcome back! I left my last post with me having to make what I viewed as a tough decision. Chris had set up our next meet at my place and wanted me to come to the door in my robe, but to be naked underneath.

Now, let me explain what made me so nervous about this. Yes, he had already seen me naked by this point, but only once, and I was nervous as all heck then too. I had just come out of a marriage where only ONE man had seen me naked for a very long time, and even with him, I was insecure with certain parts of my body. I mean, c’mon, we are all our worst critics, right?

Also, I have a shy girl in me, so there’s that too. I don’t like attention on me, meaning that I don’t like to be looked at. Even my very own wedding day, with family and friends, when me as the bride came walking down the aisle and everyone stood up, all eyes on me, that was terrifying!

So, getting back to Chris’ and my second meet, and my decision. He came to my door that day. I was wearing my robe and let him in. As I closed the door, I did as he had previously instructed and took my robe off, without looking him in the eye, and directly went to my knees. Was I naked? No.

I couldn’t do it. I just couldn’t. But, I did make sure that I had the nicest bra and panties set on that I owned…to kind of make up for it. Surprisingly, he didn’t say anything about my disobedience on that. I was the one who actually brought it up later. He said that he did notice, obviously, but that he wasn’t upset about it. I think he knew just how nervous I was and cut me a break because of it.

Our second session that day was really good, except for two parts. One was when he put his cock in a hole I wasn’t prepared for, nor had I done before. Ever. Yes, anal. I immediately fought it. I tried moving away but he was trying to continue and was pretty much winning that battle.

I didn’t want to say my safe word because I don’t like the defeated feeling that comes from that, so I didn’t. I finally “caved” for the most part and stopped fighting it. He was much bigger than me, so unless I said my safe word, he was winning on this one anyway.

The second part that I didn’t love, and also tried fighting him on (trying to move away from) was when he purposely put me at an angle where his cock was hitting my g-spot in a very quick and aggressive way. I thought I was going to pee myself! That’s how it felt! He tried talking me through it, but it was not a comfortable thing for me at all. I ended up relenting a bit but it wasn’t fun for me in the least.

It was, again, something I had never experienced and knew nothing about. Now when I look back on it, I think his intention was to get me to squirt. He didn’t succeed on that that day though.

Overall though, as I said, it was a good session with him. Afterwards, we just laid there talking about things in our lives. It felt very normal, which I liked. It calmed my nerves. We did that for about 15 or so minutes and then he left.

Stay tuned for session number three with Chris. It will be our final one…

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