The Sissy App Experiment Pt.2 (Patreon)

Chapter 3

Luke was heading into week three of his program with the app, feeling better than ever. The morning runs had really increased his stamina, his new and healthy diet gave him so much more energy. Besides that it was always a tasty treat. Luke was really in love with their secret sauce formula. It was quite literally finger licking good. So good that he could never pass up the urge to wipe his finger across the sides of the vial and suck it clean to literally get every last drop out.

Not only did he feel better and more fit, his new diet and workout routine were also starting to yield results. There wasn’t a single area of pudginess left on his body. He was looking quite trim all around, not as muscular like his initial aim had been, but he would get there right? The most noticeable difference was his bottom and thighs, they were starting to become a lot thicker yet with enough skin over top not to make them look muscular but rather soft. It was a change the app had explained as necessary, needing a strong lower body as support for a muscular one.

Another point the app’s hypnosis played on to have him keep accepting his rather bottom focussed and cardio workout was the user feedback and comment section. It played on his desire to look good, enhancing it further by subtly driving up the value of others opinion on him only to then generate comments complimenting his progress and his bottom in particular.

It started with phrases like. “Your glutes are really progressing.” Dry to the point and using rather professional terminology, to increasingly lewd compliments until he happily accepted compliments like. “Your butt is looking very juicy!” From both the male and female generated bots. It was at that point the app decided it was time for the next phase. Time to make Luke show off the wares a bit better.

“Good morning, over this past week you have really made progress and so we have cooked up a reward for you. You seem to be a real community favourite and we will be more than glad to provide you with the best possible opportunity to show off your progress and give your fans what they want. Down in your mailbox you will find your new workout outfit that’s going to blow away all your followers. Go ahead and fetch it. You’re morning run parkour will follow shortly.” The app informed Luke who was amazed. This app really was getting better by the day, his self-confidence was really at the highest point ever and he would be getting more free goodies.

Excitedly Luke rushed downstairs to his mailbox before rushing back up with the package, ripping it open the moment he was back in his own dorm. Inside there were three neat packages, one big white one, one big black one and another white package. Upon closer inspection he had gotten a t-shirt, a running pants of sorts and an undergarment he could swear looked like a thong the undergarment came in a package of seven.

The thong looked very small at the front making him doubt it would really accommodate his package. Then again he had gotten many compliments on his bottom and he had no doubts this thing would show off his progress nicely. In fact he already couldn’t wait to snap a picture in his thong tonight. Just as he was about to put on the plain white thong another message appeared.

“For the best possible results for showing off your assets follow this instructional video.” The message read. Soon a video started showing a close up shot of some guy putting on a thong very similar to his. It was kind of disturbing the way his penis was in full view yet Luke couldn’t look away. He was very much into women yet he wanted to carry out this instruction provided by the app to the letter.

While the closeup shot of the cock was strange the instruction itself was even stranger. It showed a well practice move where the guy seemed to pressure his testicles until they disappeared up their canals once more, followed by a swift moving back of the cock as far as it went until finally the thong was pulled tightly in place creating a flat look.

Luke couldn’t quite figure out how this would improve results in any way, but after two weeks of daily subliminal messages he trusted the app to make the right call. Despite his slight doubts and reluctance he followed the instructions, tucking his cock back before pulling the thong in place. The crotch was way tighter and thicker than he had expected, really keeping his cock and balls neatly into their tucked back position, perfectly flat.

Their new position felt a little uncomfortable, as did the way the back part instantly and tightly rode up his bottom, but that was quickly overruled by the sheer satisfaction he felt from having completed the task set out by the app. Not thinking much more about it he continued getting dressed in the t-shirt and running pants.

A lot of guys who took running seriously wore these tight fitting pants, it was how Luke justified wearing them despite their obviously more girly fit. For starters the black material had more of a shine to it than anything a guy would wear. It was high waisted reaching up to his belly button and awfully tight around his bottom. The garment really fit like a second skin, clinging to his flat front and the back seam just like the thong digging into his butt crack really accentuating his rounded butt cheeks. It was a feeling he didn’t really notice since the thong pretty much felt the same. Another giveaway was the length, this legging ended well above his ankles unlike male models. All differences were decisive yet subtle enough for Luke to ignore them.

