Girl Power Pt.2 (Patreon)

Chapter 1

It was still mid afternoon and luckily for Derrick it was quiet in the girl’s dormitory. The weather was nice. There were still some classes going on so most of the girls living here were either outside enjoying the weather or at class. Well most apart from the ones who had put him in this horrid outfit he could barely even walk in.

The empty hallways of the girl’s dormitory were only a slight reprieve. Wanting or not he would need to go out in public if he wanted to find that box and regain his freedom. Besides no matter what he did people would soon see him anyways the dorms wouldn’t stay this quiet after all. With a deep sight Derrick forced himself to keep on moving one wobbly step at a time.

In the meantime the girls who had given him his sissy makeover were all high fiving each other as they took turns watching him go through the door’s peephole. It was hilarious and so satisfying to see him struggle on those heels. At this pace Derrick would never find his box. He took more than a minute to even make it to the stairway.

Going down the stairs was hell for more reasons than one. On his extremely high heels it filled him with fear of falling. Hurting himself and potentially having to be hospitalised looking like he did was an utter nightmare. Yet he was so unsteady on his heels that he feared it might happen at any moment. There was no other option than to tightly clutch the siderail and to move slowly. The other reason was that damn plug. The ticks of that ball against his prostate were bad when just walking, but moving downstairs, with those big steps it was all the more noticeable.

After about five minutes Derrick finally made it down the stairs and towards the front door of the building. Freezing in place he knew this was it. This was the moment where he would have to face the outside world dressed like a completely and utter sissy. He didn’t want to go out, not like this. All he wanted was to be alone, but he didn’t have that luxury as soon the choice was made for him. The door burst open and two Hispanic girls entered the building, busily chatting with one another until they spotted him and froze in place. Staring at his ridiculous outfit with shocked amazement.

Derrick felt like a deer caught in the headlights as his face turned bright red. Not that you could see his embarrassment through anything other than his expression as the thick layer of makeup hid his blush. It all became so much worse when the shorter girl exclaimed. “Oh my god, is that a guy? No way!” As she and her friend started giggling. 

It all was too much for Derrick who made a beeline for the door as fast as he could hobble on his heels. Considering how good he was with stairs that direction wasn’t really an option. Besides the girls needed to go that way so it wouldn’t help him one bit. As the front door started closing behind him the giggling only got louder. “Yep he definitely walks like a guy in heels.” The other voice confirmed as the door fell shut and Derrick was locked in public without a key, wallet, phone or even his dignity. The only thing he had was a clue of where to go next.

Standing just outside the dorm’s door Derrick was overcome with nervousness. There was a steady passage of people walking the fields and walkways connecting the various dorms and campus buildings. Some people were just laying in the grass. Others were playing some ball. Pretty much everyone was having fun except for him. Being subtle had no use either, his outfit made him stick out like a sore thumb everywhere he went.

The only thing Derrick could do to avoid as much humiliation as possible was to get a move on and reach that box as fast as possible. No easy task in his hells, but he had to. The longer he just stood here. The more vulnerable he became to people laughing at him like the two girls entering the dorm had done.

Keeping his head down Derrick hobbled to the main walkway which would take him into the city and on his way to the box, at least according to the clue he had gotten. It was still a long way off though even in normal shoes walking there would take a couple of hours. Hell in these heels he would probably be busy for most of the night to get there. Taking a bus or taxi would be faster, but a taxi without money was impossible and taking the bus without a valid ticket could get him in a lot of legal trouble.

While those thoughts troubled him Derrick had no luxury to think about it too much. The stares he was getting from everyone around was too much of a distraction. It took only a view seconds for people to notice him with his colourful outfit and stumbling gaze and once they did, they didn’t look away anymore. 

As he made his way along the walkway the animated chatter around him stopped, quickly dissolving into whispers and giggles which Derrick just knew were directed straight at him. Trying his best to ignore them he just stumbled on trying his best not to fall and show everyone his panties, panties he feared were seen already with how his skirt bounced.

He didn’t even manage to make it two building further before he was joined by a presence that simply couldn’t be ignored. A group of girls, three brunettes and a blonde all dressed in a pair of skinny jeans, a white top and white sneakers. They were the kind of girl’s Derrick would usually label as basic bitches although for him that term was very broad. Every attractive girl who wouldn’t pay him attention was a basic bitch in his eyes. A term he used to break down women to feel better about himself.

