Riding Bitch

by Cissykay

  

Chapter 5

  

I went to Cheryl's motorhome, and knocked on the door. I was told to wait. The door was opened, and I was asked to enter. Cheryl was dressed in a black leather corset, black panties and garter belt, and a black leather dress. "Be a sweetheart and zip me up." I couldn't, because of the globes on my hands. She took a key from her chain and unlocked the globes. "Nobody will be back before the time limit, so I am going to release you. Don't get too happy though, I will find some other restraints as soon as you shower properly." I was happy just to get out of the damned steel fists. She unlocked the the balls, and I was able to stretch my hands for the first time in many hours. I zipped her up, and she did look good enough to eat. "You like?" "Yes Mistress, this worthless pledge thinks you look beautiful." "Well thank you sissyslut. You know, there may be hope for you yet. I am going to be nice to you today. I know that you must be in great pain from everything that happened to you yesterday. I do have to take some precautions though. I hope you understand. I still was wearing everything else from the previous day, so it was unlikely that I was going anywhere. Mistress told me to sit on the sofa, and have a cigarette. We were going for a ride. I sat down, and she began to drive off. We traveled for about 30 minutes, and then she pulled into a dirt road. After about another five miles we came to an open meadow with a large tree in the middle. "This is my special little hideaway sissyslut. Nobody in the club knows where it is, so I can come here and think. The day was opressively hot already. She opened the door to a the motorhome and stepped into the heat. I was ordered to follow. She walked under the tree, and gave me my instructions. There is a large box in the back of the motorhome that is wrapped in brown paper. There is also a large black leather bag, and a long shoebox. I want you to get them, and bring them here please." I went to get what she asked for. It took me two trips, because they were quite heavy. When I was through, I had sweat pouring off me. "It is quite uncomfortable, isn't it." "Yes Mistress, it is." "Would you like to cool off?" "Yes Mistress, I would." We walked over to a place about ten feet from the tree, and she pointed to the ground next to my feet. "There is a large ring under the grass. Pill it up." I felt around, and sure enough, I felt a heavy ring. I pulled, and the ground opened up. It was a trap door. It was covered with grass, so when it was down, you could never twll it was there unless you knew exactly what to look for.

She walked down the cement steps, and motioned for me to follow. At the bottom of the stairs was a heavy metal door. She inserted the key, and motioned for me to open the door. On the other side it was like a large livingroom with all sorts of ultramodern leather chairs. It was so much cooler there that I actually felt cold. "Nice huh?" "Yes Mistress. What is it for?" "It is a bomb shelter that I had redesigned to be an underground home, work area, and office. I come here to escape the heat, and be alone. I am human you know. Now go up and bring down the gear, and then sit yourself down. There is ice cold beer in the fridge." I hurried to accomplish my task, and when everything was brought down, I opened a beer, and sat. I did notice that there was a runner that went the length of the room, and went right into the other room. Cheryl soon returned, and she sat down and was drinking a beer. "Let's get those heels off of you. She unlocked the shoes, and I took them off. The freedom was wonderful. "Before I take off that chastity belt, so you can wash properly, I want you to go into the next room. You will see a metal collar hanging from the runner in the ceiling. Attach it around your neck so you can't escape when I remove the belt, and return to me. If you want to shower properly, and be pampered for a few hours, you will do it without question." I got up and walked to the other room. It looked like a salon, except it also had a table in the middle with a large hole just below center. I had no idea what that could be used for. I locked the collar around my neck, and went back to Cheryl. I really wasn't going anywhere, so what the hell. It was quite easy as the chain hung loose, and it slid easily along the track. As soon as I returned, Cheryl produced the extra key, and released me from the steel chastity belt. It fell to the floor, but I couldn't quite reach low enough to pick it up with the collar on. "In the next room after the lab, is the shower. You will find everything you need to shower and shave. Go back there and wait for me." I did as I was told. Cheryl came in with a knife in her hand. "Relax, I'm going to cut the laces on the corset for you. I realize that you will be in some pain during the shower, but you will have to get used to it. After all, you can't go a month without washing. I have a new one for you when you're through." She cut the laces, and removed the corset. I held the huge tita in my hands. "Let them down gently, and take your shower, and shave." I did, and I actually was learning to tolerate the pain a little. I showered quickly, and shaved as close as I could. When Cheryl returned, she ordered me to put some cream from the green tube on my face and private area. She told me that it would retard the hair growth, and make it easier for me to get along. I did, and it actually smelled pretty good. She wrapped a towel over my wet hair like women do to themselves. "Now, go back to the lab, and you may have a beer from the refridgerator there." I did, and I quickly realized that the layout of the bunker had been well thought out. I could reach the beer with no trouble. I sat and waited for Cheryl to join me. She handed me a mirror, and told me to look at my face. I did, and was amazed to see that my makeup was still perfect. She just smiled and said, "I'm pretty damned good. That's why I get paid so much for all my services. I do other things that you haven't seen yet. I may show you some today if you're good."