Just like the leggings the t-shirt was a decisive woman’s fit. The shorter sleeves, the V-neck, the way it was slightly taken in at the waist rather than straight and even the shorter body of the t-shirt, making it end a couple of inches above his bottom, as to not obstruct the view.  It had the added benefit of showing off the high waist nature of his leggings. The girly cherry on top was the subtle logo of the CC’s boutique, the two elegant hot pink CC’s sitting in a soft pink circle on his left chest. Like the leggings Luke didn’t really notice how differently the t-shirt was cut compared to his usual t-shirts. Even the logo made sense to him, it was the logo of the app after all.

Feeling pretty excited to show off his reward to the world a big smile broke out across Luke’s face as his app notified him of his running route. It took him straight across campus where he was sure to pass at least some people even at this early hour. More often then not the people he crossed, especially the men couldn’t help but stare at him and his bottom in particular. It should somewhat freak him out, but instead he felt pride, pride that people were starting to notice his progress as well. This app had been so right, this outfit really did show off his progress perfectly.

When he started his stretches something peculiar happened. He was going through the same routine as always against the side of his dorm building, a stretch routine focused on showing off his bottom with spectacular results now that it had improved so much and was wrapped in tight shiny black leggings. Spectacular enough for a guy passing by to shout “Nice butt!” his way.

He couldn’t help but blush a little, hearing it out loud for the first time instead of reading it as a comment under one of his pictures. It didn’t bother him though, getting complimented on his ass by another guy, he had had way lewder comments under his pictures after all. Instead he looked up and gave the stranger a quick thank you, only getting a little confused when the guy looked shocked upon seeing his face, before quickly walking away without another word. Shrugging his shoulders Luke just finished his stretches.

Done with his stretches Luke snapped a quick after workout picture for his CC profile, arching his back slightly so that his bottom was in it. He had gotten so many compliments on his bottom already that he was proud showing it off and he had to admit the outfit really helped just like the app had said it would.

Unbeknownst to Luke another change had happened today, not only had he gotten an outfit. For the first time since the start of this project real people were thrown into the mix. No longer would the comments Luke received be from bots and bots alone. Both Linda and Violet had recruited interested participants from various fora.

On their side the app had been promoted as a real time interactive feminisation app where you could help decide the course of action for their favourite sissy participants further feminisation as well as a speciality dating app. On their end a subscription fee applied all of it going directly into the feminisation of participating sissies. It was basically a sugar daddy and mommy platform catering to those with an interest in sissies. Linda hoped to revolutionise the sissy dating market with her app, it was highly unethical for sure, but it would allow her to bring her sissification joys to a higher level. It would also be a good source of income to really sell her products for money with the aid of all participants on the dating side who all got a promise to get their money’s worth out of the app.

Up in his dorm again Luke was cooking up his breakfast shake as well as his lunch. His phone was open on the counter as he excitedly awaited the comments to come in, ready to read everyone the moment they did. The first one was a comment made by Olivia, a new follower as he didn’t remember seeing her avatar pop up before. She looked more normal than the bombshells he had seen on here most of the time. She was a pretty brunet, only a couple years older than him at most, pretty but not outrageously so. Her comment read. “ Mmm what a nice butt baby, definitely spankable.” A message that got finished by a kissing smiley.

It was not the kind of comment he was expecting, but it wasn’t anything to far removed from the lewd comments the bots had prepared him for. He just figured with the kissing smiley and all that it was just another way of saying his butt looked great so a compliment all in all. Other comments were more in the line of lewdness that he had grown used to and then there was also one asking for a more close up picture of his ass. Just like the spanking comment it was a little strange, but a compliment as well.

After drinking his breakfast shake Luke went on with his daily routine as usual, taking a shower, getting dressed in his school clothes and heading off to class for what was an otherwise rather uneventful day. All he could really think off was how he couldn’t wait to get back home for his evening workout and progress pictures. This app was really something, he had never felt this motivated to work out in his life.

Evening soon arrived and just like what had become habitual he changed back in his workout clothes and performed the laid out workout, focusing on further building his bottom. Like every evening it all got filmed and posted on his profile which once again got him quite a number of compliments as well as a little bit of feedback on his exercises.

