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A Look Into My Mind: Uncle Sissyboy

By: rickiee_2002



The telephone was ringing and the voice on the other end was my sister, Arlene. She asked me, in her usual cold manner, if she could speak to my wife. "Hi Rich, can I please talk to Debbie". There was something about her that I could never really stand, but she was my wife's sister, so I always kept a smile on my face when I was around her. "Arlene, can you please send Rich over because Lauren's bed leg is broken or something and the washing machine just stopped running?" I heard Debbie say "ok, I'll ask him." What does she want now, I was thinking.

"Rich can you go over my sisters house because she is having problems with the washing machine and Lauren's bed leg is broken or something", Debbie said.

"Oh my god" I said. "Her husband dies and I have to take over his responsibilities. I don't want to go. I have things to do around here." 

"Oh, come on please! I feel so bad for her, no one there to help when things happen." 

"Yeah, but John left her with a ton of money, let her call someone in to help" I said. 

Debbie said, "please, come on, I'm going out shopping for a few hours with Carol anyway, unless you want to come and help us" 

"Oh, ok ... never mind. I'll do it, but you owe me" I said.

When I walked in Arlene's house, something didn't quite feel right. I couldn't put my finger on it, but it just felt funny. "Rich", Arlene yelled. "Is that you? I'm in the kitchen." I walked down the hallway into the kitchen and there she was, miserable as usual. She was dressed in her hospital scrubs. She looked at me, in what I thought was a funny way, but I just ignored it and asked her what she wanted me to look at first. She said, "Why don't you go upstairs and Lauren will show you what is wrong with her bed." I noticed Arlene walk out of the kitchen and follow me up the stairs with her eyes, saying nothing ... just looking.

I walked up the stairs and Lauren was standing in the doorway of her bedroom. She said, "Hi Uncle Rich, come in my room and I'll show you what's wrong." As I walked through the door, I saw she was folding panties and socks on her bed. I couldn't help but notice her panties, because I have such a panty fetish. I can't go anywhere without wondering what panties women are wearing. Since I wear my own panties most of the time, I always wonder if mine are sexier than the girls and women I see throughout the day. Lauren's panties were almost all nylon. There were a few pairs of tiny cotton string bikini's, but mostly thongs that were nylon or some other shiny silky material. I could feel my cock stir in my panties. I wore a pretty pair of white nylon bikini panties with a pink bow. I almost always wear panties during the day, but am always careful to change before the evening is spent with my wife. She would not understand and I didn't want to find out what she would say or do, if she found out.

So, I kept my little secret, just that, a secret. I indulged myself even more when I traveled for business and would spend some nights in a hotel. I had a special suitcase for that purpose. I had a DVD player, tools to connect it to the hotel room television and of course, a lot of DVD's and panties, dildos, lubricants, and a wide variety of other items I might use. I also kept a baggie of marijuana and papers in there too. I loved to get high and dress in my hotel room. Slowly torturing myself (holding off cumming and maybe tying my clittie up with straps or shoving the dildo's up my ass) all evening until I would eventually pee and cum in the panties. It always felt so good and exciting. I always wondered what it would be like if the maid came in while I was my alter-ego ... rickiee. 

My momentary daydream was broken up with "Uncle Rich, hello! Are you there? Come see what's wrong with my bed."

"Sorry Lauren", I explained. "I was just thinking about something I forgot to do." I could feel my heart racing. I hadn't noticed that Lauren was dressed in a very short denim skirt with a white and pink striped tube top. She had leather flip-flops on and her toenails were painted bright pink. I was in heaven. I always had lewd thoughts about Lauren. It always bothered me too, because up until a few years ago, she was underage. It really bothered me that I had thoughts like that about a young teenager. But now she was 22 years old and it no longer mattered. She had on perfume and she smelled wonderful. I thought I noticed tiny little nipple bumps pushing thru her tube top. She had tiny breasts and was a very thin young woman. She barely had any hips and long thin legs.

As I walked over around the bed and bent over, she inadvertently rubbed up against me as I knelt over to look at the leg of the bed. She was acting kind of strange and I felt something in that room also, as I had felt downstairs earlier when I walked in. "Lauren, I see what wrong now. The wheel must have slipped out of the leg. I'll fix it in a second." She walked closer and as I looked down, I saw her bare feet in the flip flops. Her legs were tan and her feet were long and thin. She had pretty toes and very nicely shaped feet. Feet are definitely one of my fetish's, of which I have many. As I went to get up, my face brushed against her leg, because she was so close to me. I wanted so badly to try to sneak a peek up her skirt, but didn't know how without being obvious. I could smell her perfume. My cock was twitching in my panties. I could feel a little bit of precum ooze out of the tip of my cock, wetting my panties.

As I got up, I looked over at her desk and her laptop was open. At that moment, I could have died. On the screen was one of my pictures that I had posted on Flickr. I didn't know what to do. Should I just ignore it? Should I pretend I didn't see it? She couldn't know it was me. How could she? Nah, that was impossible. My mind is just playing with me.

But that all ended quickly, when she said "Uncle Rich, I saw all the sick pictures you posted on Flickr." I looked at her. Was she bluffing? What the fuck should I do? My heart was pounding in my chest. My cock had shrunk to almost nothing. I could feel the wetness in my panties. "What are you talking about Lauren? What would make you think that is me." She sat down and spread her legs, nonchalantly. I couldn't resist and looked. My face, turned hot and beet red. "What are you looking at, Uncle Rich? Are you looking at my panties." "You used to do it all the time, when you had the opportunity." I can't believe that you thought I hadn't noticed." At the time, I thought you were disgusting, looking up my skirts when you got the opportunity, but now I understand ... you were interested in my panties ... because you wanted to wear them!" "Isn't that right, Uncle Rich?" I couldn't look at her ... all I could do was look down and from time to time, at her panties. "Uncle Rich, look at me!" 

Slowly I looked up. I looked into her green eyes. "Lauren, I don't know what you're talking about."

"Shut up, Uncle Rich!" "I saw it on your computer at your house a few weeks ago." she said slowly. "I needed to check my email and asked Aunt Debbie if I could use the computer downstairs. She told me to go ahead. You had your Flickr screen open, you stupid sissy."

My heart stopped beating for a second, and then started pounding again. If I could reach down into my panties, I think I would have found nothing. My cock had shriveled so much, that it was practically gone. I could feel the wetness oozing out into my panties. "I looked under the keyboard and found the logon and password that you used for the account, uncle sissyboy, you really should be more careful" she said with a cocky tone in her voice, shaking her head and smirking. Then, from behind me, I could hear a cough. Oh my fucking god, what is this going to turn into, I thought. Arlene came in and brushed against me as she moved past me and looked at the computer screen.

"What would my sister say, you perverted pig, if I told her about your little website" she asked.

"Arlene, stop it. It doesn't hurt anyone! So what, big deal, I wear panties. I still have sex regularly with ..."

"Shut up" she cut me off. I don't care about your sex life or my fucked up sister. All I know is you are a perv and if you don't do what we say, I will tell Debbie and that will surely end your marriage or make you wish that it had."

"So uncle sissyboy, this is what we will do" Lauren interrupted. "Right this very second, get yourself into my mother's bedroom and await us, you understand?"

"But, wha..." I started to say.

"Shut up, sissyboy, just get your ass in there and wait for us, we will be right there" Arlene said abruptly, cutting me off. I slowly walked out of the room, feeling their gaze on my back and heard them giggle. My mind was racing. What will they do? What's going to happen? If Debbie ever hears of this, I'm fucked. I walked into Arlene's bedroom and saw the waterbed she had had for years. The sheets were off and it was just the waterbed bladder uncovered. I thought to myself, she was probably getting ready to make the bed. I helped her husband put it together. I slowly looked around the room. I saw the underwear drawer of Arlene's slightly open. My memory had flashed to days gone by that I had taken a few pairs of panties and couple of slips out of those very drawers. Her room smelled from the perfume that she always had in her underwear drawer. I had noticed years ago, that she left open empty perfume bottle in her drawer of intimate clothing. Made them smell so nice. Sometimes, I also borrowed panties and other lingerie out of the dirty hamper. I have a thing for worn panties and considered it an extra bonus if a pubic hair was stuck in them, or they had pee stains or ovulation stains in the crotch. I still had all of them in that travel suitcase of my supplies.

The silence was broken when Lauren said, "ok uncle sissyboy ... you do want us to call you that, don't you? Let's get those shorts off and your shoes and socks and the t-shirt. Just get them off, immediately." I hesitated. 

Arlene said, "I will call Debbie right now, if you don't obey us." So I pulled off my t-shirt and laid it on the bed. I untied my sneakers, trying to take as much time as I could. "Just kick them off, damn it. Stop trying to make this take forever" said Arlene. So I kicked the sneakers off and pulled off my socks and gently tossed them on the bed. I looked over at the two of them, and as I turned beet red, unbuckled my belt and unsnapped the shorts. I pulled them off and there I was, standing in front of my niece and my sister, wearing the little panties I had worn today. Lauren began to giggle and point at the huge wet spot that had formed on the panties.

"Uncle sissyboy, what is all that wetness? Is that pee from being scared or is that precum from being excited" she said in a taunting manner. I reached down to hide the spot, but was told to "stop trying to hide that spot, keep your hands down by your side" Lauren said. I obeyed and hung my arms at my side. "If wearing panties excites you, then why don't you have a hard-on, Uncle Rich ... I mean uncle sissyboy?" I started to explain that "I am so nervous, that I guess it just shriveled up." "Let's see your shriveled up little cock, I mean clittycock as you refer to it on your website" said my niece. I guess that does look like a little clit, uncle sissyboy. Guess that's why you call them clittiecocks! "Pull those panties down and hand them to me" she said in a very stern voice.

I reached up to my hips and slowly pulled the panties down my legs and off. I held them out and handed them to whoever reached for them. Arlene took them from me and touched the wet spot. She rubbed her fingers together and said, "Its precum ... it's sticky on my fingers." I just wanted to die. My cock was so small, that I could be in elementary school.

Lauren approached me and touched my cock. She rubbed her fingertip over the tip and felt the sticky wetness. "Uncle sissyboy, you are a pathetic little man. If I wasn't more of a dominating personality, I would have just told Aunt Debbie about this and not even approached you about it. I'm sure you don't know it, because nobody did, but my mother always dominated my father, the wimp that he was. What is it with you men that are such wimps, sissy's ... assholes?" 

"Yeah, mom and I talked about your website and decided to confront you about it, and see if we could have some fun in the process. I think you would like to be used by us ... at least that's what you say on your Flickr site" Lauren said. 

"Yep, you say you would like to be with another sissyboy, that you would love to be dominated by a dominatrix ... so many things you say on that site" added Arlene. "So now, I want you to lie on the bed, on your back ... with your legs wide apart. I want you to play with your nipples and make your little clittie hard for us." "We will undress each other for your to watch, maybe that will make your little dick hard ... we want to see you leak a lot of precum. If you cum, you will be so very sorry. So you had better watch what you do, sissy" continued Arlene.

I laid on the bed and did exactly what they demanded. I began to worry about the time, since I didn't want to be missed by my wife. "I called Debbie and told her that you would be a while fixing the problems and that I had a few other things for you to do. She said that was fine and that she would spend more time shopping and go out to dinner with Carol. I told her I would feed you." Little does she know what we intend to feed you" Arlene added with a perverted laugh.

Lauren and Arlene were playing with each other. Undressing and playfully pulling at each others nipples. I couldn't believe it ... here was my sister and niece playing sexually with each other and I was lying on the bed naked, and playing with myself. What had become of my life? This was unreal or surreal. Lauren walked into the master bathroom and brought out the hamper. She dumped the clothes on the bed next to me and started to look thru them. She found a pair of pale pink nylon bikini panties that I assumed belonged to my sister in law and held then out for me to look at. "Look at these, uncle sissyboy. Aren't they pretty? I bet you would love to wear them. Stick your tongue out, I want you to lick the stained crotch of mommy's panties." As they approached my face, I could see a white dried creamy stain on the crotch. I assumed it was probably a discharge from ovulation. I had examined a lot of panties in a lot of hampers over the years. I learned about ovulation discharges, and other things.

Arlene added, "Now I know what happened to my panties over the years that went missing. I guess you stole my slips too! You did, didn't you? No reason to lie now, what difference does it make. Actually, I'm kind of flattered. I bet you jerked off to them many times. Maybe even wore them under your street clothes."

"Yes, Arlene ... I took them. I still have them and wear them and masturbate in them" I said proudly.

Lauren looked at me, then her mother ... and said, "Ewwwwww" this is unbelievable. She took the crotch of the panties and rubbed them on my nose. "Here, take a good whiff, uncle sissyboy, you will be getting to know that odor very well. You will get to know mine too. Did you ever steal any of my panties, uncle sissyboy?

I said "No Lauren, they were always too small and I felt funny about you being underage and stuff."

"You mean you actually have morals and a conscience, uncle sissyboy" she mocked.

I knew she didn't expect an answer. My clittiecock had now grown and was leaking profusely. The precum was dripping down the side of my clittiecock and I felt like I was going to cum. I immediately clamped down my kegel muscle and fought the urge to cum. Phew, this time I succeeded.

Lauren told me to lift up so she could pull the panties on me. By this point, I was so gone, it didn't matter what they told me to do. I was going to do it and that's that. No sense in trying to resist. I was actually beginning to enjoy it. But I didn't want to make that obvious for them. She pulled the panties in place and said "your clittie cock actually looks nice straining against that soft nylon." With that, Lauren climbed up onto the bed, squatted over me with only her panties on and started to pee thru her panties onto my hard clittiecock covered her mothers nylon panties. Her hot piss soaked my panties and clittiecock and I was in heaven. I felt the hot piss drip down between my ass cheeks and wet the back of the panties. My nipples were beginning to ache and I was a wanton mess that would have done anything at this point. The room smelled of sex and I was intoxicated by it.

As that was going on, Arlene straddled my face and pushed her panty covered pussy over my mouth. She said, "start licking me thru my panties, you little panty pervert." She rubbed her panties over my face and I could smell the memorable odor of her panties, but this time, in person. I could smell the sweat and pee that I so regularly smelled on her panties as I stole them from her hamper. I could feel and see her lush pubic hair growth escaping around the crotch of her panties. All of a sudden, I felt the hot splash of her pee hitting my face. "Drink all my piss, you fucking pervert" she said. She pissed and pissed, as did Lauren. They soaked me in their piss as they rubbed against me. Lauren rubbing her hot piss panties over my hot piss panties and Arlene rubbing all over my mouth and face. They leaned over and Lauren licked Arlene's nipples as Arlene pulled on Lauren's. Oh my god, this was too good to be true. I don't think they realized what a sick fucking pervert I truly was. If they did, they knew just which buttons to push.

Was this all really happening, or was it some kind of unbelievable dream? No, it was happening ... right here, right now. As they finished peeing, they rolled off of me and stood at the foot of the bed. I was a wet mess of piss and my clittiecock was straining against the panties. I looked down and saw the precum oozing thru the sopping wet fabric. They saw the precum oozing and reached over and smeared it over the panties. My clittiecock jerked and I felt like I was going to cum. With that, Lauren smacked my clittiecock thru the panties and put an end to that possibility.

Arlene, who was a nurse, reached into her nightstand and pulled out some latex gloves. She pulled them on, spread some lubricant on the fingers of her right hand and told me to put my legs over my head. As I did it, Lauren pulled the panties aside and I felt Arlene's finger enter my asshole. Then another one entered and she stabbed at my prostate. I could feel the precum oozing out of my clittiecock. It actually felt like it was flowing out, which I confirmed it was, as I looked up at my panty covered clittiecock. Thick gobs of precum were oozing out of the nylon material. I knew it was precum because I had seen and photographed it so many times. 

Lauren then moved alongside of me and started playing with my nipples with one hand as she pulled her little panties off with the other. She rolled them into a ball and stuck them in my mouth. "Suck my piss out of those, Uncle sissyboy and I may give them to you as a present when you're done or maybe I will shove them up your asshole as soon as my mommy has you spread nice and wide."

My head was spinning, my cock was jerking and oozing ... I could smell the piss and taste the piss from Arlene and now from Lauren's panties. Arlene instructed me to lie on my side and pull my knees into my chest. Now Lauren straddled me, facing my feet and as Arlene was pumping her fingers in and out of my asshole, Lauren let loose a huge stream of piss as it splashed onto Arlene's fingers and dripped onto my asshole. Arlene removed her fingers and while all this was going on. Arlene must have strapped on a strapon and started to push it into my asshole. Here I was, my niece straddling my chest and pissing on me as my sister was fucking me in the ass with a strap on. Every time I started to feel I was going to cum, as my clittiecock began to jerk, someone would pull it hard down to stop the cumming. I felt like I was going to burst with cum and desire. But they kept denying me my cum. My balls were aching and all I wanted to do was cum. I used to hold off cumming for hours in those private hotel rooms, but never anything like this.


A Look Into My Mind: Uncle Sissyboy Ch. 02



I was sitting in my office working. It was very quiet and I was getting a lot of paperwork done. My intercom went off ... "Rich, your sister and niece are here. They are asking to see you. Should I send them back," Liz, my secretary asked.

My heart began to race and my cock began to stir. "Uh, yea, sure ... Liz ... tell them to come right back here." It had been two weeks since I had seen them. That was the most unbelievable turning point in my life. Things have not been the same since, and I was wondering where they have been, what was going on. I head my door knob and the door opened. Standing in the doorway was Arlene and Lauren. As I looked up, they smiled. They were both wearing short white denim skirts. Arlene had a thin blouse and her bra was visible beneath it. Lauren had on a tank top and the coolness of my office, made her nipples poke out at the material. They both had on flip-flops. 

