Staring: Chockyy, Mia and Marc

Fictional story

The aftercare session with Marc went really well and I think that was the part I enjoyed the most. He was able to open up and tell me more about himself. I found him very kind and respectful. He insisted that he wanted to come back and try out Sph (small penis humiliation). I told him that even though he wasn’t the biggest down there it wouldn’t work. We agreed to meet up next week and that I would send him daily tasks so that he keeps thinking about me, but also to slowly take control over him.

As he left I got an email that immediately peaked my interest. It was written by a girl called Mia. She was 18 and completely new to the kink world. She briefly presented herself and had attached some really good looking pictures. She wanted to set up a session to try out things and her main interest was to sit down and talk with me. I agreed to meet her two days later.

I had learned my lesson from last time and I wore my tight leggings that had already made more than one head turn in the gym. The two days had passed rapidly and I was still unsure what to expect exactly, but I was a lot less nervous. I had gone to my local sex shop and bought a whip that looked intimidating and some other little toys. I tried a few swings with the whip on my thighs; it felt less painful than I expected.

The doorbell rang and in front of me was Mia. We were close in height and she had mesmerizing blue eyes. She wore a very revealing tank top and short skirts that didn’t leave a lot of room for imagination. She had a little rainbow tattooed on her chest that looked very cute. As we had agreed she was wearing mascara to take a picture of her after the session.

“Mia come in. From now on I will be in charge. Call me Mistress Chockyy and follow my instruction.”

We reiterated what we had agreed upon in the email exchanges we had the last two days. We talked about safety and she told me her safe word. I had prepared a few things this time to make it a bit more serious than the session I had with Marc.

“Mia, I want you to undress and come on your knees in front of me!”

“Yes, Mistress Chockyy.”

She revealed nice perky tits and I don’t know why her tattoos were all so nice! Under the cute rainbow she had a butterfly. I took a chain and put it around her neck. I locked up the pad and wore the key on a chain on my wrist.

“From now on I consider you my little slut.”

I helped her stand up and led her to a table, where I had put on display all the toys we were gonna use during this session. I watched Mia slowly approaching the table and I could tell from the look in her eyes that she was at least a little bit intimidated. There were also three butt plugs ranging from very small to reasonably large. She took the biggest in her hand and said:

“There is no way this will fit. You are not serious!”

I took it out of her hand and told her not to worry about that right now. I told her to bend over the table and try to relax as much as she could. I slowly rubbed her ass cheeks with my hands and from time to time I gave her a little slap. Mia was apparently relatively sensible. She was already giving out little moans. I increased the pace of the slaps but I didn’t slap harder. From what I had read on spanking, I first had to prepare her cheeks before using the whip. They were turning red in no time.

“Are you ready to take the whip”

“Yes Mistress please!”

I didn’t have to ask her because I could see her pussy glister from how wet she was. She was enjoying it! Again I was very gentle while using the whip and paid a lot of attention to her reactions. I slowly increased the intensity and what had begun as little moans and yelps started to sound like it was beginning to hurt. I looked at her face. She was red and the mascara was running down her face. I saw Mia wiggle with her ass during that brief interruption and I thought we had reached the limit. I asked Mia if she was OK to increase the force a last time just to check if my intuition was right.

“Go for it Mistress but I feel like we are very close to my limit.”

“I was thinking the same and wanted to ask you if you want to try one last harder stroke.”

She agreed and I gave a good swing. We were both right, that one hit a little too hard.I turned it back down a notch and gave a few swings.

“This feels exactly right Mistress, I love the feeling when the stroke hits and whip forms like lines on my cheeks. The pain is intense, but that feeling of the stings slowly fading away is hard to describe.”

“I am really glad you enjoyed it, Mia. What do you think about stopping the session now and doing some Aftercare?”

She nodded with her head. I took her by the hand and we slowly walked over to the couch.