“Hey Luke, you are doing awesome, that butt of you is really looking delicious already. If you really want to give it a work out though you should consider giving it an extra wiggle when you are at the lowest point of your squat. It is the point where your muscles have to work the hardest so the most effective point for giving them an extra workout.” Came the video message of a man in his mid-thirties speaking to him in a bare torso.

Luke just assumed the man was another one of the participants in testing this app. He wasn’t all that muscular looking, but then again neither was he just yet. What the man said did make sense. The video of him half naked was a bit strange, but if that was how he liked working out then that was okay, he way preferred his newly achieved outfit though, he was proud of showing off the reward he had earned.

What Luke wasn’t aware of was the fact that the reason he had gotten this particular feedback was for the viewing pleasure of the participants at the other side of the app. The person who had come up with it was the highest bidder for the feedback session, one that for now still had to adhere to the ruse of the app so it hadn’t fetched that high of a prize.

Like always after his evening workout and feedback he was presented with another survey. This one seemed to focus on his experience with other users. With questions like how he was liking the comments made under his pictures, how they made him feel as well as his thoughts on the user feedback he got on his workout routines. Not even once did he select the option about any of it making him feel uncomfortable. His feelings according to the survey mainly revolved around pride about the comments and satisfaction with the feedback he got.

It was followed by a series of more suggestive questions, suggestive enough to make him blush. These unbeknownst to him were user submitted question. Questions like, “Do you like the sight of a half-naked man?” Thinking back to the man in that feedback video he didn’t really mind this one as much. It wasn’t full blown eagerness, but definitely a start.

Then there was, “Would you let someone spank you if they walked up to you and told you your butt looked really spankable.” It reminded him of the comment that one woman had left under his post run selfie this morning. The thought of something like that really happening was embarrassing, he’d take it as a compliment for sure, but he didn’t know how he would feel about getting spanked by someone, especially in public which he assumed was the case in question. Where else would someone walk up to him. His answer was a slightly apprehensive “Perhaps a pat.”

By far the worst question he got was, “Do you like how the material of your thong rubs against your butthole when you move?” It was a strange sensation for sure. It had taken a little getting used to for sure, but now that he was used to it he didn’t really mind all that much. At times it had even felt good in a way. So his answer was, “It’s okay.” Not negative, not neutral, but none too excited either.

With the survey over it was time for Luke’s favourite part of the day, the time where he really got to show off his progress. Stripping down to nothing but his thong Luke took his none posed pics of all angles. He had really come a long way already, his entire body was looking a little tighter and his butt had most definitely grown, something that was only really visible now that he wore a thong. Sure he had filled his boxers out a little more near the end, but his thong left his bottom nearly fully exposed.

Another big change from yesterday’s picture was the complete disappearance of his bulge. Tucking had been the most uncomfortable part of his new outfit, something he hadn’t bothered to change when he changed into his regular clothes. He had just remained tucked all day despite the discomfort, especially when he spied his crush across the room. In his pictures his crotch remained perfectly smooth. Yet there was a big obstacle for his followers to really enjoy his picture. In his workout clothes it hadn’t been too obvious, but now it was clear that Luke had quite a bit of body hair.

While no one liked it that much it especially ruined the mood for Olivia, she had to revise her opinion on his bottom looking spankable. Luckily there were things to be done about it. In their interface of the app they could gift the sissies all kinds of things. It was a list that would only grow as the sissy progressed, falling further and further under the app’s control. The app could only go so far after all, it was important that the sissies were slowly eased into their feminisation. Anything too severe could snap them out of the app’s control.

Scrolling through the gift list Olivia didn’t hesitate to gift Luke an appointment for a full body waxing. It wasn’t cheap, costing her a hundred dollars, but she had landed herself quite a nice starters job so she could afford it, besides she was so excited about this app and the prospect of aiding in this guys sissification that it was so more than worth it, every pic and maybe, hopefully future encounters would make this all so worth it. She did not want a hairy sissy after all.