I finished my beer, and Cheryl asked me to get up on the table and lie dowm with my head toward the shower room. I was a little nervous, but I followed her instructions. When I was prone, she walked up to me, and said she wanted to inspect the damage done by the hair remover. She got very close, and lifted my prick, and inspected my balls. She giggled and remarked that the heart looked good. "Maybe I'll trim it for you later. I was busy holding on to my tits so they wouldn't jiggle and hurt me. She immediately went to another room and brought back what appeared to be a stretch nylon bandage. I was jet black. "I'm in a black mood today, as you have already seen today. Lift your chest just a hair. I want to slide this under you. " Nervously, I did, and she slid the bandage looking thing under me. "Now let your brests rest on your chest, and remonve your hands. You may feel the pain for a minute." I did, and she lifted the two ends, and cinched them together with the velcro strips. "Is the pain gone?" It was. "I know it's a little snug, but as long as you lie flat, you'll have freedom of movement to enjoy yourself. "Now where was I. Oh, yes. I was examining your dick for damage. She went back to where she was, and looked closely again. She was now right over my prick, and she began to put me in her mouth. I got rock hard in a heartbeat. "Whoa tiger, slow down. We have all day."

She left and went to the shower and returned with another bottle of lotion. I'm going to rub your skin with this moisturizer, while you calm down a little." She began to rub my whole body with this very sweet smelling lotion. "Now isn't this better than yesterdy?" "Oh, yes Mistress. I could get used to this." "the lotion will leave a slight greasy film on you, but you'll see why later in the day. Now for the fun. She reached into her bra, and pulled out another "O" ring. "Oh please Mistress, not another gag?" "Don't worry you silly girl, this isn't a gag. It's called a cockring. Watch this." She put it on my penis, and slid it to the bottom. Then she put my dick in her mouth again, and it immediately swelled to full size. The ring got a little tighter as I swelled, but not enough to make me wince. "I hate a man that goes soft during a good blowjob game. This will make the blood leave your penis slower than normal. You will stay harder longer." She then began to work on me in ernest. She sucked, and licked every part of my dick for a full two minutes. When I was just about ready to explode, she stopped. "Did you ever think a blowjob could be so sensual?" I didn't, and I told her. It will take about ten minutes for you to get soft again, then we'll move on. She was right. "You know, domination can be as much fun for the submissive as the domme, if she knows what she is doing. I am going to try a little sexual deprevation on you. Just don't worry. Today is for your pleasure. She then reached under the table and came up with a series of straps that were attached underneath the table. She began to strap my arm to the table. "Don't get nervous sissyslut. This is only a game. She strapped both arms and wrists to the table. she then went to the bottom and strapped three straps around each leg. Now I was in total bondage again. She removed the cock ring before I got hard again. This game is called "Close, but no climax. You are strapped to a table, and I suck your dick until you are ready to come. Then I stop and let you get soft. I want to see how long you can hold out before I swallow you in my mouth. Ready?" "Yes Mistress." She produced the ring again, and put it over the semi rigid cock. It quickly got fully hard, and I was at attention. Cheryl then went down and tickled and sucked for a full five minutes. Just as I tensed to explode in her mouth she pulled out. "Each time I win, I add something, if you cum in my mouth, you get a blowjob a day for the entire month. Fair enough?" "Oh, yes Mistress. She added a strap to my head. Now it was pinned. We repeated the game about five times. Each time she pulled out just before I came. She added a strap to my waist, and one just under my now pressed down tits. "Well sissyslut, it seems that I know your limits better than you. I still have three more things to add as your penalty. While we wait for your fuckstick to get limp again, I have some work I still have to do, on your pretty face. I know you were so excited by the thought of a nice blowjob, and you still may get one or two before the afternoon is over, that you didn't notice that the lotion you used on your body in the shower actually was a mild hair remover, and as I rubbed you with the moisturizer, I removed the rest of your body hair. The moisturizer also has the advantage of relieving the sting in your dick and ass." I thought and concentrated on those areas, and she was right. The pain was gone, and I felt great. "Thank you Mistress Cheryl. This slut doesn't deserve to be treated so well." "You don't, but I guess I'm just an old softie."