As they walked in, their perfume permeated the room. I saw their red nail polish on their toes that matched the nail polish on their fingers. They were both tan and looked great. "Mom and I were at the gym earlier, and we decided to come see you ... to make sure that you were following our orders" Lauren said very nonchalantly. 

Arlene pushed the lock on the door immediately as it closed. "Stand up and drop your pants, sissyboy" barked Arlene. I stood up from my desk and walked around it, towards them. "Stop right there and do as I ordered, sissyboy" Arlene said in a disgusted tone.

I unbuckled my belt and unsnapped my pants. I let them fall down my legs. There I stood, in Arlene's panties that were given to me to wear. I was told to wear either her pair of soiled panties or Lauren's every day. I was told that they would pop in on me and make sure I was obeying them. I was told not to launder them and I was told to make sure that I came in them and let little squirts of pee in them from time to time. I was further told that I must always have them against my body, that I could wear other panties on top of them, like latex or something else, but that their panties must always be directly against my skin, and they must not be laundered unless instructed to do so.

Lauren and Arlene looked me up and down. "Pull those panties down, we want to inspect them, sissyboy" continued Lauren. I pulled them down and Lauren approached me. She bent over and looked at them. "Yep, mommy ... they are quite ripe smelling and I can see that uncle sissyboy has added to your soil. Good job, uncle sissyboy. It appears you can follow some instructions, very well."

Lauren and Arlene sat down on my sofa, making sure that their flashed their panties at me as they sat down. "Go ahead, and pull them back up, sissyboy" said Lauren.

My cock was beginning to get hard, especially since I saw the crotch of their panties as they sat there in a very unlady-like and provoking manner. "Pull them up over that disgusting clittie cock of yours and pull your pants back up." Arlene said smugly. "You don't think we are going to do anything here, do you ... you disgusting pig? she added.

"Uhm, no ... Mistress Arlene. I wouldn't expect that to happen" I muttered. 

"I don't need or expect an explanation from you, why you followed my directions or what you expect! What we do or don't do is up to us, and has nothing to do with your pig expectations." 

I looked down at the floor. "Yes, Ma'am"

"Now this is what is going to happen. Tomorrow is Saturday and we arranged for your wife to go to NYC to spend the weekend with our mutual friend, Grace. She is going to spend Saturday and Sunday night there and go shopping and see a play with Grace. There will be a few other girls with them, and it's a "girls weekend" so you won't be invited. Instead, I asked Debbie if you could come and do some work at the house, and she said she would ask you." 

"The Limousine will pick her up at 8:30 a.m. Immediately after she departs, you are to get in your car and ride to my house. I mean, immediately. Do you understand?" Arlene said in a very demeaning manner.

"Yes, Mistress ... I understand." "The answer of 'Yes Mistress', would be more than enough to hear from you. Are you fucking stupid? The only words to be muttered from your cock-sucking mouth, is "Yes Mistress" or "No Mistress". "Ok, you pathetic asshole?"

I learned quickly, or at least try to. "Yes Mistress."

Lauren and Arlene stood up, opened the door and left. No goodbye, no nothing ... just got up and left. I could feel my clittie leaking in the panties. I guess now would be a good time to cum in the panties. I need it bad, and I don't know how long it will be before I am permitted to, again. 

My phone rang, it was Lauren. "Uncle sissyboy, mom and I decided that we want you to cum in the panties you're wearing. So, do whatever perverted stuff you do, and make that clittie cock of yours spurt your hot cum in mommy's panties."

I put on a porn movie on my computer screen and masturbated myself through the panties. I came very quickly and my panties were filled with cum. I stood up to make sure it wouldn't make my pants wet, and I could feel the cum leak down and wet my balls. 

Saturday morning couldn't come quick enough. I kissed Debbie goodbye and told her to have fun and buy some nice things. I watched as the limousine drove off down the street. I quickly jumped in my car and drove to their house.

There was a note on the front door. It said, "Rich, come in and go up to my bedroom. There is work to be done in there." It was signed, Arlene. I walked in and headed up the stairs. Noone was in sight. I couldn't hear anything and didn't see anyone. I walked into the bedroom and there were clothes on the bed with instruction to put them on. I looked at the clothes. There was the black hood, a black latex bra with little holes cut out where my nipples would be a black pair of latex panties with a sheath that I figured was to hold my cock. The panties had a full back but there was a hole cut to give access to my asshole. There were black latex stockings and a black latex garter belt. Where should I start, I wondered. 

I heard the door open and in came Lauren. "Uncle sissyboy, I thought I should be here to make sure you do it all right." First, put on the garter belt"

I put the garter belt on and felt my cock begin to harden. Lauren laughed, "You're excited already and we haven't even begun yet. Pull the stockings on first, they may be difficult to get on, but you can do it if you try."

I pulled them on, it was difficult, but I figured it was easier to roll them up and put my foot in then roll them on my legs. I finally got them up and fumbled with the garter hooks to hold them up. I've seen them before on my wife, so I knew how to do it. "Very good, sissyboy, or should I say, sissygirl?" Now, take some of that baby oil on the dresser and smear some on your clittie. It will make it easier to slide that worthless cock into the sheath. It will also make it nice and slippery and exciting. It will be hard for you not to cum. AND YOU'RE NOT TO CUM!!!!"

I pulled the latex panties up and pushed my slippery clittie cock into it, then pulled them up the remainder of the way. "Now put on the bra. Have you watched your wife do it? Put it on backwards, snap the snap, slide it around so it's the right way, and put your arms through". Lauren laughed as she said it.

I did as she instructed and positioned the bra so the cut-outs nicely framed my semi-hard nipples. I glanced across the room at a mirror and saw myself in it. I think I looked pretty good. I liked the way I looked. WOW ... they totally owned me, I thought to myself. My clittie cock was sticking out hard and it wanted to be played with. I could feel it leaking.

"Ok, uncle sissyboy, just go sit in the middle of the room ... kneel on your knees in the position that we instructed you to get into" Lauren quickly instructed.

I quickly did as she instructed and watched her leave the room. When she returned, Arlene walked in with her. "Sissyboy, I see Lauren got you dressed properly. You look very sexy and I'm sure the people coming to see you will be very impressed with what we have to offer them" Arlene laughed

People coming to see me, I wondered. Who, what ... when .... WHY? My clittie jumped in its latex sheath. I could feel my nipples harden. "Sissyboy, you had better put that hood on, or they will see who you are. Get up and put it on, immediately." She spit in my face ..."that will make it slide on easier" she quipped. I slipped it on and got back into my position.

Arlene told Lauren to "have them enter."

Eight people entered, four were women and four were men. Then men each had hoods on. The women did not. The women all wore latex skirts, tops and high heels. The men all had on outfits identical to mine.

"Sissyboy, for the last 15 years, I have been a Domme. I have been paid by people to do things to them ... things that they wanted and couldn't get elsewhere. It all started when my dearly departed husband, the sick bastard that he was, decided he wanted to be submissive. We played with it and I learned. One day he wanted to "experience" another man, as he put it. So I found another sniveling man who was submissive and wanted to be Dommed. He paid us a lot of money and that is how I learned to make money doing these things."

"The people who have joined us today ... the women at least ...are all like me. Professional Domme's. With them are the pathetic submissive men who pay them to dominate them. So today and tomorrow, you will treat them to your body and allow them to do anything and everything they desire. I would ask you if it's ok, but it really doesn't matter, does it? If I say so, it's done."

Lauren walked in; she was dressed in nylon panties, stockings that didn't need a garter belt, and high heels. Her little pert titties were magnificent and held in place with a sheer tight bra. It looked like a training bra, since it didn't appear to have any cups. Her thick black pubic bush could be seen thru the very sheer material of the panties. There were hairs that escaped the confines of the panties and curled forward. Her long, tanned legs were enticing. My cock got harder. I always had a thing for my niece, and it was obvious to all, that I did.

Lauren walked over to me and stood in front of my face. Her panties were directly in front of my face and I looked at them with great interest. My cock got harder and she lifted her foot and touched it with the toe of her shoe. "I bet that pathetic cock of yours is leaking in that sheath, huh sissyboy?"

Lauren turned around and faced the visitors. Her ass, now in front of my face. I could see the crack of her little ass thru the sheer panties and the trail of dark pubic hair that lined it. I looked down her magnificent legs and then back up. "You see, this sissyboy behind me has always had a thing for me. As I grew up, I would frequently notice him trying to look up my skirt or trying to see up the leg of my shorts. He would glance at my bare feet whenever possible. I would feel him undressing me with his eyes, and it always made me feel uncomfortable. Being younger, I wasn't sure what it was all about, but it did make me feel uneasy. I just wasn't sure why."

Lauren continued, "It seems he also had a thing for my mom and would frequently steal her panties from the hamper in our bathroom. She didn't know at the time what was happening to them, but she did wonder why her panties were missing. She always suspected it was probably the friends of my brother who got interested in them and took them."

Lauren turned and holding my face said ... "isn't that true, sissyboy?" "Yes Mistress" I obediently replied. I could see the Domme's shaking their heads in a disapproving manner. Lauren continued, "sissyboy admitted to me a few weeks ago that he would have stolen my panties too, but they were too small and when I was younger, they were always cotton and he doesn't have a fetish for cotton panties." A short time ago, I found on his computer, a link to a site that he maintains that has pictures of him in panties and talks about his desire to be a transvestite. More specifically, a submissive transvestite. He had notes for readers about his stealing panties from my mom among others. About his lecherous desires toward me and my mommy. In short, it's a site dedicated to showing what a sick fuck he truly is."

Lauren turned to look at me again. This time she spit on my face and kicked me in the balls. I leaned forward in pain and she pushed me back up. "No one gave you permission to lean forward, sissyboy. So sit the fuck up and stop being a baby" she growled at me.

Turning back to the audience, she backed closer to my face ... her nylon covered ass barely an inch from my face. "Mommy and I confronted him about this a few weeks ago and began to initiate him into his new life ... a life of being a subbie to mommy and me. Mommy and me hope you will be able to help us move him along this path and that you use him in any way you desire."

Lauren knew that her attire had the attention of the other submissive men in the room as well. She knows full well that her young, thin body is the desire of many men in the world today. Most men love the look of younger females, especially teenagers. I'm sure that her presence in the room today was very exciting for the male attendees.

"Uncle sissyboy, I want to give you a special cleaning today. One of the ongoing requirements that the Domme's have of their subs, is that they drink a lot of water before a session and not piss until told to. So I am sure, that by now ... their bladders are quite full and need release. "

"Mistress', would you please allow your subs to pee into this large enema bag so that I can give sissyboy here, a nice piss enema to clean him out for your use?" With that, a simple gaze at each sub by their Domme made them stand and walk over to Lauren. "Ok, I want each of you to pee into this bag, so that your hot piss can flow into uncle sissyboys ass" They each obediently pulled their latex panties down and, one by one, pee'd into the bag. The bag was quite full of hot yellow piss when they finished. Lauren hooked the bag up to a pole on wheels that she had and walked over to me.

"Kneel down, sissyboy and present your ass for all to see" Lauren snapped. I did as instructed and moved me legs apart so that my asshole was visible. Lauren reached into a bag that she had and pulled out a black rubber nozzle type thing with a hose attached to it and what looked like a rubber pump. She kneeled behind me and worked the nozzle into my asshole. She wasn't very gentle. After she pushed it in, I felt it begin to expand inside my asshole. That's what that pump thing was for. It made it inflate in my asshole. It was quite uncomfortable. 

She moved the pole in front of me and I could tell that the tube was already connected from the enema bag. I saw her unclasp the clasp and saw the piss flow rapidly thru the tube and then into my ass. I could feel the warmth of the piss and it flowed in and it excited my prostate. I could feel my cock respond to it.

Here I was, in the middle of the room with eight people I have never seen before. I was kneeling with an enema of piss flowing into my asshole. My cock was hard and dripping within the confines of the latex sheath that was covering it. One of the Mistress' said "I would like to clamp his nipples" Arlene said, "please feel free to do as you wish, darling."

The youngest and thinnest of the Domme's approached me. I would learn that her name was Mistress Janine. She was drop dead gorgeous. She was thin and tall. Her legs were long and fit. Her entire body was very fit and she had long black hair that was pulled back taught into a ponytail. She was beautiful and she smelled magnificent. She approached me and knelt in front of me. "You are really a pathetic sissyboy. You should be honored that someone like me would even look at you, let alone touch you." She had two clamps in her hands. "Kiss these clamps. In a moment they will be latched onto your nipples." I kissed each one as it was presented to my lips and then she clamped them onto my nipples. I wanted to scream. They hurt like hell. I could feel my stomach begin to cramp and my nipples were aching. My clittie was leaking into my sheath. Mistress Janine reached down and examined my clittie. "Look at that ... he actually is enjoying all of this ... there is quite a lot of precum that has oozed into that sheath."

I looked up and the enema bag had emptied. I needed to expel it into the toilet, but the plug in my ass prevented anything from leaving ... only entering. Arlene walked over and told me to stand. It was difficult since standing up only made the pain in my stomach worse. She didn't care and pulled me into the bathroom. "Sit on that toilet and clean out that worthless ass of yours. You're lucky that I'm not making you shit in a bucket and make you eat it."

I sat on the toilet and immediately the piss expelled from my ass in a strong hard stream. I could feel the water from the toilet splash up and cover my ass. The enema piss would start to squirt out and stop, start and stop ... over and over and over again until it no longer came out. "Wipe yourself clean with these wipes and stand up" barked Arlene. I did as I was instructed.

Mistress Jennifer, the older of the other Domme's walked in. "Sissyboy, we want to make sure you are totally cleaned out, so the other Domme's and I have pissed into the enema bag with our golden hot piss and have decided to give you an enema with our glorious golden liquid. You should be honored to get an enema with our special piss. With any luck, you'll get some of our estrogen from it, and it will make you more of a girl."

Mistress Jennifer was thin and tall like the others. She had a look about her that made it very clear that she would love to hurt me and would love to inflict as much pain as possible. She looked very cold and hard. She was also beautiful, her hair also pulled back hard into a ponytail. She was a stunning woman, but one I knew could be very cruel. "Get on your knees and push your ass up towards me. That means, get on your knees, then your chest should touch the ground."

She took the enema, now known to me as a bardex, and with one hard thrust, shoved it into my ass. I was glad that I had been stretched already, because it would have hurt a lot more than it did, it I hadn't been. "Now follow me into the bedroom. I want the others to witness this" Snapped Mistress Jennifer

All the talk of piss made me realize I hadn't relieved myself when I was on the toilet. I needed to go bad. I knew better than to ask. Mistress Jennifer reached down and continued to pull me into the bedroom by grabbing my semi-hard cock and pulling me like it was a handle. When I got into the room, Lauren walked up to me and said, "I'm going to pull the clips off your nipples, uncle sissyboy." Instantly, she opened them both and took them off. I wasn't prepared for the pain that followed. As the blood rushed into my nipples, the pain was intense. It was a burning pain followed by a bad ache. My god did it hurt. My cock went totally limp. "Aww look, his pathetic cock went limp from the pain ... what a shame" Lauren teased. 

"What good is hard cock unless it's fucking you? It should be limp" said Mistress Janine. "I told him not to have a hard cock unless ordered to do so. Now I know what to do, to make him limp ... if he doesn't obey in the future." She giggled a cruel giggle.

Mistress Jennifer took the very full bag of the Domme's piss and attached it to the hose coming out of my ass. She made sure the bulb was totally inflated ... and it hurt when she did. Then she opened the clasp on the tubing and the piss flowed into my ass. It was already getting cool and the sharp contrast of my warm rectum and the cool piss gave me an instant erection. I could feel precum ooze out again. That sheath must really be getting a lot of precum in it. I wanted to reach down and stroke myself, but knew that wouldn't be allowed.




A Look Into My Mind: Uncle Sissyboy Ch. 02



The piss bag emptied into my ass. Lauren walked over and said, "uncle sissyboy, I need to pee ... I think I will just pee right onto your face. With that, she pulled her panty aside, and let a hard stream of piss splash onto my face. She giggled and the other laughed. The pee splashed on the latex hood and it seeped down the openings to the inside of the mask. I realized that it would stay wet with piss now, since it wouldn't dry inside. She pulled my mouth open and splashed her hot fragrant piss into my mouth. It tasted hot and salty. It was very strong tasting and I thought I could taste vitamins, especially the B vitamins. "Sissyboy, I'm sure my piss is very strong tasting. I've been saving it up all day so far. I haven't pissed once yet. So it's good and strong. I hope you love the way it tastes."

My stomach, again, began to cramp. Mistress Jennifer told me to stand and almost dragged me into the bathroom. "Take a crap and clean your stinking ass out, right now. For every 10seconds it takes you to empty out, I will spank you one time in front of everyone. So every minute, will be six spanks. My spanks are not gentle ... they will hurt. So I urge you to empty your ass out quickly."

The hot piss squirted out of my ass with great force. It kept coming and coming. As before, it would stop and start, stop and start, etc. It took me 41/2 minutes to shit the piss out of my ass. That would be 27 spanks from Mistress Jennifer.

"Clean yourself and get out into the bedroom." When I got out, there was an armless chair in the middle of the room and Mistress Jennifer was seated on it. "Get over here and lay across my lap, you pig" she barked at me. I quickly obeyed and laid across her lap. She pulled the latex panties I had on, down enough to spank me, but not off. My clittie cock was still inside the latex sheath. "You will count out loud each spank. If you miss one, I will start over. You understand you worthless piece of shit?" "Yes Mistress Jennifer", I replied. 

Without so much as one seconds pause, her hand came down hard on my ass. I was so shocked, she gave me the second before I counted "one". "Oh too bad, little boy ... we have to start over again. Those were two free spanks for me" she giggled. I could hear the others giggle too. "One" I said quickly as she spanked me again. "Two, three, four" I said rapidly. "Oh too bad again, little boy ... you didn't say each one between spankings."

