Downward Spiral

by Patrick Richards

  After work one Sunday Phil told me to shower and clean up before leaving the hotel. When I got out of the bathroom, Lilly was there with some clothes for me to wear. There were guy’s boxers and jeans with an average tee shirt and sneakers. My hair was combed back into a ponytail before we left.

  We drove for about a half an hour before arriving at a nice ranch house out in the country. There were four cars in the yard when we arrived. When we got out of the car, she locked my hands behind my back with cuffs.

  Eagerly we were greeted by four women. Then Lilly explained.

  “These women are the wives of some of the men you regularly serve. They don’t mind their husbands getting a little relief, but they are tired of being left out. So tonight they are going to use you for their pleasure. It will be a lot like those nights when the twins had their fun. They have a good supply of whips and torture devices. I told them that nothing was off limits, and you liked it the harder the better, so get undressed. Someone will drop you off on my doorstep before dawn. Have fun,” she giggled.

  Lilly left, and I stood there naked in front of them.

  “She told me she was making some changes to your body,” one of them said. “I guess it’s working. Hell, my eight year old son has a larger penis than you have.”

  They all laughed, as one of the women grabbed hold of my balls. “I’ve been told that Gloria at the stable is going to remove these one of these days. I can certainly see why.

  “Come on, little boy. Let’s go downstairs and have some fun. Let’s go girls.”

  In the playroom was a futon which was opened into a bed. The first woman, who they called Monica, started to get undressed. She had a really nice body with nice, firm tits. I enjoyed watching her take off her blouse and reveal those wonderful treasures. When her shorts were off, she stood there wearing a lacy black bra and matching bikini panties.

  She lay back on the bed saying, “You’re going to lick my pussy and make me cum until I can’t take any more. I can’t get Jeffery to do that for me.”

  “Of course not,” one of them joked. “He likes guys now. Not that this one’s much of a man.”

  Everyone laughed, knowing their husbands were doing the same thing. I got on my knees and buried my head between her thighs. She put her legs over my shoulders and invited me in even deeper. As my tongue started working up and down her hungry lips, a whip cut a mean line across my ass.

  “M – m….”

  I nudged my nose in a little deeper when the whip struck me, but I never faltered in my duty. I licked and sucked, while tongue fucking her hole. Every time they hit me, I pushed my nose against her clit. I continued that for nearly ten minutes before latching on to her love button with lip-covered teeth. I chewed on it for a minute or so, before beating it viciously with my tongue.

  Her legs tightly gripped my head as her screams of pleasure echoed through the basement. Finally she relaxed enough to let me up.

  “My God, you’re good! You’re going to do that again.”

  “I will. I promise. The night is far from over.”

  “You’re damn right it is. I sure hope you can handle us all.”

  I laughed. “I satisfy far more guys than you can imagine every day. Don’t worry; you’ll all have had enough before we’re done.”

  Before long I was buried into another starving pussy. Obviously their husbands weren’t doing their job. Someone whipped my ass, as I satisfied her friend. It ended much the same. She had probably the best orgasm of her life.

  As I started on my third victim, I felt something different. Some lube was rubbed on my ass bud, before a large strap-on slid into my ass. As I tongued her friend, one of them fucked me hard. On and on it went until her howls signaled her joy.

  When I got up, I quickly turned around. “You didn’t have that thing in the right place,” I said. “Move it down so this little nob rests right on your clit. Then as you fuck me, it gets you off as well.”

  Before long the last of them was satisfied, and it was time for some drinks. As I turned around my little dicklet was hard and throbbing.

  “With all those hormones, I’m surprised you get up,” Sally said.

  “I can get it up, but I’m not allowed to do anything about it.”

  “What do you mean,” someone asked.

  “I’m a slave, and no longer a man. I gave up that right better than a year ago. Normally I wear a chastity device to keep me from getting hard and jerking off, but my Mistress left it off tonight.”