As we were talking, Cheryl was setting up full length folding mirrors in front and behind me. I could see her handywork, and knew right away that I was going to stay on that table until she was ready to release me. "I am going to do your eyebrows and lashes this morning. You will get to see what a woman has to do to arch her brows, and fix her lashes. After today, you will be required to have them perfect every morning." She began to pluck my eyebrows. It was at that time I got my biggest surprise of the day. Melanie walked in. She kissed Cheryl on each cheek, looked at me, and laughed. "I don't know how you do it honey, but you can get any man into bondage faster than any woman I have ever seen. I must learn the secret." "It's simple Cheryl. I just play to the small head, and let the big one fuck up on it's own." Both women laughed. "Well sissyslut, another fine mess you've gotten yourself into here. Are you all comfy?" "Yes Mistress, actually I am. I was so tired that the bondage wasn't uncomfortable, although I realized that I was unable to move. "Sissyslut and I have been playing a little game, haven't we slut?" "Oh, yes Mistress." "Do you love the game slut?" "Yes indeed Mistress Cheryl." "See Melanie, play with their dicks for them and they are all yours." "Cheryl had finished arching and plucking my eyebrows, and I had to admit they looked good. Then she took a pair of long lashes out of a clear plastic box, and she used a few dabs of her special glue to stick them on my eyes. The color matched my own perfectly. "Bat those killer eyes for us sweety." I closed and opened my eyes a few times, and both women put their hands to their hearts and pretended to swoon. Mixed in with the laughter I heard Melanie say that I was a real heartbreaker. "Cheryl, she's almost as beautiful as I am, and you know how beauutiful I am." More laughter.

"Well one more round of the game, and we'll be ready for some training." "Oooh, show me how you play Cheryl?" "OK, but you must promise to play fair. No letting her come yet if you can help it." "Oh, all right." Cheryl produced another cockring. I could instantly tell that this one was different. It was shiny metal, and had the same locking device as the tube from my chastity belt. I had such a hardon by this time that I was sure that I didn't need any help keeping it hard. But that wasn't part of the game. Cheryl gave my dick a sharp rap with a crop, and before I knew it, it was soft as can be. "You'll have to do that at least once more, because men can never stay soft when they are supposed to." Melanie undid her leather vest, and then her bra. I could now see the perfect round firm globes the had. They were breathtaking. "Better get her belt. We can hook her back up before her training." Melanie returned with my chastity belt, and she was ready to take a turn at bringing me to the point of ejaculation. "It's frustrating to be brought to the point of orgasm, and then denied, isn't it?" "Yes Mistress." "Now you know what it's like for a woman when a man gets his rocks off, and pulls out leaving the woman unsatisfied. How do you like it?" "I don't Mistress." Melanie slapped my dick twice more, and the sting sent my erection into hiding. Then she stretched my dick as far as she could, and put the backward curved tube over it. It went from the base, to just under the head. "Come on tiger, get it up for your Mistress." Melanie took the head of my dick in her hand and began to lick the head. I was harder than I have ever been in my life.