The blonde and one of the brunettes took him by his arms while the other two walked right behind him. All were giggling as they apparently had no reservations accompanying him. While their support did help him to walk on his heels he just wished they would go and leave him alone. People laughing at him from a distance was bad enough already.

“Hey sweetie me and my friends saw you having trouble with your oh so cute heels and well it simply hurt to watch. It wouldn’t have been right to let you carry on like this. You might break an ankle at this rate or even ruin those pretty heels. We want to help right girls?” The brunette holding his arm asked as they carried on walking. All girls happily agreed. 

“What’s up with your outfit by the way? We had some guesses but couldn’t figure it out, so please humour us and tell us what’s going on. It’s the least you can do in return for our help. Did you lose a bet? Was it a dare? Did you piss someone off or do you just like dressing like a huge sissy?” A voice from behind him asked listing their guesses.

“If it was a dare then I sure hope you got a very good deal out of it. I mean no offence, but you look ridiculous. Not even a girl would be able to pull this outfit off, and well judging by your lack of tits or the way you stumble in your heels you’re certainly no girl.” The blonde said with a laugh as the others joined. They didn’t say anything anymore though, obviously waiting for his reply and not planning to leave him alone at all.

Realising this Derrick forced himself to reply. He knew he wasn’t going to be left alone until he did anyways so what was the point in struggling. “I uhm, I lost a bet.” He stammered quickly, not wanting to admit the real reason afraid of how the girls would react. After seeing how the girls in his class had reacted leading to him being dressed like this the last thing he wanted was to provoke further reactions.

“Hah, see, I told you it was a bet. Either it was this or having pissed off someone big time. It probably was a bet he was sure to win as well. There’s simply no way in which anyone dresses up like this. Hell I wouldn’t even do it for a million dollars.” Another voice from behind him came as everyone laughed again.

“Guess you were right Kelly, still we can’t just let this poor soul break his ankle as well, why don’t you come out front and show him how to walk in his heels?” The brunette holding his arm asked with a smirk and a big portion of mock empathy.

“Oh with pleasure.” The voice behind him replied and a brunette who he guessed had to be Kelly walked out in front of him. The two girls at his sides brought Derrick to a stop so all he could do was watch while Kelly demonstrated.

It looked plain ridiculous and way exaggerated. Derrick had never seen a girl walk in heels like Kelly demonstrated it. She took ridiculously small heel to toe steps to the point where she nearly stepped on her own toes while doing so. Her head was raised high and her underarms were held out from her sides, her wrists limp and bouncing with every step. Like that Kelly walked about ten steps away from them and back.

Upon her return the girls holding Derrick’s arms released him. “Alright, now it’s your turn. Do exactly like Kelly just showed you and you’ll be fine. Just step back and forth like Kelly did, me and Rachel will walk at your side just in case. Kelly and Sophie will stay here to evaluate and give you pointers.” The brunette that had been holding his arm said.

Derrick absolutely did not want to do this, Kelly’s walk looked even more ridiculous than his stumble, but with the girls pretty much surrounding him he had no choice. It wasn’t like he was able to make a run for it either in his heels. They would have no trouble catching up with him and dragging even more attention was the last thing Derrick wanted.

With a sigh he resigned to his fate and straightened his back, lifting his head like Kelly had done. First he just tried to steady himself while standing. Sticking his arms out from his side helped a little although it looked terrible. Then apprehensively he took a step, shaking lightly on his heels as he did, instantly wanting to look down to see what he was doing and how to find his balance. 

“Keep looking straight ahead of you sissy, looking down will throw you off balance. Keep your wrists limp as well and take smaller steps god damn it. Heels like that aren’t meant to be practical. Just imagine you are walking a tight rope and place your heel no further than two inch in front your toe.” Kelly shouted like a drill sergeant as the spectacle drew quite the crowed of curious and amused on lookers. 

Slowly but surely a circle around them was starting to form as Derrick took one apprehensive step after the other. Kelly’s tips as embarrassing as they were really did help to maintain his balance in this outfit, but at what cost? He looked like an even bigger sissy right now

For the next ten minutes the girls had him walking back and forth, shouting small corrections as Derrick slowly found more confidence in his balance, yet as the crowd around them swelled on felt more and more self-conscious. 

