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Chapter 16 by WBD

Time to go in

Insertion and insertion

"Ok Jack were going to put it in nice and gently so we can make sure we get the tip inside to go into your penis" Jack slowly moved closer with Kelly holding his penis at the right angle as he entered the fake looking pocket pussy hole, it was surprising nice when he felt his penis head go inside , the toy was tight and lubed up making entering it pleasurable and easy like a real pussy. He slowly continued till his hole at the tip of his dick brushed against the thinner tip of the internal plug like length. "It's ok Jack were just gunna go easy in and once it's in the tip you go back and forth a bit gently till you feel ready to push further on. Because this isn't your body's first time it shouldn't hurt pushing threw your hymens, I'm sure your body is used toit now, but i guess for you it might feel uncomfortable and a sharp sensation as you haven't experienced it before. But once your threw a few of them your penis should start making more and more male cum like a lube which I guess is like how you would think femcum was. I know its all reversed and all from how it was before but this one makes you feel super good inside."

Kelly held a small amount of Jacks penis now only in one hand and his ass in the other slowly pushing him forwards whilst Jack started to feel the head of the toy poke at and slowly press against and then enter is penis hole, slightly stretching it open to accommodate for the slightly larger circumference of the toys internal thin pipe shaft. The whole thing was surreal this new reality Kelly had made, everything was reversed or just outright super weird compared to the original reality. Jack felt it enter and travel probably just less than an inch in before finding resistance stopping at presumably his first new penile hymen. "Kelly I feel it inside me but it stopped what should I do next?" he said nervously and slightly panicked. "Good job so far Jack that must be your first hymen so how about you just gently start thrusting back and forth slowly getting deeper and going threw each hymen at your own pace till your all the way on. I know it might not be the best but Just try imagine it's like back in the old reality and your trying to have sex there you know at the start when you guys want to just go for it but you also have to make sure not to hurt the girl too yeah you know what I mean. So just slow and then try get deeper, although you'd have to worry less than the old reality since you men here are more medically impervious to injury, I honestly did a great job making the penis a invincible regenerative mystery of nature so it might seem like a scary crazy thing to do but its honestly quite safe. Jack started to move in and out, it was tricky at first as there wasn't much distance to manoeuvre whilst Kelly held his butt and what was left to hold of the base of his dick yet to go fully into the toy. After very little time he got the courage and felt good enough to push in further. Inside he felt the new internal barriers of his penis slowly gently pop, pierced open or rather giving way one by one as he went further each time wincing a little before acclimatising himself a bit before continuing to the next one, it was more of a shock feeling than a painful one which he was more tricking himself to expect. Breaking the hymens wasn't as painful as he thought, it might be or rather might have been if he was a first timer from the sound of thing but it seemed like his body whilst he wasn't mentally in it had garnered a fair amount of experience. But it wasn't as pleasant as it could be either, it was like breaking threw a thin brick wall each time, stumbling threw it, only his penile canal was the wall. It wasn't long before he reached the last one and it was quite strange looking down to see his penis all the way onto this thing, the small bulges inside visible from the outside as his penis looked kinda bumpy. it was only now he kinda remembered seeing something that looked a bit like this before. It was kind of like anal beads in a way or rather a ureteral beaded plug of sorts, technically that was something from the old reality so maybe this wasn't as weird as it felt.

"Ok Kelly I think I'm all the way on now maybe?, what is next?"

"Just try make sure your on as far as you can go, then try to I guess clamp your penis muscles down if you can to get the best stimulation inside and don't move either, you don't need to do any thrusting or anything now, just let it do its thing inside you. Obviously in real sex there is a bit more moving or well maybe the woman usually does at least but for this just stay still, relax and watch whatever you want to when you do it you know the porn or videos or whatever you are doing. Your quite close to the laptop now right, its a rather convenient design wouldn't you think. So I'll press play yeah and turn on the sex sim and you can watch whilst it makes you feel good. Don't mind me I'll just be here touching my clit and fingering myself a bit whilst I watch the bumps form at your tip and move into your penis and into your crotch ok. Hopefully you'll know once you feel like you kinda are gunna climax then you can press the 'ejaculation' button and it will feel super good and help you get soft but it might take a few goes and like I said if it doesn't work this time well then we can always try the big one right, I'm assuming it's why you have one in the first place, some men just can't shake their body's urges and of course the penis gets erect because it wants the real thing right. Like well looks like your on all the way now so I'll turn it on and I'll press play on the video, it's just a short sex ed class video so hopefully it helps you see what it's like inside and you can always look up more after."