After about thirty seconds, she pulled off, and as before, I had big boner, only now the head had swelled from the restriction, and it had changed to a deep purple color. I noticed that this ring was the tightest one yet. It squeezed my dick hard, and became slightly uncomfortable. Melanie stepped back and admired her work. "Why can't we find slaves with a dick like that normally." They both laughed. Then Cheryl went to a drawer and took out a remote control. She pushed a button. and the table began to move. It brought me to a standing position in front of the women. "The game is over for now, but if you're a good girl for the rest of the day, we may play again later." I had a puzzled look on my face. Cheryl released all my bonds, except for the collar, and I was free again. "Sissyslut, I want you to go get the wrapped box, and bring it to me." I quickly went to retrieve the package. My huge boner hadn't started to shrink yet. Melanie had more of an effect on me than I thought. As I brought the package to Cheryl, she told me as a reward for being to good to this point, I could get myself a beer and a cigarette as soon as I put on the pair of black crotchless panties that she handed me from the package. I struggled to get them on because of the long fingernails, but finally managed to accomplish my task. I got a beer, and lit the cigarette. I wasn't sure about the girls, but even with the humiliation of the panties, I was enjoying myself. Melanie and Cheryl discussed other tasks and things for the pledges. They told me that each girl had to complete different tasks assigned by their sponsor. She also told me that certain rites would be administered in group form, and some individually, but every pledge had to have the same things done to keep the contest fair.

"Sissyslut, it's about time you replaced your chastity belt. Please do that for me now." I reached down to get the belt from the end table. I knew I could figure out how to do it. "May I ask Mistress a question?"

"Yes, of course sissy."Can we wait until my erection goes away first?" "Cheryl answered for Melanie. "Sissyslut, I'm sure you noticed that the tube that Mistress Melanie placed on you clit was far smaller than the last one. This is for a reason. After you put your chastity belt back on, I will explain more. We want to see how you handle the discomfort of having to force yourself into the belt before it goes away. You are not going to disappoint us after how well we treated you this morning." Since I was happy that they were being so kind to me, I didn't want to upset them. I knew that Cheryl could be as mean as she was sweet. "No Mistress. The worthless sissyslut wants to make you happy." They grinned at my verbal submission, and I started to put the chastity belt back on. I stepped into the chain harness, and began to insert the tube into the slot. Since my penis had the largest erection ever because of the tighter tube, it was quite painful to bend it down to insert it. I finally accomplished the task, and locked the belt around my waist. I was again trapped in this very restrictive belt. When I finished my task, Cheryl asked me if it was at all uncomfortable. I told her it was. It made my prick ache slightly, but not sting like it did last night. "That's good. It will become harder to ignore the tightness as the day goes on. You see sissyslut, with the less than one inch tube locked on your dick, you shouldn't have gotten so excited. The blood raced into your dick, but since the tube is so small, it has not way of exiting until you get relief. That means you are going to have a very, very uncomfortable boner until Mistress Melanie gives you a blowjob good enough to ejaculate. Until then, no relief. Now, if you do exactly as you are told, I'm sure that at some point she may let you beg her to free you." I should have known there was a catch. There always is.

