My Many Fantasies: My Job at The Max Security Prison for Black Men

inspired by this:

In this fantasy i am desperate for a job and find myself begging for anything i could do to a warden of a high security prison for the nastiest of criminals. Of course it turns out the warden is quite crooked and take total advantage of my situation. I am given a job in HR and find myself to be the only female and the only employee in the "prison happiness" department (in fact I'm the only employee in that department) and my job requires my services 24/7 for 3 months straight probation. During this time my first duty is to service the warden i am to serve him breakfast every single day at exactly 7am completely naked and of course offer myself to him sexually to use in absolutely ANY way he wishes until i have the honor of his sperm which i am to beg and grovel for like a dirty slut!

For the remainder of the morning i am to work in the showers taking care of the prisoner's hygiene. I am to be naked in the shower with only a collar that says "cleaning service". The prisoners are brought in one after the other and I am to lick each of them clean ... their entire body ... and every square inch!!! Then i am to lick out their asses ... inside too!!!! I am to pay extra attention to their balls and cock. I must tease them to the point of insanity but i must not let them cum. Part of my performance review is based on how many prisoners i am able to wash and whether i was able to keep them from cumming.

At noon i am to serve the prisoners their lunch. i am to do so on my knees. before serving their lunch i must lick thier feet and ask permission to serve their lunch and after serving it i must take their cock deep into my throat and wish them bon apatite while their cock is still deep in my throat! Again i must not let anyone cum and my performance review is based on how many prisoners i am able to serve lunch and whether i was able to keep them from cumming.

The place where all the prisoners eat is a very large area with a raised platform in the middle and places to sit in circles all around the platform. It looks almost like a setup for a boxing match for thousands of spectators but instead of a boxing ring there is an open platform. While the prisoners eat i am brought out onto the platform and tied down in some painful an humiliating way. It's my job now to provide entertainment and also thank the guards for their great work. They come in groups of 4 or 5 to fuck me in the most savage ways as i scream helpless in my bonds while the prisoners cheer and call for them to go at me even harder!! After the guards are done with me and the prisoners have finished eating and enjoying my gang rape the prisoners are brought to the platform in a line where i am still bound and trembling. They come up to me in small groups and thank me for the show by spitting on me. Most of them spit in my face or squeeze open my mouth and spit inside but some spit in my gaping ass and pussy. I must thank each one out loud for spitting on me and say that i hope he enjoyed my entertainment. For this part of the day my performance review is based on a satisfaction survey the guards fill out as well as how many of the prisoners i get to "thank".

Once they are done i am to clean the whole eating area. I am to stay naked an I am not to clean my self at all. I must clean the entire eating area dripping cum and spit from all my holes! For the platform i am only allowed to use my tongue and my hair. It usually takes me a while because of all the sperm from the guards and spit from the prisoners that leaked to the floor. It is difficult for me to clean the raised seating area because of the bondage and extremely rough fucking i am not able to walk or climb well the stairs so i must mostly crawl on my hands and knees. If while crawling sperm or spit leaks out of me and fall on the floor then i must immediately lick it clean! My performance review is based on how quickly and how completely i clean everything especially the platform.

In the mid afternoon i am to kneel naked in the toilet wearing only a collar that says "Urinal". It is my job to make sure the prisoners take their bathroom break. I must beg each prisoner to pee on me while licking their feet. When they decide to do so i must spread my legs wide, push out and present my breasts and open my mouth as wide as possible while always on my knees. Every so often it is one of the prison gang leaders or influential prisoners that take their turn and for these special prisoners i must beg for their pee while licking out the inside of their asses. They also have the privilege to pee inside my throat or inside my ass or pussy and i must thank them while licking the underneath of their feet!! As you might guess my performance review based on how many prisoners i relieve in the toilet but also how much pee i swallow!

