Chapter 8

Friday June 10

Chloe came to my work tonight. She and the guy she was with asked to sit at my table.

“Hey Chloe! Great to see you!” I said when I reached their table.

“We thought it would be fun to see where you work,” Chloe said. “This is my friend Manny.”

Manny was a slight guy with a duck tail haircut and mirrored sunglasses hanging from the collar of his button-up shirt.

Chloe was wearing overalls with no shirt or bra. Going out in public like that would be unthinkable to me, but she was pulling it off. Her hair was still shaved on the side, but today she had green tips instead of blue highlights. As usual, she had jewelry in her eyebrow and nose, in addition to her ears.

“You’ll have to tell me what Chloe is really like,” I said to Manny. “I only see her when she’s pestering her family.”

“Oh, you know what she is? She’s amazing!” Manny responded. “She is so creative, and she is always up for mischief!”

I kept talking to the two throughout their meal, whenever I got the chance. I was getting a definite “do not want” vibe from Manny, like when I touched his shoulder or when I found an excuse to lean forward to show off my cleavage. Chloe just kept smirking like she was above it all.

I couldn’t stop thinking about Oliver’s offer, so I suggested that if she wasn’t doing anything, we should get together when I’m done with work and have a drink. A brief moment of excitement showed through her normally cool demeanor.

Chloe picked me after work in a limo. Manny wasn’t there.

“I figure we can just go back to my place and chill,” Chloe told me as she poured two glasses of scotch.

“That might be a little awkward,” I said. “Me hanging out with you and not Paris at your dad’s place.”

“Not my dad’s place,” she corrected me. “My other place.” I was surprised, so she added, “I normally stay at my dad’s place, but I keep a condo for entertaining.” She touched her bare foot to my ankle for emphasis. I wondered how much she had been drinking already tonight.

“See, that’s what I wanted to ask you about!” I said, seizing the opportunity. “You keep dropping all these hints and it’s killing me not knowing. Are you like a call girl or something?”

“Hmph - call girl,” she said with disdain. “But I bet I’d be an awesome geisha! Can’t you just imagine me in a kimono with all the face paint?”

“I don’t think that look would work with your hair,” I told her. She tossed her hair with her fingers, as if to remind herself how she was wearing it.

We arrived at Chloe’s condo and went in. It was very nicely decorated - surprisingly normal for her. The livingroom showcased several framed erotic European movie posters, though. I took off my shoes at the door when she did.

“Guess again,” she challenged me once I had taken in the room.

I tried to give her a penetrating stare. “You said that you’ve slept with dad’s colleagues,” I said. “You said that you played a part in your family’s wealth. I’m guessing that you bribed them with sex to grease the wheels for some big business deal. And I’m guessing that your dad knows.”

Chloe looked at me silently for a moment. Then she dropped one of the straps of her overalls off her shoulder and stepped close. The top of her areola was just barely visible above the loose flap of fabric. “What is it you’re looking for?” She asked suspiciously.

I laid it all out, resolved not to be distracted by her come-on: “I want to know who you slept with, when, and why. I want to know what it has to do with the sale of your parents’ company.”

“And what do I get in exchange for all of this information?” She asked, touching my arm. I was surprised she didn’t ask why I wanted to know.

“You get my stories in exchange, quid pro quo,” I told her. “I’ve got some good ones. That lawyer I had sex with? It was because he was blackmailing me. Ever suck a dick knowing that the guy could send you to jail if you didn’t do a good job? And that’s just the tip of the iceberg.”

“Intriguing,” she said, “but that’s not what I want.” She stepped in closer so that our chests were touching. She put her hands on my shoulders.”

“What do you want?” I asked, still business-like.

She whispered in my ear: “I want to tie you up on my bed and do things to your body that there aren’t even names for.”

“No.”

“No?” Chloe responded, surprised. She stepped back to look at my face. At this point her left breast was completely free from her overalls.

“Chloe, I sorta like you, but I don’t trust you. There’s no way I would ever surrender my freedom to you,” I explained. “Anyway, we’re not having sex. I care too much about your brother.” She might have picked up on my wavering conviction when I said that.