"Now you must learn to put on your silk stockings without help. We are not about to dress you properly every morning." Let's see if you can figure it out." She handed me a package of brand new silk stockings with seams, and french heels and toes. "These are very expensive, so be very careful." Before I had to try to get them on, Cheryl unlocked my collar so I would have the freedom to bend as much as I had to. I looked at them, and figured out that if I put them over my foot, and wrapped the top of the stocking around my ankle, I could slide them under the steel manacle. I did the first one, and it worked perfectly. The girls applauded and cheered. I did the other, and they were on. "Now straighten the seams in the back sweetie." I got them straight and the ladies were satisfied. "Next comes your silk corset." Cheryl handed me the waist cincher with the eight garter straps hanging down. She coached me on how to tighten it. I took a deep breath and held it. I pulled the laces as tight as I could, and tied them off. I was told that if there was any skin showing in the back, that it was too loose. I looked in the mirror and saw that I was strong enough to lace it up correctly. I was then told to attach the garters to the silk stockings. Melanie was sure that this would take some time since I was new to it, so she was going to excuse herself to take a quick shower. She was right. Even with Cheryl instructing me in the proper use of a garter, it took me a full twenty minutes to get them right. "Now, can you remember how to do this in the future?" "Yes Mistress, I think so."

By the time I had the stocking hooked to the garters, Melanie was through showering. She returned wearing only a bathrobe. "Time for your dress for the afternoon sissyslut." Cheryl handed me a very long shiny wet look vinyl dress. It seemed to be contoured to fit my breasts. I held it up, and saw that the waist was very small. "It has the same size waist as the corset dear. If you put the corset on correctly, it should fit perfectly." It was split in the back just below the ass. I could tell that it would look silly. I've seen slitted dresses before, but none where the slit went so far up. Then I noticed it had a slight flap sewn in. underneath the flap was a zipper. The dress could be zipped down the back to appear to be a full dress. Very sneaky. Easy to get the dress on. I stepped into the dress and pulled it up to my waist. That's when the problem started. The bandage on my tits to hold them steady would prevent me from putting the dress on correctly. I knew I had to remove the sarong, so I did as gently as possible. The pain began again immediately. I pulled the dress up quickly, and placed my breasts in the places designed for them. I knew I would get some relief from the pain as soon as I zipped up. I tried to get to the zipper, but with my long fingernails it was impossible. Mistress Melanie motioned me to go to her and turn around. I did, and with some difficulty, she managed to zip the top. The vinyl squeezed my breasts into the form fitting bulges in the dress. The waist squeezed the corset even tighter. Now I could only take short breaths. With the moisturizer Cheryl had put on my body, the dress moved slightly when I paraded in front of the women. It was very comfortable to wear, although it was extremely tight. My heart sank when I noticed that a mistake had been made in the styling of the dress. It was about six inches too long.

Cheryl then told me to get the long shoebox. I did and when I opened it I didcovered the strangest pair of boots I have ever seen. The boots were also black pattened leather, with at least six inch heels. But the strangest part was that the boots were curved at such a violent angle that the toes and the heels were even. "These are called ballet boots sissy. You may not think so, but they are made correctly." "But Mistress, I will never learn to take a step in these." You're going to be very surprised at how quickly women get the hang of these. Besides, it's good training. When you master these, you will be able to walk in any pair of heels. You will be walking just like a lady in no time." I was very sceptical, but I knew I would have to try or be punished, and I didn't want that. I squeezed my foot into the first boot, and found that my foot was now severly curved. I laced the boot all the way up to my thigh. It was so tight on my leg, that the laces seemed to melt into the boot. I did the other, and then I was told to try to walk. "Make sure you take short choppy steps. A long stride will send you crashing on you tits, and you know what that means. I stood, and after learning to balance myself on the shoes, I took a few very small steps. I managed to get to the end of the room and back without falling down. I knew I would never be mistaken for a runway model though. Cheryl let me sit for a few minutes and lit a cigarette for me. As I started to take a puff, Melanie showed me how to smoke in a more ladylike fashion. By the time I was through with the cigarette I had it down pat. Another trip to the front and back. This time it was much easier. I sat and was presented with a beer as my reward. I took a few drinks, and believe it or not wanted to try aagin. After about six trips back and forth with a short rest each time, I had the hang of it. Cheryl instructed me that if I took short steps, and remembered to put one foot right in front of the other, I was in. I tried, and I actually had a sexy little wiggle.