I began to realize, this was impossibility. I was at her whim as to how many spanks I would get this time. She could prevent me from getting the number of the spank said so easily. My 27 had now become 33. My ass was sore and I hadn't had one of them yet ... not one that counted anyway. "Let's just make it 50 and forget about you counting. My clittie cock was trapped between her thighs and she started to spank my ass with great force. She would spank one cheek then the other. Then maybe a few on one ass cheek and then a few on the other cheek. Then she would spank in the middle of the two. I didn't even try to count. What difference would it make? My cock was limp. I was embarrassed that it was. My limp little cock was trapped between her thighs and she was wailing the hell out of my ass. My ass felt like it was on fire. "Did you count the spanks, worthless little shit?" she asked. 

"No, Mistress" I replied.

"Then we will have to start again. Lauren, dear ... please keep track and let me know when we reach 50" she said.

Oh my god, this was unbelievable. I knew from looking at her, that she would be a pain administering bitch. I was so right. Now I would have to have over 100 spanks. "Look, Lauren dear, his ass is beginning to turn all different shades or red and purple. Poor dear!!!." She menacingly giggled.

"That's 50, Jennifer" said Lauren. My ass was on fire. I needed to piss. I wonder if I let one little squirt out ... if anyone would notice. So I did. 

"Hey, what's that hot feeling between my thighs, did you piss ... you worthless piece of shit?" Jennifer said out loud.

"Yes, Mistress I couldn't help it" I said softly. 

Mistress Colleen yelled from her seat ... "I will take care of that, dear Jennifer. Let me have him".

Jennifer stood up and I fell to the floor. My latex panties still down around my ass. "Get up here on my lap, immediately you fuck. Piss without our permission will you ... well we will see about that!" She said in a very authoritative voice.

Before I got over her lap, she squeezed my cock and squished the piss and precum around in the sheath. "It's quite full and squishy in there. Poor baby!" she laughed. She trapped it between her thighs as Mistress Jennifer did.

Mistress Colleen was the heaviest of the four, but by no means heavy. She had a very solid build and was quite tall too. I would estimate that none of them were shorter than 5'8" and that Mistress Anita was probably close to 6'0". Mistress Colleen had a softer look than the other, her hair ... like the others, was pulled tight into a pony tail. It too was black. 

"Mistress Arlene, would you please bring me a paddle. I don't want to waste my hand on this worthless ass". Arlene walked over and handed her a large paddle. "How many should I administer, Arlene? Asked Colleen. 

"Oh, I would say ... uhm ... 50" Arlene said with a chuckle. 

"Let's make it 60 then. I like the sound of 60" Mistress Colleen shot back.

She raised her arm and brought the paddle down squarely on my right ass cheek. "You, sissyboy ... count each one. I will pause between each one to make sure that the stinging sets in. The longer you take to say the number, the longer this whole thing will last." With that, she squeezed her thighs on my clittie cock. "One" I yelped. Seconds later another one came smashing down. "Two". "Three". "Four" ... on and on ... I was crying. It hurt so bad added to the spanking I had just a short time before that I literally broke down and began to cry. "Fifty-nine" I could barely get out of my mouth. "Sixty" was the hardest of them all. Or it seemed that it was.

"Your ass is severely marked up, sissyboy. You have welts and a couple of places where the skin has broken." You will remember to never piss your panties, without our permission, ever again." I was sobbing, my ass was killing me, I had to pee so bad I thought that I may as well, because what could they possibly do to me in the condition I was in. Luckily, I didn't have to test it.

Mistress Anita said as she watched, why don't we let the little worm piss. He needs to piss and he has been punished quite nicely. We should allow him to piss." 

"I don't know about that", Mistress Jennifer said. I think he should be made to wait. My heart sunk in my chest. "Oh go ahead ... stand there and piss yourself" continued Mistress Jennifer.

I stood up and began to try and piss. It wouldn't start. I bent my knees a little and tried to relax my bladder. The pee began to flow and it gushed out of the sheath and into the panties, finally they could no longer contain it and it poured down my legs. The pee burned the sores on my red ass. I didn't think I would ever stop peeing ... I looked down and saw the sheath full and my clittie cock surrounded by the pee and what looked like cum ... but was only precum. I was a mess ... standing in the middle of the room with a welted and red ass, pissing my panties and it pouring out and onto the floor. It finally ended.

"Lick it up" snapped Lauren. I got to my knees and began to lick the huge puddles on the floor. I could smell piss everywhere. Inside my latex hood that was fully wet inside from seat and Lauren's piss. I licked and licked and sucked. There was no way I was going to get it all up.

"Enough of that futile effort" Mistress Anita said. "Lay down on the floor, in your mess of piss." Mistress Anita ordered the other subbies to come over to me on the floor. "Pull your panties up totally, sissyboy. I want the hole in the panties to give access to your asshole." She picked up the clips that had been on my nipples and put them back on, both at the same time.

"You want to be a girl, then be a girl. You will service all four of these subbies at once. One will enter your cleaned out asshole, one will enter your mouth and the other two you will jerk off with your hands. Your clittie cock will be neglected. It's nicely packed into that little sheath, filled with your precum and piss. That will have to do for now." She walked over and got a low stool to put my ass up on, so that the subbie could fuck my asshole. I felt a hard cock press at my asshole. At the same time I felt the tip of a hard cock push against my lips. I opened my eyes to see a hard cock hovering above my mouth. I could feel the tip of the hard cock pressing at the entrance to my rectum. I felt the hard tip push its way in, then plop ... it entered fully ... sliding the full length of it into my ass. It felt like it was 12" long. It pushed all the way in. The cock in my mouth slipped it fat head thru my lips and into my mouth. I smelled pee and sweat on his pubic hair. The cock in my mouth was very hard; the one in my ass was too. They, rhythmically, pumped in and out of my orifices. In and out, in and out. Oh my god, I was being fucked in my mouth and ass. I didn't even realize it, but my hands were stroking two other hard cocks. I looked to one side and then the other, seeing the cocks I was jerking off. I could see precum oozing from them as I gently stroked up and down their hard cocks.

The cock in my mouth was leaking precum on my tongue. It tasted fantastic. The cock in my ass was giving my prostate a workout and I could feel copious amounts of precum oozing out of my clittiecock. 

"The two of your being jerked off, you are not to cum anywhere but in sissyboy's mouth" barked Mistress Arlene.

As soon as she said that, I felt the cock in my ass swell and thrusted deep into my ass ... then I felt it throb and a hot squirt of cum shot into my asshole. I never felt that before ... with each deep penetration of his cock, it squirt its hot juice into my ass. Five, six times it shot into my ass. It was a glorious feeling. Each thrust after each squirt provided more lubrication and it slipped easily in and out. Within seconds of that ending, I felt the hard cock in my mouth throb and harden. Then he thrust it in deep and as it was thrusting it ... a shot squirt of cum shot into my mouth. It was sweet and salty at the same time. Thick and gooey, hot, sweet and salty. Oh my god, it was delicious. This was the second time I had a cock shoot its cum into my mouth and the fourth cum that I ever tasted. The first was my Lauren's boyfriends cum deposited in my mouth from her pussy, the second was from the first subbie that Arlene and Lauren brought to me and the third was my own cum that they made me lick up. He quickly withdrew his cock and quickly one of the ones I was jerking off, was pushed into my mouth and it shot its hot thick load of salty cum into my mouth. This one shot load after load into my mouth. I never thought that much cum could come out of a cock. Mine never did cum as much as that. I never experienced such a load of cum. It shot load after load after load. It leaked out of the corners of my mouth.

I was in heaven. I smelled cum and piss. I had cum in my asshole and cum in my mouth. The last cock I was jerking off was quickly pulled out of my hand and shoved into my mouth. It then started to pulse and a hot jet of thick gooey cum squirted on the back of my throat. Another spurt shot out and it tasted, like the other, sweet and slightly salty. Wave after wave of cum shot into my mouth. I gulped it all down, greedily. I was in a sexual state of euphoria. My cock was pulsing in my latex sheath. I could feel cum oozing out of my asshole. I was laying in my pool of piss on the floor, exhausted from the sexual activity I was just subjected to. I barely even felt my sore ass from the spanking and paddling. I was out of control. I was under others control. I don't know what I'm thinking or what's to happen. All I know is I don't want any of it to stop.

I looked over at Arlene and Lauren. They were locked in an embrace and kissing each other. The other Domme's were standing looking at me and their subbies. I'm sure they were thinking what to do next. 

Most of the the day was gone, and this was to go on for two days. What more could be done. What more was in store for me?

"Uncle sissyboy, why don't you go downstairs into the kitchen and bring up the platters of food we already prepared for this encounter" ordered Lauren.

"Ok, Mistress" I said with a smile.

I quickly left the room and saw the trays sitting on the counter in the kitchen. I grabbed them and took them up to the bedroom. There was a table in the corner, and I set them down.

"Liquid diets are the order of the day for you subbies" laughed Mistress Jennifer. "We want to make sure that you all have full bladders, that we can make use of, later." 

"Yes, darling Jennifer" said Mistress Arlene. "That will be glorious when you think of the different possibilities that can create. I am so glad that all of you have accepted my invitation to stay the night"

Lauren looked at her mom and kissed her. "Oh, mommy, I am so glad to hear that all of these guests will stay with us tonight. I just love company and I am sure we can find a lot of fun things to do with the extra time it will provide" Lauren said, grinning ear to ear.

After the women had eaten they told me to go and lay in the middle of the room. "It's time to feed you your desert, sissyboy" said Mistress Jennifer. "I want each of the subbies to fuck your mouth. You are to lie on your back as you are right now, and each one, one after another, will come and get on top of you and fuck your mouth. When they squirt their hot cum in your mouth, you will swallow all of it, and then thank them for cumming in your mouth." Mistress Jennifer added.

The first subbie mounted my mouth. His hard cock jammed in and almost gagged me. I'm a quick learner and learned how to take a hard cock deep into my mouth without gagging and choking. His cock was so hard and thick. I could feel the veins popping out and the hard slick head slipping back and forth in my mouth. I closed my eyes and tried to enjoy the whole scene. I tried to visualize what it looked like from inside my mouth ... that hard cock ... pulsing ... pushing in and out. Precum oozing from the tip ... then I felt his cock throb and thicken. The head got engorged and as he jammed it deep in my mouth, his hot sperm shot into my mouth. Spurt after spurt, the thick, gooey salty cum invaded my mouth. It's so interesting how sperm tastes. It's kind of sweet with a hint of saltiness. I noticed from the past, that some are saltier than others, but basically they are salty/sweet. I wondered if diet has an affect on it. Maybe, over time, I would get enough experience to figure that out.

He slipped his now limp cock from my mouth and licked my lips. I saw the second subbie begin to straddle my face and his cock inch its way closer to my lips. I quickly opened my mouth in an inviting manner and felt his thick cock head slip past my lips. I love that feeling of a thick cock-head plopping through my lips. I sucked him in, greedily. He fucked my face, just like I would fuck a woman's pussy. His large balls slapped against my chin and he fucked away at my mouth. He was very rough and didn't seem to give a damn about me. All he wanted to do was get off and load my mouth with his semen. Saliva was spilling out of the corners of my mouth and my cheeks puffed out and then sucked in. In and out her pumped. Like the other subbie before him, I felt his cock pulsate and harden, then the hot sperm shot into my mouth. This time it shot out as he was withdrawing his cock, so it shot hot and hard at the back of my mouth. I really enjoy giving blowjobs. 

What has become of me? I was merely a receptacle for any body substance desired to be given to me. I had no choice as to what I wanted ... it was decided for me and I graciously accepted any and all of it.

Subbie #2 pulled his cock out and subbie #3 mounted my face. My own cock was waving in the air. It wanted to be touched, to be masturbated ... to be sucked ... to be paid attention to. But that was not to happen. This cock slammed into my mouth and started it's in and out rhythm. He fucked and fucked my mouth. His large balls also slamming into my chin as he fucked my mouth. He would grind his cock into my mouth ... push it deep in my throat and then pull it out. He would grind again, wait a little, and then withdraw it again. Over and over and over he did that. At times I thought I would choke, but I was determined not to let it get the best of me. Finally, like the other two, he shot his hot load of sticky, gooey sperm into my mouth. His was somewhat saltier than the others, but I swallowed it greedily. 

Number 4 quickly followed number 3. His cock was limp when it entered my mouth. He was much gentler than the other three and I could feel his cock begin to harden in my mouth. What a wonderful sensation that is ... to feel a soft, limp cock begin to harden then get rigid in my mouth. My god, I loved that feeling. It made my cock quiver and I felt an ooze of precum leak out. I love that feeling too ... when precum oozes out of my cock. Slowly he started to fuck my mouth. In and out ... gently ... slowly ... truly making love to my mouth. He wanted me to enjoy it ... and I really appreciated it.

"Fuck his mouth like the whore slut he is, damn it" a Mistress yelled. 

Stop making love to him ... fuck him ... fuck him like a slut fucking whore or I will rip your ass with a crop." I could tell that was Mistress Colleen.

He started to fuck my face. Hard and with total abandon. I'm sure he wanted to make love to me, but realized it was fuck me hard, or get his ass ripped apart. So he fucked and fucked and fucked at my mouth. I could barely keep the slobber in my mouth. What a difference from the gently fucking he started with. His body went rigid, his cock thickened, and he spurt his hot sperm into my mouth. It tasted wonderful, and I gobbled down the thick salty/sweet cream. He pulled his cock out of my mouth and stood up and walked away.

I layed there, my mouth was sore and aching from the four fuckings I had just gotten. I could still taste the cum in my mouth. My cock ached to be relieved. 

Mistress Janine walked over, squatted ... pulled my mouth open with her fingers and pissed a stream of hot golden piss into my mouth. "Haaa haaa haaaa haaaaa ... let me wash that sweet cum down with my salty piss, you fucking cocksucking girlyboy" she said with a definite nasty tone to her voice. As she was pissing into my mouth, she reached down and grabbed my cock. She smacked it and pinched it ... I felt it soften from the assault and she continued to slap it.

One by one, the other 4 domme's straddled my face and pissed in my mouth. Each one would cover my mouth with her pussy and pinch my nose so I had to breathe through my mouth. Then they filled my mouth with their hot salty piss. It splashed all over the place and my cock ached.

I was a wet mess of piss lying on the floor. My cock was desperately in need of release. I found out quickly, that was not in the plans for the remainder of the day. It was getting late and it was time to prepare for bed. "Let's get you ready for bed, you stinking worm" growled Mistress Arlene.

The others left the room. I was left with Lauren and Arlene. "Mom, will you teach me how to put a catheter in a cock? Lauren inquired.

"Sure my little darling, I would love to teach you how." Mistress Arlene said with a smile. "Get up on the bed and spread your legs, sissyboy" ordered Mistress Arlene.

"Yes, Mistress" I replied as I got up and positioned myself on the bed. I spread my legs and presented my penis to her. I wasn't pleased about getting another catheter, but what choice did I have. Hopefully it would get over quickly was all I could think.




A Look Into My Mind: Uncle Sissyboy Ch. 02



"I will insert it, and provide verbal instructions as I do it. Then I will remove it and let you try, Lauren" Arlene said looking at me with a smirk.

"Oh goodie ... I am so excited" giggled Lauren nervously.

"First, everything has to be done in a very clean manner. It's called keeping things sterile. Put these latex gloves on and I will put my pair on as well." She reached for a sealed package and opened it. There were a couple of packets of things in it and another package containing the catheter. "You take this packet of soap and wash the head and opening of his clittiecock. Then you open the catheter and apply the lubricant in this other packet to the end and slightly up the sides of the catheter part that will be inserted into his pisshole."

"Oh mommy, I'm getting wet thinking about doing it" squealed Lauren. "I'm actually going to insert something into this peephole. Wow, I can't believe it" she continued.

"Ok, now pay attention, Lauren ... you hold the cock in your hand and straighten it out toward his head, like this. Then you slightly pinch the end of his cock to open the peephole. Then you gently push the catheter in the pee hole and guide it down the length of his cock until it enters his bladder. You don't ever force it, but you push it in. If it stops, you withdraw it a little and then push on it again" Mistress Arlene instructed.

I felt her push the catheter into my peephole. It burned and was uncomfortable. I could feel it work its way down the shaft of my cock.

"When it's all the way in, then you inflate the bulb on the other end, and that stops it from being pulled out, unintentionally" Mistress Arlene further instructed. She then pulled it out, in one steady motion. "It's your turn now, sweetie. Get another catheter out of the bag. You never re-use them. Despite the fact that he is a pig and I don't give a shit about him, you never want to give someone an infection, ok?" continued Arlene.

Lauren took out a new catheter and lubricated it as her mom had done. She took a grasp of my cock and I felt it harden. My young niece touching my cock was exciting. 

"You fucking pig ... you're getting a hard-on because my daughter, YOUR NIECE, is touching your cock" growled Arlene. My cock softened almost immediately. Lauren giggled. She spit in my face.

"You really are a disgusting pig, uncle sissyboy. I can only imagine how many times you jerked off in the past thinking about me. I am so grossed out by it!" Lauren taunted.

She continued to squeeze the tip of my cock making the peehole open. She guided the catheter in. She nervously pushed it in and down the length of my shaft. Again I felt it work its way down my cockshaft into my bladder. Mistress Arlene inflated the bulb and opened the clasp. Pee began to flow out of it onto my belly. She clamped it off.

"Let's attach a leg bag to it and that's what he can piss into all night long" Arlene said. She reached into a box and pulled out a clear bag with a hose attached to it. She strapped it to my leg and attached the hose. She opened the clip and I could see the clear tubing fill with my pee and flow into the bag.

"You will wear that all night, sissboy" exclaimed Arlene.

