**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."
"Tonight, this is your pussy. Tighten, and relax the muscles around it." I did as she asked. "Good." She stuck a finger in. "Seems you're used to this. But we need to get the plug in." She pressed it against my hole again. I could feel it sliding in, but it was too much.
"I need more lube."
"Are you sure?" She pressed again.
"Yes. I've never done this before."
"Okay...but we can't use too much, or it will slide out." She applied more lube to the plug and then pressed it against my ass. With some force, she got it in. I gasped with pain. "It's in. Put your trunks back on." The Mistress walked over to the door as I put on my swim trunks. She opened the door and let the girls back in. As they did, the Mistress went through her bag and grabbed a few more items. She put a dog collar and a leash on me. She then stuffed a few of her business cards into the top of the teddy. "Be sure to hand these out as we walk around."
"Yes, Mistress." She tugged on the leash, and I had no choice but to follow her. We exited the hotel room and entered the elevator. Several people were already there. I had no shame, I was in this for a reason. I wanted to be dominated. One of the guys looked at me oddly, but then shrugged. This was a fetish party after all. One of the ladies recognized the Mistress and hugged her excitedly.
"I didn't know you were going to be here."
"Are you kidding? Of course I am." My Mistress tugged the leash. "And this is my bitch for tonight."
"Oh really? He's definitely dressed for the part." The elevator came to a stop, and we all exited. My Mistress tugged me along and we walked outside to the pool. It was empty.
"Still early. Damn, I was hoping to put on a show with you, but it doesn't seem like many people will be here until later." One of the girls spoke up and told Mistress about a friend of theirs. "Oh, he's here? Alright, let's go to his room." She tugged on my leash. "Come slave." We went back into the hotel and took an elevator up. "Make me look good, slave. You're not here for fun. Get on your knees." I crawled the rest of the way to the hotel room. My Mistress knocked, and an older man opened the door.
"Hi, glad to see you," he said as he hugged my Mistress. "And I see you brought some friends. Come on in." My Mistress entered with the girls, and tugged on my leash. I crawled through the room and over to a bed where my Mistress sat. She conversed with her friend, I didn't pay much attention.
"Worship my feet," she told me, and then entered the conversation again without skipping a beat. I was becoming increasingly embarrassed. In a room full of strangers, men and women all looking at me, as I kissed the feet and heels of my Mistress."
"Can I have him, Mistress?" One of the girls said.
"Sure, dear." My Mistress handed her my leash.
The girl tugged on it. "Kiss my legs." This girl being younger, and more my age, I gladly began to plant kisses on her thighs. I went up and down, kissing her feet and heels as well.
My Mistress tapped me on the shoulder. "Would you like a drink?" She was holding a glass of alcohol in her hand. I nodded, and she handed me the glass. I took a few sips before she took it away from me. I then noticed a pipe on the desk.
"Is that weed?"