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Jake knew immediately when he saw the envelope in his letterbox. He'd didn't have to open it to know he'd been selected to participate in the 48 hour challenge. Very little was actually know about what went on during the challenge but essentially the candidates had to survive temptation for forty eight hours or else suffer consequences. Not taking part wasn't really an option.
He opened the letter to read his instructions.
It was a standard template letter with just his name and appointment time hand written in.
"Congratulations Jake, You've been selected to participate in the 48 hour challenge. This will take place in the [redacted], please be ready for the driver who will bring you to our location on the 10th. I strongly advise you do not make any attempts to have the vehicle followed as this will immediately end your challenge, but not any possible punishment for you and those you get to follow us.
The challenge is simple survive 48 hours of our brand of manipulative and psychological torture and you can leave like you came in, however if you fail there are two punishments.
Falter in the first 24 and you will suffer punishment A. Falter in the second 24, and you'll suffer punishment B. Both punishments are permanent and will affect the rest of your life
We do have an alternative if you want, but this is a coin flip with the outcomes either punishment A or B.
The driver will have the coin, so either you go with him or flip the coin.
Once again congratulations
Yeah congratulations Jake thought to himself, what was there to be congratulated on.
Jake didn't really like the prospect of a life altering punishment, so the coin option was ruled out, but he figured that he was mentally strong and could withstand whatever they would throw at him.
So on the 10th he was ready and waiting for the driver. He indicated his preference to take the challenge and was driven off. The driver drove for a short while, then drove into an underground car park where Jake was taken to an awaiting SUV with privacy glass and four other 'candidates'. All of them were now blindfolded and had earplugs inserted to ensure they couldn't try to figure where they were going. The SUV exited the carpark and drove for around another hour or so with the driver taking plenty of twists and turns Eventually they stopped again they went into another underground carpark and were all led out still blindfolded.
Jake was led into a room, his blindfold and earplugs removed, and the person in front of him introduced herself as Terri
"Welcome Jake, I'm Terri one of the interns at the institute. We have some formalities to go through before we start the challenge.
On page 1 of the form we set out again the challenge that you are about to take, please read and if you're happy to continue and accept the potential risks please sign at the bottom. On page two please sign and date to indicate that you are doing the challenge of your own free will and not under duress from others. Please also sign the line to indicate that you were given a final opportunity to take the 50/50 option but declined and wanted to take the challenge. Once done place in the envelope and lick the seal and close, then sign over the seal. This way all interests are secured and no one can claim the forms were tampered with."
Jake read the document carefully, just to check that they hadn't put anything else new into the challenge that he wouldn't agree with, but before he actually signed he wanted more information on the type of psychological tests that would be done, but Terri could only tell him that the tests were specifically tailored to each individual, so she didn't know herself what they would entail. But reminded him he could still back out and take the 50/50.
Jake signed all the pages and handed back the sealed envelope.
Terri then said " Ok it's now 1150am, so we will call it 1200pm as the start time, one of the coordinators will be with you now to get you started. Good luck."
The door opened and Jake was lead into an adjacent room by a tall blonde who introduced herself as Jennie.
"Welcome Jake, your challenge has now begun and will end either if you fail at any point, or upon surviving till 1200pm on the 12th. You probably have a million and one questions abou howt we are going to test you and manipulate you, and I will answer all that in time.
For the first 24 hours, as you are aware if you fail you will suffer a punishment, I can now reveal that the punishment will be that you will be caged for life. So how do you fail , well if you cum during the 24 hours that's a fail.
For the last 24 hours the punishment if you fail is that you'll be a girl for life, and how do you fail in those hours, again it will be if you cum the only difference is for those 24 hours we'll have turned you into a girl, not for good mind just for the 24 hours, unless of course you fail, then we'll leave you like that.
All of our manipulation and psychological test that we have designed for you are based off your online activity, and boy have you gotten some interesting history."
Jake thought he'd been very careful, he had no real online presence, he didn't have an email address ( well not that he let on about), he used VPN's for browsing and for any socials which were under an alias, so how had they found out, or was that part of their manipulation he thought to himself.
Jennie continued "Yes we can see that you have particular fetishs of guys getting caged or feminised, so that's what we selected as your punishments"
"You're going to turn me into a girl for 24 hours, how, but more importantly you people are sick".
"We use this special formula called elixir once administered the effects take hold and..."
"Well I'm certainly not taking anything from you that'll make that happen to me."
Jennie continued "You've already taken it when you licked the envelope seal, it's a time release so now you have a choice, deliberately fail in which case we wil cage you, and give you the antidote or you become a girl for 24 hours."
"Yeah I don't believe you, this is all part of your manipulation, you're just trying to freak me out, I bet there's no such thing, I also bet that those punishments aren't actually true either, yes there maybe something but I doubt that it'd be different for each person, that'd be very hard to arrange, having standard punishments would be far simpler."