After those ten minutes he looked about as steady as one could get considering the shoes he was wearing. His limp wrist bounced with every step and his hips rolled nearly obscenely to the point where he was nearly certain a peek of his panties could be seen with every step. The small steps already caused a wiggle and the butt plug only made it worse. It also made his embarrassment worse as the constant ticking assault on his prostate was starting to feel strangely pleasurable. 

The ticks were gentle and short enough not to cause too much stimulation, but the sheer fact that something in his ass was feeling good weighed heavily on his oh so fragile ego. He could say the girls had forced him in this outfit, but they didn’t force him to enjoy his plug, that one was entirely on him.

Walking back and forth in the now rather tight packed circle of fellow students, phone cameras being out everywhere he looked, Derrick thought these girls would never let him go again. At least until Kelly suddenly said. “Perfect! You’ve nailed this last walk back so I think there’s nothing I can teach you anymore. Congratulations you can no walk like a perfect sissy, a nice walking style to go with your outfit. Bye sissy.” Kelly said loud enough for the entire crowd to hear before giving Derrick a pat on his pantied bottom to send him on his way.

Everyone erupted in laughter as they started clapping and cheering for the guy in his heels who was now deemed a master in walking like a sissy, at least according to Kelly. Wanting to escape this crazy humiliating madness Derrick strutted away as fast as he could, afraid the girls would reconsider. Luckily no one tried to stop him as the crowd opened up for him. All laughing loudly as they watch him strut away in a perfect sissy manner, much steadier on his heels than he was before. Although he hated to admit and do it, this way of walking really helped his balance.

Derrick walked and walked without looking back, slowly hearing the laughter from the crowd die out, but he still was no where near safe from embarrassment. Where he went new people started staring and laughing at him. At least he went a lot faster this way. 

Countless people had taken pictures and video of him strutting like a complete and utter sissy, pictures and video which were bound to come online one way or another. For once he was actually satisfied with the very thorough makeup job the girls who had started this hellish journey for him had done. At least if images of his humiliation made it online he doubted anyone not knowing about his makeover would recognise him. Still that didn’t really help the intense shame he was feeling right now. God he really needed to get to that box and fast.

It was only a few minutes later by the time that he was starting to get to the edge of campus that Derrick realised he didn’t need to keep walking this sissy. The first thing he dropped were his arms, the limp wristed bounce simply was the worse. It instantly became a lot harder to walk though. His outstretched underarms did help for his balance.

When he then tried to take bigger steps as well he nearly fell over. This was not a good idea. He could seriously hurt himself if he fell and there was no way he wanted to explain what was happening in a hospital. Wanting to avoid that humiliation Derrick sighed and just returned to walking like Kelly had shown him. He did keep his wrists stiff this time, those floppy limp wrists were just too degrading.

A while later he gave that up as well however. Keeping his wrists steady all the time was harder than it looked. It was tiring for the muscles of his wrists and relaxing those just caused the limp wristed bouncing to continue. Sighing deeply Derrick tried to tell himself that it didn’t really matter. That he looked like a huge sissy either way.

While this new way of walking in heels was faster than his idiotic and even dangerous stumbling from before it would still take ages to make it to his destination. He had been out of that dorm for about an hour and so far had only made it about a tenth of the way there. Not even a full tenth just yet. At this rate he would never get where he needed to be.

The situation seemed so hopeless to Derrick that he eventually resorted to what he had been so afraid of, illegally riding the bus. Unlike a taxi he could get away with this as long as he didn’t pass any ticket control officers. Bus drivers didn’t tend to care all that much. They had no way to really check either if you got on in the back of the bus.

Given that if he didn’t need to get off to avoid the ticket officers, he would be near his destination in about twenty minutes it really was worth the shot. Not only that but riding the bus would also allow him to avoid exposure. If he was on the bus only people on the bus would be really able to laugh and stare at him while walking offered everyone he passed by that chance.

It took Derrick another 10 minutes to make it to the nearest bus stop. Waiting for the bus was hell as standing still a lot more people were able to observe him a lot closer by. At least no one was trying to make contact with him like those girls on campus had. Although there was an older man also waiting who was really eyeing him up like a piece of eye candy. It gave Derrick the creeps, not that he could do anything about it. His best course of action was to just try and ignore it which was easier said then done.

