Chapter 11

Author’s Note: This is a chapter I’ve been excited to write for a while. I’ve held off because this book needs to be a slow burn. But for those of you who love Crystal? Enjoy these two steps toward the dark side.

I hadn’t been to the Hooker House in three weeks. It was the longest hiatus I’d had since we bought it. Alix had returned from her two-week stint in LA. Nicole and Brittany had kept the Infinity agency thriving while she was gone, both happy to step up to take on the administrative reins while Jess focused on business development, particularly looking to expand the lineup of escorts. It was slow-going for Jess, who was extremely particular in the girls she would hire for the agency. Good looks weren’t enough. A slutty attitude wasn’t enough. She wanted only the best, the girls who put together looks and a carnal desire that couldn’t be checked.

In ten days, Jess had interviewed and rejected six candidates. The ten girls at the agency were worn a little thin, and Jess stared down the possibility of having to take on regular appointments again herself. She needed some time to think, so one way she relieved the pressure from her clients was to add a new, attractive option.

And that’s why I was driving to the Hooker House on a Saturday morning in early August. It was a period of heavy vacations among Jess’s client base, so she had a little time to play with. To stave off burnout and further strain on her girls, she decided it was time for me to take Crystal to the next level. For a month, Crystal had been taking weekly Saturday appointments. At first, she was an under-the-radar, insider’s treat. Jess personally referred Crystal to select clients. Her enthusiasm remained during each appointment, and Jess decided it was time to roll out Crystal for general use. But only if she passed one more test.

She needed anal training. That’s where I came in, of course. The challenge was that Crystal had never done any kind of meaningful anal play. When I walked into the Hooker House that day, I was still under the impression that she believed the time I had tongued her asshole counted as anal sex.

I parked in the garage and, despite it being 10 a.m., was greeted by an incredibly stoned Alix and Brittany in the living room. They had been indulging in the new Hooker House hookah while laying out by the pool. Small talk was impossible when they were that high. They bordered on the incoherent, only wanting to stumble back to the pool and smoke some more. I noticed that Crystal was out by the pool, too, sunbathing nude. Jess had told me this was a weekly occurrence. Crystal was serious about her natural tan.

I was about to go outside to give Crystal her marching orders for the day when Nicole walked into the kitchen. Her eyes were bloodshot and hair wildly disheveled. She wore nothing but a thong, and her tits stood out more proudly than I remember. Her stomach was flat, her ribcage more prominent than in the past. She had lost weight, but her ass was as firm and pert as ever.

“What would your boyfriend say if he knew you were hanging out in a house of ill-repute?” I asked sarcastically.

“He’d say that he wanted to know which one was a bigger whore than I am,” Nicole shot back and smiled.

She walked over to me and gave me a hug. Her breasts pushed into my chest, and she lingered longer than she needed to.

“What are you doing here?” she asked. “I thought you had gone straight. No hookers or anything.”

“Have you met my girlfriends?” I said, deadpan.

“I have,” Nicole said. “That’s why you didn’t grab my ass just now. You’ve gone soft.”

“You call that soft?” I said, glancing down at my shorts.

“I’m not allowed to play anymore,” she said. “So, yeah, if I can’t have it? It’s gone soft.”

Nicole put a mug under a single-serve coffee machine and added a pod to the chamber.

“I’m surprised you can wake up with just coffee,” I said. “You really have become responsible.”

Nicole smiled at me. When the coffee finished brewing, she picked up a vial of cocaine and sprinkled some into the mug, then stirred it with a spoon.

“Responsible?” she said. “I’m just getting a Stevie for myself.”

“A Stevie?” I asked.

“Steve Ray Vaughan used to dissolve cocaine in his whiskey,” Nicole said. “It’s too early for whiskey. So I’m doing it with my coffee.”

“I never knew you were such a music fan,” I said.

“You never really bothered to ask,” she said and smiled. “I’ve got to go. I’ve got a client coming in an hour.”

“And cumming again fifteen minutes later, I’m sure,” I joked.

“Probably,” Nicole said, looking over her shoulder as she walked back toward the bedrooms. “Unless I don’t want him to. But he will anyway.”

“I can’t relate,” I said.

“That’s because you haven’t had me in far too long, John,” Nicole said. She stuck out her tongue and disappeared around the corner.

I was antsy now. I went out back and approached Crystal.

“Hey, babe,” she said as I walked up to her lounge chair.

“Your tan looks phenomenal,” I said.

“Do you like it?” she asked, sitting up. She was, as always, chewing gum.

“It’s superb,” I said. “Did Jess tell you I was coming?”

“Yeah,” Crystal said. “She said it’s training day. What does that mean?”

“Do you want to guess?” I asked.

“I have no clue,” Crystal said. “Is it time for me to come inside?”

“Yeah, let’s get you a towel,” I said.

“I don’t need one,” Crystal said.

She stood up confidently. Her belly ring shone in the morning sun as it bathed the pool deck. She had blossomed with confidence after her first handful of real escort experiences.

“Perfect stomach,” I said, flattering her intentionally. “I’ve missed it.”

“Aw, thanks, babe!” Crystal exclaimed.