After this i am dragged out to the court yard where i am setup up on a sybian machine which has an attachment which gyrates and vibrates deep in my pussy almost to the point where it pokes into my cervix. There are 3 lush vibrators pushed into my ass. Electrodes are clamped to my clit and nipples. My hands are tied hard behind my back and a noose is put around my neck and tighten just enough to hold me up by the neck and make it difficult to breath. The warden then proceeds to control the sybian, lush vides and electricity for all to see but i am always denied orgasm. The guards and prisoners take great pleasure in watching me break to the point i beg like an animal and offer to do the most disgusting things imaginable just to be allowed to cum ... but still i am denied no matter how i beg no matter how i cry no matter what i offer. Of course i am naked and all over my body is written my full name address and other personal information along with many humiliating things like i am toilet and i am only good for raping! The prisoners are allowed to spit on me and the guards are allow to take pics or vids of me. The guards really get a kick out of telling me how they will send copies to all my family and friends and how they will make me famous on the internet. i am in complete shock and distress the whole time, my body is overloaded with sensations and then repeatedly denied release while i struggle to breath as i lapse in and out of consciousness.

After a few hours of this i am completely broken, my eyes are glazed over and empty and my body is constantly spasming and trembling. the writing on my body is touched up so that it is clear to see and easy to read and i am fitted with a new collar that say "dog slave" on it. A leash attached and i am dragged through the mud of the courtyard because i can barely move my body let alone walk back to the platform in the eating area. I am told it is supper time and i must once again provide entertainment. This time it's not with the guards but with all the guard dogs of the prison!!!!! Even in my broken state my eyes showed fear and i started to plea for mercy when the warden zaps me long and hard with a cattle prod! My eyes shoot out of head and i scream so loud no sound comes out as i shake with pain and pee myself right there on the platform in front of everyone!!!! The warden speaks to me only to say "you are a dog, you will only bark like one and you will be mated liked one. Now should me how a true bitch begs to be mated while you clean your mess with your tongue!!!" If i had any shred of humanity or dignity left then it is completely destroy in that moment as i lean down with my bare ass high in the air and start to bark seductive and desperately while liking my pee off the dirty platform floor. From that point on i was only allowed to bark and failure to do so would be met with another hard shock from the cattle prod. Everyone cheered as the guard dogs took me one after the other while i barked and grunted on their huge doggie cocks. The roughness and rawness of these large dogs bred to fight off the most vicious criminals in the worst conditions is beyond anything imaginable. The hard trusts sent my little body reeling in every direction. Every dog without exception was make to knot me and every time their cocks ripped trough my cervix and filled my womb with their hot sperm! These dogs were huge and their knots enormous so once inside me i was completely stuck for however long i was knotted. To the delight of the audience once the dogs had filled me up and were well knotted in me the guards would call the dogs to them or throw treats around causing the dogs to run around and drag me behind them like a rag doll as i screamed and screamed. Because of the knotting and games this went on for quite a long time. Eventually they start bringing the dogs in groups of three having one take and knot my pussy, another knots my ass and the other is forced into my throat so his knot is stuck in my mouth!!!!! The crowed enjoyed this to no end especially when the guards had the dogs run in different directions tugging and ripping at my body as the pulled in different direction. The noise i made where completely inhuman like an animal begging fucked to death which i probably am at this point!!!! Once all the dogs were done with me i was placed on my knees in the middle of the platform, the dogs were all lined up and one by one they were brought to me to thank them for mating me by licking their asses and pushing my tongue dep inside as far as it could go! Most of the dogs also had to pee and when this was the case i was to take their cocks into my mouth and have them pee right down my throat!!! This part of the day does not go toward my performance review it is considered an obligation and i am made to endure until each and every dog is serviced.

After the dinner show i am allowed to finally wash up and i am allowed to eat the scraps left over by the prisoners ... anything i can find on the floor i am allowed to eat.

For the next 2 days i am allowed to recover (so i can be made to live through the same ordeal over and over and over). I am placed in a large dog cage out in the courtyard of the prison. I am of course completely naked except for a collar that says "your happiness is my life". I am given only dog food to eat and when thirsty i must beg for someone to pee in my mouth. Usually during this time only the prisoners with the best behavior are granted the pleasure to feed me my dog food and serve me thier pee to drink. My mandatory morning service to the warden is the only exception where i am not in my cage.