"I think we should dress him in a cute little negligee, mommy" giggled Lauren

"Ok darling, why don't you go pick one out for him and come dress him" Mistress Arlene instructed.

Lauren came in and had a white nylon negligee and dressed me in it. It was very short and very sheer. "You look like a little slut, uncle Rich" she exclaimed. She called me uncle Rich again. It made me feel dirty and ashamed. "Imagine me dressing my uncle in a girls negligee. Negligees are usually worn by a woman to excite her man. You are like a woman tonight, but you do have that ugly cock with a hose stuck in it" Lauren mockingly said.

She put a collar around my neck, attached a leash to it and told me to follow her. There was a pillow on the floor next to the Mistress Lauren's bed. There was a large plastic sheet on the floor as well. "You will sleep here, on the floor, at the foot of my bed, Uncle Rich. You will piss in that bag when you need to pee. You will sleep here, without any blankets. You will be at the beck and call of any of our guests all night long. Do you understand?" Lauren said very authoritatively.

Before I could answer, Arlene walked in the room and added. "That's correct, sissyboy ... you are to deny no one their desire. They have all been told where you are and that you are there for their desires. I'm sure you will find tonight a very interesting, if not restful night!" she giggled.

I laid down to try and sleep. I laid there wondering what the night would bring and then what tomorrow would be like.

I drifted off to sleep, curled up in a ball.



A Look Into My Mind: Uncle Sissyboy Ch. 03



Shortly after I drifted off to sleep, I was awakened by the feeling of something hot and wet hit my body. I looked up and noticed one of the male subbies had just squirted his cum on my body. My negligee had ridden up and the cum was on my side and dripping off my side and onto my stomach. I looked up at him and he just got up and walked out of the room. Lauren must have heard him come in and was watching. "Uncle Sissyboy, this night will be interesting. I really enjoyed watching him jerk off on you. 

Shortly, another entered the room and started to jerk off. I asked if he would like me to do anything, but he said "just lay there, I was instructed to jerk off and shoot my load onto you." I did as I was told and Lauren watched. I could see her hands moving inside her tiny panties. She was masturbating watching the subbies jerk off on me. He shot his hot load onto me and it pooled up on my tummy. My cock started to harden, but then I felt the tubing coming out of it and it stopped me from getting an erection.

A third subbie entered the room followed by the fourth. Mistress Jennifer looked in the room an entered. She got up on the bed with Lauren and they began to make out as the two jerked off on me. They came almost at the same time and shot their two loads onto my stomach. My cock was hardening now, even though I had a catheter in it.

I looked up and saw Mistress Lauren with her head between Mistress Jennifer's legs and they were in a 69 position. I could hear them licking and moaning. I was so horny and I was loaded with cum. "Don't you dare wipe any of that cum off" I heard from the doorway. It was Mistress Arlene. She approached me and stood over me, looking over at her daughter locked in a sexual embrace with Mistress Jennifer. 

Mistress Arlene squatted over me, pulled her panties aside, and pissed on my stomach. "I will wash that cum from your pathetic body, sissyboy" she said and laughed. She guided her piss in a manner to wash the cum from my body. Then she squirted her hot piss at my face. "Open your mouth and drink my piss. Let's not waste any" she said.

She pissed and pissed into my mouth. I greedily sucked and drank it all in. I really love the taste of hot piss. I doesn't matter whether it comes from a cock or a pussy ... I love it all. I've become a piss and cum whore. Who would have ever believed it!

Mistress Arlene stopped pissing and said, "Ok slut, go into the bathroom and take a quick shower. No soap, just water ... and make it quick"

I quickly walked to the bathroom and turned on the shower. I looked into the mirror. I was a mess and I stunk like a men's room at a gas station. I smelled from piss and I wondered if it would ever wash off. I looked again in the mirror and saw the catheter hanging out of my cock attached to the pee bag. Wondering what was in store for me, I quickly got into the shower and washed myself as quickly as I could.

Mistress Arlene walked in and yelled, "Hurry out of that shower!" I did as I was instructed. "Look at you! You are pathetic, Rich, you know that? You have a catheter in your piss hole and a bag of piss strapped to your leg" she laughed as she said it. You really have sunken to the bottom of humanity. At least, now, you know your place in this world. Get your ass into my bedroom, immediately" she barked.

I quickly went into the master bedroom. The four Domme's were there with their subbies. Each of the subbies were dressed in identical outfits. My cock started to twitch. Each of them were dressed like girls. They had on pink nylon bra's, matching pink nylon string bikini's, white stockings attached to a white lace garter belt and pink high heel shoes. They looked so cute and I was very attracted to them. Their Domme's also were attired in the same outfits. They had on black latex bikini panties and high heeled black shoes. Nothing else. My head was filled with excitement. What a sight before me. I hadn't noticed, but Arlene was dressed the same as the other Domme's. Each of them had their hair pulled back into pony tails. Wow, this was intense.

I was standing, looking at the ... naked. I had the catheter hanging out of my dick and a bag filled with urine strapped to my leg. They looked at me and I looked at them. Then I saw them look toward the door and it drew my attention there as well. In walked a magnificently beautiful young woman. She was dressed in a short black latex dress. She was very thin and her legs were very long and slender. She had on knee-high leather boots with a very high heel. She looked very tall and the high heeled boots made her even taller. She looked familiar but I couldn't place her.

In her hand she had the end of a leash. The other end was attached to someone on the other side of the door. The leash was pink patent leather. She pulled on the leash and on the other end, quickly entering the room, was my niece, Lauren.

Holy fucking shit, I thought. My wet dream was walking through the door. She was naked. Her bare feet and legs drew my immediate attention. My god, I have always had a thing for her. I've masturbated to fantasies about her since she was a young girl. Masturbated thinking about her naked body as I wore her mothers panties. I would pee and think about her, then ultimately masturbate into the panties ... filling them with my pee and cum.

I was daydreaming and a swat on my ass brought me back to reality.

"Stop your perverted thoughts, you pig" said Arlene. That's my daughter ... your niece ... my god!" she continued.

Lauren was naked except for a very, very sheer pair of pale yellow panties. Her lush pubic triangle was magnificently visible through the sheer material. Wow, her pubic triangle was gorgeous... it always was. I dreamed about it many times. I tried to see it countless numbers of time. It was so full and thick. It looked better than ever in the panties she was wearing. Her long thin toned legs looked incredible. Her beautiful feet looked so sexy. The bareness of her legs and feet made me very excited. She must have oiled her legs and feet, because they were shiny and sexy looking. 

I looked down her legs at her feet then back up her legs to her panty covered pussy. My heart was pounding. I looked further up her body, not wanting to miss any of it on my way up. Her bare abdomen was tight and toned. It too was oiled and as I looked at her bare tits, I felt like I was going to pass out. Her titties were so small and firm, they barely moved as she walked. They were absolutely magnificent. Following up her body, I finally noticed that the pink patent leather leash was attached to a matching collar around her neck. My eyes finally met hers. She looked at me with a kind of blank stare, but I could tell she thought about our meeting eyes.

I finally realized who the Domme was that had her on the leash. It was her best friend from school, Jenna. My memory flashed back to an earlier time in life, and I remember my daughter telling me that "Lauren's friend, Jenna is a lesbian. Not just the kind of lesbian that likes women, but the kind that hates men." Was I just imagining that conversation or was it true. I guess that would become obvious as the day progressed!

I couldn't get my eyes off of Lauren. I'm sure that's why she was paraded into the room that way. I took in the beauty in front of me. My god, she is magnificent. Her beauty is beyond description. She is so young, and firm. She is in such great physical shape. I've always liked women who were thin and tall. I much preferred small breasts and slight hips. I began to realize at this very moment, that maybe it's the body of a man that I prefer. Could that be? Could I be ... gay?

No ... I do believe I am bi-sexual. I never really bought into that concept of bi-sexuality ... until now. What is it that makes it "wrong" for a male to suck a males cock? It's just society that makes that judgment. But it's wrong. Think about it ... we suck on things from the time we are born. We suck on nipples or a nipple on a bottle. We suck lollypops. We suck ice pops. Why not suck a cock? I mean, really ... why not. Why is it wrong? Why is it bad?

I love to suck cocks! I love to suck pussy's. I am bi-sexual. I don't prefer one over the other ... I crave them both ... equally. There is something "special" when a cock is put in my mouth. It's special because I know what it feels like. I know what he is feeling as his cock swells in my mouth. As he pumps it in and out of my mouth. How he feels when he shoots his cum. A woman doesn't know that, she can't. That's not good, and its not bad ... it's just the way it is! But another man knows what it feels like. Just like a woman knows what it's like when she licks another woman's pussy. These things should not be viewed as "wrong" in society. They are just what they are.

Again I was hit by Mistress Arlene. "Stop your goddamned daydreaming and pay attention" she barked.

I can barely keep focus. My head is spinning with so many different thoughts and desires. I am consumed by the sexuality of this whole event. The rooms smell of sex. Sex is going on around me and I am the focus of it all. I want to cum so badly. I need release. I'm going to be denied it for some time, I realize.

Mistress Jenna walks up to me. "Sissyboy, I want you to know that your niece is what we refer to as a "switch". She can be a Domme or a submissive. She has the ability and desire to be both. She is a very special girl. I know you are consumed with her. BUT SHE IS MINE ... YOU FUCKING PIECE OF SHIT! DO NOT EVER FUCKING FORGET IT!" she said in a manner that there was no mistaking what she meant. 

"I will filet the worthless skin off your ass with a whip if you touch her without my permission. I said my permission, not anyone else's, including her. Is that painfully clear, you worm of a fucking man?" she barked.

"Yes, Mistress ... I understand" I said

"It's 'yes Mistress, Jenna' you fucking girlie-pig. You will address me as that. You will use my name, I want to hear it and I want it said with respect. If not, you will pay dearly for it."

Mistress Jenna was magnificent. I remember her swimming at our pool when she was younger, with Lauren. They were probably 13 or 14 at the time, and my daughter invited them over with other friends. That party was a wet-dream-come-true for me. A bunch of young teen girls in bikinis. At that age they are still innocent, but beginning to feel their sexuality. They giggled about boys and flirted with them. They were aware of sex, but probably not ready to engage in it, quite yet. But soon, I was sure.

They were young enough that the care of crossing legs and not showing panties was still not a diligent effort. Why should they care, especially when they were with only their girlfriends and only parents were around? They kind of lost any inhibitions they might have, because they thought the environment was safe and friendly. 

It was always safe. I may have had thoughts, but I would never act on them. I knew that wanting them was wrong and that was that. I still couldn't stop myself from trying to see between their legs, or hoping to see a hard nipple. I couldn't help myself from looking at their maturing bodies. I know it's wrong, but it was harmless.

Occasionally I would get to see a pubic hair escaping the crotch band of their bathing suits. Maybe the suit would ride up into the crease of their butt and I would get to see something. Again, I realize it's an immature body that still has no hips and very small breasts. A man again? Wow, I always had the desire for a man, but never realized it.

So, Jenna was one of those young teen girls at my pool. I tried to remember what she looked like in a bathing suit. Her young, lithe body ... dripping wet ... in what I am sure was a little bikini ... I'm sure ... had my attention.

So here, in front of me, years later, was Mistress Jenna. She was dressed in a very short black latex dress. It barely covered her pussy and ass, but just managed to do so. That was very erotic in and of itself. Showing but not showing, teasing ... enticing. Her body was still very young looking. She had very long thin legs. They were covered up the knees with high heeled leather boots. I died to see her bare feet. I am sure they were beautiful as well.

The latex dress was, of course, skin tight. It made her very small breasts appear to be almost non-existent. She had a very long thin neck and an extremely attractive face. Her makeup was extreme. A lot of black around her light blue eyes. It made them look almost electric. Her long jet black hair cascading down around her face. It was shiny and beautiful, thick and full. Wow, she was a ravishing beauty. She did have a look about her that said, 'don't fuck with me.'

Mistress Jenna was still standing in front of me. I smelled latex and perfume. It was an intoxicating mixture of odors. Was it her perfume, was it Lauren's? Did it really matter?

She slipped a matching pink collar around my neck and attached a leash. Now, Lauren and I were under her control. "Arlene, dear ... can we use your basement medical room for the next event?" Jenna asked.

"Why of course, Jenna ... surely ... you needn't ask!" replied Arlene.

Mistress Jenna handed my leash to Lauren. Mistress Jenna then led Lauren out of the room and I followed behind Lauren as she held my leash. I could see Mistress Jenna walking in the lead and of course, Lauren's beautiful naked body from behind. My cock was still connected to the piss bag on my leg with the catheter in my cock.

We went downstairs and then again down other stairs to the basement. There was a room off the laundry room that had a padlocked door. Mistress Arlene unlocked the padlock and opened the door. Inside was a room that looked like a doctor's office. It had medical cabinets with supplies in them, two exam tables, and an assortment of whips, chains, paddles and other discipline items hung on hooks on the wall. The exam tables had stirrups on them, like you would see in a gynecologist's office. They were arranged facing each other. The people laying on them would be able to see the other person to observe each other being examined.

"Both of you get up on a table and drape your legs over the stirrups" barked Mistress Jenna. Lauren and I both got onto a table and put our legs in the stirrups. I could see Lauren's panty covered pussy perfectly. That was obviously the intention of the setup. She could clearly see between my legs as well. For the first time, I noticed that the panties that Lauren was wearing must have been from an intimate attire outfit, because the crotch was the same single layer material as the rest of the panties ... not cotton crotch. I could see her pubic hair and pussy lips through the thin material. I could also see, what I was sure was wetness from her desire. My cock twitched.

"Let's get that catheter out of your she-cock" muttered Mistress Jenna. I noticed the other Domme's had taken seats that were set up. The subbies had their backs to us and were in the process of licking their Domme's pussies. Wow, that was an exciting view. Lauren in stirrups in front of me, the Domme's having their pussies serviced and then I saw Mistress Arleen, playing with herself. She had no one to service her, so she took care of herself. I loved to see her masturbating ... her wet pubic hair glistened as her fingers moved in and out.

Mistress Jenna released the air in the balloon that held the catheter in my cock and pulled it out, rather quickly. She disconnected it from the tubing that connected it to the leg bag and tossed it into the trashcan. She removed the leg bag. "Let's not waste this piss ... I think you should drink it, sissyboy." 

She positioned the drain tube over my mouth, and then inserted it between my lips. My cock was burning from the removed catheter. She opened the clamp and the piss flooded my mouth. Without hearing the order, I gulped it down. I knew better than to let any of it escape my lips. It was vile tasting. Very strong and it was luke warm. I was not enjoying it at all.

As I drank my piss, I noticed that Mistress Jenna was stroking Lauren's cunt through her panties. Lauren was slightly squirming and I noticed that the crotch of her panties were now soaking wet. My cock sprang to attention.

"Getting aroused by your niece again, huh ... sissyboy ... uncle sissyboy! That's sick. Very very sick. Let's see what we can do to get some control of that, what do you call it, clittiecock?"

She walked over to a cabinet and carried over a bag and an electrical device with knobs and gauges. I never saw anything like it before. She removed a few eerie looking devices and laid them out on the table between us. She took several sets of wires with connectors on the ends and laid them on the table as well.

"I have a few little devices here that I will use on both you, sissyboy and your neice, simultaneously. There is a male and female version of each. How they are used will become evident quite soon."

She walked over to Lauren and gave her a kiss on her lips. She lingered in a long tongue kiss as her hand went down to Lauren's crotch ... again rubbing it through her panties. My cock jerked again. I heard moaning around me as the Domme's were all in heightened states of arousal. My nipples began to harden and my cock was rock hard. It still burned from the catheter.

Mistress Jenna then removed Lauren's panties. "Maybe I will let you wear them later, uncle sissyboy" she commented. She then took a black rubber looking device that had straps on them and guided them up Lauren's legs. She then pushed the dildo shaped appendage between Lauren's wet pussy lips and pulled the straps up to hold it in place. She pulled a tab on the straps and it secured it tightly to Lauren's pussy. There were two round connectors on the front, directly in front of where the dildo was that she now connected two wires to. She then connected them to the electrical device.

"This long black tube, is an electrical catheter, uncle sissyboy. I will insert that into the pisshole of your clittiecock. At the top, here ... is a cap that will then tighten around the tip of your cock to hold the electrode inside of your clittiecock and prevent it from popping out. This is the male version, somewhat, of what I put in Lauren's pussy. Hers is in her pussy, not her pee hole. Yours is in your peehole, cause you have no pussy ... shame isn't it? You would love to have a pussy too, wouldn't you? What a shame. Too bad" she mockingly giggled.

"These can bring you intense pleasure and as you can imagine, they can bring you intense pain. I control that. She lubricated it and inserted it into my pee hole exactly like the catheter was. She pushed it in and then attached the band at the top to hold it in place. At the top of the device, were two connectors like the one in Lauren's pussy. Mistress Jenna connected a set of wires to them and connected them to the machine as well. She then picked up another latex band and slid it down over the shaft of my cock and around my balls. She then pulled it tight and connected another set of wires to it. She then connected it to the machine.

"I'm going to connect these nipple electrodes to both of each of your nipples. I will also connect that to this machine. I can then control the current to each connection. I can shock you both simultaneously and individually. I can do the cock and nipples or the cock and pussy. I can do whatever I want and to whatever degree of pain or pleasure I wish to give. Aren't I lucky? Mistress Jenna quipped.

Lauren and I were both now connected. I looked at Lauren; her legs spread wires coming out of her pussy and from her nipples ... wires coming from my cock and my nipples as well.

I felt a blast of current enter my cock and balls. I let out a scream, both from the intensity and the unexpectedness of it. It only lasted, perhaps a second. It felt like it was forever. The current stopped. It came again and stopped as before. My cock burned and ached at the same time. Then I felt it hit my nipples and I heard Lauren groan.