Jack didn't care anymore that he had some strange urethral plug dildo beads simulator thingy shoved inside his penis all he cared about was trying to stop this aching erection, it was just as annoying as having one in the old reality but somehow this just felt worse like an ache, like something he needed to get rid of rather than just wanted to get rid of. He felt as the sim started up and inside the feeling was so strange he felt the bumps move inside from his urethra or penile opening down his penis length to inside him where the simulator leaked a tiny tiny little amount of liquid each time like some kind of pre cum squirt reward of sorts.

The video had started and it looked like it was as expected, informative explaining anatomy, genders, sex and reproduction at a base level. An animated woman and man stood next to each other whilst the video explained puberty both models growing into adult form. The male a cute looking almost hairless femboy or rather sissy man, with a larger penis than the boy imaged prior to that. Beside was a tall some how dominant sexy looking woman with nice muscular breasts and a large amount of public hair growth, her height, breasts and pubes being the most notable things to develop from a girl shown prior. They both stood juxtaposed next to each other naked. Seeing their naked adult bodies kinda turned him on and the sex sim was starting to actually feel weirdly good, like an arousal or pressure was building inside him a new type of orgasm starting to build up, it was slow but starting to be noticeable. The video went on to explain sex and Jack started to really focus up on the screen and the audio explaining it also.

"When men and women are adults sexual intercourse is highly likely to occur on a regular basis especially if in a committed relationship but it can just happen casually at any time a woman chooses to initiate it. Sex with intent for reproduction usually starts during the males ovulation or the fertile period when a considerable amount of the time the males penis erects itself naturally when he has estrogen highs, his womb in need of a females sperm to fertilize his male ovum's. However sex can happen at anytime or place a couple or two individuals decide to participate or more likely just when the woman feels like initiating it. Once the male is erect the female also tends to get aroused and produces slick dripping precum which lubricates her vagina. If a female wishes to initiate sex at any time the male is not erect she can erect him by asking him to or making him eat her out or by just getting him to deeply inhale her pheromones in her pubic hair, males brains love the smell females give off in the genital area it makes their noses tingle and helps them get erect and usually puts men in a hyper sexual state where they tend to only think with their penis. Some men might have more resistance than others to pheromones but the taste of a vagina might even get the stronger mentality fortified fortunate males to obey sexually. Men might not initially want to participate not every man wants to have sex all the time for instance a males safe days are usually a estrogen low for them meaning they are less likely to get erections and interest in sex declines in these days. So naturally for a woman not wanting to start a family it's a good time for casual sex to be initiated. Its an unfortunate cross over for the genders sexual urges, but nature built humans for casual sex too, a man might not always be as excited for sex in his state here but once he is face in a womans genital area it's already to late for a previously hesitant or uninterested male. The females vagina, 'the superior genital', it's a literal mind changer. Just tasting female fluids will make chemical signals tick in a males mind, womb and now erect aching penis. Males will crave sex and female ejaculate, plus no married or claimed man can resist seeing his woman's pussy lightly coated with smegma, it's a sign a woman is loyal and not seeing other males, a males brain naturally knows it is his job to clean her vaginal labial folds with his tongue, millions of years of evolution have dictated this as fact and males also naturally know if another man has been doing their task for them, after all a man knows he wants to do it to please a woman regardless of weather he likes it or not. Of course a woman can clean it herself now in moder times using a shower or bath, but there is no need to especially if it gets a males head down there anyways tasting her sweet nectar." Jack had watched the video talking about these things. It continued as it moved on to show an internal view of the males ovaries in the ovary sacks producing ovum's which were released and travelled up fallopian tubes to the womb which was inside where it would be expected to be, same as it was before for a woman. The eggs getting close to the womb before showing sperms crowding and impregnating them panning out to show a happy looking man rubbing his belly. A different video re-showing the ovary's of another man, his internals making an egg but not yet released. Then an external view of a mans penis growing, an additional scene played out of the woman standing over the un interested looking male whilst she pushed his head into her pubic hair in a caring but slightly forceful dominant manner whilst she smiled watching her partners initially dulled expression turn to a embarrassed but some how positive if a bit shocked reaction before it turned to become slightly euphoric but docile looking and the man penis was very erect. The woman had released the mans head and naturally his nose and mouth moving down from her pheromone lady jungle lower into her labial folds to taste the vaginal ooze and Female smegma. Jack wondered if this was ok, it seemed a bit forceful and one sided at first maybe hypnotic but he guessed it was the new normal and males were meant to love a dominant female anyways, the video did mention it was all just part of evolutionary biology.