On the third day after servicing the warden i am given to the cell block with the best behavior for the day. I am to be their slave and doe anything ... anything ... they order of me. If i hesitate even for a minute i am to be penetrated with the cattle prod and shocked from deep inside my body until i do what they ask anyway!! Usually i am made to cook and clean for them as well as bath them and worship their bodies and usually there is not a minute that goes by where there is not at least 1 or 2 cocks inside me!! at 8pm i am to be returned to the warden where i must thank him for the wonderful opportunity he gave me with this job by licking his feet and deep inside his ass. The warden then cums on the dirty floor and i am to worship and praise him out loud while licking up his sperm off the dirty floor.

The next morning it all start all over again ...

I confess there's nothing better than watching a young girl willingly get tied to my sybian... and watching her expressions as I gag her with her own panties and piss all over her tits.

The shock on a girl's face when she has the hardest orgasm she's ever felt... and realizes she loves getting pissed on... is totally worth it. Works every time. The younger, the better.

Yesterday was the big day, I've been dating this girl for two years. For the purpose of being vague lets just say we got together before she was growing hair down there. She's a very petite girl with a height of 4'7 and I believe she weighs a little under 70 lbs. She has a nice tight developed body though and she's a very compliant and obedient girlfriend. She has wanted to be a model all of her life but was to embaraced and with to low self esteem to say anything about it. I helped her gain some confidence over the years and even got her in a mind set where she would show my friends her naughty parts and let them critique her and occasionally have a feel spree. She is still a very shy girl but I decided she was ready.

I told her that I had made a friend out in Nashville who was a modeling scout, and he worked for a company that booked stuff for bikini magazines, clothing magazines and playboy. She was overjoyed by the chance but I told her not to get her hopes up because he had a lot of models wanting to work with him and some of them where willing to get naked and even have sex with him for the opportunity to be represented by him. Her face got really red when I told her that and she silently stared at the ground. I could tell she was thinking about whether or not she would do it but she didn't want me to know, I put my hand on her leg and said, "it's cool, if you have to I'd be cool with it."

My "friend" was actually just this guy I had met at a bar. Once I told him that my girlfriend was ready he got excited and started making preparations. He asked if his brother and the black bouncer at his bar could come along pretend to be staff, I said that'd be fine. His brother had a digital camera and a tripod and would be the photographer.This guy was around 35 and his brother was 43 I believe. The black bouncer was a 300 lb man, he was 39 and standing close to 6'9. The bar owner and the bouncer came waring suits, saying that the bouncer was his associate. His brother came, unshaven with a long beard and greasy hair. He wore a sleeveless undershirt and a pair of jean shorts claiming to be the photographer.

The bar owner also brought a female who was somewhere around 45 without telling me. She was going to be the makeup artist. I was a bit skeptical but the bar owner said she was down. When my girlfriend got there the older female took her into the bathroom to get her cleaned, made up and dressed. My girlfriend later told me that she had insisted upon bathing her in the shower, making sure to get her cleaned and shaving her armpits, privates and asshole (my words not hers). She first came out wearing a black bra with a pink zebra striped pair of underwear. She stood there nervously, red in the face trying to smile. Her hair was platinum blonde but the roots where starting to show. The bouncer kind of grunted and said, "hmmm she's alright I guess". My girlfriend looked at the ground slightly embraced.

The bar tender asked her to turn around slowly and she did. The asked her to come closer and sit down in front of them and she did that too. The underwear where so tight, her asshole was almost visible. She sat down and they started with some business stuff, going over the contract with her and telling her they where going to take some pictures of her in some different outfits and then deliberate and discuss over upstairs afterwards. She said that would be good. We started out with a shoot of her laying down on the bed with her legs semi apart. The photographer directed her and wasted no opportunities to reposition her himself and to grope her very slyly. She seemed to preoccupied with the bar tender and the bouncer's approval to even notice. Once or twice he hiked her underwear up almost painfully high saying that it was casting the wrong type of shadow on her curves. They had her sit and down talked to her for a little while, acting almost disappointed or unsatisfied. They said we where going to need to try something different.

The next outfit they gave her was a micro bikini. It was black and pretty much showed everything, barely covering anything up. She did poses for over an hour in it and the photographer repositioned her a lot more this time. At moments they all stood up and inspected her, fixing her hair and re adjusting her bikini. At one point the bar owner even pulled her bikini aside exposing her whole ass and snapping up close pictures of it, saying the would need to know the exact shape of it in order design bikinis perfectly for her in the future. She was very compliant and seemed not to be very nervous.