A Look Into My Mind: Uncle Sissyboy Ch. 03



It was a good thing that we were both strapped down, or we both probably would have jumped off the table. Our legs were strapped into the stirrups.

Lauren let out a scream and then my cock was hit with another blast of current. I thrashed around and Lauren screamed again. I looked over and her hips tried to lift, then her torso. I could only imagine she was being shocked from her pussy and nipples or a combination of the two.

I then felt a sensation that was not at all unpleasant. I felt my cock jump. I felt a sensation between the base of my cock and my cock head. I felt my cock quiver and jump. The shocks came at random times. It felt like my cock was being masturbated without anything touching it. Wow, this was nice.

Then an intense blast hit me. I yelped out of surprise and pain. I heard Lauren moaning. I could only assume she was being pleasured now as well. Then she screamed. Mistress Jenna had done the same to her that had been done to me. Pleasure then pain.

"You know see that I can provide great pleasure or great pain or any combination of the two that I wish. I can bring you to orgasm, or make you wish you were dead. I take great pleasure knowing I have total and complete control of your body and your minds" Mistress Jenna explained.

"Let's see who loves who more. Lauren, I can give you a painful shock to your pussy right now, or if you prefer ... I can do it to your uncle sissyboy instead. What's your decision, darling?" Mistress Jenna asked.

"Uhmmm, you can give me the shock, Mistress Jenna ... I don't want to be the one to decide if my uncle sissyboy gets the shock" Lauren said softly.

"Oohh, isn't that sweet. I reject that" laughed Mistress Jenna. With that, she shot a jolt of electricity into my cock and balls and nipples at the same time. I didn't know what to do. I was in intense pain and I didn't know what part of my body to respond with. The electricity was stopped. My body relaxed. I was sweating profusely all over my body. I could feel the beads of sweat on my face.

"How about you, uncle sissyboy? You want to give the shock to your sexy little niece, or are you going to be a man and take it for her?" mocked Mistress Jenna

"I'll take it, Mistress Jenna" I quickly responded.

"Ok, good ... here ya go!" she giggled in response. "You probably thought I would do the same thing that I just did with Lauren. No such luck, sissy panty boy. You are the object of my sadism, and I will torture you whenever I get the opportunity. And since I create the opportunity ... too bad for you!" she giggled.

She blasted me with a long hard blast of current. I thought my cock was going to explode. She laughed as she looked at me writhing in pain. I looked over at Lauren and she was watching me. After the pain subsided, I began to think that this was bothering Lauren. That she truly became a submissive for now and her entire demeanor was different.

"Sissy boy, I am going to pleasure your niece. I am going to give her a long, intense orgasm. You can lay there, helpless, and watch her excitement grow. It will be very obvious to you and everyone in the room, that she is enjoying herself. When she cums, she will cum hard. You, on the contrary, will experience the exact opposite. You will wish you didn't have a cock and balls. You will wish that your nipples were not attached to your body. You will wish you were dead!" Mistress Jenna said.

I saw Lauren attempt to spread her thighs further apart. Her ass lifted gently off the table and I heard her moan. It was surely a moan of pleasure. Her moans would intensify and wane, then intensify and wane. She was being taken up and down in her arousal. Her eyes were closed. Her head would roll from side to side and her body would gently arch. She was curling her toes ... it was very erotic seeing her riding the waves of pleasure.

"Aaaarrrrrggggghhhhhhhhh" I screamed. I felt the burn shoot down my cock. It felt like my balls were boiling and the burn inside my cock was excruciating. I wanted to cry. I needed to cry ... I started to cry.

"Man up girlie sissyboy" demanded Mistress Jenna. "Are you going to cry and scream through this whole ordeal?" she continued. "Or are you going to show that there is at least a little bit of a man left inside of you" she said in a very demeaning tone. 

"No, Mistress ... I will tr ..." I started to respond. A blast of current shot through my cock and balls. I tugged and thrashed at my restraints. I thought my rectum was going to explode as well. The current stopped. Again she hit me with a blast, this time mainly in my ass. As that stopped, my cock got hit. Then my rectum again. Then my cock. Over and over and over again she hit me with current. I thrashed and moaned. I didn't know how much more I could withstand without passing out.

"You have done much better, sissyboy" commended Mistress Jenna. "You deserve some pleasure for the pain you have withstood" she continued. I now felt the pleasure the machine can bring. It felt like I was being masturbated from the inside. I could feel sensations on my prostate that were quite pleasant.

"I'm going to remove the catheter probe and affix another device around the base of the head of your cock" Mistress Jenna said as she reached and pulled the catheter probe out. She didn't do it very gently and it didn't feel good as it slid out quickly. 

She took a band and put it around my cock right at the base of the head. It had connections for the wires and they were attached and attached to the machine. She then went back to the controls.

She gave me a jolt. "I just want you to see, sissy panty boy, that I can still cause you all the pain I desire with that tube removed from your pisshole. So, just be happy if I don't" she said as she teased me with her voice.

The sensations started again. I was being electronically masturbated and noone was touching my cock. It felt wonderful. I could feel the sensation from inside my rectum and up my cock. It began to feel like it does when I ooze precum. I looked over at Lauren. She was writhing on the table as she was being masturbated by that machine. There was, I noticed, a pool of wetness at the base of her ass, below her pussy. She was leaking from her pussy from the pleasure she was getting. That made me more aroused, to see the oozing wetness from her pussy.

I looked down at my cock and I saw a stream of thick precum oozing from my pee slit. It was a long ribbon of precum and it was pooling on my belly. I never saw anything like it. The precum was flowing out of my clittiecock. The sensation was incredible. I had more precum oozing out of me than the normal amount of cum that comes out when I cum. I never knew I could make so much precum. It just kept oozing out.

Mistress Jennifer walked over and dipped her finger in the precum. She touched her finger to my mouth and pushed her finger in my mouth. "How does your precum taste, shitstain" she asked.

"Mistress, it tastes delicious" I responded quietly.

"Mistress Jenna, I have no idea why you are giving this worm any pleasure, but he is yours right now, so it's up to you" she said sternly.

"Well, Mistress Jenna, I just think he earned a degree of pleasure. Believe me, it's not going to be like this all the time for uncle panty sissyboy" she replied.

Listening to the two of them, I looked over at Lauren. Mistress Arlene had walked over to her and had removed the clips from Lauren's titties. She was gently playing with her daughters nipples as Lauren was being electronically masturbated.

The precum was continuing to flow from my erect cock. She managed to keep me on the brink of orgasm almost continuously. She seemed to know when I was close and would decrease the intensity of the pulsations. As soon as it calmed down, she would bring me back up to the brink and then drop it back down again.

I felt like I was going to cum, and my cock started twitching uncontrollably. The precum was thicker, almost looked like cum and was leaking out in globs from the tip of my cock. She turned the knob and I got an intense shock that stopped everything . The feeling of orgasm ended. I still dripped precum in copious amounts, but the feeling of impending orgasm ended.

"I can make you cum and I can stop you from cumming. I can bring you to the brink and stop you or let you cum. I have full control over you and that worthless puny cock of yours. Who is going to cum first, shithead ... you or your darling little niece? She said inquisitively.

She did something I couldn't see and with that Lauren arched herself up from the table and let out a sound that almost made me cum. She was cumming ... and she was cumming. My sister was sucking her nipples as she was cumming ... and SHE WAS CUMMING unlike anything I had ever heard. She kept on cumming. It was incredible as my cock was, again, being electronically masturbated. I was on the brink of cumming. Lauren was cumming. Arlene was masturbating herself as her daughter was cumming while licking he nipples.

What a scene was unfolding in this room. I heard moans of pleasure from the Domme's sitting in the distance. With no warning, my cock began to twitch and my prostate began to pulsate. My balls were pulsating, my prostate was pulsating and my cock was twitching and swelling, simultaneously. All of a sudden I started to cum. I let out a yell of joy and my cock began to spurt. The first shot of semen shot over my head, the second one did as well. Spasm after spasm sent my pent-up sperm flying about the room. I just kept cumming and cumming. A shot hit my face, another shot hit my chin, another shot, I felt, hit my chest. My balls were aching as they were also feeling wonderful. I thought I was going to faint. Spasm after spasm, my cum was flying everywhere. Finally I had been granted release. It had been days since I last came, and all the sexual play that had gone on this weekend ... I just must have had a huge load of cum build up. The spasms finally ended and my breath was coming in gasps.

Lauren had calmed down and Mistress Arlene had begun to remove the device that was in her daughters cunt. As she pulled it out, a copious amount of white fluid leaked out of her crack and onto the sheet on the table. Lauren was laying with her eyes closed. Her pubic hair was wet from her cumming and arousal. The room smelled from sex. The room smelled LIKE sex. Oh my god, I hoped this would never end.

"Ok, uncle sissyboy ... I want you to get up and lick your little niece clean. You will clean her body with your tongue. You will lick her pussy clean. You will lick her asshole clean. If you don't satisfy me that you are doing a good job, you are still connected to my machine. So get to it" barked Mistress Jenna

I got up and leaned forward, looking at Lauren's beautiful wet thick black pubic bush. The very object of my desires ... I was going to get to lick it and taste it and enjoy it. I knew I would do a good job. I wanted her so badly!

I touched my tongue to her wet, swollen slit ...

To be continued.



A Look Into My Mind: Uncle Sissyboy Ch. 04



I couldn't believe it ... I was finally going to be able to have sex with my niece. She is so gorgeous and sexy. She is everything I could want. Young, thin, tall, beautiful, full pubic busy, sexy ... WOW.

I leaned forward and touched the tip of my tongue to her super wet pubic bush and then the tender small lips of her pussy. There was a white liquid oozing out between her swollen, but small lips. She smelled like sex. Sex and perfume! My cock was hard and swollen in anticipation of the feast I was about to partake. Slowly and with great thought, I ran my tongue over her lips and then touched the tip of my tongue to the fluid leaking out of her pussy. It tasted tart but sweet at the same time. It was somewhat gooey but at the same time, liquid and loose. My cock was throbbing and I felt it leaking.

I slowly inserted my tongue in her pussy ... fucking it with my tongue. I reached up and ran my fingers over her tight, hard tummy and up to her tiny little tits. I gently squeezed her nipples between my fingers and she let out a moan. Her pussy got wetter and she lifted her legs and put them over my shoulders. "Oh, uncle Rich ... fuck me with your tongue ... I want to cum in your mouth" she exclaimed in a tone of total lust and depravity. I couldn't help but think I was having sex with my niece. I had thought about her for so many years, and here I was ... fucking her with my tongue. Shortly I was going to stick my dick in her and fuck her.

"Oh no you don't uncle sissy boy!" shouted my sister, Arlene. She rammed a strap-on up my ass in one hard shove.

"Gnaaaaaaaahhhhhhhhhhhhhhhhhhhhhh!" I screamed. Lauren pissed on my face. "You don't actually think you were going to enjoy the flesh of your niece any way you wished, did you" she mocked.

She fucked the hell out of my asshole. Lauren pissed and pissed in my face and reached up and pulled my face hard into her crotch. Her mother was fucking me in the ass and she was smothering me with her wet, hot crotch. 

I was still in heaven. I was being assfucked by my sister and my niece's pussy was still in my face. I was licking her and she was moaning. Her beautiful young hairy pussy was making my face sticky and I couldn't believe my fortune.

My sister withdrew the cock from my ass and I was yanked away from my niece. "That's it for now, sissyboy uncle." said Mistress Jenna. "In fact, that's it ... get dressed and go home."

My god, it was over. I didn't want it to be over. "Get dressed in your sisters soiled panties, and get out." We are done with you. Go jerk your disgusting cock when you get home or whatever you do with that thing. All I know is, this is over and you are to leave."

I was so disappointed. I couldn't believe it. Everyone left the room and I was there ... alone. Unhappily, I pulled a pair of my sisters soiled panties on, got dressed and left. As I left the house, I saw no one. I drove home and no one was home either. I felt alone. It was a bad feeling.

My wife got home that evening and told me she was tired and took a bath. She got in bed and went to sleep. I was relieved she didn't want to have sex, because I didn't want to have plain sex anymore. I had jerked off when I got home, so it was better this way, I suppose.

The next four weeks were boring. I went to work every day and lived my normal life. I wore the soiled panties every day as I was instructed. I had no visits at my office from my sister or my niece. Days came and went and nothing! I was so disappointed. I was so dejected. What had happened? Why was this ending like this?

My panties had gotten very soiled. I was instructed to wear them daily and not to launder them. I was told to masturbate in them, pee in them ... do everything but not to launder them or not wear them. They had gotten quite smelly. If I was sitting at my desk, I could smell the odor emanating from them. I decided to wear a pair of pink latex panties over top of them. That wouldn't violate the rule. Arlene's panties were always to be next to my skin. I found wearing these on top was exciting because I would sweat and they would get wet and slimy inside. I could slide my ass over my chair and it would slide the panties over my clittie and make it hard. I could do that and cum in them without even touching myself. An added benefit was that I could cum and not worry about a wet spot on my pants. I amused myself every day, but really missed Mistress Arlene and Mistress Lauren. I missed all the Domme's and I really missed their subbies. I needed to suck a cock. I needed to have my ass fucked. I needed to be dominated. What was I to do?

Another week went by and I was bored. I decided to go to the mall and see if I could look up the skirt of unsuspecting teenage girls. It was summer and girls were scantily clad most of the time. I loved the summer. I could go and hang out at the entrance to the mall and watch the young girls come in. The transition from hot outside to cool inside would invariably make their nipples hard. I loved to see hard nipples on young nubile bodies. I could stand there and pee a little in my latex covered nylon panties as I watched. Then I would follow them, which usually resulted to them going to the food court to hang out with their friends.

It was there that I would get the opportunities to observe them and watch for a panty peek. I got them quite a bit. Teenagers today are so uninhibited. They would sit and not really worry about their panties being seen. In fact, I think they enjoyed flashing old men like me and any others that may be watching. I got a lot of views of little panties under short skirts. I could rock myself gently on the chair and get off watching them. Most young girl today seem to shave their crotches. That is a major disappointment to me, but there were still some that I would see a nice bulge from their pubic mound in the panties. I would see stray hairs curling around the crotch of their little panties. This was enjoyable, but not anything as enjoyable as being dommed.

One girl caught me watching her and played the game. She reached down and rubbed the crotch of her panties. She played with herself for my enjoyment or torture. I noticed a wet spot form on her panties and I came in my panties. I wondered what she would do if she could see what I was wearing ... that I had just cum in my panties. She was cute as a button and was getting off on me watching her spread legs. A friend came over to her table and that was the end of that. She glanced at me and winked. I was embarrassed. I should be, I was an old pervert in a mall, looking up the skirts of young girls and cumming in my panties. Think about it. I was a mess!

When I got home, my wife said that my sister had called and said her air conditioner wasn't working. She told me to go and take a look at it. I tried to act disappointed that I had to go "there" again. I said, "If you really want me to, I will." As I got ready to leave, I noticed a suitcase in the hallway. Our daughter had come home for Arizona. She was in college and decided to come home. It was summer and she had no classes, but she did have a job and lived there all year. She came down the stairs.

"Daddy, I missed you!" she said as she came over to hug me. She pressed her body against mine as she did and I got nervous that she would smell me or feel something. It was just my paranoia and all went well.

"I'm going over to Aunt Arlene's house to look at her air conditioner, Lori. I will be home soon, I hope."

"That's fine dad, I'm going to go over there and see Lauren later anyway."

See Lauren later, I thought. Hmmm ... how could that be. Was she just going to show up unannounced? Thoughts went racing through my mind.

I got in the car and drove to Arlene's house. When I got there, both Arlene and Lauren were on the porch. They glared at me and instructed me to get in the house.

"Strip right this minute ... right where you are standing!" ordered Lauren I immediately pulled off my t-shirt and unbuckled my pants. I slid my shorts down my legs and stood there in my pink latex panties. You could see the white nylon panties beneath them.

"What's with the rubber panties, sissboy?" asked Arlene

"Mistress, I was really beginning to smell, so I figured this would solve some of the odor problems."

"Aren't you a smart worthless sissboy!" exclaimed Arlene. She walked over and slipped her fingers under the waistband of the latex panties. "Holy shit, it's soaking wet inside there" she said. She brought her wet fingers up to her nose and smelled them. " Ewww .. it smells like piss and cum and god knows what. What have you been doing in them? she questioned.

"I've cum in them over and over again over the last several weeks. I've squirted piss in them as well. I've tried to keep myself amused in your absence, Mistress" I exclaimed proudly.

"Mommy, he is a sick bastard. What are we going to do with him?" Lauren exclaimed.

"I have some ideas, Lauren dear" Arlene said in a matter-of-factly tone. "Get your worthless body upstairs into my bedroom, immediately, sissyboy" ordered Arlene.

I quickly ran up the stairs. "Mistress Arlene, may I say something, please?" I asked 

"If you must ... what is it, pig?" she said in a disgusted voice.

"Well, Mistress ... Lori said she was going to stop by to see Lauren today. What if she ... " I started to ask.

"Well, you will have a real problem then, won't you ... you worthless fucking sissyboy girlieboy?" said Arlene in a demeaning tone

I got nervous and said nothing. Lauren entered the room and she was dressed in a Domme's outfit of black rubber. She had a short black rubber skirt, black rubber top and very high heeled black patent leather shoes. Her hair was pulled back into a pony tail.

"Uncle sissyboy ... you got to see a side of my last time that very few people ever see. I enjoy being a sub at times, but today ... I feel very wicked" she said. "I can't wait to put you through some intense times today."

"I want you piss in those pink latex panties, right now ... uncle sissyboy" demanded Lauren. "I want you to fill them with piss so that it streams down your legs. It's going to be quite a while before you will be allowed to pee again."