After this it transitioned to an animated bedroom scene the male now laying on his back on the bed whilst the female stood above him, her vagina now profusely dripping precum onto his awaiting penis. "Once both are ready they can chose a sexual position the standard being missionary where the female on top straddles the males erect penis either kneeling with her legs outside of the males or squatting down then inserting the penis inside her vagina so sex can begin. Once inside, her vaginal walls will clamp down on the males penis making both of them feel good stimulation. In this position and most positions the female is dominant and she typically moves up and down primarily focusing on stimulating herself before she feels her orgasm approach. When a woman feels it start begin, she will rapidly push herself down hard and fast before her vagina fully locks up and secures her mates penis inside, their is a natural mental trigger that happens in a female brain a couple moments before the orgasm and ejaculation actually takes place, a biological signal that tells a woman its time to get ready by securing her mate within her vaginal lock. The males penile head will be held locked tight in an area which forms around it creating a tight vacuum seal and preventing any leakage. The male at this point will have no control, no chance of escaping and cannot exit from this process even if he wanted to as his penis submits to her superior vagina. During this time of clamping and a bit before during sexual rubbing stimulation the males penis also makes its own preparations as it accepts its fate. The penile shaft and head slowly expanding a little to better fill space inside the vagina and the penile hole naturally winks and pulses dilating only a little bit just in preparation to receive. The female ejaculates in large bursts her sperm filled semen at his penile urethral hole. The males penis during sex will naturally grow during the intercourse and expand at the tip becoming more sensitive as it goes. The hole will dilate a bit in anticipation of receiving a payload of semen which build in the vaginal cavity containing and restraining the penile head. Pressure will slowly build as it stretches the males first hymen a little to be taut but overall the internal plumbing is still quite narrow to create a more pressurised intake. The containment area created in the vagina will help with creating the vacuum and the female will orgasm, ejaculate internally and will fill it completely and once full the males hymens will crumple under the pressure and he will experience the male orgasm. The male orgasm feels the opposite to the females, it's like a perpetual sucking sensation from his womb to the penis which draws in all the females ejaculate in taking it threw the penis sucking in and depositing it up inside his womb to meet his ovum's and create fertilised eggs. After this the female and male may still continue to repeat this process multiple times depending on the conditions both the females vaginal clamping and the males penile erection state as well as interest. A male who produces more ovum's will naturally have a body that requires more semen intake regardless of choice, a specific penile hormone that exudes during orgasm seeps into the vaginal walls and hormonally makes the female create more and more semen for ejaculation whilst also keeping a males penis rock hard for taking it all in."

