Never Gonna Make It

Scootaloo shivered slightly as she remained leaning up against the wall in the dark alley. It wasn't that the weather was cold yet; the early fall weather remaining warmer than usual for the games; but due to her apprehension of waiting for her contact. She tugged at the front of her collar, wishing that it was just a little looser, that it didn't dig just enough into her throat to be uncomfortable, but there was nothing she could do about it. It had been custom made for her, for that exact purpose.

The sound of approaching hoofsteps caused Scootaloo to jump to attention and stand up straight. She couldn't help but hold her breath as she anticipated the arrival of the pony she was waiting for, but she eventually let out a sigh of relief as she saw the pony pass by the alley she was in and continue walking away. However, her temporary relief was cut short by the sound of her phone chiming, and with dread she looked at her screen and saw she had a new message waiting for her.

Take all your clothes off

Scootaloo spit on the ground in anger and placed her phone back in her purse before following her orders. She slowly unzipped her light jacket and let it slide down her arms, then bent over and slid off her cargo pants and kicked them aside. Finally, she removed her white t-shirt, pulling it over her head and tossing it on top of her jacket before gathering up all three articles and placing them on top of a nearby dumpster.

Scootaloo cringed as she heard her phone chime again but had no choice but to pick it up and look at the new message.

ALL of your clothes. Leave them on that dumpster. I'll grab them later, if I remember...

Looking down at the sports bra and panties she still had on, Scootaloo gritted her teeth in anger and embarrassment as she reluctantly slid off her bra, revealing her perky mounds to the cool evening air. Her nipples stood erect as she tossed her bra over with her other clothes, then hooked her thumbs under the edge of her panties and slid them down to the ground. Covering her chest with one arm, she threw her final garment over to the pile and picked up her phone, sending a message that she was done. The message was useless as she knew that her tormentor was watching from somewhere, probably up in the sky with a pair of binoculars, but he liked to embarrass her by forcing her to send degrading messages about herself. It didn't take long for a reply to pop up;

Better. You like being such a slut, don't you?

Scootaloo wanted nothing more than to throttle him, but she obediently sent back the response she knew he was expecting.

yes sir, I love doing this for you

She shuddered as she hit the 'send' button, it being no easier than the first time she had to reply to one of his messages. While she waited for his reply Scootaloo looked down at her slim body and chest. Though she wasn't well endowed like her peers, she was still a small C cup, just slightly larger than Rainbow Dash's own bust. However, she wished that her chest was smaller, more fitting to her athletic frame...

... and less desirable to him.

Her phone chime called her attention back to her phone and she read the next set of instructions in disgust.

Canter Park gazebo. No flying. Be there in 10 minutes or no juice

Scootaloo nearly had a heart attack reading where she was supposed to go. 'How does he expect me to cross almost half the city in only ten minutes? And while naked?! she screamed in her head. However, she knew that there was no use arguing against her tormentor's commands as he'd just think of something more twisted and humiliating for her to do. And of course she couldn't refuse his demands and walk away from him... there was no one else she could get what she needed...

Taking a deep breath, Scootaloo walked over to the end of the alley and peeked around the corner in both directions. The front of the hotel was of course bustling with activity, as was the street in the other direction, leaving her no choice but to run across the street and down the next alley. Praying to Celestia that she wasn't caught, as well as that her clothes would be collected as promised, Scootaloo rushed across the street when it was relatively empty and down the next alley towards the park. Trying her best to remember the quickest yet quietest route to the park. She figured that she would have to run the entire way there to make it within the ten minute deadline, thus eliminating any chance to take her time to make sure no one saw her. The thought of countless strangers seeing her streaking across the city scared her, but she dug deep down inside of herself to find the courage and motivation she needed.

'It's for Rainbow Dash. It's for you and Rainbow Dash.'

Taking off in a sprint, she raced from street to street, keeping to the alleys and dark as much as possible but sometimes having to use occupied streets. She heard the occasional gasp of shock and surprise as she was spotted running around naked, her bag flopping wildly by her side as she raced to her goal. Stopping once to glance at her phone, she saw that she was meeting her goal but still didn't have any time to spare and rushed off again, throwing all caution to the wind as she streaked down the street as fast as she could.

After just a few more blocks, Scootaloo's heart lifted as she saw the park come into sight. However, just as she began to cross the final street, a sudden shout caused her to quickly glance to the right just as the bicycle hit her. With a cry of surprise, Scootaloo tumbled to the ground as the bike tipped over, sending its rider over the handlebars and on top of Scootaloo. Both of them came to a rest on the ground and lay still for a moment, their bodies aching from the crash.