When the bus pulled up and Derrick got on he groaned as the man who had also been standing there also got on the bus. It was rather crowded on here so there wasn’t really a free seat. Not that it mattered. Derrick wanted to stand close to the door just in case he spotted a ticket officer so he could get off on time.

Immediately all eyes on the rather crowded bus were on Derrick as he took his standing place at the back door of the bus. Much to his horror he saw how the man who had been waiting with him made his way to where he stood. He ended up standing halfway behind and halfway next to him, almost standing against the anxious Derrick. 

God Derrick felt nervous he didn’t dare tell this man off and there wasn’t much room for him to move further away from him. He was left with little choice but to just resign to his fate and try to ignore what was happening. He really hoped this man would have his stop really soon or these would be the longest twenty minutes of his life. 

Things instantly got so much worse when the bus drove off. The man who even with Derrick’s heels was still a lot taller than him, already balding and on they heavy side, bumped into him. One of his hands made contact with Derricks tights covered thigh, just bellow the hem of his skirt. Derrick cringed feeling how the hand lingered a little longer than the initial acceleration of the bus. He was pretty certain this man had purposely touched him and that so close to his bottom. Now that the bus was driving there really was no more way out for him.

When the bus drove it was somewhat okay. The man while standing too close for comfort didn’t do anything nothing as serious as what had just happened at least. He did feel an occasional light brush against his thigh keeping him on edge.

It was only when the bus slowed down to pull into the next stop that things really got out of hand once more. Despite Derricks attempt to hold on and remain in his spot the braking of the bus send him flying forward right into the man. His heels simply didn’t provide enough support to be able to keep standing straight. Not that this man seemed to mind. He took his chance to actually let his hand travel underneath Derricks skirt, resting on his pantied bottom to ‘help’ steady him. Derrick looked up in shock but the man just grinned down at him. 

Derrick couldn’t know what was going on in this man’s head, but the man thought that Derrick was playing along with his game, ‘accidentally’ bumping into him the way he had ‘accidentally’ bumped into Derrick. The fact that Derrick just stood back up without saying or doing anything only enhanced this man’s illusion that he must want it. 

The same toxic illusion Derrick had been guilty off by sneaking in what he thought was a subtle feel in situations he thought warranting it. Only now that he was on the receiving end he realised how unsubtle those feels actually were and how horrid it was to be subjected to them. Not wanting to create a fuss or actually wanting to acknowledge this man Derrick still chose to ignore it, praying for the bumps to stop.

His prayers weren’t answered as when the bus drove off once more, the man bumped into him again, only this time his hand instead of brushing against his thigh, travelled up to his bottom, actually giving it a light squeeze and a pat before pulling off this time. Derrick was simply mortified, already worrying what this man would do next time. Did this man even know he was a guy? Oh god, if he found out how would he react. 

All these worries coursed through Derricks mind, but as the next stop came up he got his answer. Once again Derrick was unable to keep steady on his feet and bumped into the man who instantly moved his hand up Derrick’s skirt and onto his bottom. This time he didn’t pull away as Derrick straightened himself. He just kept his hand on Derricks bottom gently kneading it and showing no signs of stopping as Derrick was too scared to react.

For the next two bus stops this man kept his hand under Derrick’s skirt, patting and squeezing his cheeks without any reservations. His grin only grew bigger when he felt the base of Derrick’s butt plug. Much to Derricks horror the man actually started to lightly play with it, probing the base so he could feel the plug shift in his ass. 

Making matters worse and further encouraging this man Derricks face couldn’t hide his pleasure. The constant ticking of that ball against his prostate had rendered him very sensitive to the touch and this probing of his plug was just too much. He longed for the next stop so much. It was the final stop, the stop he could get out closest to his location. The stop he finally could get away from this man.

Much to his surprised this guy actually let go of his ass again in the middle of the ride to the next stop. Derrick who didn’t dare look up could see from the corner of his eye that the man was scribbling something on a paper. Putting his pen away this man’s hand once again slid under Derricks skirt with the paper Derrick was shocked as he could feel the man slip his hand into the leg hole of his panties before patting that butt cheek a few time. He couldn’t believe the nerve of this guy yet he still remained silent. It was only a minute or two to his stop now. Soon he would be relieved from this guy.