Next outfit they gave her a jean skirt and a g-string. When she asked where the top piece was they said that their was none. She objected and they told her she could cover her breasts with her hands and arms, they just needed to see a more erotic side of her. She went into the bathroom with the older female and changed into it. She started out posing laying on her side on a black couch and trying to cover her breasts with her forearms and elbows. She sucked in her gut to make herself appear extra thin. They asked her if she could lay on her side with her arms over her head and she said okay, laying flat on her back and completely exposing her chest. The black man came over and asked if he could double check that they where natural and she said that would be okay. He played with her tits, squeezing and flicking the nipples until they where both nice and hard and a little bit red and irritated. They got shots of her in various positions, looking up her skirt and things like that.

After a while they said the skirt was getting in the way and asked her to remove it. She was there posing for a long time in just a g-string and then they said that was also in the way and that she had to remove it. We took pictures of her for probably another hour in the nude. All 5 of us taking turns repositioning her and running out hands slyly over her body. She asked for a water and I slipped a pill to make her horny in the water bottle. She posed for about another half an hour and her pussy got very wet. My favorite picture we took the black man was holding her legs spread eagle apart fully exposing both her pussy and asshole. She tried to cover her breasts and the bar owner instructed her to raise her hands strait up over her head and smile.

Once this was done the six of us went upstairs and got in a Jacuzzi. They told her she should just stay naked to show she was comfortable with her body. We all took a shot and opened a bottle of red wine and all had a glass of that as well. We discussed business and how the shoot went. After a while they brought up the fact that she would have to give a private show to them behind the scenes to really see what she was made of. She agreed and proceeded to stand on a stool in the jacusi and dance for all of us fully nude. They had her dance for around 45 minutes until she was covered in sweat and very tired. We got her to take two more shots and then took her into the bar owners room.

They got a sybian machine out of the closet and told her to sit on it. She sat on it and started getting super aroused, lifting herself up off of the machine. The black bouncer pushed her down onto the machine by her shoulders while the bar owner and his brother tickled her nipples with mini vibrators and shoved a thin but heavily vibrating dildo in her ass. They all groped her and played with her for probably 20 minutes causing her to orgasm twice and even scream. After a little while they asked her if she would be comfortable blowing me in front of them and she said she would. She blew me while on the sybian machine and then we picked her up and laid her on the bed. The bouncer produced a fuckzall from the closet with a bigger dildo on it. He stuffed it into my girlfriend while the bar tender toyed with her very irritated tithes. After a while they told me to sit on her head and she licked my balls and sucked on them lightly. After that they put away the fuckzall and we all took turns passing her around and cuming in her mouth around every 10 mints for the next hour and a half probably. Even the older female road her face hard and squirted all inside of her mouth.

After that we decided to take a break and made her dance for us some more. The black guy still had his dick out and made her ride up on it to the music, almost twerking in a very inexperienced kind of way. He started rubbing his tip on her pussy which was still very wet and slightly beat up. He kept grabbing her hands and making her play with his dick and balls. After a while he grabbed her hips and pulled her back slowly making her take his whole dick inside. She gasped, she was probably in a lot of pain, it was the biggest dick she'd ever taken.

He laughed and pushed her forward, grabbing her ass cheeks in his big hands and pulling them apart, running his thumb in cirlces around her asshole and making her hump him faster and faster. After a while he laid back on the bed and took his shirt off, he was very fat and had a lot of curly hair on his chest. We made her turn around and face him so we could sit comfortably and watch her tight little ass gyrate. He played tentatively with her tities and made her spend a lot of time licking his finger. He would stick his finger in her asshole then make her suck on it right afterwards. After a while we made her lick and suck on his nipples, which was easy because that's how far her head could go up his body. She sucked on his nipples and even had to pull hairs out of her mouth. After a while the older woman started sucking my dick and the bar owner went over and put a bunch of lube on his dick and put it in my girlfriends ass. His brother went around and played with her tits, talking shit to her and laughing, making her feel humiliated. She ran her tongue in circles on the bouncers nipples.