It's funny how when you have to, it's impossible to pee. I stood and I tried to relax and pee and I couldn't. Finally after trying really hard, the flood gates opened and I pissed myself crazy. The pee streamed down my legs after escaping the crotch-band of my panties. Lauren kneeled in front of me and watched as my panties flooded.

"Feel good pantyboy?" Lauren giggled.

"Yes Mistress Lauren" I obediently replied.

"Good, then I want you to masturbate too. It's going to be a long time before you will be allowed to cum. You know, I was at the mall and I saw you cum without touching yourself. Do that for me now" she demanded.

Wow, she was at the mall when I did that. Lauren brought me a chair.

"Let me see you rock and make yourself cum. You should have seen your face when you came in the mall. It was so obvious. You were so pathetic. I actually felt bad for you at that moment. I heard those girls talking afterwards and giggling that they made you cum in your pants. If only they had known you were wearing panties, you fetish freak!" Lauren continued.

I sat on the chair and rotated my pelvis. I could feel my clittie cock sliding around in the mixture of piss and re-liquefied ejaculate. It was a real slippery mess in my panties. Quite quickly my body went rigid and I came in the panties.

"Get those panties off, immediately" barked Arlene.

I obeyed and took them off. My pubic hair was wet with obvious gobs of semen. 

"Take those nylon panties of mine, the ones all disgusting with piss and cum, and shove them in your mouth. I want you to suck them clean" Arlene ordered sternly.

I took them and pushed them into my mouth. I sucked the juice out of them and kept sucking. I didn't mind the taste of my cum and piss. I didn't mind putting panties that had covered Arlene's pussy in my mouth. I rather enjoyed it.

"Mommy, he seems to be enjoying it way too much. Take them out, panty sissy uncle" barked Lauren.

I did as I was ordered, standing in front of the two of them with my shrinking limp clittie. Lauren and Arlene walked around me. Time and time again, they kept walking around me and looking at my naked body.

"Well, my pathetic brother, I think we will do something a little different today. You stole my panties for years. You want to wear feminine clothing, so let's see if we can explore the tranny side of you. I think we will dress you as a total girl today. I always wanted another sister in law, so lets make my pathetic brother in law into my sister in law" she said in a sarcastic tone.

"Oh mommy" Lauren squealed. "My pussy is leaking in my panties thinking about making uncle sissyboy in to auntie panty girl. I've always wanted another aunt, so ... oh my god ... uncle Rich will become aunt rickiee." Lauren said as she danced in place.

"Ok, sister, lets get into the bathroom and get you a nice bubble bath. A good girl can't go around smelling like she bathed in piss and cum" Arlene quipped. "Get in there and get the bath set up. I want you to put bubble bath in there too. I want you to smell real sweet and sexy." Arlene continued.

I ran the bath and the bubbled were thick and luxuriant. "Get in there and make yourself clean. Don't dare linger and play with yourself. This isn't about giving you a fantasy, this is about obeying me. You understand me, you pathetic fucking whimp of a panty wearing asshole?" Arlene said quite nastily.

I bathed rather quickly. I got out and dried myself off with a towel. Lauren walked in and attached a collar and leash to my neck and led me out of the bathroom.

"Auntie, I am going to dress you. I picked a cute little outfit that we bought with you in mind. I know you love seeing me in short denim skirts, so we bought you one. I know you love how I look in a tank top, so we bought you one too. You always admire my feet in flip flops ... so we got you a pretty girlie pair too. I know you'll love the panties I picked for you. They are sheer and sexy. I'm so excited dressing you up. My panties are soaked. Look at my crotch. You see the wet spot? I also bought a long wig for you, so your hair will look like mine. I'm going to make you into me, aunt rickiee!" Lauren exclaimed.

Lauren led me over to the bed. Laying on the bed was the entire outfit she had just described. Arlene was standing there shaking her head. "You are so pathetic, rickiee. What ever made you turn into such a pathetic wimp of a "man"? I can't even use that term to describe you. You aren't a man. You're a freak. A pathetic, panty stealing, panty peeing, panty cumming, pedo freak scum bag."

Lauren took the panties and held them by my feet. I lifted one foot and put it into the leg opening of the panties. The panties were very nice. Sheer pink nylon with a full back. My cock had shriveled to barely a clit sized protrusion.

"I thought this excites you, sissy. How come your clittie is not hard?" asked Lauren

"I'm nervous, Mistress Lauren. I don't know ... it's just not hard." I said in a pathetic tone.

"Figures, you're so pathetic, you can't even get hard when your fetish is being realized" snapped Arlene. "Oh well, I really don't care if you get off on this or not" she continued.

Lauren had me put my other foot through the other leg opening in the panties and pulled them up into place. "I don't have to tuck your clittie in, auntie rickiee because she is so cute and little" Lauren continued in a demeaning tone. "Your little titties are so small, you won't need a bra, like I don't either" exclaimed Lauren.

With that, she took the tank top and slid it over my head and into place. Lauren played with my nipples through the sheer tank top and made them get hard. "Look mommy. Look at auntie rickiee's nipples poking through the tank top" she giggled.

"Step into the skirt auntie and let me pull it up into place" Lauren instructed. She then pulled it up and buttoned the button. I could see myself in the mirror. I had kept myself in shape and my stomach was toned and somewhat muscular. I looked pretty good, I had to admit to myself. My bare midriff was showing.

"Let's get the wig on you" Lauren said.

She pulled the wig on and straightened it out. "Put those flip flops on now too. Maybe I will take you to the mall and let you flash some old pervert who gets off looking up girls skirts" teased Lauren.

I felt like a sick pervert. Hearing her talk to me that way. Looking at myself in the mirror. Wow ... I was a sick perverted person. I felt my cock start to harden.

"Look Lauren, now that he is dressed and thinking about looking up skirts of young girls, he is getting hard" laughed Arlene. "Let's get some makeup on him" Arlene continued.

They had me sit down and applied makeup on my face. They put on lipstick and eyeliner. They worked on my face for quite a while and had me turn around to look at the result.

I looked like a woman. They had put makeup on my face to conceal my beard. The eyeliner and lipstick was very pretty. I looked kinda slutty, which I am sure was their desired result.

"Stand up, uncle ...er ... auntie sissy" giggled Lauren. "Let's go downstairs and see how you walk down the stairs. I want to take pictures of your panty showing as you try to walk down the stairs and try to look ladylike" Lauren continued. 

I walked down the stairs and into the kitchen with Lauren taking lots of pictures of me. She squatted down and took a picture up my skirt. I was enjoying this. My cock was hard in my panties and I was dressed like a total girl.

I walked into the den adjoining the kitchen and almost had a heart attack. Standing at the far corner of the room was my wife and my daughter. I stopped in my tracks. My heart stopped then started pounding. I looked at them and then back at Arlene and Lauren. Lauren was dressed as a Domme and so was Arlene. I was their female subbie and my wife and daughter were standing three feet away from me. I wanted to run away, but what good would it do? I had nothing to say. I don't think I could have found my voice if I could think of anything to say.

After what seemed like hours, my wife said "You really are a perverted sick bastard, aren't you?

My daughter stood there holding her hand over her mouth, shaking her head.

Lori then said, "Lauren ... he has hair on his legs and his toenails are not painted. That cannot be allowed. Let's shave his legs and paint his toenails."

I wanted to die. I was standing with a hard cock in my panties, dressed like a girl in front of my 22 year old daughter and SHE was going to shave my legs and paint my toenails.

"I think that's wonderful idea sweetie!" proclaimed my wife. "After that, I want a piece of him!" my wife continued

"Let's go to the bathroom ... what should I call him/her ... oh my!" exclaimed Lori.

To be continued.



A Look Into My Mind: Uncle Sissyboy Ch. 05



Lori and Lauren led me into the bathroom. They were giggling and talking to each other so quietly, that I could not figure out what they were saying.

My wife, Serena yelled to them as they walked me to the bathroom. "Girls, I bought a liquid depilatory at the drug store. It's in my purse."

"We can spread the liquid all over his body and watch the hair just wash away, what an exciting idea. Thanks mommy" squealed Lori

Lori looked at me straight in the eyes. She just looked at me. "Do I even know you, daddy?" she inquired quietly. She reached down and felt my cock in my panties. She gave it a squeeze and looked at me again. "I'm afraid, daddy ... I really don't!" She looked down at her fingers and then at my panty covered cock. "You're leaking! Are you excited by me and Lauren?" She touched her slimy covered finger to my lips. "Lick your precum, daddy ... you sick fucking pervert!"

"Lori, sweetie ... you have to try and understand. I never did anything to hurt you or mommy. I was never disloyal to her and all I did was wearing ... all I did ... was wear women's panties. It didn't hurt anyone. It never had any effect on our family. It hurt no one." I said almost in tears.

Lori smacked me across the face. I saw Serena walk to the doorway. Lauren looked at us. "Never hurt anyone! Never hurt anyone! Do you actually think that because you weren't ... because you weren't ... disloyal, that you never hurt anyone? Look at you ... you're standing here in front of me ... your daughter ... and Lauren ... your niece, dressed like a woman. Your cock is oozing precum into the panties you're wearing ... and you haven't hurt us!" Lori scolded.

Serena was standing in the doorway shaking her head. I saw Arlene behind her. Lauren was standing watching Lori berate me and I was standing in the bathroom, practically in tears, dressed as a woman. What could I possibly say? Lori calling me daddy made me ache every time she said it. I would rather be called a sissy boy or rickiee or anything ... but "daddy" cut hard and deep.

Lori continued. "You actually think that nothing was wrong with you wanting to look at your niece's panties when she was a young girl is hurting no one? You think that having sexual thoughts about my girlfriends when they were sleeping over or in our pool or just visiting was ok? What about mommy. You think that having thoughts of the perverted things you thought didn't violate mommy and your vow with her to be a loving, caring husband?

Lori had inadvertently, or maybe intentionally, gotten so close to me, that her leg was pressing against my panty covered clittie. She pressed her leg against me and I started to rub myself against her, unconsciously at first. She slapped my face again. 

"Ewwww, you fucking pig ... you're humping my leg and have it wet from your putrid precum. I really don't know you at all, daddy. What the fuck happened to you. How can you be this way?" she yelled.

I was speechless. Lauren had walked up behind Lori and softly kissed her neck, looking into my eyes the whole time. My cock strained at the panties. My nipples hardened and my mind started racing. Lauren gently reached around Lori and began to gently play with her breasts ... still all the while ... looking directly into my eyes. 

Lauren gently pushed Lori's leg between mine, so that it once again was pressed against my panty covered clittie. I mindlessly humped it. Lauren pulled Lori's shirt up and exposed her bare breasts and pinched her nipples. Lauren licked her own lips as she still leered into my eyes. I was gone. I was humping my daughter's leg with my wife and sister looking at us. Lauren was beginning to make love to my daughter and I was a mess.

Lauren reached down and fumbled with the button on Lori's shirt skirt. I broke my contact of eyes with Lauren and looked down at my daughter's suddenly exposed panties. They were pale pink nylon and I could see some stray hairs escaping the confines of her panties. My clittie cock was oozing precum and I could feel it escaping the pee slit of my clittie.

Lauren reached into Lori's panties and Lori closed her eyes. I could see Lauren's fingers slide up and down Lori's hairy slit. My daughter had a hairy pussy too. It was beautifully covered in thick dark hair. Lauren was kneading Lori's nipples and masturbating her cunt as I continued to thrust my precum soaked panty covered clittie against her leg. Lori let out a moan and I came in my panties. I soaked my panties and my daughter's leg with my semen.

Oh my god, what have I done. I masturbated myself on my daughter's leg as my niece made love to my daughter right in front of me. I could smell their perfume and the sex in the air. My wife started to approach us as Lori moaned from an intense orgasm. I looked down and my semen made my daughters leg soaking wet.

"Look at the mess you just made on YOUR DAUGHTER'S leg. What is the matter with you? Who are you? What the fuck has become of you? You realize that you just humped yourself on your very own daughter's leg! I don't know if I can deal with you and all of this! You probably should just get the fuck out of our lives and go on with yours. But I have something to settle with you ... and your daughter does too ... so I'm not letting you off." Serena freaked.

"Sissyboy, it's time to get rid of that hair on your pathetic body" Lori exclaimed. "Come with me and get yourself undressed ... in fact ... let me undress you. I think it's fitting that I undress you ... my sissy father and rid you of your hair. I cannot believe that you squirt your hot cum all over my thigh. You should be so ashamed of yourself!"

I walked over and stood before my daughter, dressed as a girl with soaked panties. "Well daddy sissyboy ... let me see you pee before I wash away your body hair. Go ahead and just pee your little panties. You can pee them like I used to do when I was an infant."

Wow, that cut me deep. How much could I possibly do with my daughter? I was now being disciplined by my daughter, who by the way, had just been masturbated in front of me by my niece, her cousin. I closed my eyes and soaked my panties in piss. She cupped her hand around my panty covered cock as it let loose. I soaked her hand in my hot piss. I was never so mortified in my life. After all, here I was dressed as a girl, peeing in my cum filled panties with my niece, wife and sister looking on. 

"Sissyboy!" I was startled out of my daydream. "I am going to undress you now, daddy sissyboy. You can suck your piss and cum out of your panties while I finish undressing you." Lori ordered

She took the panties and held them up to my face. "Open your mouth like a good sissyboy and suck on your disgusting little panties" she mocked.

I opened my mouth and she shoved them in. I closed my mouth and obediently sucked the gooey, salty mixture.

"Let's go ... go stand in the bathtub" Lori ordered.

I climbed into the bathtub and she squirted the depilatory on my pubic hair. She rubbed it in and reached under my ball to coat the cream on my balls and into the crease of my ass.

"We have to get rid of all that hair. After all, if you're going to be a girl, you need to be presentable to all who you come to service. Since you have a hair fetish, it's only right that we deny you the hair on your own body that you desire on others, don't you think, daddy sissyboy?"

She rubbed the cream onto my legs. I tingled everywhere that the cream was. She coated my legs and then my chest and finally my arms. My cock was standing straight out. I was hard and excited by my own daughter exfoliating my body.

She reached up and turned on the water, grabbing the hand held sprayer. Without adjusting the water, she washed the hair off my body with cold water. It was freezing cold and I washed the hair drip off my body. I was totally bare. Every hair had been removed from my body. Not a hair on my chest. Not a hair around my cock. I was totally hairless like a little boy.

"Awwwww, you look like a little girl. Maybe we should dress you in a diaper and let you go pee pee like a little girl. We have more important things to do now ... so that will have to wait. I bet you would like to be a little girl, wouldn't you sissy daddy?"

I knew that question was not asked with an answer expected. I just looked down at the floor. Serena approached me with Arlene.

Serena looked me straight in the eyes. "I think it's only fitting that I, your wife, be the one who decides whether you deserve any pleasure. I think it's obvious that you can't be trusted to be loyal to me; after all, you did have sex with my sister and our niece. So, I found this device called and sb6000. It's a male chastity device."

She held a handful of pieces in front of my face. "You see this, sissyboy? It's what you will wear for the rest of your life. I will determine when it can come off and ultimately decide when and if you will be permitted to cum. You will have to earn that and I don't know how long it will take you to make up for all of this devious bullshit you've been up to for all these years.

"I want you to put your hands behind your back and kneel down. I will attach this device to your clittie cock right now." Serena continued

She took a ring and opened it and attached it around my balls and over and around my cock shaft. She then took a plastic hollowed out penis shaped device and slipped it over my shriveled cock. Another ring then went over that and latched to the other ring with three pieces of plastic that jutted out of the bottom ring. She then locked it all in place with a brass masterlock. My cock was now fettered in its plastic sheath. It was very much uncomfortable as it squeezed my balls.

"I've read that you will get used to the discomfort, though I frankly wish that it will always cause you discomfort. You will wear this until I remove it. You can see you can take a piss with it on, because there is a slit at the end that allows for that. You can wash yourself with it on, and try to keep your clittie cock clean. If you don't and you get an infection, that will be your own problem, so be careful, little man! Serena exclaimed. 

"This will obviously make it impossible for you to get an erection. My dear sister, Mistress Arlene, was way too generous to you. I can't believe she allowed you to masturbate and cum in her panties whenever you wanted as long as you never washed them. She allowed you the pleasure of your fetish! I can assure you, I will not be as generous." Serena continued

"You will earn the removal of this and it will be solely at my whim. If you will have a session with Arlene or Lauren or even Lori ... you will beg me to remove it so that you can be disciplined. It will cost you $1000 for every removal, regardless of the reason. You're lucky you are rich, so it shouldn't be too difficult." Serena laughed. "I'm only taking what I already own, but having you pay me to remove it just feels so right." 

"I want to see you suck a cock. I heard you were a willing and good cock sucker, sissyboy" exclaimed Serena. "Unfortunately, we don't have a willing male here right now ... so ... hmmmm ... how about you suck the dogs cock!"

Lori brought my nieces dog into the room. 

"Serena, I ... uhmmm .. I'm not going to suck a dog's cock! I just can't ... I just won't do it." I said trying to be firm

"Rickiee, I really don't care what you want to do ... I really don't care what you're willing to do ... you're going to suck that cock or I will ruin your life. I have enough things to destroy you ... I think it would be in your best interest to do as I say" Serena said matter of factly.

"Yes daddy ... I can't believe you would draw the line at anything. You are the sickest, most perverted person I have ever known or heard about ... so I think you will probably end up liking it as well. You had just better hope we don't have the dog hump your pathetic ass afterwards" Lori giggled

My cock was trying to get hard, but that damn cage would not allow that to happen. Arlene walked in the room, with Lauren right behind.

"I hear you're going to suck a dog's cock, auntie-rickiee" Lauren giggled. 

