Chance encounter, part 2

[sa****]

I picked up the paddle that he brought. A lovely solid wood sort, varnished and about 1/2 inch or so thick. I gave him a moderate couple swats with it and watched the wax pop off where the paddle struck. This I found quite pleasing, indeed.

I gave him a few more solid swats, then poured a hot steam of liquid wax right in between his cheeks, covering his most sensitive parts. He moaned again, the loudest so far, and said, "thank you ma'am!"

I spanked him again, several times, until he cried out, a bit breathlessly, "thank you ma'am!"

We were off to an excellent start. I reached back into the bag that he brought, and got the lube. I told him I was quite pleased so far, indeed. I complimented his beautiful little hole, and I started rubbing some lube into it. I skid my finger in halfway; just a tease for both of us. But it gave me a moment to feel him, feel his asshole squeeze down tightly in anticipation of me. I appreciated that this really wasn't his typical disposition, which made it even more delicious... he submitted to me. He chose me. I relished in this realization for a brief moment.

I asked him how many fingers he thought such a tight little ass could take for me. He hesitated, then timidly answered, "three ma'am."

I found three to be an adequate number for the time being. I agreed that the would do, and got started in a bit more of a serious fashion.

I took out the first finger, and replaced it with my thumb. I slowly slid it in all the way, then even more slowly pulled it back out. Rubbed it against the outside. Put just the first section of my thumb back in and pulled it up, stretching it just slightly.

I put the first half of my index finger back in, and stretched it some more. I held it open for a moment, then slowly pulled open even more. Listening to his breath quicken and quiver, his moans become thicker and more gutteral the more I challenged him. I thoroughly enjoyed taking him first to the edge of his comfort zone, then well past it.

I continued alternating which fingers I used and which direction I was stretching him. Meanwhile, I continued to go deeper inside of him every time I changed fingers. I took my time, getting him to relax and really lean into the experience.

After about an hour, I made the final push. I stopped just short of stretching his tight little asshole "enough" to make my the fingers go in easily and without any resistance. I told him that I think we're ready, and he said another breathless, "yes ma'am."...

When I slid all three fingers in all the way, his "thank you ma'am" sounded to be on the verge of tears. It was pure ecstasy, for us both.

[Bi****]

Why can’t I ever find a woman like this 😭