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Chapter 15 by WBD
Is Jack ok with that ?
Please please yes Kelly I need help
"Please Kelly I just got put into this reality, I don't know anything, I don't even know what these toys are, how to use them or where they would even be. Please I don't care if your my sister or if your seeing me naked, I'll keep it a secret I don't know or remember anyone here anyways so who would I even tell, just please my penis and inside and and um ovaries? They feel weird I don't know why I'm not used to this and I need help"
"Sounds good Jack, we just got to keep it secret, now if I were a male or if I was me from before where would I hide my fun time toys hmmm well they would probably be in.... here!" Kelly had b-lined for the bedside tables rummaging in the draws. "Ooooh looks like you have a good collection here all the basics covered for sure, although it's not the biggest collection, oooo and a tone of tampons in here too and a calendar, let's see I'm not sure I get all this but if it is like this then maybe ah yes this makes sense I think hmmm maybe we'll I guess hmm now I'm not sure er maybe that or no that oh I'm not sure at all it's all like no wonder your feeling all riled up near me. Oh well I guess I should have paid more attention in sex class also, I'm guessing you hid all these in here cos your auto pilot self was feeling embarrassed that maybe I'd find them if you left them out but it's ok I don't mind knowing, if anything I'd probably like to watch but I know I really shouldn't. Well I guess we should get all of this out I don't think we will need that and that's probably not needed either now your erect but it's probably good to explain I guess, hmm Jack I think you usually do this sort of thing in your walk in for uh privacy I guess, do you mind taking your laptop in there and setting it up on a shelf above the mirror, I'm assuming that's normally how you would do this."
"Um ok Kelly? its honestly a bit weird how you seem to know so much and I don't, let me just go do that, just hurry up ok"
"Chill out Jack I'll be in there in a second I'm just gunna grab all these things that we need ok. And yeah its probably not normal for me to be getting involved in your private stuff I mean this is basically the equivalent of what it would have been like if in the old reality you went into my room saw me flicking the bean and then id asked for help, yeah kind of weird though here yours is a mushroom rather than a bean you know what I mean."
Jack cringed a little at the joke but picked up the laptop and opened up the walk in closet, moving to the end of the room where the mirror was resting against, above it was a small ledge which was a perfect fit for the laptop and was a great height for Jack to see it if he was standing. Kelly entered the walk-in with a bunch of objects clasped in her arms, she closed the walk in door behind her just to make sure it was harder to hear from the outside not that anyone would be there or listening, Jack also somehow felt like it was safer that way even though they lived alone apparently. Kelly moved over to Jack and placed all the objects down on the ground, there were quite a couple maybe six or seven or eight all in a pile, he didn't know what they were for the most part but he did sort of recognise one of them.
"Oh wow Kelly is that one a dildo?" A big black silicone rubber looking object lay on the ground, it kind of looked like his penis but without the hole and the end was not the usual mushroom shape rather something different, large flat maybe it wasn't like his at all. "Yes Jack it's a dildo, I'm glad you know that one at least but I don't think it's quite what we need to use here but As you probably know about it I can explain it first."
"So males use the dildo like this ok, so we place it on the floor or a chair or something pointing upwards, looks like there is a mark here on the floor huh, you probably have it here lots looking at the mirror so you can watch yourself bounce up and down till you get hard. Dildos are generally used to stimulate inside your ass because there is some nice male pleasure points there for men but there hard to get to so the dildo has to be super big and long but trust me when I say, this is the only thing you should put in your ass, there all custom built so they are not like normal men's penises, there more like animals. Its complicated but basically in this reality its super taboo to do stuff with a mans butt especially with a real human male penis involved. Anyways the spots inside you can't normally get to or rather dont seem to get pleasure with a normal human one of them normally. Inside a man there is some interesting uh boy spots? There is this one area inside helps you get erect and another one even deeper in makes you um... squirt I guess? Oh and the squirt can come out both sides dick and butt or at least it does at the moment, I didn't really know how to make men function so maybe you can give me feedback sometime on some biological things. Anyways, some women like to watch it, it's hot seeing a man squirt of course but some women they might not like how it kind of looks like ejaculating a little, that's our thing so men shouldn't spray out liquids only take them in just depends on how modern or with the times a woman is these days I guess. It's good to use a dildo first though usually if you want to get started, sometimes men have times of the month where they don't really get erections or find it more difficult so you might use it more then and if you can squirt it makes your penis all lubed up inside from the squirt, but by the looks of it your already started due to being erect and all. Women don't usually help men with this part and our strap-ons are not used on men only women mostly lesbians. I think your probably post ovulating now or at least that's what your Calendar suggests, this probably explains why your body is reacting the way it is around me, I think? Anyways I guess a dildo is kinda self explanatory to you so maybe just try it when you go to bed tonight or when you wake up in the morning or just some other time when you don't have a boner to begin with, I'm not gunna judge or hate on it but usually it's a woman's job to get a man hard so some might not want men to use one at all, but it's modern times so it's becoming a little more accepted now. Just use any that don't look human trust me, no one can complain then and like I said from studies it seem men find non human shapes more stimulating. I think this one is a horse cock, honestly it was the most normal looking one in your draw there so I figured maybe you would know what it was."