The bicyclist stirred first, lifting himself up and groaning as he rubbed his scraped elbow. "Nnggh, that smarts... hey, are you okay? You appeared out of nowher-"

The bike rider went dumbstruck as he saw the pegasus he had just hit. He thought for a moment that he may have suffered a severe concussion from the crash despite his helmet, but after another few seconds he knew that his eyes weren't deceiving him.

The girl he had just run over was stark naked.

Scootaloo groaned as she slowly stood up, not sure what had just happened. However, her eyes focused on the bicycle on the ground a few feet away from her, and as her eyes went wide in terror over realizing what had happened she finally saw the confused yet lusting young unicorn standing in front of her.

"Hey, are you alright? Why are you na- hey!" he called out, but Scootaloo picked up her bag and sped off into the park, dashing through a set of bushes in case the unicorn tried to give chase. Scratching his head in bewilderment, the unicorn finally shrugged, picked up his bike, and continued on his way. There was no point in reporting the incident to the local guards as none of them would believe that he had run over a naked pegasus running through the streets. But at least now he had an interesting memory...

Scootaloo panted heavily from exhaustion and humiliation after stopping only when she was sure that the unicorn bicyclist hadn't followed her. Waiting a few moments to catch her breath, Scootaloo looked around and groaned as she saw that she had no idea where in the park she was. Stumbling through the brush and trees had caused her to lose her sense of direction, and a quick glance of her phone showed she had only two minutes to find the gazebo. She spread her wings to take off but quickly brought them back down, remembering her instructions of no flight. Looking around frantically, she prayed that she would spot something- anything- that she recognized and could use as a landmark to get her going in the right direction, but it was no use. With no other choice, Scootaloo took off running once more, hoping that she was going in the right direction, that she would somehow beat the clock and end the nightmare, at least for tonight.

"Fuck!" Scootaloo yelled out as she saw the East exit to the park. Turning as quick as she could, she bolted northwest while cursing herself for indeed going in the wrong direction. She raced as hard as she could, stumbling over the occasional root or rock but always managing to stay upright. She started to panic as she felt like she may be going in the wrong direction yet again, but after she cleared through a thick cluster of bushes she was rewarded with the sight of the empty, dimly lit gazebo.

'Yes yes yes yes!' she thought as she raced to it and jumped over the three steps up to the small structure. Collapsing on the floor, Scootaloo ignored the coldness of the concrete on her back while she caught her breath, unable to help smiling as she basked in victory. Her phone eventually let out a soft chime once more, and Scootaloo rummaged through her purse and brought out her phone, hoping to see a message in her favor.

It was not.

So close. 18 seconds late.

Scootaloo's heart froze at the message. "No... no! No!" she couldn't help exclaiming to the darkness around her. "You saw what happened! You must have! It wasn't my fault!"

There was no response from the dark park, causing Scootaloo to break down and cry. She had been alone a lot in life, even lonelier when Apple Bloom and Sweetie Belle cast her aside. But now, in the middle of Manehattan, the most populous city in Equestria, Scootaloo was the loneliest girl in the universe.

The soft flutter of wings signaled that someone had arrived. There was no need for Scootaloo to move from her fetal position for her to know exactly who was now standing over her. It couldn't be anyone else besides the one being she despised most of all. The one individual who had, and continued to put her through Tartarus every day...

"You really almost did make it. I'm surprised it was so close, even after that nasty little crash." Thunderlane said in a faux voice of concern. He remained standing over Scootaloo as she finished crying, pausing only to wipe her eyes before she slowly moved to a kneeling position facing the gray pegasus.

"Please... I was so close. It was only eighteen seconds. You know I would have made it." she pleaded desperately.

Thunderlane stroked his chin as if he was deep in thought. "Hmm, I may have let it slide if it weren't for the fact that you didn't show up last night." he said as if he was gravely wounded by her absence.

"B-but, the night relay was last night... you were in it also!" she tried to reason. "Please, I had to watch Rainbow Dash, I couldn't miss that race of hers. You were in it also, you couldn't have met up with me last night anyway!"

Thunderlane wagged a finger at her. "I believe our deal was that you do what I say, when I say it. I don't recall ever saying that you can ignore my simple requests just because I'm busy with something else." he scolded her.

"Please, I'm sorry, I'm sorry. I won't be late again, I won't make that same mistake again." Scootaloo begged, bowing her head. "Please, you know I need it. I won't be any good if you don't... you said you'd help me."