I was asked if I had to use the bathroom. I hadn't given it much thought, but as soon as Cheryl mentioned it, I needed to pee. I went to the bathroom and sat on the toilet. It was difficult, and more than a uncomfortable, but I finally managed to relieve myself. I cleaned the belt as best I could as I was instructed, and as I left I stood in front of the mirror and smiled broadly at the drop dead gorgous woman that was looking back. When I returned to the girls, Cheryl told me it was time to learn how to make my lips look good. There was a tube of wet look lipstick sealer on the vanity. I sat down more like a man than a woman, and tried to apply it to my lips. I wasn't happy with the first result, so I wiped it off and reapplied it. This time it was perfect. My lips even looked more inviting. After the women were satisfied that I could handle the ballet boots, I was ordered to model my new outfit for them. I was actually proud of how I looked. I wasn't so proud that I wanted to do it again, but it was fun trying it once. I was told to walk back and forth four times. I had been on my feet for about five minutes when I began to cramp. My feet were going in knots. I managed to hobble back to the chair. It felt good to get off my feet. "I want you to try this next phase of this test sissyslut. Reach behind you and feel for the zipper." I did, and felt that there was a wire attached to it. "Please pull the zipper all the way down the dress. You will have to bring your legs up to you, because the corset will not permit you to bend from the waist." I grabbed the wire and because it was attached to the zipper, it was easy to pull down. Then Cheryl helped me by snipping the wire and removing it. While she was there, fastened the collar of the dress that was designed to hide an adam's apple. "That's it sissyslut. You are now officially a knockout broad." I was actually giddy. I knew I looked good. "Now try to walk down and back one time. You will see that the dress will now help you to take very small steps." She was right. I took very small steps back and forth, and I actually had to put one foot in front of the other.

When I got back, Melanie asked me to stand in front of her so she could get the full effect of my beauty. I was standing straight up in my full length vinyl dress with the arms right to my wrists, and my lond golden blonde hair hanging to my waist in the back. I was stunning.

"Now it's time for some fun. Would you like to repay our kindness of today?" Oh yes Mistress. I would." Good, come here and kneel in front of me. I did, and she opened her bathrobe. "Make me cum slut." I was in paradise. I dove into her pussy with my tongue and licked and sucked her juices for what seemed like hours. She laid back, moaned loudly, an finally rocked and came to a glorious explosion. "My turn slut. Crawl over here to me." I did and Cheryl's pussy was already soaked. I scratched her pussy edges lightly with my nails, and she was about to scream when I started lapping her as hard as I could. She took me about five minutes. In my furious attempt to satisfy Cheryl, I hadn't noticed that Melanie had changed seats and took the time to strap on a huge lifelike looking dildo. "I know you're not gay, but it's just us girls, and it's just rubber, so will you please me by giving me my blowjob?" I crawled back over to her, and wrapped my long fingernailed hands around the rubber penis, and began to lick and suck it for her. I knew it was only a game so I wanted to please them. Melanie told me that this was a double dildo, and she had a rubber penis inside her that moved in and out as I sucked. "Can you make me come again sissyslut?" I strained and worked, but after about fifteen minutes, she bucked, and orgasmed again. "Wonderful sissyslut. You are going to win the final test guaranteed. I knew it."

After I was through, I was told to go to the vanity and refresh my lipstick. I did, with some difficulty. It was near impossible to get to my feet with the corset on. Finally satisfied that I looked smashing again, I got up and walked to the chair. I was told I could smoke, and get another beer. It was now after 1:00 PM. "We have some good news for sissyslut. There will be no more need for forced bondage. We are now convinced that you will not try to escape. I did have some fun today, and I must admit that I was beginning to like the feel of woman's clothing, but I was as committed as ever to getting away at the first opportunity. "While you finish your beer, we will explain toady's ordeal that we have made up for you."

  

  

  

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