Jack had figured a little that it was maybe a horse but he really didn't want to initially assume stuff when Kelly and reality changing was involved.
"Ok next one is one I know all about even from the old reality. This one is what we call a magic wand, this one kind of looks a bit like a white and pink microphone huh, I mean you could sing into it but how it actually works is the top actually vibrates, in this reality you hold it and put it against your penis tip and the vibrations should feel good like it would on a woman's clit, I mean the whole penis here is basically as sensitive as a clit was so should feel real nice if you use it right. You can use this one anytime, maybe try it in bed , but I think maybe we will leave it for the moment you can try it with the dildo some other time also."
"Next is these ones, they kinda look a bit like nipple pumps and I guess they, well they are that you stick them to your nipples and turn them on and it should feel nice. There are different ones for when your actually pregnant but you haven't go them yet since you know virgin and all. Here is another one it kinda looks a bit like a small basket with a handle and a wire to a switch, with this one you put the handle over your penis and then put your ovaries in the basket so it cradles them, you turn on the switch and it will vibrate your ovaries inside their sacks. I guess when I had toys before I had something a bit like this though it was an egg shape not a basket. Although I guess it's similar to this cylindrical looking one here which kinda looks like this tampon also." Kelly held out two objects one was the aforementioned tampon in a plastic packaging and the other was a rod like sex toy. Of course you use tampons when you have periods right, there can be a bit thicker and there definitely longer than the other reality because they have to go deep in your penis but they go all the way in the penis and it's all ok trust me. I've heard when men aren't doing other things on their periods or have to go out of the house just having a tampon in there can feel really nice for them, but of course you got to remember to change it, can't have I in there forever. Your penis or I guess penises in general are surprisingly super stretchy and elasticated inside like way way more than you'd expect I mean you probably didn't think about it yet but got to have baby's somehow right, I mean you know give birth to them, you know what maybe don't think its more natural to just look it up and find out stuff. I think for the sexy toy here looking just like a plastic rod it's just called a penis filler or something and I'm not sure but I think boys just wear this inside them at night maybe or like after sex or something to help keep their internals from closing back up too fast and healing straight away or in a way that makes it entirely closed up or too tight for next time or you know like when girls used to prepare for big dick by using bigger dildos or something like that idk. I think you just like slide it in and leave it there? I'm honestly not as sure on this one."
The last two objects on the ground looked really strange to Jack and whilst Kelly had left the dildo stuck on the floor she had moved all the other things she had explained aside before she took the last two moving past Jack and crouching down to look at the mirror. She looked at the sexy toys and the mark on the mirror before she looked around behind the mirror itself. She went back to the front and attached the smaller of the two looking toys to the mark on the mirror which if inspected closer would actually be a lock in point to connect it to a pump of sorts behind the mirror itself.
"Ok Jack this one is probably gunna sound quite weird, no make it really weird, but it's probably the one you need at the moment, I think it's called a sexual simulator and it's probably most used when a man is already ovulating, on a period or something idk men use it a lot and you seem to have or be experiencing something. The sex sim has two parts to it and it plugs into this mirror here, a woman might pretend not to know this exists but deep down we all know if we ever see in here that this is installed, i mean women build houses this way on purpose so duh of course we would know about these things in mens rooms. Anyways behind the mirror is a pump with some nice male friendly nutrient fluids inside that you might need to change ever now and then when they run out. You see this device is kinda used as the name says to somewhat simulate sex though it's a bit different because they had to build it in a certain way that works I suspect. I think the fluids come in canisters that males can buy from a pharmacy like with tampons and stuff and you just put the canisters in here at the back. So on the outside the sim might look a little familiar maybe it's a long clear transparent like tube with a pussy like opening at the end you know so you can put your penis inside. It's kinda like a pocket pussy or flesh-light from the old reality only this one looks different inside as you can probably see. I promise this next bit isn't like a really pussy but inside it's got what looks a bit like the penis filler this one is pink and similar size or just bigger than your penis hole right, though you'll notice it's tip gets more pointer at the end and has a small hole. you could think of this kinda like a dildo for your penis or kinda like how women used to use a dildo for thier vaginas or well we still do but anyways just think like your penis is a pussy that's gunna take this weird thing inside it. It all looks kinda lumpy and bumpy down the length so just be a little careful how you start getting on this one. So to use this one of course you insert your penis into the pussy like opening but like with the penis filler the inside of this one goes inside your penis. Once you got your penis all the way in or on and it's wrapped all around the inside then you can turn on the sim pump like this and it starts to slowly leak out liquid. The lumps or bumps pulse move from the back, forward like it's going into you which is kinda to simulate a feeling like liquid cum going into your penis like in sex or at least to imitate the motions of your penile muscles inside, but obviously it's difficult to recreate the exact external feeling of vaginal clamping mechanisms, vacuums and ejaculation pressure inside a woman so instead the filler like tube just goes deeper inside you."