Arlene walked over to me and put her hands on my shoulder ... pushing me down to my knees. "You start sucking that dog cock, right now ... you understand ... you fucking worm" Arlene said.

What was I to do? I got down and laid next to the dog. I reached over and began to fondle his cock. Lauren held him in place. His cock began to grow out of its furry sheath. It was red and shiny. Lori came over and pushed my face toward it ... I complied.

I hesitantly opened my mouth and took the dog cock into my mouth. My own cock trying again to get hard. It was leaking precum ... I could feel that ... but I could not get hard. It was very frustrating. My balls hurt from the contraption. Slowly I began to work the hard cock in and out of my mouth. I could see the huge ball that formed at the base of the dogs cock ... and I grabbed it. It no longer mattered what I was doing. I was sucking a cock. Cock is cock and I started to get into it.

The dog was humping my mouth as I slipped its cock in and out. The dog was grunting and the four women watching were laughing and giggling at me. If I were them, I would do the same thing!

I sucked and sucked that dogs cock, and then it grew and started to vibrate or pulsate. Then it squirted it's cum into my mouth. It tasted totally different from the cum I drank from other men. It came out hard and hot and in huge amounts. That dog just kept cumming and cumming. I gulped it's cum down. My own cock, confined to its plastic cage ... was dripping precum that oozed out of the plastic sheath and onto my thigh.

The dog's cock finally started to go shrink and the took the dog away. Lori looked at me and shook her head.

"Daddy sissyboy ... Lauren has a surprise for you. I know you worship her pussy and have wanted it for years. So now is your chance."

I wiped the dog cum that had oozed out of my mouth off my face. I looked over at Lauren. She was standing there in a very small pair of cute nylon panties. She had no bra on and nothing else. Lori led me over on my knees, like a dog. 

"You must be a dog ... after all, you just had sex with one. I like the idea about having the dog fuck you too ... maybe later. For now, I want you to pleasure your niece. I want you to suck the pussy of your young niece, you pathetic fucking man. Slide her panties down, gently and worship her hairy pussy." Lori said. My wife and sister watching from the distance.

I reached up and gently tugged Lauren's panties down. Slowly I took them down and her pubic bush came into view. It is a magnificently shaped pubic bush and I am totally in love with it. My niece is sexy and thin ... and young ... and I can never get enough of seeing her sexy bush.

As the crotch of the panties descended, I saw it. I saw the white string hanging down from her crotch. Oh my god ... she is having her period. Holy shit ... I never sucked a menstruating pussy.

I started to back up, but Lori was right there and forced my face forward.

"Don't tell you won't worship Lauren's pussy ... just because she is bleeding. You love everything about her. You've cum how many times thinking about her. How many times have you masturbated over the years, dreaming of her pussy? Now you're going to say you have your limits?" If you love her pussy ... if you worship her pussy ... then you have no limits and YOU WILL EAT HER PUSSY, NOW! Do you understand me, daddy!" Lori exclaimed.

I looked back at Lori ... then I looked at the hanging string. I looked over at my wife and sister. I sucked a dogs cock. I've done everything imaginable. I could never even have sex with my wife when she was menstruating. Now I was being forced to suck my gorgeous niece's pussy with a tampon in it.

I touched my tongue to the string then to the hair on her pussy. I began to think... this isn't too bad.

"No asshole, you must take the tampon out. You think you can learn anything by leaving it in. Reach up and tug it out ... gently" Serena yelled from the distance.

My heart began to pound ... my cock was leaking furiously ... even though it was confined to the plastic sheath. I wanted to get hard ... I wanted someone to play with my nipples. That wasn't going to happen.

I reached up and pulled it out, gently. It had resistance, and then all of a sudden it plunked out. I saw as it slid out ... that it was misshapen and red and slimy.

"Lick the tampon, you sick bastard. Give that tampon a kiss. It deserves your loving attention, after all ... it was inside your niece-goddess' cunt!" Lori observed.

I licked it. I felt like I was going to puke. I licked it again and it was taken from me. Lori pushed my face towards Laurens pussy. I could see the blood on her hair and some had dripped down onto the inside of her thigh.

"Lick that blood off her thigh then get to sucking her pussy. I want to hear her moan and I want to see her menstrual blood on your face." Lori instructed.

I licked the blood off her thigh and felt like I was going to throw up again. I actually started to salivate like you do before you throw up. Then my face was thrusted into her pussy. It didn't smell the same. It was kind of nasty but I pushed my tongue inside.

I felt Lori pull my butt plug out and then felt her push something else inside.

"You will wear Lauren's tampon in you ass pussy ... just like a menstruating girl. In fact, every time Lauren has her period, you will wear a tampon that she has used and a pad that she has used. You will wear her bloody pads and tampons every month she has her period for the entire time she has it. That means, you will make multiple trips to where she is to get your new pads and tampons." Lori instructed.

I couldn't believe I was licking and sucking my nieces bloody pussy and was wearing her hot wet bloody tampon in my asshole.

This was too unbelievable. My cock leaked. I heard the laughter of my wife and sister.

To be continued ...



A Look Into My Mind: Uncle Sissyboy



They both got off me and started to laugh. I was lying in a puddle of piss and I was so horny and fucked up, that I was pathetic. My hair was soaked with piss; my panties were entirely transparent from the precum and piss. My asshole was hurting and my balls felt like they were the size of grapefruits.

Arlene said "I think it's time for you to have an enema, and after that, I think I will practice putting in a catheter. In fact, let me put that catheter in right now." With that, she laid out the equipment and pulled my panties down. She took the panties Lauren had shoved in my mouth out and put the ones she just took off me in. Her dirty panties filled with piss and precum were now in my mouth. She slid the catheter in my clittiecock and pumped up the balloon in the end that would stop it from coming out. I knew about them, but had never actually had one put in me. In fact, it was always a great fear that I had ... so much for those fears now! Arlene attached the tubing to a bag and the bag began to fill with my piss. I hadn't pissed in so long, that it felt good to get it out, but my clittiecock was burning from the latex intruder. 

"Mom, how about we take his piss and use that in the enema. Can that be done", Mom asked Lauren. 

"Sure honey, piss is sterile and it would be nice to give uncle sissyboy an enema with his own piss. If you can, why don't you piss in the bag too and I will what I can, and we can give him a piss cocktail of all our piss." With that, she took the bag, closed off the catheter and had Lauren piss in the bag, then added her own. They didn't have much to add, since they pissed all over me, but the bag was quite full of yellow hot piss.

Arlene told me to get up on my knees and push my ass out. With that, she shoved an enema nozzle up my ass, attached the bag and held it up so that the piss could flow into my asshole. It was an unbelievable sensation. Then the cramping started! Lauren reached down and started stroking my clittiecock with the catheter in and all. I was moaning and when the enema stopped, was escorted into the bathroom where they watched me shit the piss out of my ass. It came out for what seemed like a very long time. Every time I thought I was done, more piss squirted out my ass. I looked in the mirror on the door and saw myself sitting on the toilet, catheter hanging out of the end of my cock, my hair wet and the hair on my body matted from the piss that had dried. I was their sex playtoy and slave. I began to hope it would never end.

"Mom, do you think we should let him shower a little bit" questioned Lauren? 

"No honey, I think he needs to smell like piss, do you think you can stand it, honey? Inquired Arlene. 

"Yeah mom, I think the smell suits him" responded Lauren.

"Get off the toilet, sissyboy" demanded Arlene. With that, I reached for the toilet paper to wipe my ass. "I didn't tell you to wipe yourself, sissyboy" she barked. I immediately stopped. "But I guess it's a good idea. Don't go doing things that you aren't instructed to do, ever again ... you understand, pig? snapped Arlene. I wiped my ass and stood up. 

My bladder was filling up again and I need to pee. "Arlene, can I please take a piss or could you please drain my bladder" I asked softly. 

Arlene looked at her sexy little daughter and Lauren said ... "I have an idea mommy, let's let the piss drain into his mouth." 

"That's a great idea sweetie; you are getting the knack of this quite quickly. "You'll make a great wife for some pathetic husband" Arlene said with a scary tone to her voice.

"Get that sorry ass of yours back into the bedroom and lay on the floor. I put some plastic down so you don't mess up the floor" Arlene ordered. I walked into the bedroom and laid down as instructed. "Now, put your feet over your head so you can let the pee run into your mouth" she further instructed. "And by the way, from now on, refer to both of us as Mistress. And do it with sincerity or you will be sorry. 

I quickly did as she ordered and added a "Yes Mistress" as I was doing so. 

"That sounded ok, but you had better work on it, you little worm, Lauren was quick to say. 

"Yes Mistress" I said in response, trying to say it with sincerity. Lauren took the tube that hung from my clittiecock and held it over my open mouth. She undid the clasp and the pee flowed quickly into my mouth. 

"Don't let one drop come out of your mouth you asshole, or you will be sorry beyond your wildest imagination" Arlene yelled.

I drank my own pee directly from my bladder as quickly as I could. It was very strong tasting and I tried not to gag from it. "Look mommy, he loves to drink his own piss, what a pathetic asshole." As the stream of piss ended, they told me to put my legs back down. 

"Now, get on your hands and knees" Arlene quickly snapped. I rolled over and got on my hands and knees. Lauren began to spank my ass with her bare hands. For a skinny little girl, she was a lot stronger than I thought. She spanked me and spanked me while Arlene sat in front of me, masturbating. I looked at her lush pubic bush glistening with the dew of her arousal. I could smell her pussy she was so close to me, but I knew I couldn't touch it. Suddenly she came as her body stiffened, my cock twitched. Lauren spanked me harder than ever. I felt like I needed to cry, but I had to hold back the tears. I was not going to let it get out of control and begin to cry.

It all stopped abruptly. I was told to stand in the corner. My ass ached and it was hot as hell. I was not permitted to touch it. "Stand with your hands over your head, leaning against the wall" barked Arlene. I did as I was told. I smelled like piss, the room smelled like sex and I stood there with my cock twitching, softening ... hardening again as I thought about what was going on. I heard them whispering and giggling. 

"Turn around uncle sissyboy." I did as I was told. Lauren left the room then came back with her hands full of clothes. She took off what she was wearing and put on the new clothes. A t-shirt, short black skirt, tiny black nylon panties and a pair of flip-flops. She said, "I'll be back soon, Mom ... don't let me miss anything important!"

I was wondering, where was she going. Why was she leaving? It seemed strange, but I had no idea. "Ok sissyboy, why don't you come over here and kneel in front of me while I sit on this loveseat. Arlene was totally naked. She had a beautiful body that I had always fantasized about. Small, very small titties with nice long nipples, thin toned body and long thin legs. Her feet were nicely shaped and her toes were pretty. Her pubic bush was full and very pretty. I remembered back to vacations that our families took together. I remember her on the beach. I remember loving to see her body in the little bikini's she would wear. She was always kind of a hippy personality ... and she didn't shave as much as most women did. There were always some pubic hairs that would escape the crotchband of her bikini bottoms, and I always enjoyed waiting to see that happen. My cock began to harden again and she giggled. "Sissyboy, you daydreaming? About me, maybe? I always noticed your lecherous looks at my body ... this must be heaven for you ... or isn't it?" I was kneeling, my cock standing out and straining. "I want you to masturbate ... stroke yourself for me ... but you must not cum. You understand? You must stop just before you cum. If you do cum, you will be so very, very sorry." I started to stroke myself, my other hand paying with my right nipple. I felt, quite quickly ... as though I might cum, so I abruptly stopped and clenched my kegel muscles. My clittiecock twitched a few times and I could feel an ooze of precum work its way out of my peephole. Arlene looked down and smiled. "You got awfully close that time, I could tell. Good job, you little turd!" My heart was pounding, my breath was quick. "Come over here as close as you can. I want to rub my wet pussy on your leaking clittiecock." She inched her pussy closer and closer to my cock. Then she pressed the tip of my cock just inside her pussy lips. Slowly she worked my cock into her pussy and then slid it back out. Over and over she did it ... deliciously slow. I looked down and saw my clittiecock glistening with her juices. In and out ... completely out ... then back in again ... then out again ... over and over and over. I closed my eyes, trying hard not to cum. She stopped abruptly and looked at me. She squeezed my cock and reached between my legs ... applying pressure to my prostate from the outside. A big bubble of precum appeared on the end of my cock. She touched her finger to it, and then put it to my mouth. "Open your mouth and lick your precum from my finger, you little pathetic sissyboy." I quickly did as she demanded.

"Now, stroke yourself again and do not cum. You are to stop as soon as you feel you are about to cum." I did as she ordered. I slipped my hand up and down the hard shaft of my clittiecock. It was wet from her pussy juice and my precum was flowing out ... it too, made my clittiecock very slippery. Oh god, I was about to cum. I stopped and used every bit of control I could come up with and thankfully, stopped myself from cumming. At least I think I did ... a lot of precum was flowing from my cock. It almost appeared as though I had cum, but there was no spasm, no orgasm. Just precum dripping from my cock. "Did you cum, you disgusting human being? Did you?"

"No Mistress, I did not cum, I swear I didn't." 

"I know you little boy, I know you didn't cum ... I could tell, but I wanted to hear you say it. Tell me how I control you, that I control all of your body functions. That you will never do anything with your body unless I or Lauren instructs you to. If you have to pee, you ask for permission. If you have to poop, you ask for permission. DO YOU UNDERSTAND ME COMPLETELY, RICH" She called me Rich, somehow it felt wrong. Maybe it was a mind game she was playing with me. It was working quite well. 

She then slipped her pussy over my cock again ... she slipped me in and pulled me out. Over and over again, she did what she did before. From time to time, when I would be taken out, she would rub her pussy up and down my cock, on the outside, between her lips. She would masturbate me with the outer lips of her pussy. I didn't know how much longer I could go without cumming. My balls ached. My cock twitched uncontrollably. The veins were sticking out and looked like they were going to burst. I was an uncontrollable mass of sexual stimulation. She stopped and my cock twitched. Precum oozing out again. She looked at me and laughed. She spit at me and the spit landed on my chest. "You really disgust me, you know that, sissyboy? I, your sister, turn you on. Why is that? Is my sister non-sexual? She was always the prude of the family. I bet you wish she was more like me! Now you stroke yourself again. You know the rules ... get to it!" 

I started to stroke myself again. I brought myself to the brink of orgasm and stopped. I was told to do it again. Again, I was at the brink. "Do it again", she barked. I stopped as I was about to cum, and then it happened. No matter how hard I tried, no matter how I clenched my muscles ... my cock started to twitch and twitch ... all of a sudden, I came. I came and I came and I came. My cum spurted out so hard and so much, I almost thought I was going to faint. It squirted on her thigh. It squired on the loveseat. It squirted on the floor. It felt so good. It finally stopped. The spasms were intense and I think there were about eight of them. Eight squirts of cum. Now my cock was softening and dripping the remaining cum.

"Well, you sniveling pissy, cummy, sissyboy. You came without my permission. There will be a price to pay for that, but we will deal with that later. Come over here and clean your disgusting cum from my body. Then lick the sofa clean and the floor." Before I started, she spit in my face and slapped me across my cheek. "Don't ever disobey me again. Do you hear me? Don't think that you are clear of this violation. I will think of a punishment suited for your disobedience."

I licked her clean and then the sofa and floor. As I was bent over on my knees doing it, she came behind me and shoved a finger in my ass and spanked me a few times. She reached between my legs and squeezed my balls ... making me moan out loud. 

"Shut the fuck you, you little worm of a man. Your body is mine, I will do as I wish with it, and you will do nothing but be pleased. You understand? And for god sake, be a man, if you can ... and don't moan or let out any sounds that make you act like a baby." 

"Yes, Mistress ... I am sorry" I said in a soft voice.

I heard the door to the bedroom open behind me. Lauren had returned. Arlene said "I'm glad you are back Lauren, uncle sissyboy here just came without my permission. He just finished cleaning up." Lauren replied "damn mom, I really wanted to see that pathetic clittiecock of his squirt his girly cum."

"There will be plenty of opportunities for that, sweetie" Arlene replied.

"Well, uncle sissyboy, why don't you crawl over here and kneel before me" Lauren said. I crawled over as instructed, my cock still dripping some cum as I did. "Kneel before me, your young Mistress Lauren, and watch me undress. That is probably a sick dream come true for you, since you always looked at me in lecherous ways." I watched with great interest as she kicked off her flip-flops. I looked at her young beautiful feet. I could feel my cock begin to twitch, even though I had just cum. She unhooked the hook button her tiny skirt and let it slip down her legs. She stood before me in the black nylon panties she had put on before she left. Her pubic hair was visible around the perimeter of her panties. Like her mother, she had a beautiful, full black pubic bush. It made a nice bulge in her panties. "Pick up my skirt from the floor, fold it neatly and put it on the chair over there, then come back and resume your kneeling position on the floor in front of me!"

"Yes Mistress", I responded.

"Mommy, I see you have been working on uncle sissyboy with his manners! I love to see him being so obedient and responsive to me."

"He is doing ok in that regard, Lauren ... but don't forget, he did cum without my permission" quipped Arlene.

"Ok, uncle sissyboy, I want you to lie on your back" Lauren said as she removed her t-shirt. Her little titties coming into view. I looked at them as I laid back. "You like what you see, uncle sissyboy" taunted Lauren.

"Yes Mistress Lauren, I like them a lot." "I bet you had a lot of fantasies and masturbation sessions thinking about me, huh?"

"Uh-uh-yes I did, Mistress Lauren" I quietly responded.

"Did you have those perverted sick fantasies when I was a young girl? I bet you did, you sick pervert! You should be in prison being raped by the prisoners. People like you shouldn't be on the streets!

I didn't respond. I didn't think a response was necessary.

"Spread your legs as you lay back, sissyboy" ordered Lauren. She kicked me in my balls and said "when I ask you a question, you answer me worm. You fucking understand me?"