Jack had been watching the video play, the female had stood above the male before it transformed to an X-Ray internal view showing both the male and females internal reproductive organs. The female inserted the males penis inside her and Jack watched the image as the penis went up her vaginal canal. At the top of it was no womb like on a previous reality's female but instead in a similar location there was a small pocket like area a vaginal end chamber, but it was a bit different in shaped structure to a womb. Above it connected by a thin tube was an organ which appeared to be a large organ a prostate that produced semen with two sperm producing testicles attached in a similar fashion to the old reality's female ovaries. The female moved up and down thrusting vertically before she slammed her self down the males penile head popping threw the tight space into the more small open chamber separated from the lower canal where its shaft was by the tight walls clamping shut on the rim of the head like a perfect fit. The males penile head situated just below the connecting pipe leading to the semen and sperm making organs. The area which pinched and clamped the penis under the ridge of the penile head looked like it got tighter as the penile head slowly grew too. A close up inside shot viewed the females internal seminal organ close to the males penile head and it begin to spray like crazy a beam of thick white sperm filled cum at a rapid rate at the mans penis such that it hit the penis and filled the small area inside the females vaginal chamber very quickly, as the pressure built the close up showed inside the penis the first hymen inside the mans penis begin to bend and crumple bursting inwards as did his other hymens in rapid succession. At this point Jack watching began to feel a strange sensation quickly build up inside him, his penis felt like it was thinking of pumping or sucking and he without even thinking instinctively pushed the button at the side of the mirror inducing a deluge of liquid to shoot up his penis and inside him in tandem with the visuals of the video. In the video the males womb and penis then looked like they were convulsing sucking and pulling the female sperm rich cum into the males quivering womb. The female was still ejaculating hard even at this point despite it showing there was no male ovum's to yet be impregnated by her sperm. Jack was feeling something similar although he of course was not getting pregnant just from this masturbation tools male internal friendly nutrient lubricant. But he felt liquid inside him presumably in the new womb he had. The bursts of the sim lasted about a minute before they stopped Jack pressed the button for a second time after the video showed another couple where the man did have ovum's inside watching the mans ovum's fertilised and being **** by gangs of sperm whilst they drifted and travelled and attach to his uterine walls inside before watching an external view of both people with orgasm contorted orgasm faces.

The video continued on for a bit with the female cumming more times plumping up her mans belly a little before the female decided to decouple from the male ending their sex and the video with a message about the next episode and by that point Jack felt his penis still hard, start to feel like sucking again so once again he pushed the button for a third time and felt more liquid bursts go inside him. It was a strongly alien like orgasmic feeling to him, but real sex with a real females sperm breaking down his hymens triggering an actual male orgasm would be even better rather than his penis being fed nutrient juice by a sex toy at least that was now what his brain was telling him.

After the video ended he looked back at Kelly who was very sticky, her fingers and pussy dripping white but she didn't look like she fully came yet. Maybe she just hadn't cleaned much, she might have mentioned she wasn't seeing any boys at the moment, or at least Jack assumed that, it made sense she might be a bit smegma covered, but the pre was dripping, oozing none the less. Jack watched for a little bit before realising a thought that bugged him, he'd taken 3 huge amounts of fake cum inside him but he was clearly still hard and what was worse was he had realised that meant he was a male who produced a lot of ovum's and estrogen and was now thinking about the liquid inside his womb and how for some reason he subconsciously wanted it to be real female cum impregnating him before he would grow his inevitable sextuplets or something and have to birth them out his penis, oh god why was he thinking this this new reality and body were effecting his mind. The thoughts scared him a bit but also confusingly extremely aroused him further but also confused him and before he realised Kelly was helping him out of the sex sim removing his penis and changing it out of the mirror to install the birthing sim.

Internally he felt very anxious standing still frozen in his thoughts but intrigued as Kelly helped him place his penis up against the shaft again she had turned the sim off or into some preparation stage before she positioned his penis to the toy guiding it in the dilated hole and also squeezing his behind a little as she pushed his butt. His pre lubed penis slid quickly and kind of effortlessly in place, the device going much deeper inside such that jack could feel it way up in him like where he felt the liquids go before. He momentarily got used to the thing being that deep in him before Kelly began switching it back to its on setting and Jack feeling inside the huge bulge expand deep inside, Kelly pushed his butt again from behind and he felt his penis go a little deeper onto the shaft inside him the bulge slowly growing repositioned in the liquid filled space which wasn't present inside him before all this reality changing. The sensations of expansion causing a squeal as it now rested inside his womb presumably.

"Omg Kelly wtf, I wasn't ready yet, it's so large inside me I can feel it all the way inside and its still growing. Oh god I bet if I even move this is going hurt so bad, like I guess it's inside my womb now or something, this is crazy it's too weird I never thought I'd feel that deep inside me. I never even had a womb before all this, I cant believe you changed reality to be like this."