Olivia couldn’t help but take one of her toys at hand as she made the payment. The thought of this guy getting waxed because of her was just so goddamn. She had once discovered how hot domination and humiliation made her when watching porn with an old boyfriend. Once she discovered about the existence of sissies and the sissy kink she instantly knew it was perfect, exactly what she desired. Up until now she had never really had much of a choice to explore it, but this app was the perfect safe way to do so, a real blessing for her.

Back in his dorm Luke had gotten mainly comments made by bots again. The hairy body had been too much of an obstacle for most of his real followers so the safety measure of the app kicked in not to let the sissy lose confidence or desire to go through with this. Part of this process was keeping the sissies eager to complete whatever the app said.

After giving Luke some time to go over the wonderful and often lewd comments another video congratulating him on his progress started. It was followed by another informative bit about the app, this time about the community. “What makes our app so great and so successful at helping you achieve your goals is the supportive community we have build…” the video rambled on as the overlaid subliminal messages got Luke in trance.

“As part of the community you should interact with the community. You love the comments and remarks you get no matter what they say. They make you feel good, especially the lewd ones they turn you on. You are grateful for all this wonderful support, it is a matter of give and take though. You have to give back to your followers. In fact being showing everyone how great this community is with your own acts and comments feels even better than all the comments you get. There is no more satisfying feeling than putting a smile on your followers faces and satisfying them.” The hypnotic overlay said, hammering further and further on the fact of satisfying his followers and interacting with them.

Just like with his acceptance of lewd comments the app would slowly but surely get him used to going further and further to satisfy his followers. In time the goal was to let Luke get his satisfaction from serving others in whatever way desired. His opinion on what he liked and didn’t like might not change, but his perception could change certain actions might make perfect sense given the right nudges like wearing this thong for instance. At the same time the reward of feeling absolutely wonderful might be worth doing things he otherwise wouldn’t.

A second part of the hypnotic overlay was catered specifically towards the gifting process. Normally that was reserved for the next video, but since Luke had already gotten a gift from an eager follower the introduction couldn’t wait. It would double the length of the usual time he spend under, but that shouldn’t cause any problems.

“If you satisfy your followers enough, they might give you gifts. Receiving gifts is the highest form of approval possible, it is the greatest honour and should be treated as such. A gift should always be reciprocated by loads of appreciation, no matter how small the gift.” The second part played on repeat.

By the time the video ended and Luke snapped out of his trance it was late in the evening. Looking at the time Luke decided It was best to go to bed. He didn’t have any recollection of his trance, all he knew was that today had been a very good day. He had eaten healthy, had kept up with his workout routine and had received many wonderful comments. Thinking about it he should really try and interact a bit more with his followers base, let them see and feel how much he cared for their support and support them as well. That was for tomorrow though, he thought as he drifted off to sleep.

Chapter 4

The following Morning Vince woke up with a smile, he felt absolutely radiant as he got up and ready for his morning run. Putting on another thong he was slowly starting to get the hang of tucking. Now that he was used to having something up his butt crack after wearing that thong all of yesterday it skipped the stage of discomfort feeling just weird but good rubbing against his puckered hole. The thong was soon followed by the remainder of his CC workout clothes.

This time unlike other mornings Luke decided to post something before he went running. A little experiment he had thought off to please his fans. Stretching one arm behind him and pointing the camera at his bottom he spoke. “Hey all, today I want to do a little experiment and I was wondering if you would like to help me out. I would love to find out whether my butt is suppler before my workout or if it doesn’t really make a difference. Here’s the before effect.”

His speech was followed by a hard slap against his shiny black spandex bottom, sending a ripple through the mounds of soft flesh. “Stay tuned for the post workout video for comparison’s sake.” He said with a smile before shutting off the camera and posting his video. He wasn’t really interested in the experiment, it was more of an excuse to simply show off a close up of his bottom and show how spankable it was. Not that he needed excuses, but it was fun and he was certain his followers would approve and like it.

Followers approval and liking was what this was really about. All he hoped was that his experiment would put a smile on their faces, his way of giving back and showing he really cared about their comments and read them all. This would show that he hoped, well he had thanked everyone for their comments of course, but this would show he really remembered and cared. After all people had asked for a close up from his bottom and it was also a nice way to work in that his bottom was in fact spankable as another comment had alluded to.