"You were saying" Jennie said holding up a small pink cage "I can assure you the punishments are all too real, and are tailored, you can tell yourself whatever you want if it helps you."
Over the next 24 hours, Jennie subjected Jake to increasing levels of manipulation, he edged himself several times as she and some of the other coordinators offered up suggestive comments to start with followed by writhed practically naked in front of him, then asking him if he wanted to rub down their bodies with oil to feel their tits and rub their pussies or did he want to see them do that with each other. They tried kissing each other but Jake didn't cum, they tried giving him suggestive materials to read and pictures to look at, but still he managed to prevent the release they wanted
As the clock ticked on towards the last 15 minutes of the first 24 hour period, Jennie stepped it up a notch
"Oh Jake, don't you want us, don't you want to throw us on a bed and fuck our brains out. I think you do, your cock is practically begging for it, look how firm and erect it is. If you don't want to have us, at least give it the release it wants, go on that's it take a little of the oil as a lubricant and stroke it, that's right go on , you can go faster than that."
Jake couldn't help himself, it was as if he had almost no free will left, but somehow he managed to catch himself just before he released. "Fuck, shit, that was close, you bitches are full on evil, but you're not going to get me. I've survived the first 24 hours you're not going to cage me..Haha."
Jake then waited for the inevitable, but as minutes ticked by and he didn't change, he felt vindicated in thinking it was a ruse. " So much for your formula, if it does even exist."
"I don't understand, it should have kicked in by now, but while we wait, onto the back up option, Girls grab him" Jennie said.
Jake was grabbed stripped of his clothes, and had a set of c cup falsies along with a pussy panty attached within seconds. They followed up with some make up, and tight clothing.
"Hey Jake, or should that now be Jade, how do you like your female self. How do you like being feminised, just like those stories you read, is it all you imagined. We have so much other bits of fun organised for you later."
"I hate to break it to you but I'm not exactly in a position to cum when I'm like this, do you're going to fail"
"Well let's just see what happens as the day progresses, shall we."
Throughout the next hours, the team subjected Jake to various humiliating situations and getting dressed up in increasingly sluttier tighter and shorter outfits. They tried to get him to rub his fake tits and pussy and try to pretend they were real, and imagine what it'd be like if they were and how good it would be if he were a girl with tits and a pussy. He could be just like they are, they could be friends, do girl stuff together go out to get guys, and have guys fuck their pussies , and so on.
Of course this was turning Jake on, and at one point they caught Jake dropping his hand down below the waistband of his mini skirt and under his panties, and rubbing his fake pussy, but being all trussed up as he was with the pussy panty in place he couldn't jerk off or get any release. For this he was extremely glad, he couldn't understand why they left him like this, but whatever the reason he was glad.
With half an hour to go Jake was taunting Jennie, "Haha, you're going to lose, only 30 more minutes and I'm free to go, then I'll expose you all."
Just then the effects of the formula or elixir as they referred to, kicked in. Within minutes Jake turned from man to a girl barely half his previous size. His pecs became impressive tits, his cock turned into a tight pussy, and his shaved bald head sprouted a shock of long blonde hair.
Seeing his new form Jake/Jade's fingers dropped down to feel all the new curves, the perfect breasts, and more importantly the new pussy. Jade couldn't help but put her fingers inside, not after the sensations she felt on touching the outside. " Ooh Fuck".
"That's it Jade, have a good feel of that pussy you've always wished for. It feels sooo good doesn't it, try putting your fingers inside and see how that feels. You know you want to" Jennie said while Jade was still getting acquainted with her new pussy. The rubbing outside had sent waves of electric pleasure through her but her fingers inside her brought things to another level. Jennie sensing that she could easily now push Jade over the edge, handed her a large black thick dildo encouraging her to use it to help her along. Jade was lost to everything else as she grabbed Jennie's hand holding the dildo and guided it towards her pussy. And as Jennie's hand started pushing it in Jade was practically encouraging her to pump it in faster and faster. To which Jennie responded without hesitation.
It was then Jake/Jade noticed the clock, it was almost midday, he was practically there, but so too was Jade's pussy. He screamed at Jennie to stop, but it was too late, just as the clock started it's chime for midday Jade's pussy exploded and leaked all down the dildo and onto Jennie's hand.
"Aww too bad, you almost made it, but I guess you're stuck as a girl now Jade." Jennie laughed as she mocked her.
"You bitch, how could you do this to me, this is all your fault" Jade screamed at Jennie.
"You're the one who wanted me to do it, you were practically begging me. Anyway the driver will pick you up in 15 minutes, and take you home."
"And what am I supposed to do now"
"Not my problem, have a nice life Jade".
With that Jennie disappeared, and Jade found herself being blindfolded again and led to the underground carpark where the SUV she arrived in awaited.