She even started to cry at one point from the pain but it only made the three of them laugh harder and keep joking around. We must have passed her around until 8 am, for a grand total of 14 hours. And whenever we got board she'd be a cock warmer with her mouth while we toyed with her or made her dance for us. Nobody wore condoms and we decided to make a game out of it and track how many times we busted in each hole. The score ended up being:

24 - mouth
17 - pussy (no condom)
8 - ass

The brother was the biggest perv. Asking her to do things like stand on her head, pressing her pussy strait up in the air while he jerked off on it. At one point he made her lift her hands up in the air while fingered her and licked her nipples, armpits and feet until she was very uncomfortable. He even made her jerk him off with her feet once and I know she hates that. We got her to bust 12 orgasms with the machine and made her give us all back rubs afterwards. The older woman was able to get her whole fist in my girlfriends asshole and also squirted on her 5 times. One time teaching her how to stimulate the click with her own nipples, it was really hot.

Towards the end of the night she was so tired and just laying spread eagle on the bed on her back while we all just took turns getting on top of her and doing our business. The bar owner called over his uncle and his uncles friend who where in their 60s and had them take a crack at her pussy and mouth. They felt her up and groped her up, whenever we came on her we cleaned her up with moist towelettes. We told her she needed to wake up so we all relaxed while we made her do nude jumping jacks and then go for a jog naked to the end of the curb and back. It was a lot of fun.

They said she was not quite ready to sign a contract and kicked her out without giving her her clothes back. She had to lay on the floor board of my car so no one would see her. I drove her home and made her jog up the stairs from the parking lot nude. I loved the experience. Hoping to do it again soon and maybe hopefully finding some more girls too.

Thought I'd share this with ML since I've lurked here long enough.

There's lots of video's and stories about brother/sister stuff but I'd like to post up my own story, as it doesn't quite fit the 'stereotype' you read most of the time.

I work for a company making sex toys for men and women, my family all know but it's not something we talk about a lot as you can imagine, while us younger siblings are generally happy to talk about it, the old folks get quite embarrassed and don't really 'get it'.

I'm the youngest of 4, 2 brothers and 2 sisters, my next oldest is my sister, let's call her lily, she's who this concerns. So I'm a software dev, I work on embedded control systems, so basically the computer which controls the motors, lights and more recently the Wifi/Bluetooth stuff. Yep, the IOT is here and it's in your vibrator.

I have several of the development models at home as well as the programming gear, so I can make and test new macro's and subs in a real world environment. Obviously I have both male and female models, and of course I use the male ones myself, yes they are incredible and although not the real thing they do 'hold your attention' as it were (the downside being that the dev models have logging and anyone with the admin details can log in and see activity, so you have to be pretty careful to delete NV Data).

A few years ago at Christmas I had the family over to my place and had my brother and lily staying in the spare rooms, the old's had got a taxi home and my brother had gone out with some schoolfriends for the night leaving me and Lily in the house for a quiet night in with some wine amongst the madness of the festive period. The conversation predictably turned to work, which isn't unusual as we've not really talked about my job in any great detail. Lily's a smart girl, a expert engineer herself and working in the city means she doesn't get to see the family much. She's also beautiful and I'd be lying if I said I hadn't thought about her sexually before but I keep that stuff to myself and haven't ever acted on my feelings etc.

So She's asking about what I do and we've had a few drinks so I explain how I'm the main software dev, I make the maps that decide how fast or intense the vibrations are, I get given a specification and write the software then test it on the hardware and submit it to the rest of the development team. Predictably she asked if I can write my own 'maps' and how I would know if they're any good. Being a bit hammered I explain quite confidently that maps which are good for guys are generally good for girls and I test them myself, but obviously the motors are in different positions so the effects are slightly different, the clit stim on a 'sybian' style device becomes the frenulum stim under the head on a sleeve. The shaft motor stays in a similar position. Also female models operate at a higher frequency.

She asks to see the development models so I laugh and say ok, lets go to my 'red room' (the study where the computer and models are) she knows exactly what I mean. I'm really turned on at the thought of showing her the models and am getting quite nervous, she's going to see the toy which I've fucked and cum inside of probably hundreds of times.

In fact, the whole experience is very matter of fact, she's not embarrassed in the slightest and catches me completely off guard when she asks if I can get company discount! She really likes our sybian style model and wants to try one. I offered her to try the development model as it's never been 'used' before.