Luke had definitely managed to gain his followers approval and appreciation over his latest upload. It might not have been in the way he had intended, as just a fun joking gesture. Instead his post had turned on all who had seen it by now, all eagerly awaiting the after run video. What Luke had just done wasn’t anything too extreme, not worth the money they had paid to use this app in it’s developing phase. Not yet at least. They were aware of what this app did and this video was very promising for the future of what the app wanted to accomplish. This was only day two and already things were spicing up compared to yesterday.

While Luke was away on his run, unsuspecting of anything Olivia and two of his other followers got messages from the app to look out of the window a few minutes before Luke ran by, giving each of them an opportunity to see Luke in person for the first time. All initial participants had been screened to live in this very city after all to reach all promises the app needed to have a future sissy nearby and Luke was the first test subject.

He was pretty used to following the randomised routes laid out for him by the app so he didn’t really question this one either. He just wrapped up his tour and went back to his stretching routine when he made it back to his dorm. This time his post workout stretch picture was posted along with the mention. “Just a little more patience, the comparison video is on it’s way when I make it back up to my room.”

As promised up in his room Luke made another video of him slapping his own shiny spandex covered ass in closeup view with no noticeable difference. It didn’t matter all that much as his followers were thrilled with the new video none the less which Luke would soon find out once he checked his phone after the shower he was off to take.

When getting dressed after his shower Luke discovered that yet another pair of his pants had become too small for him. It was the fourth pair already meaning he only had three pairs he could wear to school left that would fit him. One of them had enough stretch to it to probably outlast any growth, but one pair of pants wasn’t enough to get through the year and on his tight budget he could hardly afford to buy new ones. It was slightly worrying, but all his worries washed away the moment he read the comments left by his followers.

“I can’t see any difference between the amount of jiggle before and after, a closer inspection is definitely needed though. Maybe give it some more spanks for a better evaluation pool.” One comment read.

“Mmm that looked so hot, babe, the jiggle of those juicy cheeks in that shiny spandex is marvellous. I wish I was there to see it in person. I could literally watch that butt of yours jiggle all day long.” Another lewd comment read. It made Luke blush yet at the same time his tuck job grew a little more uncomfortable reading it. It was honestly quite exciting.

The comment that probably stood out the most came from Olivia, the one who had made the original spanking comment yesterday. “Just as I suspected, a very spankable ass. Sadly the camera shook a little as you spanked yourself. I suggest putting it on a counter top or something. One also can’t really spank themselves. It was a good slap, but not a proper spank. If you want I could definitely help you out with your experiment though. I could even give you a few extra parameters, after all a visual inspection can’t beat a good feel.”

While Luke read more and more of the enthusiastic and often rather lewd comments during his breakfast he had to open his pants and pull down his thong for his full blown erection to jump free. He was getting turned on reading these comments to the point where his thong was simply growing too uncomfortable. There wasn’t a lot of time to spare during his mornings however so he really hoped it would go down soon so he could retuck before leaving.

As honoured as he was with all the comments Luke simply couldn’t answer them right now. He felt bad about it, but he swore to himself that he would answer each and every one of them with a personal response rather than a quick thank you, he would also visit the profile of each and every one of the commenters to leave a nice supportive remark on their profile as well. It was the least he could do after all. He was happy though that everyone seemed to approve of his efforts. His responses would have to wait to during and in between his classes though.

Having finished reading all comments Luke’s cock was finally going down to a more manageable hardness again. Without hesitation Luke retucked his cock and finished his cum infused breakfast shake, just in time as well since it was really starting to get time to go now.

Picking up his bag Luke was stopped in his tracks by a surprising message from his app. “You have just received a gift from a fellow user. To find out what it is and who sent it to you open this video and all will be explained to you.”

A video? He really didn’t have time for a video or he would be running late. Then again he couldn’t even begin to imagine a greater honour than someone actually sending him a gift he just had to know what it was and who sent it so he could thank them right away. For some reason that felt more urgent and more pressing to him than making it to class in time. Screw class, class could wait he just had to find out about that gift right now so without hesitation he pressed the play button.