Read Story: SEASON 2 EPISODE 19

I kept Shea’s plush lips glued to mine as I thrust my hips up to meet hers, reveling in the feel of the head of my cock hitting the back of her vagina. Wrapping one arm tight around the small woman, I kept the fingers of my other hand tightly entwined in her hair, holding her crushed against me as I began power fucking her.

“Erin!” Helen cried out. “Please!”

“I’m not doing anything without your Master’s permission,” Erin said. The delight in her tone as she manipulated the controls was palpable.

“You’re already— augh!” Helen screeched. I’d never heard her make noises like that before. She always sounded so calm and in control.

I hauled Shea off the couch as I stood up, turned, and dropped her next to Erin, who was openly fingering herself as she played with the controls. “Do it,” I said, looking at Erin. “Make her cum, and let me see.”

“You got it, boss,” Erin breathed. She did something to the screen, and a loud groan erupted from Helen again, except this one sounded less frustrated and more relieved. Erin held the phone so I could watch as Helen thrashed into the air. She’d grabbed her tit and pulled it toward her face just enough so she could latch onto one of her nipples as she quickly ramped up to a full orgasm. She screeched as she sunk her teeth into her own tender nub capping her breast.

Meanwhile, Erin had her skirt around her waist and her hand buried in her panties, fingering herself as she watched Shea and I fuck.

“Boss,” she said with a grin, “I hope this isn’t the only time you let me play with this thing.”

I grabbed Shea’s hair and pulled it back roughly as I began pounding in and out of her, forcing her to watch the screen Erin was holding with me. Helen was thrashing back and forth on the small screen, screeching as she approached a vaginal orgasm that we’d initiated while miles above the earth and several time zones away. I wondered if what we were doing to Helen could be counted as having someone join the mile-high club.

Driving my cock deeper into Shea repeatedly, she was starting to whimper, a sure sign of an approaching orgasm. It was a race to the finish line, and I was pretty sure I was winning.

I was right. Seconds later, I unleashed a torrent of cum deep inside my little Asian masseuse. I reached out, grabbed Erin by the hair, and brought her face in close enough so that our foreheads touched as I groaned through my orgasm.

Even after I’d spent several loads in the petite woman under me, I kept up the pace, sure that I could stay hard long enough to push her through at least one orgasm.

When I could speak, I looked Erin directly in the eyes and panted, “If you think you’re going to be on the user end of this, you’ve got another thing coming.”

My assistant blinked and bit her bottom lip as our foreheads were still pressed against each other. Beneath us, Shea began groaning loudly as her first orgasm was starting to claw its way free.

“I’m going to torment you with this.”

As if to punctuate my words, another loud cry came over my phone’s loudspeaker as Helen approached a second orgasm from the vibrator. Neither Erin nor I were in any hurry to turn it off.

Erin leaned in and pressed her lips to mine for a brief, soft kiss, parting them a moment later to give me a heated gaze. “Can’t wait.”

Friday, September 6th, 4:25 pm

“How was the flight?”

Astrid stood in front of me with one hand on her hip. She looked comfortable in a pair of cotton shorts and a tank top, unlike me, who was still dressed in jeans, a shirt, and a light jacket.

“It was… interesting,” I said, looking around the room. It looked dedicated to wellness, with a couple of massage beds in the middle of the room. There was a side table with heated water and a stack of towels. Paintings hung off the stone walls that I suspected cost more than half a year’s salary at my old job, and there was relaxing music being pumped into the room from speakers set up in the corner.

The trip wasn’t long, and the two ladies helped me pass the time enjoyably. Once we landed on a small airstrip, we were greeted by a driver who took us on a fifteen-minute drive to the Håkansson mansion. It was a beautiful compound settled just off the coast and against a fjord.

I never realized what a fjord was, but it looked like a wide river connected to the coast. Maybe it was more of a lake than a river because it didn’t appear to be flowing anywhere. Whatever it was, and strange as it seemed, beautiful was a perfect de***********or. With the sharp slopes of the mountains on either side, it felt like we had stepped into some magical world far removed from anything New York state had to offer—even the Catskills.

Astrid greeted us at the door as we drove up, giving me a hug and expressing relief that we were all okay after hearing that we’d had to keep moving over the last two weeks to avoid encountering anyone unsavory. She then took it, in turn, to greet Natashya and Emily as warmly as she had me after I introduced them as my sister and her girlfriend. They exchanged a few pleasantries and giggled… managing to somehow become fast friends in the space of a few moments in a way that I didn’t understand.

I noticed, though, that her greetings cooled considerably for the rest. Shea, Bobbi, Tara, Chloe, and Erin got simple smiles and welcomes. In fact, as I watched Astrid interacting with them, Shea, Tara, and Chloe seemed to get most of the warmth she’d deigned to give them, but Bobbi and Erin barely got anything more than a single greeting from the woman before she seemed to ignore them entirely. At one point, Erin asked Astrid a question, and the young heiress continued talking to Emily in a way that made it almost seem like she hadn’t heard the smaller woman, which I doubted was the case.

She showed Emily and Natashya where they would stay, had Shea, Tara, and Erin shown their rooms by the help, and then showed me to my room with Chloe in tow since she’d insisted on a room next to mine. Then, she surprised me with a massage to help me unwind after my trip.

And that’s where I found myself now.

“Hopefully, the plane was comfortable enough. Your assistant told me that yours was unavailable. I gave her my best recommendation, but I know what it’s like to not fly on your own aircraft. It’s always disconcerting.”

The very idea that Astrid thought I was inconvenienced by not having my own plane and instead having to charter a different one was a testament to how different the one percent lived compared to the rest of the world. Before Colin’s money, I would have killed to spend a few hours in the air like I had this morning.

“Don’t worry,” I said, turning to look at her again. “I’m used to taking economy…”

Whatever else I was going to say died on my lips, stolen by Astrid, who was in the process of shedding her tank top. The cotton shorts were already gone, leaving her completely nude with her arms stretched over her head as she slid the rest of the way out of her shirt.

Astrid was one of the most slender women I’d ever seen, with slight curves that gave her just enough feminine shape to confirm her gender. Her hips flared subtly outward from her waist before moving on to thighs almost as slender as Erin’s despite being more than half a foot taller than my assistant. Her body was turned just enough to the side so I could see the beginnings of her ass; it had a little more of a prominent curve to it than her hips, giving her a couple of firm-looking cheeks roughly the size of large apples.

I’d already gathered that she was small-chested—probably only filling an A-cup bra—but with her arms stretched overhead, her tits were almost non-existent. The only thing calling attention to her chest was her prominent, dark pink nipples that stood completely erect a little more than an inch from her chest. Considering her slender frame and lack of breasts, they looked bigger on her than they actually were.

Her skin was so white it was almost translucent, marred only by an occasional freckle and what appeared to be a small scar on one hip.

“Fuck,” I said, the word coming out involuntarily, thanks to my surprise.