Chloe paced for a few seconds. “Okay, what about this?” She proposed. “I want to watch you playing with one of my toys. But it has to be real - no faking. You have to be into it and you have to come!”

“I masturbate for you and you tell me everything I want to know? That’s it?” I asked as if making a deal with the devil.

“Yes.”

“Deal,” I said.

“So where’s this toy of yours?” I asked as we undressed in her bedroom. I sat on the bed and rubbed myself to try to get in the mood.

Chloe went into her closet and wheeled out a cart with a machine on top. A four-foot metal pole extended from the side of the machine that ended in a very large dildo - realistically penis shaped with balls at the base.

“I call him Virgil,” Chloe said proudly.

“Whoa,” I said, intimidated by the thought of fitting that thing inside me. I was mildly aroused by that point - lubed enough for a couple fingers or a modestly-sized dick, but not for that. Chloe was standing next to it, naked, looking at me with hopeful joy.

“Not that you’re not beautiful,” I told her, “but I’m going to need more mental stimulation if I’m going to get wet enough to handle that thing. Got any videos of hot guys?”

Chloe turned on the TV and navigated a couple menus with the remote. The TV then showed a naked erect middle-aged man, pretty appealing, approaching the bed where a younger Chloe - maybe even fifteen - was tied up on this very bed.”

“This is me and Nathan Murdock,” she explained. “He was some kind of officer at BSI. I didn’t get videos of the first two.”

In the video, Nathan was kneeling between Chloe’s legs, poking his circumcised cock around her pussy but not entering it. Chloe squealed casually at his touches.

I lay back on some pillows and spread my legs, still stroking my pussy. The video was working - I could feel my body readying itself for my silicon visitor. At the same time, Chloe maneuvered the machine so that the big dildo was just barely touching my pussy.

“Take your time,” she said. “Once it’s comfortably inside I’ll turn the machine on.”

I took my time rubbing my pussy against the faux-cock, getting it wet, getting my body ready, and playing with the angle. In a way, my actions were a mirror of what was going on in the video. There, Mr. Murdock just kept poking and sliding his iron-hard dick around among Chloe’s labia but never entering her. Chloe kept chirping her appreciation.

I moved on to the next phase before the lovers in the video did. I was ready so I inched my body down, forcing the dildo into my pussy, wiggling my hips to move myself along its length.

“Oof,” I said, pausing after taking the first part in. I couldn’t remember if this was the biggest thing that had ever been in my pussy, but it was certainly a contender. It was good, though, and I had to admit to myself that I was looking forward to Chloe turning the machine on and seeing what it could do. Not yet though.

“How deep should I go?” I asked Chloe. I was a little worried about going too deep and getting punched in the cervix when the machine powered on.

“Go as deep as you want,” Chloe explained. “This is as far forward as it can come. It will start by pulling out.”

I worked the dildo deeper into my pussy, enjoying a degree of fullness I don’t normally get with organic lovers. Without really thinking about it, I stopped my descent and starting grinding, fucking it like it were an ordinary static sex toy.

On the video, Mr. Murdock still hadn’t penetrated the tied-up girl he was teasing. He did have her moaning and laughing, though. “Are you going to fuck me or what?” The Chloe from the video asked.

“Maybe,” Mr. Murdock said in the video, feigning disinterest.

That’s when the real Chloe turned the machine on. “Ahh!” I moaned as the sex machine slowly pulled three-fourths of the way out and then filled me back up again.

“Ohh!” I breathed as device piston-fucked me steadily faster while Chloe worked the speed knob.

“Say when,” Chloe said, watching me intensely. Before today, the happiest I had ever seen Chloe was when she was tormenting her brother. This was a different type of happy - something more pure.

I bit my lip, closed my eyes, and nodded once the thing was giving me a nice powerful pounding. It felt good - really good. A part of me wondered how much one of these machines costs, and whether I’d be able to sufficiently hide one in my new apartment. Something was missing though: a person, I decided. Getting your pussy pounded just isn’t the same without the weight of a guy on top of you, or behind you holding you. I thought about asking Chloe to come lie on top of me, but I decided against it. We weren’t having sex, I reminded myself; I was just putting on a show for her.

