Surprise dildo show

A few weeks ago, I knew Mistress would briefly pop by on her way home so I made sure to shower and clean the dishes. I had no idea when she was coming, so I thought I might as well do the vaginal training early (by which I mean 3 pm, as opposed to 10 pm). I put a towel down, set up my phone and plugged in my wand. Just as I took off my panties and trousers I heard her keys unlock my front door.

For a second, I stayed perfectly still, as if she would be unable to see me if I pretended I wasn’t there. Cause that makes sense, Mila (I hope you can hear the sarcasm in my voice). Then I said “Hello,” as she walked into view and noticed I was naked from the waist down. I smiling embarrassedly.

“I was just…”

Amusement quickly overtook the surprised expression on her face.

“Oh, did you just do your task?”

“Uhm… well, no Mistress I was just about to do it.”

“Oh wonderful, I will watch you!”

I always knew she was going to but now that she’s said it I felt even more shy.

“Would you like some tea first?” I offered.

“No, I’ll watch you right now,” she said excited as my embarrassment grew.

“Uhm… Okay…”

I stayed still on top of my towel, hesitating to sit down and start while Mistress took a seat on my chair.

“Come on, or else I’ll have to encourage you.” She picked up my riding crop and immediately put her words into action.

“Ah!” I cried out with half a smile. “No, please, I’ll start!”

I let myself sink to the floor and began lubricating the blue dildo. I wiped my hand on the towel making an “ew” face that seemed to amuse her. Quickly after, I inserted the dildo, overly aware that she was watching me. Somehow I felt more shy than last time; perhaps because this occasion had been a surprise. I made a grimace once I began moving the dildo inside of me and Mistress asked me how it was feeling.

Over the previous two weeks it had been a hit and miss in terms of whether insertion hurt or not. Some days it’s absolutely fine and others it hurts way too much. This time though, the pain subdued within a minute or so and when I told her it felt comfortable, she eagerly approached me once more with the riding crop.

“I’m just here to help encourage you and ensure you’re doing a good job,” she said

“Yes, Mistress.” Of course, that’s what this is, haha. 

I felt slightly distracted from my task to move the dildo and had to pay attention to trying to keep still and taking the pain. But of course, the riding crop wasn’t that sore. Though Mistress knew exactly which areas to hit to make sure it was.

She then paused and said we should make it more interesting. She told me to squat.

I glanced from my right to the left, then awkwardly half squatted. “Like this?”

“Yes.”

She gave me a few more hits with the crop and then proceeded to turn on my wand. She said I deserved some pleasure now and positioned the wand against my clit. As she turned it on I immediately I tried to back away, taken by my own sensitivity. I reminded myself I should keep still, but every time she pushed the wand against my clit, my body automatically moved away and she remarked that I didn’t seem to want it.

“No…” I said quietly, too embarrassed to admit I wanted it and definitely too flustered to actually beg for it.

“No you don’t want it,” she replied.

“No, Mistress… I do…” I heard myself say even more quietly.

She gave me the wand once more and I managed to stay still for just a moment. Then I jerked back again and she turned it off, now picking up up the riding crop.

“Ah!” I cried when she hit a sensitive spot on my bum. Though I smiled, because it was making her smile. Moving the dildo was no longer hurting me and I mentioned that I would usually switch to the bigger one now. I made sure to say this when she stopped hitting me for a moment; I didn’t want to interrupt after all.

“Really?” she sounded surprised.

“Uhu…” I mumbled shyly.

She took a step back as if to indicate I could change dildos now.

I took the blue one out, lubed the purple one and stretched time a little by wiping my hand on the towel with the same “ew” face from before. I wasn’t sure if this was going to hurt or not and I felt a little nervous. To my surprise, it was very manageable. I shouldn’t have been surprised because she was there; of course I was more aroused.

What followed was a combination of hits from the riding crop and trying to stay still while Mistress held the wand against me.

At some moments, she held it in a place where I could take it and I began craving an orgasm, while simultaneously still struggling with how sensitive I was and staying still in this squatting position. It felt like she kept the wand on me for a prolonged period of time and my mind began to fight between wanting the pleasure so badly and not being able to cope with it at the same time. You can imagine that continuing to move the dildo was also a little harder.

In the end, when she turned off the wand, she gave me a few harder hits with the crop which actually really stung.

She asked which one was more painful, the dildo or the crop? And I had to admit it was the crop.

“Good,” she said. “You can stop now.”

“Thank you Mistress.”

I can only be happy that her arrival today was so perfectly timed.

Xx Mila

Now, a month later, she we have filmed a strap-on video with our friends Bella and Mistress Scarlet. This was only the second time Mistress used a strap-on on me and I have to say it was rather sore! At the same time it was a massive turn on and I’m really glad we got to do this. If you’re interested in watching it, it’s available on our clip stores.