Riding Bitch

by Cissykay

 

Chapter 10

  

Sunday morning had finally come. I drank several cups of coffee to try to get the taste from last night out of my mouth. Even with the taste of the cigarettes, and the coffee, it was almost impossible. I spent over three hours with my face buried in Wanda's pussy. She had the other pledges bring her drinks so I wouldn't have to be released. I did try to free myself from the rubber head harness several times. That was only met with a crack on my ass from the whip Wanda now had, and an order to suck. I did manage to get a good night's sleep however. I was so tired that I went out as soon as I made it to my bunk. After breakfast, The large ball was removed from my tongue, and replaced with a small stud. This was done so I could talk normally. The pin through the tongue wasn't removed, so I assumed that I would be humiliated again in the near future. Melanie and I talked for a few minutes. I explained to her that I had to phone my vice president at some point this morning to get a weekly report on what was happening. Melanie said that she understood business matters since she too owned a company. She told me she would make the arrangements.

I was finally dressed as all of the other pledges. The outfit of the day was a vinly corset, very pink hotpants like the sixty's teenagers used to wear over very sheer and shiny fleshtoned thigh highs, and a pair of pink mules with little pink fluffy balls on the front. All in all, quite comfortable even though I looked like a cheap whore. After disappearing for a few moments Melanie reappeared and motioned for me to go woith her. She threw a fairly large bag beach bag over my shoulder. I had no idea what was inside. When we reached the grass covered edge of the water, Melanie went to the bag and pulled out a towel She spread it on the ground, and sat. All she was wearing was a very thin string bakini. She obviously wanted the sun. I was ordered to sit on the grass next to her. We talked like best friends for about an hour. "You know slut, I was beginning to like you. You have the type of spirit that I am looking for in a sissy. I wanted to have the satisfaction of knowing I took a perfectly macho man, and turned him into my private and public sissyslave. I know that most men would do anything to spend the rest of their life with me. I have the need to know that my man is willing to sacrifice even his manhood to please me. I have enough money to buy just about anything I want, including a submissive man, but I have to feel the power of knowing that I did it." "Why can't you just find someone who loves you for what you are?" Because what I am is a woman who believes a man should serve my every need. He should be my sex toy when I want to get laid. He should be willing to dress as a slut just because I demand it." "Is the need to humiliate a man that strong for you?" "Well think about it. Men have been humiliating women since the beginning of time. I think it's time for women to get even. You already know how humiliating it is for you now. Just think of being required to dress and act like a woman every day of your life. Be forced to do woman's work. Be forced to take a job that's beneath you, and have everyone call you honey, or deary. Be forced to know what we go through every day, only knowing that your Mistress will never relent and let you change back into a male pig.' I had to admit that some of what she was saying is true. "You just picked the wrong man. I enjoy being a man. "That's exactly what I want. Someone who enjoys being a man, so when I take that away from him, he will be my docile little pet." "Sorry I disappointed you Melanie."

We talked a little longer. I got the feeling she was trying to talk me into becoming her sissy. We discussed todays test. We were all going on our first ride. The pledges were going to ride solo today. I thought that would be great. I missed my hog already. Mistress Melanie then handed me my cellphone, and told me to make my call while she went to see what was going on in camp. I tried to dial the number, but with these nails, I believe I called sixteen states, and at least seven foreign countries before I got the number right. It was as I figured. Everything was going well at the office. I told Becky to pay what needed to be paid, and send at least $5,000.00 to my company credit card. I was going to need some room before I returned. By the time I finished the call, Melanie was just returning. "Everything hunky dory?" "Well actually, there is a problem with a complaining client. I told her I would check in again on Thursday." "OK, just remind me. I know business has to be done." I had just built in a way out for next week. "I am going to give you one more opportunity to stay until we reach South Dakota. If you fail again, I will have Cheryl turn you into a biker slut to end all biker sluts, and have you sent away. Now, you will recieve enough demerits to insure that you will regret getting caught last night. But for today, we are going to have fun. Now pick up everything, and get up to the camp. The games are going to begin. And, by the way. It will now be one demerit every time you are caught speaking in a male voice. This begins now, and is a 24/7 rule." I picked up the towel, and followed her.

When we arrived, everyone was in a party mood. Many things were going on, but nothing involving any torture, thank God. "Cheryl, will you please give sissyslut a nice lisp again. It makes her sound so cute." Cheryl took a gold ball from her pocket and replaced my stud with it.