"I'm just helping Jack ok, im sorry for startling you turning it on with out warning. but this is just how it is now and you asked for my help so you got to put up with it. Now how's about I put on some nice porn for men huh? I bet secretly your a birthing guy judging from how your still super hard and have this sim I bet your body's mind is going to love the idea of having babies, watch this I bet you'll love it. Kelly clicked on a video labelled 'hot ginger Dilf births sextuplets with squirting orgasm'. You might not have noticed with the sex sim but with this one you will I think, these things are like smart tech and they are already Bluetooth linked or something to your laptop. There smart in the way that whatever your watching its going to know what the content is and how it can mimic it so for example with this it stimulates you at the same time as the births in the videos isn't that cool." she joyously explained before returning to her towel covered area and squatting down rapidly fingering her pussy. Jack realising that watching the video that Kelly have just clicked play on would mean the thing inside him would now try to mimic parts of the video, namely the part where as it name suggested there was a simulation of birth!

Jack rather anxiously watched now, seeing the video showing from a low camera angle a rather cute looking ginger adult sissy. A heavily pregnant man or rather what Jack would have assumed was a unbelievable pregnant looking femboy in a hospital bed. His hairless legs spread wide by medical birthing equipment with the camera centred looking directly at his large alarmingly dilating penis. The hole leaking uterine water as it slowly grew, it looked like the penis hole was wide for what it was and looked like it could fit a penis of the same size in it, it wasn't massively gaping compared to presumably how it soon would be but it was much wider than was normal. The heavily pregnant sissy man strained a little looking uncomfortable but not overly in pain his deep heavy breaths feeling what jack must have assumed were contractions, before his face suddenly changed to that of slightly painful looking ecstasy. Jack watched and felt inside himself as a large simulated bulge budged inside him. it was forceful and couldn't be stopped but it very slowly exited his womb pushing open his cervix and expanding inside and felt all of it as he watch. He saw in the video as the ginger males penis appeared to begin to bulge at the crotch and the massive bulge of a human baby head very slowly travelled along his penises shaft stretching the thick penis out to a much more inhuman looking degree before getting to the widened tip. The baby's head crowned at the hole stretching it beyond belief. Jack was feeling his own simulation of this and it was somehow amazing? It was like the fake baby bump seemed to rub all of his penis in a way that he never thought possible and it was orgasmic, incredible, it made him feel like he could be a proud father one day and it was making him ecstatic and orgasmic as he watched and he felt it, the large head of the baby popped out of the penis with a burst of transparent male cum and womb fluids spurting out afterwards, some squirt came out the mans backside also. This sent Jack over the edge feeling his own squirting orgasm which coated the birth sim, the floor, his legs and mirror in his transparent male cum a little as something had squirted and leaked out his bum. The video repeated this as advertised Jack no longer with fear or anxiety continued to watch and orgasm with pleasure. The man birthing 5 more times for the other baby's Jack feeling each one more orgasmic than the last before feeling the final one and his penis feeling softer and go floppy but still attached to the moving apparatus. The man had given birth to two boys and four baby girls. As the video ended jack was hearing whimpers and rather deeper exasperated feminine sounds.

Turning to watch as Kelly climaxed her vagina spraying like a ultra power crop sprinkler or a hose-less fire hose fast extremely powerful bursts of sticky juice like super fertile white female cum all over her towel below, the spray and her vaginal labia flicking specs in all downwards angles all over the place in bursts that lasted about a minute more or so before short seconds of rest then back to it, the blasts powerful enough to have small back sprays off the towel. For Jack watching his sister looked so intriguing her face was somehow very beautiful and satisfying to look at in its ecstasy filled state and he wondered when he would find a girlfriend who would do the same only inside him. Judging the power it came out with it was surprising that neither gender seemed to get hurt, it was much more powerful than any male ejaculation had ever been and that wasn't even accounting for the fact it travelled a further length than it should have done naturally. Plus the vaginal folds and labia didn't help as well as the hole not really helping aim as well when there was no penis inside it. Kelly's face was orgasmic and she clearly produced a lot inside her as it was still going.

What's next?

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