**Disclaimer: This is a real story. Everything that happened here is, to the best of my knowledge, what actually happened. The experience is several years old, but I captured it all to the best of my ability**
I had called her up, everything was set. Every time we spoke on the phone, she was nice, laid back. It seemed like it was going to be a fun night. She told me to meet her at a hotel. A fetish party was going on that night, some sort of "Fetishpalooza" or something or another. It wasn't too late at night that we were meeting. I had never been with an actual dominatrix before. I was so nervous about making a mess, I hadn't eaten for 24 hours. I just wanted things to go smoothly.
When it was time, I drove to the hotel. I took the elevator to her room, and as I was about to knock, I heard a group of guys talking. "I appreciate you all coming here to meet me, but I have a client coming up any second." I quickly left and walked around the hall. I waited to hear the door close, and for the group of guys to take the elevator down. Once the coast was clear, I knocked on the door.
The door opened. "Well, hello there. You must be Demetri."
"Yes, I am."
"Well, come on in." She introduced me to two girls that were with her, and one guy about my age. They were all part of her crew. The dominatrix led me into the room and told the three to wait outside. I was a little disappointed that the girls left. I was hoping they would get involved somehow. "Do you have my tribute?"
"Yes."
"Call me 'Mistress' when you speak."
"Yes, Mistress."
"Good. Place it in your mouth." I did as she asked. "Now strip." I gladly took off my clothes and stood naked before her. She ran her hand along my chest. "Well aren't you a cute one. Have you done this before?"
"No, but I've played around with anal before."
"Oh? Good, then you might be a little easier to break in." She went through a large duffle bag and handed me a red teddy. "Put this on." Sheepishly, I put on the teddy. I wasn't a fan of cross-dressing, but I wasn't going to mess this up. "Did you bring swim trunks or anything to wear?"
"Yes, I did."
She pulled out a pair of undies. "Do they have netting?"
"No."
"Oh, alright. Just put the trunks and the teddy on then." Once I was dressed, she continued to grab some items from her bag. "So tell me, what are you into?"
"Mainly I like bondage and prostate stimulation. But, I don't mind putting on a show."
"Do you suck dick?"
"Like, real dick?"
She laughed "Oh no, would you suck a dildo in front of a crowd?"
"I don't mind playing the part."
"Good." She then took a whip. "Drop your trunks." She came up to me and bent me over the bed. "At some point, you're going to enter what is called 'sub space.' It's when you're completely submissive and do as you're told. Are you ready for that?" She teased me with the whip; first, lightly dragging it across my bare ass.
"Yes, I think so."
"Good." She hit me hard with the whip. "Tell me when you need me to stop." She then continued to whip my ass. My pain tolerance is high, but I wasn't expecting this. After several strikes, I shook from the contact her whip made with me. "Ask for mercy." She continued to strike me, harder each time.
"Mercy." She striked me again. "Mercy!" Again she hit me. "MERCY MISTRESS!" She stopped.
"That's more like it. Stay there." I kept my position, bent over the bed. She came up behind me. "Ever wear a butt plug?"
"No."
"Alright, well let's see how well you do." She took a tiny bit of lube and put it on a thick, orange plug. I wasn't sure how long it was, I want to say maybe 5 or 6 inches. It had a thick base as well. The Mistress pressed it against my hole and began to push.
I cried out. "I'm too tight."
"Relax your pussy."
"What?"
"Have you ever heard it called that before?"
"No."