"Thank you Missthressth Therryll." "So cute." "Time for our first game. We all know that men and women like to masturbate. Men more than we ladies. Our first game is a masturbation game." Melanie went into her bag and brought out a whole mess of things. I was asked to join her at the picnic table. "Sissyslut, would you like to give us a demonstration on how to masturbate?" Saying no wasn't going to work. Maybe I would get to jerk off in front of all the woman. I can think of worse things. "Yeth Mithtressth Melanie, thith sthlut thishee would." "Oh good. Please dip you hands in this jar, and be sure to get them good and wet." I did, and it was something very greesy. Melanie then put a vinly bondage mitten with a "D" ring on the end on each hand, and of course locked them on. My dick was already rock hard. "Now please dip them in the jar again sissysut. I did, and when I brought them out I recognized that they were covered in motor oil. "Now, go stand in the center and play with yourself sissyslut." I stepped to the middle among all the laughing women. When I went to grab by prick, the mitten slipped off. To make matters worse, I couldn't grab hold of the inside, because the oil had lubricated that, and my hands slipped inside the mittens. I wasn't jerking off in these anytime soon. "Oooh, look ladies, it's no wonder she wants to ride bitch all the time. She doesn't even know how to jerk off yet." Everyone howled at my quickly reddening face. Come over here sissyslut. I'll help you." I walked back to Melanie. "Hold out your hands slut." I put my mittened hands out to her. She reached into the bag, and pulled out a wire. It was about a foot long. She made a loop in the middle and tied it once. When she held it up to see it, she gently pulled on it. The loop closed slightly. When she released the pressure, the loop opened again. Then she took one end and twisted it around each of the "D" rings. Next she pulled a big square of plastic out and laid it on the ground. "Go stand on the back of the plastic facing the girls sissyslut." I did as I was ordered. "Now slut, place the loop over your penis and play with yourself." Everyone was crying from the laughter. I slipped the loop over my dick, and brought my hands forward. It slipped right off. "You're going to have to pull your mittens apart to get it to stay on sissy." When I applied tensin to the wire, it dug right into my prick. Melanie walked up and whispered, "Let's see how much fun you have jerking your meat this time slut." Then she announced that I would be staying right there until I shot my load. Cheryl spoke up. "But Mistress Melanie, we are all going to be playing games. How will we know when sissyslut has finally come?" "That's easy, Cheryl. Sissyslut will be chanting, I am a sissy, I am a slut. I need a man to fuck my butt, until she is through. When we can't hear her chanting anymore, we will look and see that she is finished. We will know that, because she will be on her hands and knees, licking every bit of it off the plastic. You may begin slut." While they were all laughting at me, I placed the loop around my penis again and pulled. It dug into my cock and I winced. "I am a thissthy, I am a thlut, I need a man to fuck my butt." This was going to take awhile. In just a few minutes, I think I was pulling the skin off my prick. I was warned by Melanie that if the pain got too great, and I went soft, I would have another cockring placed around my dick to keep it erect. I couldn't keep my mind on what I was doing. It is impossible to fantisize enough to climax, while saying something that doesn't turn you on. I could see that I was beginning to rub my prick raw.

After about a half hour of sheer agony, I finally shot my load. It wasn't five seconds after I stopped chanting, or by this time crying my line that I was noticed. Everyone ran over to see me lick up my own cum. My mittens were removed, and I was allowed to join the others for the fun. It was a short time later that we were told to get our belongings because we were getting ready for our first pledge bike ride. We were instructed to change into pumps with ankle straps. "It isn't easy to ride with mules or heels that may fall off." So we require the heels, not only for safety, but so all the gawkers could get an eyeful while we were riding back. Cheryl followed the group in the beautybus. I got on the back of Mistress Melanie's hog, and we rode right down the main street of town again. She made more girl talk on the way. She asked if I was having trouble managing my new hairdo. I told her that the upkeep was remarkably easy becauese it was so straight. "I'll have to take care of that oversight quickly." She pulled into a small park and along with all the other members of the club, and pulled her bike in line and turned off the engine. All the pledges were lined up and the rules of the test were explained to us. The first one to get to the campsite was the winner. The last one back was the pledge who recieved the black mark for the day. We were told that each one of us were to ride their sponsors bike back to camp. Every single pledge's eyes lit up. I was especially happy. I had only been deprived of the ability ro ride for two days, but I was already missing it. "You girls all stand here until the signal is given to start." Just then the door of the beautybus swung open, and each handler walked out with their pledges fourteen inch girl's bicycle. As all the club members cheered and roared, we were told to mount your hogs and start your engines. We rode off to the catcalls of everyone.

The camp was about twelve miles from the starting line, so I calculated that it would take about an hour for me to get back. I mixed in with the girls, and we rode along the side of the road. It was pretty level, at this point, but there was a pretty steep hill to navigate for the last mile or so. I knew that I was going to win this test because none of the girls had the strength in their legs that I did. I took my time, and for the most part stayed in the rear. I was going to be the white knight if anone decided to take advantage of any of the other pledges along the way. I thought to myself that this was one of the many reasons that I'd never been turned into a sissy. I still had some gallantry in me. We made it to the bottom of the hill without difficulty from the guys that ran along side at times, or the ones that shouted every conceivable dirty joke in the world. I especially got quite a few dumb blonde jokes. At one point I was tempted to stop and kick the living shit out of one drunk in front of the bar that Melanie tried to embarras me at the day before.

As we started up the hill, I could see that it was cora that was going to be the one that came in last. She was straining and beginning to cry. I pulled along side of her and grabbed the middle of her handlebar with my right hand. I began to pull her up the hill. The other four were so far in front, that I knew we weren't going to catch up. At the top of the hill, I gave Cora's bike a heave, and she glided onto the dirt road. I was now totally out of breath. As Cora saw that I was beginning to struggle myself, she got off her bike and came to me. "Thank you for the help. You could have been the winner today." "Teamwork, remember pledgie?" I told her to get going. Since I am already going to get most of the black marks, one more won't hurt." "When we get to Sturgess, I'm going to give you the most fantastic role in the hay you've ever had." There was no doubt in my mind that she could. She jumped back on her bicycle, and I followed her into camp. Melanie just stood there and said, "I can't wait to her your excuse for this fuckup, sissyslut." Then she laughed. "You aren't supposed to know this you wonderful little bitch, but there is another road in here. I was behind you when you helped Cora up the hill. You're still going to get punished though." I knew I would.

  

  

  

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