Jack only had a look of concern and anxiety as Kelly explained these alien like contraptions.
"Oh wait I forgot to mention something remember earlier we looked at your penis hole and it kinda looked tight inside with like a skin membrane on the inside well men actually have a few of those and there called hymens, the number of them depends on how big and long the penis is but I'd say yours is pretty big so you should have quite a few I think it's maybe one per inch when hard and you look like your like maybe 8inches so I'd guess eight i mean you could be bigger I don't know I haven't measured you. Male hymens in this world usually have a smaller hole in them so you can pee still but they are super regenerative so don't worry about having to pierce threw them or breaking them when you do this. But I don't know if it's better to go fast or slow, my guess is somewhere I between is best cos if you go slow your gunna feel it hurt slowly but if you go fast maybe you might hurt yourself by missing a bit so I'm not sure I guess do what feels right I'm sure every man has his preference. Anyways when your on and going I've heard it feels like a great relief for guys and I'm assuming men like women also watch porn or something when they masturbate like this and I've also heard that for men sometimes it can take a long time to feel like your gunna climax but when you feel like it make sure to press this button on the side of the mirror because that makes the pump do a large ejaculation of fluid just like a woman in sex or well maybe it tries to get close to it but I think women still cum with way more and with more power. After this hopefully it will make you feel some kind of climax and will make your penis start to go soft again. Obviously after that you take it out and hopefully it stays that way though if it doesn't you just do it again more. The idea here I think is that your penis thinks it's gunna have sex and once it's been came into I thinks it's got what it needs and is all good again. Of course with actual sex inside a woman it's more like our vaginal walls in a specific place clamp and trap the penis in when we're ready and you men don't get to escape, then it creates a tight vacuum that we ejaculate into once there is enough pressure caused by our cum the hymens in the penis start to break or crumple and your orgasm starts, after your climax or male orgasm or whatever, the penis naturally begins to start pulsing or something and makes motions that end up sucking all our semen and sperms into your womb like a thirsty straw, male orgasms should feel like a repetitive continual sucking sensation so I've heard rather than an ejaculation that's why some women might not like there men to squirt using a dildo."
"The last one is similar to this though it doesn't have a pussy like covering just the inside part and it probably looks kinda scary compared to the other one as its bigger and longer. This one is used on your period or sometimes for certain men if they have very strong ovulations or fetishes, usually when your super horny because the normal sex sim won't be enough for some to stop strong period boners or ovulation erections that don't want to quit, if you have those you got to use this one, it goes inside your penis just the same though you might notice that on this one there is only one bump and it's quite big"
Jack was looking at this other toy with anxious eyes "Quite big Kelly that fucking huge! Its like um bigger than a baseball or something maybe even a football, I mean it's not quite a football but still, how am I meant to fit that inside me and what in gods name, the hell is it for?"
