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Chapter 16 by WBD 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 tight and lubed up making entering it pleasurable and easy. He slowly continued till his hole at the tip brushed against the 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 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 but it might feel uncomfortable and a sharp sensation as you haven't experienced it before. But once your threw them your penis should start making more male cum which I guess is like femcum was but this one makes you feel super good inside.

Kelly held a small amount of jacks penis in one hand and his ass in the other slowly pushing him forwards whilst Jack started to feel the head of the toy enter is hole slightly stretching it open to accommodate for the slightly larger circumference of the toys shaft. Jack felt it enter and travel probably an inch in before finding resistance stopping at presumably his first hymen. "Kelly I feel it inside me but it stopped what should i do next?" "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 start but also making sure not to hurt the girl too so just slow and then try get deeper. Jack started to move in and out , it was tricky at first as there wasn't much distance to manoeuvre but after a little time he got the courage and felt good enough to push in further. Inside he felt the barriers of his penis slowly pop one by one as he went further each time wincing a little before acclimatising himself a bit before continuing to the next one. Breaking the hymens wasn't as painful as he thought it might be but it wasn't as pleasant as it could be either, it was like breaking threw a thin brick wall each time 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.

"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 clamp your penis muscles down if you can to get the best stimulation inside and don't move just let it do its thing. Obveously 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 the porn or videos or whatever you are doing. your quite close to the laptop now right so I'll press play and turn on the sex sim and you can watch whilst it makes you feel good. Dont 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 once you feel like you 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. 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 errection. 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 little amount of liquid each time like some kind of pre cum reward.

The video had started and it looked like it was explaining anatomy, genders, sex and reproduction at a base level. An animated girl and boy stood next to each other whilst the video explained puberty both models growing into a sexy looking hairless sissy man with a larger penis than the boy and a tall dominant looking woman with nice muscular breasts and a large amount of public hair growth stood next to each other naked. Seeing thier naked adult bodies kinda turned him on and the sex sim was starting to actually feel weirdly good, like an arrousal or pressure was building inside him a new type of orgasm starting to build up. The video went on to explain sex and Jack started to really focus up on the screen.

"When men and women are adults sexual intercourse is highly likely to occur on a regular basis especially if in a committed relationship but can just happen casually at any time a woman chooses. Sex with intent for reproduction usually starts during the males ovulation or period when a considerable amount of the time the males penis erects itself naturally when he has estrogen highs, his womb in need of female sperm to fertalize his ovums. 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 it. Once the male is errect the female also tends to get arroused and produces slick dripping precum which lubricates her vagina. If a female wishes to initiate sex at any time the male is not errect she can errect him by asking or making him to eat her out or by just getting him to deeply inhale her pheromones in her pubic hair, males love the smell females give off in the genital area it makes thier noses tingle and helps them get erect. He might not initially want to participate not every man wants to have sex all the time but once he is face in muff it's already a mind changer. Just tasting us will make his mind, womb and aching penis will crave sex and female cum plus no 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 man knows it is his job to clean her pussy with his tounge and he knows if another man has been doing his task for him, after all he knows he wants to do it weather he likes it or not. Of course a woman can clean it herself in a shower but there is no need to especially if it gets a boys head down there anyways tasting her sweet nectar ." Jack watched the video as it moved on to show an internal view of the males ovaries in the ovary sacks producing ovums which were released and traveled up fallopian tubes to the womb which was inside where it would be expected to be before an external view of his 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 shocked panicked reaction turn to become docile looking and the penis erect, mouth moving down from her pheromone lady jungle lower into her folds to taste the vaginal smegma. Jack wondered if this was ok, it seemed a bit forceful and one sided maybe hypnotic but he guessed it was the new normal and males were ment to love a dominant female anyways.

