Cherry's New Explorations - Sex Stories

Cherry's New Explorations

It all started with a flip answer about how I did not know how much punishment my big tits could handle. I thought the exchange of information would be like all my other virtual relationships. My other relationships had been some fun and a cum on occasion. This one was not like any other I had experienced before. Each day in the next four would be an exploration of my limits and giving over myself over to him. Day one: My work alarm had not even gone off yet. I was awoken with a chirp of a message. It all started innocently enough, with a 'HI'. Few pleasantries were exchanged and then the start of pushing of my limits began. Per his directions, I obtained two clothes pins from the laundry room. They were put on the right nipple and then the left one. I twisted and pulled on the clothes pins next. My pussy was soaking wet and clit aching to be rubbed, with just a few pulls and twists. With just a little urging, I was rubbing my soaking slit as I pulled and twisted my pinned nipples. In just minutes, I was cumming for him. Tension released and juices flowed as nipples ached exquisitely. It was the first time I had cum with my nipples being treated in such a way. I laid in bed panting. I could hardly believe what I had just done. I was still trying to recover, when the next message came through. I moaned softly and debated for a moment or two before rising to get ready for work. Per message directions, I packed a hair brush and one clothes pin, so I could push limits at work. I ...

... could not even believe that I was packing them with little question or thought. My clit pulsed at the thought of what would be in store for me. Throughout the day there were tasks and challenges. I pinched my clit every time I was in the restroom. This task caused my clit to start a slow throb. Through the whole day, I was very aware of my soaking slit and throbbing clit. At lunch, I was directed to go into the bathroom stall with the hair bush and clothes pin. I could not believe when I began to, without question, fuck my pussy with the hair bush handle. My pussy was so soaking wet that the handle went in easily. When the bristles hit my clit it caused me to jerk and I had to stifle a moan as people came in and went out of the bathroom. I could only take a few pumps into my pussy before I had to stop. I was breathing heavily and biting my bottom lip to contain my moans. Again per his directions, I sucked on the handle of the hair brush tasting my musky, sweet juices. It was so hard to focus on spreadsheets and conference calls when I got back to my desk. All I could think of were his words, the throb of my clit, and the wetness flowing out of my slit. Every time he called me his 'pain slut' my clit throbbed. He was in my head all day, pulling and touching places I never knew existed. The final limit of the day was pushed when he directed me back to the bathroom. I placed the clothes pin on my clit and slid the hair brush handle deep in my soaking slit. With just a few pumps, ...