  “What do you mean, a slave?” Ginger asked while sipping her drink.

  “I had this strange fetish for many years. I would give up everything to be put in bondage and become a woman’s permanent slave. It started off as a game with my ex-wife, but led to being a cuckold husband to being divorced and sold into a lifetime of torture and slavery. I didn’t dress like a whore and start sucking dick because I wanted to. I’m not gay. I had no choice in the matter. If I don’t obey my Mistress, I am severely punished. You can see the marks on my ass. As she says, ‘Pain is a wonderful teacher.’ But anyway, that’s a very long, complicated story for another time. Who’s next?”

  Everyone squealed and moaned through another turn before I decided to change things up. I talked Ginger into fucking Margaret with the strap-on while the rest of us watched. I had her do it doggie style, so the wicked dong hit her G-spot and got her off with deep penetration. Everyone was amazed by that.

  Then Ginger wanted to try to suck me off. I knew it wasn’t allowed but finally gave in by telling them if she could make me cum, they’d have to punish me severely. They all agreed.

  I lay back on the bed, and she got on me in a 69 position. I licked her, as she sucked on my cock. She was really close to cuming when I felt something happening deep down inside me. I never let up. I grabbed her hard clit and bit down hard with my teeth before working it over with my tongue.

  “More,” she begged. I increased the pressure and moved my head back and forth. Suddenly a gusher of girl cum flooded me, and I blew my load. As my pleasure raged, I thrust my hips up and down fucking her mouth with my little dick.

  As she climbed off, Monica asked, “Well, did he? Did he cum?”

  “Oh yea. It wasn’t much, but I got him off.”

  “I guess that means we get to punish him.”

  “What do you want us to do?”

  “I guess that’s up to you. You’re the punisher: I’m just the punishee. You can hurt me any way you want or maybe do the most disgusting thing you can think of. It’s up to you.”

  “Let’s all piss in his mouth and make him swallow it. I read about it in a book one time,” Ginger suggested.

  “That’s disgusting,” Margaret replied.

  “That makes it a good punishment.”

  “Good,” Monica said, “‘cause I’ve really got to go.”

  “If that’s what you want, I’ll have to do it.”

  “Lay down on the floor, slave,” Monica demanded.

  I lay down, and she sat down on my face, straddling my head. When she was in the right position, she let go. I swallowed as fast as I could, taking most of it in. That seemed to break the ice. One after the other two of them made their deposit. The last woman was too embarrassed to pee in front of the others let alone with me watching so close. Finally we talked her into it. When they were all finished, I licked up any remnants of my punishment from the floor.

  Suddenly Ginger decided that I liked it too much to be a punishment. She decided that I needed a sound caning.

  “If you’re going to do that, please tie me down. Maybe it’s time to get a little revenge for what I do for your husbands.”

  “I think that’s a great idea. You should pay for doing that.”

  I went over to one of the bar stools and draped myself over it. They tied my legs down on one side and my arms on the other.

  Ginger picked up the cane first. “I don’t know how you others feel, but he’s going to regret ever having sex with my husband.” Sh
e brought the switch down hard across both ass cheeks. “You little cunt! I’ll teach you!” she yelled.

  She beat me nearly a dozen times, making me moan and scream, but she was happy. Margaret followed, doing about the same.

  When they finally finished, my ass was badly bruised. It was covered with a mass of purplish-black welts that would take several days to fade.

  Finally it was time to leave, but we couldn’t find my clothes. Obviously Lilly had taken them home with her. So they cuffed my hands behind my back and tied my feet tightly together before throwing me in the back seat of a car. I was driven out to the back of the shop and left on the concrete next to the back door. Lilly found me in the morning.

  Chapter Nine

  As the weeks passed, things remained about the same. I continued to be their whore with no hope of it ever changing. Again, I pleased the four sexy women of Stafford County and spent an entire weekend with Lilly’s brother Charles. He and his friends were brutal. Each tried to outdo the others with the tortures they inflicted on me.