After this it transitioned to a bedroom scene the male laying on his back on the bed whilst the female stood above him, her vagina profusely dripping precum onto his penis. "Once both are ready they can chose a sexual position the standard being missionary where the female straddles the males errect penis squatting down and inserting it inside her vagina so sex can begin. Once inside her vaginal walls will clamp down on his penis making both of them feel good. In this position and most positions the female is dominant and she moves up and down stimulating herself before she feels her orgasm approach. When she feels it begin she will push herself down hard and fast before her vagina fully locks up and secures her mates penis inside, the males penile head will be held in an area which forms around it creating a tight vacuum seel and preventing any leakage. The male at this point will have no control and cannot exit from this process as his penis submits to her superior vagina and during this time of clamping it accepts its fate slowly expanding a little to better fill space and dilating a little at the penile hole. 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. The hole will dilate a bit in anticipation of reciving payload which stretches the 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 she will orgasm, ejaculate and will fill it 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 pipetual 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 ovums and create fertalised 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 errection state. A male who produces more ovums will naturally have a body that requires more semen intake regardless of choice."

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 realitys female but a similar but different shaped structure which appeared to be a large organ that produced semen with two sperm producing testicles attached in a similar fashion to the old realitys female ovaries. The female moved up and down thrusting vertically before she slammed her self down the males penile head popping into a more small open chamber separated from the lower canal by the walls but situated below the semen and sperm making organs. The area which pinched and clamped the penis under the ridge of the penile head. A close up in tank 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 filled the small area inside her 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. 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 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 his womb. The female was still ejaculating hard even at this point as it showed the males ovums penetrated and impregnated by her sperm. Jack was feeling something similar although he of course was not getting pregnant just from this masterbation 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 minuite before they stopped Jack pressed the button for a second time still watching the mans ovums fertalised and being **** by gangs of sperm whilst they drifted and traveled 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 thier 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 orgasmic feeling 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.

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. 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 ment he was a male who produced a lot of ovums and estrogen and was now thinking about the liquid inside his womb and how he 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. The thoughts scared him a bit but also confusingly extremely arroused him further but also confused him and before he realised Kelly was helping him out of the sex sim and changing it out of the mirror to install the birthing sim.

Internally he felt very anxious standing still frozen but intrigued as Kelly helped him place his penis up against the shaft again before she pushed his butt and his pre lubed penis slid quickly and kinda effortlessly over the huge bulge in one surprising motion engulfing it deep inside, Kelly pushed his butt again from behind and he felt his penis go deeper onto the shaft inside him much deeper pushing threw somewhere and the bulge clearly entered threw a tight space which wasn't present inside him 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 oh god I bet if i even move this is gunna 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'm just helping Jack ok, now how's about I put on some nice porn for men huh, I bet your a birthing guy judging from how your still super hard, watch this I bet you'll love it. Kelly clicked on a video labeled hot ginger Dilf births sextuplets with squirting orgasm. I think this thing is already Bluetooth linked or something to your laptop so it stimulates you at the same time as the births in the video isn't that cool" she joyously explained before returning to her towel covered area and squatting down rappidly fingering her pussy.

Jack watched from a low angle a sexy looking ginger adult heavily pregnant man in a hospital bed. His hairless legs spread wide by medical birthing equipment with the camera centred looking directly at his large dilating penis. The heavily pregnant man strained a little looking uncomfortable but not overly in pain heavy breaths before his face suddenly changed to that of extacy. Jack watched and felt inside himself as a large simulated bulge very slowly exited his womb pushing open his cervix and expanding inside and he watched as the ginger males penis appeared to bulge at the crotch and the massive bulge slowly traveled down stretching the thick penis out before 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's like the fake baby bump rubbed all of his penis in a way that was orgasmic incredible it made him feel like he could be a proud father and it was making him extatic and orgasmic as he watched and he felt it, the large head of the baby popped out of the penis with a burst of male cum spurting out afterwards. This sent Jack over the edge feeling his own squirting orgasm which coated the birth sim and mirror in his transparent male cum. The video repeated this 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.

Turning to watch as Kelly climaxed her vagina spraying like a crop sprinkler fast extremely powerful bursts of sticky juice like super fertile white female cum all over her towel below, the spray flicking specs in all downwards angles all over the place in bursts that lasted about a Minuite or so, the blasts powerful enough to have small back sprays off the towel. For Jack watching his sister looked so intriguing 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 the wider vagianl hole didn't help 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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