She jumped at the chance and I unplugged it all, set it up in her room and made sure it was working. The basic control knob panel is in my desk at work, but the dev keyboard is easy to use, press 2 numbers and enter then and you're running one map. I show her and wish her luck, laughing as I close the door behind myself. Maybe 20 minutes pass and I can hear the unit running, no screams or moans (obviously I'm listening) but it's going so she must be having a nice time, the humming soon stops so I assume that she's done and continue on with what I'm doing but then I get a shout from upstairs.

I go up and knock on the door, she calls me in and I find her on the bed in a dressing gown, toy switched off etc everything normal. However she tells me that it stopped responding to the buttons, and after a while it just stopped. I laugh and tell her that yea, the software does that sometimes so I switch off at the mains and back on again, run one of the programs and tell her it should be ready again and leave. Again I hear the gentle and then not-so gentle hum as she moves on to another mode. A few minutes pass and it goes quiet again, then I get another shout from upstairs. At this point I'm more embarrased at the failure of the machine the the fact it's supposed to be making my sister cum.

I knock and enter again, however this time it's not the same, she's on the bed but also still on the toy. I was stunned and tried to hide my shock, but it was obviously not easy to hide. She's wearing a negligee just covering her tits and pulled over the front so I can't see her sitting on the business end. It's stopped responding and stopped running again so I reset it again and grab the keypad. I punch in a test code and the motor starts very gently and starts to ramp up, she groans slightly and put her hands on the front of the machine to steady herself. I ask if she's ok and she says yea, don't stop it.

I'm controlling the toy which is vibrating my sisters clit right in front of me, I'm absolutely horny as fuck and it's beginning to show, my cock is visibly pushing against my jogging pants. She notices and gives a funny smile, but she's being completely distracted by the increasing vibration on her clit, I think she's not far from cumming after a few minutes but she's staring at my cock and keeps looking at me, staring right into my soul. She then says something I don't expect, 'let me see your cock'.

I have to put down the controller and slide my hand into my pants, giving myself a rub before pulling them down a bit so it popped out. She audibly groaned at the sight of it and seemed to be getting closer, I was giving myself a good rub. Right then she reaches out and grabs for me, taking my cock and expertly rubbing it with her really soft hands. I couldn't believe it was happening, it still surprises me now to be honest.

She rubbed me for a while and I could tell she was getting close to cumming as she kept stopping and just holding my cock, i didn't mind as I could tell she was having a really good time. Slowly but surely she pulled me closer and closer, bent over at probably a quite uncomfortable angle she did what I was hoping for and took my cock in her mouth. I was in absolute ecstasy and she could tell, she was really going for it. It wasn't long before she buckled over as a powerful orgasm hit her though. I took over rubbing my cock but she came right back and started playing again, before taking me in her mouth and giving me probably the best blowjob I've ever had.

Of course it wasn't long before I came, all of this was too much and i shot so much cum it felt like it would never stop. She made an admirable effort to swallow but I pulled back and it went everywhere, all over her mouth, tits and all down her front.

That was pretty much the end of that night but there have been other since, if anyone wants to hear them that is.

I wrote this a few years ago when I was thirteen or fourteen and posted it on another forum. I've edited it for grammar and spelling since, but the language is much still the same (troll away about the ten dollar words if that's satisfying for you.) I'm afraid I don't have a very satisfying epilogue for you, but maybe you'll enjoy reading my fantasies.. I confess that I want to fuck basically everyone in my family!

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My mom lives with her new wife, and I live with them and my adopted sister most of the time. My dad lives with his sister, and I'm with them in the summer. I think I might be a nymphomaniac because all I can think about is fucking them, all of them.

I found Mom and Sheila's toys in their closet while they were at the store with my sister Renee a couple weeks ago. They just started leaving me home alone. They had a dizzying assortment of dildos, butt-plugs, handcuffs, ropes, vibrators, strap-on harnesses, lubricants... they even had a strange dildo on a huge half-cylinder that plugged in. [ed. when I posted this story I was informed this was a Sybian. I also later learned that one of the objects I didn't even take notice of at the time was a sex swing. (It was disassembled.] I sniffed and licked every toy they had, but they were all clean. I was really disappointed, but that didn't stop me from picking out one of their smaller toys and popping my own cherry with it. I actually got a spot of blood on their carpet, but I don't think they ever noticed. I resolved to start listening at their door and even hoped to get a peek at what they were doing sometime. The idea of them fucking each other with these dildos (some of them were HUGE) was just fascinating to me.