"Well it will fit inside you trust me stretchy penis insides remember and for period boners and boners that just wont quit. This one is used to simulate something different, this one is a um.... Birthing simulator. This one, well it's meant to simulate birth and it's the only thing that helps on bad period erections apparently, you know so your penis thinks the baby is being born. It works the same but in reverse to the other one, for this the big baby bump starts at the tip deep inside you then moves down till it exits your penis then it goes down to the base of the shaft at the mirror here reduces in size so you won't feel it then it goes back up to the tip inside you and re-inflates, it gets big, then it starts again, the whole thing is longer than the sex sim as you can see so it might even reach into the womb or just up to the cervix depending on the size of the man and the model. This one is extra large and long so it should get well into your womb hopefully and I'm assuming that's what you intended when you were all auto pilot mode before you got here, I think to get it in maybe there is a setting that doesn't have it all inflated up like this maybe that might be easier to start it putting it in and starting it that way. Though I should say from what I've heard even though it looks scary it's meant to be really fun and feels amazing for men, I've heard rumours some men like it some much they stand over their 'secret mirrors' or wherever all day watching pregnancy sex or birthing porn and fantasising about being pregnant and having kids and sometimes they do it even when they aren't on their periods also, some men just do it for fun and some do it to practice for childbirth. Oh I guess maybe there must be a setting for those who like the idea of feeling pregnant, surely there is a setting on this to just inflate it inside and have it up in there all large? Anyways weirdly in this reality men giving birth is not as painful as you think and actually some seem to even have strong male orgasms or squirts when they give birth too due to the stimulation inside when the baby rubs against your penile walls as it travels out and like I said the penis is actually really really stretchy inside so normally there isn't any birthing problems or they are like way less common than in the old reality when women gave birth that's for sure. and when it's finished pushing a baby or rather babies out it almost magically revives and heals itself back to normal after a few hours so it's kind of tight again. Men's body's here are truly wonderfully mysterious."
"I think birthing porn is secretly meant to be in men's top 3 favourites usually along with lesbian and normal sex or maybe pregnancy stuff to. For women we like to watch normal and male on male sexual activity's but not gay sex of course. Gay sex is something women don't like for reasons we like when males play with each other and kiss and stuff but anus over penis is bad, a mans penis in a mans butt is a no no, I'll talk about later but it's actually normal for certain men to be gay just not the sort women like due to their actions and who they are. But most men are straight due to their body's wants and needs to be attracted to women though being gay and lesbian is a bit more complicated than the old reality we can look at it later. Women also do like to watch ppp which means periods, peeing and play with the play referring to toys. So because I'm so nice and explained all this for you in a minute your gunna give me a nice little 'play' show you promised and I'll show you how a woman masturbates and cums, but I'll go get a towel or something before then cos it might get a bit messy."
"I know this all probably seems weird and crazy but it's normal here and I bet you'll like it if you try it and it looks like you kinda need relieving so how about we start you off on this sex sim and put on some porn or maybe a sex ed video would you prefer that? And if your still hard after that then we can try the birthing one and some nice porn after that huh?"
"Oh god Kelly this all sounds quite different pretty mad to be honest and not to mention complicated, I don't know if I can believe that it feels good to have some thing shoved in my penis especially that other one but if your certain it will help then well my penis aches so much its not normal, I guess I haven't got a choice I guess I have to play to this reality's rules. If it does work then id be so grateful so I'd be honoured if you could help me start up and even though you seem more horny than I remember, if I'm honest though it doesn't surprise me that you or even the old you wouldn't take an opportunity like this to jill one out over looking at a naked man, so go ahead if you want to do that because I really don't mind right now, we're adults and we live by ourselves like you said so anyways even if it's meant to be weird and stuff it doesn't matter if we're in here alone right, plus I'm actually kinda curious to see too if I'm honest like girls ejaculating now that's interesting I feel like I got to see that, oh god I bet that's a porn category to isn't it. Though if I'm honest maybe it's best if I watch something educational first you know so I know exactly what stuff looks like inside and how it all works."
Kelly blushes slightly "Yeah it is a category is just called P.e.e. for female pee play, eating out and ejaculation, which can cover basically anywhere, thing or person she pees or cums over. But Anyways omg Jack your the best brother ever, I'm so excited I'm gunna go run get my cum towel quick don't want to make a mess on your floor and I don't want my cum getting too near you. you just breath, chill and then I'll help you set up as your nervous. i get you never done this before, I'm sure all boys feel the same when they do it first time, probably? I mean I bet it will be easy for you since your an adult, your body must have had practice already right?" Still naked Kelly runs off quickly before returning with a large towel which she lays on the ground beside the mirror so she can view from an angle. She then types something in on the laptop and brings up what looked like a school sex ed reproductive anatomy lesson before she turned back to Jack. After that she comforted and encouraged Jack and even helped hold his hard aching throbbing penis as he moved up and touched the tip against the fake pussy sex sim. "It will be ok Jack trust me"
Time to go in
Jack and Kelly's excellent adventure
A spinoff of "changing the rules" by street0
(Changing the rules by street0) story line but just from one route, story follows Jack who downloads a app onto his phone that claims it can rewrite rules of the world. He is shocked to learn that it is real and it can. In this story Jack is a closet straight submissive with ideas of being in a more female lead world, various fetishes may occur depending on story branch. Idk I kinda just have ideas sometimes and write random rubbish.
Updated on Apr 26, 2026
by WBD
Created on Mar 27, 2025
by WBD
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