"Hmm? Oh, you mean this stuff?" Thunderlane asked innocently, digging into his pocket and producing a small soft case. Shaking it in front of her, he snickered as he saw Scootaloo's face light up in hope and slowly reach one hand out towards it. However, before her fingers could graze the soft case he snatched it back and slapped her face hard with his other hand. "You stupid cunt! Did I tell you that you could have it?"

Scootaloo immediately cowered back and groveled at his hooves. "No no, I'm sorry! It was stupid of me! Please don't take it away, I need it!"

"You're really testing my patience, you know." Thunderlane said. "Lucky for you I'm such a nice guy. Not only am I helping you get into the Wonderbolts, but I'll also give you a second chance if you can repay me for your stupidity. I bet flying off like that earlier today was painful, wasn't it?"

Scootaloo nodded, earning a sickening smile from Thunderlane. "Yeah, I bet it did." he said. "You know, with the amount of time you've been taking my special medicine you should have passed that last qualification with no problem. Maybe you're just a pathetic, worthless whorse."

Scootaloo wanted to cry at being called that but managed to hold back her tears. "No, I can do it. I know I can! I just need more of it... just a little more. Please, don't take it away yet. I'm so close, I know I am."

Thunderlane kneeled down and grabbed her chin to make sure she was looking at him. "Then don't disappoint me again." he said coldly.

Scootaloo nodded once he let go of her head and watched in a daze as Thunderlane stood back up and unzipped his pants. No words needed to be spoken about what was expected; she had done it enough, but it never got any easier. Scootaloo obediently shuffled forward on her knees and gently exposed Thunderlane's cock from his pants, caressing it until it began to harden, then she leaned forward and let it enter her mouth, just as she had done countless times before.

Thunderlane groaned as he felt Scootaloo's warm mouth engulf his member. "Mmm, oh yeah, that's good. Much better than your first time, isn't it?" he asked.

Scootaloo didn't answer as she tried to forget the first time she had to suck off the stallion. He had forced himself down her throat without any warning and held her head down, causing her to pass out. When she finally came to she had been stripped naked and her tits were covered in cum, and she saw Thunderlane standing over her stroking his cock until he came on her body again. The entire ordeal had scared her enough to quickly learn how to give a proper blowjob by their next meeting, though Thunderlane did remind her what would happen should she ever not be able to make him cum.

As Scootaloo continued her hardest to suck Thunderlane off while ignoring the taste of his precum coating her tongue, Thunderlane pulled out his own cellphone and quickly took a photo of her with his cock in her mouth. "Another one for the collection." he said as he looked over the photo before nodding in approval. "I want you to swallow this time, understood?"

Scootaloo nodded her head once before continuing her oral administration. She hated having to feel his cum shoot into her mouth and slide down her throat, but she also hated him covering her face with the white gunk. He always chose where he was going to cum at random, but the days she hated most were when he came twice, once in each place. She felt Thunderlane buck his hips forward, signalling that he was getting close. Scootaloo closed her mouth tighter, just the way he liked it, and increased her pace. She felt Thunderlane jerk his hips a few more times, then without any verbal warning his cock erupted and began filling her mouth with his seed.

The taste. She hated the taste of his cum. Every time he came in her mouth she wanted to spit it out, to vomit, but she knew that if she didn't keep it in her mouth and swallow every drop he would either make her do it again or withhold what she was doing all of this for. As the third, fourth, and fifth shots of cum entered her mouth, Scootaloo began to swallow the vile liquid, disgusted by it yet happy that the ordeal was over. Once Thunderlane had finished cumming Scootaloo dutifully licked his cock clean, licking his cock all over with her tongue until he was satisfied and pulled back, finally freeing her mouth from his member.

"Not bad, not bad at all." Thunderlane complimented. "You even managed not to gag at all. But there's still the matter of making up for your stupidity last night and being late tonight."

"I will! But please, can I first have that? Please, I need it." Scootaloo begged, pointing to the pocket where the case was enclosed.

Thuderlane shook his head. "I told you, good little sluts get my special concoction. Bad, naughty little sluts don't." he said as if he was a schoolteacher and she was his student. Going over to where her purse lay on the ground, Thunderlane rummaged through it and brought out a black marker. Pushing Scootaloo onto her back, he uncapped the marker and began writing on her chest, letting her get up only when he was done and had taken yet another picture.