The last two minutes of the ride ended up being just as horrible as the before. The man kept playing with Derricks bottom underneath his skirt until the bus pulled up at the stop and Derrick got out. His sudden rush out of the bus surprised the man who hadn’t been able to pull his hand back in anticipation just yet. As a result his skirt got flipped during his rush out, revealing his panties and the slip of paper sticking out from the waistband to everyone behind him. 

Derrick didn’t look back though. He was just so relieved to finally be away from that disgusting groping man on the bus. How could anyone do something like that? Just thinking back to it made him shudder. If he had looked back he would have seen the guy was still standing there, waving at him with a big tent in the front of his pants.

As fast as Derricks heels could carry him he rushed towards his destination finally he would be able to access that box and get out of this mess. The exact location was still about a mile away, but Derrick was now getting really close the end of this torment was drawing near.

While he walked in the direction of the clue he didn’t bother checking the slip of paper left in his panties by that gross man. He didn’t want to know what it was but most of all he was scared of reaching under his skirt in public like it would require him to do to retrieve the slip. No it could definitely wait until he got to that box. It was located in an apartment building so there was bound to be some more privacy to do just that over there. Well more like to throw it out together with the rest of this hated outfit.

It ended up being another thirty-minute walk to the apartment building outlined in the clue. Thirty long minutes, but the end was drawing near which gave Derrick some courage to keep on going. His feet were hurting by now, absolutely not used to the tall heels, but he didn’t have to really think about how to walk anymore. It pretty much came natural at this point.

Once he arrived at the apartment building he was relieved to see that the door was open and that their was no need to ring one of the many bells or wait on someone with a key. The street here had become quieter than the city centre as well which was a huge relief. If he remembered correctly his box should be waiting on him somewhere on the fourth floor. Luckily this building had an elevator, or he would be in for another long haul.

Riding the elevator to the fourth floor Derrick got out. This was the last bit of the clue, no more specification than the fourth floor. From here on out it was on him to go and search for his box. Looking left and right he groaned lightly realising that there was a long stretch of hallway on either side. At least there was no one in this hallway.

Motivated by this being the final step Derrick started his search. The first part he searched was the staircase. Just in case the girls had hidden the box there. With that option eliminated he started following the hallway to the left. Still nothing even remotely resembling a box or his stuff was out here. When he moved to the right he ran into the same problem. There weren’t really a lot of nooks and crannies in this hallway, so Derrick felt pretty sure he had checked everything.

He was feeling rather desperate by now. He was sure this was where the clue led to. He knew he was right and still there was no box, no nothing. Feeling increasingly desperate he continued trailing the hallway back and forth, checking again and again even though he was really certain he hadn’t missed a thing. 

Did the girls who had put him in this tricked him? Maybe there was no box. Maybe they just held all his stuff and this so called box was a reason for him to get all the way out here at the other side of the city just so he would have to face the embarrassment of having to expose himself pretty much everywhere knowing that he would also need to go back to where he had started.

At least Derrick hoped that was what had happened. He still hated it but it was so much better than the only other option he could think off, the chance that someone had seen and taken the box making his search hopeless and rendering him stuck in his current predicament. Possibly ending up with him in the hospital or something so they could safely cut away the plug and cage. He didn’t dare think of that option as he kept running back and forth in the hallway.

Behind one of the doors a bunch of girls was giggling. They had been waiting on Derricks arrival for ages and it was such fun to see him run back and forth in front of their peephole. The desperation on his face was just priceless and they couldn’t get enough of it. At least not until Julia the girl whose apartment this was stepped in and just in time as Derrick was about to head back to campus to ask whether the girls who had put him in this still had everything.

Opening up the door Julia, a short slightly heavier Italian girl with tan skin and raven black hair poked her head out in the hallway, catching Derrick while he was waiting for the elevator. “Hey sissy Derrick. Finally, you’re here. We’ve been waiting for you for ages. Come on in, that is if you want to find that precious box of yours at least.” Julia shouted his way with a giggle.

Derrick looked her way completely surprised, he recognised the girl from that fateful class that had landed him in this trouble. He hadn’t been expecting to find his box here anymore, but he was very grateful that none of worries had become a reality. His box had to be with this girl, that had to be it. Finally this horrible walk of shame was ending he thought as he minced towards the door, completely embarrassed.