Struggling to catch my breath, I uttered "Yes Mistress Lauren ... I fantasized about you when you were a young girl. I masturbated in your mothers panties thinking about you and thinking about her. Thinking about the two of you making love to each other." Holy fuck, did I really need to answer that fully. What was becoming of me? 

I heard Arlene behind me say, "my god, what a sick fuck you really are. Today must really be a wet dream come true for you."

"Uncle sissyboy, put your hands underneath you and I am going to remove my panties. I am going to slip them up your legs and let you wear them. Another sick perverted fantasy come true, once again. I am then going to squat over your mouth and you are going to bring me to an orgasm with your tongue. You are not to move your hands and you are not to stop until I cum. You understand me, sissyboy?"

"Yes, Mistress Lauren, I understand."

I looked up as her pussy descended towards my face. I could see her beautiful pubic bush, the lips of her tiny pussy and her asshole all moving toward me. My cock was stirring in her panties. As if, wearing her panties was not enough! Her pussy approached my lips and I opened my mouth. Her pussy touched my tongue, her asshole brushed against my nose. I pushed my tongue out and finally tasted her beautiful pussy. It tasted wonderful. A little pungent, probably from all the activity we had earlier and sweating from the high heat outside when she was gone. I licked and smelled and felt her rubbing herself all over my mouth and nose. Her tiny asshole rubbing my nose as she moved back and forth. 

I tasted something oddly familiar. Not something that I usually tasted and then I finally realized what it was. It was the taste of sperm ... the taste I had just had a little while ago when I cleaned up Arlene and the floor.

How could that be? Sperm! I was licking a young beautiful wet pussy. All of a sudden, as I was pondering that whole situation, I felt her clench her pussy muscles and a glob of sperm oozed out into my mouth. She had had sex while she was gone and now brought some guys sperm to me in her hot wet pussy. It tasted sweet and slightly salty. "Uncle sissyboy! You find anything unusual from my pussy? I brought you a nice hot load of boy-cum from my boyfriend. We had sex a short time ago and I thought you would love to have some boy-cum squirted into your mouth. You said on your website that you would love to have sex with a transvestite. This is the next best thing. You get to eat my pussy that you dreamed about for years, and get to taste the salty cum of a boy. I love the way my boyfriends cum tastes, don't you uncle sissyboy?" She clenched her muscles again, and more cum oozed into my mouth. "Don't you dare let a drop of his precious cum escape your mouth" demanded Lauren. More and more cum oozed out of her beautiful young pussy into my mouth. My god, I was tasting boy-cum. I had never tasted cum before ... well not before a little while ago. Now I was having boy-cum drizzled into my mouth from my niece, with my sister watching. I realized at that moment, as I should have before, that I was totally theirs. Whatever they wanted from me I could never deny them. That this would be my life forever. Wow, what has become of me? Part of me was happy with it, and the other scared ... more scared than I have ever been in my life.

I licked and licked and tongued Lauren's pussy. She rubbed and rubbed herself over my face and Arlene straddled me, facing Lauren and began to lick her young hard nipples. She rubbed her wet, swollen pussy on my panty covered clittiecock. She licked Lauren's nipples and was getting herself off on me. Lauren moaned and pressed her pussy hard against my mouth. She was cumming from my attention and with that, Arlene let out a moan and pissed all over my panties. Lauren, seeing her mother pissing on me, decided to piss on me as well, and drenched my pussy-juice-boy-cum soaked face with her hot young piss. The piss squirted in my eyes and mouth and dripped down my face. My hair was soaking wet with her girl-piss and I could feel the hot piss from Arlene soaking my panties and dripping into the crack of my ass. Oh my god, I was the horniest, most sexed up I have ever been in my life.

"Ok, uncle sissyboy ... I think you've been given enough pleasure for right now. I want you to get up and kneel, with your legs crossed behind you and your hands behind your head, with your elbows out to the side. That will be the position you take whenever you are not doing something with us or for us, unless we tell you to take another position. You understand?"

"Yes, Mistress Lauren, I understand." I saw Arlene walk over to a chest in the corner, and unlock the padlock on it. She removed something black and it looked like latex, but I couldn't discern what it was.




A Look Into My Mind: Uncle Sissyboy



She walked over to me and told me that it was a hood, and she was going to put it on me. "It's actually for your own good, you sick pervert. You may not understand right now what I mean by that, but you will ... soon ... if you're smart enough to figure it out." She then slipped the hood over my head. It slipped on easy because my face and head was wet from piss and cum. There were two cutouts for the yes and two holes for my nose as well as an opening for my mouth. It really wasn't uncomfortable, but what did she mean ... it's for my own good? "I have pieces of material that can cover your eyes, if I want to use it. I can block off your breathing too, if I desire. So you had better be good sissy slave" Arlene added.

There I was, kneeling in the middle of the room in the position I was instructed to be in, and I had this latex mask over my head. Lauren walked over to the bedroom door and opened it. She said, "Ok, you can come in now." Holy fuck, my mind was racing ... who was she bringing in. Could it be my wife? No, they wouldn't do that ... they can't be that mean and uncaring. It would destroy my marriage and hurt my children. They may hate me, but they don't hate them. Or do they? I was panicked. I didn't know what to do. Should I just run?

In walked a young man, with his head covered in a latex hood like mine ... judging by his look, he was more a boy than a man, but to me ... he was a boy. Old enough to be legal, but young, I assumed. "Hello Ryan" Arlene said. "Sissyboy, this is Ryan, it's not his real name, but we will call him Ryan, just like we call you sissyboy. He is a friend of Lauren and he plays with us from time to time. We asked him to come join us today. We told him that we had a special treat for him. He understands his place among us, and he does what he is told. We have played games like we have with you, before ... so you must realize we are experienced at this. We couldn't have done all this for the first time, this well ... could we sissyboy?" Arlene questioned and giggled.

"We are going to let you give Ryan a blow job. How does that sound, sissyboy?" Lauren asked. 

"Uh-ummm-well ... I don't think" I started to stutter. 

"That was really not a question, sissyboy ... you will suck Ryan's dick and you will make him squirt his cum in your mouth. You will enjoy it and drink all of it, understood?" Arlene was quick to add. 

There I was, kneeling in the middle of the bedroom, dressed in Lauren's panties ... wet from piss and this young man was going to stick his dick in my mouth and I was to suck him until he cums. "Sissyboy, remember you said on your website so many, many times, that you wanted to have sex with a transvestite. That means you want to suck a dick, or a clittiecock, but there really isn't any difference is there?

"Well, uh ... yes ... I mean no, Mistress ... there ... oh I don't know ... "I fumbled. 

"We will dress Ryan in a bra and panties to complete your fantasy, Arlene added. I don't know why we want to give you that fantasy, but it sounds erotic and frankly, Lauren and I would like to witness it ourselves. In fact, I think we will make love to each other as we watch the two of you. Again, probably a wet dream for you, but ... it's more for us ... so we don't care if you get off in the process."

Lauren approached Ryan and told him to strip. My clittiecock was aching to be released from the tiny panties Lauren had put on me. He stripped off his shorts and t-shirt quickly. He wasn't wearing any underwear and I noted that his cock was not circumcised. It was pretty large, but not huge. He had no hair on his body except for his legs, arms and pubic area. His chest was completely bare. It became very real to me that very shortly, I was going to have a penis in my mouth and I was going to suck it until it squirts its hot juice in my mouth. Oh my fucking god. I got a feeling of panic and excitement all at the same moment.

"Oh panty sissyboy, just think ... very shortly you will have had three different doses of sperm in your mouth. One from your own pathetic worthless clittiecock that you had to lick off my mother, one from inside my hot pussy, thanks to my boyfriend who had just deposited in my pussy and now you can get slave Ryan's hot sperm, directly from his cock ... into your mouth." Arlene chuckled in a taunting manner.

Lauren reached into the laundry hamper and pulled a pair of light yellow nylon briefs from her mother's dirty laundry. She told him to step into them and pulled them up his legs. She pulled out a white nylon bra helped him put it on. "Go over to panty sissyboy, Ryan and stand before him ... I want him to lick your cock through those panties, until you are good and hard." She patted him on his butt and he quickly walked over. He looked down at me and I looked up at him ... our eyes meeting. It was uncomfortable, making that personal connection with him, and we both looked away. Lauren gently moved him forward and I licked his cock thru the panties. It was already beginning to get hard. I ran my tongue up and down the length of it and felt it harden under my tongue. My clittie began to swell and my heart began to race. I wondered what was going thru his mind. I smelled like piss and the whole room smelled from everything that had gone on. I know they said he had been "used" by them, but I don't know how much what he went thru was like my ordeal. I smelled him thru the panties. I could smell Arlene's perfume on the panties. I looked off to the side and saw mother and daughter in an embrace. They were both looking to the side watching us.

Lauren said to Ryan, "pull your panties aside now; it looks like you are hard enough for sissyboy to start sucking your cock." Ryan reached down and his cock sprung free from the panties. My heart was pounding as I opened my mouth and watched his young cock approach my lips. Oh my god, it's going to happen right now ... I'm going to suck a cock.

The tip of his cock slipped thru my lips ... further in it went. It was dry but my saliva was lubricating it and it easily slipped in over my lips. He pushed deeper in and I felt the tip of it touch my tonsils and I gagged slightly. "If you are going to be a good girl and suck cocks like a good girl, you have to learn not to gag, sissy panty boy" squealed Lauren. I looked over and saw her sucking her mother's nipple. She had one leg wrapped around her mothers and was grinding and sliding on the thigh of her mother. They both watched us, and I could tell, they were enjoying it. His cock slid in and out of my mouth. I was careful to wrap my lips over my teeth so I wouldn't scratch his cock with my teeth. In and out he slid his cock, my cock was throbbing and leaking into Lauren's little panties. He was gently feeling his nipples through his bra and I wished that I could do the same with mine, but was afraid to without asking. Continuing to slip his cock in and out of my mouth, I felt his hardness. It was exciting. I was enjoying it. I created a suction so that there was some resistance to his moving in and out. The saliva was beginning to drip from my mouth. I could hear Lauren and Arlene moaning. Looking over at them was exciting. Lauren had her fingers in Arlene's pussy and was still grinding on her leg. His cock stabbed at my throat again from a hard thrust and I gagged again. Lauren and Arlene were too caught up in what they were doing to say anything about it. He was thrusting his cock deep into my mouth. It was so hard and I could feel, or thought I could feel, precum oozing into my mouth. It had a different consistency than my saliva. In and out he moved his hard cock, my nipples were hard, my cock was leaking like crazy and the moans from Lauren and Arlene made me feel like I was a slut, a sex maniac. I heard him moan and he thrust his cock deeply into my mouth. I could feel his pubic hair brushing against my face ... then I felt a hot stream of cum shoot into the back of my throat. Oh my god, he was cumming in my mouth and it tasted marvelous. It was thick and gooey and tasted sweet and slightly salty. Squirt after squirt of his boy-cum shot into my mouth. His hands went to my head and held my mouth hard against his throbbing cock. I gulped and gulped to swallow his huge load of cum.

He finally eased up on holding my head and I felt his cock get softer in my mouth. I didn't want to let it out. Lauren said, "Ryan, keep that cock in his mouth until it gets completely limp, then I told you what I wanted you to do." 

I gently sucked on his softening cock. I could still feel some cum oozing out of the tip and into my mouth. I wanted more cum. I had to have more cum. I love the taste of sperm. What does that make me? Am I gay? No, I have a wife who I love to make love to and I have children. Maybe I am truly a bisexual. I always thought that was a bunch of crap, but maybe it isn't. I love cock. I love to suck it. I love to see it. I am a sissy-man-girl-pantyboy. Oh my god. I am a freak. I must be a freak. Look what has happened to me today, and I'm loving it. I was snapped back to reality as I felt a hot splash of piss flow into my mouth. Ryan was pissing in my mouth and he again reached down to hold my mouth hard onto his cock. His pubic hair mashing against my face and nose. I almost felt like I was going to drown, so I swallowed and swallowed until I got the hot pee under control. Now this boy was pissing into my mouth. Can you imagine, he had just sent his load of cum into my mouth, now he is washing it down with his hot pee.

I couldn't help it, his pee was too much and I couldn't swallow quickly enough, especially since he was holding my mouth hard up to his cock. Some of it dripped out of my mouth and down my chin over my chest and onto my panties. I needed to cum. I so badly wanted to cum. I wasn't permitted to touch myself and I was aching for an orgasm. His pee on my panties caused me to cum. I actually came without being touched. I let out a loud moan and came all over Lauren's panties. My moan broke the concentration of mother and daughter and they looked over. "Mom, I think panty-sissy-boy just came in my panties. Did you cum in my panties, sissyboy? 

"Yes I did, Mistress. I came without so much as even touching myself" I responded. 

"Yes, you also came without our permission" Arlene was quick to point out. "You have a knack for not following our orders ... there will be a price to pay for that, sissyboy." "Maybe, if you cum again without our permission, I will take off your hood and let Ryan see who you are. Don't make me do that, sissyboy!" she barked. 

"Ma'am ... er ... Mistress ... please don't do that. I will not ever cum again without either Mistress' permission."

Arlene looked at me with disgust and just laughed. "Get up, sissyboy" yelled Arlene. I stood up. Cum and piss on my face, my panties soaked with piss and cum and I stood there. A shell of the man I was not that many hours ago when I first walked into her house. "Do you need to pee, sissyboy? Arlene asked. 

"Yes, Mistress ... I sure do." Lauren said, "Ok sissyboy ... go lie on the bed on your back, and piss all over yourself. I want to see a fountain of your piss shoot into the air and fall back down on your pathetic body." 

Arlene laughed and said, "Yes, I love that idea, Lauren." Lauren looked over at Ryan who was already beginning to get a hard cock again. "Ryan, do you think you'll be able to fuck sissyboy soon? Your cock looks like its getting hard again, and I think our girly, sissyboy the panty wearer, wants to be fucked like the bad girl that she is." I was pissing all over myself and I really didn't care anymore what was being said. Then I realized what she said. He's going to stick that uncircumcised boy-cock into my asshole and fuck me. Oh my god! I don't know about that!

I was brought back to reality when Lauren walked over and grabbed my cock and squeezed off the flow of piss. "Get back on the floor ... Ryan wants to fuck your asshole. Good thing he is young ... he can get hard again so quickly. Bet you can't, anymore, sissyboy!"

Reluctantly, I got off the bed and got on the floor. Ryan approached me and pulling his foreskin back, told me to suck his dick and make it wet so he could shove it up my ass. I wet it the best I could. I had never seen an uncircumcised cock before ... not it real life anyway. It was neat to see the transparent skin that unfortunately had been removed from mine. He walked behind me and pushed the head of his hard cock up to the opening of my ass. This was going to hurt. I could feel the head of his cock pushing against the resistance of my asshole. Then I felt the tip of it "plop" in. It felt like it had been sucked in. After that, the rest was easy, and it slipped deeply into my asshole. I could feel him start to move in and out. In and out, in and out, in and out ... and it rubbed my prostate each time it went in and then back out again. I could feel my prostate induced precum oozing from the tip of my clittie cock. 

Lauren reached under me and began to run her small hand up and down my throbbing clittiecock. It was nicely lubricated from the precum oozing from it. In and out Ryan pushed and pulled, I felt myself pushing back to meet his push, pushing his hard cock deeply into my asshole. Thank god I had done a lot of anal things in the past or this would have been impossible for me. He pushed and I pushed back. Lauren was stroking my aching cock and Arlene stood before me, and pulled my face to her cunt. She smeared her wet bush and lips all over my face and rubbed my mouth all over her. His cock pushed deeper. Lauren's hands expertly stroked my cock, which was so slippery from the precum, that it felt like she had applied some lubricant to it.

Wow, here I was, being fucked in the ass by a young man, my cock being masturbated by a young sexy girl and I was eating the hairy pussy of my very sexy and erotic sister. "Sissyboy, you may cum as soon as Ryan squirts his hot sperm into your asshole. Not a minute sooner, do you hear me? Arlene demanded. "Yes, thank you, Mistress" I uttered as best I could since she was mashing her wet hairy cunt all over my face and mouth. Ryan thrusted real hard and moaned ... as he squirted his hot load of cum into my asshole. Lauren increased the speed of her stroking my cock and I came in a loud moan. I kept licking Arlene's pussy and finally she screamed and came. I finally collapsed on the floor and Ryan followed me with his cock still lodged in my asshole. 

Lauren said, "Ryan, if you can ... give him an enema piss with that cock that's still in his ass." "I would love to, Mistress Lauren" Ryan replied. With that, I could feel the hot piss splash around in my ass. It was surely mixing with all the cum that he had just deposited in there. 

"Ok, it's getting late, sissyboy. We wouldn't want someone to find out about this, so you had better go and poop that piss and cum out of your ass and get showered. 

When I finished showering, Arlene came into the bathroom and told me "here are a few pairs of soiled panties from me and Lauren. You are to wear them daily. I don't care which ones you decide on, but we will randomly show up at your office to make sure you are wearing them. Is that understood? If we ever find that you don't obey this demand, you will never be able to come here and be with Lauren and me ever again. Do you understand me clearly, Rich?

"Yes Mistress Arlene. I fully understand. I will comply with your demands. I want to be your and Lauren's slave on a regular basis. I understand my relationship with the two of your very well. I don't know if I can wait until our next session. I'm sure you can find something else for me to fix around here, before long."

"Go now. Go home to your fucked up wife and remember how much fun you had today. Enjoy our panties, you fucking pervert!" Arlene said with a smirk.

I got in my car and drove home. When I walked in the door, Debbie was there dressed in a new negligee that she had bought at Victoria Secret that afternoon. "I missed you honey" she said. "Let's go upstairs and make love."

TO BE CONTINUED...