Scootaloo glanced down and looked in horror as she read the words FREE SLUT written across her chest. Before she could protest his latest method of torture and humiliation, Thunderlane gave her her newest set of instructions. "You have thirty minutes to get back to where you started. Walking only, your panties are still on the dumpster. Once you get back to the alley you can put them on but have to then fly up and find my room. Your clothes will be on the bed, and wait for me inside when you find it. And of course, if anyone sees you while you're outside you have to offer yourself to them and can't leave until you make them cum."

"Wait, what?!" Scootaloo exclaimed. "No, I... I can't! What if someone tries... you said I wouldn't have to have sex! You promised!"

"Yes, I said I wouldn't fuck you. But I can't help it if some other stranger wants to fuck a slut like you." he replied. "Better hurry up, time starts now."

"B-but what about... please, just give me a little bit..." Scootaloo tried to barter.

Thunderlane reached back into his pocket and opened up the small case, showing off three syringes inside. "You can have it when you get to my room." he said before stowing it away once more and taking off into the night.

With her end goal in sight, Scootaloo ran six steps before remembering her instructions. 'No running...' she recalled. Knowing that Thunderlane would be watching her the entire time, she set off on a brisk walk, seeing on her phone that it was not even 11 PM. There would still be plenty of ponies wandering the streets, making crossing the busier roads much more of an ordeal. She shuddered at the thought of being caught by a stallion; she had made it clear to Thunderlane that she was a virgin and wanted to remain one for Rainbow Dash, and he has surprisingly honored that request, but should some stranger decide to ignore her pleas...

Shaking the thought from her head, she continued her walk, exiting the park and headed back into the city. Luckily no rogue bike riders crashed into her, but she did have to duck into an unlit doorway or dirty side alley more frequently than her first nudist streak. There were a few close calls, but her luck somehow held out until she was across the street from the alley she started in. She had six minutes to spare, but standing in the alley by the side door she had exited the party from was a hotel employee on a smoke break. His uniform showed he appeared to be one of the bellhops from the hotel; a younger stallion around her own age, maybe slightly older.

Scootaloo remained hidden where she was, whispering for the bellhop to finish up quickly and return inside. A glance at her phone showed she had about five minutes to spare, and though she couldn't quite make it out she thought she saw her panties still on the dumpster that rested halfway between the alley entrance and the other pony. Trying to come up with a plan, Scootaloo glanced around to plot out her path. Sneaking through the alley to the dumpster would be easy enough so long as she stayed quiet, but she realized that she didn't know which room was Thunderlane's, which meant she had to fly around the hotel in just her panties. Summoning every ounce of courage she could, Scootaloo set off across the street as quickly as she could, almost diving into the alley once she was close enough. Unable to help smiling once she was in the alley, she crept over to the dumpster, carefully peeking around the side of it to see what the other pony was up to. She saw that he was talking on his phone and turned away, and without hesitation she quickly reached up and snatched her panties from the dumpster cover and slid them back on. Though the rest of her body was still stark naked, just having her crotch covered caused a wave of relief to wash over her.

'I'm almost done. Then he'll give me what I need.'

"Hey Silver Line, get over here, got alotta bags here!" a voice suddenly rang out from near the alley entrance.

Scootaloo froze as the voice sounded very near. Curling into the corner the building wall and the dumpster made, she was terrified that the owner of the voice would walk over and see her essentially naked on the ground. That didn't happen, but what did wasn't any better.

"Gimme five!" the pony in the alley called back.

"Now, Silver! Let's go!"

Grumbling that he had to go to whoever he was speaking to on the phone, the young bellhop took one last puff of his cigarette and threw it to the ground as he walked over to where Scootaloo was hiding. She held her breath as she heard his hoofsteps approaching and tried to sink as far back into the wall as possible, hoping that he would walk by without looking to his side or behind him. She remained frozen in place until he reached the end of the alley, but just as he was turning the corner he suddenly stopped as the first voice called out to him.

"Never mind dude, they had the wrong address!"

"Yeah, sure... thanks for wasting my time!" Silver Line called out in annoyance. He turned back to go back down the alley and started to fish his phone out of his pocket, but he of course stopped dead in his tracks when he saw the almost-naked pegasus cowering in the dark next to the dumpster.

"Woah... what are..." he started to say in disbelief, but he didn't have a chance to finish his thought as Scootaloo quickly spread her wings and shot up into the sky as fast as she could.

'Oh fuck, oh fuck oh fuck fuck fuck!' she screamed to herself as she shot up the building as fast as she could.

Being an earth pony, Silver Line had no way to pursue the naked pegasus to find out what was going on or if she was alright. He thought about notifying his manager of what he just saw, but after a few seconds of thinking he decided against it. There was no way anyone would believe his story...