Pleasure Dungeon I,II,III Package: Whipped into Submission, The Naughty Lady Gets a Spanking, Ginger and the Gadget in Her Rear

by John Rivers

  In the first picture I perused, she was on the table with the uprights. The same table I had just used. Rather than positioned as I had positioned several of the other women, she was turned the other way. Ropes attached to her ankles drew her feet and legs back above and beyond her head. She was drawn up to the point that only the upper part of her back touched the table. That had to be uncomfortable. She was also naked.

  In another picture, the hoist had been used. Rather than hoisted, her hands were tied behind her back and then pulled upward with the chain. That had to be even more uncomfortable. Again, she was naked. There was nothing unusual there; according to a rule I made after my first day, women were required to be naked down here.

  I looked at a few more pictures and so far, the most provocative one was the first I’d seen with her drawn up on the table, if one could even call that provocative. A couple of the pictures showed her with both legs and arms bound and lying on what appeared to be the floor. I was about to close the book when a minor detail caught my eye. In a couple of the pictures, her face appeared red as if she been slapped.

  I had placed a flashlight in a desk drawer a couple of days back in case I needed more light than what was readily available. I needed more light now. Holding the light over the pictures, I concluded that the woman had, indeed, been struck in the face. Since I had never struck a woman above the shoulders, I wondered how I was going to handle this. I considered calling her back and telling her I couldn’t handle her fetish. I discarded that notion when I considered the well-known fact that if you piss off one customer, they’ll tell ten. I couldn’t afford that. Also, I needed to be positive that I was looking at her pictures.

  Bell arrived about five-thirty. I invited her in and suggested we go to the kitchen. We could sit at the bar and drink a glass of wine if she liked. She said that sounded good. Studying her face while trying to be inconspicuous about doing so, I guessed her to be in her fifties. She looked somewhat better in person than she did in the pictures.

  “I have a fairly simply fetish,” she volunteered before I could get around to asking. “I used to like being tied and roughed up, but that didn’t give me the kick I was looking for. Let me see if I can explain this correctly. I don’t like giving blow-jobs as much as I enjoy being fucked in the mouth. There is a difference. I’d like you to tie my hands behind my back while I’m on my knees. I want you to hold my head and put it in my mouth. Then I want you to fuck my lips just like you would my pussy. Can you do that?”

  That would be no problem I assured her.

  Chapter Eleven

  I had just made a run to the supermarket. I bought a few more groceries this time than I had my first day here. I had just put up my groceries when the phone rang. It was John.

  “How’s it going, Gordon?”

  “It’s going fine, John. How’s things with you?”

  “Couldn’t be better. Look, the reason I called was that I talked to a lady from somewhere in Kansas. She and her husband are here on vacation. He’s going to take one of those Grand Canyon tours and she wants to do her fantasy while he’s gone. He doesn’t know anything about it. She will have like a ten to twelve-hour window. I’m not going to get into the details because I don’t know all the details, but it’s something I can’t do here. My wife only lets me go so far. This will, how should I say it, require personal involvement. I figured it might be best to let you handle it if you’re interested. I told her I’d give you a call and get back with her. If it’s alright, then she will call you. Does that work?”

  “Sure, have her call me. I’ll know more about whether I want to do it after I talk to her.”

  “Great.”

  “Oh, before you go, John, I just remembered what I’ve been intending to ask you. How did you start your career in this business from scratch? I know you didn’t put an ad in the yellow pages.”

  “Simple. I went to all the events. There wasn’t as many back in the day as there are now, but I talked to people and I handed out business cards. Since then, it’s been word of mouth. That’s the same way Burton got started.”

  “I see.”

  The lady called me twenty-minutes or so later. She said what she had in mind wasn’t something she could discuss over the phone. Could she speak with me in person?

  That would be no problem if she could make it within the next hour, I told her. I had an appointment with another client in approximately two and a half hours. I wanted to leave a good buffer in case the conversation took an extended time. I gave her my address. She said she could be here within the hour.

  As good as her word, right at an hour later she rang my doorbell. I invited her in and led the way to the kitchen. We sat at the breakfast bar. I had just made a pot of coffee and asked if she would care for a cup. She accepted and added that she, herself, didn’t have a lot of time. Her husband would expect her back before long. She had left him in the middle of a poker game. She had told him she was going to check out some of the other casinos.

  She was a little nervous, but that was to be expected. I would be nervous too, telling a stranger my darkest secrets and fantasies. She looked to be in her forties. Her brown hair had a few touches of grey here and there, but it seemed she had kept herself in shape.

  “I guess you get a lot of strange request,” she said after we had exchange a few pleasantries.

  “I do,” I said. I didn’t see any reason to reveal the fact I’ve only been here less than a week. “You wouldn’t believe all the things people are into.”

  “You strictly cater to women, is that correct?”

  “Yes, ma’am. That is absolutely correct.”

  “I’m glad of that. I’m also glad that you’re in a nice house in a nice neighborhood. I’ve had this fantasy for a long time. I have just recently considered acting it out. When I did, I thought I might have to go into a bad part of town—whatever town that might have been. It certainly wouldn’t have been anywhere near my home.”

