Exploring The Windy City


Introduction:
True story about my first orgy when I was in Chicago for work. Enjoy 😉

It began with casual drinks. As awkward that you might think a pre-planned orgy would be, I felt an incredibly odd amount of comfort in it all. I wore a tight black dress, and hidden beneath it were a black lace bustier, black lace panties, a black lace garter belt, and fishnet stockings. Conversation persisted until someone began some fire play. A woman was lying down, another was articulately placing a string of trick cotton on her leg. The room was quiet in anticipation. The lighter flickered, the cotton was lit, and the fire traced up her leg in the wild way that only fire can demonstrate. The room erupted into fascination and excitement. I volunteered to try next. My garter belt was unfastened, my fishnets were pushed down to my calves, and my dress was pushed up so that my panties were flashing the room. As I lay there, the woman again meticulously placed the cotton in a row on my thigh, the room staring. The cotton was lit, the fire traced up my thigh sinuously, and the heat projected onto my body. “Not so bad”, I said, smiling.

I took a seat on the couch as others took their turn with the fire. The sounds of the room buoyed respectively with each new fire-goer. Quiet in anticipation, loud again when the snaking of the fire was ended. A woman sat next to me on the couch and we began talking. The couple drinks that I had were affecting me now, and the fire play and the overall excitement of the event had left some wetness in my panties. We continued talking, and a few short moments later, she asked to kiss me. We began slowly, erotically. Her hands explored my neck, my body. I wrapped my legs around her, feeling her breasts. She took off my dress, leaving me in my full set of black lace lingerie. My wetness was increasing, and she brought her hands down my body to find my clit through my panties. She started rubbing as we kissed, my excitement growing still. My hips began rocking, trying to intensify the sensation. I heard people behind me, watching my ass in the air, my pleasure apparent. I didn’t care.

A woman came up behind me, and asked if she could feel my ass. I left the other woman’s mouth to whisper a “yes”. She brought a blindfold, and the woman underneath me placed it over my eyes, robbing me of my sight. Her hands began caressing my ass as I continued to rock back and forth on the other’s lap. The woman underneath me pushed my panties aside, and inserted two fingers, feeling for herself the wetness that had accumulated. My excitement grew, and I tried desperately to move my body so that I could fuck her fingers the way I fuck a cock. “I want to be fucked from behind”, I told her. A man joined in, grabbing my neck, pulling my mouth on his. I had 6 hands on me, and I loved it. As I fucked her fingers, forcing them deeper inside me, I began hearing the moans from the next room. I wanted cock, desperately, so my mind was half with these three people, and half in the other room. “Cum for us”, I heard the man whisper. I tried desperately to fully enjoy the situation I was in, but my curiosity of what was happening in the other room wasn’t allowing me to focus. “I’m having a great time, but would you mind if I went and explored the next room?” I asked politely. They kindly ushered me off, and I began down the hallway, following the screams and moans to the room where I knew the remainder of the guests were.

There were probably 6 or 7, maybe 8 additional people in the room by the time I made it over there, playing, fucking. Noises of pain and pleasure filled the entire room: the crack of a paddle, a moan, the Hitachis’ vibration. They had a red light bulb in the bedroom with two queen-sized mattresses on the floor, and a projector pointed on the wall playing porn. It was used as a dance studio, so there were mirrors that lined an entire wall from floor to ceiling. There were bodies everywhere.

“May I join?” I politely asked. I was welcomed warmly, and a hand was extended to me to join the collection of bodies. I eagerly accepted and was brought down to my knees. The blindfold that was left around my head from the last scene was pulled back down over my eyes. The hand that guided me there found my neck, tracing my throat, down my chest, and back up to my neck where it was firmly held in place. He kissed me, hard, and I released a breath of pleasure. His hands explored my body, teasing in every way that he could. I was then collared to a woman, while he was fingering me. I was immediately lost in the pleasure of it all, losing my inhibitions. The collar came off of her and he removed my blindfold, ordering me to enjoy the views. After taking in the scene, my mouth found the closest body to taste. With my ass in the air, he began finding different ways of abusing it: first his hand, a crop next, and then a paddle. It wasn’t enough though. I wanted to feel unbearable pain. I wanted to be abused, to be bruised in the morning. I had my mouth on someone’s perfectly pierced nipple, tracing the bar with my tongue, nibbling and sucking while my hand grabbed her leg. She was being tortured with the Hitachi by a woman in front of her, and finger fucked by a man from behind, pulling her hair. She was sweating, pleading to cum. I could feel her legs becoming more and more moist. A couple minutes went by, and the screams of her orgasm were added to the already jumbled sounds of enjoyment that the 10 different bodies were creating.

The beatings on my ass became harder and increased in frequency now; with every crack of the paddle I became more and more wet, but still craving a higher degree of pain than I was receiving. I was on my hands and knees, and a woman began grabbing my breasts, pinching my nipples, guiding my mouth with a fistful of my hair to her mouth. The conflicting sensations of pain and pleasure became overwhelming, and I shouted for the man issuing the torture behind me to fuck me. His cock entered me. With every pinch of my nipple from the woman in front of me and every thrust of the man’s cock entering me from behind, I became more and more wet. The woman in front of me started getting rough. Her soft kisses and light touches on my breasts became her fist down my throat and torturous twists on my nipples. I pushed my mouth closer to her, forcing her hand further down my throat. I wanted it to be a huge hard cock, but the substitution was doing the job. She was amused by how much of her hand I could fit, by how excited I was that she was increasing the roughness on me. Two fingers had a firm grip on my nipple, and her other hand was thrown backwards and propelled forwards, landing with a slap on my face. She issued a second, then a third, harder still. The fourth stung badly, but I wanted her to continue. I was lost in the sadism in her eyes. She knew I took pleasure out of the pain, and directed the hard slaps to my breast. After two or three hard, stinging slaps, I recoiled. She didn’t stop though, and I was excited about that. Every thrust of the cock behind me and every slap that landed on my breast drew me closer and closer to cumming. I was completely exhilarated, completely lost in the haze of sounds and bodies, of pain and pleasure. The sounds that escaped my mouth were carnal, and in a moment my body was convulsing from such an intense orgasm. I was in a state of pure bliss. My mind turned off, only capable of following the numbing sensations created by my orgasm. I collapsed immediately after it ended.

I was left just laying there, ass up, face in the mattress. The empyrean that I had found myself in had completely immobilized me. Moments later, the woman returned, but she was behind me this time. I could hear the humming of the Hitachi in her hand, teasing. She followed it up my leg, onto my clit. I was still on my knees at this point, face still planted into the mattress. The circling of the vibration on my clit became too much. I lifted my head, finding someone’s cock two inches from my face. I invited my hands to stroke his hard cock, feeling the length of him. My mouth compulsively followed. It wasn’t but a minute before I felt another orgasm building. My mouth was filled with cock, my nose and lips touching his body from taking in his entire length, while the woman behind me pinpointed the location of the Hitachi to deliver the most intense pleasure. It wasn’t but a minute before I found myself anchored to a cock, body propelled backward by another orgasm. She didn’t pull the toy from my clit when I was coming out of it, and the sensitivity drove my ass further in the air. She slammed me back down, forcing me to experience the pain that comes with the sensitivity. When she allowed the pain to end, I was left there again, breathless and completely satisfied.


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