First time with mistress - part 2

NSFWSissy Story

Part 2

When the day finally arrived, I was a bundle of nerves.
I had spent months imagining what meeting her would actually be like, but now she was really coming over. I was really going to put on the dress, the heels, the wig and the cage, follow her instructions, and wait for her.

Getting ready became almost a ritual.

I showered, shaved carefully and took my time dressing. First the tights, a sexy black thong, then the leather dress. I loved the way it hugged my body, a bit restricting and hot. Luckily it was a relatively cool day so I managed. I put on my wig, and did what I could to make myself feel pretty with a bit of mascara and red lipstick. Finally I looked at myself in the mirror.

It was strange seeing the person looking back at me.
I felt sexy. A bit silly, even ridiculous. Also Vulnerable and excited, but mostly incredibly nervous.
I kept checking the time. Taking a break to smoke a cigarette every 15 minutes. I sat fully dressed up on the balcony, trying to avoid any of my neighbors who might be looking around (if anybody saw I didn’t notice it), thinking of what was about to happen. Feeling if I should cancel or make up an excuse to reschedule.

I laid out my toys she had asked for in the bedroom and made sure everything was ready: a pallet for spanking me, a gag ball to keep me quiet, a small whip, dildos of various sizes, and the main toy: a strap on belt with my favorite dildo. I didn’t know what she would want to use so I prepared for any eventuality.

Then came the part that somehow made the whole thing feel much more real: I put on the mask. Until then, I had still been me, getting dressed in my own home. Behind the mask, I suddenly felt anonymous. I wasn’t quite sure who I was supposed to be anymore.
Then my phone buzzed. New message on Grindr: She was outside. I asked to ring the bell to buzz her in, and she did.

My heart started pounding.

I went to the door, unlocked it, and left it as she had instructed. Then I walked back to the bedroom, sat down on the floor with my back towards the entrance, and waited.

Those few minutes felt much longer than they actually were.

Eventually, I heard the door open. Footsteps. The door closing again.

I desperately wanted to turn around, but I knew I wasn’t supposed to. So I stayed where I was.

I could hear her moving around behind me. She didn’t immediately acknowledge me. She took her time, putting her things down and getting herself ready while I sat there wondering what was going to happen next.

That waiting was probably the first real part of the session.

For months, our entire relationship had existed through messages and photographs. I had always had the safety of a screen between us. I could think before answering. I could fantasise about being submissive without actually having to surrender anything.

Now there was another person standing somewhere behind me.

And I had invited her there specifically because I wanted to discover what would happen when that safety disappeared.

Eventually, she came closer. Walked around me and stood in front of me. She had asked me to tell her my sissy name but I didn’t yet know what to choose, so she just greeted me with a “Hello, little sissy.”

For the first time, I saw her standing there in front of me, also hidden behind her mask.

And with that, our first session began.

❤️ Part 3 coming soon.

Posted Aug 11, 2026, 11:35 AM UTC

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