  But on a Tuesday night about nine o’clock, things changed once more. I had taken a john up to my room. He’d been in before, so I didn’t think anything about it. He asked me, “I know you get $50 for a blow job. How much will you charge me to whip your ass and then fuck you?”

  I remember Phil telling me about him.

  “I get a hundred for the fucking and $10 a stroke for the whipping.”

  “How many can you take?”

  “It depends on what you use and how much damage you do.”

  “How about a dozen hard ones with the riding crop and then a nice, long fuck?”

  “That’s one twenty for the pain and a hundred for you to get off sticking your dick in my ass.”

  “Okay, sound fair to me, but I’ve got to tell you something. You’re under arrest for solicitation of sex. You have the right to remain silent. Anything you say can and will be used against you in a court of law. You have the right to an attorney. If you can’t afford an attorney, one will be provided for you. Do you understand these rights?”

  “Yes, Sir.”

  “Then turn around so I can cuff you.”

  I did, as he started to speak quietly.

  “I’ve turned the recorder off. Look, I didn’t want to do this, but I had no choice. Demand an attorney before you ever get down to the station. You and I both know that a lot of very high ranking officials in this city have used your services. If you know what’s good for you, you will keep your mouth shut and don’t implicate anyone, not Phil or Lilly or anyone. And never reveal any of the names of your johns. Keep with the story that you do this completely on you own and no one else is involved, and you don’t keep a list of any of the people you service. Understand?”

  “Yea, thanks.”

  Then he picked up his radio. “Come on up and get her. She’s cuffed.”

  Moments later, two officers in blue came into the room. They took my purse and led me downstairs, putting me into the back of a patrol car. I just looked out the window at the hotel as we drove off.

  “You got away with it for quite a while, didn’t you Tommy?”

  I looked into the rear view mirror and realized it was a guy I grew up with.

  “I never figured you for being gay.”

  I never said a word. When we got downtown, I was fingerprinted. They took a mug shot and put me in an interrogation room, where I waited for the detectives to come in. I figured they’d let me sweat for a while, but after all I’ve endured, it wasn’t going to work.

  Finally after about a half an hour, a man and woman entered the room and sat down.

  “So, young lady, you’ve been turning tricks down at the Empire. You know that’s against the law, don’t you?”

  “I have nothing to say,” I told him. “I want my attorney.”

  “That’s your right, Miss. Can you afford one or do we have to go to court and get one appointed to you?”

  “I can afford one. Call Samuel Parker.”

  “Oh, top shelf!”

  “Yea, asshole, and for your information, it’s not Miss, it’s Mister.”

  He just laughed.

  By being arrested at midnight, I knew it would be a while before anyone showed up. Finally about two, Sam came in.

  “I heard about this several hours ago, but I had to wait until I was called. I think you got all the info you need from Detective Rollins. We’ll talk more later after I get you out on bail. They’re waiting for a judge to show up, and then you’ll be arraigned. After he sets bail, I’ll get you back to Lilly’s. She’ll bring you to my office at one tomorrow. This is only your first offense. Plead guilty, and I’ll pay the fine.”

  After a while the detectives came back to the room.

  “I’m sorry, but there are no judges available until nine tomorrow morning. She’s going to have to be held until then.”

  “So, which cell are you putting him in - male or female?”

  “Good question… I guess even if he’s dressed like a woman, he’s really a man.”

  “Are you sure?” I asked.”

  As he looked at me, I pulled my dress down revealing my B cup breasts.

  “Okay, we’ll put you in with the women.”

  “But, what about these?” I asked, as I lifted my dress and lowered my panties.

  “Fuck, maybe I can find you a solitary cell. Maybe I can just leave him… I mean her. Oh hell, I don’t know.”

  Samuel just laughed. “You can’t leave him here. What if he has to use the bathroom? Where are you going to take him? Are you going with him to the Lady’s Room, or will Phyllis take him to the Men’s Room?”