I didn't have to wait long to get my voyeuristic jollies. That night, I went to bed and closed my door and started reading. When I heard Renee go to bed, I crept out to find everyone's bedroom doors closed. I crept over to Mom and Sheila's door, and carefully pressed my ear against it.

The first thing I heard was my mom giggling. "Stop nibbling, that tickles!" It was a few moments before I heard anything else, and it was mom's gentle moans, slowly building in intensity. Eventually I heard Sheila gasp "Talk dirty to me.", and Mom said some shit I had NEVER heard her say! This probably isn't exactly how it went, but it's as close as I can remember.

"Yeah Sheila, you dirty fucking whore, you lick that pussy, you worship it, worship me. You're MY fucking whore."
"Yes, mistress, I'm your whore."
"I didn't tell you to stop licking, whore. Don't forget my asshole. OH YEAH you're a well-trained little whore."

I began rubbing myself while holding my ear to the door, nearly suffocating trying not to make any noise. This went on for a few minutes until finally I heard mom screaming, I guess because she came. She asked Sheila if she'd cum yet, and she said yes, and mom asked if she was ready to switch. I assumed that meant that Mom was gonna eat Sheila's pussy now.

But then mom started begging "Please let me suck your big dick, mistress." I guessed they had gotten out the strap-on. I heard some gagging sounds, and rubbed myself thinking about my Mom kneeling in front of Sheila, deep-throating a 12" strap-on. (Their biggest one was, indeed, 12", I had measured.)

I had to step away from the door and lie down on the floor in the hall to frig myself to an orgasm. After I did, I found that I was still horny and curious so I put my ear back to the door to see if anything was still going on.

"Fuck me, Sheila, fuck my pussy, I'm gonna cum, I'm gonna cum!"
"Yeah, you like that, bitch? You like massaging my big dick with your tight pussy?"
"Oh yes, I love your big dick in my tight pussy, please please please cum in my pussy."

I expected Sheila to get mad since Mom actually seemed to be pretending she was a guy, but instead she played right along.

"Are you sure? If I cum in your pussy you might not get your ass fucked tonight."
"Oh baby please fuck my ass I need you to hurt my little ass with your big cock."

Wow. Even having seen the butt-plugs for myself that day, I hadn't fully made the connection that my Mom and Sheila enjoy anal sex. I started rubbing myself again. I wished I had something to play with my asshole with (using my fingers did not occur to me at the time) so I could feel a little of what mom was feeling.

I listened at the door for a couple more minutes, and heard Mom's initial moans as Sheila pushed the strap-on into her ass. Eventually they built to a rapid rhythm (I could tell by the sounds of flesh slapping) and I got so excited I just had to see. I pulled my hand out of my panties, licked my fingers clean, put on my best "I have been laying down trying to sleep for two hours like a good girl" face, and threw open their door.

I saw Sheila mounted on top of Mom doggy-style, with a large dildo hanging halfway out of Mom's pussy, a magic wand on her clit, and Sheila's very large, very REAL, attached to her, non-strap-on, actual fucking human dick buried to the hilt in Mom's asshole, and it just so happened that at the moment I threw open the door they had both begun to orgasm. I saw mom collapse and begin to convulse wildly on the bed, and Sheila followed her down, obviously pushing hard as if to bury MORE than all of her dick in Mom's ass while she came.

I watched until they both stopped shaking, and they didn't notice until I spoke. "Uh, mommy?"

Sheila immediately jumped off of Mom. Mom gasped at the shock of her emptiness, and I saw two things that would become a lifetime obsession for me: a woman's (my mother's!) gaping-wide asshole, and a long, fat, beautiful, glistening tranny cock. It must have been 9 inches long, and if anything unusually thick for its length. My pussy was BURNING.

I received a 15 minute impromptu lecture on sex, gender identity, and privacy, generated an excuse about looking for some tylenol, and went back to bed to frig myself into a fucking coma.