Button Mash’s wide eyes gazed down at the handwritten note in his hands for the hundredth time before looking up at the tall building down the street. 5 stories, with no clear signage or advertisements... more like an apartment building than a business. He would have had his doubts, if not for the fact that two older looking mares in very skimpy clothing were talking loudly in the alleyway next to it.
“That has to be it,” he muttered to himself, gulping nervously as he put the note in his pocket and started pushing his bicycle along the sidewalk towards the building. It made sense that the owners wouldn’t be intentionally advertising what went on inside. If you wanted in, you just had to know, AND fill out the online form of course.
His steps were long and slow as he fought a battle in his own mind. There was still time to turn around and leave, but he had come so far to get there. He had no reason to be so nervous, did he? It may have been his first time, but he was an adult now.
“They’re going to think I’m so weird.”
The whole thing had started about a week earlier when he’d gone online after an intense gaming session. True to form, he’d needed something stimulating to look at so he could... unwind. After skimming through some of his favorite sites, he’d landed on an image that awakened an intense desire deep inside of him. A pretty mare, sprawled out on a bed with all her glorious curves on display. Her body, and the color of her mane, she looked almost exactly like... his mom.
He’d instantly clicked away of course, but he couldn’t forget what he’d seen, and soon he was looking at it again. Careful inspection revealed it wasn’t actually her, but it didn’t matter. His mind was already hard at work crafting fantasies that sent a strong rush through his whole body.
He hated thinking in such a way, but he couldn’t help himself. She may have been family, but he had always admired her beauty, and now that he was getting older, he couldn’t deny the way she made his body feel.
That discovery had led to one thing after another, and before long he was forming a possible plan that sounded crazy, but... maybe if he spent enough time searching, he could find a nice Mare willing to, well... roleplay a mother and son scenario?
Eventually he’d found an online service that could make it all possible. After filling out a detailed questionnaire, they had replied to him with a picture of someone he could book a session with. His eyes grew wide when he saw her. It wasn’t a perfect match, but it was close enough to make him gasp in pleasure. Apparently, they could even paint on a fairly accurate cutie mark, have her sprayed with any scents that would make it seem more authentic... how could he possibly resist? It was going to be expensive... VERY expensive, but after hours of coming up with reasons why he shouldn’t, he did.
Now, a week later, he was actually standing in front of the address he’d been sent. His timeslot was only a few minutes away. He was sweating like a pig, but he managed to put one foot in front of the other until he was at the corner, looking up at all the shaded windows. Nobody else was around as he locked his bike to the sturdiest pole available, and after several minutes of standing in place shaking like he’d seen a ghost, stepped through the front door.
The lobby was large, but simple, with a welcome desk to his right, a waiting area to his left, and a sketchy looking old elevator next to a winding staircase in front of him. He temporarily locked eyes with a gentleman seated in a chair by the window before a sweet young voice got his attention.
“Hey, are you lost, Kid?”
He quickly directed his attention to the desk, where a young mare with a messy mane and cheap makeup was staring at him with a raised eyebrow. No turning back now. Gulping, he stepped forward and tried to sound polite and respectful.
“Umm, no. I have... an appointment. It should be under, Button. 7PM”
He had to admit he could understand her concern considering how young he appeared. He was wearing the most mature clothes he owned, consisting only of loose-fitting jeans and a plaid short-sleeve shirt, no umbrella cap. Even at his current age, he normally wore it just about everywhere he went. Nobody had ever believed him when he stated his age. Sometimes it was great, other times it was just embarrassing.
The mare scrolled through a large book in front of her. Kind of old-school in buttons opinion. He let out a long held breathe when she seemed to find what she was looking for.
“Ahh, got it. First time on the block, eh?”
Her personality quickly switched to a more friendly nature as she leaned back in her chair and grinned at him.
“Don’t sweat it. Just being cautious. Looks like you’re right on time. I’m just gonna’ call up and make sure she’s ready. Have a seat if you want, it’ll just be a few minutes.”
He was too nervous to sit without shaking, so he started to pace the lobby a bit, trying to calm down. The other Stallion had gone upstairs already, leaving the waiting area empty.
Button’s Mom would kill him if she found out where he was. As far as she knew he was staying with a friend until tomorrow. He couldn’t help but feel a bit guilty betraying her trust, especially now that she’d finally been willing to give him a bit more independence. He hadn’t even thought of how he was going to excuse all the saved-up money he was about to spend. This was a mistake; he needed to leave while he still could....
“You’re all set,” the secretary called from behind him. If she had noticed how nervous he appeared, it didn’t seem to concern her at all. Just business, right?
He walked back over to her as she placed a small card with a number on the desk.
“Third floor, number 32. Knock twice and wait for a response, then show her this card when you’re in... and relax, Buddy. You’re about to have the night of your life. Enjoy it.”
He smiled and nodded, trying to offer her some reassurances before he made his way to the elevator and reached out to press the up button, only to pause and then eventually head for the stairs. As if stalling just a little bit was going to change anything.
“Third floor...” he muttered. “Room 32.”
The unmistakable sound of moans and swaying furniture eventually grew too loud to ignore, and his head filled with images of the scenarios he’d been watching online over the past few years in anticipation of what was about to take place. Eventually he shook his head and focused on getting to his room. A small sign directed when he was finally up the stairs.
20-27< | >28-35
Heading to the right, he whispered each number aloud until finally, he was at the right door. She was in there, waiting for him. All he had to do was knock twice, and eventually... that’s exactly what he did.
Time slowed to a snail's pace as he waited, but eventually a voice that wasn’t his mom’s (but still very alluring) called out two simple words.
“Come in.”
With one last gulp, he grasped the doorknob and slowly pushed it open. What awaited him was a fairly small, but pleasant bedroom with a large bed in one corner, and a small table with two chairs by the window on the opposite side.
There she was, seated in one of the chairs with one thick curvy leg crossed over the other. Dressed in a tight robe that hugged her body tightly and left very little to the imagination. Only a few seconds in, and he already believed everything he was seeing. A burning warmth started in cheeks and spread throughout his whole body as she smiled sweetly at him and beckoned him forward with a single, slender finger.
“Come on in, Honey. Let’s chat...”
Author's Note
Never attempted anything remotely close to this before, so I'd appreciate hearing from you if you like the way it's going. :)