  When I nodded in understanding, she continued. “In fact, I visualized myself at the mercy of some fat guy in a wife-beater shirt. Once he got started, things could get out of hand. I certainly don’t need any bruise or marks. There was the possibility of getting seriously hurt.”

  “At first, I didn’t know there were places such as yours that cater to fantasies. I suppose I knew there were swinger clubs and they would be easier to find here in Vegas than somewhere else, but that wasn’t what I wanted. My husband would never go for anything like that anyway. All and all, I feel better dealing with a professional. Your friend might have told you my husband is completely unaware of this. He would likely leave me if he found out.”

  “I assure you your secret is safe here. Why don’t you just go ahead and explain to me what you need.”

  “Yes, sir, I will, but first let me tell you about the real-life event that led to this fantasy. I’m forty-eight years old. I’ve had this fantasy almost thirty-years. When I was nineteen and in college, two friends and myself were having a night out on the town. We had drunk more than we should have when we were approached by three older men. I’m don’t recall much after that other than bits and pieces. Somehow, we split up into couples and ended up at someone’s home. I remember going off into a bedroom with one guy.”

  “The next thing I recalled there were three men. My friends and I later figured that all three men wanted to do all three girls. And they did. They did me anally. All three did me anally. They also spanked me several times. There’s no doubt they slipped something into our drinks that made us more cooperative. I suppose if it hadn’t been for that, it would have been quite painful. As it was, my bottom was sore for a few days and that was it.”

  “Did they do your friends the same way, anally I mean?”

  “I believe they did, but neither of us, including myself, admitted that fact. I guess it was too embarrassing. More so, back then. We never reported it. Maybe that was part of their plan.”

  “It could have been,” I agreed with a sympa
thetic expression. I didn’t know what else to say.

  She waited a moment before continuing. “As young people do, I masturbated. They say what you think about when you masturbate will become a fantasy. Well, I often thought about that experience and soon, rather than thinking of it as bad, it became a fond memory.”

  “In other words, you would like to repeat that experience?” I asked.

  “Yes,” she answered bluntly and blushed slightly. “It’s sort of embarrassing. I might add that I haven’t had anything up my butt since.”

  “In your fantasy, is it three men?”

  She gave a nervous chuckle. “I guess that would be nice, but no, I know that wouldn’t be practical. One will have to do.”

  I’m not going to lie and say I had never done a woman anally. Years ago, I had a girlfriend who was quite fond of taking it that way. Apparently, I had done it to her satisfaction. If I continued in this business, I might need to become accustomed to doing it again.

  “I see no problem with that. I have a little experience in that area.”

  The lady was delighted. “Oh, I’m so glad I didn’t let just anybody do that to me. I feel so much more comfortable with someone like yourself. More so since I haven’t had anything in my butt in thirty years and you may have to go slow and easy.”

  “First,” I injected, “you need to understand something. I am not a professional. Professionals charge money. I do not charge. I do, however, appreciate donations.” I quoted almost verbatim what John had told me to say in the event sex along with money was discussed. Charging for sex constituted prostitution. One never knew when speaking with a stranger whether they might be an undercover cop. I also had another card to add to the deck. If she was a cop, she wouldn’t consent to what I intended to do next.

  “How about tomorrow morning at eight?” I asked.

  That would work fine with her, she allowed.

  I looked at this lady from Kansas or wherever. “We hadn’t exchanged names. My name is Gordon. You can tell me your name or whatever you would like me to call you. Either way will work.”

  “You can call me Sue.” She gave a little smile that left me wondering whether that was her real name or not. It didn’t matter.

  “Ok. I’ll tell you this: there’s a dungeon downstairs. That’s where we’ll do this tomorrow. I have tables and benches we can use. I’ll let you chose how you want to do it. I know you don’t have a lot of time, but before you go I’d like to check and make sure it looks like you can do what you want to do.”

  “In other words, you want to give me an anal exam.”

  I laughed. “I guess you could call it that. Why don’t you slip off your panties first and then let’s get you up on the bar? That’s not where I usually do things like this, but it’ll work well and there’s more light.” I set the coffee cups in the sink.

  She offered no objection. As she slid her panties out from under her skirt, I went to my kitchen windows and made sure the curtains were closed. There was nothing out the windows but desert. It wasn’t likely any one would be out there. If so, I doubted they could see. I just wanted to make sure.

  “Turn with your back to the bar. Put your hands on the edge just like you were going to push upon it by yourself. I’m going to help you. I’m going to lift you up as you push, understand?”

  She understood. I lifted and she pushed to get her buttocks over the edge. Once she was atop, I asked her to lie back and lift her hips. Once she did, I pushed her skirt over her knees and up to her waist, exposing everything up to that point. Considering what I was about to do, I remembered the gloves. I had stashed a few in a nearby drawer. I slipped them on.