“Come on, mother fucker, fuck me!” The Chloe from the video demanded. “Don’t make me make you!” She said, ridiculously, with her arms and legs still tied to the bed posts.

I rubbed my clit. “Did you ever do him again after this?” I asked Chloe. “He seems like a keeper.” My breathing was becoming heavy.

“Once or twice,” Chloe said with her secretive smirk.

Video-Chloe started thrashing and shrieking in orgasm. Mr. Murdock still hadn’t done anything but poke her outer sex with with his tool. Now that she was bucking like a rodeo bull he couldn’t aim nearly as well. With one hand on her pubic mound he aggressively held her down while the other kept guiding his dick like a paintbrush over her pussy. She just kept coming.

“Oh fuck, I’m going to come soon,” I announced. “A little faster,” I added breathlessly.

Bright-eyed Chloe turned the knob on sex machine and it whirred higher as the pounding in my pussy sped up. I was barely adapting to the change in sensation as the recording of Chloe fell silent and still, with a big satisfied smile on her face. At that moment, Mr. Murdock climbed on top of her and shoved his cock in her pussy. He fucked her hard enough that the bed frame creaked from the stress of her bounds and she started screaming in orgasm all over again.

That was it for me - I knew that my climax was inevitable. Some instinct guided me to clutch my knees to chest, and suddenly the tireless motorized cock was touching me in some place magical. I started to come - almost painfully wonderfully - and I think, for the first time in my life, I might have squirted a little tiny bit. I came for countless seconds, curled up in a tight little ball, with the silicon and metal rod still stroking in and out of me, oblivious to what it had just done to me.

I waved my hand at Chloe and she turned off the machine. I climbed to the center of the bed and lay on my side with my arms and legs wrapped tightly around pillows.

Chloe lay on the bed in front of me. She didn’t crowd me or touch me; she just begged. “Please let me fuck you, Lexi. Please.”

Worn-out and sleepy, I told her, “I couldn’t right now if I wanted to. Anyway, you’ve got a story to tell me.”

Chloe pulled a blanket over both of us and turned off most of the lights, creating the impression of an innocent slumber party. “Well, okay,” she began. “My parents have always had business people over to the house. When I was little I liked hanging around with all the adults - mostly men - ‘cause they were always telling me how cute I was. And then when I hit puberty, and especially when I started understanding men - well they didn’t tell me I was cute any more, but I liked the looks they gave me that they thought I didn’t understand. You know?”

“I know,” I smiled.

“Once Mom and Dad started fighting all the time, it was just Dad entertaining the clients or coworkers or whoever the fuck they were. I didn’t follow the business talk - I just fetched drinks for them, or pads of paper, or whatever they needed.

Then one time, when Mom wasn’t around much any more, Dad actually asked me to stay and help. He said that for the next few weeks, there would be a lot of negotiations that would have a big impact on his company’s future. And, I don’t remember what he said exactly - he didn’t come right out and say it, but he sort of encouraged me to dress sexy.”

“How old were you at this point?” I asked.

“Sixteen, I think. Maybe seventeen,” Chloe replied. “And it’s not like he thought I wouldn’t understand. I’d been having sex since I was twelve. My parents had caught me with boys lots of times. Sometimes I used to let them catch me, just to mess with them, or when I didn’t want to see that boy any more.”

“Then one day, Dad said that Mr. Reyes would be coming over that afternoon, but Dad would be late. He asked if I could entertain him when he arrived. And he told me again that this deal they were working on was super important - the family stood to gain or lose a ton of money, so I should do anything I could to make Mr. Reyes happy.

“When Mr. Reyes showed up, well, he acted like he was seducing me, but he clearly had a strong expectation of getting lucky - you know, like it had already been arranged. And I liked the taboo of fucking an old guy - one of my dad’s friends - so I played hard to get to let him feel like he was earning it. And then I fucked the shit out of him. I mean, I rimmed him while squeezing his cock so hard the whole thing was purple. I ... well, you get the idea.