  “I don’t know.”

  “Oh wait,” Sam said with a chuckle. “Didn’t Obama just make gender neutral bathrooms mandatory? Don’t you have one of those?”

  “What?”

  “Would you like to have this guy go in the same bathroom with your daughter?”

  “What’s that have to do with this?”

  “Well, if you can’t figure out which cell to hold it in, you can release it into my custody.”

  “I don’t think I can do that.”

  “Well, you’d better figure it out within the next ten minutes, or you can drop the charges, due to a lack of evidence.”

  “We have a recording of him soliciting sex from one of our detectives.”

  Then he turned to me. “Didn’t you say you had to go to the bathroom?”

  “Yes, Sir.”

  “Well, I’ve got to go check with the Captain,” the detective explained.

  “You’d better make it quick, or there’s going to be a puddle on your floor,” my attorney added with a little smile.

  Finally he returned and said they had a cell.

  “I’ll see you in court at nine.”

  “Thank you, Mister Parker.”

  I was taken to the women’s cell where I sat with several other prostitutes. While I sat there, they gave me loads of advice.

  One of them said, “Just plead guilty and pay the $500 dollar fine. This is your first offence, isn’t it sister?

  “Yea,” I said in my normal voice.

  She just laughed. “You’re the guy doing tricks down at the Empire, aren’t you?”

  “Yes, Ma’am.”

  “Hey, you’ve got a good gig going there. If you need some help, just let me know.”

  “I will.”

  Finally at about 8:30, we were all taken to the court room.

  All of the other girls plead guilty and received $500 fines. Then they called Sissi Roberts.

  Finally the judge asked, “Sissi Roberts, how do you plead?”

  “Not guilty, Your Honor,” my lawyer replied.

  “Do you realize that a guilty plea would allow her to leave after paying a small fine? I understand they have a recording of her soliciting sex from a police officer. If we have a trial it could be a thousand dollar fine and 30 days in jail. Do you really want to go that route?”

  �
�We might, but the person before you is Thomas Roberts, not Sissi Roberts.”

  “I don’t understand,” the judge replied. “You mean this person before me is really a man, and the cops never caught it?”

  “That’s right, Your Honor. Would you like him to show you?”

  “No, that’s okay. I’ll believe you. Case dismissed.”

  “Thank you, Sir,” I said.

  The judge covered his mike and spoke softly. “Don’t come before me again, Tommy. It won’t work a second time.”

  “Yes, Sir.”

  Lilly was sitting in the back of the courtroom and took me home. On the way she talked. “Phil and I decided to change thing up for a while. For the next few months you’ll be traveling around the city to serve your clients. We’ll charge a little more for delivery. Besides that, I have another opportunity for you.”

  “Opportunity,” I questioned. “What’s that, Mistress?”

  “There are a lot of sadists out there just looking for someone to abuse. I think we can make a lot of money letting them use you by the hour, by the night or maybe even for the whole weekend.”

  “You’re actually considering letting some pervert torture and abuse me so you can make some more money? You have no idea what condition I’ll be in when they send me back.”

  “You’re just a worthless slave. What difference does it make?”

  “Now you’re sounding like Hillary. It makes a big difference! You aren’t the one who gets tortured.”

  “No, but I’m very willing to take you down stairs when we get home and change your mind. I’m sure I can come up with things that will be far more painful than most others can come up with.”

  “Maybe I should have taken thirty days in jail.”

  “Keep up that attitude, and I’ll give you thirty days in hell.”

  “I’m sorry, Mistress.”

  “You’d better be. You’d better remember, you have one role in life. That’s to be my slave and do anything I demand. Remember, it was your choice to take on that role in the beginning. Margo never twisted your arm. So no matter how bad it might be, you’ll do it. You didn’t want to turn tricks down at the Empire, but you adjusted. You’ll get used to that too.”