I was in Chicago attending a week-long training for work. It ended Friday afternoon but, since I had to go to a conference in Denver that next Monday, I was staying in Chicago until Sunday afternoon. I didn't really know anyone in town, so I just ended up visiting a few different bars near my hotel Friday evening. I wasn't looking to meet anyone, so I kept to myself, sitting at the bar or alone at a table.
After probably a few too many, I decided to head back to my hotel. I stumbled out of the last bar and started slowly walking back. I wasn't really paying too close attention to my surroundings, so I must have jumped a bit when I heard a female voice behind me ask, "Excuse me, can you help us out?"
I turned around to see two young women behind me. One was probably 5'11", blonde hair, blue eyes, a golden tan with large breasts and a narrow waist. She was stunningly beautiful, perhaps one of the most beautiful women I had ever seen in person. The other was only about 5'4", brownish red hair, blue-green eyes, pale skin, very small tits and a skinny body. It was obvious she was very fit, probably a runner or cyclist. She was attractive in her own right, but was so overshadowed by her companion that it almost made her look plain. Both appeared to be in their mid-twenties, and were wearing tight cocktail dresses and stiletto heels, with light jackets tossed over their right arms so that their hands were not visible.
"Well? Can you?" asked the blonde, looking amused. She knew she was gorgeous and was clearly used to using her beauty to get what whatever she wanted.
My mouth must have dropped open when I turned around, as I shook my head to clear my thoughts and it snapped shut. "I, uh, I'm not from here," I stammered.
"Oh?" the blonde remarked, smiling slightly. "That's not really what I asked. Can you help us out?"
"I, uh, don't understand. What do you want?"
"Our car is just down this street, and we are having trouble starting it. Can you take a look at it?" She pointed down a darkened street right next to where they stopped me. Fifty yards or so down the street I could just make out a car.
"I don't really know much about cars. I don't think I'd be of much help," I replied.
"Please? It will just take a second." This time, it was the redhead that spoke.
"Um...okay," I said, not wanting to disappoint two beautiful women who were asking for my help. We started walking down the side street. They made some small talk with me, asking where I was from, why I was here, and how long I was staying. I answered them truthfully, not sensing any reason not to.
"We've got tools and a flashlight in the trunk," the redhead said. "It should be unlocked."
"Okay," I said and took a couple of steps ahead of them towards the trunk.
"That's far enough," said the blonde in a stern voice. I turned around to see both of them pointing Tasers at me that must have been concealed under their jackets.
"What? What is this? What are you doing?" I demanded.
"Quiet!" ordered the blonde. "If you make any more noise, I won't hesitate to shoot you. Kathleen," she said, turning to the redhead, "hand me your Taser, open the trunk, and get him ready."
After turning her Taser over to the blonde, Kathleen stepped forward, opened the trunk, and pulled a few things out of it. "Please," I said, "You don't have to do this."
Kathleen quickly spun around and in one fluid motion punched me in the groin. As I doubled over in pain she hissed, "What did she just say? Another word and you're done. Now, stand back up, face Lindsay, and put your hands behind your back."
After a moment, I regained my composure and complied, facing Lindsay. She still had both Tasers pointed at me, and had an evil-looking grin on her face. Clearly she was enjoying what was happening. I felt Kathleen grab my hands, hold them together, and tie them tightly using a zip tie.
"Put your feet together," she said, doing the same thing with my feet. "Open your mouth," she ordered, then shoved a ball-gag into my mouth and fastened it behind my head. "Get into the trunk," she ordered, turning me towards the trunk and giving me a shove. I sat down on the edge of the trunk, leaned down into it, and they lifted my legs and pushed them into the trunk. The trunk slammed shut, and I was in total darkness.
After driving for what seemed an eternity but was probably only about fifteen minutes, the car slowed to a stop after pulling into what sounded like a garage or some other enclosed space.
Shortly after the car was turned off and the garage's overhead door finished closing, the trunk opened and I was staring up at Lindsay, who was holding a black hood. She quickly shoved it over my head, and I was in darkness again.
"This is going to be a long, painful and humiliating time for you," Lindsay said, "But how painful depends largely on you. Follow our instructions and obey our orders, and you'll be released largely unharmed early Sunday morning in plenty of time to catch your flight. Disobey or disregard or orders, or resist or struggle in any way and you will be punished. Try to escape and, well, I hope you enjoyed having these," she said, giving my balls a squeeze through my slacks.
They helped me out of the trunk, cut the restraints around my legs, and led me through a door and down a set of stairs. "Get on your knees," Lindsay commanded.
I awkwardly knelt down, and the hood was removed from my head. I blinked at the bright light and looked around at my surroundings. I appeared to be in an unfinished basement, kneeling on a concrete floor. The room was filled with what looked like equipment from a medieval dungeon: there were various benches and racks with restraints on them, a couple of large cages, plus two tables full of paddles, crops, and other disciplinary devices, plus assorted other sex toys like dildos, plugs and several other things I could only guess at their uses.
"Do you like what you see?" Lindsay asked, with an evil little laugh. "Don't worry; you'll get to try out most everything you see in here. You're going to be our bitch, our slave, our plaything, for the next day or so. If you want to get through this with a minimum of pain, you will follow and obey these rules.
"You will not speak unless spoken to and, unless otherwise directed, the only acceptable answers are 'Yes, Mistress' and 'No, Mistress'. Failure to respond properly, or speaking out of turn, and you'll be punished.
"You will obey our instructions and commands completely and without hesitation. Failure to do so will result in punishment.
"If you resist in any way, you will be punished.
"If you try to escape, well, I think you know what will happen," she said, giving my groin a light kick. "Do you understand?"
I nodded my head and was immediately slapped across the face. "The correct response is 'Yes, Mistress'!" Lindsay yelled in my face. "Do you understand these rules?"
I tried to say "Yes, Mistress" through the ball gag, but it didn't sound anything like that. However, it must have been enough, as she said, "Good," loosened the ball gag, and removed it from my mouth so that it dangled around my neck. At the same time, Kathleen cut the restraints around my wrists.
"Here, take these," Lindsay said, handing me two blue pills and a small paper cup of water. "There's one more rule," she continued. "You are not to cum without our explicit permission - which we will probably never give. Your time here is all about our entertainment and pleasure - not yours. These are to keep it interesting," she said with a laugh. I had to assume they were Viagra, and I quickly swallowed them and finished the cup of water.
"Now stand up and take off all your clothes, slave. You won't need them while you're here." I quickly stood up and started undressing, placing my clothes in a pile on the floor. Lindsay came over to me and gave my flaccid penis a swat. "Such a tiny dick," she laughed. "No wonder you were alone at the bar. I hope it gets bigger when it's hard - not that we'll have much use for it."
Meanwhile, Kathleen had gathered up my clothes and put them in a trunk, removing my wallet first. She took out all the cash - about $150 - and also took out my driver's license and a business card. Noting the look of alarm on my face, Lindsay said, "Don't worry, you'll get your license back at the end. It's just a little insurance that you don't try to escape. Plus, we'll copy down your information, in case we're ever in Omaha and want to say 'hi.' The cash is for room and board because, well, you are going to be enjoying our hospitality for the next day and a half. That's only fair, right slave?"
I was totally screwed. There didn't seem anyway out of this but to get through this ordeal by doing what they said. I murmured, "Yes, Mistress" and looked down at the floor at my feet.
"Good," Lindsay said. "Now, get back down on your knees."