Blog : Ladies Night

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9/11/2023 11:17 am

Ladies Night

The invite from Jill came as a surprise. I knew her from the office but we really didn't say much more to each other than "Hi". Jill was probably the most attractive women in the office. She had blond hair and blue eyes with a knock out athletic body. She flirted with just about everybody and anybody, both men and women. I was not included. I was just the guy who delivered the mail. Usually below everyone's notice. But she handed me an invitation to her latest get together and actually seemed to go out of her way to make sure I would come. It was almost as if I had no choice. So of course I said yes.

I have never been one of the popular people. It's not that I think I'm not attractive. It's just that I was never in the it crowd. I wasn't rich so I didn't have the nice car or live in the nice neighborhood. I was a middle of the road guy. I made enough to survive and that was it. I was a t-shirt and jeans kind of guy so no flashy suits or fancy parties. I mostly liked it that way. The only time I regretted it was when I was in the company of people like Jill. I knew that I would never fit in with her kind of crowd. But I was invited to her party and for once at least for a night, I would fit in.

Jill lived in one of the expensive high rises in the middle of downtown. The doorman stopped me looking down his nose at me. I told him I was expected an gave him Jill's name. He called then looked like it pained him to let me in. I gave him a polite although smug smile and went to the elevators he pointed out. Of course Jill lived in the penthouse. I knew she made more than me but not that much more. The elevator opened right into the apartment. It was laid out like one of those high end hotel suites with lavished furniture, chandeliers with gold gleaming everywhere. I stood in awe looking like a tourist arriving in a new city.

Jill and the other guest were already sitting on the couches chatting. She motioned me over and handed me a drink. I noticed right away that I was the only guy present. I also noticed that all the women looked like carbon copies of Jill. They could have been clones. I nervously sipped at the drink she handed me and just sat listening to the mindless chatter. I had no idea what any of them were talking about so I just nodded my head when a question was directed toward me. This went on for a while with Jill handing me another drink when she saw that my glass was empty.

I had no idea how many drinks I had before the room started to spin. Jill took my hand and pulled me up and helped me into another room. It was like I was swimming in thick water. Everything was in slow motion. I didn't quite pass out but I was completely helpless. Jill could do anything she wanted to me and I wouldn't be able to resist.

I slowly began to regain my senses. As the fog lifted I noticed that I was now nude. My arms were also restrained behind my back and I felt a collar around my neck. When I tried to complain, a gag muffled any sound that I could make. I tried to move and found that my feet were restrained to the floor. A pull on a chain connected to the collar kept me from falling forward. When I looked down I noticed that my cock was caged in a very small chastity device. I looked around frightened to find Jill and the rest of the women sitting around me watching.

Jill stood up and approached me. I saw that she had a paddle in her hand which she banged against her other hand. I tried to follow her when she went behind me but my restrained feet only allowed me to turn my head. Before I could react I felt a sharp smack on my ass. I tilled forward and screamed into the gag. Another pull on the collar again kept me from falling over. The first smack was followed by another then another. Jill kept swinging the paddle landing hit after hit on my ass. I felt my ass grow warm and I knew it must be turning bright red. The women around me laughed and clapped enjoying my pain.

Jill finally stopped and I jumped when I felt her hand slide across my ass cheeks. She came around to my front and kissed me on the gag. She then grabbed both my nipples and twisted. I groaned in pain. She merely laughed and twisted harder. She let go of my nipples and grabbed the chain connected to the collar. She pulled it down forcing me to bend over then connected it to the floor. I thought I was end for another round of paddling but she had something else in mind. She stepped away and disappeared from my view. After a few moments I twitched when I felt her hand on my ass again. I felt something press against my asshole. I felt it push forward spreading my hole around it. Jill was pressing something into my ass. Ignoring my groans she grabbed my hips and pulled using the leverage to push deeper into my ass. I screamed in pain as I felt my ass spread wider and wider until I felt Jill's body pressing against my ass cheeks. She pulled back then pushed forward starting to rhythmically fuck my ass. She started slow then gradually picked up spread going faster and faster until she was slamming into me nearly knocking me over. Her hands on my hips were the only thing keeping me from falling over. She shouted at me, hurling insults degrading me as she fucked my ass. All I could down was whimper and sob. She finally pushed me off, laughing.

Sometime during the fucking someone had pushed a bench under my belly. I couldn't even kneel down. I was trapped bent over with my ass exposed. This wasn't lost on the other women. They had all put on their own strapons and were waiting their turn. One by one they took turns ramming my ass. One not wanting to wait, took the gag out of my mouth and rammed her strap deep in my mouth forcing me to gag and choke. Through it all the women joked and degraded me, calling me derogatory names. I was spanked, pinched, and punched all while being fucked. The women were enjoying themselves to the fullest. When they finally had enough I was left limp and moaning in pain.

Jill and the rest of the women sat down on the couches breathing hard and laughing. They talked among themselves and ignored me like they jut happened fucked the hell out of me. The gag had been replaced and I was just left draped over the bench. They left the couches and went to the dinning area where they sat down and enjoyed a meal. After the meal, while the rest of them chatted on, Jill came back to me. She walked around me, dragging her nails along my skin, until she came to my head. She knelt down and pressed her mouth against my ear.

"You do realize we have a three day weekend," she whispered. I invited the girls to spend it with me. I promised them a fun time and guess what? You're the fun my new boy toy." She laughed as I tried to beg and complain. She planted a kiss on the gag swatted me on the ass and went back to the rest of the women. I struggled, pulling on the restraints but I was restrained tight. Ladies night had turned into a Ladies weekend. I whimpered as I heard them get up from dinning and heard their voices getting closer.


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