The call had come in pretty late in the week for a Saturday night. I'd had a regular client cancel his Saturday evening spot due to him having the flu, so I just happened to have an opening.
My regular client who was sick was in his mid fifties, divorced, and a wealthy sugar daddy of sorts, but at 29 I was a little too old to figure myself a sugar baby.
This wealthy client liked to buy me little presents and things, though. While that was kind, I didn't really feel comfortable accepting his more expensive gifts that he'd given me in the past. So now he only purchased me little inexpensive items like stockings and body oils. Mostly I liked this client because he was an older, dominant, confident man, a great fuck, and if he could have power fucked me through the mattress and down through the floor I would have gladly let him.
"This will be a new client for you," my boss had told me over the phone.
"Oh?" I asked. I had a pretty decent list of regulars that always requested me when they called in. Usually the younger girls took on the newbies.
"Yes. Everybody else was booked for this Saturday evening. And just so you know, the voice on the phone sounded pretty...young," she said.
I paused a few seconds. "Young? How young?" I asked, a little worriedly.
I was mildly concerned because a different local high-end escort service had gotten into some trouble a little while back because they hadn't been selective enough with their clients. Let's just say the underclassmen of a local high school lacrosse team thought they were going to have a much better evening than they had ended up having, spending the night at the local police precinct.
"No, no! Not that young!" My boss said. "But...young enough," she added.
"We are talking about someone legal?" I asked, just to be sure.
"Yes. Legal, but just barely," she said.
"Is it a first time?" I had asked warily.
I really preferred experienced gentlemen because I liked for them to take the lead in the bedroom and to simply fuck my brains out. I could probably do a first timer but I'd never done one before and it wasn't really what I was used to.
My boss giggled. "It is a first timer. I know you've never done an inexperienced newbie before, but I have faith that you'll do great. So, good luck to you!" She said, and she hung up before I could protest.
Great, I thought. I'll be fucking a man-child on Saturday night instead of my experienced power fucker. I sighed, feeling rather disappointed. This new guy probably wouldn't bring me any gifts, either.
The knowledge that I was going to be showing a newbie the ropes swirled around in my head all Saturday afternoon. I usually liked to meet new clients in a safe place such as a restaurant, and then we'd go on to a nice hotel from there. But this client had assured my boss that the only place he could meet me was at a house. If he was that young he probably couldn't reserve a hotel room anyway.
I got decked out for the date like I normally did. I wore a slinky red sparkly top, a short, tight black leather skirt, and stockings and high heels. I was shaved and waxed as normal and I'd put on some of my favorite perfume. It was called "Dangerous" and it made me feel quite dangerous when I wore it.
Later that evening my Uber dropped me off at a two-story suburban house in a nice neighborhood. The houses around me were one and two-story brick, with decent sized yards. It was a great place to raise a family, probably.
This house had one twenty-ish year old red car parked on the driveway and another equally old white car parked outside on the street. The outside of the house was otherwise dark and quiet but the house had warm-looking lights on the inside that shone out into the dark night.
I double checked the address on the wooden mailbox post and I walked up the driveway and onto the sidewalk that led to the front door. I smoothed down my wavy golden-brown hair and I rang the doorbell.
Several seconds passed and nobody answered, so I rang the doorbell again. I heard arguing on the other side of the door just as it opened.
"Would you calm down? It'll all be alright!" A young male voice said as the door opened.
There stood two individuals just looking at me.
"Hello! I'm Claire," I said.
I looked back and forth from the two "men" who were inside the house. One was tall and pretty nicely built with a shock of short, blonde hair. He grinned at me immediately. The other one was shorter, thinner, with shoulder length straight brown hair and wouldn't look at me for anything. They both were in their stockinged feet.
"Welcome, welcome, Claire! Come on in!" The taller one said. Boy, he was charismatic to a fault. "I'm Chad, by the way," he said.
I was a little confused because I didn't usually do two guys at a time, and I certainly hadn't been warned there would be two men here.
But still I was curious and so I walked inside and Chad closed the door behind me.
"You're Chad?" I said. "I didn't think -" I began, because that was not the name I had been given.
"Yeah, I'm Chad. This here is Oliver," Chad said, pointing to his shorter friend.
I glanced from Chad to Oliver and I smiled widely at the smaller guy.
Oliver was my client.
"Oliver?" I said.
He was looking down at the floor but at his name he glanced up at me and he blushed. "It's nice to meet you," I said.
"Yeah, you too," he said, looking down again at his feet.
"He's real shy," Chad said with an eye roll, being all Mr. Obvious.
I nodded. "I see. But that's okay," I said. "I like shy guys," I lied.
"So...do you just, um, take him upstairs? Or what?" Chad said.
I chuckled. "Well, that's Oliver's decision to make," I said. "Oliver?"
He didn't respond so I decided to take the reins.
"Um...Oliver, what are you drinking?" I asked.
"I just had one of Chad's dad's beers," he offered a little proudly.
I grinned. He was definitely underage for that. "Well, why don't we move on to soda or something like that? Would you want to go into the kitchen first? I'm kind of thirsty," I said.
He flushed again, looking at the wall. "Sure," he said.
But, he didn't move.
Chad finally rolled his eyes. "Come on, Romeo. Let's show her to the kitchen. But I can only hold your hand for so long, you know," he added on a grumble.
Oliver blew out a nervous breath of air and he followed us both into the kitchen.
"Oliver," I said, as he sat down at the table and his friend Chad got three Cokes out of the fridge, "I really like your house," I said.
"Thanks," Chad said. "Actually I live here with my parents. They're on vacation in the Cayman Islands right now," he said.
"Nice!" I said. "How come you didn't go?" I asked.
Chad grinned. "Football practice. Coach would have drawn and quartered me if I had disappeared for two weeks," he said.
"Ugh," Oliver groaned, rubbing his stomach like it hurt.
"And when the cat's away the boys will play?" I asked.
"Something like that," Chad answered with a grin.
"So...where do you guys go to school?" I asked.
"We're both seniors over at Central High. Oliver here just turned eighteen," Chad said. "But I've been eighteen now for a few months," he said, puffing out his chest a little bit.
I grinned. "Aha. I remember being eighteen," I said.
Chad laughed. "Sure! It couldn't have been that long ago for you," he said.