  I took a seat in the same stool on which I had been sitting and asked her to scoot toward me. Already having her knees drawn up, she was well exposed. Although nothing had been mentioned that would involve her vagina, I checked it anyway. She was a client and I sort of felt that was my duty. As far as I could tell she looked healthy there. I spread the lips to test the elasticity. It reacted like a new one. I then asked her to lift her legs so I would have better access to her anus. Once she did, like her vagina, I spread it as open as I could. It too looked good on the outside.

  Telling her she could let her legs down for a moment, that I needed to get some lubricant so I could check inside, I went to the bathroom and found some Vaseline. I know that doctors and other folks probably use something different, but this doggone stuff had served me well through the years. Granted, it could get a little messy. Getting a good glob on my finger, I went back to the bar and had Sue lift her legs again. I used my left thumb and forefinger to spread the opening. Taking my time, I inserted my right finger. She didn’t flinch. Satisfied she was good to go, I withdrew my digit.

  I took a paper towel and dampened it with warm water at the kitchen sink. Adding a little soap, I cleaned the Vaseline from around her anus and in her butt crack. I was sure she wouldn’t want this gooey stuff on her panties. More so, she wouldn’t want her husband to see the gooey stuff on her panties. Instructing her to raise her bottom, I slid her skirt down. After she scooted her butt to the edge, I helped her stand. She put her panties back on and I walked her to the door.

  Chapter Twelve

  The next morning Sue was ringing my doorbell a few minutes before eight. After exchanging good mornings, I asked if she had got her husband off to the Grand Canyon. She had, she said. His tour bus left at seven sharp and she had come straight here.

  “You ready to get started?” I asked.

  “Definitely. I’ve looked forward to this for a long time.” She sounded a little nervous.

  “Ok. Let’s do it.” I flipped on the light over the landing. “Be careful going down the stairs.”

  I didn’t rush thing once we were in the dungeon. She was amazed at all the various equipment. I pointed out several items.

  “You can take your spanking or spankings on almost any of the things here. For the other thing, I think we’ll have to use the table over there.” I pointed out the low, flat table with the two uprights.

  “You know, Gordon, I didn’t get into it very deep yesterday, but I’ve done a little checking on the internet, incognito, of course, about my situation. I might be a latent submissive. I read where submissive women like to be humiliated. I guess that’s what I enjoyed about my experience. It was humiliating. I’d like you to make this humiliating as well.”

  “Before it’s over, Sue, I think you will be well humiliated. Why don’t you go ahead and take off your clothes? What I would like to do is to get you well dilated before I try to put it up your butt. I have something that will help do that.”

  “Are you big, Gordon? I can’t believe I’m just now asking that.”

  “Yes, I am.” I might have taken it out and showed her, but I felt that would diminish the master role I was to play. When both parties are exposed, it loses the humbling factor on the submissive. “You will be glad I dilated you when you see.”

  I pointed out where she could remove and hang her clothes.

  “I hope you don’t mind, Gordon, but I read that a woman looks more naked with a pair of stocking on than bare-legged. I want to look as naked as I can, so a brought a pair.”

  No problem, I said. I took a seat behind my desk as Sue went to the area I’d indicated and started to strip. I took out what I now thought of as an anal dilator, the inflatable butt plug. I also took out my old trusty tube of Vaseline and a pair of glove. From another drawer, I removed a condom. I slipped the gloves on my hands.

  Sue was now naked and walking back to my desk. Her breast sagged very little considering she was going on fifty years old. Like a lot of older women, she had a good amount of pubic hair.

  She had the stocking in her hands. Propping her naked butt on the far lip of the desk, she commenced putting them on. “I ready,” she informed me.

  I stood and took her by the hand. I started toward the table with the uprights when I had a change of plans. The examination table would work much
better for what I was going to do. It was the only piece of equipment a subject, without being tied or strapped in, could lie on her back and have someplace to rest her feet while in a position giving access to the vaginal and anal area. I steered Sue in that direction. Once she was in the stirrups and spread open, I placed a hand on either side of her hips and pulled her just a little closer toward me.

  I started by gently rubbing my gloved finger across her anus. I worked a little of the lubricant just inside the puckered opening. I rubbed it a while longer before taking both thumbs and spreading it open. Glancing up, Sue had her eyes closed and a contented smile on her face.

  I knew from yesterday I could have inserted my finger from the start. I had elected not to do that at first. I wanted to get it as dilated as possible before doing so. I now saw I had reached that point. Adding a little more lubricant to my fingertip, I slowly insert my forefinger. Once I was passed the sphincter and the knuckle of that finger was resting against the opening, I moved the tip around gently. Sue moaned.

  Noting the moisture that was forming between the lips of her vagina, I took the thumb and forefinger of the other hand and spread it open much like I had done yesterday. She was certainly wet. I moved my middle finger upward and ran it over the tip of her clit.

  Sue reached down and pushed my hand away. “Please don’t do that. You’ll make me cum. I don’t want to cum until you’re in me.”

  I moved my hand.

  I felt she was dilated enough to insert the inflatable butt plug. I lubed it well and placed the tip just inside the opening of her anus. Again, using the thumb and forefinger of the opposite hand, I spread the opening wider. I slowly inserted the device, taking care not to spread it too much at one time.