Inside, I slipped my hands around Crystal’s waist and pulled her to me. She always kissed softly and seductively.

“Do we get to have sex today?” Crystal asked.

“Yes,” I said. “Have you missed me?”

“I’m so excited,” she said with a smile and kissed me again. “I like having sex with you the best so far.”

“We’re going to do some different things,” I said.

“Like what?” Crystal asked.

“You’ll see,” I said. “Come on. Let’s get a bedroom.”

“Just a second,” Crystal said. She drifted over to the kitchen and the large tray of cocaine.

“Do you have your bullet?” I asked.

“Yeah,” Crystal said. “But I like lines the best.”

She picked up a straw and brushed her hair to one side. The familiarity she had developed with cocaine made me smile. I had created that. Her honey-tanned body looked good as she bent over and inhaled the first pile of powder. I gazed at her ass, which was between soft and firm. A Goldilocks ass. And today I was going to defile it.

Crystal polished off the second line and turned to offer me the straw while she rubbed underneath her nostrils.

“Do you want some?” she asked.

“Yeah, thanks,” I said.

“I’m feeling tingly,” Crystal said as I snorted my lines. “I’ve really been wanting you again.”

The coke hit me, and I felt like I had reached the right state of mind. Jess’s words to me before I walked out the door rang in my ear.

“I want an anal whore when you’re through with her,” she had said.

I was ready to wreck her and pull back some of the romantic illusions she had developed about escorting to this point. Jess was right. It was time to make her a whore. I was confident we had primed her that she would be ready to take a bigger step. I just had to push her just right.

“Come on,” I said, cupping her ass. “I’m really horny.”

We walked into the master bedroom, and I locked the door behind us.

“Do you want me to blow you?” Crystal asked, putting her body close to mine and running a hand down my chest.

“In a little bit,” I said. “Today is going to be different, babe. You’ve done a good job so far with your appointments. But Jess needs you to take it to the next level if you want to get invited to do the really fun stuff.”

“Like what fun stuff?” Crystal asked.

“Like the football parties,” I said.

“What parties?” she asked.

“Okay, look, if I tell you, which I probably shouldn’t because Jess hasn’t said it’s okay,” I said. That was a lie. “But there are these parties, and we can make it a secret just between you and me that you know. As long as you don’t say anything.”

“I promise I can keep a secret,” Crystal said.

She stood on her tiptoes and kissed me lightly. Her eyes betrayed how eager she was. This was going to be so much fun.

I relayed a general overview of the football parties, and Crystal’s jaw dropped.

“That sounds like the most fun thing I’ve ever heard of,” she said.

“So you want to be a part of them?” I asked. “They’re on Sundays usually.”

“Yes,” Crystal said in her confident voice. “I can probably figure out a way if they’re after church.”

“The money is incredible, too,” I said, ignoring her church comment.

“How much?” she asked.

“At least five thousand dollars per party,” I said.

“Are you serious?” she said.

I nodded and said, “If you’re willing to be a good girl for me, I can make sure you get to be invited to the parties.”

“I want to be at those parties,” Crystal said.

I kissed her.

“Good girl,” I said. “You’re going to let me show you what you have to do?”

“Yes, babe,” she said. “You sure I can’t blow you?”

“Not yet,” I said. “I want you to get on the bed. On your hands and knees.”

“You don’t want to start by being on top?” Crystal asked, confused.

“It’s going to be different today,” I said.

“Okay,” she said. For the first time that day, I heard the smack of her ever-present gum.

Crystal kneeled on the bed for me, and I pulled her closer to the edge. I stripped and kneeled on the floor behind her. She smelled slightly soapy but also a bit sweaty from her sunbathing. I began to gently lick her pussy from behind.

“Oh my gosh, babe,” Crystal sighed. “That feels really nice.”

“I’m going to get you so horny today,” I said.

“I already am,” she said.

I went back to working her pussy with long strokes. Her juices were thick and sweet. This was only the second time I’d eaten her out. When her pussy juices flowed copiously, as if I had turned on the faucet to her desire, I flicked my tongue over her asshole. It was as beautifully hairless as her cunt. It seemed that Crystal had taken Jess’s advice and gotten waxed.

“I like when you do that,” Crystal said as my tongue swirled around her tight, obviously virgin asshole.

“What am I doing, babe?” I said. I wanted her to say it.

“Your tongue is on my butt,” she said.

I started working my tongue into the hole slightly. It met stiff resistance. This was going to be a monumental conquest. I smiled and continued rimming her. Crystal moaned. My tongue returned to her pussy, focusing on her clit. It was time to push her boundaries. Just a little. As my tongue flicked against the hard nub at the top of her cunt, I ran my index finger over her sap-covered pussy lips. Well-lubricated, I then touched my fingertip to her asshole. Predictably, she clenched.

“What’s that?” she asked, unsure. Her head had whipped around, and she looked at me with shocked eyes.

“Babe,” I said, “if you want to do the football parties, you are going to have to do new things. Do you understand? I’m going to teach you how.”

“It’s butt stuff?” Crystal said. “That’s what they want?”

“Not just them,” I said. “If you want to be part of Infinity? You have to provide a certain level of service.”